Vacation Rentals By Owner In Captiva, FL

**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. brbrbrbrExperience the epitome of coastal living at Harbour House Captiva, a beautifully renovated home designed for an upscale and unforgettable stay on Captiva Island. Nestled in the heart of the historic Captiva Island village, this charming retreat is just a short stroll from the island’s top dining spots, including the Keylime Bistro, R.C. Otters, Cantina Captiva, Mucky Duck, and the iconic Bubble Room. Immerse yourself in the vibrant island music, explore unique shops, and enjoy the nearby marinas. For those looking to explore further, golf cart and bike rentals are conveniently close by.brbrbrbrHOME FEATURESbrbrLuxurious Island Living: This island oasis offers a spacious floorplan perfect for relaxed living. The main level features an updated living room, family room, dining area, full kitchen, and laundry room. Step out onto the expansive screened lanai overlooking the heated pool and stunning bay waters, ideal for outdoor relaxation. The open porch is perfect for grilling your fresh catch of the day.brbrbrbrComfort and Convenience: With four beautifully appointed bedrooms, including three king bedrooms and one queen bedroom, plus an open loft with two twin beds, Harbour House comfortably accommodates up to 10 guests. The primary suite is thoughtfully equipped with a roll-in shower for accessibility.brbrbrbrPrivate Dock and Pool: Enjoy the luxury of a private dock with electric and water access (lift not available for guests). The heated pool and soaking tub provide the perfect spots to unwind after a day of island adventures.brbrbrbrModern Amenities: Harbour House is equipped with smart TVs, complimentary Wi-Fi, and an elevator ensuring everyone stays entertained. The home also features a Ring doorbell and a security camera facing the boat for added peace of mind.brbrbrbrPrime Location: Located just a short walk from the island’s best restaurants and attractions, Harbour House Captiva is the perfect base for your island adventures. Whether you’re exploring the local dining scene, shopping, or enjoying the marinas, everything is within easy reach.brbrbrbr**Photos were taken prior to Hurricane Ian**brbr brbrHAVE QUESTIONS brbrCall 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.

Harbour House Captiva - Private Captiva Home with Pool and Dock.

Captiva, Florida, United States

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$506.79

Sunset Captiva 28 • Captiva Island Vacation RentalbrbrJust a short walk to the Gulf and Captiva beaches, Sunset Captiva 28 is a lovely 2-story elevated home on Captiva Island. You'll love the open beachy living area with a beautifully remodeled kitchen that opens to the lanai through two large sliding glass doors. The screened lanai is large enough to relax and dine, with ample seating to entertain. On the upper level, enjoy the beautiful Captiva weather from a sun deck.brbrAs part of Sunset Captiva, a quiet 59-home community in the heart of Captiva Village, this Captiva Island vacation rental is in a fantastic location — just a short walk to the historical Captiva district where you will find restaurants rich with island charm and fare, boutiques, galleries, and a small but well-provisioned grocery store. Sunset Captiva offers guests great amenities like a heated swimming pool, tennis courts, and a private boardwalk leading to the Gulf.br brPlease Note:brSleeps 6brParking is limited to two cars, but additional parking is available at Royal Shell's Captiva officebrBoat dockage is available at no cost to guests but must be reserved in advance. brSmoking is not permitted

Two Bedroom, Two Story Home in Sunset Captiva - Sunset Captiva 28

Captiva, Florida, United States

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Bath

Sleeps

$968.66

Donax is ready to Welcome Guests! The beautiful townhome sustained very little damage from hurricane Ian. The small damage has been repaired and this Gulf Front townhome is ready for guests to enjoy the beautiful and open beaches of Captiva. brbrSapphire blue water, white sandy beaches just steps from your front door and a luxury villa. Everything you need for the perfect friends and family vacation. Donax Beach Villa offers spacious rooms, rich colorful décor and comfortable living. Walk into the professionally decorated living room featuring expansive views of the Gulf of Mexico where you can relax to the waves while watching a spectacular sunset. The open floor plan easily flows into the dining area with seating for six. Beyond the dining area is a comfortable family room with large flat screen television and DVD player where you can lounge your nights away watching your favorite movie. The large gourmet kitchen has all you need to make the perfect meal or just heat up left overs. Have your morning coffee at the breakfast nook featuring sliding doors overlooking the beach. Get a full night’s sleep in the spacious master with king bed, flat screen TV and screened lanai with tropical views. Relax in the master bathroom spa tub, separate shower, double sinks and make-up area. The two large guest rooms on the second floor share a large bathroom and office area. The Gulf facing bedroom features windows with amazing views, a king sized bed and flat screened TV. The second guest room features a double bed, a twin bed, a WII and a private lanai with tropical views. Donax is the perfect vacation home.brbrCaptiva Beach Villas is a four unit Gulf to Bay Complex. Complete with heated pool, hot-tub, gas grill, picnic area and boat dock. The dock has electricity, water and can accommodate a 26 foot boat. Please contact our office for dock fee.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)!

Sapphire blue water-white sandy beaches just steps from your front door-Luxury

Captiva, Florida, United States

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Bath

Sleeps

$882.5

Conch is ready to Welcome Guests! brbrSapphire blue water, white sandy beaches, amazing sunsets from your living room, and a luxury four-bedroom villa. brbrEverything you need for the perfect friends and family vacation. “Conch” features tropical colors in this remodeled spacious villa. Walk into the living room with direct Gulf Views including sunset views nightly. The open floor plan flows into the large dining area with seating for six. Continue into the TV area with a large flat-screen TV, DVD player, and iPod docking station. The large gourmet kitchen has all you need to make the perfect meal or just heat leftovers. Have your morning coffee at the breakfast nook featuring sliding doors overlooking the beach. The first floor features two spacious bedrooms and doors to the screened lanai overlooking tropical grounds. The first bedroom has a comfy king bed and flat-screen TV. The second bedroom has a queen bed also with a flat-screen TV. They share the spacious guest bathroom with a shower. The second floor also has two bedrooms. The Gulf-facing bedroom has amazing views from the corner window a king bed and a flat-screen TV. The Bay-facing bedroom has bunk beds with a comfortable queen on the bottom, and twin on the top, a Wii and a flat-screen TV, and its own private lanai with tropical views. Both bedrooms share a large guest bath with a shower and tub. Conch is the perfect vacation getaway. brbrCaptiva Beach Villas is a four-unit Gulf to Bay Complex. Complete with a heated pool, hot tub, gas grill, picnic area, and boat dock. The dock has electricity, and water and can accommodate a 26-foot boat. Please contact our office for the dock fee.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)!

Sapphire blue water-white sandy beaches- amazing sunsets from your living-room!

Captiva, Florida, United States

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Bath

Sleeps

$264.96

Summary:brbrThis newly renovated Captiva Villa features a spacious master quarters with Posturepedic bed, a well appointed living area with high-end furnishings and a flatscreen TV, a recently remodeled bathroom with walk-in shower conveniently located in between the 2 areas and a robust kitchen equipped with all the essentials. Enjoy proximity to all Captiva has to offer while also being close to downtown Captiva, full of opportunities for adventure and relaxation.brbrbrbrThe Space:brbrThis delightful first-floor unit offers 750 square feet of ideal island living space. It comfortably accommodates a party of four, featuring a king bed in the master bedroom and a sleeper sofa in the living room. The full bathroom, recently renovated to include a modern walk-in shower, is conveniently located between the two areas. The spacious lanai provides ample outdoor seating for guests to enjoy the peaceful setting of Captiva. Recently upgraded furnishings add a touch of luxury to the living room, enhancing your stay.brbrbrbrGuest Access:brbrRenting this unit grants you access to the numerous amenities at the Captiva Villas complex, such as a heated pool, a grill and cooking area, and a communal laundry room. The unit is just a five-minute walk from downtown Captiva Village, where fantastic dining and shopping options await. We offer high-quality beach gear for guests to use during their stay. Many of our returning guests prefer booking directly with us rather than through the resort, as you are GUARANTEED the unit you see online. With us, you can expect a fantastic unit, access to pools and beaches less than a minute from your room, first-class guest services, and much more economical pricing.brbrbrbrTHIS 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..brbrbrbrThe Neighborhood:brbrThis unit is located only a matter of feet from the beach, allowing guests to enjoy either the tranquility and hidden beauty of the gardens or the wonder of the esteemed Captiva beaches all within feet of their residence!brbrbrbrGetting Around:brbrBikes or golf cart recommended. Rental car not needed unless travel beyond downtown Captiva is planned.brbrbrbrOther Things to Note:brbrGuests are required to sign a rental agreement after 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 provide guests with as much privacy as they would like, yet are available in an instant as needed to address any issues, large or small. We are available through phone, text, e-mail, and in person any time assistance is needed and are equipped to handle any guest request.

Modern Captiva Villa Residence with Great Amenities

Captiva, Florida, United States

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$2077.26

Arcadia Captiva: A Serene Gulf-Front Escape with Private Pool and Guest House brbr Arcadia is a rare Gulf-front villa paired with a charming guest house, offering an idyllic retreat on Captiva Island’s pristine white sand beach. This luxurious property invites large families, friends, or couples to enjoy ample space, stunning sunsets, and direct beach access. Professionally decorated with tasteful beach chic décor, Arcadia provides the perfect blend of comfort and style. Spread out between two beautifully appointed homes connected by a tropical garden and heated pool, your group will find plenty of room to relax, explore, and make unforgettable memories together.brbrRelaxed Luxury with a ViewbrStep into the main house, where a newly renovated kitchen boasts Sub-Zero and Bosch appliances, quartzite countertops, and a spacious open-plan living and dining area. Comfortable sofas and chairs, along with games, puzzles, and books, create a welcoming space for all ages. Floor-to-ceiling windows and an expansive deck frame breathtaking views of the Gulf of Mexico and the uncrowded white sand beach. The master bedroom offers a king-sized bed, flat-screen TV, a private porch overlooking the beach and pines, and a marble-tiled master bath with double sinks and a walk-in shower. Two additional guest bedrooms, each with two twin beds, share a marble-tiled bathroom with a walk-in shower. A pull-out sofa in the sunroom accommodates extra guests. The guest house features a king bedroom, full bath with a walk-in shower, a renovated kitchen with matching high-end appliances, an open living-dining area, and a screened porch for tranquil relaxation. A pull-out sofa in the guest house's living room offers additional sleeping space. Both homes include washers and dryers for your convenience.brbrAmenities & Important NotesbrPrivate heated pool connecting the main house and the guest housebrDirect access to the pristine white sand beachbrTwo fully equipped kitchens with premium appliancesbrMultiple outdoor seating areas and expansive decks with Gulf viewsbrBeach chairs, umbrellas, sand toys, and pool toys are providedbrLarge propane grill with tools for outdoor cookingbrFlat-screen TVs, games, puzzles, and books includedbrWasher and dryer in both housesbrProfessionally decorated with beach chic décorbrIdeal for families, groups, and multi-generational vacationsbr2 King beds, 4 Twins, 2 Queen Sleeper/sofasbrbrPlan Your Island Escape - Enjoy morning coffee on the porch as you watch shorebirds, dolphins, and even bald eagles glide above the Gulf. Spend your days swimming, shelling, fishing, or lounging poolside before gathering for vibrant sunsets that paint the sky with unforgettable colors. Arcadia offers a warm, comfortable, and stylish retreat where every moment feels like paradise.brbrKingfisher Vacation Rentals will only book reservations up to 51 weeks in advance.brAll of our properties have contact-free check-ins.

A Serene Gulf-Front Escape with Private Pool and Guest House

Captiva, Florida, United States

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Bath

Sleeps

$689.52

Check out our Summer Discounted Rates!brSunny By You Beach House has EVERYTHING you need for a perfect North Captiva Island getaway! Welcome to Paradise on North Captiva Island. Sunny By You Beach House is a newly updated, beautifully furnished and decorated beach home, just steps from spectacular Sunset Beach. North Captiva Island is a magical place- there is nowhere else like it. The island is only accessible by boat or plane. This gorgeous barrier island has miles of natural beaches and half the island is in Florida State Park Reserve Land with lovely trails. There are just a few hundred homes, sand trails for roads, no cars with just golf carts for getting around.brbrWe are delighted to share Sunny By You with you. We are “hands on” homeowners who love this sweet beach home on incredible North Captiva Island.brbrAmenities for this sparkling beach home that has everything you need for the perfect North Captiva get-away!brOUTDOOR & BEACH LIVINGbr* Private, heated, salt-water pool perfect for a sunset swim!br* Ample sun and shade deck lounging areas with plenty of comfortable furniturebr* Pool toys and gamesbr* Screened top floor lanai with plenty of seating & gulf viewsbr* Roomy deck with furniture and shade umbrellas overlooking the poolbr* Shaded bar area with seating and mini-fridge to keep your drinks coolbr* Pool/beach shower on the ground level with comfy hot and cold waterbr* Foot wash station to wash off sandy feetbr* Hammock and hanging chairbr* A 6-seater golf cart is included (a 4-seater is also available for rent)br* 2 kayaks for exploring the island and boogie boards for surf funbr* Ping pong, cornhole & beach gamesbr* Sand volleyball and badminton on the adjoining lotbr* Sun Ninja Shade, beach blanket, beach umbrella, beach chairs, beach games, toys, coolers, beach wagon and morebr* 200 steps from spectacular Sunset Beachbr* Plenty of Beach towels providedbr* Located on a double lot on quiet, lovely Oyster Shell Drive, offering tranquility and peace.br* A short walk to the incredible North Captiva Reserve Land Florida State Park trailsbr* **Cargo Lift elevator is only available to guests with a physical need for its use. Approval in advance is needed. brbrKITCHEN & DININGbr* Fully equipped, modern kitchen for memorable mealsbr* Full suite of kitchen appliancesbr* Delicious, reverse osmosis drinking water filter in the kitchen for your enjoymentbr* Keurig Duo coffee maker for either pods or to fill an insulated carafebr* Roomy table that can seat 10, plus plenty of space on the lanai, or out on the decks for snacking and light mealsbr* Propane grill on the ground level for your delicious grilled meals brbrCOMFORT, ESSENTIALS & ACCOMMODATIONSbr* 4 Bedrooms that sleep 10 in beds br* Master Suite with Queen bed and en-suite shower/bathroom br* Comfortable bedroom with Queen bed br* Bunk Room with large Bunk Bed, Queen with XL Full over br* Adorable small bedroom with 1 Full Bed br* 2.5 bathrooms (shower and a tub) plus ground level pool shower and footwashbr* Baby and kid-friendly items Including 2 Pack-N-Plays, high chair, booster seat, kid dishes/utensils and baby gatesbr* Premium linens & bath amenities (including soap, shampoo, conditioner etc)br* Pet-friendly (with a non-refundable pet deposit)br* Assistance animals are always allowedbr* Washer & dryer center located near the bedroomsbr* Inside fun includes various board games, cards, jigsaw puzzles, coloring books , kid and grown-up books and morebr* New central AC with heat (as needed)br* Ceiling fans in most roomsbrbrTECHNOLOGYbr* Starlink High-speed wireless internet with additional mesh nodebr* 65” Smart TV with Hulu/Disney+/HBO/Showtime streaming, live TV all included or login into your own servicesbrbrSAFETYbr* Two fully updated safety golf cart charging stations, near but not under the homebr* Golf Cart fire suppression systems installedbr* New and updated wiring in the homebr* Remote electrical systems monitoringbr* Updated fire extinguishers, fire blankets and emergency ladderbr* First aid kitbr* Keyless, coded entrybr* Smoke and carbon monoxide alarmsbr* Please note: we have an exterior security camera monitoring the driveway, a video doorbell for easy access and in the back yard, a “Gopher Tortoise Cam” to watch for Matilda and other crittersbrbrGUEST SERVICESbr* Onsite property management and concierge services provided by Shally’s Seashells Property Managementbr* Shally’s “meet & greet” at the ferrybr* Luggage & grocery assistancebr* Ferry coordination supportbr* Responsive, top-tier guest service during your staybrbrAccessible Only by Ferry:br * Escape the crowds and experience the car-free charm of North Captiva Island.br * Ferry reservations required; round-trip transportation and car rentals availablebr-North Captiva is delightfully different than Captiva Island… no bridge means that you have the incredible experience of old Florida, without the crowds.brbrConcierge Service with Shally’s Seashells Property Management:br-Shally’s Seashells is our 24/7 property management team on the island to assist you with anything you need. From arrival to departure, we’ve got you covered! brbrPro Tips for Your Stay:br * Pre-stock groceries or pick them up on your way to the marina. br * Arrive at Pineland Marina 15 minutes before your scheduled ferry.br * Relax and let us handle your luggage and groceries upon arrival!brbrDon’t Wait to Book Your Time at Sunny By You on North Captiva Island!brSunny By You is perfect for families, couples, and friends looking for a unique island getaway.brPlease plan your trip with us for Saturday to Saturday (in 1 week blocks). Sometimes we can accommodate different schedules. Please contact us if you’d like to learn more.brbrDining Options on North Captiva IslandbrIf you want a break from preparing your own meals, there are other options for dining. North Captiva has several private chefs who will cook for you in our home, or send a prepared meal on the ferry. There are *currently 3 restaurants to choose from - Mango’s, Mainstay and Over the Waterfront for dining in or takeout. Hours change regularly so check with them as you are planning. brbrNorth Captiva was born in 1921 when a hurricane separated us from our neighbor, Captiva Island, to the south and no bridge was ever built to connect us. North Captiva is the ultimate in private island experiences. It is four miles long, 1/2 mile wide, 700 acres, located 6 miles off the coast of Florida and is accessible only by ferry or boat. The only “crowd” you’ll encounter on the beautiful, shell strewn beaches are birds and crabs! Ospreys can be seen diving for dinner daily on the beach, or in the trees enjoying their catch. You will also find an abundance of tropical breezes, Florida sunshine, local island hospitality, and manatees. Dolphins can be seen feeding daily from the beach. The south end of the island boasts a 350 acre State Preserve, part of the Florida State Park system, providing sanctuary for many migratory and nesting birds, including American Bald Eagles. Hiking trails through the preserve bring guests to more of the island’s pristine beaches. One gift left by Hurricane Ian is wider beaches that allow islanders to walk all the way to Redfish Pass and wave at Captiva Island on the other side. Other island activities include kayak, boat and paddle board rentals, plus tours available for fishing, shelling, dolphin watching and island hopping. For relaxation, enjoy downtime at our pool or the beach. There are also massage appointments available to book at home or beachfront.

Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart

Captiva, Florida, United States

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Bath

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$838.29

Unparalleled Direct Gulf Front Views in a Spacious Three-Bedroom TownhomebrbrExperience breathtaking Gulf of Mexico views from this bright and open three-bedroom, two-and-a-half-bath townhome, perfectly situated in the heart of Captiva Island. Just steps from the beach, enjoy the serene coastal setting from the living room and screened lanai while being centrally located to all the island’s best shops, dining, and attractions.brbrRelaxed Luxury with a ViewbrStep into the airy living room featuring floor-to-ceiling windows that showcase stunning Gulf vistas and fill the space with natural light. The large kitchen boasts tall modern cabinetry, a beautiful mosaic backsplash, and a cozy dining nook with scenic views—perfect for preparing and enjoying meals with loved ones. The dining area seats six comfortably, and the adjacent living area offers a sectional sofa and a large flat-screen TV for relaxing evenings. The first master bedroom on the main level offers a king bed, flat-screen TV, and screened lanai overlooking the pool. The guest bedroom includes two twin beds, two trundles, a flat-screen TV, and opens to the screened lanai. A shared bathroom with dual sinks, a separate shower, and a tub serves this level. Upstairs, the master retreat invites you to unwind with panoramic Gulf views, a king bed, a spacious sitting area, and its own screened lanai. The en-suite bathroom features dual sinks, a separate bathtub, and a shower, completing this perfect beachfront getaway.brbrAmenities & Important NotesbrDirect Gulf Front LocationbrScreened lanais with pool viewsbrFully equipped kitchen with modern appliancesbrFlat-screen TVs throughoutbrConvenient pool accessbrKing beds in both master suites, twins with trundles in the guest roombrShared bathroom with dual sinks and a separate tub/showerbrbrPlan Your Island Escape - Whether you’re seeking a peaceful retreat or an adventurous beach vacation, Ark Captiva provides the perfect balance of luxury and comfort. Enjoy endless days of sun, surf, and stunning sunsets just outside your door. Book your stay now and make unforgettable memories on Captiva Island.brbrKingfisher Vacation Rentals will only book reservations up to 51 weeks in advance.brAll of our properties have contact-free check-ins.

Beach and Gulf Front! Stunning Interior and View- Central Captiva Island

Captiva, Florida, United States

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$452.49

Watch the amazing sunset from your own screened in Lanai directly across from the beach. The three bedroom three bath Gulf Front Captiva townhome has everything you want to make this a vacation of a lifetime. Walk into the bright great room featuring direct views of the Gulf of Mexico, wood floors, a flat screen TV and comfortable couches. The open updated fully equipped kitchen features everything you need from stainless steel appliances to luxurious granite countertops and custom cabinets. The large dining room with its soothing tropical themes seats six and has gorgeous views of the Gulf. The bright master bedroom is beautifully decorated in soothing colors with a king sized bed, flat screen TV, large closet and attached updated master bathroom featuring a shower and bathtub combo with tumbled marble tiles. The first large guest suite has two comfortable twin beds, a TV and large double closet. The spacious second guest room has a queen bed, nautical furnishings, a TV and a soft beach decor. The best of both worlds “Captiva Shores” stretches from Gulf to Bay has boat dockage in your back yard, a large tropical heated pool and is walking distance to restaurants. Step out of your front door and walk directly to the white sandy beaches of Captiva Island.

Three Bedroom Townhome- Direct Gulf Front- Captiva- Captiva Shores

Captiva, Florida, United States

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Bath

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$904.59

Stunning Gulf Front Beauty! brbrWalk out the back door, and you’re on the beach! This four-bedroom, three ½ bathroom home is the perfect escape for a relaxing beach vacation. The large living room features a flat-screen TV, a fireplace, comfortable seating, a desk area, and sweeping views of the beach and sparkling blue waters of the Gulf. Dine in the open dining room with seating for eight or dine el fresco on the screened-in porch overlooking the Gulf. Create a fabulous meal in the large open kitchen with updated appliances, hard surface counters, and tile backsplash. Relax in the first-floor master suite with a king-sized bed, flat screen TV, and a private screened-in patio overlooking the gulf. The beautiful master bathroom has dual sinks and a tiled glass shower. Your guest and family will be more than comfortable in the first-floor guest bedroom suite with an attached powder room, a queen bed, a flat-screen TV, and relaxing beach and Gulf Views. The second guest bedroom features two twin beds, a flat-screen TV, and tropical views. Share the master bathroom or use the hall bathroom with a walk-in shower. The second master suite upstairs has more amazing views of the beach and the Gulf of Mexico, a king-size bed, and a flat-screen TV. The large master bathroom has a walk-in closet, a bath and shower combination, and plenty of counter space. Relax your days away in the private large heated pool. Spend your nights watching the stars from the hot tub. Stroll along the pristine white beaches of Captiva and watch world-famous sunsets from your backyard.brbrA truly special beach home for an amazing vacation.brbrThe Winshall home also features wheel chair accessible ramps to the home.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)!

Stunning Gulf Front Beauty!

Captiva, Florida, United States

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Bath

Sleeps

$556.63

**Lollipop is considered a value property which means great location, and a good interior but some worn fixtures and some worn exterior**brbrLollipop is the perfect Captiva vacation home. Central to Captiva Village this three-bedroom three and ½ bath pool home offers the perfect escape for a relaxing vacation. There are so many great features to this home, cathedral ceilings, a screened-in porch, an updated modern kitchen, a pool and spa, and multiple decks. A short three-minute stroll down sandy Laika Lane and you will be on the world-renowned beaches of Captiva. The master suite features a comfortable king-size bed and a large shower in the master bathroom. The first large guest room features ample space a comfortable queen bed and ba athroom in the hallway. The second guest room has a double bed and ample closet space. A day bed off of the living room with a trundle is a comfortable space for your guests. The third full bathroom is located off of the dining area on this main floor. Relax by the pool, walk to the beach, walk to restaurants and marinas. The perfect location for the perfect 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)!

Lollipop, the perfect Captiva Home

Captiva, Florida, United States

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Bath

Sleeps

Select Dates for Price

Kingfisher Vacations will only book reservations 51 weeks in advance.brbrAll our properties have contact free check-in, no need to stop at the office (or a stop light none of those here)! brbrEnjoy brilliant sunsets over the sapphire waters of the Gulf of Mexico and ideal deep water direct access along Roosevelt Channel from this recently updated unit at Captiva Shores. This bright updated beach condo has direct Gulf views. The open kitchen has new white cabinets, Granite counters, a breakfast bar and updated stainless appliances. The spacious living/dining area opens onto a large lanai overlooking the Gulf of Mexico. Fall asleep to the sounds of the waves in your master suite featuring a comfy king bed with amazing views of the Gulf. The master bathroom feature beautiful grantite counter-tops and a tiled walk in shower. Your family will be comfortable in the guest bedroom with two full beds and flat screen TV. The guest bathroom also has granite counters and a shower/tub combination. Watch the dolphins play in your back yard then take a stroll down to Captiva Village for shopping and dining. Sunrise, Sunset, Beach, Fishing, Shelling and Relaxing are all here at Captiva Shores!brbrThe best of both worlds “Captiva Shores” stretches from Gulf to Bay has boat dockage in your back yard, a large tropical heated pool and is walking distance to restaurants. Step out of your front door and walk directly to the white sandy beaches of Captiva Island.

Enjoy brilliant sunsets over the sapphire waters

Captiva, Florida, United States

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$990.66

Discover the ultimate Captiva Island escape in this stunning five-bedroom, four-bathroom pool home, ideally located in the heart of the island, just steps from restaurants and boutique shopping. This luxurious retreat combines comfort, style, and breathtaking Bay views for an unforgettable vacation.brbrThe main living area welcomes you with a spacious sectional, comfortable chairs, and a flat-screen TV, while a second living area offers additional seating and another large TV, perfect for relaxing after a day on the beach. The open kitchen features granite countertops, updated appliances, and all the cookware, utensils, and glassware needed to prepare memorable meals. The dining area seats eight and flows to an air-conditioned enclosed lanai with cozy seating and a dining table for six, overlooking the heated saltwater pool and the Bay beyond.brbrSleeping arrangements span three levels for maximum flexibility. The main level includes a king bedroom with a private porch and en-suite bathroom. The upper level offers two bedrooms with private bathrooms: a king bedroom opening to a sweeping Bay-view porch, and a second bedroom with a queen bed and bunk beds, complete with a separate shower and bathtub. The lower level provides two additional bedrooms, a living area with a sleeper sofa, and a kitchenette. One king bedroom features a custom-tiled bathroom with dual sinks, while the second bedroom has two extra-long twin beds and shares the lower-level bathroom. Doors from the lower-level living area open directly to the pool patio, seamlessly connecting indoor and outdoor spaces.brbrOutside, the caged heated saltwater pool and adjoining hot tub comfortably accommodate eight guests, while the top-level rooftop deck offers expansive seating and panoramic views, perfect for stargazing or enjoying the Bay breeze. Guests can stroll to nearby restaurants, shop in the village, or use the provided wagon with beach chairs and umbrellas for a short walk to the beach at the end of the street. The home also includes an elevator for convenience, and a high chair and Pack N Play are available for families.brbrWhether swimming in the pool, relaxing on the lanai, or watching the sunset from the rooftop deck, this Captiva Bayfront Retreat provides everything you need for an extraordinary island getaway.brbrKingfisher Vacations will only book reservations up to 51 weeks in advance.brAll our properties have contact-free check-in.

Beautiful 5 Bedroom Captiva Pool Home Central to Stunning Beaches

Captiva, Florida, United States

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Bath

Sleeps

$311.14

Pearl is your private tropical escape, just steps from the sugar – white sands of Captiva Island. She’s a freshly decorated two-bedroom island hideaway with two king beds, plus extra space for bonus humans who never want to leave. Two blocks from Captiva Village, steps from the beach, and zero stoplights between you and total relaxation — Pearl operates on island time only. Mornings are for coffee on the balcony, afternoons are for sunscreen and beach life, and evenings are for sunsets and the picture perfect golden hour. Pearl is breezy, tropical, peaceful… and just close enough to the action in Captiva Village. The village has live music and lantern-lit restaurants. Pearl will become your favorite vacation spot to repeat every year!brbrbr___________brbrbrMain Space:brBright and open layout: The kitchen, living room, and dining area flow together seamlessly, creating the ideal space for hanging out, sharing meals, and laughing.brbrBedrooms and Bathrooms: The two bedrooms feature a king-size bed and closet space to hang clothes, store luggage, etc. The full bath includes amenities, the half bath is where the washer/dryer are located.brbrBalcony:brSpacious and relaxing: Enjoy morning coffee or evening drinks outside overlooking the tropical vegetation and beautiful palm trees!brbrFront yard:brFun in the sun (and shade!): Play a round of mini golf under the tall palm trees! Friends and family can BBQ and relax in chairs while they talk, watch, laugh, and judge each other's skill.brbrUnder the duplex:brBeach chairs and cart. Shibumi (shade canopy) stored inside duplex closet. Walk 2 minutes to the beach and set up camp!brbr___________brbrWalkability: 10/10brbr- Beach: 2 minutes br- Captiva Village: 5 minutesbr- Starbucks: 7 minutesbr- Captiva Cruises: 6 minutesbr- The Green Flash: 11 minutesbrbrCaptiva VillagebrThe Island Store (grocery store)brBoop's Ice Cream Parlor & Cafe (bakery and coffee)brThe Bubble Room Restaurant + Emporium Gift ShopbrSunshine Seafood Cafe and Wine BarbrRC Otter's Island EatsbrCaptiva Island PizzabrKeylime BistrobrCantina CaptivabrBeach Stuff souvenirsbrGold Parrot gift shopbrbrbrPearl is so cute and convenient for your island getaway. We can't wait to welcome you to your cozy cottage/duplex!

Pearl - Newly renovated 2-bed Captiva cottage duplex, see beach from the drive

Captiva, Florida, United States

Bed

Bath

Sleeps

$359.96

A true gem tucked away off the coast of Florida, North Captiva, also known as Upper Captiva Island is an adventure to get to and a dream-come-true to visit. This Island is a No-Car Island. The only way to travel is by golf cart.brbrYou can not drive to North Captiva Island because it is cut off from the mainland by a strait called Redfish pass. Redfish Pass is a strait in Florida that connects Pine Island Sound with the Gulf of Mexico. It also separates Captiva Island on the south from North Captiva Island on the north. Therefore the only way to get to North Captiva is by ferry/ water taxi, boat or small plane (must have proper approval for landing here).brbrNorth Captiva Island is known for its pristine beauty, fantastic wildlife, and unparalleled shelling. Explore everything that this magical destination has to offer.

Modern Renovation~2 Club Pools SHC&ICNC Kayaks Bikes , Golf Cart Dock

Captiva, Florida, United States

Bed

2

Bath

6

Sleeps

$409.17

New owners have made this already wonderful vacation rental truly spectacular, having all new furniture, flooring, vanities, countertops, cabinets, and much more. Everything is being done top of the line through West Elm and Crate + Barrell, just to name a few. Beach Villa 2418 is a two-bedroom/two-bathroom vacation rental condominium located on the 2nd floor (1st living level) and has a direct view out to the Gulf of Mexico. Our spacious condo offers 1,000 sq ft of space with a very comfortable living area and Smart TV. There is a queen-sized sleeper sofa for additional guests. Off the living room is a dining area and a full kitchen with upgraded appliances and a Keurig Coffee Maker. The master suite has a very nice king-sized bed with an en-suite bathroom, while the guest bedroom features two twin beds. There is an additional full bathroom off the hallway nearby. The screened lanai is off the living room and is perfect to enjoy a morning cup of coffee or an evening cocktail while enjoying the calm Gulf waters and our world-famous sunset. brbrThe association offers a heated pool, tennis, high-speed wireless internet, and BBQ grills. While you don't receive full resort access as this is a privately managed rental, you will save about 50% compared to resort rates, never pay a resort fee, and get to choose our exact unit. Please connect with Dream Vacation Rentals if you have any questions about the amenities. brbrImportant NotesbrbrPrivate ManagementbrThis condo is privately managed and not affiliated with the resort. Guests do not have access to resort amenities. A paid laundry facility is available on the ground level.brbrBeach GearbrBeach chairs and umbrellas are not included. Instead, your stay includes a VayKLife credit for beach essentials such as chairs, umbrellas, coolers, wagons, and more. Delivery is included. On-site availability cannot be guaranteed. Your booking confirmation includes a link to redeem your credit.brbrElevator NoticebrThe building’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.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.

Beach Villa 2418 - Coastal Luxury

Captiva, Florida, United States

Bed

Bath

Sleeps

$452.79

Sunrise Bay - North Captiva IslandbrWelcome to paradise! This townhome boasts the best of ocean bay views, wild beaches with world class shelling and fishing combined with updated decor, new beds and convenience of being next to the ferry drop off. Well stocked home and professional hosting ensure that your stay is easy, relaxing and that time away that you really need. Private community pool, docks, running trails and tennis courts.brThis island is easy to get to. Take Island Girl ferry (runs every 2 hours) to our docks! No cars, only golf carts here! Closest airports at Fort Meyers and Punta Gorda

North Captiva Island- Ocean bay views and modern decor. Two new carts!

Captiva, Florida, United States

Bed

Bath

Sleeps

$732.71

Book your stay at the beautiful island house located just a short walk or brief golf cart (you are provided 2 golf carts) to the beach. brbrThe Salty Conch is an exquisite home for comfortable living and on a private site located close to the gulf beaches on a quiet sandy lane. Surrounded by a tropical landscape with circular patio and a private, heated pool. Screened-in outdoor living space with TV, games, dining, and sitting areas. A lovely two-story foyer greets you on the first level, plus two King bedroom suites and an additional Queen. A loft room with a Full bed and fantastic Gulf views surrounded by sliding glass doors that lead to the top lookout deck with panoramic views of the island. The luxurious, fully equipped kitchen with living room and dining to enjoy a full family experience. The Salty Conch is the place to Make Memories that last a Life Time!brbrThe owners are members of the Island Club. Effective for all reservations booked after March 1, 2026 guests will be required to go to the Island Club office and register for the amenities. The Island Club will charge you $75 for use of these amenities. This is an Island Club policy. It is totally optional and you will be able to still use the Island Club small pool as well as go to the pool bar and restaurant. If you opt out not to register, you can still rent bikes and kayaks at Boats and Fun. brbrThere are 4 restaurants on the island: Mangos Pool Bar, Boathouse, Over the Waterfront, & Mainstay (formerly Barnacle Phils)brbrThis vacation rental home is located on North Captiva Island. Remote and undiscovered, North Captiva Island is accessible only by ferry, private boat or small plane. This private island community is reminiscent of old Florida as it once was during a simpler time. Just 3 miles off shore, this tropical paradise is part of the Lee Island Coast barrier island chain in South West Florida. Nearest airport to fly to would be in Fort Myers, Fl or Punta Gorda. Travel by golf cart (two golf carts included with your stay) or bicycle on our sandy native trails. Here, you will find no cars, no crowds or paved roads. North Captiva Island offers a small town impression with just enough amenities to suite your family needs.

The Salty Conch - Luxury Just Steps To The Beach with Private Pool;2 Golf Carts

Captiva, Florida, United States

Bed

Bath

10

Sleeps

$584.46

Ventura Captiva 3A • Captiva Island Vacation RentalbrbrVentura Captiva 3A offers a luxurious beach getaway with stunning views of Pine Island Sound from its screened lanai. Just a short stroll away, you'll find the pristine Gulf beaches. This elevated, two-story townhome has a remodeled kitchen with modern appliances and a stylish, beachy aesthetic. The property is also accessible with a chair lift, ensuring a comfortable stay for all guests.brbrThis Captiva Island vacation rental is located on the bayside of the island and only two blocks from the dining and shopping of the Captiva Village. With only ten units, the Ventura Captiva community is quiet but offers wonderful amenities like free boat dockage (on a first-come, first-served basis), a fishing pier, and a swimming pool. Everything you need for a fabulous island vacation is here at Ventura Captiva 3A.br brPlease NotebrSleeps 8brTwo-week minimum staybrSmoking is not permitted

Luxurious Beach Getaway with Stunning Views of Pine Island Sound - Ventura Captiva 3a

Captiva, Florida, United States

Bed