Home Vacation Rentals By Owner In Captiva, FL

Showing 120 Of 507 Vacation Rentals
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Exceptional(3)

$700.86

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Private Vacation Home

The Wheelhouzz - Luxury Island Cottage

Captiva, Florida, United States

The Wheelhouzz is a beautiful three-bedroom beach property in Safety Harbor Club on North Captiva Island. It is privately situated on a lagoon amongst beautiful mature foliage.brThere is no shortage of spectacular views, every room gives way to the sights and sounds of the Captiva wildlife. From the spacious living room, a wall of glass opens to a large outdoor sundeck. Enjoy your coffee as the sun rises and you listen to the birds in the surrounding canopy. You'll have no fear of losing outdoor time due to weather. A fully enclosed, air conditioned sunroom awaits you for a cat nap at noon or a quiet spot to read. Love to cook With high-end Wolfe and Sub-zero appliances, you'll have no trouble creating culinary masterpieces for small or large groups. While you wait for your food to cook, enjoy a bottle of wine while taking in the wondrous lagoon view from another large deck off the kitchen. Beautiful bamboo and tile floors enhance the warmth of the property.brThe upper level gives way to a spacious master bedroom and en suite bath. When you wake, watch the sunrise from a southern facing deck as birds take to the skies from the lagoon. The main floor welcomes additional guests or children with two additional bedrooms and a hall bath. A large party deck expands the lower level. Relax in the hot tub as the evenings give way to cooler temperatures, enjoy a game or discussion in the seating area and park your complimentary golf cart under the deck. brAdditional amenities include boat dockage, garbage removal and use of the Safety Harbor Clubhouse which includes a heated pool and tennis courts. brInterested in a day at the beach A short walk will grant you access to miles of the white sandy gulf beach. Here you'll find plenty of opportunity to build sand castles, search for shells or dip your toes in the cool blue waters.brThe community of North Captiva is quiet and secluded, enjoy sandy lanes for walking, bicycling or jogging while you admire the breathtaking landscapes.brAll bookings include the use of a golf cart and guests also enjoy access to the NCIC club on the island.
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Bath 2

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Sleep 8

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Exceptional(6)

$1234.23

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Private Vacation Home

Brand New Interior- Central to Captiva Village- Steps to the Gulf-Stunning Pool

Captiva, Florida, United States

IL Paradiso Perduto is a seven-bedroom luxury home located in the center of Captiva Village. Just a minute's walk to the beach!.brbrAs you walk into the main level of this stunning luxury home you will notice the incredible ceilings, beautiful woodwork, tile floors, unique light, and rich decor. On your right, you walk into the first hallway that features a guest bathroom with beautiful, tiled floors and an antique vanity. Walk along the hallway with its bay window offering upholstered seating to gaze over its stunning courtyard. Continue to the sunhat queen bedroom with its private bathroom whirlpool bathtub, separate shower, double sink vanities, and beautiful tile work. There’s also a walk-in closet and a small balcony overlooking Andy Rosse Lane. The bedroom also features a flatscreen television, high ceilings, beautiful decor, and a ceiling fan. On this level, you will also find a beautiful office with a computer monitor and keyboard ready for all of your work-at-home needs. There’s a large wood desk and additional storage with beautiful tray ceilings, faux wood tile floors, and huge windows. brbrThis main area also has a large open living room with a flatscreen television, stunning décor, tray ceilings, and beautiful artwork. A beautiful bar with a wine cooler dining table with seating for 8 to 10 and a large open kitchen. This stunning kitchen features one-of-a-kind wood floors, top-of-the-line appliances, double ovens, a warming drawer, a gas stove, a sub-zero fridge, and a dishwasher. There is also a Keurig and regular coffee maker. Create a fabulous meal or heat your leftovers while dining in the comfortable small breakfast nook with windows overlooking tropical grounds. The living room opens to the center courtyard overlooking the pool, expansive decks, outdoor fireplace with a new tie, outdoor kitchen with gas grill, and outdoor bar including outdoor seating.brbr This special area provides a pool, hot tub, tile floors, outdoor kitchen, outdoor seating, and outdoor dining all within the privacy of the courtyard. A separate suite is off this main level courtyard with a balcony, flatscreen television, king bed, and an attached bathroom with a shower. Up the tumbled stone stairs to another stunning hallway with beautiful decor a master bedroom featuring a king bed, flat screen television, built-in bookshelves, a huge built-in custom dresser, walk-in closet, en suite bathroom with a jetted tub, his and her sinks, tiled shower, and custom cabinets. This master suite also opens to the upper deck overlooking the center courtyard and pool area.brbrThe second bedroom on this level features a queen bed, large closets, double doors opening to the upper balcony, and an en suite bathroom featuring a walk-in shower with views of the courtyard and pool. The first-floor bottom level is centered around a stunning pool with a hot tub and a relaxing waterfall with multiple decks. This level also features a large television room with a huge flatscreen TV, pool table, electric fireplace with changing lights, table shuffleboard, and stunning views of the pool. There is a large bedroom with two full beds, flat screen television, huge closets, and an en suite bathroom with a tiled shower.brbrThis lower level also features another guest bedroom, a large walk-in closet, two twin beds, and an en suite bathroom with a large soaking tub shower combo. This level also features another guest bedroom with a queen bed, a large flat-screen television, an en suite bathroom with a large soaking tub and shower, and a large closet space.brbrThe interior has been redesigned with new paint throughout, new furnishings, and unique beach decor. brbrThere is also a sauna room on the pool level!brbrKayaks, beach chairs, beach carts, umbrellas, and paddle boards are all included! Golf Cart for a Separate Charge.brbrSleeper Sofa in OfficebrbrKingfisher 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)!
Bed 7

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Bath 7

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Sleep 18

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Exceptional(44)

$952.38

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Private Vacation Home

Private Luxury Beach Escape, Heated Pool • 2 Golf Carts • Special Summer Rates

Captiva, Florida, United States

Don’t miss our special summer pricing — our best rates of the year, available for a limited time. Whether you’re planning a relaxing getaway or a fun-filled trip with family and friends, La Casa Del Sol offers the perfect setting to unwind, recharge, and make unforgettable memories.brbrWake up to ocean breezesbrSpend your days soaking up the sunbrEnd your evenings with stunning sunsetsbrbrBook now and take advantage of these exclusive summer savings before they’re gone!brbrAfter an extensive top-to-bottom renovation, we are thrilled to welcome guests back to La Casa Del Sol, one of North Captiva’s most stunning beach homes. brbrDesigned to comfortably accommodate up to 12 guests, this luxury 4 bedroom retreat offers everything you need for a relaxing and unforgettable island getaway.brbrSteps from the Beach, Surrounded by BeautybrLocated on the private island of North Captiva, La Casa Del Sol (The House of the Sun) is just steps from the sugar-white sands and offers breathtaking ocean views. Whether you’re soaking up the sun, exploring world-renowned shelling beaches, or unwinding in the private heated pool with a tiki bar, every moment here is designed for relaxation.brbrPrivate Heated Pool & Tiki Bar – Lounge poolside with a cocktail or relax in the hammocks under swaying palm trees.brSpacious Accommodations – 3 queen guest rooms + oversized bunk room with 3 bunk beds (sleeps 6, with Xbox gaming console + Smart TVs).brGourmet Kitchen – Fully stocked with paella and pizza pans, slow cooker, waffle maker, blender, pasta pots, and more!brHigh-Speed Starlink WiFi – Work remotely with speeds up to 400 Mbps (yes, paradise now has fast internet!).brSmart TVs in Every Room – Stream your favorite shows.brReverse Osmosis Water Filtration – No need to bring bottled water!brFluffy Towels & Hotel-Quality Linens – For the ultimate in comfort.brPrivate Chef & Grocery Concierge Available – Enjoy delicious meals without the hassle.brbrAdventure & Island ExplorationbrAs a guest of La Casa Del Sol, you’ll enjoy exclusive North Captiva Island Club privileges, including:br✔ 2 additional resort poolsbr✔ Complimentary paddle boards, kayaks, & bikes to explore the islandbrbr✔ Private beach access through Captiva Castawaybr✔ Cornhole & large selection of family board gamesbrbrNo Cars, Just Nature & TranquilitybrNorth Captiva is a true island escape with no cars—just golf carts, sandy lanes, and abundant wildlife. Watch for dolphins, manatees, gopher tortoises, and exotic birds right from your doorstep.brbrIsland Dining & Chef ServicesbrDine out at Mangoes Pool Bar, Mainstays or Over the Water Restaurant.brPrefer a private chef Ask us about exclusive dining experiences!brbrGetting HerebrbrThe island is accessible only by boat or ferry. We recommend Island Girl Charters, a 20-minute ferry ride from Pineland Marina.brClosest airport: Fort Myers International (RSW).brbrPlease Note:brVRBO’s Cleaning Fee covers more than just property cleaning. It includes all guest toiletries, dockside guest pick up, luggage, on-island transportation upon arrival and departure.brbrThe beach is calling—don’t miss your chance to experience the magic of North Captiva at La Casa Del Sol! brbrBook your stay today & take advantage of our exclusive summer specials!brbrDo not miss the opportunity to enjoy a relaxing family friendly summer getaway at one of North Captiva's best properties offering Summer Specials to welcome guests back to our beautiful island paradise! brbrbrAbout North Captiva Island brThe beautiful, pristine island of North Captiva is a private island with only 300 homes. The island has no cars, and the only modes of transport are golf carts, and bikes which is something we are quite proud of. Most of all, the island is an incredible sanctuary to wildlife providing guests with regular sightings of dolphins, manatees, gopher tortoises and majestic birds. Sun, sand and seashells are also bountiful. brbrbr#islandvacation #beachhouse #paradise #beach #privateisland #captiva #northcaptiva #island #tropical #florida #holiday #vacationrental #WFH #HomeAwayFromHome #escape #beachChic #retreat #YOGA #Kayak #CoastalVibes #BeachVibes #TranquilGetaway #PaddleBoard #BeachRetreat #FamilyFriendly #PaddleBoard #Florida
Bed 4

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Bath 2

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Sleep 12

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Exceptional(12)

$295.29

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Condo

Beach Villa 2117: Beachfront Luxury on Captiva

Captiva, Florida, United States

Indulge in the ultimate beachfront lifestyle at Beach Villa 2117. This exquisite one-bedroom, one-bathroom condo places you mere steps from the Gulf of Mexico's sparkling waters. Inside, discover a haven of refined comfort, featuring an open-concept layout, sophisticated furnishings, and newly updated floors.brbrThe gourmet kitchen, complete with granite countertops perfect for casual dining, flows effortlessly into the spacious dining area. The inviting living room, with its comfortable seating and large flat-screen TV, opens to a screened lanai offering captivating views of the surrounding beauty and the gentle Gulf breezes.brbrThe luxurious primary suite features a king-size bed and a private en suite bathroom with a deep soaking tub. A second well-appointed suite also offers a king-size bed and a full bath. Your beach path allows for effortless access to the renowned Captiva shoreline, perfect for shelling and sun-drenched days.brbrThis exceptional home comfortably accommodates up to four guests and requires a minimum two-night stay.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.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.brbrPool ClosurebrThe pool will be closed starting January 5, 2026.  This closure is expected to last one (1) month. The other two pools at the Beach Villas will remain open and available to guests. One is in front of the 2300 building, and the other is in front of the 2500 building.br 
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Bath 1

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Sleep 4

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Exceptional(2)

$1444.92

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Villa

ONE Captiva- Gorgeous 6BR Gulf Front Villa, Private Beach Access

Captiva, Florida, United States

Summary:brbrWelcome to ONE Captiva- An iconic villa featuring 360 degree beach and bay views. Possessing an orientation that capitalizes on BOTH sunrise and sunset views, a boat dock, and an integrated pool/spa system, this exquisite property won't last long! Book your stay today!brbrbrbrThe Space:brbrIndulge in the exceptional at One Captiva, an extraordinary private estate that defines luxury island living. Offering more than 3,500 sq. ft. of exquisitely reimagined interiors across four stunning levels, this rare residence is perfectly suited for discerning travelers, large groups, and multi-generational gatherings, accommodating up to 15 guests in complete comfort.brbrbrbrPrestigiously positioned on the very southern tip of Captiva Island, the property provides an unmatched dual-waterfront experience: prime Gulf of Mexico frontage with a private beach and exclusive access to the Roosevelt Channel, complete with a private boat dock for effortless boating and fishing excursions.brbrRecently revitalized from top to bottom, this Spanish-inspired masterpiece blends timeless architectural charm with modern sophistication. Awaken to serene channel sunrises and conclude each day with dramatic Gulf sunsets painting the horizon. Between these moments, indulge in your private heated pool, rejuvenate in the hot tub, unwind in the sprawling yard, or savor peaceful hours on your secluded stretch of pristine beach.brbrbrbrThe interiors are curated for elevated entertaining and relaxation. A grand living room, elegant dining area, and gourmet chef’s kitchen create a seamless flow for gatherings. With six refined bedrooms and 4.5 impeccably appointed bathrooms, every guest enjoys luxury and privacy. Multiple open-air and screened terraces capture captivating panoramic water vistas, while upscale touches—including an elevator servicing all four floors and a whole-house audio system—enhance the effortless elegance of your stay.brbrImmerse yourself in the unparalleled Captiva lifestyle. Weekly reservations are welcomed for this extraordinary waterfront sanctuary.brbrbrbrGuest Access:brbrGuests will enjoy access to the whole home, pool/spa (hot tub), and boat dock. Please be aware that there is a boat on the boat lift that guests are not entitled to use. This is the owners boat. Guests can position a smaller boat on the northern tip of the dock if they plan to bring a boat. Please inquire with us first if you plan on bringing a boat.brbrbrbrThe Neighborhood:brbrThis unparalleled home is located on the very southern tip of Captiva Island, overlooking Turner Beach and mere moments from Sanibel Island.brbrbrbrGetting Around:brbrWe recommend a golf cartbrbrbrbrOther Things to Note:brbrGuests must complete a rental agreement prior to checking in. There are outdoor security cameras and one located on the ground floor patio facing toward the channel. brbrA non-refundable cancellation fee of $300 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrThe garage will offer a single space to guests, in the other space the owner keeps a car which is not accessible to guests.brbrbrbrInteraction with Guests:brbrWe are available as often as we are needed, but provide guests privacy to enjoy their vacation in peace!
Bed 6

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Bath 5

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Sleep 15

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Exceptional(1)

$1175.73

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Private Vacation Home

South Seas Beach Home 10 - Captiva’s Premier Gulfside Retreat

Captiva, Florida, United States

INTRODUCING BEACH HOME #10brbrYour Captiva Island Escape Awaits!brbrbrbrStep into barefoot luxury at Beach Home #10—a beautifully appointed 4-bedroom, 3-bath Gulfside retreat that sleeps 8 and sits just steps from the sand and the community pool. Located within the exclusive Beach Homes enclave of South Seas Island Resort, this coastal haven blends elevated comfort with unbeatable proximity to the beach, making it the ideal getaway for families, couples, or anyone craving a carefree Captiva escape.brbrbrbr**THIS PROPERTY IS NOT AFFILIATED WITH SOUTH SEAS ISLAND RESORT. RENTAL DOES NOT INCLUDE, AND DOES NOT PROVIDE ACCESS OR ENTITLEMENT, TO ANY SOUTH SEAS AMENITIES. HOWEVER, YOU DO HAVE ACCESS TO THE COMMUNITY POOL OUTSIDE OF THE UNIT. **brbrbrbrHOME FEATURESbrbrFour Bedrooms:brbr- A serene primary suite with king bed, en-suite bath, and private lanai access.brbr- Two guest bedrooms—both with two twins—offer flexibility for families or friends.brbr- A fourth upstairs bedroom with king bed and en-suite bath provides added privacy for a second couple or older kids.brbrbrbrLiving Area:brbrVaulted ceilings and panoramic windows create a light-filled, airy space with comfortable seating, smart TV, and relaxed coastal décor.brbrbrbrFully Equipped Kitchen:brbrCook, entertain, or simply unwind with a full kitchen featuring modern appliances, generous counter space, and everything needed for dining in or hosting happy hour.brbrbrbrSpectacular Views and Outdoor Living!brbrEnjoy peekaboo Gulf views from your screened lanai or head up to the expanded sundeck for sunset cocktails and stargazing. With beach chairs, an outdoor shower, and a private grill, outdoor living is effortless and elevated.brbrbrbrPRIME LOCATIONbrbrLocated on Captiva Island, Beach Home #10 offers easy access to the island’s best: fishing charters, watersports, boutique shopping, and iconic dining. Whether you're beachcombing at Blind Pass or sipping something tropical at The Bubble Room, you're never far from the fun.brbrbrbrbrbrBOOK YOUR STAY TODAY!brbrExperience the beauty and comfort of South Seas Beach Home #10. Reserve your dates now and make unforgettable memories in this Gulfside gem—where the beach is your backyard and every sunset is a show.brbrMany island restaurants, recreational opportunities, and businesses have reopened since the hurricane, and all island beaches are open. An updated list of OPEN BUSINESSES MAY BE FOUND HERE Resort reopening, it is important to note that there initially may be active construction around the island and at some resort accommodation buildings. For your safety, please be mindful of any restricted and signed areas both around the island and at the resort. Sanibel Captiva Island Vacations cannot offer compensation or refunds due to closed amenities during your staybrbrbrbrHAVE QUESTIONS brbrCall Sanibel Captiva Island Vacation Team for more information.
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Bath 3

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Sleep 8

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Exceptional(8)

$513.97

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Condo

**Tropical Tranquility Awaits – A Stunning One-Bedroom, One-Bathroom

Captiva, Florida, United States

Step into a serene island escape in this beautifully appointed one-bedroom, one-bathroom condo, where the gentle sway of palm trees and breathtaking views of the Gulf of Mexico create the perfect backdrop for your vacation. From the moment you walk in, the open floor plan and natural light invite you to relax and unwind.brbrThe fully stocked kitchen offers everything you need to prepare a gourmet meal or reheat takeout from one of Captiva Island’s renowned restaurants. Stainless steel appliances, ample counter space, and thoughtfully chosen cookware ensure that every meal is effortless and enjoyable.brbrThe living room is a sanctuary of comfort, featuring plush seating and a large flat-screen TV with cable and high-speed WiFi, so you can stay connected to your favorite shows and movies. Open the sliding glass doors to let in the salty sea breeze and immerse yourself in the sights and sounds of island life. Dine indoors at the four-person dining table, or step onto the waterfront lanai, where you can sip your morning coffee while watching dolphins play in the sparkling waters below.brbrThe master bedroom has a king-size bed and a smart TV in the room, allowing you to stream all your favorite entertainment. The ensuite bathroom, complete with modern fixtures, soft lighting, and a spacious layout, helps to rejuvenate after a day in the sun.brbrWhether you prefer sunbathing on beautiful beaches, combing the shore for rare Captiva Island seashells, or taking a refreshing dip in the large heated pool, this condo offers everything you need for an unforgettable getaway. Take a stroll to charming boutiques, art galleries, and lively restaurants where fresh seafood and island-inspired dishes await.brbrWhile 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, community washer/dryers (coin-operated), and—of course—the beach just steps 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. Ongoing construction is present throughout the resort.brbrPlanning ahead is a breeze with Kingfisher Vacations! You can book up to 51 weeks in advance—no office check-in required! Just show up, settle in, and start your vacation stress-free.
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Bath 1

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Sleep 4

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$355.46

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Condo

Marina Villa 806 | Now accepting 3 night stay!

Captiva, Florida, United States

INTRODUCING MARINA VILLA 806brbr**Please note that South Seas Resort is still undergoing recovery due to Hurricane Ian. You may experience work noises throughout your stay or neighboring units getting remodeled. The price is adjusted accordingly.**brbrbrbrLocated near the South Seas Island Resort on beautiful Captiva Island, Marina Villa 806 is a beautifully furnished and tastefully decorated condo that overlooks the South Seas Marina, with partial Gulf views. This unit has everything you need to make your tropical vacation a peaceful and relaxing one! With two bedrooms and two bathrooms, this unit can sleep up to six guests comfortably.brbrbrbr**The Marina Villa boat slips are for owner use only. If you plan to bring a boat, you need to contact South Seas Marina directly** brbrbrbr**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY TWO POOLS, RESTAURANTS, LIVE ENTERTAINMENT, ADDITIONAL BEACH ACCESS, AND SO MUCH MORE! **brbr** Based on availability. brbrbrbrHOME FEATURESbrbrMarina Villa 806 features a king bed and en-suite bathroom in the primary, along with marina views directly from your bedside window, while the guest bedroom features two twin beds and a hallway tub/shower combo. If you’re not enjoying a day out on the famous white beaches of Captiva, go enjoy a dip in the community pool, picnic with the family at the community BBQ grills, or bike around the beautiful island! brbrbrbr*While Marina Villa 806 is located near the gates of a private Resort, the Marina Villas 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, including but not limited to: The landings waterpark, resort restaurants, golf course, beach chair cabanas, etc. However, you will have access to our association amenities including the shared heated pool, tennis courts, propane BBQ grills, and award-winning Captiva Island beaches!brbrbrbr*No elevators* brbrbrbrABOUT CAPTIVA ISLAND AND THE AREAbrbrbrbrCaptiva, which is connected to Sanibel by a small bridge, is 5 miles long; and Pine Island is 17 miles in length. Originally Captiva was part of Sanibel Island but when it was severed in 1926 by a hurricane's storm surge, Blind Pass was created separating the two islands. Marina Villa 806 is located in the South Seas Resort, which offers guests 2.5 miles of beautiful beaches with stunning sunsets nightly. The resort offers a blend of hotel rooms, timeshares, and single ownership condominiums, beach villas, marina villas, tennis villas, and private beach homes.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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Bath 2

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Sleep 4

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Exceptional(33)

$313.6

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Private Vacation Home

The Bungalow - Captiva Beach Cottage on Turner Beach

Captiva, Florida, United States

Summary:brbrThis spacious and sunny old Florida cottage features 2 bedrooms and 2 bathrooms and an open concept kitchen living room area that opens into a spacious patio. Recent upgrades have been made to the property including new living and dining furniture and new carpets in the bedrooms. Surrounded by multi-million dollar homes, this is a unique property on Captiva. Deeded private beach access to Turner Beach just a few houses down.brbrbrbrThe Space:brbrOn September 2022, our area was impacted by Hurricane Ian, a Category 4 storm. Our community has been significantly impacted by this historic storm, and hurricane recovery efforts are still in progress. Many beaches, restaurants and stores are already open and welcoming visitors. The good news is that the island is open, the weather is great and the situation is improving every day. Whether vacationing or working here, we ask guests to be mindful of the challenges that our community is facing.brbrbrbrPet fee of $100 per pet, please contact us to arrange to make the pet fee payment.brbrbrbrGuest Access:brbrGuest have access to the entirety of the home. Garage parking is not available at this time.brbrbrbrThe Neighborhood:brbrPlease note this is the guest house of a larger complex on Captiva and is located at the very front of the property. with the remaining home located all the way at the back of the property. The two homes share one entrance from the road.brbrbrbrOther Things to Note:brbrGuests must complete a rental agreement upon booking.brbrA non-refundable cancellation fee of $100 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as much as needed, but give guests the privacy they desire.
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Bath 2

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Sleep 4

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$1561.81

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Private Vacation Home

4 bedroom accommodation in Captiva

Captiva, Captiva, United States

WELCOME TO BEACH HOME 24brbrBeach Home 24 is a beautifully reimagined coastal retreat offering relaxed, upscale beach living just steps from the Gulf. The expanded, nearly 2,400-square-foot floor plan was thoughtfully redesigned to capture natural light and Gulf views, creating open, airy gathering spaces that are perfect for families and friends to spread out and unwind. This four-bedroom home accommodates up to six guests and is the ultimate luxury beach getaway. brbrbrbrHOME FEATURESbrbrOn the main level, an open-concept living and dining area flows seamlessly to a screened lanai and outdoor deck, giving you multiple options for morning coffee, afternoon lounging, or sunset cocktails with a backdrop of swaying palms and sea breezes. The well-equipped kitchen features top notch, chef, appliances and generous counter space, making it easy to prepare everything from casual beach snacks to full family dinners after a day in the sun. You'll also enjoy the main level’s built-in bar off from the living room, creating a polished entertaining zone for happy hours, pre-dinner cocktails, or chilled rosé after the beach. Combined with designer finishes, comfortable furnishings, and the backdrop of Captiva’s natural beauty, this home delivers a high-end experience that feels both special and welcoming.brbrbrbrWith four bedrooms and four-and-a-half baths, the home is designed for comfort and privacy, including multiple en-suite bedrooms—some with Gulf-facing balconies or cozy sitting areas—so everyone has a quiet retreat at the end of the day. Set within the Beach Homes enclave, you will enjoy direct beach access, a community pool, lush tropical landscaping, and the security of a gated resort, all within easy reach of Captiva’s charming village, shops and restaurants. brbrbrbr*While Beach Home 24 is located within the gates of South Seas Island Resort, this Beach Home is managed outside of the resort. That means you won't have to pay a resort fee! While you won't get full resort amenities including, but not limited, to: Golf course, South Seas Restaurants, water park, beach cabanas or main resort pool, you WILL have access to the Beach Home amenities including the shared heated pool, tennis courts, propane BBQ grills, marina access (with additional fee), and award-winning Captiva Island beaches! There is also beach equipment provided inside this specific home.
Bed 4

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Bath 5

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Sleep 6

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Exceptional(37)

$532.91

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Private Vacation Home

Near beach, includes golf cart , bikes , kayaks and pool , 5 stars. NCIC member

Captiva, Florida, United States

Incredible newly renovated 3 bedroom home with gulf views! Open layout with exceptional outdoor spaces including huge front porch, screened porch and rooftop deck , reverse osmosis drinking water system.brbrBarefoot Hideaway is located on North Captiva Island - only accessible by FerrybrbrEmpty lot next door provides more privacy and is quieterbrbrIncludes Membership to North Captiva Island Clubbrbr1 golf cart included free of charge- for parties over 4 you will need to rent a 2nd golf cart. brMasterful design and modern luxury. Enjoy gathering in the expansive living room featuring hardwood floors, large windows, and glass sliding doors leading out to screed porch. br3 Large Bedrooms - 2 Master suites with King bed -3rd bedroom is Queen bed with Bunk BedbrFULLY equipped gourmet kitchen!brKeurig and regular coffee potsbrBasic toiletries provided - shampoo, conditioner, body washbrStarter set of basics provided - toilet paper, paper towels, laundry detergent, dishwasher detergent. *We suggest bringing additional basic items for group over 4 or extended stays*brBeach Towels, Beach Chairs/Umbrella, and some beach toys includedbrReverse Osmosis Drinking SystembrSecurity Cameras are Exterior OnlybrWe have the BEST property management company! They are available 24/7 for anything you may need!brbrGetting to Barefoot Hideaway:brThere are 2 major airports nearby. SW Florida International (RSW) located in Fort Myers is serviced by all major airlines. Punta Gorda Airport (PGD) is now serviced by Allegiant and Frontier airlines.brbrOnce your airline tickets are booked you will need to arrange for ground transportation from the airport to the Ferry and book your Ferry. The ferry runs several times daily and reservations are required.brbrIsland Girl Charters at Pineland MarinabrbrADDRESS FOR GPS:br13921 Waterfront Drive Bokeelia,FL 33922brbrCar rentals are available at the airport and your rental can be parked at the marina for a daily fee. If you are not planning on going back to the mainland during your stay – you can arrange round trip transportation from airport to Ferry.Boat slip available for rent !brbrPine Island Taxi Servicebrbr*Important Information: When driving or taking a car service from either airport, allow approximately 1 hour drive time to The Pineland Marina. There are several grocery services offered on the island to stock your home prior to arrival. If you prefer to get your own groceries we suggest ordering online for pickup on the way to the marina. Be sure to allow for an additional 20 minutes for grocery pick up. You will want to arrive at the marina at least 15 minutes before your scheduled water taxi departure*brbrOnce your ferry arrives our On Island Concierge Property Manager will be Awaiting Your Arrival! They will take you to Barefoot Hideaway and assist getting all of your luggage/groceries to the property. They will be on island should you need anything during your stay.
Bed 3

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Bath 2

Bath

Sleep 8

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$1541.77

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Private Vacation Home

A Saba Wind North- Oceanfront Estate with Pool on Captiva Island!

Captiva, Florida, United States

Summary:brbrSaba Winds is a premier Captiva Island private estate with over 148 feet of white sand Gulf beachfront as part of Captiva’s continuous 5 miles of beach. Saba Winds enjoys a full water view of those spectacular Florida Gulf sunsets. The property received a luxurious renovation concluded in 2025.brbrbrbrThe Space:brbrHOUSE AND POOL FULLY RENOVATED IN 2025! BE ONE OF THE VERY FIRST TO EXPERIENCE THIS SUBLIME RESIDENCE. FOR PARTIES OF EIGHT GUESTS OR FEWER- DO NOT LOOK FURTHER, THIS WILL BE YOUR MOST COMPETITIVELY PRICED, FULLY RENOVATED, BEACHFRONT PROPERTY ON CAPTIVA!!brbrbrbrSaba Winds-North is large, bright, modern, private, and charming. You will find the house tastefully decorated, light and airy with spacious rooms, luxurious baths, and comfortable common areas. The back doors at Saba Winds open right onto the warm sandy beach. A screened lanai, private beach deck nested in the sandy dunes all afford casual enjoyment of the outdoors.brbrbrbrThis is it: the ideal vacation destination for you, your family, and friends! The location is a prestigious and quiet residential section of Captiva. From the moment you enter the estate, you’ll know you’ve arrived someplace special. Stately royal palms line the pristine entrance, and the lush tropical gardens have an instant soothing effect as you pass the pool on your way to the house.brbrWalk the surf for miles collecting tropical seashells — mother nature’s jewels. Marvel at the world’s most colorful sunsets as the Saba Winds serenade.brbrbrbrSaba Winds-North offers a full-service vacation getaway for small or large family gatherings. This four-bedroom, three-bath vacation home comes equipped with all of the amenities: Shared heated pool, covered parking, a full-size laundry room, a den with a sleeper sofa (counted as 4th bedroom), private screened deck with dining table and comfortable deck chairs, high definition Smart TVs, stereo, outdoor rinse, beach chairs and beach towelsbrbrbrbrFamily FriendlybrbrSaba Winds is very family-friendly – it’s so easy with children here. There is a lot of room to play outdoors, well away from the road. You can relax on the beach deck with the beach in plain view, or set beach chairs directly on the sand. brbrbrbrThe master suite opens onto the large screened lanai and overlooks the beach and Gulf of Mexico. Drift off to sleep in the luxurious king bed to the sound of the gentle surf and the breeze stirring the whispering pines. There is a large walk-in closet, separate coat closet, linen closet, full-size dresser, and two bedside tables. The en-suite bathroom features a large tile shower, plus dual vanities – all beautifully illuminated with under cabinet lighting and equipped with huge mirrors. The guest suite also has a king bed, with a large dresser and walk-in closet. The adjacent bathroom has a large tile shower. The “kids bedroom” has two twin beds, a large walk-in closet, and a TV armoire with large flatscreen TV. The bathroom has a tub with a shower. brbrbrbrPlease note that a small portion of the front driveway and pool is shared with Saba Winds South, the sister property of Saba Winds North (this property). While we cannot guarantee it, because Saba Winds South is not being rented at this time it is very likely that guests of this home will have exclusive use of the shared pool.brbrbrbrGuest Access:brbrGuests will enjoy access to the entire property, the shared pool, private beach access, and all other amenities located on the property itself.brbrbrbrThe Neighborhood:brbrThis home is located on the exclusive Captiva Drive, one of just a select number of rental homes along this storied stretch of pristine beach.brbrbrbrGetting Around:brbrWe recommend bikes, rental cart or golf cart.brbrbrbrOther Things to Note:brbrGuests must complete a rental agreementbrbrA non-refundable cancellation fee of $300 will apply for reservations cancelled prior to the cancellation policy window. This fee covers our credit card processing fees on a refunded deposit payment.brbrbrbrInteraction with Guests:brbrWe are available as often as needed but provide guests the space they desire for a relaxing and tranquil vacation
Bed 4

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Exceptional(3)

$1102.68

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Private Vacation Home

Family Favorite | Sleeps 8, Heated Pool, Game Room, Steps to Captiva Fun

Captiva, Florida, United States

Tucked away on picturesque, shell-lined Laika Lane, Sunkissed Cottage is a beautifully updated three-bedroom, three-bathroom home perfectly positioned in the heart of Captiva Village. A short stroll beneath the natural canopy of the lane brings you to Captiva’s breathtaking beaches—ideal for unforgettable sunsets, lazy beach days, and world-class shelling.brbrDesigned with comfort and coastal style in mind, the home features a fully updated kitchen with glass tile accents and everything you need to prepare a fabulous meal. Whether you’re cooking for two or a full house, you’ll find it all in a space that’s both functional and beautiful. The open living room invites everyone to relax together with a sectional sofa and flat-screen TV—perfect for movie nights or catching up after a day in the sun.brbrSunkissed Cottage offers a spacious layout with a king bed in the primary suite, twin beds in one guest room, and a queen bed in the other. A dedicated game room with a pool table and ping pong table keeps the fun going indoors, rain or shine.brbrOutdoors, enjoy your private, screened-in heated pool surrounded by an impressive two-story pool cage. The expansive outdoor space is ideal for lounging, dining al fresco, or simply soaking up the island breeze.brbrFrom your front door, you’re within easy walking distance to Captiva’s best shops, restaurants, marinas, live music, and ice cream. Sunkissed Cottage is the ultimate Captiva escape—charming, comfortable, and close to everything.
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Exceptional(9)

$1204.37

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Private Vacation Home

Your Beachfront Oasis Awaits

Captiva, Florida, United States

Your Private Paradise on Captiva IslandbrbrEscape to paradise at Casa de Sharelle, a stunning 10-bedroom, 8-bathroom beachfront home on Captiva Island. This luxurious vacation rental offers everything you need for an unforgettable getaway with family and friends.brbrUnparalleled Luxury and ComfortbrCasa de Sharelle boasts spacious living areas, a fully equipped kitchen, and multiple lanais and decks, providing ample space for relaxation and entertainment. The home also features a private heated pool and hot tub, perfect for soaking up the sun or enjoying a refreshing dip.brbrBeachfront Fun and GamesbrStep outside your door and onto the pristine sands of Captiva Island. Casa de Sharelle offers exclusive access to a private heated pool facing the beach, ensuring endless hours of fun and games for everyone.brbrExclusive Partnership with VayKLifebrOur partnership with VayKLife provides you with access to a wide range of beach gear, including kayaks, paddleboards, beach chairs, and umbrellas, ensuring you have everything you need for a perfect beach day.brbrA Home Away from HomebrCasa de Sharelle is designed to provide you with all the comforts of home and more. With its spacious layout, luxurious amenities, and prime beachfront location, this home is the perfect place to create lasting memories with your loved ones.brbrBook your dream vacation today and experience the magic of Captiva Island at Casa de Sharelle! Five-night minimum stay required.brbrWhile you won't have resort amenity access, you won't need it as our home has everything you'll need, and there are several restaurants just outside the gates of the resort for you to enjoybrbr**Please note that the elevator is not accessible for rental guests.**brbrImportant Note:brPlease be aware that are ongoing repairs & construction within the resort. Kindly note that we do not issue refunds for disruptions caused by repairs or maintenance that are beyond our control.
Bed 10

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$293.03

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Condo

Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf

Captiva, Florida, United States

Beach Villa 2313 is a very nicely renovated and luxurious vacation rental condominium in Captiva. Our spacious one-bedroom/one bathroom condominium features a very comfortable king-sized bed in the bedroom and a queen-sized sleeper sofa. There is a full kitchen, a living area with a large flat panel TV, and a private screened lanai to enjoy a morning cup of coffee or an evening cocktail. The direct beachfront view looks out to the Gulf of Mexico and the pool area. While you don't get access to the resort amenities, you still have access to the association pools, tennis/pickleball courts, laundry room, BBQ grills, and the beach. We include beach towels. There are many restaurants just outside the gates of the resort that are wonderful option,s and shops just outside the resort as well.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.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 
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$4106.5

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Private Vacation Home

Beachfront! 2 Houses - Sleeps up to 16!

Captiva, Florida, United States

Summary:brbr Gulf Frontbrbr 2 professionally decorated homesbrbr ️Sleeps 16 comfortablybrbr ️ Shared boat dock - ask about availability. brbr Westin Heavenly Beds - ultimate comfort and sleepbrbr✅Fully-stocked gourmet kitchensbrbr ️Full beach set-up: Chairs, umbrellas, tents, coolers, toys++brbr Fun included! Kayaks, paddleboards, bikes, outdoor games, hammocks, board games, Infiniti game table, TVs, guitar, books and more!brbr Low pet fee; we love our 4-legged guests!brbr High speed internetbrbr 24/7 local host supportbrbrbrbrThe Space:brbrDiscover a beachfront sanctuary at Sunset Escape and Sunset Escape Too, where up to 16 guests can enjoy North Captiva Island in unmatched comfort and style. brbrbrbrWith seven beautifully appointed bedrooms across two homes, including king suites with Westin Heavenly beds and a whimsical under-the-sea themed kids' room, every detail ensures your group's ultimate relaxation and enjoyment! brbrbrbrEmbrace endless entertainment with a full beach set up, kayaks, paddle boards, bikes, outdoor games, and exclusive club memberships for even more amenities. brbrbrbrFrom high-speed Starlink internet for seamless connectivity to gourmet kitchens and pet-friendly accommodations, every aspect is designed for your convenience and comfort. brbrbrbrENTERTAINMENT: brbr* Beach ready island homes! In addition to playing in the waves, we provide beach chairs, towels, coolers, toys, umbrellas and beach tents. brbr* 8 fat-tire beach cruiser bikes. brbr* 2 Kayaksbrbr* 2 paddleboards brbr* Outdoor beach Ping-Ping, and a wide-variety of fun yard gamesbrbr* 2 Propane BBQ grillsbrbr* Island Club membership is included, which provides you full access to their pools, hot tub, guest-only food and drink service, and other amenities. brbr* HD large Smart TVs in the living rooms and all bedrooms. brbrbrbrWORK: If you are coming to work, we offer high speed Starlink internet and a dedicated desk space.brbrbrbrCONVENIENCE:brbr* Pet friendly! We welcome your pets for a low $250 pet fee per stay. brbr* Two four-seater golf carts and one six seater golf cart included with your staybrbr* THREE sets of full-size new, large washer and dryer (detergent provided too!)brbr* Additionally, in both homes we provide reverse osmosis drinking water, olive oil, coffee, tea, half & half, sweeteners. brbr* Keyless entry, for convenient check-in and access throughout your stay. brbrbrbrMAIN LIVING AREA: The main living areas includes:brbr* Updated gourmet chef’s kitchen that are fully stocked with all the supplies and tools you need for gourmet cooking. brbr* Reverse Osmosis drinking water, so you do not need to bring cases of water with you!brbr* Living rooms with 65” Smart TV. brbr* New furniture and professionally designed spaces to ensure you’re as comfortable as possible. brbr* Several dining areas: Each home has an interior dining area that seats 6-8, plus three separate exterior dining options.brbrbrbrBEDROOMS: brbr* All bedrooms have new and super comfortable Westin Heavenly beds and pillows and high-quality linens. brbrbrbrSunset Escape Room Details: brbr* Bedroom 1: Bottom floor king suite, walk straight out to the beach from your door! King bed with Westin Heavenly mattress, 40” Smart TV and private bathroom. brbr* Bedroom 2: Main floor king suite with Westin Heavenly mattress, large 65” Smart TV and en suite bathroom (that is also accessed from the living room). brbr* Bedroom 3 & 4: Top floor king suites, each with Westin Heavenly mattress, large 65” Smart TV, stunning beach and sunset views, and private en suite bathrooms. brbr* Bedroom 5: Bunk room, featuring a twin over full bunk bed, a twin over twin murphy bunk bed, 55” Smart TV, and a private en suite bathroom. brbrbrbrSunset Escape Too Room Details:brbr* Bedroom 1: Palm Room: King suite with private en-suite bathroom and sliding glass door the screened-in porch with views of the beach! Large 65” HD Smart TV. brbr* Bedroom 2: Beach Room: King suite with attached bathroom (that is also accessed from the living room). Large HD Smart TV. brbr* Living room also features a pull out couch that comfortably accommodates two people. brbrbrbrBATHROOMS:brbr* 7 full bathrooms that are all complete with plush towels, luxery toiletries, hair dryer, toilet paper, Q-tips, among others!brbr* We offer Public Goods toiletries, which you will actually want to use… Our shampoo, conditioner, body wash and lotion are all non-toxic and natural made from premium, plant-based ingredients, fragranced with aromatherapeutic essential oils, and are vegan, and cruelty-free. brbrbrbrbrbrTop 3 reasons to book Sunset Escape & Sunset Escape Too:brbrbrbrGROUP LUXURY: You don’t need to sacrifice comfort and luxury to fit your whole group. By booking Sunset Escape and Sunset Escape Too, you’ll get both! Our homes are some of the nicest rentals on North Captiva Island! Our home is well-appointed and provides our guests a high-end vacation experience that is unmatched on the island. brbrbrbrLOCATION: Our home is located directly on Jose’s Hideaway beach. No packing up beach gear or equipment in a golf cart, no long hot walks lugging beach gear and bags… At our home, all you need to do is go outside and enjoy one of the world’s most amazing beaches. brbrbrbr5-STAR PERSONAL SERVICE throughout your stay. Kate and the whole Vanage Vacation Homes team will respond to all of your communications within minutes. We are professional hosts that strive to make your trip perfect!brbrbrbrGuest Access:brbrYou will be able to self check-in upon arrival. There is an electronic keypad on the front door that will provide access to the home. We will send you the code prior to arrival. Guests have private access to the entire home and property.brbrbrbrThe Neighborhood:brbrNorth Captiva Island is a private island that is accessed by private boat or public ferry. With only 350 houses total, the island is extremely quaint and special with miles of beautiful beaches, world-class shelling, birding, fishing, and of course true relaxation. brbrbrbrThe whole island is only four miles long (and ½ mile wide at the widest part), and approximately half of the island is owned by the State of Florida and managed as a preserve that offers residents and guests miles of hiking trails and access to extremely remote and private white sand beaches. brbrbrbrThe island has two restaurants (one serving casual fare and other more gourmet meals), an Island Market (not a grocery store, but has as few last-minute items), ice cream shop/boutique and an island store. There are several wonderful private chef options too! brbrbrbrOur island features golf carts on sandy roads only. This island is a very special and unique place, unlike any other vacation or have or will ever take… it is perfect for creating amazing memories that will last a lifetime!!brbrbrbrGetting Around:brbrOur home is located on North Captiva Island, which is a private island accessible by boat only. Most of our guests take the Island Girl Charters ferry, and one of our team members will be at the dock to greet you, bring your luggage up into the home, and show you around the island. We provide guests with golf carts to explore the island throughout your stay.brbrbrbrOther Things to Note:brbrSecurity cameras are installed throughout the property for safety and monitoring purposes. Please note that some cameras may also record audio. By staying on the premises, you acknowledge and consent to both video and audio recording in these areas.brbrbrbrInteraction with Guests:brbrOur team will meet you at the ferry dock, provide you the golf carts, and bring your luggage up into the house. From there, we will leave you to peacefully enjoy paradise, the beach, and the amazing views, but we are always available to answer any questions or address any issue that arises during your stay. Simply put, we are here to make your stay perfect!
Bed 6

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Bath 6

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Sleep 16

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