Tipsy Turtle Swim-up Tiki Bar, Hot Tub, Elevator, Golf Carts

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  The swim-up, Thirsty Turtle Bar, is the reason that our guests return to Tipsy Turtle over & over again; the happy vibes just stay with you! We invite you to be our guests. This is vacation!
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  "Amazing! One word is all that's needed! From the arrival to the departure and EVERYTHING in between. The house and island are perfect, and I will return to use this property again soon! Thanks so much for an amazing stay!" - Alex
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  You've found NCI's only swim up bar! Float in the heated pool, grab a freshly blended beverage, and feel vacation begin.
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  Your private, Tiki-style, pool space - no resort crowds whatsoever.
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  Hot tub open 24 hours (no restrictions like the hotels)! - If the temperatures ever take a dip, the hot tub is ready and waiting - vacation comfort continues.
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  Welcome to Tipsy Turtle - Our guests love the pool, hot tub, swim-up tiki bar, clean, comfortable living spaces, high-end kitchen, 4 decks with views, and two 4-person golf carts!
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  The way we see it, whoever picks the vacation rental gets to claim the king master suite! Congrats! - Enjoy the private space, en suite bathroom, and large deck.
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  This kitchen is a chef's dream - fully stocked with sharp knives, cooking and baking essentials, full-sized appliances, and enough counter space that your sous-chef can enjoy the prep space with you.
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  Crash onto the couch after a beach day, as you recover from sun exposure. In this cozy living space, no one is stuck on a folding chair.
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  On the crow's nest rooftop deck enjoy panoramic views of the Gulf of America, Pine Island Sound, and the colorful homes of NCI - Sunsets here are the kind people grab their cameras for.
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  We highly recommend booking Island Girl Charters for the boat ride over - your favorite shuttle to and from the car-free island. Be sure the kids keep their eyes peeled for dolphins as you journey through Pine Island Sound.
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  Cruise around the island in one of your two 4-person golf carts included in your stay. - This is what makes NCI truly unique and keeps guests coming back time and time again. Book your reservation today and experience it for yourself.
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  Plan a day at the public Island Club pool, lunch at Mango's, and some shopping at Boats and Fun - your off-property loop.
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  THIS is the beach experience that has guests coming back to North Captiva Island over and over again... Unspoiled, uncrowded, and nothing but colorful homes (no hotels) lining its shores.
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  Tipsy Turtle's floor plan doubles in size thanks to this well-planned, under-house, outdoor living space. Hot tub, bar, pool, dinging & lounging area - space for the entire crew to spread out!
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  The whole gang will enjoy games at the sectional, dining at the expansive outdoor table, or grabbing a drink at the bar - yes, that is a swim-up bar, and yes, vacation just got better!
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  Swim up for a drink at the Thirsty Turtle Bar! Idyllic!
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  Just past the bar, you'll have a choice... Plunge in the hot tub or float in the pool.
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  "Tipsy Turtle was amazing. The place was beautiful and set up with everything you could possibly need, Molly was very responsive and Kale, the property manager, was amazing. They both went above and beyond to make sure we had a special trip." -Randy
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  Grab a board game and stretch out in the tiki-style lounge space - a step from the tiki bar, dining table, and the grill. Some friendly competition brings everyone together.
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  All 8 of you will enjoy each other's company at the outdoor dining table - you'll love that it's undercover to keep you dry, just in case an unexpected tropical rain shower pops up - enjoying dinner alfresco is always an option.
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  Grill, plate, sit - the outdoor grill zone is steps from the table, creating an open-air kitchen with the bar just an arm's reach away.
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  Dine al fresco for every meal. It's the North Captiva Island way.
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  Together you'll enjoy lounging, dining, sipping, and swimming all in a beautifully open-air, open-concept space.
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  On the pool deck, you can lounge in the lounge chairs and set appetizers out to keep the whole crowd satisfied.
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  Sway in the hammock with a book, play in the garden with the kids - there's a 'do nothing' spot waiting for every mood.
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  Seek out a sunny spot in the garden to play games and nibble on snacks.
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  Savor the smells wafting from the grill while you swing with a good book.
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  Fire up the BBQ for burgers and shrimp skewers - you'll be right next to the tiki bar & pool area so the cook never misses out on the action.
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  The open concept living, dining & kitchen area is serene - gather everyone you love in one open room. You'll be making memories that will last a lifetime.
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  Vacation is about vacating your "real life" - sit back, relax - you've earned it.
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  Looking for some downtime? Put your feet up and let the crowd pick a movie night favorite from the smart tv with Roku & Starlink WIFI connections.
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  Pull up a stool at the kitchen counter - it's where the appetizers land, the kids sneak fresh fruit, tropical drinks are mixed, and the cook stays in the conversation.
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  Brew however you take it. There's a full-sized coffee pot, coffee grinder, & Keurig machine (please provide K-cups).
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  Pre-order your favorite ingredients (we'll provide our personal shopper recommendations) so you're set to relax and soak in the flavors.
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  Suds up last night's wine glass while watching the morning light hit the palm trees - even cleaning up feels easy here.
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  Experience convenience with the bedroom at the back of the house, right off the kitchen. This room features a Queen bed, set of bunks, dresser, and full hanging closet.
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  This bedroom is nap-worthy for vacationers of any age - with its queen sized bed or bunks to stretch out on and late afternoon light gently filtering in. Ahhhh, this is the peace you've been craving.
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  Crack the window and let the island breezes gently soothe. Restorative sleep is one of the things this house offers our honored guests.
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  Breakfast in bed? It's perfectly fitting at Tipsy Turtle - carry breakfast in on a tray. When the queen bedroom door is shut, no one has to be anywhere by anyone's clock.
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  Conveniently located on the main floor - this full bath is just off the kitchen/living area and the main floor bedroom.
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  The hosts at Tipsy Turtle provide all the essential soaps and paper products - no need to run to the little island store before your fist shower.
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  Hop on a golf cart and zoom off to picturesque NCI harbor with Boats & Fun and Mangoes Café/Bar, and public pool.
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  There's so much to see and explore on this unique Florida barrier island. While you're here, take some time to learn about the wildlife, geology, flora, and fauna that make this part of our country so special.
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  Watch the Gulf paint itself pink every night of your stay - Sunset Beach is a 7-minute walk or a 2-minute golf cart ride away.
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  Gather for for meals together - fancy meal or a giant pile of nachos, this is the table where friendly conversation will be had and giggles will be shared.
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  Even while eating inside you'll enjoy the beauty of the outside with the floor to ceiling windows - no one has to stare at a wall at this table.
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  Just up the stairs find the King bedroom and second Queen bedroom - each has their own bathroom and private deck.
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  This room is dreamy with its stately King sized bed, floor to ceiling windows, and luxury linens - you're sure to linger in bed just a bit longer on your vacation mornings.
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  Longing for a good night's sleep? You'll get that here.
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  The en suite bathroom is charming with a touch of luxury - it's a space that makes 'just rinsing off' feel like you're being pampered.
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  You won't need to wait your turn at this expansive counter - get ready in the morning together, head to the beach faster.
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  Linger here in the double headed shower until all the tension has run down the drain - this is the after-beach luxury that you'll look forward to when the day is winding down.
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  Enjoy space and optimal privacy - open your eyes, open the french doors, and look out over the tropical foliage. No other houses in frame.
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  Step out onto your private master bedroom deck. Soak in the palm views and listen to the waves!
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  Savor the Florida moments.
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  Notice the white arrows...Tipsy Turtle & Beach Access - 7 min walk or 2 min golf cart ride.
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  Come experience some of the best shelling in the world on NCI.
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  White sand and seashells stretch out for miles with no high-rise hotel in sight - this is the beauty of North Captiva Island!
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  Your stay on NCI isn't complete until you visited the island's 600-acre nature preserve! Step away from the houses and explore the trails, unique vegetation, and 200+ species of birds that call this island their home.
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  "This was our fourth time out at NCI and it never disappoints. The house was everything we wanted. We had an absolute blast and wouldn't hesitate to rent Tipsy Turtle again!" - Landon
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  Go ahead, claim this Queen bedroom with second set of bunks! - The whole crew will enjoy telling stories of the day and having access to the deck & spiral stairs to the crow's nest deck!
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  Coastal details and the organizational conveniences of home will help you settle right in and enjoy a beautiful vacation.
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  Yet another private bathroom with a bathtub/shower combination, stocked linens, and quality soaps to keep your vacation rolling.
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  Towel hooks line the wall so you have plenty of space for...beach towels, bathing suits, and a fresh bath towel.
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  Suds up and soak in the fragrances of vacation - play hard and clean up with ease.
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  With a Queen bed, set of bunks, and full private bath, this space is great for accommodating larger groups and kids - giggles are bound to happen - vacation memories will be made.
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  These cozy bunks are perfect for our youngest guests - moments cozied up here will be talked about long after the trip ends.
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  Step out the double doors from the family bedroom onto one of the 4, expansive, Tipsy Turtle decks - soak in the beautiful island views & access to the rooftop deck.
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  Not all houses on the island have an awesome spiral staircase but Tipsy Turtle does! Enjoy the climb to the rooftop deck - the 360 degree view of the island awaits!
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  Specular sunsets over the Gulf of America are savored from up here!
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  Spin around to check out the view facing NE from the rooftop deck - just beyond the palm trees, the ocean sparkles and fishing boats zoom past.
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  Walk to the beach in 7 minutes - or roll up in the golf cart in 2. Time to stretch your legs and get your feet sandy!
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  Fishing off North Captiva is fabulous - consider a fishing charter excursion.
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  From the air, you'll notice that the northern, residential portion of NCI is only a portion of your island experience - the island is your playground - step out and explore!
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  Skip the boat and go by air! - Private Pilots can fly into the 1800' grass strip by pre-arranging use of our membership to Salty Approach.
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  Fly your own plane into the 1,800 ft grass strip - pre-arrange use of our Salty Approach membership and skip the boat altogether. Welcome, Pilots!
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  Line up for short final on runway 9 - you've just found your next island-airstrip adventure!
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  Let your worries wash away on the idyllic North Captiva Island!
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  "Our family had an incredible stay on North Captiva Island. It’s a beautiful island with wonderful people." -Michael
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  "The house had beach towels, beach chairs, games and puzzles, an outside fridge & outside shower!" -Robina
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  Standing tall and proud on the north end of NCI - book your stay at Tipsy Turtle and make memories that will last a lifetime!
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  🐢We would love to have you as guests at Tipsy Turtle!

Turquoise water skips beneath you, music on the breeze, as the ferry pulls into the dock at North Captiva Island. Your island management team is waiting - and before you know it, you're zipping off to discover everything Tipsy Turtle has in store: a swim-up tiki bar, heated pool & hot tub, 360° rooftop views, two golf carts, an elevator, beach gear, hammocks, and four sun-soaked decks. Congratulations - you've found one of the best teams and finest properties on this idyllic little island.

NEW TO NORTH CAPTIVA ISLAND? Here's what makes it unforgettable:

North Captiva is one of Florida's last truly unspoiled barrier islands — no roads, no bridges, no drive-up convenience. That's exactly what makes it so magical, and a little planning goes a long way.

Getting here: Guests arrive by ferry, chartered boat, private boat, or small private aircraft. The journey across the water is the first signal that you've left the ordinary world behind. Our property management team meets you at the dock and escorts you to Tipsy Turtle by golf cart - two 4-person golf carts are included with your rental for the week.

Provisioning: There are no major grocery stores on the island. Guests shop on the mainland before boarding the ferry or choose a personal grocery shopper who will have everything waiting for you. It takes a bit of planning, but it's worth it because when you arrive, you can just have fun!

We've got you covered: Once your reservation is confirmed, you'll receive our Digital Guidebook — a step-by-step resource that walks you through planning logistics, our recommended companies, the property's amenities, and island activities. And any time you have questions, Molly and our property manager Kale are always happy to help. -Hosted by Cowboys & Mermaids Vacation Rentals

ABOUT THIS PROPERTY

Outdoor Details: The Thirsty Turtle Bar is the heart of it all. There is nothing else like it on NCI — a swim-up tiki bar and you don’t have to fight the crowds! Belly-up to the bartop, in the heated pool, as you’re handed a freshly blended tropical drink. The music is playing. The group has gathered. Nowhere to be, and no reason to leave.

The pool and hot tub run 24 hours a day and no one’s going to tell you your swim session is over. Outdoor dining for 8, a Weber grill, and an outdoor shower round out the lower deck. Two hammocks, cornhole, beach chairs, umbrella, and a cooler round it all out.

Bedroom/Bath/Deck Details: The home sleeps 8 across three thoughtfully designed spaces. The main-floor bedroom has a queen bed and set of bunk beds and sits conveniently beside the kitchen and a 3/4 bath - ideal for guests who prefer everything on one level. Upstairs, the primary suite features a king bed, a stunning custom bathroom with ample counter space and a double-headed shower, and direct access to a private deck. The second upstairs bedroom offers a queen bed plus a set of bunk beds, an attached full bath, and its own private deck with a spiral staircase that leads straight up to the crow's nest.

Kitchen Details: The open concept kitchen is built for real cooking: A full suite of pots, pans, and bakeware. Drip and Keurig coffee makers, blender, crockpot, griddle, toaster, and reverse osmosis water at the tap. A dining table for 8 with additional spots at the bar stools.

Inside Living: Smart TVs with Roku in the living room and primary suite. Starlink WiFi throughout. Families with little ones will find a pack-n-play, high chair, and a baby gate available. An elevator connects the ground level to the main floor for guests with limited mobility and for luggage. Everything is already here — you just show up.

LOCATION & WHAT'S NEARBY

North Captiva Island is its own world — miles of sandy beaches and tropical vegetation, no roads, no cars, no crowds and no highrise hotels. Your golf cart and bikes are the only transportation you'll need.

BEACH: Your members-only beach access (Captiva Castaway)puts you steps from some of the Gulf's most pristine shoreline: warm, calm water, soft white sand, and shelling that has guests filling bags with whelks, conchs, and sand dollars. Dolphins appear regularly just offshore — early morning walks on the beach often come with a show.

NATURE: Tipsy Turtle is located within the island's sheltered interior which offers something the exposed ocean-front properties can't: the hush of lush tropical canopy, gentle breezes, birdsong, and the kind of quiet that reminds you why you needed this retreat. Zoom off to the 600 acre nature preserve for more nature or head to the docks and beaches to spot manatees and dolphins!

WATER ADVENTURE: Pine Island Sound has some of Southwest Florida's most productive fishing waters — snook, redfish, and tarpon are prized catches. Kayaking and paddleboarding through the mangrove-lined backwaters is a peaceful alternative to the open beach.

BOATING EXCURSIONS: For guests who want to explore the surrounding barrier islands, Boats and Fun on North Captiva rents private vessels for day excursions or, we can recommend a private captain. And at the end of every adventure, Tipsy Turtle is right where you left it — tiki bar ready, hammocks swaying, pool ready for a float.

RESTAURANTS/PUBLIC POOL/SHOPS: Hop on a golf cart - you're only 8 min (or less) from these island establishments: Barnacles/Mainstay - enjoy cold drinks, fresh seafood, and Old Florida charm. Over The Waterfront offers an intimate dinner experience on the water, with delicious food and views of Safety Harbor (reservations required). Mango's Bar & Grill at the Island Club keeps it casual with poolside bites. Make an afternoon of it and enjoy their public pool. The Island Market rounds things out with coffee, ice cream, grab-and-go items, and island gifts.

WHO THIS HOME IS BEST FOR

Families with kids — Tipsy Turtle was designed with families in mind. The pool is fenced, heated, and has a shallow toddler-splashing section. The bunk beds are always a hit, and the world-class shelling keeps kids busy for hours. Pack-n-play, high chair, and baby gates are already here.

Multi-generational families — The elevator, main-floor bedroom, and multiple living spaces make it easy for every generation to be comfortable. Grandparents and grandkids under the same roof, with plenty of room to spread out.

Groups & friend reunions — Four decks, a swim-up tiki bar, outdoor dining for 8, and a crow's nest for sunset toasts. Tipsy Turtle was made for the kind of trip people talk about for years.

Boaters — Many guests bring their own boat. Our team helps arrange your boat slip rental.

Private pilots — Tipsy Turtle holds a North Captiva airstrip membership. Fly in, land, golf cart to your door.

GUEST ACCESS

Everything here is yours: the home, the heated pool and hot tub, the swim-up tiki bar, the BBQ and outdoor dining, two golf carts, beach chairs & beach umbrella.

From the moment you arrive, our property management team is there for you. They meet you at the dock, escort you by golf cart, help carry groceries & luggage up, and get you settled — your vacation starts the moment you step off the ferry.

All property perks and details found within your digital guidebook. Check-in 4PM / check-out 9AM. Security cameras monitor the exterior entrances to the property only.

HOUSE RULES

Maximum occupancy is 8 guests. NO pets. No smoking anywhere on the property, including outdoor areas. No events or parties. Quiet hours are 10PM to 8AM NCI is a peaceful island with a tight-knit community. Must be 24+ to book.

Rental Agreement must be signed within 48 hours - your reservation isn't confirmed until returned. Damage protection via Rental Guardian included (no additional fee).

No one without a valid driver's license may drive a golf cart. No driving golf carts on the beach or in the nature preserve.

The pool and hot tub is for guest use at your own risk. There is no lifeguard on duty. Children must be supervised by an adult at all times while in or around the pool.

Rates & Availability

Cancellation Policy: One hundred percent (100.00%) of the total booking charges will be refunded if the cancellation is made more than 14 days prior to the arrival date of the reservation. Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 7 days prior to the arrival date of the reservation. For cancellations made within 7 days prior to the arrival date, no refund will be issued.

Location

North Captiva, Florida

Amenities

Guest Reviews