Vacation Rentals By Owner In Captiva, FL

$1254.35

Spacious 5-Bedroom Captiva Home with Private Pool & Spa

Captiva, Florida, United States

Shell yeah, this is exactly the vacation you've been dreaming about! Welcome to Shell Yeah, a spectacular 5-bedroom, 5-bath vacation home with a private pool and spa on quiet Wightman Lane in the heart of Captiva Village. With 15 guests, a gorgeous heated pool, and a location that puts the Gulf of Mexico beach and Captiva's best restaurants and shops all within easy walking distance, Shell Yeah is the ultimate destination for big groups ready for the Captiva experience of a lifetime.brbr The name says it all — from the moment you pull up to Shell Yeah, you'll feel the excitement of an extraordinary vacation ahead. Wightman Lane is one of the village's most desirable addresses, shaded by mature tropical trees and lined with lush foliage that creates a private, serene atmosphere. Yet you're just a short walk from the beach, the Mucky Duck, the Green Flash Restaurant, and all the outdoor adventures Captiva has to offer.brbr ️ Five generously appointed bedrooms — three with king beds and two with full/twin bunk beds — accommodate up to 15 guests across five full bathrooms. Whether you're hosting a family reunion, a milestone birthday celebration, a multi-family vacation, or a group of friends celebrating a special occasion, Shell Yeah has the space and configuration to make everyone comfortable. Five private bathrooms mean no waiting — even with a group this size, mornings flow smoothly.brbr The private heated pool and spa hot tub are the social heart of Shell Yeah — a sun-drenched retreat where the fun never stops. ☀️ Splash in the pool, soak in the spa, fire up the grill for a legendary poolside feast, then head to the beach for an afternoon of Gulf swimming and shell collecting. Captiva's beaches are legendary for shelling, and with Shell Yeah as your base, you'll have unlimited opportunities to fill your pockets with treasures.brbr A fully equipped gourmet kitchen with Keurig, full cookware, and all the essentials serves 15 guests with ease. Central A/C, WiFi, linens, beach towels, washer/dryer, and beach chairs/umbrellas are all included. brbr From Wightman Lane, the beach is an easy walk. Captiva Village dining, shopping, and kayak rentals are steps away. And when the sun sets over the Gulf, Shell Yeah's pool and outdoor spaces create the perfect setting for the kind of memories that last a lifetime. brbrReady to plan your stay at Shell Yeah Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Shell Yeah from the beach brShell Yeah is on Wightman Lane in Captiva Village, a short walk to the Gulf of Mexico beach. Beach chairs and umbrellas are provided.brbr Is Shell Yeah pet-friendly brPets are not permitted at Shell Yeah.brbr Does Shell Yeah have a private pool brYes! Shell Yeah features a private heated pool and spa hot tub, perfect for large group relaxation.brbrHow many guests can stay at Shell Yeah brShell Yeah accommodates up to 15 guests in 5 bedrooms (3 kings, 2 full/twin bunk beds) and 5 full baths.brbr What is the minimum stay at Shell Yeah brThe minimum stay is one week, Saturday to Saturday.brbr Is Shell Yeah a non-smoking property br Shell Yeah is a non-smoking property.brbr What amenities are included at Shell Yeah brAmenities include a private heated pool and spa, gas grill, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Shell Yeah brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Shell Yeah through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

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$1269.19

/ Nightly

Private Vacation Home

7BR Luxury Captiva Retreat with Private Pool & Spa, Steps to Beach

Captiva, Florida, United States

Rise and shine, at Morning Glories, every morning on Captiva Island is a glory. ☀️brbrMorning Glories is a top-tier luxury vacation estate tucked away on quiet Gore Lane in Captiva Village. Big, beautiful, and designed for the premium Gulf Coast vacation experience, this extraordinary home comfortably accommodates up to 12 guests with 7 bedrooms and 7 bathrooms. Featuring a spectacular 30-foot heated pool with waterfall spa, slide-away glass walls, a full game room, and seamless indoor-outdoor living, Morning Glories is truly a home guests never want to leave.brbr Luxury Living Designed for GatheringbrbrMorning Glories features a smart and spacious floor plan ideal for large families and groups. Even with 12 guests, the home feels open, airy, and private. The main level is anchored by a stunning great room with cathedral ceilings, grand open staircases, and expansive south-facing windows and glass doors that fill the home with natural Florida sunshine.brbr Signature slide-away glass walls blur the line between indoor and outdoor living, opening directly to shaded lanais and the screened pool enclosure for the ultimate Captiva lifestyle experience.brbr Private Resort-Style Pool & Outdoor OasisbrbrThe heated pool is simply spectacular, measuring 30 feet long and 15 feet wide at the shallow end, with a warm waterfall cascading from the in-ground spa tub. The entire outdoor area is enclosed within a giant screened enclosure, offering:brbrLuxury chaise loungesbrbrCovered porches and shaded seatingbrbrOutdoor dining for 8 guestsbrbrTropical landscaping and privacybrbrIndoor/outdoor entertaining spacesbrbr☀️ Whether soaking in the spa, lounging poolside, or dining outdoors under the shade, Morning Glories delivers a true island resort atmosphere.brbrTwo separate garages and driveways provide plenty of parking and convenience for larger groups.brbr Entertainment for All AgesbrbrMorning Glories is designed for unforgettable family vacations.brbrThe lower-level game room includes:brbrBrunswick pool tablebrbrPing-pong conversion topbrbrFoosball tablebrbrHDTV entertainment areabrbrKids games, puzzles, and booksbrbr Rain or shine, there is always something fun to do.brbr Chef’s Gourmet KitchenbrbrThe gourmet kitchen is beautifully equipped for cooking and entertaining, featuring:brbrProfessional Thermador gas cooktopbrbrDouble Bosch dishwashersbrbrLarge refrigerator/freezerbrbrExpansive granite islandbrbrKeurig and coffee makerbrbrPremium cookware and appliancesbrbrEnjoy multiple dining options including:brbrFormal indoor diningbrbrCasual breakfast seatingbrbrCovered outdoor dining overlooking the poolbrbrElegant ceiling fans with woven bamboo blades and recessed lighting create the perfect atmosphere day and night.brbr ️ Bedroom Configuration: Sleeps 12brbrMorning Glories offers 7 beautifully appointed bedrooms and 7 bathrooms, including 5 private suites.brbrBedroom Layout:brbr4 King Bedroomsbrbr3 Queen BedroomsbrbrMost bedrooms include:brbrVaulted or high ceilingsbrbrCeiling fansbrbrFlatscreen TVs with YouTube TV & streamingbrbrPrivate porch or sundeck accessbrbrLuxury en-suite or adjacent bathroomsbrbrThe private pool-level king suite is ideal for extended family, teens, or guests seeking extra privacy and convenience.brbr Prime Captiva Village LocationbrbrLocated on quiet Gore Lane in Captiva Village, Morning Glories is just a short walk to:brbrThe Gulf of Mexico beachbrbrRestaurants and island diningbrbrBoutique shoppingbrbrCaptiva attractionsbrbr ️ Beach chairs and umbrellas are provided for guest use.brbrIncluded amenities:brbrWiFibrbrCentral A/CbrbrWasher & dryerbrbrLinens and beach towelsbrbrGas grillbrbrHeated pool & spabrbr Sorry, no pets permitted.brbr This is a non-smoking property.brbr Minimum Staybrbr7-night minimumbrbrSaturday-to-Saturday rentals onlybrbr House Rules & PoliciesbrbrAll reservations, payments, cancellations, and guest communication are handled through Airbnb in accordance with Airbnb’s platform policies.brbrPlease review the full listing details, house rules, cancellation policy, and booking terms before confirming your reservation.brbr Book your stay through Airbnb and start making unforgettable memories at Morning Glories on Captiva Island!brbr❓ Frequently Asked Questionsbrbr How far is Morning Glories from the beach brbrMorning Glories is located on Gore Lane in Captiva Village, just a short and easy walk across Wiles Drive to the famous Gulf beach.brbr Is Morning Glories pet-friendly brbrNo. Pets are not permitted at Morning Glories.brbr Does Morning Glories have a private pool brbrYes! The home features a spectacular 30-foot private heated pool with waterfall spa, all enclosed within a screened pool area with shaded seating and outdoor dining.brbr ‍ ‍ ‍ How many guests can stay at Morning Glories brbrMorning Glories comfortably accommodates up to 12 guests across 7 bedrooms and 7 bathrooms.brbr What is the minimum stay at Morning Glories brbrThe minimum stay is 7 nights with Saturday-to-Saturday rentals.brbr Is Morning Glories a non-smoking property brbrYes, Morning Glories is a non-smoking property.brbr What amenities are included at Morning Glories brbrAmenities include a heated pool and spa, screened pool enclosure, game room, gourmet kitchen, WiFi, A/C, washer/dryer, beach chairs and umbrellas, gas grill, and luxury indoor-outdoor living spaces.brbr How do I book Morning Glories brbrAll booking requests, availability, pricing, payments, and guest communication are handled directly through Airbnb.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

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$875.91

/ Nightly

Private Vacation Home

Casa Captiva - Ground Level 5 BR Luxe Villa with Grotto Pool, Steps to Beach

Captiva, Florida, United States

Summary:brbrNestled in the heart of Captiva Island's coveted downtown area close to shopping and dining, this exquisite Spanish-styled villa offers an unparalleled blend of luxury and tranquility. This home contains five spacious bedrooms and four renovated bathrooms, comfortably accommodating up to 12 guests. White sugar sand beaches and turquoise waters are just a few feet away. This luxurious haven is more than just a vacation home; it's an experience of refined living in one of Florida's most picturesque settings.brbrbrbrThe Space:brbrAs you approach this splendid residence, the graded shell and sand street, bordered by whimsical crooked palms, guides you to an oasis of elegance and comfort. The home boasts five spacious bedrooms and four opulent bathrooms, effortlessly accommodating up to 12 guests. Every corner of the villa is adorned with modern furniture and fixtures, seamlessly blending contemporary style with timeless charm. The chef's kitchen is a culinary masterpiece, complete with top-of-the-line appliances and a chic breakfast bar, perfect for both intimate meals and grand feasts. Outside, the sparkling pool and serene spa invite you to unwind and soak in the Florida sun, all while being just a short stroll away from the pristine sands of Captiva's beaches.brbrbrbrIn terms of floor plan, this residence features five bedrooms and four bathrooms. The primary bedroom features a king bed and is located adjacent to the second bedroom, which features a Twin XL over Twin XL bunk bed. This combination of rooms lends itself well to parents with children as both of these rooms are located next to the primary bathroom, which features a walk in shower and soaking tub. Across the home on the northwestern corner is located the third bedroom, which features a king bed and ensuite bathroom with walk in shower. On the northeastern corner of the home guests will find a wing containing the fourth and fifth bedrooms, containing two twin beds with an ensuite bathroom featuring a walk in shower and a twin XL over queen bunk bed, respectively. Two ottoman sleepers are also available to guests, one located in the third king room and the other in the fourth twin bedroom.brbrbrbrGuest Access:brbrGuests will enjoy access to the entire home, pool and spa, and all other amenities located on the property itself.brbrPlease note that parking is restricted to 3 vehicles.brbrbrbrThe Neighborhood:brbrThis spectacular home is located on the prestigious and quiet residential street of Laika Lane, in walking distance to both the beach and Captiva Village, where one can enjoy dining and shopping.brbrbrbrGetting Around:brbrWe recommend golf cart or bikes to get around. Captiva village is very walkable and located just a few minutes walking distance from this home, so guests should feel at ease without a car while staying with us.brbrbrbrOther Things to Note:brbrGuests must complete a rental agreement prior to checking in. brbrA non-refundable cancellation fee of $300 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as required but provide guests the space they desire to enjoy their vacation in privacy and tranquility

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$1802.96

/ Nightly

Private Vacation Home

Eden - Iconic Ultra Luxe Beachfront Estate on Captiva

Captiva, Florida, United States

Summary:brbrWelcome to Eden, an architectural masterpiece that embodies the essence of bliss. Nestled in the heart of Captiva, this premier 6-BRs, 5-BAs beachfront estate was the home of the late artist Robert Rauschenberg. Every detail of Eden exudes luxury and relaxation with its breathtaking panoramic ocean views, private beach access, heated pool/spa, this is the perfect retreat for families, friends, or special gatherings. Book your stay today and indulge in the ultimate coastal luxury!brbrbrbrThe Space:brbrUpon entering the home, you will feel immediately at ease as you are welcomed by the open-concept living area bathed in natural light, filtering through the floor-to-ceiling sliders that open up to an oversized patio overlooking the Gulf of Mexico. The fully equipped chef's kitchen boasts high-end appliances, a large island with seating for up to 10 guests and is conveniently located next to a large dining table with seating for an additional 12 guests, ideal for both intimate meals or large gatherings. Step outside to your own private paradise - a spacious oceanfront deck where guests can enjoy alfresco dining while watching the dolphins play along the shoreline. Enjoy mornings with coffee overlooking the waves, afternoons on the sand just steps away, and evenings with the world renowned Captiva sunsets. The sparkling pool invites you to unwind and soak in the Florida sun. The pool area features an expansive deck with beautiful tile and an integrated spa that boasts a relaxing waterfall feature. brbrbrbrIn terms of the floor plan, each of the six beautifully designed bedrooms offers plush bedding, stylish furnishings, and plenty of space to unwind. On the third level, Eden features 3 bedrooms and 2.5 baths, all with breathtaking panoramic beachfront views. Drift off to sleep in the luxurious beds to the sound of the gentle surf and the breeze. The primary suite features a plush King bed and a large sofa for extra comfort as well as an en-suite bathroom with its own laundry room. The master suite also has private access to a beautiful sundeck as well as separate access to the lower level for extra privacy. Adjoining the master suite are 2 guest bedrooms, one featuring 2 King beds and the other one featuring 2 Queen beds. The second level features one guest bedroom, with a King bed and an en-suite bathroom. The first floor functions as a separate living space (perfect for group members who desire more privacy or have young ones) and features a spacious living area, a fully-equipped kitchen and 2 bedrooms, one with a King bed and one with a Queen over Queen bunk bed. This level also features a game room/arcade, ensuring endless entertainment for your stay. brbrbrbrAdditional amenities include high-speed Wifi, smart TVs, and private parking featuring multiple gates to prevent unauthorized access to the property. Whether you're looking for adventure or relaxation, this stunning beachfront villa will make the perfect choice for your next vacation!brbrbrbrGuest Access:brbrGuests have access to the entire property shown in pictures, including pool/spa, and private beach access in front of the home.brbrbrbrThe Neighborhood:brbrThis spectacular home is located on the prestigious and quiet residential street of Laika Lane, in walking distance to Captiva Village, where one can enjoy dining and shopping.brbrbrbrGetting Around:brbrCaptiva village is very walkable and located just a few minutes walking distance from this home, so guests should feel at ease without a car while staying with us.brbrbrbrOther Things to Note:brbrGuests must complete a rental agreement prior to check in. The contents of this will be available immediately prior to booking in the form of an eSign agreement. brbrA non-refundable cancellation fee of $300 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as required but provide guests the space they desire to enjoy their vacation in privacy and tranquility

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$308.85

/ Nightly

Condo

Villa 3237 Captiva Island Escape: Updated Condo with Pool, Steps to Beaches

Captiva, Florida, United States

Captiva Island Escape: Updated Condo with Pool, Steps to BeachesbrbrWelcome to your private oasis in the heart of Captiva Island! This beautifully renovated 2-bedroom, 2-bathroom loft-style condo (formerly Tennis Villas) offers a luxurious retreat just a short stroll from the pristine beaches and vibrant island life.brbrYour Updated Haven:brModern Elegance: Step into a fully updated space featuring high-end finishes and stylish furnishings.brKing-Sized Comfort: The primary bedroom boasts a plush king-sized bed and a private en-suite bathroom for ultimate relaxation.brGuest-Ready: The second bedroom offers two new full bunk beds, perfect for friends or family, with a convenient full bathroom nearby.brFully Equipped Kitchen: Whip up delicious meals in the well-appointed kitchen with everything you need for a home-cooked feast.brRelaxing Lanai: Enjoy your morning coffee or evening cocktails on the screened-in lanai, complete with comfortable seating.brbrResort-Style Amenities (Without the Resort Fees):brHeated Pool: Take a refreshing dip in the community's heated pool, perfect for unwinding after a day of exploring.brBeach Access: Walk or bike to the world-famous Captiva Island beaches, known for their powdery sands and stunning sunsets.brIsland Adventures: Discover nearby restaurants, shops, and water sports activities – there's always something exciting to do on Captiva.brbrWhy Choose This Condo brPrivate Management: Enjoy personalized service and direct communication with the owner for a seamless vacation experience.brSavings: By booking directly, you'll save significantly on daily resort fees while still enjoying the condo's prime location and amenities.brbrFlexibility: Choose the unit that best suits your needs and preferences, unlike traditional resort bookings.brbrThe Perfect Getaway:brWhether you're seeking a romantic escape, a family vacation, or a fun-filled getaway with friends, this Captiva Island condo provides the ideal setting for creating lasting memories. Book your stay today and experience the magic of island living!brbrImportant NotesbrbrPrivate ManagementbrThis condo is privately managed and not affiliated with the resort. Guests do not have access to resort amenities. A paid laundry facility is available on the ground level.brbrBeach GearbrBeach chairs and umbrellas are not included. Instead, your stay includes a VayKLife credit for beach essentials such as chairs, umbrellas, coolers, wagons, and more. Delivery is included. On-site availability cannot be guaranteed. Your booking confirmation includes a link to redeem your credit.brbrElevator NoticebrThe building elevator is currently functional, but as mechanical equipment, uninterrupted operation cannot be guaranteed. Refunds cannot be issued for elevator outages.brbrConstruction & MaintenancebrCurrently, there are no ongoing repairs or construction within the Resort. Should any occur during your stay, refunds will not be issued for disruptions caused by maintenance or repairs beyond our control.br

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$3046.74

/ Nightly

Private Vacation Home

4BR Luxury Beachfront Retreat with Designer Finishes & Panoramic Gulf Views

Captiva, Florida, United States

Rare, exquisite, and utterly breathtaking — White Orchid is the crown jewel of Captiva Island's luxury beachfront rentals. This fully renovated contemporary masterpiece on Captiva Drive combines world-class design, unmatched Gulf of Mexico beachfront access, and amenities that redefine what a vacation home can be. With 4 bedrooms, 4 baths, a pool deck with contemporary hot tub, seven smart TVs, Sonos speakers, an Xbox, ping pong, and a dining table for 12, White Orchid delivers a five-star resort experience in a private beachfront setting.brbr✨ As you approach White Orchid through lush tropical landscaping and towering palm trees, you feel instantly transported into a tropical paradise. Step through the front door and catch a breathtaking glimpse of the ocean through grand disappearing sliding glass doors — because at White Orchid, the Gulf of Mexico is always in view. ☀️ The renovation has transformed this home into a contemporary luxury beach estate with warm, comfortable style, high-end finishes throughout, and designer details in every room.brbr ️ The primary bedroom suite is extraordinary: king bed, en-suite sitting area, en-suite and outdoor shower, walk-in closet, 75″ smart TV, automated curtains, and a private patio overlooking the ocean. Two guest bedrooms each feature two queen beds, smart TVs, automated shades, and direct terrace access. An upper-level king bedroom completes the sleeping arrangements for up to 10-12 guests.brbr The open terrace and pool deck are fringed by tall palms and feature a contemporary hot tub, ample lounge seating, an infrared gas BBQ grill, and double lounge beds. A cabana on your path to the ocean completes the resort-like outdoor experience. brbr The upper level is next-level entertainment: a large living room with panoramic ocean views, a cloud sectional sofa, a 75″ smart TV, and an open loft with games. The kids' and teens' media room has an oversized sectional, gaming setup, and its own smart TV.brbr The home features high-speed internet, seven smart TVs, three Sonos speakers, and an Xbox console. The living room has a 12-person dining table and an 85″ smart TV. Four full designer baths feature Hansgrohe showers and LED illuminated niches.brbrReady to plan your stay at White Orchid Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is White Orchid from the beach brWhite Orchid is directly on the Gulf of Mexico beach on Captiva Drive. A cabana on the path to the ocean marks your route to the pristine Captiva sand.brbr Is White Orchid pet-friendly brPet policy details may vary by stay. Please review the listing details or send a message through with any questions.brbr Does White Orchid have a private pool brPlease review the listing details or send a message through with any questions.brbrHow many guests can stay at White Orchid brWhite Orchid has 4 bedrooms (king primary, 2 rooms with 2 queens each, upper king) and 4 full baths, accommodating up to 10-12 guests.brbr What is the minimum stay at White Orchid brPlease send a message through for current minimum stay requirements.brbr Is White Orchid a non-smoking property br White Orchid is a non-smoking property.brbr What amenities are included at White Orchid brAmenities include beachfront access, contemporary hot tub, gas BBQ grill, 7 smart TVs, 3 Sonos speakers, Xbox, ping pong, 12-person dining table, 85 living room TV, designer Hansgrohe baths, automated curtains/shades, high-speed WiFi, full kitchen, linens, and more.brbr How do I reserve White Orchid brUse the availability and booking tools on this listing to check dates, review pricing, and reserve White Orchid through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

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$370.02

/ Nightly

Private Vacation Home

Captiva Island Vacation Home with Pool, Tennis, and Beach Access and King bed

Captiva, Florida, United States

Island life at its most relaxed and rewarding — welcome to Sunset Captiva #16, a charming single-family vacation home nestled in the peaceful and beloved Sunset Captiva community on Captiva Island. With community access to a heated pool, two tennis courts, a boat dock, and the Gulf of Mexico beach, plus a quiet, sandy-lane location close to Captiva Village, Sunset Captiva #16 delivers a complete island vacation experience for up to 6 guests.brbr The Sunset Captiva neighborhood is a special place — a private residential community of charming vacation homes arranged along sandy, shaded lanes, creating a quiet, unhurried atmosphere that feels genuinely removed from the outside world. Yet Captiva Village's beloved restaurants, boutiques, and outdoor adventures are just a short stroll away. This is Captiva the way it's meant to be experienced — peaceful, private, and deeply connected to the island's natural beauty.brbr The community's Gulf of Mexico beach is a wide, beautiful stretch of white sand famous for its shells, warm water, and legendary Florida sunshine. ☀️ A boardwalk leads through the tropical landscape directly to the sand. The community pool — one of the largest on Captiva — is heated and surrounded by a sunny patio with gas grills and picnic tables. Two tennis courts are available, and the boat dock gives you access to Captiva's stunning waterways. ⚓brbr ️ Two private bedroom suites — a king suite with walk-in shower and a queen suite with tub shower, plus two additional twin beds in the loft — sleep up to 6 guests across two full bathrooms. Each suite has its own private bathroom, offering couples or traveling pairs the luxury of complete privacy. The loft with twin beds adds flexible sleeping space for families or friends.brbr A fully equipped kitchen with Keurig, full cookware, and all the essentials makes in-home cooking easy. Central A/C, linens, beach towels, washer/dryer, and WiFi are all included. Beach chairs and umbrellas are provided. Please note Sunset Captiva community rules apply (max 2 vehicles, no motorcycles).brbr Steps from Chapel By The Sea, the Captiva Library, and the Village restaurants, Sunset Captiva 16 puts you right in the heart of authentic Captiva Island life.brbrReady to plan your stay at Sunset Captiva 16 Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Sunset Captiva 16 from the beach brSunset Captiva 16 is in the Sunset Captiva community with a boardwalk leading to the Gulf of Mexico beach — a short walk from the home.brbr Is Sunset Captiva 16 pet-friendly brPets are not permitted at Sunset Captiva 16.brbr Does Sunset Captiva 16 have a private pool brSunset Captiva 16 has access to the large heated community pool with sun patio and gas grills.brbrHow many guests can stay at Sunset Captiva 16 brSunset Captiva 16 accommodates up to 6 guests in 2 bedroom suites (king, queen+twin) plus 2 twins in the loft, and 2 full baths.brbr What is the minimum stay at Sunset Captiva 16 brThe minimum stay is one week, Saturday to Saturday.brbr Is Sunset Captiva 16 a non-smoking property br Sunset Captiva 16 is a non-smoking property.brbr What amenities are included at Sunset Captiva 16 brAmenities include heated community pool, tennis courts, boat dock, beach boardwalk, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Sunset Captiva 16 brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Sunset Captiva 16 through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.brbrSpecial Rules & Regulations Maximum permitted per house: two vehicles parked, one boat at the dock. Dock space is strictly through Sunset Captiva regarding space and availability, and separate from the rental and any fees associated with the rental of the home. Motor scooters and motorcycles are prohibited in the Sunset Captiva community. Read the Sunset Captiva Homeowners Rules and Regulations, Dock Rules, and Pool Rules.

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Select Dates for Price

Private Vacation Home

Colorful 4BR Captiva Village Retreat with Private Heated Pool

Captiva, Florida, United States

Brand new for 2026 — be among the very first guests to experience Sea of Green, a stunning freshly constructed vacation home bursting with color, life, and tropical beauty on peaceful Laika Lane in Captiva Village. ☀️ With a private heated pool, four beautifully appointed bedrooms, an ultra-modern interior, and the Gulf of Mexico just steps down the private sandy lane, Sea of Green is Captiva's most exciting new rental — and it's all yours.brbr✨ Sea of Green is decorated in a delightful rainbow of bright, tropical colors that instantly put you in the island spirit. From the cheerful exterior to the vibrant interior accents, every corner of this home radiates the joy and energy of a true Captiva escape. Brand new construction means everything is fresh, crisp, and perfect — from the ultra-modern kitchen and bathrooms to the stylish bedrooms and outdoor spaces. You're not just the first guests of the season — you're essentially the first guests ever.brbr The private heated pool (maintained at a perfect 85°F year-round) is the centerpiece of the large screened pool patio — a beautifully furnished outdoor living space complete with lounge chairs, an outdoor dining table, and a gas grill. Surrounded by tropical flowers, ferns, palms, figs, and fruit trees, the pool area is a lush, private paradise that feels completely secluded. The entire patio is screened to keep the tropical climate comfortable while keeping unwanted guests out.brbr But the beach is only steps away — just follow private, sandy Laika Lane to one of the widest, most beautiful stretches of white Gulf sand on Captiva Island. The combination of a private heated pool and direct beach access makes Sea of Green one of the most versatile vacation homes on the island. Pool morning, beach afternoon, sunset cocktails at the pool — the perfect Florida day, every day.brbr The open, ultra-modern kitchen is a dream — abundant cabinets, ample workspace, and all the latest appliances make cooking feel effortless and fun. The spacious interior gives a wonderful sense of openness, with dense landscape plantings providing maximum privacy all around. Four bedrooms accommodate up to 8 guests comfortably. WiFi, A/C, linens, beach towels, washer/dryer, and beach chairs/umbrellas are all included. brbrCaptiva Village Center — with outstanding restaurants, unique shops, and fun activities — is just a short stroll away. brbrReady to plan your stay Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Sea of Green from the beach brSea of Green is on Laika Lane, steps from the Gulf of Mexico beach — just follow the private sandy lane right to the water.brbr Is Sea of Green pet-friendly brPet policy details may vary by stay. Please review the listing details or send a message through with any questions.brbr Does Sea of Green have a private pool brYes! Sea of Green features a private heated pool maintained at 85°F, in a large screened patio with lounge chairs, dining table, and gas grill.brbrHow many guests can stay at Sea of Green brPlease review the listing details or send a message through with any questions.brbr What is the minimum stay at Sea of Green brThe minimum stay is one week. Please use this listing to review current availability.brbr Is Sea of Green a non-smoking property br Sea of Green is a non-smoking property.brbr What amenities are included at Sea of Green brAmenities include a private heated pool (85°F), screened pool patio, gas grill, brand new ultra-modern kitchen and baths, tropical garden, full kitchen, A/C, linens, WiFi, washer/dryer, beach chairs/umbrellas.brbr How do I reserve Sea of Green brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Sea of Green through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

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$2312.23

/ Nightly

Private Vacation Home

Elegant 5BR Beachfront Estate with Elevator, Private Pool & 3 Kings

Captiva, Florida, United States

Leave your shoes at the door and follow the delightful path through towering palms, whispering pines, and swaying tropical plantings — because at Barefoot Way, the beach feels like it's all your own. This fully remodeled beachfront estate sits on Captiva Island's legendary Gold Coast, where pristine white sand meets the warm, refreshing Gulf of Mexico in one of the most spectacular settings in all of Southwest Florida.brbr Barefoot Way is not just a vacation rental — it's an experience. Spread across three floors (with a private elevator for effortless access), this all-suite estate home radiates grand formality paired with luxurious comfort. Ten-foot coffered ceilings, eight-foot solid doors, gleaming columns, crown molding, and premium windows flood every room with tropical light. ☀️ Every detail has been thoughtfully curated in a complete top-to-bottom remodel.brbr From the screened lanai — your new favorite spot for sunset cocktails, al fresco dining, and lazy afternoon retreats — you'll enjoy sweeping views of the beach and Gulf beyond. The outdoor dining table seats eight, and ceiling fans keep the tropical breezes flowing even on the warmest days. A beachside gazebo marks the start of your path to the sand, making every trip to the beach feel like a mini adventure.brbr The large private heated pool and spa are surrounded by a sun-drenched patio with covered lounging areas — perfect for those who want to soak up the Florida sunshine without leaving the property. Downstairs, a full recreation room with a ping pong table and kitchenette (complete with mini-fridge, icemaker, and sink) opens directly onto the pool deck. brbr The completely remodeled gourmet kitchen is a chef's dream: new cabinets, countertops, and appliances including a built-in oven and microwave with induction range, two dishwashers, and a warming drawer. The breakfast room seats 8 with a gorgeous beach view through new windows.brbr The private elevator services all three floors, and a full-size laundry room with washer/dryer, laundry sink, and ironing board ensures complete convenience. WiFi, linens, beach towels, and beach chairs and umbrellas are all included.brWhether you're hosting a milestone celebration, a multi-family vacation, or simply treating yourself to the finest Captiva has to offer, Barefoot Way delivers an unmatched beachfront experience.brbr Step off the path, feel the warm sand underfoot, and let the sound of the Gulf wash all your worries away.brbrReady to plan your stay at Barefoot Way Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Barefoot Way from the beach brBarefoot Way is a true beachfront estate on the Gold Coast of Captiva Island. A charming path through tropical plantings leads directly to the beach — it's steps away!brbr Is Barefoot Way pet-friendly brPets are not permitted at Barefoot Way.brbr Does Barefoot Way have a private pool brYes! Barefoot Way features a large private heated pool and spa, plus a covered lounging area and sun patio, all adjacent to the beach.brbrHow many guests can stay at Barefoot Way brPlease review the listing details for current occupancy information or send a message through with any questions.brbr What is the minimum stay at Barefoot Way brThe minimum stay is one week. Please use this listing to review current availability.brbr Is Barefoot Way a non-smoking property br Barefoot Way is a non-smoking property.brbr What amenities are included at Barefoot Way brAmenities include a private heated pool and spa, beachside gazebo, screened lanai, recreation room with ping pong and kitchenette, gourmet kitchen, elevator, wet bar, washer/dryer, WiFi, linens, beach towels, and beach chairs/umbrellas.brbr How do I reserve Barefoot Way brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Barefoot Way through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

Bed

Bath

Sleeps

$1935.32

/ Nightly

Private Vacation Home

Elegant 4-Bedroom Beachfront Estate with Private Pool & Spa

Captiva, Florida, United States

Ride the wave of a lifetime at Surfcomber — a deluxe beachfront vacation estate on legendary Captiva Drive, where the Gulf of Mexico is literally your front yard. ☀️ This stunning 4-bedroom, 4.5-bath non-smoking property combines direct beachfront access with a private heated pool and spa, luxurious interiors, and the kind of elevated Captiva Island experience that lives in your memory forever.brbr ️ Captiva Drive is one of the most iconic addresses on Captiva Island — a scenic, tree-lined road running along the Gulf coastline, offering direct beach access and some of the most spectacular sunset views in all of Southwest Florida. At Surfcomber, you step out of your private estate and directly onto the beach. Feel the warm sand, hear the waves, and let the stress of everyday life dissolve with every Gulf breeze.brbr ️ Four beautifully appointed bedrooms — three kings and a room with twin beds — accommodate up to 8 adults across four and a half bathrooms. The king configuration means virtually every adult guest sleeps in premium comfort, making Surfcomber ideal for two couples, a family with older children, or a group of friends seeking a truly luxurious shared experience. brbr The private heated pool and spa are your outdoor sanctuary — a gleaming retreat just steps from the Gulf where you can swim, soak, and sip under the Florida sunshine. Whether you start the morning with laps in the pool or end the evening watching the stars from the spa, the combination of beachfront and private pool makes Surfcomber one of the most coveted rentals on the island.brbr A fully equipped gourmet kitchen with Keurig, full cookware, and all the premium appliances makes in-home cooking an easy pleasure. Central A/C, WiFi, linens, beach towels, and a washer/dryer are all included. Beach chairs and umbrellas are provided so you're perfectly set up from day one.brbr Captiva Drive offers convenient access to Captiva Village's beloved restaurants, boutiques, and outdoor adventures, while maintaining the serene beachfront privacy that defines the Surfcomber experience.brbrReady to plan your stay at Surfcomber Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Surfcomber from the beach brSurfcomber is directly on the Gulf of Mexico beach on Captiva Drive — step out the door and onto the sand.brbr Is Surfcomber pet-friendly brPets are not permitted at Surfcomber.brbr Does Surfcomber have a private pool brYes! Surfcomber features a private heated pool and spa, right at your beachfront estate.brbrHow many guests can stay at Surfcomber brSurfcomber accommodates up to 8 adults in 4 bedrooms (king, king, king, twins) and 4.5 baths.brbr What is the minimum stay at Surfcomber brThe minimum stay is 7 nights, Saturday to Saturday.brbr Is Surfcomber a non-smoking property br Surfcomber is a non-smoking property.brbr What amenities are included at Surfcomber brAmenities include direct beachfront access, private heated pool and spa, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Surfcomber brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Surfcomber through the platform.brbrbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

Bed

Bath

Sleeps

$1066.82

/ Nightly

Private Vacation Home

Beachfront 2BR Cottage with King Suite, Stunning Views & Pet-Friendly Option

Captiva, Florida, United States

Some places just feel like home the moment you arrive — and Beach House on Captiva Island is one of them. This charming island-style cottage sits directly on the beach on Wiles Drive, giving you some of the most fabulous Gulf views and direct beachfront access you'll find anywhere on the island. ️ Wake up to the sound of waves, step onto the sand in seconds, and let the magic of Captiva wash over you.brbr Beach House is the perfect intimate retreat for couples or a small family of four. Two cozy bedrooms — one with a king bed and one with a queen — are thoughtfully appointed with that warm, laid-back island style that makes you feel instantly relaxed. Two full bathrooms mean no waiting, and the bright, open living spaces flow naturally to the beachfront grounds outside. ☀️brbr Beach House is one of the few pet-friendly options on Captiva Island! With a $500 per pet, per week non-refundable deposit, you can bring your furry family members along for the adventure. Because every great beach vacation is better with a dog chasing the waves beside you. brbr The full kitchen is well-equipped with a Keurig, toaster, cookware, and everything you need to fuel a day of beach fun. Whether it's a quick breakfast before hitting the sand or a leisurely dinner as the sun sets over the Gulf, cooking in is always an option. A gas grill invites outdoor cooking on warm Captiva evenings.brbr Central A/C keeps the cottage comfortable through even the hottest Florida afternoons. WiFi, linens, beach towels, and a washer/dryer are all included — and of course, beach chairs and umbrellas are provided so you can set up your perfect spot on the sand right outside your door. brWiles Drive is ideally positioned close to the charming Captiva Village, where you'll find beloved restaurants, boutique shops, galleries, and island activities just a short stroll away. Whether you're renting bikes to explore the island, joining a dolphin-watching cruise, or simply collecting shells along the waterline at low tide, Beach House puts you right in the center of it all. brbrWith a flexible 3-night minimum stay, Beach House is perfect for a long weekend getaway or an extended vacation. This is direct-on-the-beach living at its simplest and most magical — no resort fees, no crowds, just you, your loved ones, and the Gulf of Mexico.brbrReady to plan your stay at Beach House Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Beach House from the beach brBeach House is directly on the beach on Wiles Drive — you step out the door and onto the sand!brbr Is Beach House pet-friendly brYes! Beach House is pet-friendly with a $500 per pet, per week non-refundable deposit.brbr Does Beach House have a private pool brBeach House does not have a private pool, but you have the Gulf of Mexico right at your doorstep! A gas grill is included.brbrHow many guests can stay at Beach House brBeach House accommodates up to 4 guests in 2 bedrooms (king, queen) and 2 full baths.brbr What is the minimum stay at Beach House brBeach House has a 3-night minimum stay — great for a long weekend getaway!brbr Is Beach House a non-smoking property br Beach House is a non-smoking property.brbr What amenities are included at Beach House brAmenities include direct beachfront access, gas grill, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Beach House brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Beach House through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

Bed

Bath

Sleeps

$620.22

/ Nightly

Private Vacation Home

3BR Custom Home with Private Heated Pool Steps from Captiva Beach

Captiva, Florida, United States

Feel the warm Gulf winds drift through open windows and let all your worries dissolve — welcome to Sea Breeze, a beautifully custom-designed vacation home on Laika Lane in Captiva Village. ☀️ With a private heated pool, three spacious bedrooms and three full baths, and one of the island's most desirable village locations just steps from the beach, Sea Breeze is the perfect home base for an unforgettable Captiva Island vacation.brbr Sea Breeze was custom designed with intention and care, and every detail reflects that thoughtfulness. The home is spacious, functional, and filled with the light, airy quality that defines the best of Captiva's island architecture. Flowing from room to room, you'll find quality furnishings, comfortable sleeping spaces, and inviting communal areas perfect for gathering, dining, and relaxing after a sun-drenched day.brbr ️ Three well-appointed bedrooms — two kings, a full, a twin, and a sofa sleeper — offer flexible sleeping arrangements for up to 8 guests across three full bathrooms. Whether you're traveling as a family, two couples, or a group of friends, Sea Breeze offers the space and privacy everyone needs to truly unwind. brbr The private heated pool is a true highlight of Sea Breeze — your own gleaming escape surrounded by tropical plantings, ready for morning laps, afternoon splashing, or evening relaxation as the Florida sky turns pink and orange above. A gas grill stands ready for outdoor cooking, making poolside dinners an easy island pleasure.brbr Inside, a fully equipped kitchen with Keurig, full cookware, and all essentials makes in-home cooking simple and satisfying. Central A/C, WiFi, linens, beach towels, and washer/dryer are all included. Beach chairs and umbrellas are provided so your first trip to the sand is effortless. brbrLaika Lane is one of Captiva's most coveted addresses — nestled in the heart of Captiva Village, you're steps from the beach, a short walk from the Mucky Duck and the Green Flash, and within easy cycling distance of all the outdoor adventures the island has to offer. From the Ding Darling Wildlife Refuge to kayak tours through the mangroves, Captiva's natural wonders are right at your fingertips.brbrSea Breeze is a non-smoking property that has been lovingly maintained and is ready to welcome your group with open arms.brbrReady to plan your stay at Sea Breeze Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Sea Breeze from the beach brSea Breeze is on Laika Lane in Captiva Village, a short walk to the Gulf of Mexico beach. Beach chairs and umbrellas are provided.brbr Is Sea Breeze pet-friendly brPets are not permitted at Sea Breeze.brbr Does Sea Breeze have a private pool brYes! Sea Breeze features a private heated pool and gas grill, perfect for outdoor relaxation.brbrHow many guests can stay at Sea Breeze brSea Breeze accommodates up to 8 guests in 3 bedrooms (2 kings, full, twin + sofa sleeper) and 3 full baths.brbr What is the minimum stay at Sea Breeze brThe minimum stay is one week, Saturday to Saturday.brbr Is Sea Breeze a non-smoking property br Sea Breeze is a non-smoking property.brbr What amenities are included at Sea Breeze brAmenities include a private heated pool, gas grill, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Sea Breeze brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Sea Breeze through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

Bed

Bath

Sleeps

$580.64

/ Nightly

Private Vacation Home

Modern 2-Bedroom Retreat Steps from Captiva Beach

Captiva, Florida, United States

☀️ Too good to pass up — Sol Mate Too is a modern, light-filled second-story apartment just steps from the Gulf of Mexico beach on Captiva Island. Ideal for couples or small groups of up to 6, this charming beachside apartment combines the best of Captiva Island's laid-back coastal lifestyle with a convenient location close to everything the island has to offer.brbr Sol Mate Too is located adjacent to the larger Sol Mate beachfront property, making the two together perfect for extended family gatherings of up to 20 guests. Traveling with a smaller group Sol Mate Too stands beautifully on its own as a comfortable, stylish base for your Captiva Island escape. The beachside location means the warm white sands and turquoise Gulf waters are just steps away.brbr ️ Two well-appointed bedrooms — each with a queen bed — plus a queen pull-out sofa in the living area accommodate up to 6 guests across two full bathrooms. The second-story positioning means you enjoy elevated views, natural breezes, and that wonderful feeling of being perched in a tropical treehouse above the island. ☀️brbr A fully equipped kitchen with a Keurig, coffee maker, full cookware, and all the essentials makes in-home cooking easy and enjoyable. Central A/C, linens, beach towels, washer/dryer, and WiFi are all included. Beach chairs and umbrellas are provided so your first trip to the sand is completely effortless.brbr The beachside location puts you within easy reach of Captiva Village's beloved restaurants, boutique shops, kayak rentals, and all the outdoor adventures this magical island has to offer. Whether you're exploring the Ding Darling National Wildlife Refuge, collecting shells at the waterline, enjoying a sunset dolphin cruise, or simply sipping coffee on the balcony as the morning light dances on the Gulf, Sol Mate Too delivers the quintessential Captiva experience.brbrThis is coastal living at its most relaxed and effortless — modern comforts, a beachside address, and the full magic of Captiva Island right outside your door.brbrReady to plan your stay at Sol Mate Too Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Sol Mate Too from the beach brSol Mate Too is beachside — the Gulf of Mexico beach is just steps away. Beach chairs and umbrellas are provided.brbr Is Sol Mate Too pet-friendly brPets are not permitted at Sol Mate Too.brbr Does Sol Mate Too have a private pool brSol Mate Too does not have a private pool, but the Gulf of Mexico beach is steps away.brbrHow many guests can stay at Sol Mate Too brSol Mate Too accommodates up to 6 guests in 2 bedrooms (2 queens) plus a queen pull-out sofa, and 2 full baths.brbr What is the minimum stay at Sol Mate Too brThe minimum stay is one week, Saturday to Saturday.brbr Is Sol Mate Too a non-smoking property br Sol Mate Too is a non-smoking property.brbr What amenities are included at Sol Mate Too brAmenities include beachside location, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Sol Mate Too brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Sol Mate Too through the platform.brbrbrPolicies include, but are not limited, to a 4% credit card / debit card convenience fee and $255.00 cancellation fee (plus applicable tax).You may cancel your reservation up to 120 days before arrival and your payments(excluding the reservation fee and applicable tax) will be refunded. After this date, no cancellations are allowed and no refunds will be made.

Bed

Bath

Sleeps

$394.55

/ Nightly

Private Vacation Home

Modern 3BR Sunset Captiva Home – Steps to Beach & Village

Captiva, Florida, United States

Three bedrooms, two baths, and the entire Captiva Island experience right outside your door — welcome to Sunset Captiva #34, a comfortable and well-appointed single-family vacation home in the beloved Sunset Captiva community. This beachfront-to-bay-front community is one of the most popular destinations on Captiva Island, offering access to a large heated pool, two tennis courts, a boat dock, and the Gulf of Mexico beach, all within a private, sandy-lane neighborhood that makes every guest feel at home. ☀️brbr Sunset Captiva's unique community spans from the Gulf of Mexico to Pine Island Sound, giving residents — and vacation guests — the rare pleasure of two bodies of water on either side. The community's sandy lanes wind through lush tropical vegetation, past charming vacation homes, and down to the beach and pool. When you're not at the beach, you're by the pool. When you're not at the pool, you're exploring Captiva Village's restaurants, shops, and waterfront activities just a short stroll away.brbr The Gulf beach here is extraordinary — a wide, beautiful stretch of famous Captiva white sand that is particularly beloved for shell collecting at low tide. The heated community pool is one of the largest on Captiva, surrounded by a sun patio with picnic tables and gas barbecue grills. The boat dock gives you access to Captiva's stunning waterways, and two tennis courts await anytime you want to hit a few balls.brbr ️ Three bedrooms — two queens and a room with two twins — accommodate up to 6 guests across two full bathrooms. The configuration is ideal for families with children or a group of friends. The practical layout flows well, and the home is well-equipped and comfortable throughout.brbr A fully equipped kitchen with Keurig, full cookware, and all the essentials makes in-home cooking easy and enjoyable. Central A/C, linens, beach towels, washer/dryer, and WiFi are all included. Beach chairs and umbrellas are provided. Sunset Captiva community rules apply (max 2 vehicles, no motorcycles/scooters).brbr From Sunset Captiva 34, the Chapel By The Sea, the Captiva Library, and the Village Center are all within easy walking distance — this is Captiva Island living at its most authentic.brbrReady to plan your stay at Sunset Captiva 34 Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Sunset Captiva 34 from the beach brSunset Captiva 34 is in the Sunset Captiva community with direct beach access via the community boardwalk — a short, beautiful walk.brbr Is Sunset Captiva 34 pet-friendly brPets are not permitted at Sunset Captiva 34.brbr Does Sunset Captiva 34 have a private pool brSunset Captiva 34 has access to the large heated community pool with sun patio, picnic tables, and gas grills.brbrHow many guests can stay at Sunset Captiva 34 brSunset Captiva 34 accommodates up to 6 guests in 3 bedrooms (2 queens, 2 twins) and 2 full baths.brbr What is the minimum stay at Sunset Captiva 34 brThe minimum stay is one week, Saturday to Saturday.brbr Is Sunset Captiva 34 a non-smoking property br Sunset Captiva 34 is a non-smoking property.brbr What amenities are included at Sunset Captiva 34 brAmenities include heated community pool, tennis courts, boat dock, beach boardwalk, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Sunset Captiva 34 brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Sunset Captiva 34 through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.brbrSpecial Rules & Regulations Maximum permitted per house: two vehicles parked, one boat at the dock. Dock space is strictly through Sunset Captiva regarding space and availability, and separate from the rental and any fees associated with the rental of the home. Motor scooters and motorcycles are prohibited in the Sunset Captiva community. Read the Sunset Captiva Homeowners Rules and Regulations, Dock Rules, and Pool Rules.

Bed

Bath

Sleeps

$568.01

/ Nightly

Private Vacation Home

Modern 2BR + Loft Retreat with Bay-View Deck & Steps to Beach w/ Bunk Beds

Captiva, Florida, United States

Modern, bright, and bursting with Florida personality — welcome to Sunset Captiva #51, a stylishly designed single-family vacation home in the heart of Captiva Island's beloved Sunset Captiva community. ☀️ With brightly colored Floridian décor, warm lighting throughout, great outdoor spaces, and access to the community's pools, tennis, pickleball, boat dock, and Gulf beach, Sunset Captiva #51 is the perfect home for families and couples ready to fully immerse themselves in the Captiva Island lifestyle.brbr The Sunset Captiva community occupies a magical stretch of beachfront-to-bayfront Captiva Island, offering a convenient swath of Gulf beach with community pool, pickleball and tennis courts, marina, and beach boardwalk — all within a private, charming neighborhood just steps from Captiva Village. Steps from the Chapel By The Sea and the Captiva Library, and with outstanding dining, shopping, and recreation just around the corner, you'll never be far from the best that Captiva has to offer.brbr Sunset Captiva #51 stands out for its bright, cheerful character. The home was designed as a brightly colored Floridian home with warm lighting throughout — an inviting aesthetic that instantly puts you in a vacation state of mind. Great screened and unscreened outdoor spaces for both outdoor sun and shade locations mean you can enjoy Captiva's famous weather at every hour of the day. brbr ️ Two bedrooms upstairs — a primary with queen bed and a guest room with queen bed and bunk twin — plus a loft with a twin bunk bed and a new sleep sofa in the living room provide comfortable sleep accommodations for up to 6 guests across two full baths, a half bath downstairs and ground-floor outdoor shower. Upstairs ensuite bathrooms include coastly inspired walk-in showers. brbr A well-equipped kitchen with all stainless steel apliances equipped with filtered water, a standard drip coffee and Keurig, coffee maker, and abundant cookware serves the home perfectly. An all new dry bar offers plenty of space for cold beverages and stylish bar and glassware for mixologists. Three smart-equipped HDTVs, with Yamaha sound bar, and high-speed WiFi keep entertainment top-notch. A Pack 'n Play and booster seat are available for guests with young children. Central A/C, linens, beach towels, washer/dryer, and beach accessories (umbrella and chairs) are included.brbrReady to plan your stay at Sunset Captiva 51 Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbrbr How far is Sunset Captiva 51 from the beach brSunset Captiva 51 is in the Sunset Captiva community with its own beach boardwalk leading to the Gulf beach — a short walk.brbrbr Is Sunset Captiva 51 pet-friendly brPets are not permitted for guest staying at Sunset Captiva 51.brbr Does Sunset Captiva 51 have a private pool brSunset Captiva 51 has access to the shared heated community pool, as well as pickleball and tennis courts and abrbrboat dock that may be reserved for guests with boats.brbrHow many guests can stay at Sunset Captiva 51 brSunset Captiva 51 accommodates up to 6 guests: 2 upstairs bedrooms (queen, queen+bunk twin), built-in loft twin bunk beds, and living room sleep sofa.brbr What is the minimum stay at Sunset Captiva 51 brThe minimum stay is four week, Saturday to Saturday.brbr Is Sunset Captiva 51 a non-smoking property br Sunset Captiva 51 is a non-smoking property and Sunset Captiva has smoking restriction in public areas.brbr What amenities are included at Sunset Captiva 51 brAmenities include community pool, pickleball, tennis, boat dock, beach boardwalk, 3 smart-equipped HDTVs, Yamaha sound bar, high-speed WiFi, well-equipped kitchen, Pack 'n Play, outdoor shower, A/C, linens, beach towels, washer/dryer, beach accessories including an umbrella, chairs and transport wagoncart.brbr How do I reserve Sunset Captiva 51 brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Sunset Captiva 51 through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card convenience fee and $255.00 cancellation fee (plus applicable tax).brCancellation Policy You may cancel your reservation up to 120 days before arrival and your payments (excluding the reservation fee and applicable tax) will be refunded. After this date, no cancellations are allowed and no refunds will be made.brbrSpecial Rules & Regulations Maximum permitted per house: two vehicles parked, one boat at the dock. Dock space is strictly through Sunset Captiva regarding space and availability, and separate from the rental and any fees associated with the rental of the home. Motor scooters and motorcycles are prohibited in the Sunset Captiva community. Read the Sunset Captiva Homeowners Rules and Regulations, Dock Rules, and Pool Rules.brbrPolicies include, but are not limited, to a 4% credit card / debit card convenience fee and $255.00 cancellation fee (plus applicable tax).brCancellation Policy You may cancel your reservation up to 120 days before arrival and your payments (excluding the reservation fee and applicable tax) will be refunded. After this date, no cancellations are allowed and no refunds will be made.brbrSpecial Rules & Regulations Maximum permitted per house: two vehicles parked, one boat at the dock. Dock space is strictly through Sunset Captiva regarding space and availability, and separate from the rental and any fees associated with the rental of the home. Motor scooters and motorcycles are prohibited in the Sunset Captiva community. Read the Sunset Captiva Homeowners Rules and Regulations, Dock Rules, and Pool Rules.

Bed

Bath

Sleeps

$669.17

/ Nightly

Private Vacation Home

3BR Cottage with Private Pool & Spa, Steps to the Beach

Captiva, Florida, United States

Cute as a button and absolutely irresistible — meet Captiva Cutie, a fully renovated cottage-style vacation home that will steal your heart from the moment you arrive! Nestled on the private, tropical paradise of Laika Lane in the desirable Captiva Village area, this charming one-floor home is just steps from the island's famous white-sand beach and a short stroll from Captiva's best restaurants and boutique shops.brbr☀️ Captiva Cutie lives up to its name in every way. The lush tropical landscaping of whispering pines and dense palms creates a quiet, secluded setting that feels worlds away from everyday life — yet you're right in the middle of all the action Captiva has to offer. Walk to the beach in minutes, cycle to dinner at the Mucky Duck, or simply settle into the gorgeous screened lanai and let the island soundtrack of birdsong and rustling palms carry you away. brbr ️ Three thoughtfully designed bedrooms accommodate up to 6 guests with ease. The primary bedroom features a queen bed, vaulted ceiling, and en-suite bathroom with a large tiled shower. The second bedroom has a queen bed with a vaulted ceiling and spacious dressing area. The third bedroom overlooks the pool and features twin beds — perfect for kids or additional guests. Two full bathrooms serve the home with a tub/shower combo in the guest bath.brbr Step outside and discover the private heated pool with spa tub — a sun-drenched retreat surrounded by vibrant tropical plantings. A child safety fence is available upon request, making Captiva Cutie an especially family-friendly choice. The screened lanai wraps around the kitchen, living room, pool, spa, and sun patio in one seamless indoor-outdoor flow — it's the best of Florida living.brbr The well-equipped kitchen makes morning cooking a breeze. Plenty of beach towels, linens, and a stackable washer/dryer are included. WiFi keeps you connected when you want to be, and beach chairs and umbrellas mean you're set the moment you hit the sand. brbrThis one-floor layout makes Captiva Cutie exceptionally practical for families — no stairs to worry about, and everything flows naturally. The compact, low-maintenance floor plan means more time relaxing and less time managing the house.brbrA non-smoking property, Captiva Cutie was fully renovated, remodeled, and redecorated — so everything is fresh, clean, and move-in perfect from day one of your vacation.brbrReady to plan your stay at Captiva Cutie Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Captiva Cutie from the beach brCaptiva Cutie is steps from the Gulf of Mexico beach on Laika Lane in Captiva Village — a 2-3 minute walk!brbr Is Captiva Cutie pet-friendly brPets are not permitted at Captiva Cutie.brbr Does Captiva Cutie have a private pool brYes! Captiva Cutie has a private heated pool with spa tub, enclosed within a screened lanai. A child safety fence is available upon request.brbrHow many guests can stay at Captiva Cutie brCaptiva Cutie accommodates up to 6 guests in 3 bedrooms (queen, queen, 2 twins) and 2 bathrooms.brbr What is the minimum stay at Captiva Cutie brThe minimum stay is one week. Please use this listing to review current availability.brbr Is Captiva Cutie a non-smoking property br Captiva Cutie is a non-smoking property.brbr What amenities are included at Captiva Cutie brAmenities include a private heated pool with spa, screened lanai, tropical landscaping, full kitchen, washer/dryer, WiFi, linens, beach towels, beach chairs/umbrellas, and child safety pool fence (upon request).brbr How do I reserve Captiva Cutie brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Captiva Cutie through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

Bed

Bath

Sleeps

$1085.33

/ Nightly

Private Vacation Home

Spacious 5BR Captiva Retreat with Private Pool, Spa & Game Room

Captiva, Florida, United States

☀️ Every day is a sunny day when you're staying at Sunny Days — a truly incredible vacation home in the heart of Captiva Village that perfectly blends old Florida charm with smart, modern design. With a private heated pool and in-ground spa, a fun-filled game room, a grand front porch with rocking chairs, a private elevator, and a location that lets you leave the car behind and walk to everything, Sunny Days is the Captiva Village experience at its very finest.brbr The location of Sunny Days is simply unbeatable. Situated right in the heart of Captiva Village, you can stroll to the beach, walk to dinner at the Green Flash or the Mucky Duck, browse the galleries on Andy Rosse Lane, or rent bikes and explore the whole island — all without ever getting in a car. The Sunny Days elevator provides smooth, effortless access from the ground-level garage to the main living level — a wonderful convenience for guests of all ages.brbr ️ Multiple beautifully appointed bedrooms provide comfortable sleeping for your group. The primary suite has its own set of French doors leading to the screened lanai. Every bedroom is thoughtfully designed for restful nights after active, sun-drenched Captiva days. brbr Step into the backyard and discover a truly magical retreat unlike any other in Captiva Village. A private heated pool plus an in-ground spa tub are surrounded by an elegantly furnished sun deck, and the serene tropical garden is beautifully illuminated at night with a delightful winding path through exotic foliage and flowers. It's a private oasis that feels worlds away from everyday life — right in the center of the island's most vibrant neighborhood.brbr Sunny Days brings the fun inside too. The game room is loaded with an air hockey table, foosball table, and ping pong table — the entire glass wall slides away to connect the game room directly to the outdoor pool deck, creating a spectacular indoor-outdoor entertainment space. Screened porches, a grand front porch with rocking chairs, and the screened lanai with French doors give you incredible outdoor living options at every hour of the day.brbr Full kitchen, Keurig, A/C, WiFi, linens, beach towels, washer/dryer, and beach chairs/umbrellas are all included. Sunny Days is a non-smoking property.brbrReady to plan your stay at Sunny Days Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Sunny Days from the beach brSunny Days is in the heart of Captiva Village — the beach is a short stroll away. Leave the car and walk everywhere!brbr Is Sunny Days pet-friendly brPet policy details may vary by stay. Please review the listing details or send a message through with any questions.brbr Does Sunny Days have a private pool brYes! Sunny Days features a private heated pool plus an in-ground spa tub, surrounded by a beautifully illuminated tropical garden and furnished sun deck.brbrHow many guests can stay at Sunny Days brPlease review the listing details for current occupancy information or send a message through with any questions.brbr What is the minimum stay at Sunny Days brPlease send a message through for current minimum stay requirements.brbr Is Sunny Days a non-smoking property br Sunny Days is a non-smoking property.brbr What amenities are included at Sunny Days brAmenities include private heated pool and in-ground spa, game room (air hockey/foosball/ping pong), elevator, screened lanai, grand front porch, tropical garden, full kitchen, Keurig, A/C, linens, WiFi, washer/dryer, beach chairs/umbrellas.brbr How do I reserve Sunny Days brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Sunny Days through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

Bed

Bath

Sleeps

$1014.65

/ Nightly

Private Vacation Home

3BR Beachfront Captiva Home with Private Pool & 120’ Gulf Frontage

Captiva, Florida, United States

Every evening at Nirvana Sunset, the sky becomes a masterpiece — and you have the best seat in the house. This breathtaking beachfront vacation home on Captiva Drive offers a rare and extraordinary 120 feet of direct Gulf of Mexico beach frontage, giving you and your guests an unobstructed, undeniable piece of Captiva's legendary coastline all to yourselves. Welcome to pure beachfront bliss.brbr ️ Nirvana Sunset is one of Captiva Island's most coveted beachfront addresses. From the moment you step outside onto the sand, the turquoise Gulf of Mexico stretches endlessly before you — warm, clear, and impossibly beautiful. ☀️ Collect seashells at low tide, splash in the gentle surf, watch dolphins play just offshore, or simply settle into a beach chair as the sun melts toward the horizon in an explosion of orange and gold. This is why people come to Captiva.brbr ️ Three spacious bedrooms — two kings and a bunk room with full, twin, and trundle beds plus a sleeper sofa — accommodate up to 8 guests across three full bathrooms. The bunk room configuration is ideal for families with kids, offering flexible sleeping options that can accommodate various ages and group sizes. brbr The private heated pool is your personal outdoor oasis, just steps from the Gulf beach. Imagine swimming in the pool with the sound of the waves as your soundtrack, then drying off and walking directly onto the sand. A gas grill is perfect for beachside barbecues as the evening breeze rolls in off the water.brbr A fully equipped kitchen — complete with Keurig, full cookware, and all the essentials — makes in-home dining easy and enjoyable. Central A/C, WiFi, linens, beach towels, and washer/dryer are all included. Beach chairs and umbrellas are provided so you're set the moment your feet hit the sand.brbr Captiva Drive is one of the island's most scenic corridors, connecting you to Captiva Village's beloved restaurants, boutiques, and marina, as well as the Ding Darling Wildlife Refuge and all of Captiva's legendary outdoor adventures. You're in the perfect spot.brbr120 feet of beachfront. A private heated pool. Captiva's most unforgettable sunsets. This is what a beach vacation is supposed to be.brbrReady to plan your stay at Nirvana Sunset Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Nirvana Sunset from the beach brNirvana Sunset is directly on the Gulf of Mexico beach on Captiva Drive with 120 feet of beachfront — walk right out the door onto the sand!brbr Is Nirvana Sunset pet-friendly brPets are not permitted at Nirvana Sunset.brbr Does Nirvana Sunset have a private pool brYes! Nirvana Sunset features a private heated pool, just steps from the Gulf beach.brbrHow many guests can stay at Nirvana Sunset brNirvana Sunset accommodates up to 8 guests in 3 bedrooms (king, king, bunk w/ full/twin/trundle + sleeper sofa) and 3 full baths.brbr What is the minimum stay at Nirvana Sunset brThe minimum stay is 7 nights, Saturday to Saturday.brbr Is Nirvana Sunset a non-smoking property br Nirvana Sunset is a non-smoking property.brbr What amenities are included at Nirvana Sunset brAmenities include 120 ft of direct Gulf beachfront, private heated pool, gas grill, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Nirvana Sunset brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Nirvana Sunset through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.

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Bath

Sleeps

$627.82

/ Nightly

Private Vacation Home

Island Escape - Luxury Captiva Island Home w/Pool + Hot Tub near Beach

Captiva, Florida, United States

Designed to be an escape from the ordinary, “Island Escape” is a culmination of everything you think of when you dream of the perfect island vacation getaway. Completed in 2015, this house is immaculately designed and decorated, with no detail forgotten. It is steps from the beach and in the golf cart zone of the island. The spacious bedrooms and spa-like bathrooms make every guest feel like they are at a luxury resort. The large heated pool with spill over hot tub are perfect for entertaining your family and friends. Island Escape features over 4.000 sq. ft of space in total with 3 bedrooms on the main level and 2 bedrooms on the top level. There is 1 master bedroom (king) with en-suite full bathroom with double vanities, walk-in shower, and oversized tub on the main level. The other 2 bedrooms on the main level share a “jack and jill” full bath. This area was designed as the kids/nanny or teenager area in mind. One room has a beautiful custom bunk room system with 1 king and 5 twins and the room across the hall has 1 king in it. These rooms share a full bath with double vanities and walk-in shower. The top level has 2 master bedrooms (king in each) with en-suite bathrooms with double vanities. The owners suite also features an oversized bathtub and a massage chair. The other master on this level also has a bunk bed (twin over twin) for any couples with little ones who don’t want to be too far away. The main level also features a work area, 1/2 bath, laundry room, dining table, living room, and state of the art kitchen. A stunning sun room is off the kitchen with more seating and steps leading down to the pool. The ground level features a fun gaming area including Golden Tee and an arcade with 1000+ games and a lego wall for the little kids. The outside is your own personal mini resort featuring: heated pool, spill over hot tub, putting green, pool table, ping pong, corn hole boards, shuffleboard, hanging egg chairs, and a grill island. The house is a 3 minute walk to the beach access. This private oasis also comes complete with beach gear and a vending machine for items you may have forgot! New addition….the new owners added an elevator! Now all 3 levels can be accessed without steps! Once you stay at Island Escape, you will never want to rent another home again.brbr***The elevators are currently functional; however, as they are mechanical items, we cannot guarantee they will remain operational during your stay. Please note that refunds will not be issued in the event of elevator malfunctions.***

Bed

Bath

Sleeps

$406.36

/ Nightly

Condo

Nicely Updated, Two Bedroom, Direct Beach Front Condo - Beach Villa 2528

Captiva, Florida, United States

Escape to paradise at Beach Villa 2528, where stunning Gulf views greet you from your private screened lanai! This Gulf-front condo is an end unit, offering additional windows that flood the space with natural light and breathtaking views of the beach and Captiva's abundant wildlife. The spacious open-concept living, dining, and kitchen area creates the perfect setting for relaxation and entertaining. Elegant wood-look tile floors and sleek granite countertops add a touch of luxury throughout. The fully-equipped kitchen makes preparing meals a breeze, whether you're whipping up a casual breakfast or a gourmet dinner.brbrThis Captiva Island vacation rental is located in the Beach Villas neighborhood of the beautiful resort on the northern tip of Captiva Island. You'll love the great neighborhood amenities like beach access, three community pools, and BBQ grills.br brPlease NotebrSleeps 6br3-night minimumbrPrivately-owned units do not have access to all resort amenitiesbrSmoking is not permittedbrCoin-operated laundry facilities are located on the ground floor

2

Bed

2

Bath

6

Sleeps

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