Home Vacation Home Rentals By Owner In Captiva, FL

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Exceptional(35)

$526.17

/ Nightly
Private Vacation Home

Near beach... Wade On In (Previously On the Wiles Side) Captiva Island Pool Home

Captiva, Florida, United States

Welcome to Wade On In Previously named On the Wiles Side! We are so glad you have found us. This Captiva, Florida Island home was recently completely remodeled. The landscaping has been expertly redone providing a natural, tropical feel. There is a beautiful pool area with lounge chairs, a dining area, grill, and plenty of space for your family or friends to enjoy. Downstairs you can also enjoy a competitive game of corn hole. There are plenty of pool floats where you can leisurely enjoy the perfectly heated water of the pool. br brbrThe sands of Captiva Beach are a 2-minute walk down Wiles Drive where you will find the quiet neighborhood beach path just before the library.  There is a beach wagon that you  an use to bring your beach gears that you rented from VayKlife.br brbrThe home offers vaulted ceilings and an open floor plan. You will love the open kitchen design and all your family will need to prepare meals. The spacious master bedroom is on the west side of the home with a comfortable king-sized bed and ensuite bathroom. The two additional guest rooms are on the east side of the home with a bathroom in between. The living area offers comfortable seating and a dining table for 6. There is a washer/dryer as well as a nook area that holds books and games for the entire family to enjoy. Enjoy the evenings on the screened in front porch with a nice cool drink. If you love to go shelling, Captiva beach will excite you with its array of shells. Come back to the house and rinse them in our shell washing station!br brbrShops and restaurants are within a short walking distance or golf cart ride (may be rented separately from a local vendor).br brbrWe look forward to welcoming you soon to Captiva Island and Wade On In Previously On the Wiles Side.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(4)

$710.29

/ Nightly
Private Vacation Home

Tropical Sunrise Captiva, Enjoy the calmness and tranquility of Captiva

Captiva, Florida, United States

This idyllic and charming home exudes everything magical about Captiva Island. Originally built by Katie Gardenia (the original owner and designer of the Bubble Room). Tropical Sunrise was completely remodeled combining modern touches with timeless charm. Tropical Sunrise has a truly special feel with an abundance of windows inviting the tropical colors and sunlight to fill the home with a light, bright, happy feel. brTropical Sunrise is a luxury vacation rental home located on Old Lodge Lane in Captiva Village on beautiful Captiva Island. Tropical Sunrise has over 2,800 square feet of air conditioned living space. The open floor plan boasts an upscale kitchen with top of the line stainless steel appliances, sleek white and stainless steel cabinetry, and beautiful granite countertops. The home is fully tiled with surround sound inside and out. brThe stunning tile floors lead you to the open living room with soaring ceilings and a flat screen television. The charming dining room framed by windows and a wood ceiling with a table that comfortably seats 8. Located just off the living and dining rooms you will find a screened-in patio where you can enjoy your morning coffee with a relaxing pool view.brbrThe home includes four bedrooms with three bathrooms. The first floor has a master bedroom with a queen-sized bed and en suite bathroom. Two additional bedroom along with a bathroom round out the first floor. The second bedroom on the first floor has a queen sized canopy bed, flat screen television, and walk-in closet. The third bedroom on the first floor offers flexibility with a full size bed or the option of a trundle bed that can be used as two twin sized beds, flat screen television, along with a deck overlooking the pool.brThe large second floor loft overlooks the living room featuring an extra-long sofa and daybed. The second floor has a second master bedroom with a king sized bed, walk-in closet, skylights, flat screen television and an en suite bathroom. You can access the third floor rooftop deck from the second floor master bedroom where you will find views of the morning sunrise over Pine Island Sound and a spiral staircase that leads you back to the front door.brThe home also boasts a game room on the lower level with a full bathroom. This room provides plenty of fun for the entire family with a gaming system and built in entertainment area with attached lanai.br Landscaped with mood lighting surround the home in the evenings so the fun can continue in the private heated pool with tanning deck and bubbler. Additional outdoor space includes an enclosed lanai and barbeque grill. There is a second refrigerator/freezer in the garage adjacent to the pool area.br It is positioned on a quiet lane lined by palm trees. Far enough from the center of Captiva Village for peace and quiet but close enough to be able to walk to and enjoy all the amenities that Captiva has to offer. The house is a 5 minute walk to the beach.
Bed 4

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Bath 4

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Sleep 8

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$1967.67

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Private Vacation Home

Tranquil Gulf Views- Beachside Retreat- Steps to Pool & Beach- RESORT LISTING

Captiva, Florida, United States

Panoramic views of the Gulf of Mexico and Red Fish Pass welcome you to this beachside getaway. With an open floor plan and decor in tranquil blues and whites that echo the surrounding water, this spacious three-bedroom, three-bath villa is everything you need for the perfect vacation. A fully equipped kitchen opens into the airy dining area, offering a fantastic space for entertaining. Enjoy family night watching movies on the large flat-panel TV, take in the turquoise waters below from the large lanai, or venture out on a short stroll to the beach or the Pointe Pool Complex. The large master suite features an en-suite bath with double vanities, walk-in shower, and stunning views of the Pine Island Sound. A private guest bedroom with a queen bed overlooks the golf course and comes complete with flat-panel TV, DVD, and en-suite bath, while the third bedroom is furnished with two twin beds and its own entertainment system. You’ll enjoy the many activities and amenities that South Seas Island Resort has to offer at this beautiful condo for up to 6 guests. brbrCondo Includes:br2,000 square feetbr3 bedroom / 3 bathbr5-minute walk to beachbrSteps to main poolbrDirect water viewsbrMaster suite has 1 king size bed with beautiful views of Red Fish Pass and Pine Island SoundbrFully equipped kitchenbrLiving room with marble floors and large flat-panel TVbrIn-unit washer/dryerbrElevatorbr1 parking spacebrMaximum occupancy of 6br3-night minimum stay required brbrHousekeeping will be on departure only.brbrThis is an OFFICIAL LISTING in partnership with South Seas Island Resort and guests will receive use of the resort’s amenities and services that are included in the resort fee. If you rent from an unofficial listing that is not provided by the official South Seas Island Resort, please be aware that you will not have access to any of the facilities and services on property, including housekeeping or maintenance. brbrRESORT FEE: South Seas Island Resort will charge a nightly resort fee of $25.00, plus 11.5% tax for each guest 12 years and older. The resort fee is not included with the room rate, and will be collected when you arrive at the resort.brbrThe Resort Fee Includes:br• Daily trolley service throughout the Resortbr• Main resort pool, Kiddie Pool & Slide amenities (poolside towels & lounge chairs) br• Beach amenities (beach towels, chairs, & umbrellas)br• High-speed internet inside homes, villas & throughout the resortbr• Participation in special Resort activitiesbr• Free parkingbrbrCURRENT AMENITIES AND SERVICESbrWe were excited to begin accepting reservations for some of our Homes of Distinction and Villas this summer. Additional accommodations will continue to become available, increasing considerably this spring. You’ll have access to our two-and-a-half glorious miles of pristine white-sand beaches, where you can take in our famous sunsets, world-renowned shelling, and incredible natural wildlife. While we continue to make progress on our recovery and rebuilding efforts, select areas of the resort remain under construction and some amenities will be more limited or modified than you are accustomed to.brbrIn addition to our private beach set-up and event programming, guests have access to Starbucks, several restaurants on Andy Rosse Lane, and two new food trucks:brbrTACOS POOLSIDE:brTacos at the pool Sounds good to us. This summer, indulge in a fusion of flavors at the Island Tacos food truck. Choose from a variety of tacos, nachos, and quesadillas. Plus, enjoy a special treat at sunset with our Shrimp Ceviche Cocktail.brbrSHELL CITY BURGERS:brDiscover delicious bites at the Shell City Burgers food truck this summer. From smash patties to local-inspired crab cakes and grouper filet sandwiches, you can grab and go or enjoy beachside with our outdoor seating.brbrYACHT HARBOUR & MARINA:brTop marina facilities at two locations. Yacht Harbour & Marina and Bayside Marina, home of dockage, a launch, rentals, and charters. We have a full range of amenities and services for you and your crew. A friendly and helpful Dockmaster and staff.brbrCART RENTALSbrEmbark on an adventure of island exploration by taking the wheel of our new EZGO carts. With four- and six-passenger carts available, your journey awaits!brbrGUEST SAFETY & CONSTRUCTION NOTICEbrTo ensure the safety and well-being of our guests, please be aware the resort is currently undergoing significant construction and improvements to further restore and add new amenity spaces. During your stay, you may encounter heavy equipment moving along the roadways and association parking lots, and near private homes and villa drives. For those who are biking, walking, or jogging, please remain vigilant and aware of your surroundings.
Bed 3

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Bath 3

Bath

Sleep 6

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$4707.59

/ Nightly
Private Vacation Home

Overlooking the Gulf- Steps to Beach- Perfect Vacation Getaway! RESORT LISTING

Captiva, Florida, United States

This home offers a scenic view from the moment you arrive. This elevated Florida style home boasts coastal cottage decor, featuring 5 bedrooms and 4 bathrooms plus an upper-level loft overlooking the Gulf of Mexico. This home offers families and friends the perfect vacation getaway. This two story 3,576 square foot home is just steps from the beach. The main level offers a large kitchen with breakfast bar, living and dining area opening up to the screened lanai where you can enjoy the warm gulf breezes, majestic Captiva sunset, or just hear the sound of the surf. The master suite is located on the upper level with views of the Gulf and amazing sunsets. This bedroom features a king bed, master bath with large tub and walk-in shower. The 2nd bedroom upstairs offers a queen bed with an en suite bathroom which also has a door leading to the hallway. The 3rd bedroom offers two sets of twin bunk beds perfect for children. The 4th bedroom located on the 1st floor offers a king bed and an en suite bathroom. The 5th bedroom has two twin beds with easy access to a full hall bathroom. Also, enjoy the many activities and amenities that South Seas Island Resort has to offer. This home sleeps 12 guests. brbrCottage Includes:br3,576 square feetbr5 Bedroom / 4 BathbrViews of the Gulf of MexicobrScreened LanaibrSteps to the community poolbrOutdoor gas grillbrIn unit washer/dryerbrSleeps 12br5-night minimum stay requirement brbrHousekeeping will be on departure only.brbrThis is an OFFICIAL LISTING in partnership with South Seas Island Resort and guests will receive use of the resort’s amenities and services that are included in the resort fee. If you rent from an unofficial listing that is not provided by the official South Seas Island Resort, please be aware that you will not have access to any of the facilities and services on property, including housekeeping or maintenance. brbrRESORT FEE: South Seas Island Resort will charge a nightly resort fee of $25.00, plus 11.5% tax for each guest 12 years and older. The resort fee is not included with the room rate, and will be collected when you arrive at the resort.brbrThe Resort Fee Includes:br• Daily trolley service throughout the Resortbr• Main resort pool, Kiddie Pool & Slide amenities (poolside towels & lounge chairs) br• Beach amenities (beach towels, chairs, & umbrellas)br• High-speed internet inside homes, villas & throughout the resortbr• Participation in special Resort activitiesbr• Free parkingbrbrCURRENT AMENITIES AND SERVICESbrWe were excited to begin accepting reservations for some of our Homes of Distinction and Villas this summer. Additional accommodations will continue to become available, increasing considerably this spring. You’ll have access to our two-and-a-half glorious miles of pristine white-sand beaches, where you can take in our famous sunsets, world-renowned shelling, and incredible natural wildlife. While we continue to make progress on our recovery and rebuilding efforts, select areas of the resort remain under construction and some amenities will be more limited or modified than you are accustomed to.brbrIn addition to our private beach set-up and event programming, guests have access to Starbucks, several restaurants on Andy Rosse Lane, and two new food trucks:brbrTACOS POOLSIDE:brTacos at the pool Sounds good to us. This summer, indulge in a fusion of flavors at the Island Tacos food truck. Choose from a variety of tacos, nachos, and quesadillas. Plus, enjoy a special treat at sunset with our Shrimp Ceviche Cocktail.brbrSHELL CITY BURGERS:brDiscover delicious bites at the Shell City Burgers food truck this summer. From smash patties to local-inspired crab cakes and grouper filet sandwiches, you can grab and go or enjoy beachside with our outdoor seating.brbrYACHT HARBOUR & MARINA:brTop marina facilities at two locations. Yacht Harbour & Marina and Bayside Marina, home of dockage, a launch, rentals, and charters. We have a full range of amenities and services for you and your crew. A friendly and helpful Dockmaster and staff.brbrCART RENTALSbrEmbark on an adventure of island exploration by taking the wheel of our new EZGO carts. With four- and six-passenger carts available, your journey awaits!brbrGUEST SAFETY & CONSTRUCTION NOTICEbrTo ensure the safety and well-being of our guests, please be aware the resort is currently undergoing significant construction and improvements to further restore and add new amenity spaces. During your stay, you may encounter heavy equipment moving along the roadways and association parking lots, and near private homes and villa drives. For those who are biking, walking, or jogging, please remain vigilant and aware of your surroundings.
Bed 5

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Bath 4

Bath

Sleep 12

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Exceptional(5)

$308.55

/ Nightly
Private Vacation Home

Beach Villa 2617: Captiva Island Paradise: Your Direct Gulf-View Villa Awaits

Captiva, Florida, United States

Your Captiva Sanctuary with Unforgettable Gulf Panoramas: Beach Villa 2617brbrDiscover pure island bliss at Beach Villa 2617, a beautifully reimagined 1-bedroom, 1-bathroom condominium, thoughtfully situated within the exclusive South Seas Resort community on Captiva Island. Perched on the second floor, this haven offers an unparalleled vantage point, showcasing captivating, unobstructed vistas of the Gulf of Mexico. Designed for ultimate relaxation, it provides a spacious living environment and every comfort needed for your idyllic Captiva escape.brbrHighlights of Your Stay:brGulffront Grandeur: Step onto your private, screened lanai and be instantly enchanted by the sweeping Gulf views. Imagine savoring your morning coffee with the sunrise painting the water, or toasting the sunset with the gentle rhythm of the waves as your soundtrack.brContemporary Comforts: Inside, a recently renovated interior welcomes you with a generously sized living area, appointed with comfortable furnishings – the perfect spot to unwind after a day of island adventures.brCulinary Corner: A fully equipped kitchen awaits your culinary endeavors, complete with all necessary appliances and cookware. Enjoy your homemade delights at the inviting dining table or opt for an al fresco experience on your Gulf-view lanai.brPeaceful Slumber: The primary bedroom offers a tranquil sanctuary featuring a plush king-size bed, ensuring a restful night's sleep, complemented by a convenient full bathroom.brConvenience at Hand: Benefit from easy elevator access to your unit and on-site, pay-per-use laundry facilities. Stay connected with complimentary wireless internet access.brAssociation Amenities: Indulge in a refreshing swim in the heated community pool, challenge a friend on the tennis court (additional fee may apply), or simply bask in the glorious Florida sunshine by the Gulf.brExplore Captiva's Charms: While this private rental does not include access to the broader resort amenities, you'll find an array of delightful local restaurants just beyond the resort gates. Embrace nearby Sanibel's natural splendor at the renowned J.N. Ding Darling National Wildlife Refuge or simply soak in the island's captivating, laid-back atmosphere.brbrImportant Considerations for Your Stay:brThis unit is located on the first floor (one flight up), accessible by elevator.brLaundry facilities are available for guest use on the lower level (coin/card operated).brPlease note that this is a privately managed condo. Guests of this unit do not have access to the full South Seas Island Resort amenities, including the resort's trolley, golf course, and specific resort restaurants located within the main gates.brHowever, you are welcome to enjoy the association pools, tennis courts (fee may apply), BBQ grills, and, of course, the stunning beach. Many wonderful dining and shopping options are conveniently located just outside the resort's entrance.brWhile elevators are typically operational, as mechanical systems, we cannot guarantee their continuous functionality throughout your stay. Refunds will not be issued in the event of an elevator malfunction.brPlease be aware that due to Hurricanes Helene and Milton, access to some amenities within the general area may be limited at the time of your stay.brFor your convenience, we've partnered with VayKLife to enhance your beach experience! This rental does not include beach chairs or umbrellas. Instead, you'll receive a credit to use towards renting essential beach gear like chairs, umbrellas, coolers, and wagons, delivered directly to your door. This allows you to pack lighter and select exactly what you need. A link to redeem your credit will be provided in your booking confirmation.brCurrently, there are no planned construction projects within the immediate South Seas Resort area. However, please be advised that should any unforeseen construction or maintenance occur during your visit, refunds will not be provided for disruptions beyond our control.brbrDon't just dream of paradise – experience it! Book your unforgettable Captiva Island getaway at Beach Villa 2617 today.
Bed 2

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Bath 1

Bath

Sleep 4

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Exceptional(20)

$757.79

/ Nightly
Private Vacation Home

Sandy Seas Villa - Just one home from the Sand

Captiva, Florida, United States

Welcome to our Captiva Island vacation rental home aptly named Sandy Seas Villa. As soon as you arrive, you will realize how special our vacation home is, being just one home from the sand. With plenty of room for up to 14 guests, your entire family and even some friends and extended family can share the experience for a fun-filled week or longer stay. The main level of the home features a spacious living area with a flat panel TV, a dining room with enough seating for the entire group, and an open kitchen that has everything you'll need to prepare meals and entertain. There are three bedrooms and three and a half bathrooms on the main level as well. Two of the bedrooms have queen beds while the third bedroom has two twin beds. Upstairs is a loft with a sleeper sofa and the master bedroom suite with a king-sized bed and en-suite bathroom with tub and a separate shower. There is a lounging deck off the master bedroom to soak up the sun. Off the main level, there is a wrap-around porch for lounging, relaxing, and reading your favorite book, or just enjoying a cup of coffee and viewing the gulf views. Downstairs is the expansive heated pool and pool area with plenty of seating and an outdoor shower. There's also a private suite with a king bed, a sleeper sofa, a TV, and a full bathroom. We do have a gas BBQ grill if you would like to cook up burgers, dogs, or your favorite BBQ. Beach towels are provided, and beach equipment is available through our partnership with VayKLife—so all you need to bring is yourselves! Be sure to re-book your stay and enjoy your vacation home away from home year after year.brPlus, we’ve recently added a brand-new hot tub to the beautiful pool area for even more relaxation during your stay.brbrImportant Note: This rental does not include beach chairs or umbrellas. Instead, we’ve partnered with VayKLife to provide you with a credit toward beach essentials like chairs, umbrellas, coolers, wagons, and more—so you can pack light and still enjoy everything you need for a perfect day at the beach. While some of our homes may have beach gear on-site, availability varies, and we cannot guarantee specific items will be provided. With VayKLife, you get to choose exactly what you need, and they’ll deliver it right to your door for added convenience. Your booking confirmation includes a link to VayKLife’s site, where you can browse their full selection and easily redeem your credit. It’s just one of the ways we help make your stay as seamless and enjoyable as possible.brbr***Due to the aftermath of the storms Helene and Milton, the island is currently in a restoration phase. Please be aware that amenities may not be open or readily accessible during your visit, including limited restaurant options and activities. Additionally, nearby ongoing construction may create noise and other disturbances that we have no control over.***br 
Bed 5

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Bath 5

Bath

Sleep 14

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$437.11

/ Nightly
Private Vacation Home

Heart of Captiva 4BR home; private sandy lane 254 steps to beach, restaurants!

Captiva, Florida, United States

The Lucky Pelican is our family’s 4 br /2 bath, spacious home with coastal-inspiredbrinterior design and wonderful outdoor spaces as well. The Lucky Pelican was freshly updatedbrin 2026, with Crate & Barrel furnishings and design, new appliances and new outdoor seating areas in the front, side and rear of the home. Located on popular Wightman Lanebron beautiful Captiva Island, it is an enjoyable three minute (254 steps) walk down thebrsandy lane to the beach and Captiva’s famous shells, warm Gulf waters, aquatic wildlifebrand of course, the glorious Captiva sunsets and The Mucky Duck.brbrAfter staying at this home as guests of the prior owner (Rick’s Retreat) in 2019, our familybrwas thrilled to take on bringing it back to life in 2025 following Captiva’s weather eventsbrin the prior year. We were able to enjoy the property as a family for the holidays in 2025brand now we have begun offering the Lucky Pelican for weekly rentals. Our home offers a calm, tranquil interior and versatile indoor/outdoor spaces to fully enjoy Captiva. Lucky Pelican is perfect for couples, families or friend groups and sleeps up to 8 comfortably.brbrThe Lucky Pelican offers tropical landscaping and natural privacy and is set back off ofbrthe quiet private Wightman Lane (only resident vehicles are permitted). The exterior of our home is intended to provide morning and evening enjoyment while supporting beach trips, outdoor grilling, and relaxation. We have a shell stone dedicated parking area for two vehicles off of Wightman Lane. Our front patio has new white tile and modern comfortable outdoor seating with a large coffee table making outdoor coffee, cocktails or informalbrdining enjoyable. Just off this tile patio, there is an open outdoor exterior shower and/or foot shower for your convenience. A few steps away there is also an exterior beach shed stocked with chairs, an umbrella and assorted beach toys for your use.brbrThe heart of the home is built around an open floor plan with a combined family room, dining room and kitchen concept. The layout keeps things breezy and bright, with windows and glass doors combining to create a relaxing atmosphere. The family room has a new 85” television and plenty of board games surrounded by ample seating with a large couch and multiple comfortable chairs. The updated kitchen offers sunny blue tilework, new top-quality appliances and fun amenities which include a pebble ice-maker and a Ninja SLUSHi (recipe book provided).brbrThere are four bedrooms in our home, with the Primary Bedroom being located in thebrrear of the house with a private lanai accessible from the room. The Primary Bedroombrhas a king bed and a large walk-in closet, and through the sliding glass doors you enterbrthe lanai which offers a wonderful and private fully screened in space that contains twobrchairs and a small table. The primary bathroom has a shower and tub.brbrThe second bedroom has a queen bed and bright light from multiple windows. The thirdbrbedroom has two twin beds with a cheerful décor and design. The fourth bedroom has abrqueen bed and a wall of light leading out to a side patio. The sliding glass doors let youbrenjoy this patio for two that is a perfect spot for a morning coffee, an evening glass of wine,bror just a moment to take a break.brbrWe also have a full sized washer and dryer.brbrOne of our favorite things about the location of our Lucky Pelican is its proximity to some amazing restaurants and amenities on Captiva, allowing you to park your car and forget about it for your stay. The Mucky Duck, Cantina Captiva, Keylime Bistro, The Green Flash, the Bubble Room, Starbucks, and more are all within a five minute walk. Just around the corner is The Island Store, a small grocery store for any last minute items you might need, and a coffee and ice cream shop sits at the end of our street at Boop’s Ice Cream Parlor & Cafe. brbrA short drive away by car to nearby Sanibel allows you to take in more amazing beaches and shelling or visit the J.N. “Ding” Darling National Wildlife Refuge. And finally, we cannot say enough about the sunset tradition on Captiva, where so many island residents make their way to saybrgoodbye to the sun each day, and to enjoy the camaraderie of the island.
Bed 4

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Bath 2

Bath

Sleep 8

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$983.24

/ Nightly
Private Vacation Home

No Plans III. Spectacular Sunsets. Private multilevel designer home with heated pool and spa

Captiva, Florida, United States

Spectacular Sunsets. Private multilevel designer home with heated pool and spabrMultilevel Designer Home with plenty of room for family. Multiple living areas and plenty of outside areas to enjoy. The home has amazing Sunrise and Sunset views. Walk or take the golf cart to the beaches or relax in the private heated pool with an overflow spa. In addition, expanded lot with plenty of outdoor space to enjoy!!brbrNo Plans III is a luxury 2700 square-foot beach house with a private pool and 2 golf carts!!!brbrEnjoy No Plans III, an architectural delight providing a standard of living second to none. This lovely beach-view home has no shortage of quality and award-winning elegance. The designers of this beautiful home intentionally named this model, The Deck House, providing numerous decks off every level. The combination of interior elegance and exterior delight blend together seamlessly as it was always meant to bebrbrAs you enter into the No Plans III beach house you will be taken away by the combination of elegance and comfort visualizing the beautiful living room furnishings and décor. Truly a delight. This high standard of living is well complemented by an abundance of open space for entertaining. Leather couches and love seats and Old Florida-style paddle fans throughout.brbrOn the upper level is a lovely gourmet kitchen with top-of-the-line appliances, an RO system, an ICE maker, and much more. A formal dining room with glass windows from floor to ceiling for dramatic views of the emerald waters of the Gulf of Mexico. Multiple living rooms can be found on the 1st and 2nd floor for more entertaining and offer additional sleeping capacity with 3 pullout beds.brbrThe 3 large bedrooms are lavishly furnished and equipped. A 4th sleeping/bed area is on the 3rd level in the Sky lounge crew nest for peace and tranquility with a panoramic view of the Gulf of Mexico and Island scenery.brbrWelcome to No Plans III!brCheck in after 4:00 PMbrMinimum age to rent: 30brCheck out before 9:00 AMbrChildren allowed: ages 0-17brNo events allowedbrSmoking is not permittedbrNo pets allowed
Bed 4

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Bath 3

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$4297.72

/ Nightly
Private Vacation Home

5BR North Captiva Estate Sleeps 19 with Pool & Dock

Captiva, Florida, United States

Welcome to Mangrove Manor, a premier waterfront estate located directly on the Pine Island Sound beach on North Captiva Island. This expansive home offers breathtaking sunrise and sunset views, nearly 360-degree island and water vistas from multiple levels, and direct access to your own private beach just steps from the front door.brbrProfessionally hosted as an Admiral Home by The Island Club, Mangrove Manor is designed for large families, multi-family vacations, and group gatherings seeking luxury, space, and unforgettable island scenery. Guests can relax by the private pool and spa, enjoy wildlife viewing from the dock, or gather across the home’s multiple indoor and outdoor living areas.brbrTHE SPACEbrbr5 Bedrooms | 5+ Bathrooms | Sleeps up to 19brbrPRIMARY MASTER SUITE (SECOND FLOOR)brbrKing-size bed with six large pillowsbrbrLuxurious en-suite bathroom with walk-in stone shower and soaking tubbrbrPeaceful private retreat with water viewsbrbrQUEEN BEDROOMSbrbrThree queen-size beds with pillows and linens providedbrbrComfortable and private sleeping spaces ideal for couples or adult guestsbrbrBUNK AND FLEX SLEEPING AREAbrbrFour full-size bedsbrbrOne twin-size bedbrbrGreat setup for children, teens, or flexible group sleepingbrbrADDITIONAL SLEEPING OPTIONSbrbrTwo full/queen-size sleeper sofasbrbrIdeal for extended family or overflow guestsbrbrLIVING AND GATHERING AREASbrbrMultiple living rooms across levelsbrbrElevator access to all floorsbrbrTwo full bars for entertainingbrbrKITCHEN AND DININGbrbrGourmet kitchen with gas rangebrbrFully equipped for large-group meals and gatheringsbrbrOUTDOOR LIVINGbrbrPrivate pool and spabrbrPrivate boat dock with seatingbrbrExcellent wildlife viewing, including dolphins and ospreybrbrDirect private beach access just steps from the homebrbrIf you have questions about layout or sleeping arrangements, our team is happy to assist.brbrPROPERTY ACCESSbrbrGuests enjoy full private access to the entire home, including all interior living spaces, elevator, private pool and spa, dock, outdoor areas, and private beach access.brbrOne golf cart is included with your stay for convenient island transportation.brbrGuests also enjoy full access to Island Club amenities, including:brbrTwo swimming poolsbrbrHot tubbrbrArcade roombrbrLuxury bathrooms and showers at the poolbrbrHalf-court outdoor basketballbrbrKayaksbrbrStand-up paddleboardsbrbrFat tire beach bikesbrbrBeach chairs and beach umbrellasbrbrINTERACTION WITH GUESTSbrbrWe respect guest privacy while remaining readily available whenever assistance is needed.brbrAs an Admiral Home, your stay includes full support from The Island Club team. Our on-island staff can assist with ferry coordination, luggage assistance, grocery delivery, golf cart questions, dock usage guidance, and personalized local recommendations.brbrNEIGHBORHOOD OVERVIEWbrbrMangrove Manor is located on North Captiva Island, a secluded, car-free barrier island known for pristine beaches, abundant wildlife, and relaxed Old Florida charm.brbrThis Pine Island Sound–front setting offers calm waters ideal for boating, kayaking, fishing, and wildlife viewing, while remaining close to open Gulf beaches.brbrGETTING AROUND / TRANSITbrbrIsland Access: North Captiva is only accessible by boat or small private plane. No cars are allowed. Parking at the mainland Welcome Center is $10 per day.brbrGolf carts are the primary mode of transportation on the island. One golf cart is included with this home.brbrThe nearest commercial airports are Fort Myers (RSW) and Punta Gorda (PGD). Guests should plan ahead for groceries and essentials, as on-island shopping options are limited.brbrIMPORTANT NOTES AND HOUSE RULESbrbrLuggage Assistance Included (Admiral Home):brAs an Admiral Home guest, luggage assistance is included with your stay. An Island Club team member will load your luggage onto the ferry and deliver it directly to the home upon your arrival. A team member will also be waiting at the ferry dock to assist and ensure a smooth arrival experience.brbrGolf Cart Damage Deposit:brA $2,000 pre-authorization damage deposit hold will be charged to your card on file three days before check-in and released within one week after checkout, pending golf cart inspection.brbrAdditional Notes:brbrPrivate boat dock available for guest usebrbrElevator access to all floorsbrbrPlease stock up on groceries and essentials before arrival or arrange deliverybrbrHouse Rules:brbrNo pets permittedbrbrNo smoking inside the homebrbrNo parties or events allowedbrbrQuiet hours are from 10:00 PM to 8:00 AMbrbrCheck-in at 4:00 PM and check-out at 10:00 AMbrbrGuests must follow all local laws and guidelines designed to protect North Captiva Island’s wildlife and natural environment
Bath 5

Bath

Sleep 17

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$694.12

/ Nightly
Private Vacation Home

Smugglers Hideaway - Private Pool & Hot Tub

Captiva, Florida, United States

Welcome to your private island retreat on North Captiva Island! This stunning 3-bedroom, 3-bathroom home offers the perfect blend of comfort and luxury, complete with a private pool, hot tub, and spacious outdoor seating area to soak in the island breeze.brbr The Space:brbr3 Bedrooms, 4 Beds – Sleeps up to 8 guestsbrbr3 Bathrooms – Modern and well-equippedbrbrPrivate Pool & Hot Tub – Relax and unwind in your tropical oasisbrbrOutdoor Lounge & Dining Area – Perfect for morning coffee or sunset cocktailsbrbrGolf Cart Included with home!brbrLocated within walking distance to the beach, Island Club, and Nature Preserve, Smugglers Hideaway provides easy access to North Captiva`s pristine attractions. As Island Club members, guests enjoy pools, hot tub, bikes, kayaks, paddle boards, and more. Travel by golf cart or bicycle on sandy native trails, as the island offers no cars or paved roads. brbrExperience the charm of `Old Florida` with just enough amenities to suit your needs. Smugglers Hideaway is fully equipped with resort-style luxuries, including beach towels, spices, and coffee. The island`s peaceful ambiance and natural beauty provide the perfect backdrop for shelling, fishing, and bird watching. brbrAccess the island by ferry, private boat, or small plane, with the nearest airport in Fort Myers. Be sure to stock up on supplies, as local amenities are limited. Embrace a slower pace and create unforgettable memories at Smugglers Hideaway where relaxation and adventure await.brbrWhether you`re here for a family vacation, romantic getaway, or adventure with friends, this home has everything you need for an unforgettable stay. Book now and experience the magic of island living! ☀️ ️
Bed 3

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Bath 3

Bath

Sleep 8

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$654.26

/ Nightly
Private Vacation Home

☀️ Osprey`s Nest | Relaxing Coastal Pool Retreat | Sunset Cruise & Ferry Travel Included

Captiva, Florida, United States

☀️ Osprey`s Nest | Relaxing Coastal Pool Retreat | Sleeps 6 - Includes a Sunset Cruise for all guestbrNorth Captiva is Only accessible by boat or small plane- renting this property will Include your travel ferry tickets. br Welcome to Osprey`s Nest—a bright and breezy 3-bedroom, 2-bathroom pool home just minutes from the ocean. Perfect for families or friends looking for a laid-back escape, this stylish retreat offers comfort, space, and all the coastal vibes you need for the ultimate getaway. What You’ll Love: • Private pool & rooftop deck for sunset views • Family-friendly layout with room for 6 guests • Just a short drive to beaches, shops, and restaurants • Fully equipped kitchen & outdoor grill for home-cooked meals • Pet-friendly (on request!)—so bring your furry friends along Sleeping Arrangements: • Bedroom 1: King bed, private bathroom, smart TV, and large closet • Bedroom 2: Two twin beds + smart TV • Bedroom 3: Queen bed with balcony access & rooftop deck entry Bathrooms: • Master ensuite with walk-in shower • Shared bathroom with a tub—great for kids Cook, Chill, Repeat Our modern kitchen is fully stocked with everything you need—coffee makers (yes, plural!), blender, toaster, spices, and even wine glasses for your sunset toasts. Enjoy meals indoors or out by the pool. Work & Stream Ready Fast WiFi, smart TVs in key rooms, and a laptop-friendly desk make remote work a breeze. Outdoor Fun Lounge by the private pool, fire up the BBQ grill, or catch the ocean breeze from the rooftop deck. Pet-Friendly We welcome well-behaved pets on request. Let us know if you’d like to bring your four-legged family member. Easy Parking & Access Free parking available. Entire home is yours—no shared spaces.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(29)

$1275.75

/ Nightly
Private Vacation Home

Luxury Beach Escape, Private Pool, Golf Cart Included, Limited Spring Dates!

Captiva, Florida, United States

Welcome to Gulf Swells & Sea Shells – your ultimate oceanfront haven! Completely renovated, this stunning Large, 5-bedroom, 5-bathroom pool home offers an expansive 2,560 square feet of pure comfort and elegance. Unlike other rentals, our home grants you genuine actual oceanfront views from within, so you won't miss a single moment of the breathtaking scenery. Leave your worries behind as you relish direct beach access right from the property – no need for carts! Say goodbye to endless stair climbs; here, ocean vistas grace the kitchen, living, and master bedroom areas. With a private heated pool and serene screened decks, every second promises relaxation. Immerse yourself in the tranquil symphony of the ocean's soothing waters. Your extraordinary oceanfront escape awaits!brbrGulf Swells & Sea Shells presents a reverse floor plan with four bedrooms, three baths, and a laundry room on the main level. The second floor boasts a full bath, all new kitchen appliances and furniture with beautiful views of the ocean. It is the perfect backdrop as your friends and family gather together. The fully remodeled master bedroom is located off the great room and features a king-sized bed complete with Gulf views for your viewing pleasure. brbrIncluded with your rental of Gulf Swells & Sea Shells:br- One 4-seat golf cartbr- Newly remodeled Kitchenbr- Bedding and linensbr- Bath and Beach towelsbr- Beach cart, and 4 chairsbr- Garbage bagsbr- Iron and ironing boardbr- A basic supply of Shampoo, toilet and facial tissuesbr- Paper towelsbr- Soap (hand, kitchen, dishwasher, and laundry)br-Gas Grillbr-Pinball machine accepts quarters and dollar billsbr-Ping Pong Tablebr-Corn HolebrbrNot included with your rental:br- Transportation to and from the airportbr- Water taxi to and from North Captiva Islandbr- Food, beverages, seasonings, storage bags, shampoo, and body soapbrbrDue to local wildlife ordinances we ask that you turn off exterior lighting at night when not in use outdoors. For this reason and for your security we have placed 7 exterior blink cameras outside the home. They are motion activated and located above the front steps to cover property entrance and golf cart, one located on the NE upper corner of the front porch to cover front door, porch steps and porch entry, up high attached to fascia on the south east corner of the home covers east side of property, water tanks and ac units, one located under the house by facing SW to cover storage area, Garage and utilities under the home and 3 cameras located on the roof fascia points facing the NE section of the lot the NW sections of the lot and the SW sections of the lot. No cameras are pointed directly into the pool. There are no cameras located inside the home. Cameras are for your security. Please note patio doors in the master bedroom to the exterior decks are locked for guest safety.
Bed 5

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Bath 5

Bath

Sleep 10

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Exceptional(45)

$6002.41

/ Nightly
Private Vacation Home

SeaOatsCaptivaIsland: Private Waterfront Estate, Beach, Pool, Dock & Pickleball

Captiva, Florida, United States

BOOK YOUR EPIC SUMMER 2026 VACATIONbrbrDiscover the Unparalleled Elegance of Sea Oats Luxury Estate on Captiva Island – Your Ultimate Luxury Vacation Rental for Large GroupsbrbrEscape to the serene shores of Captiva Island and experience the height of luxury vacation living at Sea Oats Luxury Estate, the largest private waterfront rental on Captiva and Sanibel Islands. Recognized as the #1 Best Beach House Rental in Florida by Coastal Living Magazine, this expansive exclusive waterfront estate is the perfect setting for family reunions, corporate retreats, weddings, and group getaways.brbrAs part of the prestigious Drip Castle Estate Collection, the nation’s leader in large luxury vacation rentals, Sea Oats represents the finest in private estate accommodations. The collection is renowned for curating the most exclusive high-end vacation homes for discerning travelers, ensuring unparalleled service, amenities, and privacy.brbrA Legacy of Luxury brSpanning nearly four gated waterfront acres, Sea Oats offers 11 bedrooms and 12 bathrooms, comfortably accommodating up to 30 guests. The estate's design seamlessly blends upscale elegance with the natural beauty of Captiva Island, providing an exclusive retreat for those seeking privacy, tranquility, and sophistication.brbrDesigned for multi-generational travel, executive retreats, and destination events, the estate boasts resort-style amenities, world-class service, and the utmost exclusivity. Whether you're celebrating a milestone, planning a corporate gathering, or simply looking for a luxury vacation home for large groups, Sea Oats offers an unparalleled experience.brbrArchitectural GrandeurbrEvery space within this luxury group rental has been thoughtfully designed to foster togetherness while offering serene privacy. The estate’s open-concept living areas feature plush furnishings, stunning artwork, and panoramic bayfront views, creating an inviting and sophisticated atmosphere for relaxation and entertainment.brbrVaulted ceilings, floor-to-ceiling windows, and elegant coastal décor bring in natural light and spectacular water views. Multiple indoor and outdoor lounge spaces provide ample opportunities for intimate conversations, group activities, or moments of quiet reflection.brbrGourmet Chef’s KitchenbrThe private chef’s kitchen is a culinary dream, equipped with high-end appliances, expansive countertops, and a spacious island perfect for catering events, large family dinners, or cooking classes. Guests can choose to cook themselves or arrange for a private chef through our concierge service.brbrThe kitchen flows seamlessly into a bright and airy dining area, where a long dining table seats large groups comfortably. Imagine enjoying gourmet meals with family and friends while soaking in breathtaking views of the estate’s tropical grounds.brLuxurious Bedroom SuitesbrEach of the 11 bedrooms serves as a private retreat, offering a perfect blend of comfort and refinement. From bayfront king bed master suites to spacious bedrooms ideal for your most discerning guests and a bunk room for children, everyone will find a space tailored for rest and rejuvenation.brbr1. Spacious king and queen suites with plush bedding and elegant décorbr2. Private balconies with panoramic viewsbr3. Luxury linens and spa-quality Molton Brown bath productsbr4. Custom-designed ensuite bathrooms with soaking tubs and rain showersbrbrThe spa-inspired ensuite bathrooms provide an added level of indulgence, featuring designer fixtures, dual vanities, and oversized walk-in showers. Every detail has been carefully curated to provide a high-end resort experience within the privacy of your own estate.brbrOutdoor OasisbrStep outside to lush, tropical grounds, where private resort-style amenities await. The oversized heated and chilled pool is a stunning focal point, providing a refreshing escape from the Florida sun. Relax in the bayfront hot tub or take advantage of the exclusive beach path just steps away.brSea Oats is surrounded by pristine landscaping, including swaying palms, vibrant tropical flowers, and natural pathways leading to tranquil waterfront seating areas. Enjoy morning coffee on the sunrise deck, host an elegant evening cocktail hour, or unwind in one of the cozy outdoor lounges.brbrExclusive Private BeachbrSea Oats offers private Gulf-front beach access, allowing guests to enjoy the soft sands and warm waters. The estate provides beach chairs, umbrellas, and water toys, ensuring a perfect day by the sea for guests of all ages.br1. Private pathway to the beachbr2. Umbrellas and lounge chairs--beach set up available br3. Secluded setting with breathtaking sunset viewsbr4. Beach Volleyball setup and equipmentbrbrEndless Activities & RecreationbrFor those seeking adventure, this luxury estate rental features an array of private resort amenities, including:brbr1. Lighted tennis and pickleball courtbr2. Half basketball courtbr3. Kayaks and paddleboards for bay explorationbr4. Fishing dock with stunning viewsbr5. Private boat charter options through our conciergebr6. Ping Pong table under the pergolabrbrSea Oats offers the best of both worlds—a peaceful retreat with access to thrilling outdoor activities. Explore the Gulf waters on a private boat charter, book a deep-sea fishing excursion, or enjoy a sunset and dolphin cruise.brbrFitness & WellnessbrStay active in the private home gym, featuring top-tier fitness equipment, including a Peloton bike, free weights, and cardio machines. The gym’s large windows provide inspiring views of the lush estate grounds, making workouts a pleasure.brFor those seeking relaxation, guests can book on-site spa treatments, including private yoga sessions, guided meditation, and in-home massages, all arranged through our concierge service. Whether you’re maintaining your fitness routine or indulging in self-care, Sea Oats offers everything needed for a wellness retreat experience.brbrEntertainment for AllbrSea Oats is designed for luxury group vacations with entertainment in mind. Guests can enjoy:brbr1. Private media room for movie nightsbr2. Foosball, board games, and morebr3. Great Room with a cozy reading nookbrbrFamilies, friends, and colleagues will find plenty of indoor and outdoor entertainment options to keep everyone engaged throughout their stay.brbrCustomized ExperiencesbrAs part of the Drip Castle Estate Collection, Sea Oats offers a dedicated concierge service to curate your perfect stay. We provide:brbr1. Private chef services and in-home cateringbr2. Sunset cruises and deep-sea fishing excursionsbr3. Luxury transportation and fishing or eco-tour chartersbr4. Curated island experiences, including wildlife toursbrbrOur expert concierge team ensures that every detail is handled with care, creating a seamless and unforgettable experience.brbrPerfect for Special EventsbrSea Oats Luxury Estate is an ideal event venue for corporate retreats, milestone celebrations, and family reunions. The expansive outdoor spaces and breathtaking waterfront backdrop set the stage for unforgettable moments. Our experienced event planning team ensures a seamless experience tailored to your vision.brbrBook Your Exclusive StaybrFor those seeking the ultimate luxury vacation rental for large groups, Sea Oats Luxury Estate is the perfect choice. Contact us at 866.951.5016 to plan your high-end retreat, corporate event, or multi-family getaway in one of Florida’s most breathtaking destinations.
Bed 11

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Bath 11

Bath

Sleep 30

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$666.68

/ Nightly
Private Vacation Home

Watch the amazing sunset from your livingroom- directly across from the beach

Captiva, Florida, United States

Watch the amazing sunset from your own screened in Lanai directly across from the beach.brbrThe 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, tile, a flat screen TV and comfortable couch. 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. The first large guest suite has one king size bed, a flat screen TV and large double closet. The spacious second guest room has a bunk bed set up with two full beds including a twin trundle, a flat screen TV and a soft beach décor. The best of both worlds Captiva Shores” stretches from Gulf to Bay, has boat dockage in your backyard, 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. New New New, this property has been updated with new paint and new furniture creating a stunning interior to match the stunning views!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)!
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(24)

$1066.22

/ Nightly
Private Vacation Home

Bayfront Luxury Home with Private Pool, Spa & Panoramic Views

Captiva, Florida, United States

Watch the sky explode in brilliant shades of gold and amber as the sun rises over the bay — welcome to Nirvana Sunrise, a stunning bayfront vacation home on Captiva Drive with an extraordinary 120 feet of bay frontage. This is one of those rare properties where the views alone are worth the trip, and everything else — the private heated pool, the spacious 4-bedroom layout, and the short walk to the Gulf of Mexico beach — makes it an absolutely exceptional choice for your Captiva Island getaway.brbr Nirvana Sunrise sits directly on Pine Island Sound, offering 120 feet of serene bayfront access with breathtaking water views from multiple rooms and outdoor spaces. Watching pelicans skim the glassy bay at dawn, spotting osprey hunting from the treetops, and witnessing the nightly spectacle of a Captiva sunset reflecting across the still water are among the daily pleasures that make staying here feel like an extraordinary privilege.brbr ️ Four generously appointed bedrooms — two primary king suites, a queen room, and a room with two twin beds plus a sleeper sofa loft — accommodate up to 10 guests across three full bathrooms. The dual primary suites are a standout feature, offering two couples or two families the luxury of their own private retreats within the same home. brbr The private heated pool shimmers in the Florida sunshine, a perfect complement to the tranquil bay views beyond. A gas grill is ready for lazy afternoons grilling fresh Gulf seafood under the swaying palms while the water sparkles in the background. brbr☀️ And when the call of the Gulf becomes irresistible, the beach is a short walk away — with beach chairs and umbrellas provided so you can set up your perfect spot on the sand without lugging a thing.brbr A full kitchen with Keurig, full cookware, and all the essentials makes in-home dining convenient and enjoyable. Central A/C, WiFi, linens, beach towels, and a washer/dryer are all included. brCaptiva Drive connects you to the heart of the island's finest dining and shopping in Captiva Village, just a short drive or bike ride away. From here, you're also close to the Ding Darling National Wildlife Refuge — a world-class birding and kayaking destination right in your backyard.brbrReady to plan your stay at Nirvana Sunrise Use the availability and booking tools on this listing to review available dates, pricing, and reservation details through the platform.brbr❓ Frequently Asked Questionsbr How far is Nirvana Sunrise from the beach brNirvana Sunrise is a bayfront property on Captiva Drive with 120 ft of bay frontage. The Gulf beach is a short walk away. Beach chairs and umbrellas are provided.brbr Is Nirvana Sunrise pet-friendly brPets are not permitted at Nirvana Sunrise.brbr Does Nirvana Sunrise have a private pool brYes! Nirvana Sunrise features a private heated pool overlooking the bay, plus a gas grill.brbrHow many guests can stay at Nirvana Sunrise brNirvana Sunrise accommodates up to 10 guests in 4 bedrooms (2 king suites, queen, 2 twins + sleeper sofa loft) and 3 baths.brbr What is the minimum stay at Nirvana Sunrise brThe minimum stay is one week, Saturday to Saturday.brbr Is Nirvana Sunrise a non-smoking property br Nirvana Sunrise is a non-smoking property.brbr What amenities are included at Nirvana Sunrise brAmenities include 120 ft of bay frontage, private heated pool, gas grill, full kitchen, Keurig, central A/C, linens, beach towels, washer/dryer, WiFi, and beach chairs/umbrellas.brbr How do I reserve Nirvana Sunrise brUse the availability and booking tools on this listing to check dates, review pricing, and reserve Nirvana Sunrise through the platform.brbrPolicies include, but are not limited, to a 4% credit card / debit card conveniencebrfee and $255.00 cancellation fee (plus applicable tax).brYou may cancel your reservation up to 120 days before arrival and your paymentsbr(excluding the reservation fee and applicable tax) will be refunded.brAfter this date, no cancellations are allowed and no refunds will be made.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

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