Home Vacation Rentals By Owner In Captiva, FL

Showing 20 Of 375 Vacation Rentals
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Exceptional(114)

$802.8

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Private Vacation Home

Perfect Placement, A beautiful beachfront home

Captiva, Florida, United States

This beautiful home (sleeps 6 adults and 4 children) is extremely close to the ocean and a Florida sugar sand beach which is often uninhabited except by wading birds, ghost crabs, osprey and snook. This property features direct beach access so you can walk right onto the beach and into the Gulf of Mexico located about 100 steps from our front door. North Captiva Island features some of the most secluded beaches in the continental United States. Many times of the year, your family may be the only ones on the beach.brbrNorth Captiva Island is only accessible by water taxi and there are no cars on the island. Transportation on the island is by golf cart which is provided with your rental, walking or bicycle. There are no paved roads, only sandy paths winding through tropical vegetation. It is truly a unique setting. Palm trees, gumbo limbo trees and beautiful flowers are everywhere.brbrOur favorite activities are fishing, shelling, swimming and exploring the beach and state land. There are a large number of wading birds, gopher tortoises, raccoons, brown pelicans, osprey, egrets, cormorants, bald eagles, ibis and sanderlings. There are two very nice swimming pools maintained by our island club a short walk or golf cart drive from our house. Kayaks and bicycles are also available at no charge through the island club. Tarpon, sea trout, red fish, snook, and snapper may be caught from the shore. Shelling is a daily activity on the island. North Captiva is often described as the shelling capital of North America.brbrOur house, Perfect Placement, is beautifully appointed and completely remodeled after hurricane Charlie. The kitchen is large and modern with Corian counters, new appliances and gulf views. The house is large enough that 2 families of four can stay comfortably. There are 2 bedrooms on the first floor: a master bedroom with a gulf view and a guest bedroom with a double bed. There are 2 full baths on the first floor. On the second floor there is a large bedroom with a private porch and an excellent gulf view which could serve as a second master bedroom. There is also a bunk bed room with 2 sets of bunk beds providing sleeping for 4 children. Both bedrooms share a hall bath.brbrBecause the house is on the west shore of North Captiva we are often witness to stunning sunsets which can be observed from your bedroom or the back deck. Don't forget your camera to help capture some memories. If you are lucky you may see Dolphin playing in the surf, Tarpon showing past the first breakers and the legendary stoop of the brown pelican fishing. This has got to be one of the prettiest and most unusual places you will ever see.brbrKeywords: House, beachfront, family vacation
Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(104)

$752.63

/ Nightly
Private Vacation Home

Beach's Edge, On the beach

Captiva, Florida, United States

This beautiful home is right on the Florida sugar sand beach, which is often uninhabited except by wading birds, ghost crabs, osprey and snook. This property features direct beach access so you can walk right onto the beach and into the Gulf of Mexico. North Captiva Island features some of the most secluded beaches in the continental United States. Many times of the year, your family may be the only ones on the beach.brbrNorth Captiva Island is only accessible by water taxi and there are no cars on the island. Transportation on the island is by golf cart which is provided with your rental, walking or bicycle. There are no paved roads, only sandy paths winding through tropical vegetation. It is truly a unique setting. Palm trees, gumbo limbo trees and beautiful flowers are everywhere.brbrOur favorite activities are fishing, shelling, swimming and exploring the beach and state land. There are a large number of wading birds, gopher tortoises, raccoons, brown pelicans, osprey, egrets, cormorants, bald eagles, ibis and sanderlings. There are two very nice swimming pools and hot tub maintained by our island club a short walk or golf cart drive from our house. Kayaks and bicycles are also available at no charge through the island club. Tarpon, sea trout, red fish, snook, and snapper may be caught from the shore. Shelling is a daily activity on the island. North Captiva is often described as the shelling capital of North America.brbrOur house, Beach's Edge, is beautifully appointed and newly updated. The kitchen includes new stainless steel appliances and gulf views. The living room includes new leather couches and flat screen TV. There are 2 bedrooms on the main floor: a master bedroom with a gulf view and a guest bedroom with two bunk-beds. There is one full bath on the main floor. brbrBecause the house is on the west shore of North Captiva we are often witness to stunning sunsets which can be observed from your bedroom or the back deck. Don't forget your camera to help capture some memories. If you are lucky you may see Dolphin playing in the surf, Tarpon showing past the first breakers and the legendary stoop of the brown pelican fishing. This has got to be one of the prettiest and most unusual places you will ever see.brbrKeywords: House, beachfront, family vacation
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(33)

$508.33

/ Nightly
Private Vacation Home

Sunset Captiva 17 Captiva Island Beach Side home with pool/dock/tennis

Captiva, Florida, United States

Sunset Captiva is one of the most popular vacation spots in Captiva Island, Florida. Sunset Captiva 17 is a perfect choice for your upcoming Captiva Island Vacation. Our vacation rental home has recently been completely updated with new paint, furniture, bedding and more. The spacious living area has a nice and open feel with an a nearby dining area and full kitchen. There are sliding doors leading to the expansive screened lanai. The main level of our home has a half bathroom as well. Up the stairs is the master bedroom suite with a very comfortable king sized bed, en-suite bathroom and sun deck. The second level also features a guest bedroom with an all new king sized bed, en-suite full bathroom and a small alcove in between the bedrooms with a bunk bed for additional guests. Sunset Captiva community features great amenities including a large heated pool, bbq grills, tennis courts, direct beach access and even boat dockage (fee applies). With it's Village Area location you can also park at the home and walk to the beach as well as nearby shops and restaurants.brUpcoming Projects:brPool and Pool House renovation occurring approximately August 18, 2025 - September 30, 2025. Dates may change without notice. brbrThe dock for Sunset Captiva is currently available dusk to dawn as electric has not yet been established. Contact office for docking information
Bed 3

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Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(36)

$1528.63

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Private Vacation Home

FULLY RESTORED AND BACK TO 5-STAR REVIEWS FOR 2025-6!

Captiva, Florida, United States

A Tuscan villa located in the heart of Captiva Village, with all the amenities to accommodate a multi-generation family vacation.brbrJust steps away from the blue water beaches and in the heart of Captiva Village is this luxury home featuring 5 bedrooms, 5 ensuite bathrooms, 4 balconies, a heated pool, infinity hot tub, gourmet kitchen, laundry room, large dining table, outdoor eating areas, outdoor grilling area and a covered bar by the pool. This home also has a elevator if anyone in your party needs assistance with the stairs.brbrCaptiva Attitudes has 4 king beds and 3 queen beds. Your rental includes all linens, towels, beach towels, beach chairs, beach umbrellas and a beach cart ... for no additional fee!brbrThe gourmet kitchen features a 6 burner gas stove, granite countertops, 2 large refrigerators, dishwasher, wall oven and two sinks. We also provide a Keurig coffee maker, microwave and other kitchen essentials.brbrWith over 4,000 square feet of professionally decorated living space, this luxury vacation home has been well stocked with your needs in mind.brbrbrAndy Rosse Lane is the heart of Captiva Island and just steps away from beach, the bay, island grocery market, coffee/ice cream store, watercraft rentals, golf cart rentals, fishing charters, an art gallery and world-renowned restaurants. brbrThis luxury private home is new to the vacation rental market in 2021.brbrGreat for multi-generational families.br
Bed 5

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Bath 5

Bath

Sleep 12

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Exceptional(3)

$547.07

/ Nightly
Private Vacation Home

Escape to SALTWATER&SUNSETS -Newly Remodeled-Pool & Club Access

Captiva, Florida, United States

br As soon as you step on one of the BOAT FERRIES THAT DELIVERS you to the island let your cares melt away, enjoy the lull of the boat and the smell of the fresh salt water. Sandy lanes will lead you to our newly remodeled 2 bedroom 2 bathroom home, Saltwater & Sunsets, on North Captiva which is ready for you to enjoy your island stay. ***Our home is happy to welcome you and ready for guests...but the island is still in some areas recovering from the hurricanes and you may see and hear construction. The Island Club included with stay is in great condition and the beautiful beach is just down the lane. brThe newly decorated home reflects the charm of the island while keeping comfort at the heart of your stay. Each bedroom has its own attached full bath with luxury shower heads. The living area has a comfortable sectional sofa with a large TV and 2 lounge chairs for relaxing. Our newly designed kitchen is equipped for your meal prep and ease of use for memorable meals around a counter height butcher block table. If you prefer to dine out try the restaurant at the Island Club, OTW (Over the Waterfront) or hire one of the private chefs to deliver a tasty meal to the house. brYou can also dine outside at our 6 person polywood dining table or just rest in a lounge chair on the open air deck off the living area. If you prefer screened in space we have a bar top with bar chairs and two adirondack chairs on a screened in porch off the kitchen. brLounge at the Island Club at North Captiva, included in your stay. At the club you can enjoy 2 pools, a hot tub, kayaks, paddleboards, and the Club Bar & Restaurant at Mangos (food and drinks not included). Enjoy watching for the dolphins at the beach at the end of the airstrip or meander down the lane to soak in the Gulf of Mexico or to take in a spectacular sunset. North Captiva has wonderful nature trails and spacious beaches to explore. It is an island paradise with spacious beaches, wildlife and a sense of serenity that is increasingly rare to find. It offers a unique escape from the modern world and a chance to immerse yourself in the wonders of nature. Whether you’re seeking outdoor adventures, time with family or friends, a romantic getaway or a peaceful retreat North Captiva has it all making it a hidden gem that beckons to be explored and cherished. We hope to share our cozy home with you as a place to experience the tranquility of the island.brbr ENTERTAINMENT:br*Member access to the Island Club at North Captiva, includes 2 pools, hot tub, kayak, & paddle boards.br*Screened-in porch with Polywood Adirondack Chairs and Bar top and chairs. br*Board games and books for indoor entertainment.br*HD large Smart TVs in the living room.br*Stay connected with high-speed internet. (We are on an island and occasionally interruptions happen but we find it rather reliable).br*Charter a boat (with a captain or on your own) for fishing excursions or island hopping. br*Enjoy the spacious beaches and ocean fun. brbr CONVENIENCE:br*Washer and dryer.br*Self check-in with keyless entry.br*Beach TowelsbrbrMAIN LIVING AREA:br*Fully equipped gourmet kitchen.br*Relax in the spacious living room, featuring a large and comfortable sectional couch and 2 swivel lounge chairs. br*Two dining areas to accommodate your preferences: one indoor dining area with seating for 6, one outdoor dining area with seating for 6.brbrBEDROOMS:br*New and comfortable mattresses, pillows, and linens. br*Bedroom 1: King suite featuring a 24” Smart TV, and a connected full bathroom.br*Bedroom 2: Queen bed and one twin bed with a connected full bathroom.brbrLOCATION: brNorth Captiva Island is a hidden gem in southwest Florida off of Cape Coral. It is know for spacious beaches, clear waters and lovely tropical landscapes. This picturesque island, part of the barrier islands of the Gulf of Mexico, offers a tranquil escape from the hustle and bustle of everyday life. With its pristine beaches, lush tropical vegetation, and unique charm, North Captiva Island is a paradise for those seeking a peaceful and natural getaway. It is easily accessible from RSW airport in Fort Myers Florida. From there a shuttle service, taxi or car rental can be arranged to the boat ferry. The island is only accessible by boat. brbrWILDLIFE: brNorth Captive is home to a rich variety of wildlife. You can spot dolphins frolicking in the Gulf, manatees slowly navigating the canals (fun to do with them from a kayak), and a diverse range of bird species like ospreys, pelicans, and herons. We also have turtle hatchlings every year and more can be learned about this with the North Captiva Sea Turtle Foundation. The island’s subtropical climate and lush vegetation create a perfect habitat for these creatures.brbrGUEST ACCESS: brYou will be able to self check-in upon arrival. There is an electronic keypad on the front door that will provide access to the home. We will send you the code prior to arrival. Guests have private access to the entire home and property.brbrOTHER THINGS TO NOTE: brThere is no road access to North Captiva Island; you will arrive by ferry, private charter or personal boat. We suggest Island Girl Charters or the Island Club at North Captiva ferry service.brOur home, the beaches and Island Club are in great shape and ready to greet you. However, some places on the island are still rebuilding so you may hear and see construction on the island.brWe do have exterior cameras for the security of the property. They do not see inside the home.brGolf carts can be rented through Boats and Fun or Safety Harbor on North Captiva.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(2)

$8254.71

/ Nightly
Private Vacation Home

Bring the Family! Beachfront Estate, Private Pool+Spa, 9 Bedrooms, Sleeps 30

Captiva, Florida, United States

FIND YOUR ISLAND PARADISE WITH THE LUXURIES OF A MODERN RESORT AND THE PRIVACY OF A SECLUDED HOME! Now booking Spring + Summer 2025 and Winter Holiday weeks 2025/2026!brbrAn amazing place to celebrate family, solidify corporate team initiatives or simply unplug and relax. Vacation together privately. brbrNO WEDDINGS ON INSTANT BOOK. PLEASE CALL FOR EVENT INFO. Events must receive permission in writing prior to booking.brbrOcean Front Captiva Luxe Estate that sleeps 30 with beachfront pool and spa. Concierge to organize chef services, inshore fishing trips, bike rentals, grocery delivery. brbrPlease send a message or call 800.787.5829 for more information before you book for any events. Contracts must be signed within 5 days to confirm reservation.brbrbrbrbrOn Florida’s Southwest Gulf Coast, where the warm emerald-green waters of the Gulf of Mexico meet the soft white sugar-sand of pristine and natural beaches, Captiva Island beckons you to experience a Florida like no other, where no building is taller than the tallest tree and all of the “action is centered around nature watching, bicycle trails, kayak trips and quiet walks on the beach basking in Florida's warm sunshine or collecting world-renowned shells. In the heart of this Eden-like island paradise sits Sea Palms Estate, an exclusive, luxury vacation home rental on the Gulf of Mexico. Peacefully enjoy the famous Gulf of Mexico sunsets from your private deck.. Experience all Captiva Island has to offer while enjoying an elite, luxury island escape. — For groups of up to 30 guests, Sea Palms is the ideal location for family and friend gatherings, business meeting groups, corporate retreats, film, tv and photo shoots, weddings and luxury destination events. brbrOcean Front Captiva Luxe Estate is a nine-bedroom rental estate accommodating parties of up to 30 guests. The premier oceanfront estate offers breath-taking views, exclusive amenities, lush grounds and luxurious comforts for an unmatched island getaway.brbrOcean Front Captiva Luxe Estate idyllic setting next to the tranquil waters of the Gulf of Mexico, allows Sea Palms guests the opportunity to experience all of Captiva Island's beauty, attractions and water sports. Sea Palms 7 bedroom and 8.5 bath main house sits oceanfront on the gulf of Captiva Island and offers, just steps from the back door, a private beach. brbrOcean Front Captiva Luxe Estate private on-site amenities include a heated swimming pool with integrated spa, nature watching, a fitness room with a Peloton Bike, courtyard bonfire area for making s'mores, telling stories, brainstorming new ideas and nature-watching (firewood included). On Sea Palms pristine Gulf of Mexico beach, bask in Captiva Island’s warm bright sunshine, soft white sand, world-renowned shells, famous Captiva sunsets and swim in the Gulf of Mexico's emerald green waters. brbrTo enhance your stay, Ocean Front Captiva Luxe Estate offers personal concierge services in reserving group boating excursions including half or full day trips with a Ocean Front Captiva Luxe Estate preferred fishing charter captain or for the entire group, a private sunset & dolphin cruise, lunch or dinner cruise or sightseeing cruise. Also available through our concierge service are private chef services, wave runner rentals and tours, bicycle rentals, on-site massage, spa appointments, private shelling tours, private yoga classes, dinner reservations, baby and special needs equipment rentals, golf tee times and more.brbrConveniently located near other major Florida destinations including Fort Myers International Airport (RSW), Sea Palms is the ultimate island destination for family and friend gatherings, business meeting groups, photo, film and TV shoots, corporate retreats and luxury destination events.brbrCaptiva Island requires 7 night minimum stay.brbrReservation of Ocean Front Captiva Luxe Estate is always an exclusive reservation of the entire estate and includes 7 bedrooms and 8.5 bath, heated swimming pool with spa, Ocean Front Captiva Luxe Estate comfortably sleeps up to 30 of your guests. brbrOcean Front Captiva Luxe Estate offers personal concierge services in creating customized itineraries, grocery shopping service, the option to add housekeeping services, hire a personal chef, rent kayaks and paddleboards and more.brbrPlease send a message to inquire about availability. Minimum 7 night stays depending on time of year. Other dates available so please inquire with your dates if it doesn't show as open. This is a private rental of Sea Palms Estate that offers 7 bedrooms and 8.5 bathrooms.brbrbrHOSTING EVENTS AND WEDDINGS AT SEA PALMS: For on-site events, Ocean Front Captiva Luxe Estate accommodates guests with parking provided for up to 7 vehicles. All event tables, chairs, linens, tent, vendors, décor, etc. are contracted separately by the guest. For ease of coordination, Sea Palms provides a local professional event coordinator included in your event fee.brbrThese are FAQ’s we ask you to review before continuing the conversation. As our properties are often in residential areas and are indeed private estates, there are a number of idiosyncrasies and limitations to each.brPlease consider the following-br1. How long will your event be br2. There is a 10PM noise ordinance for special events. Are you okay with your event ending by this point br3. We have a minimum night stay between 3-7 nights depending on time of year and our calendar availability. How many nights are you looking for br4. What dates are you looking for br5. When booking a wedding, you can expect to spend a minimum of $30,000-$50,000. What is your current budget br6. How many people are you looking to have How many would be staying at the house brbrbrInterested in a mountain retreat Check out our new property – Meadowstone Manor! It is a 14-bedroom estate with stunning mountain views in Stowe, VT. You can find the listing on VRBO by searching for “Meadowstone Manor-NEW Private Resort-Mountain Views-Sleeps 30-Now Booking!”brbrbrKeywords: villa rental, house rental, luxury villa, luxury house rental, vacation rental by owner, something different, rent by owner, vacation by owner, beach house by owner, family friendly, vrbo rental, captiva island home rental, luxury beach house, island vacation rental, weekly rental, large Florida rental house, large vacation rental, multigenerational travel, large family, family reunion, private home rental, best Florida beach, island villa, private vacation villa, travel agent, meeting planner, event venue, corporate groups, meeting groups, yoga retreat, photo shoot location, film location, Sanibel Island rental, paradise beach rental, wedding venue, island wedding, beach wedding, celebration venue, anniversary venue, luxury estate rental, multiple amenities, private amenities, sleeps 20, sleeps 25, sleeps 30, private luxury rental, private luxury retreat, Florida island rental, private estate for rent on Captiva, customized itineraries, personal concierge, heated pool, on the water, best Florida attractions, Captiva best rental, Captiva most desired, best of Captiva, top travel destination, shelling, boating, fishing, sightseeing, water sports, kayak trails, SUP, Captiva island private estate, best vacation rentals in Florida, top vacation rentals, best on Captiva, top reviews, best beach house rentals, top vacation rentals, top beach vacation rentals, corporate retreat, celebrity accommodations, celebrity retreat, gated island rental estate, waterfront luxury estate, celebrity weddings, luxurious beach house, island luxury rental, group travel, famous rental estate, family reunion location, wedding location, group anniversary location, corporate retreat location, meeting group accommodations, popular vacation estate, Florida luxury rental, elite vacation rental, ultimate island getaway, Florida group travel, secluded estate, private estate, lush grounds, gated property, luxury estate, group travel destination, group accommodations, top group travel destination, group beach destination, holiday vacation destination, holiday vacation estate, holiday luxury vacation rental
Bed 9

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Bath 10

Bath

Sleep 30

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Exceptional(1)

$1441.63

/ Nightly
Private Vacation Home

Located in Captiva Village! Beautifully Designed Pool Home

Captiva, Florida, United States

Welcome to the beautiful Coral Cottage on Captiva Island! Located in the highly sought-after Captiva Island Village this 4-bedroom cottage has everything you need. A coastal gem, this home is a short walk to the beach, marinas, restaurants, and shops. brbrCoral Cottage formerly known as the ‘Old Lodge Lane Cottage’ was fully rebuilt and completed in 2019. Step into your vacation dream home and experience the gift Captiva Island has to offer. This home features an open kitchen and living room area, boasting a full view of the outdoor pool. The Kitchen is fully equipped giving you the option to stay in after a long day at the beach and create something special or reheat dinner from one of the Islands' best restaurants. Continue through the open kitchen to the living room where you will find a comfortable sectional and two chairs for a total seating of five. This room is perfect for relaxing after a day in the sun, or for streaming your favorite shows from the large flat-screen tv with high-speed internet. You won't miss the large sliders which will take you out to the open patio and pool area. Enjoy your morning coffee, or grill tonight's catch, the patio makes for a perfect hang-out in the heart of Captiva Village. The poolside master bedroom suite boasts a king-size bed and ensuite bathroom. Located on the main level is the second bedroom equipped with a king size bed, you will find the full bathroom on this level for your convenience. Follow the stairs up to find a third bedroom situated with a queen bed. This sunny bedroom offers a balcony overlooking the landscaped yard and pool area. Enjoy early mornings or late nights from your private balcony. Carry on to the fourth and final bedroom. This room offers a pyramid bunk bed hosting 4 twin beds and beautifully crafted storage for ample space during your stay. You will find the upstairs full bathroom for your convenience. As well as the laundry room, making packing your bags an easy task. End your days downstairs under the covered veranda next to the pool relaxing with friends, swimming, BBQ grilling, and playing games outside in our beautiful Florida weather. brbr*Please note at this time the bunk room closet has a desk that has more than the usual amount of items being stored*brbrSpend your vacation days swimming and sunning on our pristine beaches. Search for Captiva Islands' rare shells or hang back and enjoy the large heated pool. Spend your time walking to shops and restaurants, listening to some live music, and enjoying the local art galleries. Grill today's catch on the large BBQ grill provided. Rent bicycles or golf carts and explore the island from one of the many rental facilities. Don’t miss a cruise with Captiva Cruises to view jumping dolphins or a beautiful Captiva Island sunset, the opportunity to parasail or jetski over at Yolo Watersports, shop in cute boutiques, or dine out on fresh seafood and family-friendly favorites. Stay with Kingfisher Vacation Rentals at Coral Cottage by giving us a call today! 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 4

Bed

Bath 3

Bath

Sleep 10

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Exceptional(57)

$844.07

/ Nightly
Private Vacation Home

Windows on the Water W.O.W An ocean front oasis!

Captiva, Florida, United States

House, 3 bedrooms - 3 full bath. brbrOur renovated home is named Windows on the Water because of the spectacular wall of windows facing a pristine, white sandy beach and Captiva Pass. Relax inside or outside on your very own beach, and enjoy views of Cayo Costa Island, sailboats and wildlife including pelicans, manatees and more! brbr3 bedrooms, 3 full baths. WOW offers two master suites, each with a king bed and ensuite full bathroom. The third bedroom has 2 low-rise bunk beds, perfect for young children and teens. The third full bathroom with a bathtub/shower is just off the bunk room. brbrWindows on the Water is located on the northern tip of the island called Rum Point. We are on the beach and also adjacent to 4 acres of private, undeveloped land which makes our home feel peaceful and secluded. brbrWe provide beach chairs and lounges, outdoor and indoor games. The house is outfitted with stainless steel appliances, Starlink wifi, 4 wall-mounted flat screen televisions, and a full size washer & dryer. There is a propane grill outside for your use.brbrAn Island Club guest membership is included with your booking. This offers your entire group free bicycle, paddle board, and kayak use, as well as access to 2 swimming pools.brbrNorth Captiva island is perfect for you if you're looking for a one of a kind experience. This is a special island that can be accessed only by boat or plane. Ferries to and from the island run throughout the day. North Captiva has no cars, only sandy trails and golf carts! There are public beaches. However with your own private beach you probably won't feel the need to leave the house!brbrThere are two restaurants, a convenience store, guided fishing and boating tours, boat rentals, grocery delivery service, and more.brbrRenting a beachfront home offers you so much more than an amazing view, you will have the extra privacy and convenience of having your very own beach. You can unplug (or unplug your kids!), enjoy the beach, and take a walk on one of the nature trails in the Federal Wildlife Preserve. brbrA golf cart is not included with this rental, however you can easily book one. brbrThe house limit is 8 people, including infants. Sorry, no pets.brbrPlease email with any questions. We would love to have you stay!
Bed 3

Bed

Bath 3

Bath

Sleep 8

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Exceptional(3)

$4111.97

/ Nightly
Private Vacation Home

Bella Luna ~ Ultimate luxury awaits

Captiva, Florida, United States

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, another with two queen size beds as well as a smaller bunk room off the hallway for additional kids. There are two laundry rooms in the home (one on each level). brbrGo outside and lounge on our huge pool deck area with plenty of seating for everyone, dining seating and one of the largest private pools on the Island. You can see the beach and experience your stay like none other in our infinity edge pool and hot tub. There's a volleyball net up as well as basketball. On cooler evening you may use the fire feature as well as using our outdoor bbq/kitchen any time. We'll look forward to welcoming you to Bella Luna on your next Captiva Island vacation. Upon booking, you'll be greeted by our concierge that can set up anything you'd like prior to arrival, will greet you upon arrival and be available to assist you during your stay.brbr***The elevators are currently functional; however, as they are mechanical items, we cannot guarantee they will remain operational during your stay. Please note that refunds will not be issued in the event of elevator malfunctions.***brbr***Due to the aftermath of the storms Helene and Milton, the island is currently in a restoration phase. Please be aware that many 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.***
Bed 8

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Bath 7

Bath

Sleep 18

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Exceptional(108)

$342.06

/ Nightly
Condo

beach front south seas king bed newly renovated amazing sunsets beach open

Captiva, Florida, United States

Feel free to ask for discounts brbr$250 fine to your security if you keep the lights on the patio and also if curtains are not drawn frombr9pm to 7am due to turtle season.brbrbrThis unit is a one bedroom one bathroom beach villa with unobstructed views of the water. It is approximately 25 paces to the beach. You have the use of 3 condo pools. brbrALL Brand new furniture in bedroom and mattress as of 10/20/23 ALL new paint and new AC units brbrThe unit has a queen sleeper sofa and one full bathroom. brbr The bathroom has a separate sink area and another area that has the tub/shower combo and toilet area. This is also nice since someone can be in the sink area and someone else can be taking a shower. brbrThere is a new dining room set, two chairs in the living room, and a queen sofa. There are flat screen TV's in the living room and the bedroom smart TV's brElevators are functional but I make no guarantees as if they will be working during your stay due to the fact they are mechanical items I will not do refunds if elevator decides not to work during your stay brbrMake sure to get travel insurance I strictly enforce the cancellation policy brbrAlso if you have any questions on amenities please ask PRIOR to booking brbrMany walkable (this is subjective so ask for clarification if needed) restaurants
Bed 2

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Bath 1

Bath

Sleep 4

Sleeps
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$762.53

/ Nightly
Private Vacation Home

Wicked Dolphins: Private Pool, Tiki Bar & Golf Cart Included

Captiva, Florida, United States

Welcome to Wicked Dolphins, your perfect island getaway on North Captiva Island. This 3-bedroom, 2-bathroom beach view home accommodates up to 8 guests and is just a 2-minute walk from the beach. brbrEnjoy the private pool, Tiki bar, outdoor shower, and gas grill for ultimate relaxation and fun. The home features a queen bedroom, a room with two sets of twin bunk beds, and a queen master suite with an open deck and crow’s nest offering breathtaking 360° views. brbrThe kitchen is fully equipped with modern appliances, including a Keurig and drip coffee maker. Entertainment options include a pool table, TV, and board games. brbrGuests have full access to North Captiva Island Club amenities, including two large pools, a hot tub, tennis and basketball courts, and more. Use the included golf cart to explore the car-free island, with sandy trails perfect for biking and walking. Enjoy kayaking, biking, and relaxing on the beach with provided beach chairs and umbrellas. brbrNorth Captiva Island, accessible only by boat or plane, offers a unique Old Florida experience with pristine beaches and a tranquil atmosphere. The island's small-town charm provides a peaceful retreat, with dining options at Mangos Pool Bar and Boathouse Restaurant. brbrThe nearest airports are in Fort Myers and Punta Gorda. Please remember to bring supplies, as local amenities are limited. Our team is available to assist throughout your stay, ensuring a seamless check-in experience and providing local recommendations. brbrPets and smoking inside are not allowed. Check-in is at 4 pm, and check-out is at 10 am. Experience the slower pace and unique charm of North Captiva Island during your stay at Wicked Dolphins. Contact us for any questions or special requests to enhance your vacation experience.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$641.13

/ Nightly
Private Vacation Home

North Captiva House on the Runway

Captiva, Florida, United States

Welcome to One Margarita on North Captiva Island! This charming 3-bedroom, 3-bath beach house is perfect for families or groups. Enjoy the island lifestyle with a relaxing screened-in porch featuring a dining table and lounge furniture. Watch planes take off and land while sipping your morning coffee and watch the sunset without ever leaving the porch.brA golf cart is included for easy island exploration. Just a short stroll to the beach, this home offers comfort and convenience for a memorable vacation. Also included with your stay is an island club membership! Access to pool, kayaks, paddle boards, sand bikes and more!
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(14)

$446.0

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Private Vacation Home

New! Modern 3 Bed Townhome on North Captiva Island w/Beachfront views

Captiva, Florida, United States

Ahoy, land-ho! Gorgeous getaway destination ahead! Come visit La Casa Delphine: an elegant 3-bedroom waterfront haven, tucked away in the exotic habitats of North Captiva. No passport needed for up to 6 guests to escape the crowds, cars and bustling chaos of the mainland. This 3 story beach house offers a full kitchen and adjacent dining and living spaces, the master suite with king bed and accompanying bathroom & balcony, 2 upstairs bedrooms - one with queen and a fun 2 twin bedroom. There is abundance of windows, providing elemental views. Our favorite is the private harborside sitting porch. Recently renovated in 2018, fully prepared to host your vacation. New appliances, beautiful islandic atmosphere, AND included accoutrements for your trip… total #beachvibes.brbrWhat is La Casa Delphine Well, it translates to the Dolphin House – and for good reason! Though the HOA mandates no in-home pets are allowed to accompany, you’ll find fishy friends along the harbors and docks. Immerse yourself in the oasis, where dolphins play and manatees graze. Traverse the various nature-filled hiking trails, or use the fat tire bikes provided. Roam the stretches of intimate, white sandy beaches. The surrounding waters of the Gulf of Mexico offer many activities – paddle the canals in kayaks (complete with life vests), fishing charters, cast a line, hunt for shells & treasures with snorkel gear, venture out to meet a pod of porpoise pals!brbrHow will you find us If not a Florida native, we suggest you fly into RSW Fort Myers, FL, drive or taxi to Pineland Marina, Pine Island, FL. This exclusive island is only accessible by water or air – private aircraft, boat, or Island Girl Ferry (approx. 30 min scenic ride). You can BYOB (Bring your own boat!) or rent a vessel and dock on the island’s private boat slip(for a fee). A guide will escort you to your Casa upon arrival, and can direct you around the island.brbrHow will you get around Your stay includes a 6-passenger club car, an electric golf cart to transport you from place to place. You can also go by bike or by foot, the island is at most only 4 miles long! You and your guests will have granted access to the Safety Harbor Club – offers a heated swimming pool, tennis courts pickleball, look-out towers, outdoor gazebo, private wharf, fishing pier, and ice machine.brbrWhat will you eat Groceries can be taken with you on the ferry, or ordered delivered right to your villa (w/fee). The Mango’s Store offers the island’s grocery and convenience items. The Mainstay Upstairs offers delicious ice cream, gifts and specialty food items. Barnacles Bar, Bar & Grill at Mango’s, and the Waterfront restaurant (guests get priority seating!) are fabulous island options for some fresh fare. brbrWhat else will our Casa provide Along with the aforementioned kayaks, there will be fat-tire bikes, beach chairs, floats, outdoor gas grill, wifi access & DirectTV. The ground floor garage has a utility room with washer and dryer. Home will be stocked with toiletries, linens and first aid materials. Not to mention the priceless and unique view of each sunrise and sunset, free of charge. The adventure and activities are endless – amazing memories to be made, fresh seafood to be had, untethered nature to explore, marine wildlife to see, sweet ocean breeze to smell, sun kisses to feel. Do not wait to dream about it tomorrow, when you could plan your getaway today!
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(11)

$598.83

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Private Vacation Home

South Seas Beach Villa 2001 – Captiva’s Happy Coastal Retreat with Gulf Views

Captiva, Florida, United States

This must be the place! Modern and carefree with a hint of 80s Miami vibe, 2001 Gulf Beach Villas is just steps to powdery white sand, pristine pools, local shops, a grocery store and iconic neighborhood restaurants, like the Mucky Duck and the Bubble Room. Relax on the screened lanai and enjoy sparkling golden sunsets, splashing dolphins and nesting ospreys justbrbeyond the palm trees. The condo sleeps 6 with a king, two twins and a queen sleeper sofa.brbrThe spacebr- High-speed WiFi.br- Fully stocked kitchen.brbrImportant Note: This condo is privately managed and not affiliated with the South Seas Island Resort. Guests do not have access to resort amenities. A paid laundry facility is available on the ground level. The elevators are currently functional; however, as they are mechanical items, we cannot guarantee they will remain operational during your stay. Please note that refunds will not be issued in the event of elevator malfunctions.brbrAccess to amenities may be limited at the time of your staybrbrGuest accessbrThe hotel pool and restaurants located to the very north of South Seas are for hotel/resort guests only. This condo is individually owned and on the south end of South Seas adjacent to Captiva village. Besides the condo’s heated pool and white-sand beach, you will have access to the association tennis court and BBQ grills. Booking a private condo allows you to choose your unit and avoid resort fees. Call today to start planning your dream vacation.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(6)

$354.75

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Private Vacation Home

2 bedroom accommodation in Captiva

Captiva, Florida, United States

INTRODUCING STARFISH EAST  brbrWelcome to Starfish East island retreat! Featuring two bedrooms and one and half 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.brbrComplimentary resort access to 'Tween Waters Island Resort and Spa on Captiva Island.brbrHOME FEATURESbrStarfish East Island retreat is a two bedroom, one and half 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 beds in the second bedroom and a smaller sleeper sofa in the living room, this unit can allow up to six guests (4 adults comfortably). The unit also features a shared gas grill and beach equipment in the below covered car port. Starfish has been an Island favorite treasured by many for years with its popular location. If you need additional space, check out Starfish West, which is the unit next door and has the same set up as Starfish East. Each side can be rented separately or together, depending on availability. brbrWant to bring your furry friend Starfish East and West allows up to 1-2 small dogs (25 lbs or less), with Owner approval. Please inquire to bring your dog before booking, as a mandatory pet fee is required. All dogs must be approved before arrival. No Cats. brbrABOUT CAPTIVA AND THE AREAbrCaptiva offers 6 miles of pristine award-winning beaches (America’s best shelling beaches), 250 kinds of shells and 0 stop lights. Top Sanibel Island attractions include: J.N. DING DARLING NATIONAL WILDLIFE REFUGE, CROW-CLINIC FOR THE REHABILITATION OF WILDLIFE, the BAILEY-MATTHEWS NATIONAL SHELL MUSEUM, and SANIBEL LIGHTHOUSE & FISHING PIER.brbrHave questions Call the Sanibel Captiva Island Vacation Rentals Team for more information, including a list of local vendors that rent items such as bicycles, kayaks, and baby equipment.brbrSleeper sofa is in the living room and is not recommended for adults.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(5)

$432.36

/ Nightly
Condo

Suncatcher 104 sunset captiva

Captiva, Florida, United States

INTRODUCING SUNSET CAPTIVA BAYSIDE 104- SUNCATCHERbrbrDirect bayfront condominium located at Sunset Captiva Bayside 104. The perfect island destination offering a great location that puts you in the heart of the Captiva Island Village area, where you have an easy walk to restaurants, shops and the beach! brbr*Dock is open and is useable but there is no electricity.**brbrCONDO FEATURESbrSunset Captiva Bayside 104 is a two-bedroom, two-bath condo that has direct waterfront views of Pine Island Sound and is perfect for one or two couples. This spacious 1500 sq. ft. unit offers the comfort of home with a beachy vibe. The open floor plan includes a dining area and fully equipped kitchen including stainless steel appliances as well as a washer and dryer inside the unit. The master bedroom features a king bed and an en-suite bathroom, as the guest bedroom features two twins.brbrHave more guests and need more space We also offer 1 other Sunset Captiva Properties! Feel free to take a look at Sunset Captiva Bayside 103.brbr**Pool will be closed starting September 1st, 2025 for 6-8 weeks. Please call to ask questions or inquire before booking. Sanibel Captiva Island Vacations is offering 1 parking pass to our sister resort, Tween Waters Resort and Spa, during this time**br brABOUT CAPTIVA AND SANIBEL AREAbrEnjoy Blind Pass and Redfish Pass located nearby for world-famous shelling. Relax on island time enjoying boating and fishing along with numerous watersports. This is your dream vacation!brbrSanibel Island is less than 10 miles away to visit local attractions such as J.N. DING DARLING NATIONAL WILDLIFE REFUGE, CROW-CLINIC FOR THE REHABILITATION OF WILDLIFE, the BAILEY-MATTHEWS NATIONAL SHELL MUSEUM, and SANIBEL LIGHTHOUSE & FISHING PIER.brbr**Pool will be closed starting September 1st, 2025 for 6-8 weeks. Please call to ask questions or inquire before booking. Sanibel Captiva Island Vacations is offering 1 parking pass to our sister resort, Tween Waters Resort and Spa, during this time**
Bed 2

Bed

Bath 2

Bath

Sleep 4

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Exceptional(10)

$333.87

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Private Vacation Home

Starfish west - Captiva Village Duplex

Captiva, Florida, United States

INTRODUCING STARFISH WESTbrbrWelcome to Starfish West island retreat! Featuring two bedrooms and one and half bathrooms, Starfish West 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 East also available with an additional two bedrooms for extended family and friends.brbrComplimentary resort access to 'Tween Waters Island Resort and Spa on Captiva Island.brbrHOME FEATURESbrStarfish West Island retreat is a two bedroom, one and half 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 beds in the second bedroom and a smaller sleeper sofa in the living room, this unit can allow up to six guests (4 adults comfortably). The unit also features a shared gas grill and beach equipment in the below covered car port. Starfish has been an Island favorite treasured by many for years with its popular location. If you need additional space, check out Starfish East, which is the unit next door and has the same set up as Starfish West. Each side can be rented separately or together, depending on availability. brbrWant to bring your furry friend Starfish East and West allows up to 1-2 small dogs (25 lbs or less), with Owner approval. Please inquire to bring your dog before booking, as a mandatory pet fee is required. All dogs must be approved before arrival. No Cats. brbrABOUT CAPTIVA AND THE AREAbrCaptiva offers 6 miles of pristine award-winning beaches (America’s best shelling beaches), 250 kinds of shells and 0 stop lights. Top Sanibel Island attractions include: J.N. DING DARLING NATIONAL WILDLIFE REFUGE, CROW-CLINIC FOR THE REHABILITATION OF WILDLIFE, the BAILEY-MATTHEWS NATIONAL SHELL MUSEUM, and SANIBEL LIGHTHOUSE & FISHING PIER.brbrHave questions Call the Sanibel Captiva Island Vacation Rentals Team for more information, including a list of local vendors that rent items such as bicycles, kayaks, and baby equipment.brbrSleeper Sofa is in the living room. Not recommended for Adults.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(12)

$850.33

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Private Vacation Home

ROYAL PALM HOUSE - Luxury Style 3 Bedroom Home On Captiva With Private Pool

Captiva, Florida, United States

INTRODUCING THE ROYAL PALM HOUSEbrbrHOME FEATURESbrThis three-bedroom home is situated on the Silver Palms Estate and is tucked away on the Roosevelt Channel, giving you a peaceful and relaxing feel and is every fisherman's dream with a private dock, private heated pool and full resort access to Tween Waters Island Resort and Spa, only 0.5 miles away! This home can sleep up to nine guests and is dog friendly with owner approval (additional pet fee applied). brbrAs you drive down the driveway and through the tropical foliage, you will be welcomed by the private pool to Royal Palm and the house's elegant and tall structure. As you enter up the stairs and through the great room, you'll immediately notice the exquisite views of the Roosevelt Channel and open floor plan. Enjoy the chef's kitchen, large living room and the large private balcony overlooking the dock and water. The living room features a sleeper sofa for two and a chair sofa for one (good for kids). brbrThe Royal Palm house features two guest bedrooms on the main floor, both equipped with a king bed and ensuite bathroom. One of the guest bedrooms also has its own private entrance to the balcony, overlooking the dock. brbrAs you walk up the stairs to the master suite, you'll notice a large workspace that is perfect for setting up a laptop and is great for someone who needs to get some work done during their stay. The master suite is equipped with a king bed and has its own private balcony that is partially covered and partially open for sunbathing. Indulge yourself in the breathtaking master bathroom with a non-jetted soaking tub, spacious walk-in shower and huge walk-in closet. It's a master suite you could only dream of! brbrThe heated pool is located in the front of the house and has plenty of space for swimming, sunbathing and playing games. brbr**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS ISLAND RESORT AND SPA**brbrHave a larger group No worries! Coconut Palm House is on the estate and is also available to rent! Both homes can sleep up to 21 people, have 2 private pools and room for 2 boats at the private dock! You can't get any better than this!
Bed 3

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Bath 5

Bath

Sleep 9

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Exceptional(80)

$1112.57

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Private Vacation Home

Manatee Haven: Screened-in Pool, Spa and Elevator! 2 Golf Carts

Captiva, Florida, United States

Summary:brManatee Haven has been fully rebuilt and renovated post Hurricane Ian. The house is spectacular. Manatee Haven Beach House is located on the exclusive barrier island of North Captiva Island, Manatee Haven is an upscale, non-smoking,  beach-view home that offers four bedrooms and three and a half bathrooms with an elevator to all three levels. It is professionally decorated, has a swimming pool and hot tub located under a 3,200 sq. foot private screened-in pool deck that includes a full outdoor kitchen.brbrThe Space:brOur home offers every amenity for our guests, including paid access to the private North Captiva Island Club facilities and a private beach access just 500 feet away.  Your rental includes two golf carts.  We do not allow pets in our home.brbrGROUND LEVELbrYou'll think you walked into heaven as you enter Manatee Haven.  The lower level pool deck is where most spend their time when not out at the beach or hiking the island.  This level is fully screened in and features a 15' x 33' heated pool that is one of the largest on the island, a large hot tub, a full outdoor kitchen (includes 36 gas grill, sink, refrigerated drawers and ice machine), two dining areas, a 52 television, a Sonos speaker, a large outdoor shower, and a shell cleaning sink.  There is a half bath inside the garage.  Swim laps, play pool games of basketball, volleyball, or just sit and relax in the spa.br brBEDROOM LEVEL brThe first level of Manatee Haven has four bedrooms with 4 beds (two kings, one queen and a queen/twin bunk bed). Each of the bedrooms is fully tiled and beautifully appointed with island themes.  The bedroom level includes a full ensuite master bath, and a shared full bathroom in the hallway. There is also a private screened lanai connected to the master bedroom that overlooks the pool area.  A laundry closet with large washer and dryer is also located on this level. br brLIVING LEVELbrThe second floor has a fully-equipped kitchen with granite countertops and a bar for an enjoyable breakfast or light lunch. Appliances are refrigerator/freezer, dishwasher, range and trash compactor.  We have all small-wares you'll need from coffee maker and blender to waffle and ice cream makers.  You'll have plenty of room to relax and great conversation or watch television from our Natuzzi leather sectional.  The dining area is off the kitchen and has large farmhouse table with seating for 8.  There is also full bath with shower on this level.  A 275 square foot lanai is just off the great room through the stunning glass sliders and faces the Gulf where you can take pleasure in the view and relax with the Gulf breezes. The lanai features a dining table for 6 along with a small sofa and chairs for enjoying the ocean breeze.brbrOBSERVATION DECKbrFrom the screened lanai there is a spiral staircase that leads to an observation deck, 49 feet above ground, with a grand 360-degree view of North Captiva Island, the Gulf, bay and surrounding islands. A telescope is available to view the night sky.  The views are breathtaking.  Our observation deck may be the highest on the island.brbrENTERTAINMENTbrWe offer a full game closet with a multitude of board and card games.  We keep many books.  We have a DVD collection with over 700+ DVD's, stored in eleven 3-ring binders in the living room.  The living room has a 55 SmartTV with Soundbar.  The pool deck also has a television.   We have Sonos speakers throughout the house so you can easily stream your favorite music.   Streaming services are available on all televisions in the house and include Hulu Live, Netflix, Disney+, HBO Max, Amazon Prime.  Additionally there is access to our iTunes Movie collection with another 600+ movies.brbrThe Neighborhood:brNorth Captiva Island remains one of the few places left where man and nature coexist in complete harmony. North Captiva was separated from Captiva October 25, 1921 when a hurricane carved out Redfish Pass. Hurricane Charlie separated North Captiva temporarily August 13, 2004 but has since been filled back in with sand and new vegetation. br brNorth Captiva Island is located North of Captiva Island and South of Cayo Costa. Part of the Charlotte Harbor barrier island chain, North Captiva is approximately four miles long and one-half mile wide at the widest extent. br brAccessibility to this tropical retreat is just 15 minutes by boat from Captiva or Pine Island. In addition, a 2000-foot, privately owned grass airstrip provides landing space for pilots of light aircraft. Known for its pristine white sand beaches, lush tropical vegetation, extraordinary bird watching and shelling, and unbeatable salt-water fishing. br brNorth Captiva is one of Florida’s few places left which survived unscarred the early days of land grabs and bulldozers. In fact, it is one of the few places where the delicate balance between man and nature has gracefully withstood the passage of time. br brToday the osprey still wheel overhead, fish teem just offshore in the Sound, gopher tortoises plod across the savannah, and otter sport in the harbor. These days, North Captiva is home to a growing number of residents and visitors, drawn by the vibrancies of her beauty and unspoiled island atmosphere.brbrGetting Around:brNorth Captiva Island is only accessible by private plane (for homes that have use of the runway - ours does not) and boat/water taxi. There are two scheduled water taxi services that serve the island. We recommend you use Island Girl Charters to avoid the masses at North Captiva Island Club (NCIC).
Bed 4

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Bath 4

Bath

Sleep 8

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$21471.71

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Villa

Drip Castle Estates Captiva Island - 20 Bedroom Estate Rentals for Large Groups!

Captiva, Florida, United States

Welcome to Captiva Island's Ultimate Paradise! brbrAre you ready for a double dose of tropical bliss The Drip Castle Estate Collection is thrilled to present the spectacular Sea Oats Luxury Estate and the magnificent Sea Palms Estate, your passport to paradise on Captiva Island, Florida! brbr Sea Oats Luxury Estate: brbrPicture yourself in an opulent seaside sanctuary, where luxury and relaxation unite in perfect harmony. The Sea Oats Luxury Estate is your ticket to a waterfront haven like no other. Featuring 11 bedrooms, this spacious property is designed to accommodate large groups and events. Inside, you'll find every modern amenity, and outside, the shimmering Gulf of Mexico will be your backdrop. Enjoy morning coffee on your private veranda, and finish the day with a mesmerizing sunset stroll on the pristine beach right at your doorstep.brbr Sea Palms Estate: brbrWelcome to your very own tropical paradise at the Sea Palms Estate! Nestled amidst lush gardens and swaying palm trees, this enchanting 9-bedroom retreat will make you feel like you've stepped into a dream. The stunning interior design and outdoor living spaces make it an ideal choice for gatherings, celebrations, or just a secluded escape. Whether you're basking in the heated pool, unwinding in the spa, or indulging in a beachfront barbecue, Sea Palms has it all.brbrBut here's the twist - you can have it all! brbrIntroducing the Double Listing:brbrFor those who can't decide between these two magnificent estates, we have the perfect solution: rent both properties at once and experience the best of both worlds! ️brbrOur combined listing allows you and your group to experience Sea Oats Luxury Estate and Sea Palms Estate simultaneously. With these two incredible properties just across the street from each other, you'll have unparalleled access to either side of the island. It's a dream come true for large families, destination weddings, corporate retreats, and any group looking for an unforgettable island escape.brbrImagine the possibilities! Your group can relax in style, indulging in the sumptuous comforts of Sea Oats Luxury Estate, and then switch over to the lush gardens and tranquil atmosphere of Sea Palms Estate. The only limit is your imagination!brbrBook Now for the Ultimate Captiva Experience:brbrPlease message us to inquire about availability for this once-in-a-lifetime opportunity. Don't miss the chance to make unforgettable memories in paradise with your friends and loved ones.brbrWelcome to the Drip Castle Estate Collection – where dreams come true, and memories are made. Captiva Island is waiting for you, and with the Sea Oats Luxury Estate + Sea Palms Estates, you're in for the experience of a lifetime! . For special events/weddings:brWe are so happy you are considering having your event at our Villa.brbrThese are FAQ’s we ask you to review before continuing the conversation. As our properties are often in residential areas and are indeed private estates, there are a number of idiosyncrasies and limitations to each.brPlease consider the following-br1. How long will your event be br2. There is a 10PM noise ordinance for special events. Are you okay with your event ending by this point br3. We have a minimum night stay between 3-7 nights depending on time of year and our calendar availability. How many nights are you looking for br4. What dates are you looking for br5. When booking a wedding, you can expect to spend a minimum of $30,000-$50,000. What is your current budget br6. How many people are you looking to have How many would be staying at the house
Bed 20

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Bath 22

Bath

Sleep 60

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Private vacation home

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Home Most popular vacation rentals in Captiva

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$1528.63

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Private vacation home

FULLY RESTORED AND BACK TO 5-STAR REVIEWS FOR 2025-6!

Captiva, Florida, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

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$1830.41

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Private vacation home

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

Captiva, Fl, United States

Bed 7

Bed

Bath 8

Bath

Sleep 16

Sleeps
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$726.12

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Apartment

Lovely Island Escape! Onsite Pools, Waterslides. Close to the Beach!

Captiva, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 3

Sleeps
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$1112.57

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Private vacation home

Manatee Haven: Screened-in Pool, Spa and Elevator! 2 Golf Carts

Captiva, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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$372.68

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Private vacation home

South Seas Beach Villa 2217: Your Island Escape with Stunning Gulf Views!

Captiva, Florida, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$755.12

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Private vacation home

4-bedroom Screened in Pool House with Bar! Golf Carts, Roof Top, and Amenities!

Captiva, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps
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$476.11

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Private vacation home

South Seas Beach Villa 2211: Your Captiva Island Retreat with Stunning Gulf

Captiva, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$1406.41

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Private vacation home

Gulf-Front w\/ Heated Pool, Hot Tub & Golf Carts

Captiva, Florida, United States

Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps
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$844.07

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Private vacation home

Windows on the Water \"W.O.W\" An ocean front oasis!

Captiva, Florida, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$669.00

/ Nightly
Private vacation home

Village area pool home, short walk to beach on private Laika Lane

Captiva, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

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