Vacation Rentals By Owner In Captiva, FL

Amazing 2-bedroom upper condo (sleeps 4) overlooking Pine Island Sound. Take the spiral staircase to the pool and boat dock area. brJust a short walk away from the beaches, and some of Captiva Island`s best restaurants and bars where you can hear live music almost any night. brbr This getaway destination that will soothe away the stresses of everyday hustle & bustle.brbrThe Sleeping arrangements are: Master Bedroom has a queen bed, Bedroom 2 has a twin bed w a trundle and the living room has a queen pull-out sofa.brbrThe entire condo is available for renter use, close to McCarthy`s Marina and Jensens Marina. If you are bringing a boat please call either marina for space availability.brbrProperty is within walking distance to McCarthy`s Marina, to many area restaurants and to the beach (0.4 Miles).

Captiva Hideaway on Old Lodge Lane

Captiva, Florida, United States

Bed

Bath

Sleeps

$1133.59

Consider this house your home away from home while you visit Cayo Costa. This brilliant property boasts 3 cozy bedrooms - 2 queen beds and 2 bunk beds, perfect for a nice getaway with friends or family. With 2 bathrooms equipped with all the essentials, guests can unwind after a day of exploring, kayaking, fishing or shelling. Kickback, relax, and enjoy everything Cayo Costa - the Pearl of the Island - has to offer. Unfortunately, boats cannot be on dock due to unpredictable weather conditions. Island is only accessible by boat, We can organize arrival/departure boat transportation ask about details.

Cayo Costa, Pearl of the Island

Captiva, Florida, United States

Bed

Bath

Sleeps

$269.22

Waterfront Serenity Welcome to Bayside Villas 5142, a sophisticated island haven located within the prestigious Bayside Villas neighborhood of the resort. Perched on the bayside, this unit offers a front-row seat to the beauty of Pine Island Sound and the marina. Whether you are watching the boats glide by or spotting dolphins in the morning light, this is the ultimate setting for a peaceful Captiva getaway.brbrWalkable Island Living Forget the car—you are perfectly positioned to enjoy the best of Captiva on foot. A scenic stroll takes you to the village center, where you can indulge in local favorites like the Bubble Room and Key Lime Bistro, or browse the unique island boutiques. When you are ready for the sand, the pristine Gulf of Mexico beaches are just a short walk away.brbrBright & Sophisticated Interiors Inside, you will find a thoughtfully designed space that blends modern luxury with coastal comfort. The layout is versatile and spacious, featuring a master suite with a plush King bed and an ensuite bath. The main living area is perfect for gathering, equipped with a comfortable Queen sleeper sofa to accommodate extra guests. For added privacy, a partition door can separate the bedroom from the living space, creating two distinct sleeping areas.brbrTech & Comfort Upgrades We have upgraded the unit to ensure a seamless experience. Stay connected with high-speed Xfinity broadband and Wi-Fi, spanning from the living room out to the lanai. Entertainment is easy with large smart TVs in both the living area and bedroom. Additional comforts include a modern air conditioning system with smart climate control, dimmable LED lighting, and a kitchen fully stocked with high-end appliances.brbrYour Private Outdoor Oasis The highlight of this villa is the expansive screened lanai. Protected by premium fine-mesh screening, it allows you to enjoy the fresh salt air without interruption. It is the ideal spot for an alfresco breakfast at sunrise or a glass of wine as the evening settles over the harbor.brbrResort & Building FeaturesbrConvenience: Building elevator for easy access (see note below).brRecreation: Access to the large community heated pool and hot tub. Resort amenity access not included or availablebrDining: Community gas BBQ grills available for cookouts.brLaundry: App-operated and coin laundry facilities located on-site.brAccessibility: Steps away from the marina and beach paths.brbrGuest InformationbrBeach Gear Included (VayKLife) To make your vacation effortless, we partner with VayKLife to offer a credit for beach gear rentals. Instead of hauling equipment, you can select items like beach chairs, umbrellas, wagons, and coolers to be delivered directly to your unit. Your booking confirmation will contain a link to redeem your credit, allowing you to customize your beach day setup.brbrElevator Advisory Please note that while the building elevators are currently fully operational, they are mechanical systems subject to occasional maintenance or repair. We cannot guarantee uninterrupted service during your stay, and refunds will not be provided for elevator downtime.brbrPrivate ManagementbrThis condo is privately managed and not affiliated with the resort. Guests do not have access to resort amenities.

Bayside Villas 5142: Panoramic Water Views & Coastal Elegance in Captiva

Captiva, Florida, United States

Bed

Bath

Sleeps

$223.62

Bayside Villa 4108: A Luxurious Captiva EscapebrbrExperience the best of island living in Bayside Villa 4108, a beautifully updated and spacious condominium in Captiva. This one-bedroom, two-bathroom retreat offers a blend of comfort and style, featuring a plush king-sized bed in the master suite and a convenient queen-sized sleeper sofa in the living area to accommodate additional guests.brbrThe interior is designed for relaxation, boasting a fully equipped kitchen and a welcoming living space with a large flat-screen TV. Step onto your private screened lanai to enjoy the island breeze with your morning coffee or a sunset cocktail. While staying here, you will have full access to the association’s excellent amenities, including sparkling pools, BBQ grills, and on-site laundry facilities.brbrWe provide beach towels to make your days on the sand effortless. Although access to the main resort amenities is not included, you are perfectly positioned to explore the wonderful restaurants and unique shops located just outside the resort gates.brbr*Important Note:brThis rental may not include beach chairs or umbrellas. We’ve partnered with VayKLife to provide you with a credit toward beach essentials like chairs, umbrellas, coolers, wagons, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. While some of our homes may have beach gear on-site, availability varies, and we cannot guarantee specific items will be provided. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.brbr*Important Note:brThe 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.

Bayside Villa 4108: Renovated Luxury & Spacious Comfort in the Heart of Captiva

Captiva, Florida, United States

Bed

Bath

Sleeps

$310.56

Escape to paradise in Beach Villa 2007, a beautifully renovated one-bedroom, one-bathroom condo situated directly on the Gulf. Located on the second floor, this walk-up unit offers the perfect vantage point for watching Captiva Island’s world-famous sunsets right from your private, screened-in lanai.brbrThe Condo Experience Step inside to a bright and airy living space designed for relaxation. The condo features a fully equipped kitchen and a dining area perfect for family meals. The sleeping arrangements are versatile and spacious:brMaster Bedroom: Features a comfortable King-sized bed.brLiving Room: Equipped with a Queen sleeper sofa to comfortably accommodate additional guests.brConvenience: There is a full bathroom located just off the hallway.brbrLocation & Complex Amenities The Beach Villas community offers excellent on-site perks, including a heated pool (with access to two others within the association), tennis courts, BBQ grilling areas, high-speed wireless internet, and immediate beach access.brSituated at the South End of the property, this villa offers a prime location that allows you to easily walk to the eclectic shops, galleries, and restaurants of Captiva Village.brbrPrivate Management & Resort Access By booking this privately managed condo, you can save up to 50% compared to direct resort rates and never pay a daily resort fee!brbrPlease be aware: This unit is not affiliated with the South Seas Island Resort.brWhat is INCLUDED: Access to the Beach Villas pools, tennis, BBQ areas, the beach, and high-speed Wi-Fi.brWhat is NOT INCLUDED: You will not have access to the resort amenities, including the main pool complex (with the slide) at the North End, the golf course, the trolley service, or resort-owned restaurants and shops.brbrAccessibility Note: Please note that this building does not have an elevator. Accessing the unit requires walking up a flight of stairs.brbr ️ Beach Gear Included (VayKLife)brTo make your trip easier, we have partnered with VayKLife! This rental includes a credit toward beach gear rentals.brHow it works: You can choose exactly what you need—beach chairs, umbrellas, coolers, wagons, and more—and have them delivered right to your door.brbrNote: We do not provide beach chairs or umbrellas inside the unit. While some previous guests may leave items behind, availability is not guaranteed. We highly recommend utilizing your VayKLife credit to ensure you have everything you need for a perfect beach day.brbr

Beach Villa 2007 - beautifully renovated one-bedroom, one-bathroom condo

Captiva, Florida, United States

Bed

Bath

Sleeps

$242.86

Escape to the serene, sun-drenched sanctuary of Bayside Villa 4224! This desirable corner unit is nicely updated and flooded with natural light, offering you an exceptional stay within the beautiful Bay Side Villas community.brbrEnjoy amazing, unobstructed views of the Roosevelt Channel and Pine Island Sound directly from your private, spacious screened lanai—the perfect spot for watching dolphins and boats go by.brbrComfortable Layout & Updated FeaturesbrThis updated condo maximizes comfort and functionality, accommodating up to 6 guests:brSpacious Bedroom: Features two queen beds and a private en-suite bathroom.brFlexible Sleeping: A sleeper sofa in the living room provides comfortable sleeping for additional guests.brTwo Full Bathrooms: With a second separate full bathroom, there is plenty of space for everyone to get ready quickly.brWonderful Updated Kitchen: The kitchen has been beautifully updated, making meal prep easy and enjoyable.brCorner Unit Advantage: Enjoy an extra feeling of openness and privacy, with additional windows letting in lots of light throughout the living area.brbrLocation & AmenitiesbrThe condo offers a spacious living area that flows directly out to your screened lanai, immersing you in the tranquil bay environment.brbrPlease Note: This unit is privately managed. Association amenities like the community pool is typically available, but access to the South Seas Island Resort amenities (main resort pools, trolleys, fitness center, etc.) is NOT included nor available with this rental.brbrBook your bright, beautiful bay-side retreat today!brbrImportant Note:brThis rental does not include beach chairs or umbrellas. Instead, we’ve partnered with VayKLife to provide you with a credit toward beach essentials like chairs, umbrellas, coolers, wagons, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. While some of our homes may have beach gear on-site, availability varies, and we cannot guarantee specific items will be provided. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.brbrImportant Note:brThe 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.

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Captiva, Florida, United States

Bed

Bath

Sleeps

$818.13

Are you familiar with what it takes to vacation on North Captiva Island, FL br(If you are, you're welcome to jump down to the We'd like to welcome you to Peace of Paradise!: section below. - The island is excited to have you back!)brbrNEVER VACATIONED ON NORTH CAPTIVA ISLAND Here are some VERY important things to note:br1) There are no roads/bridges to this island. All vacationers and homeowners access the island either by ferry boat, chartered boat, private boat, or via small, private aircraft. The journey is as enchanting as the destination. br Upon arrival, our guests are greeted at the ferry dock by our Property Management team and escorted in golf carts to Peace of Paradise. Use of two 4-person golf carts is included in your rental.br2) There are no major grocery stores on the island. All vacationers and homeowners provision their houses either by personally shopping prior to leaving the mainland or by hiring a personal shopper or management team to do the shopping for them.brbrYes, there is some legwork involved in planning a vacation on NCI but the effort is worth it because this is what makes NCI so special!...Step away from the real world, relax...and PLAY!brWe'll guide you every step of the way! As soon as your reservation is confirmed, you'll receive a link to our Digital Guidebook which will guide you through the planning process step-by step! If you ever still have questions, you can reach out to me (Molly) as I'm a very attentive host!brbr--We’d like to welcome you to Peace of Paradise! --brHosted by Cowboys and Mermaids Vacation RentalsbrbrPeace of Paradise is just that. It is a peaceful, idyllic getaway that allows you rest and relaxation or fun and adventure if you want it. - BarbarabrbrAs soon as your reservation is confirmed, you'll receive a link to our Digital Guidebook which will guide you through the planning process step-by step, including companies we highly recommend (such as Island Girl Charters for ferry travel to the island). If you ever still have questions, you can reach out to me (Molly) as I'm a very attentive host!brbr4 bedroom * 9 bed (2K, 1Q, 6T) * 2 bath * Up to 10 guestsbrbr--FEATURED AMENITIES --brbr*Private Old Florida Style Circular Home on top of Under The House Outdoor Dining/Lounging Spacebr*Open Concept Inside Living on a Single Level (about 12 stairs to the house)br*Private Heated Pool w/ Waterfall br*2 Four-Person Golf Carts br*Outdoor Bar w/ Swing Seats, Smart TV & Beverage Cooler br*3 Hammocks Over White Sand br*High End Coffee Station br*Members Only Beach Parking 7min walk or 2 min Golf Cart Ride br*Digital Guidebook br*4 Fat Tire Bikes br*6 Folding Beach Chairsbr*Personal Concierge Service Upon Arrival and Departure br*RO Filtered Water br*Airstrip Membership Use for Private Pilotsbr*Use of public Island Club poolbrbrThe 2 golf carts were amazing, and probably our favorite part of our stay. We enjoyed rides around the island just exploring all the beauty North Captiva has to offer. -Andrewbrbr--ESCAPE & UNWIND--brbrStep away from the hustle-bustle of daily life. Pour a tropical drink and lounge beside the turquoise waters of your own private, resort-style pool. Listen to the splashing of the pool's waterfall and the palm fronds rustling above, as family and friends begin making new favorite memories. brGreat location on North Captiva Island; you're just a quick golf cart ride away from your members-only beach entrance, a 600 acre nature preserve, the island's restaurants, gift shops/cream shops, and favorite spots for dolphins and manatees to hang out! Come enjoy Peace of Paradise on the idyllic North Captiva Island!brbr--INDOOR LIVING--brbrBEDS & BATHS:br*Accommodates up to 10 guests in comfort.br*First Master: king sized bed, wall of tall windowsbr*En suite bathroom: double sinks, custom-tiled shower w/ two shower heads, jetted soaking tubbr*Second Master: king sized bedbr*Queen Bedroombr*Bunk Bedroom: two sets of triple bunksbr*Shared bath between these bedrooms: two free standing sinks with storage, tub/shower combobrbrKITCHEN: Peace of Paradise's kitchen is sure to please all levels of culinary expertise! Fully stocked and featuring double ovens, Frigidaire range set into Labradorite countertops, Calphalon knife set, variety of pots and pans, and ample William Sonoma dishware.brbrDINING: The dining table by the kitchen can accommodate 8 people and there's extra seating for 4 more at the kitchen island. Outdoor dining table (under the house) seats 10.brbrPlease Note: North Captiva does not have a grocery store (see note at the top of this listing), you'll want to come prepared, but no worries, the owners of Peace of Paradise and their management team are not new to this rodeo. The digital guide book you'll receive upon booking will walk you step by step through the process. Take this opportunity to meal plan some favorites or try some new, tantalizing tropical recipes - key lime pie anyone Dining-in or carrying-out from the four island restaurants or inviting in a local chef to prepare you a meal to remember are always memorable options!brbr--OUTDOOR LIVING--brbrUPPER LEVEL DECK: Just a step out from the living room, comfortable overstuffed seating for morning coffee or an evening cocktail.brbrGROUND LEVEL LIVING SPACE: Ready to be wowed Tucked under the stilted (20 feet) house, you and your friends/family will enjoy a beautifully private, outdoor living space. Large circular sectional, dining table seats 10 comfortably, 3 colorful hammocks over a giant sandbox, Bamboo Bar - swing seating, beverage cooler, a flat screen TV. brbrPOOL AREA: Private, heated pool featuring turquoise water and a cascading waterfall. Variety of lounge seating and sun umbrellasbrbrGRILL AREA: Weber propane grill, KettlePizza charcoal pizza ovenbrbr--NORTH CAPTIVA ISLAND ADVENTURE--brbrPeace of Paradise is the perfect location for quick adventures around NCI. The island is just 4 miles long and 1/2 mile wide at its widest and Peace of Paradise is centrally located so, you're never far from a new spot to explore. Your reservation at Peace of Paradise includes the use of 2 four-person golf carts and 4 fat tire bikes. brbrNATURE PRESERVE: Hike or bike 600 AcresbrVISIT THE BEACHES: 2 minute golf cart ride from the house. Member's Only Beach Parking Included in ReservationbrRENT A TOY: Boats & Fun on NCI rents a large variety of toys! Boat rentals for exploring neighboring islands, kayak rentals for paddling among the dolphins, a paddle board to gain a completely different vantage point, or jet ski rentals to really get your zoom on. They also rent fishing equipment for fishing from the beach which is an island favorite. brCHARTER EXCURSIONS - There's no shortage or captains who offer excursions! Deep Sea fishing, anyone brDIGITAL GUIDEBOOK: Our digital guidebook (link provided upon completing your reservation) will point you in the right direction for all of these activities and MORE.brbr--THE DETAILS--brbrENTERTAINMENT & TECHNOLOGY:br-Starlink high speed internetbr-50 smart tv in living room w/ DVD playerbr-Over 100 DVDsbr-Small TVs in each of the adult bedrooms w/ built-in DVD playersbr-Large indoor/outdoor portable speaker Bluetooth compatiblebrbrEXTRA CONVENIENCES:br*Two front load washing machines & two front load dryers - convenient for light packing.br*All bed linens, bath towels, pool towels, kitchen towels and washcloths provided. Extra pillows & blankets.br*Shampoo & Conditioner, liquid hand soap, laundry pods, dishwasher pods, liquid dish soap provided.br*Two pack & plays, indoor baby gate, solid-wood high chair for our youngest vacationers.br*Basic kitchen spices, plastic wrap & aluminum foilbr*Two hairdryers & one curling iron brbrFUN & SPORTS EQUIPMENT:br-Four fat tire bikes and helmets - bikes are maintained frequently but we cannot guarantee their condition - bikes are provided in AS IS conditionbr-6 Beach Chairs & Beach Umbrellabr-Large cooler for beach trips or keeping drinks cold near the poolbr-Corn Hole (beanbag toss) gamebr-Variety of children's sand and pool toysbr-Assorted family friendly games & puzzlesbr brCOOKING & DINING:br-Fully Stocked Kitchen: Pots & Pans, Dinnerware, Large Variety of Glassware, Assorted Bakewarebr-Gourmet Coffee Station: Coffee Grinder, Coffee Maker, Espresso Machinebr-2 Ovensbr-Small Appliances: Crock Pot, Toaster, Electric Griddle, Electric Juicer, Blenderbr-Large Weber Propane Grillbr-KettlePizza Charcoal Pizza GrillbrbrRESERVING PEACE OF PARADISE:br*We accept instant booking but please reach out prior to booking if you have any questions; Molly, the host, is happy to help. br*After booking, you will receive a digital guidebook. This handy tool works like an App on your phone and will walk you through all the steps required for planning a vacation on NCI such as...scheduling a taxi from the airport, which method you'll choose for acquiring your groceries, selecting a ferry option, and details on connecting with our property management team.br*Please sign the rental contract within 48 hours of booking. Your reservation is not confirmed until this has been properly filled out and returned.br*Get excited! A vacation of a lifetime is waiting for you! We look forward to having you as guests!brbr--POLICIES--brbr-Rental Agreement must be signed and returned w/in 48 hrs of making reservationbr-Cancelation policy: guest receives 100% if cancellation occurs at least 14 days before arrival; Guest receives 50% if cancellation occurs at least 7 days before arrival; No refunds within 7 days of arrival.br-Your renal fee *includes* coverage offered by RentalGuardian to provide integrated damage protectionbr-No events or partiesbr-No smoking or drug usebr-No petsbr-Must be 24 or older to bookbr-NO ONE WITHOUT A VALID DRIVERS LICENSE MAY DRIVE A GOLF CARTbr-No driving golf carts on the beach or in the nature preservebr-Bikes are provided in AS IS conditionbr-No riding bikes on the beachbr-No l

Private Pool w/ Waterfall, Swing Bar, Hammocks

Captiva, Florida, United States

Bed

Bath

10

Sleeps

$2122.14

Panoramic views of the Gulf take center stage in this beautifully updated four-bedroom, four-bathroom coastal condo—part of the exclusive Homes of Distinction collection. Designed for both elegance and ease, this expansive retreat invites relaxation with generous open living spaces, soft neutral tones, and floor-to-ceiling windows that frame the sparkling shoreline.brbrThe light-filled great room features an oversized sectional and curated coastal decor, all set against a backdrop of sweeping views. Just beyond, a spacious terrace offers comfortable outdoor seating—ideal for morning coffee, sunset cocktails, or simply soaking in the sounds of the surf. At the heart of the home, the gourmet kitchen is outfitted with high-end appliances and a central island perfect for gathering. The dining area flows effortlessly from the kitchen, creating a seamless space for shared meals and entertaining with a view.brbrGuests of this home have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners. This condo accommodates up to eight guests and has a five-night minimum stay requirement.

South Seas Full Resort Access Gulf Cottage - 5 BR

Captiva, Florida, United States

5

Bed

Bath

12

Sleeps

$1627.81

Immerse yourself in sunshine, sea breezes, and stunning Gulf of Mexico views from this elegant new beach home. Spanning 2,600 square feet, this beautifully designed retreat offers resort-style living just steps from the beach and a private community pool.brbrThe home’s open layout and thoughtful details create an ideal space for relaxation and entertainment. The fully equipped kitchen features brand-new appliances, while the dining options include a spacious screened lanai overlooking the Gulf and pool or an inviting indoor wood table that seats ten.brbrThe master suite provides a serene escape, complete with a king-size bed, wall-mounted flat-screen television, and sliding glass doors that open to a private balcony with breathtaking views. Upstairs, a loft offers a versatile gathering space for family fun, and the second bedroom includes a king-size bed and its own balcony. The third bedroom is perfect for families with young children, offering two twin beds and a wall-mounted flat-screen television, while the fourth guest bedroom features a queen-size bed and its own flat-screen television.brbrGuests of this home have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners. This property accommodates up to ten guests and has a minimum stay requirement.

South Seas Full Resort Access Beach Home 7 - 4 BR

Captiva, Florida, United States

Bed

Bath

Sleeps

$1640.27

Experience the essence of beachfront living in Beach Home 5, a spacious 2,800-square-foot retreat just steps from the sand. This four-bedroom, four-bathroom home offers an inviting open floor plan designed for both entertaining and relaxation. The living area features a large television and seamlessly connects to a fully equipped kitchen. From the screened lanai, take in stunning views of the beach and Captiva’s breathtaking sunsets.brbrThe main level boasts a spacious master suite with a king-size bed, television, and en suite bathroom, all enhanced by sunset and beach views. A second bedroom on this level is furnished with a queen-size bed, with a bathroom conveniently located down the hall.brbrUpstairs, a second master suite offers partial Gulf views, a king-size bed, and an en suite bathroom. The fourth bedroom, ideal for additional guests, features two twin beds and its own en suite bathroom. The second floor also includes a balcony with sweeping panoramic views of the Gulf of Mexico.brbrGuests of this home have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners. This property accommodates up to eight guests and has a five-night minimum stay requirement.

South Seas Full Resort Access Beach Home 5 - 4 BR

Captiva, Florida, United States

Bed

Bath

8

Sleeps

$1517.87

Discover serenity in this four-bedroom, three-bathroom Gulfside home, complete with a charming loft. Ideally situated in the heart of the resort, this elegant retreat is part of a cluster of dune-side beach homes offering picturesque views of both Pine Island Sound and the Gulf. Just a short walk to the beach, this residence provides the perfect balance of comfort and convenience.brbrThe spacious living room invites relaxation with ample seating, a flat-screen television, and a full wall of sliding glass doors that open onto a screened lanai, blending indoor and outdoor living. The fully equipped kitchen features stainless steel appliances, granite countertops, and crisp white cabinetry. It flows seamlessly into the dining area, which accommodates six guests and also opens onto the lanai for alfresco-style dining.brbrThe master suite is a private oasis, complete with a king-size bed, an attached sunroom with a cozy sitting area, and an en suite bathroom featuring double vanities, granite countertops, and a walk-in shower. The second and third bedrooms each offer two twin beds, providing a family-friendly setup. The fourth bedroom includes a queen-size bed, while the vaulted loft area offers a peaceful retreat with a sleeper sofa and an additional bathroom, accommodating up to two more guests. Just steps from the home, community pools provide ample space for swimming and sunbathing.brbrGuests of this home have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners. This property accommodates up to eight guests and requires a minimum stay

South Seas Full Resort Access Gulf Beach Home 1 - 4 BR

Captiva, Florida, United States

Bed

Bath

6

Sleeps

$1545.36

Savor breathtaking panoramic views of the Gulf and Red Fish Pass from this elegant and spacious three-bedroom, three-bathroom villa. Designed with an open floor plan, this coastal retreat offers an inviting space for a relaxing beach getaway. The living area is thoughtfully adorned in soothing shades of blue and white, echoing the tranquil beauty of the surrounding waters. The fully equipped kitchen seamlessly connects to the living space, providing a welcoming setting for family gatherings or entertaining guests. Spend your evenings enjoying movies on the large flat-panel television or step onto the expansive lanai to stargaze under the coastal night sky.brbrA short stroll brings you to the beach or the Bayview Pools, where you can soak up the sun and enjoy the ocean breeze. The luxurious primary suite features a king-size bed and captivating views of Red Fish Pass and Pine Island Sound. The suite is complemented by an ensuite bathroom with double vanities and a walk-in shower for added comfort and convenience.brbrThe villa also includes a private guest bedroom with a queen bed, offering serene golf course views. This welcoming sanctuary is equipped with a flat-panel television and its own ensuite bathroom. A third bedroom, furnished with two twin beds and a flat-panel television, is accompanied by a nearby bathroom accessible from both the hallway and the bedroom. For additional accommodations, the living room includes a sleeper sofa.brbrGuests of this villa have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners. Accommodates up to eight guests.

South Seas Full Resort Access Seabreeze - 3 BR

Captiva, Florida, United States

3

Bed

Bath

8

Sleeps

$1542.76

Step into your beachside escape, where tranquil blues and whites mirror the surrounding water and an open floor plan invites relaxed coastal living. Panoramic views of the Gulf and Red Fish Pass provide a breathtaking backdrop to this spacious three-bedroom, three-bath villa—ideal for your next unforgettable getaway.brbrA fully equipped kitchen flows into an airy dining area, creating the perfect space for gathering and entertaining. Spend quality time watching movies in the comfortable living area, or step onto the expansive lanai to soak in the turquoise waters and island breeze. Just a short stroll away, you’ll find the beach and Bayview Pools for effortless days in the sun. The primary suite features sweeping views of Pine Island Sound, an ensuite bath with double vanities, and a walk-in shower. A second ensuite bedroom with a queen bed overlooks the golf course, while the third bedroom offers two twin beds and its own entertainment system—ideal for children or guests.brbrGuests of this home have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners. This property accommodates up to 8 guests.

South Seas Full Resort Access Seabreeze 3BR

Captiva, Florida, United States

Bed

Bath

Sleeps

$613.25

The Captiva Villa is located on a charming private lane in the heart of Captiva, a few hundred steps from the Gulf beach. This spacious vacation home has 4 bedrooms, 3 baths, and sleeps 8. The kitchen was updated in 2023.brbrThe Master Suite has a king bed, Fire TV with Blu Ray DVD, tray ceiling with ceiling fan, and adjoining bath. The 2nd bedroom is also on the 1st floor, has 2 queen beds, 43” TV and DVD player. There is an adjoining bathroom with a bathtub/shower. The 3rd (queen) BR and 4th (king) BR are connected (pass thru the 3rd BR to 4th BR), and located on the 2nd floor. This arrangement works well for a family, as they are on a separate floor with full bathroom. TV's, king BR has DVD player. Ceiling fans are in each room. There is a kitchenette with sink, refrigerator, microwave on this floor, and has access to the roof top deck. The second floor can have its own entrance.brCaptiva Villa is fully furnished with every amenity including AC/heat, washer & dryer, fully equipped kitchen, linens, towels, starter supplies, 5 Fire TV’s, DVD's, stereo, CD players, i pod docking, fax/printer/copier, high-speed/wireless internet. The 10x40 screened pool is heated. The lanai has a dining area complete with propane gas grill and ceiling fan. A screened porch off of the dining room & kitchen overlooks lush tropical landscaping. The roof top deck provides a private space to relax. brbrThe Captiva Villa is continually being updated to make your stay as comfortable as possible- 2015: New vanities with granite counters all bathrooms, new washing machine. 2016: new stove, new MBR furniture, new pool heater. 2017: new AC unit 2018: new microwave, dryer, 2nd AC unit. 2020: fresh interior and exterior paint, new dish washer, new kitchen fridge, Fire TVs 2021: Entire main level flooring replaced with CoreTec. New furniture pieces. 2022 New grill, lanai furniture 2023 New kitchen/microwave 2024 New dishwasher, washer and dryer, grill. brbrWe accept only Saturday to Saturday reservations, as is the local ordinance on Captiva Island. We accept reservations no further than a year in advance, as current guests have right of first refusal for the same week the following year. We are local, and manage the property. We have awesome cleaners, and are onsite with them between every rental.brbrbrDISCOUNTS FOR COUPLES- low seasonbrbrPack n Play, high chair available upon request

Laika Lane Gem! Private Pool Home, 3 Min to Beach – Family Friendly Fun!

Captiva, Florida, United States

Bed

3

Bath

10

Sleeps

$2006.04

Panoramic Gulf views and captivating Captiva sunsets invite you to this tranquil island retreat. Designed with a spacious open floor plan and soothing gray tones, this contemporary three-bedroom, three-bathroom beachfront villa offers the ideal setting to relax and unwind.brbrThe polished gourmet kitchen features high-end appliances, a central island, and flows seamlessly into the rustic dining area and beautifully furnished living space. A cozy sectional and large flat-panel television make the living area perfect for gathering. Slide open the expansive glass doors to step outside and take in views of tall beach grass and the stunning ocean beyond.brbrThe main floor master suite offers a king-size bed and a luxurious en suite bathroom with a walk-in shower and dual sinks. A guest bedroom down the hall is thoughtfully designed with two twin beds, a wall-mounted flat-screen television, and sleek modern touches.brbrUpstairs, the third bedroom provides a queen-size bed dressed in soft white bedding. Just outside the bedroom, an airy loft area leads to a private balcony, an ideal spot for stargazing or enjoying the coastal breeze.brbrGuests of this home have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners. This property accommodates up to six guests and has a five-night minimum stay requirement. Please note that the cottage is not freestanding; there are two cottages per building.

South Seas Full Resort Access Gulf Cottage - 3 BR

Captiva, Florida, United States

Bed

Bath

Sleeps

$475.15

JUST IN:brAPRIL 18TH TO APRIL 25TH IS STILL OPEN! GREAT LAST MINUTE RATEbr******The Perfect Shell a Simply FANTASTIC Vacation Rental!***** brbrGreat Rates, Heated Pool Home, with an Excellent Island Location - High and Dry area which matters! And only Steps to the Best Beach on the Island and into The Ocean! Amenity Packed! Whole House RO Water System. Inquiry on any date questions or questions at all! If we can accommodate we will! PRIME ISLAND LOCATION! “The Perfect Shell Beach House. brbrWELCOME AND THANK YOU FOR YOUR INTEREST IN THE PERFECT SHELL! WE ARE OPEN FOR RENTALS! Our Dates tend to Book Up Quickly, So Please Inquire Today! brPlease note: During Prime Rental Seasons, Spring Breaks, and Holidays our rentals are typically: Saturdays to Saturdays with 7 Night Minimum Stays or Extended Stays for up to 5 Guests or Weekends to Weekends for up to 5 Guests. Non Season Stays, Non Spring Break Stays, and Non Holiday Stays - we may be able to accommodate other check in and out days and lesser minimum night stays. Extended stays please also inquire. Check In is 4PM or thereafter and by 10AM for Check Out. Please inquire on availability and note Check In and Check Out times prior to making your travel plans and please note Trip Insurance is always encouraged! brbrNorth Captiva Island is located in Lee County, FL, just offshore in the Gulf of Mexico. It lies north of Captiva Island and is separated from it by a channel called Redfish Pass, which was created by a hurricane in 1921. It is not connected to Sanibel, Florida. North Captiva is accessible only by boat or small plane, making it a secluded getaway.brbrCome and Enjoy All That The Perfect Shell has to Offer! brbrRepeat Guests, Honeymooners, Couples Celebrating Anniversaries and Each Other, and Families with or without Children are Enjoying The Perfect Shell on Fabulous North Captiva Island!br brAccessible only by Ferry or Boat - and with No Cars on the Island only Golf Carts, Biking, Running, or Walking Come and Explore all that North Captiva Island has to offer! Once you have confirmed that North Captiva Island is The Perfect Island for your Family, now it is time to choose The Perfect Vacation Home! The Perfect Shell deserves your attention and consideration! brbrVacations are all about Planning! So First Off - The Logistics:brFly to RSW International Airport in Fort Myers, FL or Drive to Pineland, FL to the Pineland Safe Harbor Marina. Pay for parking in the Ships Store and park your car in the Marina Parking Lot. Reserve ahead your paid ferry to get on the 3PM Island Girl Charter's Ferry to arrive to the Mainstay/Barnacles Dock on Beautiful North Captiva Island and check in at the Ferry Office located at the back on the Ships Store. Should you be taking your own boat over ask me we can assist you with securing Boat Dockage! brbrFrom there Our *On Island Concierge will be Awaiting Your Arrival at the Dock! Tortuga Concierge will then Check You and Your Family and your groceries and belongings into Your Beautiful Beach House! Groceries can be brought on the Ferry, Groceries can meet you at the Ferry by one of the Island's Personal Shoppers OR you may order head of time to have your Groceries, Seafood, and Beverages delivered right into our Refrigerator prior to and ready for your arrival! Extra Services need a Private Chef for a Meal What to arrange a Massage while on the Island What to order Cinnamon Buns for a Morning Meal Need to arrange Boat Dockage or Rent a Boat Want to arrange a Fishing Trip, Shelling Excursion, Cayo Costa Day Trip and Luncheon Ask Amy! brbrAbout Us: The Perfect Shell Beach House located on the High and Dry Southern End of North Captiva Island, FL 1 Street away from the State Nature Preserve. Your Own Luxury Beach House with a Private Pool and Golf Cart Included! Only Steps to the Ocean - Butterfly Beach - One of The Widest Sugar Sand Beaches! High End Furnished, FRONT Porch, Many Guest Perks, Hi Speed Internet. North Captiva Island is only accessible by boat! Satisfaction #1! High Standards, Professional, Experienced, & Local Caring HostsbrbrMORE Details About Us: “The Perfect Shell” Island Pool Home is a Superior Choice! We are the LOCAL OWNERS and we are Island Property Managers for other home owners. Our Luxury, Amenity Packed, Vacation Home is on a High and Dry Lot and is Only Steps to the Ocean to the Widest and Largest Sugar Sand Beach on the Island! This beach Butterfly Beach is less than a 1 minutes by Golf Cart and a Very Short Walk. The Beach is a direct walk down our street to Butterfly Beach. We are located in the Dunes Neighborhood on the SOUTH End of the Island and Very Close to the State Preserve! Our Privately Owned, Maintained, Golf Cart is Included Complimentary! brbrOur Home Features: an Oversized, Lagoon Style, Private, Heated, Fully Fenced, Salt Water Pool with Lots of Seating, with a Large Under Cover Lighted Entertaining Area and a Great Cleared Yard for all of your Outdoor Activities! Plus a Huge FRONT Screened Lighted Porch for Dining and Entertaining with Tropical Lush Views! Plus New Addition 2023 - A Whole House Reverse Osmosis System - Great for Enjoying Your Morning Showers and your In House Ready Drinking Water! brbrOur Beautiful Pool Home with its 2 Bedrooms, Open - Tiled - One Level Floor Plan, Large Flat Screen TVS throughout, and Excellent Beds will Entice You, PLUS Our Homes' Interior and Exterior Furnishings are exceptionally kept including Furniture, Mattresses, Linens, Towels, and Allergen Coverings. Our Focus is Clean, Luxury, and Comfortable Furnishings. Our Home is Fully Stocked Kitchen with High End Appliances. New Stainless Steel French Door Refrigerator 3/2020. Gas Cooking and Convection baking and New Dishwasher 2025, New Microwave 2025 Full Size Washer and Dryer 2020. New 65 Samsung Crystal UHD Smart TV 11/2021, New Weber Propane Included Gas Grill 4/2022 etc. Includes: Bakeware, Cookware, Barware, Entertaining Specialty Dishes, and More!brbrWe offer a Fantastic Vacation Rental Value, our Own Personal Maintained Golf Cart Included, Reliable HIGH Speed Internet, Low Fees, and our home is Amenity Packed! Including such Extras as Stocked Cleaning Supplies, Laundry Supplies, Dishes, Entertaining Dishes for your Special Meals, Toiletry Essentials, Spices, Cooking Sprays, a Full Coffee and Tea Bar, Propane for Your Gas Grill, Printer with Ink and Paper etc. We also have Whole House Reverse Osmosis System in 2023! No need to pack or purchase water if you prefer not to! Brand new HVAC June 2023.brbrChildren/Babies : The Perfect Shell is Fully Equipped for Travelers with a Baby and/or Children. Offering A Pack and Play Center, Mattress Sheets, Bibs, Safety Gate, High Chair, Booster Seat, Children's Dishes, Beach Toys, Family Cabana and Toys and Games for all ages. brbrGuest Appreciation: We appreciate our Guests! We also have MANY repeat Guests! We want you to feel at home. Arrive to a Bottle of White Wine and a Bottle of Sparkling Mineral Water/Water. Should you have something else in mind Don't be shy we want to welcome you with what might make your arrival more special! Also,brneed something Special or Celebrating a Special Event Reach out to me I would be happy to help you make it happen! No Wine in your gift bag reach out and we will fill it with something more welcoming for your preferences!brbrWe typically book Saturdays to Saturdays with 7 Night Minimum and we often have Guests with Extended Stays. The Stated Rental Rate is for up to 5 people. We do not take more than 5 Total Guests including children. King Bed and Queen Bed fit 4 Adults comfortably plus for an additional guest a Queen Size Air Mattress and a Pack and Play is available. The Perfect Shell offers a Great Floor Plan that is Ideal for Singles, Couples, Families and Children and Concierge check In and Guest Services! Once you are Settled In, you can Seek to Find that Perfect Shell on our Gorgeous Beaches! North Captiva Island offers an Incredible Abundance and Variety of Sea Shells, Marine, and Wild Life. Many days you will see Dolphins, Manatees, Tortoises etc. People travel from all over the World to Enjoy our Beaches, World Class Shelling, and Fishing! North Captiva Island is accessible by Boat or Ferries and is not connected to Sanibel/Captiva Island. Our main transportation when on the Island is by Golf Cart, Foot, or Biking. The Island offers 3 Restaurants, 2 Bars, 2 Ice Cream Spots within Gift or Convenience Stores, a Boats and Fun Store with Kayaks, Bikes, Golf Cart, Boat Rentals and Boating and Fishing Charters plus their General Store. brbrIMPORTANT INFORMATION: brCheck in is at 4PM. Check Out is 10 AM. brPlease note on back to back check out and check in days cleaning staff may need to enter at 9AM to start cleaning. If there are open fill in dates due to extended stays - 5 or 6 nights minimums may be available or flexible check in and check out days. brbrAll Guests will be required to sign and return Host Vacation Rental Agreement. Please request it if you would like to view prior to booking! The Ferry to take to the island is: the 3PM Island Girl Charters to the Mainstay/Barnacles Dock on North Captiva Island. Check out is by 10 AM on check out day. PLEASE MAKE SURE TO BOOK YOUR FERRY ASAP as desired time slots fill up. Also please note the ferries do not run after normal business hours so please note their times prior to you booking flights overwise you may need a private charter which is more expensive typically than the daily ferries. brbrWe Welcome Your Inquiries and Any Questions that you may have to Make Your Perfect Vacation Choice! Thank you for considering The Perfect Shell for your Superior Vacation Rental! You Will Be Glad You Did! brbrYour Hosts - Ken and Amy

PERFECT SHELLLUXURY HOUSE STEPS 2 OCEAN,LRG POOL,FRONT BALCONY,AMENITY PACKED!

Captiva, Florida, United States

Bed

Bath

Sleeps

$614.29

Lands End 1610 is a truly unique vacation rental condominium featuring over 2400 sq ft of space with 3 bedrooms/3 bathrooms and a den. This property is for guests who are a bit more selective about where they choose to stay. Our property has a luxury coastal feel and has 2 bedrooms on the main level (both queen beds). The bedroom closest to the water has an en-suite bathroom. The living room, dining area, and kitchen are all open and luxurious. There is a deck with comfortable seating and water views out to the Gulf of Mexico, Bay, and Pine Island Sound. Upstairs is the primary suite and den with a sleeper sofa. The primary suite features a queen bed looking directly out onto the water with an en-suite bathroom that has a large soaking tub and walk-in shower. Amenities at Lands End include a heated pool, hot tub, and tennis court. Easy walk over to the beach over the golf course walkway. While you won't have resort amenity access, you are saving 20-50% compared to resort rates, never pay a resort fee, and get to choose your unit. Five-night minimum stay required and 6 guests maximum occupancy. brbrImportant NotesbrbrPrivate ManagementbrThis condo is privately managed and not affiliated with the resort. Guests do not have access to resort amenities. 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.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.brbrStorm ImpactsbrDue to Hurricanes Helene and Milton, access to some amenities may be limited during your stay.br

Lands End 1610 - Captiva

Captiva, Florida, United States

Bed

Bath

Sleeps

$1451.31

Discover the perfect blend of Gulf-front tranquility and bayfront adventure in this stunning Key West-style estate nestled within the exclusive, gated Tarpon Bay community of Captiva Island. With deeded private beach access for shell seekers and direct Gulf access via Pine Island Sound, this home offers the best of island living for beach lovers and boating enthusiasts alike. brbrSet on a sprawling one-acre estate, this resort-style retreat features a private elevator, a whole-home generator system, and an attached guest house, providing both convenience and luxury. The outdoor living space is an entertainer’s paradise, with a heated resort-style pool, cascading spa, and a fully equipped outdoor kitchen—perfect for al fresco dining under the stars. brbrInside, the home boasts high-end finishes and modern comforts, including a chef’s kitchen, multiple private balconies, and spacious living areas designed for relaxation. Each of the three elegantly appointed bedrooms offers a plush king-size bed, ensuring a peaceful night’s sleep. brbrWhether you're kayaking along the Roosevelt Channel, fishing in world-class waters, or simply unwinding by the pool, this breathtaking estate provides an unforgettable Captiva Island escape. brbr# Property Details brSize: 3 Bedrooms | 5 Bathrooms (4 full, 1 half) | Sleeps 6 brSetting: Gulf & Bayfront | Private Beach Access | Waterfront brbr# Amenities br- Private beach and bay access – Perfect for shelling, kayaking, and boating br- Resort-style heated pool and spa – Featuring a sun shelf and cascading waterfall br- Outdoor kitchen and entertaining area – Includes a built-in grill, lounge seating, and dining space br- Private dock and boat slip – Easy Gulf access for fishing, sailing, and water excursions br- Smart home features and high-speed WiFi – Seamless connectivity and convenience br- Chef’s kitchen – Fully stocked with premium appliances and cookware br- Pet-friendly – Bring your furry companion for an island getaway br- Pool Barbrbr# Additional Features br- Entertainment: Smart TVs, board games, stereo system br- Outdoor activities: Kayaks, bicycles, beach essentials, hammocks br- Parking: Private garage and free on-site parking br- Check-in: Smart lock for easy, contactless entry brbrIndulge in the ultimate island escape, where luxury meets adventure in one of Captiva’s most exclusive enclaves. brbr**Front Door Outdoor Camera Present**brBook now for an unforgettable stay!

Luxury Waterfront Retreat in Captiva Island

Captiva, Florida, United States

Bed

Bath

Sleeps

$716.79

SANDPIPER INN – BEACHFRONT CONDO – POOL – GOLF CARTbrExperience the ultimate beachfront getaway at this stunning beachfront condo on North Captiva. This family-friendly retreat features three spacious bedrooms and two full baths, comfortably sleeping six guests in beds. Each bedroom and the living room are equipped with Roku TVs, ensuring entertainment for everyone.brThe large kitchen is a chef's dream, complete with reverse osmosis for pure and refreshing water. Step outside to the ground floor, where you'll find outdoor seating and dining areas, a Tiki bar, and a gas grill – perfect for enjoying meals al fresco.brFamilies will appreciate the thoughtful amenities provided, including a travel crib, high chair, baby gate, and kids' dinnerware. With plenty of games to entertain, there's never a dull moment. Plus, one golf cart is included for convenient transportation around the island.brbrNorth Captiva is an island accessible by water taxi only. Our private property manager's will meet and greet you upon arrival to assist you with your belonging to the house.

SANDPIPER INN - TRUE BEACHFRONT Luxury; Pool/Hot tub & Golf cart NEW LISTING

Captiva, Florida, United States

3

Bed