180 properties available

Located in Captiva, Florida, United States. BEACHFRONT 3-Bedroom Oasis on Beautiful North Captiva Island. 🏠 Charming Interior Design & Coastal Furnishings🏖️ Private Beach w/ Loungers🌴 Spectacular Bay Views & Sunrises!☀️ Large Sundeck with Beach Chairs, Loungers, Dining Tables & XL Umbrella🛁 Hot TUB on deck looking over water🍹 Tiki bar🪰Screened-in Porch🛏️ Three bedroom suites all with water views🛏️ Plush Bedding, Luxurious Linens, and Premium Bath Amenities🍽️ Fully Equipped Kitchen💻 High-Speed Internet🏓 Ping Pong, Cornhole, Beach Toys and Games⛳ Two Golf Carts🚣‍♂️ Two Kayaks & One Paddle Board🛁 Outside Shower🎣 Shared Private Dock for fishing🏊 Access to both Swim Clubs on the island (free bikes, kayaks, pools & pickle)👶 Baby/Kid friendly - high chair, booster seat, pack n' play, monitor, porch gate🐶 Pet-Friendly🌈 Celebrates Inclusivity & Diversity; LGBTQ+ friendly🌍 Eco-Conscious⭐ Top Notch Customer Service. THE ISLANDNorth Captiva Island is a hidden gem located off the west coast of Pine Island, FL, accessible only by boat or priv

Located in Captiva, Florida, United States. Captiva Beach Sunset ~Gulf front, pool, NCIC, 4 & 6 seater carts Captiva Beach Sunset - 5 BR/4.5 BA - Sleeps 12 in beds- Beachfront with Private PoolQueen size air mattress is available to sleep additional guests.Visit our website www.CaptivaBeachSunset.com**Owner requires $99 Damage Protection Insurance is purchased. This covers up to $5,000 in damages**Owner has airstrip membership available! Fly right in to this beachfront paradise! High-speed Starlink internet! Six seater and four seater golf carts included!Captiva Beach Sunset offers unobstructed Gulf views from every level! It is situated on one of the best gulf front locations on North Captiva featuring some of the widest beach areas on the island. The breathtaking views from this island gem are jaw dropping and will take your breath away. Absolutely no detail has been missed in this spectacular gulf front home. Captiva Beach Sunset is ideal for large family gatherings and will sleep up to 12 guests in beds. Come with me, let's

Located in Captiva, Florida, United States. Relax in this fully renovated home close to the beach and the CAPTIVA village Completed in July of 2017, this five bedroom four and a half bathroom house is new to the rental market. There are beds for a maximum of twelve guests. It consists of three levels with an elevator to access all 3 levels. Outside, on the ground level there is large lanai with comfortable seating, a small dining table, lounge chaises, a ping pong table and heated pool. Inside, you will find a bedroom with 2 bunk beds and a bath that leads to the pool are. On this level, there is also a queen bedroom with an en suite bath. One of the 2 laundries is on this level. The second level consists a large living area and dining area with a table that seats 10-12. The kitchen is fully equipped to cook for a large or small group. There is also seating for dining in the kitchen. Leading from the kitchen and dining area is a large lanai with comfortable seating. On this level, you will also find two twin bedrooms wi

Located in Captiva, Florida, United States. Almost Heaven 5 Bedroom / 5 Bath House Rooms are large and bright, and some enjoy lovely views of the bay or the Gulf of Mexico. The home has a heated pool with a waterfall from the in-ground spa tub – all surrounded by a lovely sunny patio and made private with dense tropical landscaping.The kitchen is “to die for,” as you might expect at “Almost Heaven.” It has just been further upgraded to sweet perfection, with additional lighting, a premium built-in microwave oven, new cabinet fronts, a slide-out trash receptacle, and more. The kitchen windows look down on the pool patio below, as seen in the photos.Almost Heaven is unusual for its extensive and smart deployment of state-of-the-art technology. Of course, the house has an unlimited telephone (USA) and wireless internet connectivity throughout the house. But the fun really begins with the entertainment systems.But it gets even better with multimedia! An X-box gaming system is installed with a large HDTV in the great room. Bring your

Located in Captiva, Florida, United States. Great Island Retreat- Walk to Beach and Pools PLEASE CONTACT US ABOUT DISCOUNTS FOR RENTALS GREATER THAN 14 DAYS.ALSO FOR STAYS OF 4 DAYS MAXIMUM GUEST COUNT IS 6 PEOPLE PLUS $100 CHARGE FOR GOLF CART.Spend a week on this idyllic Florida island accessible only by boat or ferry- no cars on the island, only golf carts. Free membership to Island Club Olympic sized pool(s), hot tub, free kayaks and bicycles, tennis courts, playground as well as a private deeded access beach all within walking distance from this island home. A short walk (5 minutes) or ride in your golf cart takes you to a private deeded access beach- or to the North Captiva Island Clubhouse facilities. We own the empty lot to our left which gives us a very private and quiet setting. The open floor plan allows the living room and kitchen to flow together – great for cooking and entertaining at the same time! A full wall of glass provides a bright living area and great exposure to the outside. Relax on the screen

Located in Captiva, Florida, United States. Romantic beach home with golf cart kayaks and bikes. Remodeled Coastal charm Amazing property , newly renovated vacation home with 1800 square feet for you to enjoy , all air conditioned .Enjoy island living at its best with great views and easy access to several beaches within 3 minute stroll!Reverse osmosis drinking water systemEmpty lots on all sides provides more privacy and is quieter tooMasterful design & modern luxury. Enjoy gathering in the Expansive living room featuring Hardwood floors large windows & glass sliding doors leading out to the covered deckFully equipped kitchen , modern bathrooms and excellent decor , also comes with golf cart to explore the island.All new ceramic tile/hardwood/luxury showers, granite tops and hardwareWe have also provided beach towels , beach chairs , hair dryers, iron and ironing board Gourmet Kitchen with granite tops, stainless sink and appliances, refrigerator with filtered ice and water , microwave, stoke, Keurig coffee maker, toaster, bl

Located in Captiva, Florida, United States. Newly Renovated Island Pool Home Escape to Paradise, no cars, no crowds. Located in the Castaway Key subdivision on the island, this charming cottage has everything you need to relax and escape to paradise. Completely renovated with beautiful furnishing and a tropical pool and dining area. This home has a private beach access at the end of Schooner Drive. Each suite has its own private bath with a king bed in one a queen in the other. The spacious kitchen with granite counter tops and all the accessories needed for planning your island meals. Home is complete with golf cart, kayaks, bikes, beach chairs, umbrella and private pool. Escape to Paradise!

Located in Captiva, Florida, United States. PELICAN PERCH - Unobstructed Views, Private Pool, Golf Cart -Wow! Pelican’s Perch – Location, Location, Location! This luxury home is just steps to the beach, unobstructed gulf views, and private pool.Come and stay at Pelican’s Perch and experience true paradise living in a luxury 2 bedrooms/Bonus Room, 4.0 bath Pool home located on North Captiva Island. Unobstructed views of the Gulf and only steps to the sandy beach. A four-person golf cart is included in the rental. GROUND FLOORPool surrounded with concrete paver patio and white aluminum fencing.Enclosed Outdoor shower off the pool deck. Gas Grill inside the Pool area with a variety of seating and a bar table with four stoolsBonus Room: Indoor living area off the pool with TV, Couch, small Bar, Ceiling fan, AC, and Half bath FIRST FLOORTwo Bedrooms suites with queen beds. Each Bedroom has a full bath with one as shower only and the other is a batch tub / Shower combo. Laundry room with washer and dryerScreened Porch off the be

Located in Captiva, Florida, United States. Ocean views, sleeps 10, heated pool, 2 golf carts Our fall rates are so low, you'll never need a parachute!Featuring a private heated pool, a hot tub, ping pong, foosball, cornhole, 4 kayaks and 2 golf carts. The Compass Rose is the ultimate vacation getaway!AMAZING BEACH VIEWS, CONVENIENT BEACH ACCESS AND INCREDIBLE BEACH QUALITYBe sure that a beach view really means a * GREAT * beach view. At The Compass Rose you'll be located so close to the beach that you can hear the waves! The Compass Rose is just 50 yards from the best and widest beach on the island. There is a big difference between a limited beach view hundreds of yards from the beach and a great beach view. Also consider beach access. See the Island Map in the photos. The * ONLY * public beach access to the Gulf beach, with allowed golf cart parking, is located at the end of Butterfly Shell Drive. The Compass Rose is only 50 yards away from the public beach access. Guests at other homes on the island need to commute to t

Located in Captiva, Florida, United States. Pirate's Captiva-Golf Cart and HOT Heated Pool! Welcome to Paradise!! Golf cart included with your rental. Pirates Captiva was built in 2018, and withheld Hurricane lan beautifully, and thankfully!The Pool is HOT, the beaches are beautiful and our new landscape and outdoor lighting is sure to give you all the paradise vibes. Enjoy the world class fishing Captiva offers, the stunning beaches, or boot around the car-less island in a golf cart. Otherwise, relax by your private pool, grab a cold one and fire up the grill. The space:Split floor plan, perfectly set up for 2 families, with an ensuite master bedroom (king) on one side of the house, a second ensuite bedroom (queen) on the opposite side of the house, with a third bunk room for all the kids! The house has an open floor plan with plenty of space for games or just relaxing. The TV in the great room is internet connected and can be used with most streaming services; just login! The kitchen is full

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

Located in Captiva, Florida, United States. “Coral Cottage”A Cottage Secluded in Palms with a Jacuzzi 2 minute walk 2 Beach Actual review left by a Guest“We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

Located in Captiva, Florida, United States. Paradise 3-BR 2-BA steps to the beach, private pool surrounded by nature NEW! New listing, same amazing vacation destination. Hakuna Matata is located on the beautiful barrier island of North Captiva, just 3 miles off the coast of Southwest Florida and a 38 mile drive from Ft Myers airport. Our worry-free paradise provides the perfect escape for families, groups, and couples. Upon entering the home, you may immediately sense the ease of life at Hakuna Matata. The bright and airy floor plan, complete with marble floors throughout, a granite kitchen and minibar, 3 bedrooms and 2 bathrooms, creates a relaxed and comfortable lifestyle perfect for your getaway. The owners suite, with its own outdoor private deck, is equipped with an amazing mattress for an incredible nights sleep, luxury linens and high quality pillows. The ensuite bathroom has beautiful marble and a pebble shower floor and plush bath linens. The queen bedroom also has an outdoor sitting area, ideal for enjoying morning co

Located in Captiva, Florida, United States. Escape To Paradise - Breathtaking Views- Pool-Steps to the beach - 2 Golf Carts! Welcome to the Escape To Paradise Beach House , a spectacular 4 bedroom, 4 bathroom home that sleeps 10- Completely remodeled and ready for your family vacation! Located just steps from the beach the home features two master suites. two more bedrooms and two family rooms – space for the kids to play and adults to enjoy privacy. Over 1200 feet of deck space makes the house feel bigger than its 2100 sf of air-conditioned space. Plus, a brand-new bar area that seats 7, with a flat screen TV, refrigerator and sink - all steps from the new heated beautiful pool. Also, two outdoor showers! From almost every vantage point you’ll enjoy breathtaking views as far as your eyes can see – the Gulf of Mexico and Pine Island Sound to Cayo Costa and Captiva! Located only a few steps from the water and built on a rare two-lot site, the home provides you with total privacy without sacrificing the view. The observati

Located in Captiva, Florida, United States. STEPS TO THE BEACH - Private Heated Pool * ISLAND ACCESSED BY FERRY ONLYLANIKAI is a 2 bedroom, 2 bath house only steps from the beach, with a private heated pool, screened-in porch and views of the ocean from the rooftop. Tandem kayak, umbrellas, beach chairs and towels available for use. Check-in: 4:00 p.m.Checkout: 10:00 a.m. When booking the ferry, use Folio #495 to identify the house. Request assistance if you need help taking your luggage and groceries to the house. NOTE: I can’t control constructions being done on the island and the hurricane debris removal schedule. * YOU MUST BE 35 YEARS OF AGE OR OLDER TO BOOK THIS PROPERTY. North Captiva is an island accessed by ferry only, with NO gas vehicles - Golf carts ONLY. A golf cart must be rented by the guest - please call Boats’n’Fun. Several daily 20 - 25 minute rides on the North Captiva Island Club’s ferry make it easy to get from the mainland to the island. Once you arrive, you will feel you have left the hustle and bustle

Located in Captiva, Florida, United States. COME TOGETHER - consist of 2 Homes "ALL YOU NEED IS FUN" & "HERE COMES THE FUN" Bring the whole family to this great place with lots of room for fun. COME TOGETHER consist of ALL YOU NEED IS FUN & HERE COMES THE FUN. More space than you could imagine. Between the two houses they have 5 beautiful landscaped lots with 2 homes, 2 heated private pools, 4 golf carts, 1-six seater, 3-four seaters, all the outdoor area to enjoy games. With both homes there are 6 Bedrooms which consist of 10 Beds, 3 King size air mattresses 5 full size bathrooms, a half bath down stairs and 2-outdoor shower. These two properties can sleep a total of 20 people. BOTH OF THE HOUSES HAS AN EXPENSIVE REVERSE OSMOSIS WHOLE HOUSE WATER SYSTEM, WHICH MAKES PERFECT WATER AT EVERY OUTLET. NO FLORIDA WATER SMELL AND NO PLASTIC BOTTLES NEED TO COME TO THE ISLAND FOR DRINKING AS THIS WATER IS THE SAME QUALITY AS BOTTLED WATER.*Getting to the Island* By PlaneThere are two airports1) SW Florida International (RSW)2) Punta

Located in Captiva, Florida, United States. Treetop getaway on a secluded Island with gulf coast beaches Welcome to paradise! Your North Captiva Island stay includes The Island Club access to clubhouse pools, pool bar, hot tub, as well as bikes, kayaks, and tennis and basketball fun. There is a 4-seater golf cart included on this golf-cart-only island to make your vacation a memorable one. All your linens, fully equipped kitchen, screened in private pool and large pool deck, propane grill, central a/c, and streaming TVs are all provided. Games and books for all ages. Hammocks & comfortable beds await your island R&R.

Located in Captiva, Florida, United States. Stunning Captiva Home-Centrally Located- Steps to the Beach Bird of Paradise sustained little damage from hurricane Ian. The home had been repaired and is ready to Welcome Guests starting Feb 4th 2023. Book your stay today and get the first right to rebook your week for 2024.All our properties have contact free check-in, no need to stop at the office (or a stop light none of those here)! Bird of Paradise is located in the heart of Captiva Island yet offers privacy and comfort. Central to the beach, shops, restaurants, marinas, live music, bars and watersports. This tranquil four bedroom home sleeps ten comfortably. Walk into the main living with soaring white washed ceilings that give the home a comfortable beach feel. Relax in the spacious living room with plenty of seating for family and friends, a flat screen television and open concept into the dining-room. Enjoy the gorgeous dining room table with seating for eight. The large updated kitchen is off of the dining room has

Located in Captiva, Florida, United States. Brand New Interior- Central to Captiva Village- Steps to the Gulf-Stunning Pool IL Paradiso Perduto is a seven-bedroom luxury home located in the center of Captiva Village. Just a minute's walk to the beach! This home has no damage from Hurricane Ian and is ready to Welcome Guests! New to the rental market so book your weeks today and get the first right to rebook for 2024.As you walk into the main level of this stunning luxury home you will notice the incredible ceilings, beautiful woodwork, tile floors, 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. On this wing is a large Butler’s pantry with an additional dishwasher, refrigerator, and top-of-the-line washer and dryer. Walk along the hallway with its bay window offering upholstered seating to gaze over its stunning courtyard. Continue to the queen bedroom with its own private bathroom whirlpool bathtub, separate shower, double sink van

Located in Captiva, Florida, United States. Sapphire blue water, white sandy beaches just steps from your front door and a luxury villa. 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. Book your stay today and get the first right to rebook your week for 2024.Sapphire 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 pla

Located in Captiva, Florida, United States. 2 bedroom accommodation in Captiva INTRODUCING STARFISH EAST  Welcome to Starfish East island retreat! Featuring two bedrooms and two bathrooms, Starfish East is one side of a duplex, located on the popular Laika Lane just 8 homes from the beach.  This location offers easy beach access in the heart of Captiva Village area. Close to all the favorite island restaurants, bistros, shops and live music.  Enjoy this quiet neighborhood just steps to access to the Gulf of Mexico. Starfish West also available with an additional two bedrooms for extended family and friends.Complimentary resort access to 'Tween Waters Island Resort and Spa on Captiva Island.HOME FEATURESStarfish East Island retreat is a two bedroom, two bathroom duplex, located on Laika Lane in the heart of the Captiva Village. This unique property features a well-equipped kitchen, washer/dryer, smart TVs, free WI-FI and comfortable seating in the open living and dining room. Featuring a king bed in the first bedroom, two twin be

Located in Captiva, Florida, United States. Life Changing Views from this Luxury 3 Bedroom Bayfront Home! Life Changing Views in this four-bedroom LUXURY bayfront home. Currently getting new flooring throughout and new bedroom furnishings. Truly one of a kind long range view of Pine Island Sound where dolphins and manatee play. Relax by the heated pool with the water views. World class fishing from the huge dock. Multiple decks, outdoor kitchen as well as the interior gourmet kitchen. Easy tie up for a large boat. Enjoy sunset strolls along the world renown beaches of Captiva. The ultimate home for memory making vacation.More photos and description to follow as the new furniture and flooring is completed. Book your weeks today!

Located in Captiva, Florida, United States. Morning Glories 7 Bedroom / 7 Bath House Morning Glories is a top-tier vacation destination on Captiva Island. The location on Gore Lane (in the Captiva Village area) is quiet and close to the beach, yet convenient to shops and restaurants. Guests may wish to never leave this amazing house, though!Big, beautiful, and the epitome of luxury, Morning Glories has a smart floor plan and plenty of room – even with (14 guests it feels spacious. There are even two separate garages and driveways.Enjoy Captiva’s famous weather with the private pool and spa tub, slide-away glass walls, shaded porches, furnished sundeck with perfect southern exposure, indoor/outdoor dining, lush tropical landscaping, and more.This lovely, heated pool is all yours at Morning Glories. The pool is large (30 feet long, 15 feet wide at the shallow end) and fed by a sweet-sounding waterfall of warm water from the in-ground spa tub. It’s very private with a dense surrounding thicket of tropical palms. Add to the water am

Located in Captiva, Florida, United States. Captiva Beach Villa Conch - Bay to Beach Luxury Located on a narrow stretch of Captiva Island with gulf to bay access, you have only to cross the two lane road (30 ft.) to reach the beach. The sunset views will take your breath away in this professionally remodeled Gulf front complex. Luxury awaits you with 2320 sq. ft. of living space. Ammenities include five flat screen televisions, five DVD players, Wi-Fi, iPod docking stations, and a washer/dryer. Three of the four bedrooms feature a screened veranda with gorgeous views, and each reflects a soothing beach décor. The Main level is complete with a bedroom with a King Bed, a second bedroom with a Queen Bed, both sharing a screened veranda. A Sleeper Sofa is located in the Den. The two bedrooms upstairs offer a King Bed with a beautiful gulf view and a second bedroom with a Full Bed and an extra long Twin bed, and a screened tile porch. We rent from Saturday to Saturday, and the maximum occupancy is 10 people. Sorry, no pets allow