Vacation Rentals By Owner In Captiva, FL

$343.4

Captiva Beach Villas On The Gulf Beach

Captiva, Florida, United States

Beach Villas 2527 is located in the Beach Villas area of the largest resort on Captiva and is directly on the beach. The unit is a one bedroom condominium located on the second floor of a stilt building, there is an elevator available. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This unit is recently updated. This comfortable unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table for your enjoyment. Beach chairs, umbrella and beach towels are provided with the stay. In addition, you will have access to the beach, pool, pickleball, tennis courts and BBQ grills located in the front of the unit. There are many great restaurants located in the Captiva center area off Andy Rosse Lane.brbrbr** This unit is not part of the largest resort on Captiva so guests will not be able to use the amenities of the resort including the resort water park, resort golf course, resort restaurants and Point pool.

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$348.2

/ Nightly

Private Vacation Home

Beautiful Bayfront Three Bedroom Stunning Views

Captiva, Florida, United States

Please expect ground cleanup and possible construction noise during your stay.brbrWhile you won’t have access to resort amenities, this villa comes with plenty of its own perks! Your condo amenities include a large heated pool, high-speed Wi-Fi, outdoor grills, community washer/dryers (coin-operated), beach chairs and towels, and—of course—the beach is just a short walk away. It’s everything you need for the perfect getaway! Golf Cart rentals are close by, but please note that only electric carts are allowed within the gates of the resort. brbrWelcome to Bayside Villa 4306. Walk into the beautiful unit to find your first guest bedroom on the left. The guest bedroom features a large king bed, a private bathroom, a desk for all of your work needs, and a flat screen TV. Continue on to the kitchen, which allows for cooking while also enjoying the beautiful views Bayside Villa 4306 provides. The kitchen is fully stocked with all of your cooking needs. Stay in after a long day at the beach and create something special, or reheat dinner from one of the Island's best restaurants. You will find a breakfast bar with seating connected to the kitchen island. The living room is bright and beautiful and offers comfortable relaxation while enjoying the large flat screen TV, which includes WIFI and cable services to keep up with all of your favorite shows. The beautiful and inviting dining room gives you the best view. Open the sliders to let the tropical breeze in while you enjoy your morning coffee and or dinner at the dining table with seating for six total. Climb the stairs to the second floor, where you will find the last two bedrooms. The master bedroom features a large king bed, a private bathroom, a flat screen TV equipped with WIFI and cable services, and a sunny window seat. The second guest bedroom features two twin beds, a flat screen TV equipped with WIFI and cable services, and a sunny window seat. The bathroom is located in the hallway. You will find the laundry room equipped with both a washing machine and a dryer. brbr** Elevators are not guaranteed as they were damaged by Hurricane Ian.brbrSpend your vacation days swimming and sunning on our pristine beaches. Search for Captiva Island's rare shells or hang back and enjoy the large heated pool and hot tub. Spend your time walking to shops and restaurants, listening to some live music, and enjoying the local art galleries. Grill today's catch on one of the two large BBQ grills provided. Rent bicycles or golf carts and explore the island from one of the many rental facilities. Don’t miss a cruise with Captiva Cruises to view jumping dolphins or a beautiful Captiva Island sunset, the opportunity to parasail or jetski over at Yolo Watersports, shopping in cute boutiques, or dining out on fresh seafood and family-friendly favorites. Bayside Villa 4306 has an elevator to help make all of your trips easy, as well as paved parking.brbrbrKingfisher Vacations will only book reservations up to 51 weeks in advance.brAll our properties have contact-free check-in, no need to stop at the office (or a stop light, none of those here)!

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Bath

Sleeps

$411.23

/ Nightly

Condo

Discover Tranquility at Lands End Condo

Captiva, Florida, United States

Escape to a serene retreat at the Lands End Condo, nestled at the tip of Captiva Island. This tranquil haven offers stunning sunsets, shell-strewn beaches, vibrant sea birds, and lush tropical scenery. Our newly listed condo provides a perfect blend of luxury and comfort, making it an ideal getaway.brbrLuxury and Comfort-Step into the open-concept living space where the living room, dining area, and kitchen seamlessly blend together. Cook up a delicious meal or relax with a movie while enjoying breathtaking views. The expansive lanai is perfect for soaking in the serene surroundings and incredible vistas. The primary bedroom features a king-sized bed, a flat-screen television, and direct access to the lanai. The second bedroom, outfitted with two queen beds and a flat-screen television, offers lovely views, ensuring your guests will feel at home.brbrRecreation and Relaxation- Spend your days lounging on our pristine beaches, searching for Captiva Island’s rare shells, or enjoying the large heated pool and hot tub. Explore the island on bicycles or golf carts, and take advantage of local rental facilities. Walk to nearby shops, restaurants, and art galleries, or enjoy live music and fresh seafood.brbrDon’t miss a cruise with Captiva Cruises for dolphin watching or a sunset view, or try parasailing or jet skiing with Yolo Watersports. For a taste of local culture, explore charming boutiques and dine at family-friendly favorites.brbrAmenities and Booking Information:brWhile you won’t have access to resort amenities, this villa comes with plenty of its own perks! Your property condo amenities include a large heated pool, high-speed Wi-Fi, outdoor grills, Beach chairs and towels, and—of course—the beach a short walk away. It’s everything you need for the perfect getaway! Golf Cart rentals are close by, but please note that only electric carts are allowed within the gates of the resort. brbrBe among the first to experience this exceptional retreat and secure the opportunity to rebook for next year. Book your stay today!brbrPlease note that resort amenities are not available when booking through a private company. You will have access to the beach and tennis courts that come with the unit. Also, only electric Golf Carts are allowed within the resort.brbrPer the condo association, no more than two vehicles, including golf carts, are permitted per rental property. Oncea designated spot and one unmarked spot under the building. Other vehicles will need to be parked outside the complex, outside the guard gate of the resort. brbrKingfisher Vacations will only book reservations up to 51 weeks in advance.brAll our properties have contact-free check-in, no need to stop at the office (or a stop light, none of those here)!

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Bath

Sleeps

$970.05

/ Nightly

Private Vacation Home

Waterfront House Best Location! Private deep water dock

Captiva, Florida, United States

Perfect location on the water! Easy walking distance to the beach and the restaurants on Andy Rosse Lane. A beach wagon and chairs are provided.brbrThe house is appointed with new post-hurricane carpet, furnishings, and appliances. The living area is open concept with the living room, dining room, and kitchen all accessible and centered around a working fireplace with 20-foot vaulted ceilings making it seem even more spacious. Outdoor includes a newly built dock and working pool and hot tub, with an Outdoor barbecue and tiki hut bar .

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Bath

Sleeps

$1062.37

/ Nightly

Private Vacation Home

Stunning Captiva Vacation Rental - Bella Vita

Captiva, Florida, United States

Welcome to Bella Vita, where island luxury meets barefoot ease. This beautiful Captiva vacation rental offers everything you need for the perfect coastal escape—bright, open living spaces with coastal-chic décor, a fully equipped gourmet kitchen, and spacious bedrooms that feel like your own private retreat.brbrStep outside to your personal paradise: a private heated pool nestled in lush tropical landscaping, multiple lounging areas for soaking up the sun, and plenty of spots to sip your morning coffee or evening cocktails surrounded by swaying palms.brbrYou're minutes from Captiva's world-famous beaches, charming village shops, and iconic restaurants. Spend your days shelling pristine shores, biking quiet island roads, or kayaking through mangrove tunnels—then come home to your tranquil oasis.brbrThe Bella Vita vacation rental is ideal for families, couples, or groups seeking the perfect blend of adventure and relaxation. With spa-inspired bathrooms, indoor and outdoor dining spaces, and easy access to all of Captiva's best activities, every detail is designed for the way you actually vacation.brbrReady to trade your routine for island time Bella Vita Captiva Island vacation rental is your ticket to the kind of vacation you'll be dreaming about long after you leave.

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Bath

Sleeps

$640.89

/ Nightly

Private Vacation Home

Beach House 29 Captiva Island beach view resort home

Captiva, Florida, United States

Life doesn't get much better than staying for a week or longer at Beach House 29. Our vacation home away from home is located within the gates of the Island Resort on Captiva Island. While Beach House 29 is located within the gates of the Island Resort, the Beach Homes are a separate association within the resort. That means you won't have to pay a resort fee. While you won't get resort amenity access, you will have access to our great association amenities, including the shared heated pool, just steps from the home, a tennis court, propane BBQ grills, and the world-famous Captiva Island beach, again, just steps from our Beach Home. We look after the home very well and want to make your stay as perfect as possible. The entire home has been updated to be very modern and welcoming. The main level features an open kitchen complete with all of the major appliances and kitchenware for you to easily prepare meals for your friends and family. The nearby dining area has ample seating along with bar stools at the breakfast bar. On the main floor is the master bedroom with a king bed and a second bedroom with full bunk beds, each with its own bathroom. Up the stairs is a sleeping loft with a twin sofa and twin-sized mattress for an additional guest, and two additional bedrooms, both with king beds and full bathrooms. Our beach house may accommodate up to 11 guests. One of the best features of the home is not only the short distance to the beach, but the open decks with gulf views to gaze at the Gulf of Mexico and the beautiful sunsets. Just off our main level living and dining rooms is a private screened lanai that stretches the length of the home with ample seating and even a swing to relax (and Eno hammock hooks) and enjoy a morning cup of coffee or evening cocktail. We're sure that you will love staying at Beach House 29 just as much as we did and do every year! As we've said since we started visiting Captiva, come for the beach... stay for the sunsets. Do you want to watch Netflix, Amazon Video, Hulu, or your other favorite apps We've got you covered with smart TVs and wireless high-speed internet.brbrImportant Note: br*Access to certain amenities may be limited during your stay.br*No Lanai screens.br*No Upper Deck.br*Please check with our team for specific questions.brbrPrivate 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.

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Sleeps

$614.83

/ Nightly

Private Vacation Home

SERENITY - Luxury Captiva Home, 4 Homes From the Beach

Captiva, Florida, United States

**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS ISLAND RESORT AND SPA WHERE YOU CAN ENJOY TWO POOLS, RESTAURANTS, LIVE ENTERTAINMENT, ADDITIONAL BEACH ACCESS, AND SO MUCH MORE!**brbrLive the Island life and experience ultimate island living on Wightman Lane, a private shell lined street located just 4 homes from the pristine beaches of Captiva Island. You are just a short walk to all of the islands favorite restaurants, galleries, shops and local marinas plus live music. Relax as you are surrounded by the lush tropical landscaping with two levels of outdoor living. You will love everything Serenity has to offer!brbrbrbrPlease Note: Captiva Island is scheduled to undergo a beach renourishment project which may begin 9/1 at Blind Pass and move north through 10/31 that may result in temporary beach access limitations, construction activity, or noise near your property. While we strive to provide accurate updates, timelines and impacts are subject to change and beyond our Sanibel Captiva Island Vacations control.brbrbrbrHOME FEATURESbrbrThis private island pool home features an expansive open gourmet kitchen, dining, and living room area perfect for entertaining or relaxing with family and friends. Flat screen smart TV's are featured in the living area and all bedrooms, as well as free WIFI. Serenity offers a unique 3 bedroom island home which is perfect for a group of 6, including 1 king master suite with ensuite bath along with two private queen bedrooms, one with its own ensuite bathroom. Serenity also features a large caged in heated pool and hot tub for year round enjoyment! Relax on the upper and lower covered terrace areas for outdoor entertaining poolside. You'll be surrounded in privacy by lush tropical landscaping and gardens, all while being so close to all the action in the village area. Experience this luxury island getaway. Golf cart and bicycle rentals are available nearby to explore Island style! Garage not available for guest use.brbr*Photos are POST Hurricane Ian!**brbrbrbrABOUT CAPTIVA AND THE AREAbrbrCaptiva offers 6 miles of pristine award-winning beaches (America’s best shelling beaches), 250 kinds of shells and 0 stop lights. Top Sanibel Island attractions include: J.N. DING DARLING NATIONAL WILDLIFE REFUGE, CROW-CLINIC FOR THE REHABILITATION OF WILDLIFE, the BAILEY-MATTHEWS NATIONAL SHELL MUSEUM, and SANIBEL LIGHTHOUSE & FISHING PIER.brbrbrbrHave questions Call the Sanibel Captiva Island Vacation Rentals Team for more information, including a list of local vendors that rent items such as bicycles, kayaks, and baby equipment.

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Sleeps

$911.91

/ Nightly

Private Vacation Home

Spectacular Sunsets. Private multilevel designer home with heated pool and spa

Captiva, Florida, United States

Multilevel Designer Home with plenty of room for family. Multiple living areas and plenty of outside areas to enjoy. The home has amazing Sunrise and Sunset views. Walk or take the golf cart to the beaches or relax in the private heated pool with an overflow spa. In addition, expanded lot with plenty of outdoor space to enjoy!! br brNo Plans III is a luxury 2700 square-foot beach house with a private pool and 2 golf carts!!!brbrEnjoy No Plans III, an architectural delight providing a standard of living second to none. This lovely beach-view home has no shortage of quality and award-winning elegance. The designers of this beautiful home intentionally named this model, The Deck House, providing numerous decks off every level. The combination of interior elegance and exterior delight blend together seamlessly as it was always meant to bebrbrAs you enter into the No Plans III beach house you will be taken away by the combination of elegance and comfort visualizing the beautiful living room furnishings and décor. Truly a delight. This high standard of living is well complemented by an abundance of open space for entertaining. Leather couches and love seats and Old Florida-style paddle fans throughout.brbrOn the upper level is a lovely gourmet kitchen with top-of-the-line appliances, an RO system, an ICE maker, and much more. A formal dining room with glass windows from floor to ceiling for dramatic views of the emerald waters of the Gulf of Mexico. Multiple living rooms can be found on the 1st and 2nd floor for more entertaining and offer additional sleeping capacity with 3 pullout beds.brbrThe 3 large bedrooms are lavishly furnished and equipped. A 4th sleeping/bed area is on the 3rd level in the Sky lounge crew nest for peace and tranquility with a panoramic view of the Gulf of Mexico and Island scenery.brbrWelcome to No Plans III!

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Sleeps

$783.9

/ Nightly

Private Vacation Home

Custom 3BR Home with Private Heated Pool & Exclusive Beach Access

Captiva, Florida, United States

Custom designed and endlessly charming, Lika Laika is a beautiful private vacation home on peaceful Laika Lane — one of Captiva Island's most sought-after village addresses. ☀️ With a private heated pool, three spacious bedrooms, and a location that puts the Gulf of Mexico beach steps away and Captiva Village's best restaurants and shops just around the corner, Lika Laika is everything you want in a Captiva Island getaway.brbr Lika Laika was thoughtfully custom designed from the ground up, and it shows. The layout is smart and efficient, making the most of every square foot while delivering the comfort and quality that Captiva vacationers expect. From the inviting living spaces to the well-equipped kitchen, this home flows naturally and feels immediately like somewhere you want to spend a week. brbr ️ Three beautifully appointed bedrooms — a king, a queen, and a room with two twins plus a sofa sleeper — accommodate up to 6 guests across three full bathrooms. The variety of sleeping configurations makes Lika Laika ideal for families with children, three couples, or a group of friends who each appreciate having their own private space and private bath.brbr The private heated pool is the star of the outdoor experience at Lika Laika — a glittering escape surrounded by lush tropical landscaping that provides complete privacy and that quintessential Captiva Island outdoor living feeling. Splash, swim, and soak in the warm Florida sunshine while the palm fronds sway above.brbr The full kitchen is equipped with a Keurig, toaster, full cookware, and all the essentials for easy in-home cooking. Central A/C, WiFi, linens, beach towels, washer/dryer, and beach chairs/umbrellas are all included — everything you need, nothing you don't. brbrLaika Lane is perfectly positioned in Captiva Village, meaning you're a short stroll from the warm Gulf of Mexico sands, the Mucky Duck Restaurant, Andy Rosse Lane boutiques, kayak and paddleboard rentals, and all the outdoor adventures this magical island has to offer. brbrWhether you're watching dolphins from the beach at sunrise, exploring Ding Darling National Wildlife Refuge, or simply unwinding by the pool with a cold drink and a good book, Lika Laika gives you the ideal home base for your Captiva adventure.brbrThis is custom island living — and you're going to love every minute of it.brbrReady to plan your stay at Lika Laika 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 Lika Laika from the beach brLika Laika is on Laika Lane in Captiva Village, just a short walk to the Gulf of Mexico beach.brbr Is Lika Laika pet-friendly brPets are not permitted at Lika Laika.brbr Does Lika Laika have a private pool brYes! Lika Laika features a private heated pool surrounded by lush tropical landscaping.brbrHow many guests can stay at Lika Laika brLika Laika accommodates up to 6 guests in 3 bedrooms (king, queen, 2 twins + sofa sleeper) and 3 full baths.brbr What is the minimum stay at Lika Laika brThe minimum stay is 7 nights, Saturday to Saturday.brbr Is Lika Laika a non-smoking property br Lika Laika is a non-smoking property.brbr What amenities are included at Lika Laika brAmenities include a private heated pool, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Lika Laika brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Lika Laika 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

$891.57

/ Nightly

Private Vacation Home

Beachy Keen, newly constructed pool home near beach

Captiva, Florida, United States

A stay in Paradise! Beautifully appointed, newly built home on your own secluded Upper Captiva island. 3 bedroom 2.5 bath which sleeps 9. Private pool, tiki bar, 2 grills, 2 screen porches, crows nest, and just seconds to the beach with your own golf cart for island transport. The perfect tropical get-away-from-it-all at Beachy Keen house!brbrOur vacation home is privately owned by Shanai Hill and managed by Jennifer Parker. Our manager will pick you up and transport your luggage to and from the ferry. brbr***The elevator is only available to our guests who have a physical need for its use. Approval in advance is needed.

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Sleeps

$478.08

/ Nightly

Private Vacation Home

Sanga Na Langa No Worries. Captiva Island vacation rental home

Captiva, Florida, United States

Welcome to our Tropical Captiva Island Vacation home-away-from-home. We decided to name our home Sanga Na Langa, which means No Worries in the Fijian language. Nothing is more fitting after you experience a week or longer at the home and on Captiva Island. Our vacation rental home has been completely updated with four bedrooms, three bathrooms, a game room, private heated pool, and more. There is a spacious main level with a living room, dining area, open kitchen, two bedrooms, and one bathroom. Just off the dining area and living room is a screened lanai with seating and additional dining. The master bedroom is upstairs with a comfortable king-sized bed and en-suite bathroom. Downstairs is another guest bedroom, a sitting area, and a game room. We've just added a full daybed on the ground level. On the ground level, there is another screened seating area looking out to the private heated pool. Should you want to catch some sun, we have plenty of chaise lounges and poolside seating. The entire area is fenced in and private. Access the world-famous Captiva Island beach at the end of the lane. As our home is located in the Village Area of Captiva, you can just park your car and walk to the beach, shops, and restaurants. We look forward to welcoming you to our new vacation home soon!brbr*Important Note: This 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.brbr***Due to the aftermath of the storms Helene and Milton, the island is currently in a restoration phase. Please be aware that many amenities may not be open or readily accessible during your visit, including limited restaurant options and activities. Additionally, nearby ongoing construction may create noise and other disturbances that we have no control over.***

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Bath

Sleeps

$174.55

/ Nightly

Private Vacation Home

Bayside Villa 4222 - Captiva

Captiva, Florida, United States

Bay & Marina Views from Updated 1BR/2BA CondobrbrEnjoy peaceful bay and marina views from the screened lanai of this beautifully updated second-floor condo in the desirable Bayside Villas. This welcoming 1-bedroom, 2-bathroom unit is perfect for a relaxing Captiva getaway.brThe spacious bedroom features a comfortable king bed, while the living room offers a sleeper sofa—allowing up to four guests to stay comfortably. The fully equipped kitchen and open living area provide everything you need for dining in or enjoying a cozy night after a day of island adventures.brbrBuilding Amenities Include:brElevator accessbrPaid laundry facilitybrHeated community poolbrHot tubbrEasy access to Captiva’s famous beachesbrbrA 2-night minimum stay is required.brbrImportant NotesbrbrBeach Gear:brThis rental does not include beach chairs, umbrellas, or other beach equipment. However, your stay includes a VayKLife rental credit for items such as chairs, umbrellas, coolers, wagons, and more—delivered right to your door. Availability of any on-site gear varies and cannot be guaranteed. Your confirmation email includes a link to browse and redeem your credit.brbrElevator Notice:brThe building’s elevator is currently operational, but because it is a mechanical system, we cannot guarantee continuous operation. Refunds will not be issued for elevator outages.brbrResort Construction:brThere are ongoing repairs and construction within the Resort. Refunds cannot be provided for disruptions caused by work or maintenance that is outside our control.brbrStorm-Related Impacts:brDue to cleanup efforts following Hurricanes Helene and Milton, some amenities—such as the pool and grill—may be limited during your visit.

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Bath

Sleeps

$1946.93

/ Nightly

Private Vacation Home

New Latitude Beachfront Captiva Luxury Estate

Captiva, Florida, United States

New Latitude: Where Paradise Meets Luxury on Captiva Island Sub-headline: Unforgettable Gulf-Front Estate with Private Pool, Rooftop Deck & Endless Ocean ViewsbrbrEscape to New Latitude, Captiva Island's premier beachfront estate, where luxury living and breathtaking Gulf views converge to create an unforgettable vacation experience. This sprawling 7-bedroom, 6.5-bathroom sanctuary is perfect for family gatherings and once-in-a-lifetime celebrations.brbrIndulge in Paradise:brGrand Arrival: A winding driveway lined with lush tropical foliage leads to a beautifully landscaped courtyard with a private hot tub and inviting seating area.brPrivate Oasis: Step into your own private paradise featuring a stunning 44-foot saltwater, heated pool. Two guest suites (king and queen) with en-suite bathrooms and private balconies open directly onto the pool area.brEndless Gulf Views: Be captivated by panoramic Gulf of Mexico vistas from nearly every room, thanks to rows of 8-foot high sliding glass doors.brSpacious Living: Relax in the expansive living area with comfortable seating, a 70 Smart TV, and a sound bar.brGourmet Kitchen: The chef's dream kitchen boasts new stone countertops, ultra-high-end appliances, a coffee bar, and a second refrigerator/freezer.brEntertainment Haven: A media room/den/sixth bedroom features another 70 Smart TV, sound bar, and a sectional sleeper sofa with an en-suite bathroom.brPerfect for Families: A bedroom with two twin beds, a half bath, and a wall-mounted TV provides a comfortable space for younger guests.brExpansive Decks: Enjoy breathtaking Gulf views from the expansive deck off the great room, perfect for al fresco dining, morning coffee, or evening cocktails.brLuxurious Master Suite: Retreat to your private master suite with a king-sized bed, Smart TV, en-suite bathroom with a separate shower overlooking the Gulf, and a private outdoor shower on the balcony.brRooftop Oasis: Ascend the spiral staircase to your private sun deck and soak in awe-inspiring sunset views that stretch forever.brBeachfront Bliss: Enjoy direct beach access with a staircase leading to the pristine sands. The beach level also features a ping pong table, foosball, bag toss, swings, and a manicured landscape perfect for lounging.brTropical Paradise: Lush tropical fruit trees line the property, further enhancing the Florida beach experience.brbrAmenities & Services:brHigh-speed wireless internetbrAccess to a local rental agency for arranging rental items, restaurant reservations, private chefs, and more.brBeach gear included through our partnership with VayKLifebrbrBooking Notes:br7-night minimum stay required (Saturday to Saturday)brbrExperience the ultimate Captiva Island escape at New Latitude! Book your dream vacation today.

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Sleeps

$486.69

/ Nightly

Private Vacation Home

Lands End 1619 - Captiva

Captiva, Florida, United States

The Best View at Lands End! Waterfront 2BR+Bonus Condo with Panoramic Gulf, Pass & Sound Views! Prepare to be captivated by the unparalleled water views from our stunning 2-bedroom (plus bonus space), 2-bathroom waterfront condo at Lands End. Widely considered to have the best views in Lands End, you'll enjoy breathtaking vistas of the Gulf of Mexico, the Pass, and the Sound. The primary bedroom features a luxurious king-sized bed and an en-suite bathroom with a walk-in shower. The guest bedroom offers two comfortable double beds and a private balcony. A full bathroom is conveniently located in the hallway. Relax in the spacious living room, prepare meals in the fully equipped kitchen, and enjoy dining together in the dining area. The unique bonus space off the living room features twin trundle beds that can be closed off for use as a private 3rd sleeping area. Step out onto the screened lanai to soak in the incredible scenery overlooking a tranquil water feature, the lush golf course, and out to the sparkling Gulf, Pass, and North Captiva. While resort amenities are not included, guests have access to the association's heated pool, BBQ grills, and tennis court. This second-floor walk-up condo requires a 5-night minimum stay. Experience the ultimate Captiva Island escape with the most spectacular views imaginable!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.

2

Bed

2

Bath

8

Sleeps

$1039.62

/ Nightly

Private Vacation Home

Beach House 33 - Your Captiva Island Retreat Awaits

Captiva, Florida, United States

Beach House 33: Your Gulf-Front Oasis AwaitsbrEscape to paradise at Beach House 33, a stunning 4-bedroom, 3-bathroom private home offering over 1,600 square feet of luxurious living space and breathtaking Gulf views. Perfect for families or groups, this Gulf-front retreat combines comfort, style, and convenience for an unforgettable Captiva Island getaway.brbrUnwind in Coastal ComfortbrPanoramic ViewsbrWake up to spectacular Gulf of Mexico vistas from your private screened lanai. Enjoy morning coffee or evening cocktails while soaking in the mesmerizing scenery. The lanai features both seating and dining areas for your relaxation and enjoyment.brSpacious LivingbrThe open-concept living area provides ample seating for everyone, creating the perfect space to unwind after a day of island adventures.brGourmet KitchenbrPrepare delicious meals in the fully equipped chef’s kitchen, featuring high-end appliances, plenty of counter space, and everything you need to cook with ease.brLuxurious BedroomsbrPrimary Suite: King bed with en-suite bathroom for ultimate privacybrGuest Bedroom 1: Queen bedbrGuest Bedroom 2: Two full bedsbrGuest Bedroom 3: Comfortable bunk bedsbrTwo additional full bathrooms ensure convenience for all guests.brConvenient AmenitiesbrA washer and dryer are included for your comfort and convenience.brbrBeachfront BlissbrSteps to the Sand: Enjoy direct beach access via a private staircase leading to the pristine sands of Captiva Island.brbrCommunity AmenitiesbrHeated Pool & Tennis: Take advantage of the association’s pool and tennis court for recreation and relaxation.brPlease note: The pool at Beach House 33 is temporarily closed. Alternative options include the pool by Beach House 5 or the Beach Villas pool.brbrImportant NotesbrPrivate ResidencebrBeach House 33 is privately managed. Guests do not have access to the resort amenities, including resort pools, restaurants, trolley service, golf course, or beach/poolside seating.brLocation AdvantagebrEnjoy the convenience of nearby shops and restaurants just outside the resort gates. Booking directly avoids resort fees and allows you to select your preferred unit.brRental TermsbrWeekly rentals are required, Saturday to Saturday.brBook your unforgettable Captiva Island getaway at Beach House 33 today and experience Gulf-front paradise!brBeach 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.brConstruction & 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.brStorm ImpactsbrDue to Hurricanes Helene and Milton, access to some amenities may be limited during your stay.br

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Bath

Sleeps

$1265.4

/ Nightly

Private Vacation Home

Villa Del Mar - The ultimate vacation home

Captiva, Florida, United States

Beach, Shops, Restaurants, Music, Boat Cruises and Galleries all WALKING DISTANCE from Villa Del Mar. Experience the ultimate vacation home in this beautiful five bedroom, media room, game room and heated pool!brbrVilla Del Mar (Formerly known as Breathless) is a stunning five-bedroom home on the best street on Captiva Island! Located five houses from the world-famous stunning white beaches of Captiva Island but also in the heart of Captiva Village. This home and location are the best of both worlds! Hidden behind the double wood doors is an amazing courtyard with a large, heated pool, a hot tub, pool games, and multiple lounge chairs.brbrWalking into the home on this first level means walking into a large game room with a ping pong table, flat-screened TV, and foosball. The theater room with a large pit couch that can be made into an extra queen bed is also on this level, as well as a large bedroom with two queen beds, a flat screen television, and a bathroom.brbrThe main level of the home has a huge kitchen with custom cabinets, top-of-the-line appliances, and granite counters. The open living room features two loveseats and one couch, built-ins, and a flat-screen television. The open dining has seating for eight with additional seating for eight at the breakfast bar and breakfast nook. This floor also features a desk, half bath, and laundry room. Also on this level are additional balconies and walkways leading to the separate bedroom suite with a microwave, wet bar, small fridge, and coffee maker. This area has a king bed, flat screen television, and an attached bathroom with shower/tub combination.brbrThe third floor features the stunning master bedroom suite with a king bed, tropical furnishings, wet bar, coffee maker, balcony, and attached master bathroom with jet tub and separate shower. There are two additional bedrooms on this floor. The first has a king bed, a flat-screen television, and an attached bathroom featuring a shower/tub combo. The other bedroom features two twin beds, a flat-screen television, and an attached bathroom with a shower.brbrThe two-car garage has all the beach chairs, toys, and beach carts to easily take items to the beach. It is within walking distance to everything! Restaurants, the beach, shopping, live music, marinas, and water sports.brbrThe ultimate beach home for the ultimate beach vacation.brbrKingfisher Vacations will only book reservations up to 51 weeks in advance.brAll our properties have contact-free check-in; no need to stop at the office (or a stop light, none of those here)!

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$368.16

/ Nightly

Private Vacation Home

Blue Pearl-close to beach, screened porch, club, courtesy golf cart for 4.

Captiva, Florida, United States

This cute open concept home is great for gathering, relaxing, and making memories. Stroll just a few minutes to the white sugar sand beach, or take the complimentary golf cart to further beach access points and some of the best shelling you've ever experienced, jog for miles in the nature preserve, dine at the few local restaurants (Mainstays, the Boathouse, Over the Waterfront, Mangos at the Pool), or just tour this remote slice of paradise. Return to the house for a BBQ and more relaxation while avoiding the bugs in the screened in porch.brThis island is only accessible by boat, ferry, or private plane. Once on the island, golf carts, bikes and walking are the modes of transportation. You can park at the ferry and take the short ferry ride over to North Captiva. Grocery shopping is recommended prior to coming to the island. You can pick up groceries on your way, or we do have grocery services that will pick up and stock the house with your groceries prior to your arrival for a fee.brIf you are familiar with the island, it is on the north end, near the private airstrip. Public beach and bay access is at the end of the each side of the airstrip and this is the safest beach area on the island. You can also access the beach at other areas of the island, using the complimentary 4 person golf cart. Please note, there is no cost to use the golf cart. In the event of mechanical golf cart failure of any kind, it may not be able to be fixed during your stay and no compensation will be provided. Additional carts can be rented through Boats and Fun.brNorth Captiva Island Club is offered with this rental (2 pools, jacuzzi, tennis, bikes, kayaks). 2 exterior cameras are installed to monitor golf cart parking and the exterior of the front door.

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$593.39

/ Nightly

Private Vacation Home

Casablanca - Captiva Island Village home with pool just two homes from the sand

Captiva, Florida, United States

Welcome to Casablanca on Captiva Island, Florida. Our four bedroom/four bathroom vacation rental home located on world renowned Captiva Island can accommodate up to 14 guests. The home has two master suites with king sized beds, the first guest bedroom with two full beds and another with two bunk beds that are both full size beds. Plenty of room to entertain and have a great time while on vacation. The full modern kitchen has everything you'll need to prepare meals for your family and friends. Downstairs is the private heated pool, separate hot tub, lounge style seating and ping pong table. There is a gas grill to bbq steaks, burgers, hot dogs or your fresh catch of the day! Once you stay in a private home, you'll never want to be cramped in a hotel room again. We'll look forward to welcoming you to Casablanca Home on Captiva Island very soon. New owners have updated the entire interior of the home from the floors to the walls. Outside is freshly painted and nicely updated as well.brbrCasablanca has been upgraded with a state of the art whole house air purification system for your safety and comfort. Features of this system include:brbr* Dual ionizers to reduce airborne particulates (dust, dander, pollen, mold spores)br* Kills up to 99% of bacteria, mold and virusesbr* Reduces sneeze germs by 99% in the time a sneeze can reach three feet.br* New zinc ions kill 99% of viruses on surfacebr* Allows customization of the advanced oxidation plasma output.brbr*Important Note: This 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.brbr***Due to the aftermath of the storms Helene and Milton, the island is currently in a restoration phase. Please be aware that many amenities may not be open or readily accessible during your visit, including limited restaurant options and activities. Additionally, nearby ongoing construction may create noise and other disturbances that we have no control over.***

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$207.77

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Condo

Villa 3132 in Captiva

Captiva, Florida, United States

Top-Floor Captiva Condo with Loft-Style King Suite & Short Walk to Beach! Enjoy breathtaking island living in our beautifully appointed 2-bedroom, 2-bathroom condo on Captiva. Situated on the top floor for added privacy and potential views, this unit features a unique open loft-style primary bedroom with a king-sized bed and en-suite bathroom. The main level offers a comfortable guest bedroom with two twin beds and a full bathroom. Relax in the spacious living area with a queen sleeper sofa, perfect for extra guests. Prepare delicious meals in the full kitchen and enjoy dining together in the dining area. Step out onto the screened lanai with comfortable seating. This elevator-serviced building offers on-site amenities, including a heated pool and BBQ grills. A convenient pay laundry room is located on the ground level. While resort amenities are not included, the stunning Captiva beaches are just a short, easy walk away. Plus, with our partnership with VayKLife, beach gear is included! Explore the charming shops and restaurants in the nearby Captiva Village. A 2-night minimum stay is required. Your perfect Captiva escape awaits!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 NoticebrBuilding 3100 elevator is not running and will not be running for some time due to repairs.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.brbrPoolbrThe pool is currently closed; you may use the pool at Bayside Villas as an alternative. br

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$1376.21

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Private Vacation Home

Gulf-front Escape on Captiva Island - Sandpiper

Captiva, Florida, United States

Tucked along scenic Captiva Drive, Sandpiper is your Gulf-front ticket to the kind of barefoot escape that only Captiva Island delivers. This Old Florida beach cottage blends cabin-style charm with all the space your crew needs—think warm wood interiors, easy island vibes, and that rare combo of privacy and togetherness that makes group getaways actually work.brbrThe main house keeps things simple and inviting: a comfortable living area for morning coffee and sunset stories, plus a full kitchen for whipping up casual island feasts. But here's where this Captiva vacation rental really shines—the private pool house. You've got a king bedroom for the adults, a bunk room with four twins (perfect for the kids or your friends who refuse to grow up), and an efficiency kitchen for midnight snacks. It's like having two homes in one.brbrBetween the two houses Your own slice of poolside paradise. Lounge by the water, then stroll straight to the beach for world-class shelling and sunsets that'll ruin you for anywhere else. The Sandpiper vacation rental puts you steps from powdery sand and minutes from Captiva Village's shops, restaurants, and island buzz.brbrThis Sandpiper Captiva Island vacation rental isn't trying to be fancy—it's something better: authentic, spacious, and right where island life happens best. Book Sandpiper now and find out why families come back to this Gulf-front gem year after year. brbr*This fantastic Captiva Island vacation rental allows special events for up to 100 guests with a $2,000 plus tax fee; ask our fabulous vacation planning advisors for details!

5

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5

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14

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