180 properties available

Located in Captiva, Florida, United States. Flexible Cancellation, Professional Cleaning! Captiva Village. Direct Walk-Gulf BIG NEWS; Captiva is coming back to life after the devastating hurricane in Sept. 2022. My house will be ready to receive guest as of January 28, 2023 with all new bedding, furniture, new kitchen, and baths, freshly painted inside and out with a tropical/nautical theme. Located on popular Wightman Lane, in the village area of Captiva, 'Rick's Retreat' is a ground level home originally built by Bette Davis and just steps to the beach! Freshly painted inside and out, this home is tastefully decorated in island and tropical decor. Exceptionally bright--simple and clean with all modern amenities and all appliances. 'Ricks' is not one of these palatial beach palaces with elevators, theaters, etc. More on the order of a deluxe cottage in a tropical setting, the way Captiva used to be! Included are 4 smart TVs with Xfinity streaming, stereo, all linens, beach chairs, towels, Enjoy the sunny front area with

Located in Captiva, Florida, United States. South Seas Lands End 1625 Captiva Island Private Resort Style Bay View Condo Welcome to South Seas Lands End Village unit 1625. Enjoy breathtaking sunsets and sweeping views of the Gulf of Mexico from this high-end nearly 1400 sq. ft. 2 bedroom/2 bathroom Gulf-view condo located within exclusive Lands End Village in South Seas Island Resort. This luxury vacation condominium is mere steps away from pristine white sand beaches and the blue waters of the Gulf of Mexico in a serene location bordered by palm trees and tropical landscaping. Lands End 1625 has three outdoor areas including a screened lanai / dining area and two open air decks which provide sweeping views of the Gulf of Mexico as well as Redfish Pass. This high-end vacation rental condominium also offers a fully equipped kitchen, in-unit washer/dryer, dining area and living room with a plush sectional sleeper sofa (queen sized) and a flat panel TV. The master bedroom opens to a large deck overlooking the Gulf of Mexico and has

Located in Captiva, Florida, United States. It's A Colorful Cupcake World On Captiva Island Do you like your dessert first? Do you like the sweet taste of paradise? Then our “Cupcake” is for you! This delightfully sweet 3 bedroom, 2 ½ bath private home at 11461 Dickey Lane is situated on the quiet side of Captiva Village and close to everything. The Village is known for its restaurants, shops and easy beachy atmosphere. Our “Cupcake” is an easy walk down Laika Lane to the beautiful white sand beach and a half block walk to the bay.You will enjoy the many delightful colors of “Cupcake”. Swim in your own large heated and caged pool or enjoy the relaxation of the hot tub. You can read a book on the large back deck overlooking the pool area or have breakfast watching the world go by on the front deck. Inside “Cupcake” the cathedraled ceiling family room has comfortable furniture with a large screen TV, DVD Player, Wi-Fi and a Sonos speaker system. The house was professionally designed and completely updated in 2012 and lovin

Located in Captiva, Florida, United States. The Palm & Shell Captiva Island Luxury Vacation Rental Home Dreaming of a sprawling, stunning Captiva Island home that’s just steps away from the beach? Longing for a private poolside oasis under swaying palm trees?  Welcome to the Palm & Shell, a stunning vacation home that offers the best of both beachside and poolside luxury. We believe every day on Captiva is something to celebrate and we've furnished the Palm & Shell with that philosophy in mind. Our huge chef’s kitchen and dining area are appointed with every convenience for dining in, carrying out and everything in between. Our spacious and comfortable living room offers plenty of gathering space and family-friendly amenities, including a smart TV, DVD collection, high-speed Wifi,  large reading library and card and board games. The soaring, screened atrium, lanai and pool bar will surely be a favorite gathering spot for relaxing, grilling, and chilling. Enjoy our large, heated pool and hot tub, day and night. Our private beach

Located in Captiva, Florida, United States. Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3 With views perfectly juxtaposed between lush tropical greenery and captivating Gulf-front views of softly rolling waves, South Beach Suite #3 delivers it all for its treasured guests. Island life is personified with a view from your private screened-in lanai of a private sandy path leading down to the pristine shoreline littered with pastel shells. South Beach Suite #3 is professionally designed for traveling parties of four or less, with a soft beach cottage design that will have you feeling as if you've been transported to your own private island. Catch your prize fish and find the exotic shells that Captiva Island is famous for. You'll find the ultimate treasure when you stay at South Beach Suite #3: The good life.

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

Located in Captiva, Florida, United States. Captiva Providence - 6306053934 PROVIDENCE is a vacation paradise located on a lush two acre estate on tropical CAPTIVA ISLAND Florida. Located on Wulfert Channel, a short walk along a sandy path to quiet, private beaches on the Gulf of Mexico. Providence offers unlimited opportunities to enjoy the sun, the sand and the water!PROVIDENCE is a newly constructed 4 Bedroom, 4 Bathroom luxury house. Warm tile floors, quartz kitchen counter tops, elegant kitchen, new furniture, and floor to ceiling windows contribute to a warm, inviting Beach Chic look.PROVIDENCE is a multi-functional home that sleeps 8, welcomes families looking for time together, couples seeking respite from their responsibilities, fishermen, golfers, anyone seeking time to unwind, sun to soak in, water to refresh and a beautiful tropical island experience to remember.PROVIDENCE provides living space that combine utility and utopia. The FAMILY ROOM is a large comfortable, peaceful place to read, watch the 65" FLAT SCREEN

Located in Captiva, Florida, United States. Five bedroom Channel Front Estate home on Captiva! Perfect for Family & Friends Sommergluck sustained very little damage from hurricane Ian and will be ready to Welcome Guest. The interior of the home had no damage from the storm however the pool cage is missing some screens. The beach is open and stunning. Book your stay today and get the first right to rebook your week for 2024.This five bedroom channel front estate home is the perfect place for a memorable friends and family vacation. This stunning pool home is located on Roosevelt channel. Watch dolphins, manatee, and sea birds from one of the many decks. A short stroll across the street to the left to Blind Pass/Turner Beach where you can view world renowned sunsets! This estate home has everything you need for an amazing vacation. Walk into the large living room with an open ceiling to the 2nd level. The huge dining room features updated furnishings and seating for 10. The large kitchen has plenty of cabinet space, large

Located in Captiva, Florida, United States. Nirvana Beachfront 3 Bedroom / 3 Bath House Nirvana is right on the beachfront at the beginning of Captiva Drive. The vacation house has a private, heated pool. This is a unique beachfront location on Captiva, where the shoreline of our tropical island curves. So the panoramic view is spectacular from your 120 feet of beach frontage! The area seems to abound with wildlife, especially the playful porpoise.Nirvana has three bedrooms plus a sleeper sofa in the living room, for up to 8 guests. The big porch overlooks the beach, so you can watch sunsets, dolphins, sea birds, and gentle waves. Let the sound of the gentle surf soothe you to sleep at night in tranquil Nirvana!All reservations/cancellations are subject to the terms and conditions (policies) of the American Realty Rental Agreement once the reservation is booked thru 3rd party platforms.Policies include but are not limited to credit card/debit card convenience fees and cancellation fees.

Located in Captiva, Florida, United States. Bella Luna ~ Ultimate luxury awaits Welcome to the most exclusive vacation rental home Captiva Island has to offer ... ~ Bella Luna ~. Our ultra exclusive estate home is available for select weeks for 2021 and 2022. Should you wish to book, please inquire with Dream Vacation Rentals. As soon as you enter the driveway you know you are in one of the most special places in the Country if not the world. Custom paver drive, nothing left untouched from the landscaping to the beach path. On the main level of the home you'll experience an expansive open area with a spacious living room, dining area and kitchen as well as 3 bedrooms (all en-suite). On the Southwest End of the home is a beach front king suite with another king suite on the Southeast. On the Northeast side of the home is another bedroom with two twin beds. The home does have elevator service to all floors. Off the living area is a comfortable sitting room to relax and hang out. Upstairs features four suites including 3 king rooms

Located in Captiva, Florida, United States. Nirvana Sunrise: 4 BR, 3 BA House in Captiva, Sleeps 10 NEW LUXURY CONSTRUCTION !!!! Call for BAYFRONT with SNOOK Fishing at its best!Nirvana Sunrise is right on the bay front at the beginning of Captiva Drive. The vacation house has a private, heated pool. This is a unique bay front location on Captiva, where the shoreline of our tropical island curves. So the panoramic view is spectacular! Nirvana Sunrise and Nirvana Sunset give you the beach to bay with an awesome dock for the best "Snook Fishing" have four bedrooms plus a sleeper sofa in the upstairs loft, for up to 10 guests. The big porch overlooks the bay, so you can watch sunsets, dolphins, sea birds, and calm waters while enjoying the boats.All reservations/cancellations are subject to the terms and conditions (policies) of the American Realty Rental Agreement once the reservation is booked thru 3rd party platforms.Policies include but are not limited to credit card/debit card convenience fees and cancellation fees.

Located in Captiva, Florida, United States. A Saba Wind North- Oceanfront Estate with Pool on Captiva Island! Summary:The property is currently undergoing repairs as a result of damage from hurricane Ian, available starting Jan 2024. Saba 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. Unlike any other, and quite a jog! Saba Winds enjoys a full water view of those spectacular Florida Gulf sunsets. Watch for the dolphins playing along the shoreline.The Space:Two homes, Saba Winds-North and Saba Winds-South share this broad section of beach, as well as a tropical garden and shared pool. Saba 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 enjoymen

Located in Captiva, Florida, United States. August & Sept SPECIAL-599 a night! On the beach! Best sunsets on the island!!! Newly remodeled, ON THE BEACH! OCEAN FRONT HOME ON PRISTINE SANDY WHITE BEACHES Spectacular views, best sunsets! WE are located on the northern tip of the island... on a pristine white sandy beach overlooking the turquoise waters of the Gulf of Mexico known as "Rum Point". There are 4 acres of private undeveloped land to the back of the property filled with tropical birds and trails... this makes our home very private and quiet!!!To the front of our home is the Gulf of Mexico, just 10 steps and you can walk right in to turquoise waters! Once you arrive at the dock, you will be directed to your golf cart which will be your island transportation during your stay, our island has no cars, only lushly lined sandy trails and golf carts! The property is a short 5 minute golf cart ride from the dock. Once you get settled into Rainbows End, you can explore the island with the furnished golf cart, take advantage of

Located in Captiva, Florida, United States. NEW LISTING! BEACH PARADISE: BEACHFRONT, SLEEPS 10, 2 CARTS, POOL, GAMES, & FUN Introducing Beach Paradise: A Luxurious Beachfront Retreat on North Captiva Island, Now Available for your next vacation!Discover the allure of Beach Paradise, a brand-new listing boasting unparalleled luxury. This recently furnished 4-bedroom rental property rests directly on the pristine Gulf of Mexico shores, nestled amidst lush tropical surroundings adorned with swaying coconut palms and pristine white sands adorned with exquisite seashells.Positioned as the epitome of beachfront living, Beach Paradise offers a unique experience. You can take a refreshing dip in your private beachfront pool or savor the Gulf views. This remarkable property can accommodate up to 10 guests, making it the perfect choice for family vacations, reunions, or even weddings.Beach Paradise caters to both young and young-at-heart guests with an array of activities. Enjoy a swim in the private beachfront pool, engage in beach frisb

Located in Captiva, Florida, United States. Private 1-Bedroom on Captiva, breathtaking patio of Luxury Beach Villa One bedroom studio on Captiva Beach. This luxurious studio boasts a private beach and patio access, which you will share with the owners stunning beach villa.The studio includes a bedroom, a bath, and a small office space. You will be able to witness the best sunsets and views on Captiva right from the comfort of this private patio.This studio is the perfect getaway for anyone who loves the beach and wants to have a private and peaceful stay. Imagine waking up to the sound of waves crashing and enjoying your morning coffee on your private patio while overlooking the serene beach. Where you can observe dolphins playing and birds fishing. We would love to welcome you as our guest and share this amazing experience with you.

Located in Captiva, Florida, United States. Gulf-front, 2 bedroom beach condo on Captiva Island Watch spectacular sunsets from your two bedroom, two bathroom second story beachfront screen porch after a great day enjoying the Gulf waters, heated pool and spending the day surrounded by nature. Unit 1022 is part of Plantation Beach Club II, located in South Seas Island Resort, at the northern end of Captiva Island. The apartment has a full kitchen, full sized refrigerator, microwave, and coffeemaker. The main living area has a dining table which accommodates 6, and a sleeper sofa which opens up for two. There is free wifi, three televisions with Blue-ray disk player. The living area opens to a delightful second story screened porch, with table for four and a lounge chair. This porch is fantastic for sipping coffee as you look over the beach in the morning and listen to the abundant birds, and see dolphins jumping in the water. South Seas is Florida before over-development spoiled it. The walk to the beach is literally 100 steps fr

Located in Captiva, Florida, United States. South Seas Beach House 29 Captiva Island beach view resort home Life doesn't get much better than staying for a week or longer at South Seas Beach House 29. Our vacation home away from home is located within the gates of the South Seas Island Resort on Captiva Island. While Beach House 29 is located within the gates of South Seas Island Resort, the Beach Homes are a separate association within the resort. That means you won't have to pay a resort fee. While you won't get resort amenity access, you will have access to our great association amenities including the shared heated pool, just steps from the home, a tennis court, propane bbq grills and the world famous Captiva Island beach, again, just steps from our Beach Home. We look after the home very well and want to make your stay as perfect as possible. The entire home has been updated to be very modern and welcoming. The main level features an open kitchen complete with all of the major appliances and kitchenware for you to easily pr

Located in Captiva, Florida, United States. South Seas Beach Villa 2028 - Gulf front largest floor plan Experience Captiva Island by staying in a completely updated 3 bedroom direct gulf front condo at the South Seas Island Resort. Our top floor beach villa has sleeping for up to 8 guests and access to the association amenities including multiple heated pools, tennis courts, bbq grills, laundry and of course the world famous Captiva Island beaches. Completely updated throughout. The main level features two bedrooms and two bathrooms both with king sized beds. Upstairs is a bedroom in the loft with two fulls and full bathroom. Please note that there is no elevator in this building and it's on the 2nd floor. We're also not part of the resort meaning that you won't have access to the resort amenities including the north end pool complex, resort restaurants or eateries, the 9 hole golf course, trolley or other resort amenities. While you won't have resort access, you won't need it as our association provides access to multiple pools

Located in Captiva, Florida, United States. South Seas Beach House 18 Captiva Island beach front home If you are looking for the perfect island getaway we welcome you to stay a week or longer at South Seas Beach House 18.  Our vacation home away from home is located within the gates of the South Seas Island Resort on Captiva Island.  While Beach House 18 is located within the gates of South Seas Island Resort, the Beach Homes are a separate association within the resort.  That means you won't have to pay a resort fee.  While you won't get resort amenity access, you will have access to our great association amenities including the shared heated pool, just steps from the home, a tennis court, propane bbq grills and the world famous Captiva Island beach, again, just steps from our Beach Home.  Our Beach Home has been completely renovated with plenty of space to accommodate up to 10 guests. The main level of the home has an open floor plan with a living area, dining room and a full kitchen complete with all appliances and kitchenwar

Located in Captiva, Florida, United States. The Blue Marlin - Beachfront Oasis with Private Beachside Pool & Boat Dock Since 2017, "The Blue Marlin" has provided sea-loving families with the ultimate North Captiva beachfront retreat. This unique property includes over one acre of land and offers a private beachside pool and private boat dock. With panoramic water views and a gently sloping sugar sand beach, it is a gorgeous, relaxing setting for your family vacation. "The Blue Marlin" is located on North Captiva Island, a bridge-less, car-free, crowd-free paradise. Sea kayaks and paddle boards are kept right at the house and can be easily taken down to the shore for paddling adventures. Dolphins are often encountered and are typically sighted daily from the house's expansive decks. A protected dock at the back of the property is a great place for fishing adventures or mooring your boat. The private beachside pool is a favorite place to play or relax. This one-of-a-kind property extends to Safety Harbor along its western border,

Located in Captiva, Florida, United States. NEW LISTING! SERENITY NOW~1 Min. To BEACH!-SCREENED-IN HEATED POOL-2 Carts-Club SERENITY NOW has Gulf Sunrises and expanded Harbour views! luxurious 6~ bedrooms (4 Kings) 5~ full bathroom, 2 Golf Carts, one 4 person and a new 6 person.. 4 Level spacious estate located steps from the emerald waters of the Gulf of Mexico on Upper Captiva Island. A quick 1~ minute golf cart ride or a 4~ minute walk to the BEACH. Large Heated pool attached to a Cabana with Full bath and two showers, all screened in for safety and bug free. Located on Oro Peso Lane, meaning "Spanish Gold", Serenity Now is hidden among palm trees, and its Harbor views are second to none! With sleeping up to 14 people and four king master bedrooms, Serenity Now can host your next family vacation, reunion, or even wedding (fees apply). This island mansion is reminiscent of a luxury beach resort in the Caribbean, without the need for a passport.NORTH CAPTIVA ISLAND is a private island accessible only by boat or private aircra

Located in Captiva, Florida, United States. 18 Sunset Captiva 2 Bedroom / 2 Bath House Welcome to beautiful Captiva Island, Florida and paradise! The lovely Sunset Captiva #18 vacation rental home is located in the private, quiet, community of “Sunset Captiva” across from the pool and the beach boardwalk. The community is centrally located on more than 6 miles of spectacular beach on the Gulf of Mexico. There is a pool, dock, two tennis courts, and recreation area complete with gas grills and picnic tables. It’s also conveniently close to The Village and the finest in dining, shopping, and recreation. This is a place that is great to walk and explore.Sunset Captiva #18! The Sunset Captiva community is one of the most popular destinations on Captiva Island, Florida. Sunset Captiva homes enjoy a charming neighborhood of private sandy lanes, with shared use of the large heated pool, tennis courts, and boat dock. Find quiet natural beauty along with convenient proximity to the Captiva Village Center.Sunset Captiva #18 is special in

Located in Captiva, Florida, United States. FALL DATES OPEN! BEAUTY AND THE BEACH- BEACHFRONT MANSION, HEATED POOL, 2 CARTS VISIT OUR WEBSITE WWW.BEAUTYANDTHEBEACHNORTHCAPTIVA.COMBEAUTY AND THE BEACH is a 5 Bedroom with 3 Master Suites, Sleeps 17 in bedsBEAUTY AND THE BEACH is a luxurious 5 bedroom beachfront mansion located directly on the emerald waters of the Gulf of Mexico on North Captiva Island. Nestled among palm trees, beach dunes, and pristine white sandbars loaded with beautiful shells, Beauty and the Beach's tropical location is second to none. With sleeping up to 17 people and three king master bedroom suites, Beauty and the Beach can host your next family vacation, reunion, or even wedding (fees apply). This beachfront mansion is reminiscent of a luxury beach resort in the Caribbean, without the need for a passport.NORTH CAPTIVA ISLAND is a private island accessible only by boat or private aircraft. North Captiva is known for uncrowded, natural white sand beaches with incredible shelling and wildlife viewing. Two th

Located in Captiva, Florida, United States. SeaStar North Captiva, Private Pool, Near Beach Sea Star is a exquisite new vacation beach home fully equipped and built to a high standard. The home is a spacious one story 1600 square foot open floor plan with raised ceilings for an extra spacious feel. This new home is tastefully furnished and setup with 4 TVs. The kitchen is a lovely well-appointed designer kitchen open to the living and dining areas - just perfect for entertaining. Each bedroom is spacious with luxuriously comfortable beds. The open deck looks down at the spacious pool surrounded by a smooth, cool paver pool deck. There are charcoal and gas grills for your convenience. North Captiva Island is accessible only by boat, and is golf cart, bicycle, and pedestrian traffic only. A new four-seater cart comes with your rental for licensed drivers only. Make Sea Star part of your next dream vacation!