Vacation Home Rentals By Owner In Captiva, FL

$311.14

Pearl - Newly renovated 2-bed Captiva cottage duplex, see beach from the drive

Captiva, Florida, United States

Pearl is your private tropical escape, just steps from the sugar – white sands of Captiva Island. She’s a freshly decorated two-bedroom island hideaway with two king beds, plus extra space for bonus humans who never want to leave. Two blocks from Captiva Village, steps from the beach, and zero stoplights between you and total relaxation — Pearl operates on island time only. Mornings are for coffee on the balcony, afternoons are for sunscreen and beach life, and evenings are for sunsets and the picture perfect golden hour. Pearl is breezy, tropical, peaceful… and just close enough to the action in Captiva Village. The village has live music and lantern-lit restaurants. Pearl will become your favorite vacation spot to repeat every year!brbrbr___________brbrbrMain Space:brBright and open layout: The kitchen, living room, and dining area flow together seamlessly, creating the ideal space for hanging out, sharing meals, and laughing.brbrBedrooms and Bathrooms: The two bedrooms feature a king-size bed and closet space to hang clothes, store luggage, etc. The full bath includes amenities, the half bath is where the washer/dryer are located.brbrBalcony:brSpacious and relaxing: Enjoy morning coffee or evening drinks outside overlooking the tropical vegetation and beautiful palm trees!brbrFront yard:brFun in the sun (and shade!): Play a round of mini golf under the tall palm trees! Friends and family can BBQ and relax in chairs while they talk, watch, laugh, and judge each other's skill.brbrUnder the duplex:brBeach chairs and cart. Shibumi (shade canopy) stored inside duplex closet. Walk 2 minutes to the beach and set up camp!brbr___________brbrWalkability: 10/10brbr- Beach: 2 minutes br- Captiva Village: 5 minutesbr- Starbucks: 7 minutesbr- Captiva Cruises: 6 minutesbr- The Green Flash: 11 minutesbrbrCaptiva VillagebrThe Island Store (grocery store)brBoop's Ice Cream Parlor & Cafe (bakery and coffee)brThe Bubble Room Restaurant + Emporium Gift ShopbrSunshine Seafood Cafe and Wine BarbrRC Otter's Island EatsbrCaptiva Island PizzabrKeylime BistrobrCantina CaptivabrBeach Stuff souvenirsbrGold Parrot gift shopbrbrbrPearl is so cute and convenient for your island getaway. We can't wait to welcome you to your cozy cottage/duplex!

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$359.96

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Private Vacation Home

Modern Renovation~2 Club Pools SHC&ICNC Kayaks Bikes , Golf Cart Dock

Captiva, Florida, United States

A true gem tucked away off the coast of Florida, North Captiva, also known as Upper Captiva Island is an adventure to get to and a dream-come-true to visit. This Island is a No-Car Island. The only way to travel is by golf cart.brbrYou can not drive to North Captiva Island because it is cut off from the mainland by a strait called Redfish pass. Redfish Pass is a strait in Florida that connects Pine Island Sound with the Gulf of Mexico. It also separates Captiva Island on the south from North Captiva Island on the north. Therefore the only way to get to North Captiva is by ferry/ water taxi, boat or small plane (must have proper approval for landing here).brbrNorth Captiva Island is known for its pristine beauty, fantastic wildlife, and unparalleled shelling. Explore everything that this magical destination has to offer.

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$452.79

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Private Vacation Home

North Captiva Island- Ocean bay views and modern decor. Two new carts!

Captiva, Florida, United States

Sunrise Bay - North Captiva IslandbrWelcome to paradise! This townhome boasts the best of ocean bay views, wild beaches with world class shelling and fishing combined with updated decor, new beds and convenience of being next to the ferry drop off. Well stocked home and professional hosting ensure that your stay is easy, relaxing and that time away that you really need. Private community pool, docks, running trails and tennis courts.brThis island is easy to get to. Take Island Girl ferry (runs every 2 hours) to our docks! No cars, only golf carts here! Closest airports at Fort Meyers and Punta Gorda

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$732.71

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Private Vacation Home

The Salty Conch - Luxury Just Steps To The Beach with Private Pool;2 Golf Carts

Captiva, Florida, United States

Book your stay at the beautiful island house located just a short walk or brief golf cart (you are provided 2 golf carts) to the beach. brbrThe Salty Conch is an exquisite home for comfortable living and on a private site located close to the gulf beaches on a quiet sandy lane. Surrounded by a tropical landscape with circular patio and a private, heated pool. Screened-in outdoor living space with TV, games, dining, and sitting areas. A lovely two-story foyer greets you on the first level, plus two King bedroom suites and an additional Queen. A loft room with a Full bed and fantastic Gulf views surrounded by sliding glass doors that lead to the top lookout deck with panoramic views of the island. The luxurious, fully equipped kitchen with living room and dining to enjoy a full family experience. The Salty Conch is the place to Make Memories that last a Life Time!brbrThe owners are members of the Island Club. Effective for all reservations booked after March 1, 2026 guests will be required to go to the Island Club office and register for the amenities. The Island Club will charge you $75 for use of these amenities. This is an Island Club policy. It is totally optional and you will be able to still use the Island Club small pool as well as go to the pool bar and restaurant. If you opt out not to register, you can still rent bikes and kayaks at Boats and Fun. brbrThere are 4 restaurants on the island: Mangos Pool Bar, Boathouse, Over the Waterfront, & Mainstay (formerly Barnacle Phils)brbrThis vacation rental home is located on North Captiva Island. Remote and undiscovered, North Captiva Island is accessible only by ferry, private boat or small plane. This private island community is reminiscent of old Florida as it once was during a simpler time. Just 3 miles off shore, this tropical paradise is part of the Lee Island Coast barrier island chain in South West Florida. Nearest airport to fly to would be in Fort Myers, Fl or Punta Gorda. Travel by golf cart (two golf carts included with your stay) or bicycle on our sandy native trails. Here, you will find no cars, no crowds or paved roads. North Captiva Island offers a small town impression with just enough amenities to suite your family needs.

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$552.08

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Private Vacation Home

Life's a Beach: Walk to Private Beach & Village in 5 Minutes

Captiva, Florida, United States

Beach Cottage, 3 Bedrooms, 2 Baths, (Sleeps 6)brCome visit us on beautiful Captiva Island and stay in our 'Life's a Beach' cottage. Our property is a lovely ground level cottage nestled in beautiful lush and tropical gardens. Located on wonderful Wightman lane a small private beach road in the heart of Captiva Island. Considered one of the best locations on Captiva. From here walk to private beach and village in just 5 minutes. Relax in your private large hot tub, enjoy outdoor dinning and lounging areas in front and back of your vacation home. Relaxation island style is guaranteed. For dinner and sunset drinks walk to Captiva's beautiful and famous shelling beaches and historic village. Enjoy nightly beach front sunsets and award winning dining and shop the many unique stores and galleries.brbrEnjoy the warm gulf waters, restaurants, shops, galleries. Huge variety of activities are available on the island. Fishing, boating, boat charter, outer island tours, sunset cruises, dolphin and wildlife cruises. Bird watching, canoe and kayak thru the back bay and mangroves, bike, golf, parasail, skate, shelling, Jet ski, marina.brbr~Air Conditioning ~Bath Linens ~Stove and Oven ~Blender ~Beach umbrella ~Beach Chairs ~2 Cable TVs ~Phone ~Ceiling Fans ~Outside dinning ~Microwave ~Coffee Maker ~Iron ~Games for Kids ~VCR/DVD ~Hot Tub ~Heating ~Porch ~Refrigerator ~Toaster ~Ironing Board ~Toys for Kids ~Alarm Clock ~On Street Parking ~Bed Linens ~Gas Grill ~Ice Maker ~Washer ~Dryer ~Beach Towels ~Portable Radio ~RadiobrbrActivities:brbr~Beachcombing ~Marina ~Boating ~Parasailing ~Deep Sea Fishing ~Tennis ~Beaches ~Surfing ~Sailing ~Canoeing ~Pier Fishing ~Biking ~Groceries ~Swimming ~Yachting ~Kayaking ~Fly Fishing ~Water Park ~Restaurants ~Snorkeling ~Wind Surfing ~Jet Skiing ~GolfingbrbrArea: Our 'Life' a Beach' is just steps to the beach, restaurants and galleries. 10 minute drive to Sanibel Island village were you find an additional variety of restaurants, shops, galleries, gourmet groceries, waterfront restaurants and entertainment. Famous Ding Darling preserve, Tarpon Bay recreation area, shell museum, Sanibel Captiva Conservation Foundation and many nature trails and tours are available. Over 50 miles of safe bike lanes on Sanibel. Bike rental.

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$396.62

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Private Vacation Home

Casita Salida del Sol-North Captiva Island Waterfront townhouse w/dockage

Captiva, Florida, United States

Welcome to Casita Salida del Sol, your private sanctuary nestled on the pristine shores of North Captiva Island, Florida. This charming 3 story, 3 bedroom, 2 bath casita offers the perfect blend of luxury, comfort and seclusion making it an ideal escape. brbrImagine escaping the hustle & bustle of every day life on a island with no cars & uncrowded, unspoiled, white sand beaches— being able to just slow down & relax. Ride around on the golf cart to see the most amazing sunrises & sunsets all from the island. North Captiva is 1/2 mile wide, making it perfect to watch both sunrises and sunsets. We provide a golf cart, 2 beach cruisers, 2 kayaks and a paddleboard for your outdoor activities. Enjoy the 3 on island restaurants or prepare & cook your meals in our fully furnished kitchen. You can have your morning coffee while enjoying the sunrise from the upper screened in deck overlooking the harbor. Jump on the beach cruisers or hike thru the 700 acre state wildlife preserve or watch the manatees & dolphins play in the water by the airstrip. Rent a boat from Boats & Fun to Island hop over to Cabbage Key for lunch, shell at Sanibel, exploring Cayo Costa or head over to the sand bar on Boca Grande. North Captiva even has its own 1/2 mile long sand bar. If boating isn't your thing, hang out on the 5 miles of pristine sandy beaches or the heated pool at Safety Harbor Club. Unlike more well known beach destinations, the lack of crowds won't leave you scrambling for a prime beach spot. Our island townhome is a part of the Safety Harbor Club, so take advantage of all of their amenities. These include tennis & pickleball, a clubhouse with a great selection of books & movies to borrow during your stay. As well as private beach access, gazebo for gatherings and an ice machine. brbrISLAND LIFE MADE EASY! From Ft. Myers Airport, Pine Island Limo & Taxi service is available to take you to Pineland Marina where you will catch the Island Girl water taxi to the island. We are not accessible by car, only by boat or small aircraft. There are a number of grocery shopping services that will shop, package and deliver your groceries to Island Girl Charter per your request, just in time for the 20 minute water taxi ride to North Captiva. Once you arrive on the island, Jenny will meet you at the ferry dock to help unload your luggage & take you on a tour of the property and the island. She will also be your point of contact for anything needed during your stay. brbrCasita Salida del Sol amenities include:brWifi, propane grill & utensils, 1 golf cart, 2 kayaks, 2 beach cruiser bikes, paddleboard, tennis rackets, pickleball paddles, beach chairs, sand toys, board games, movies and much more. (An additional golf cart is available for daily rental if needed)brbrFully stocked kitchen includes: coffee maker, Keurig, toaster, microwave, blender, crockpot, pots/pans, dishes, utensils & much more. brbrPLEASE NOTE: There is a $25/day resort/temp membership fee charged by Safety Harbor Association and is reflected in your cost of your stay as property fee. You will receive a temporary membership card for the duration of your stay that you should keep with you while on the island. brbrIf you are coming by private boat, you may use any of the Safety Harbor Club(SHC) docks. There is a $25/day dock fee charged by SHC HOA and is NOT reflected in your cost of your stay and must be paid separately at the time of booking. You MUST display the dock pass on your boat or risk having it towed.brbrbrPine Island Taxi & Limo (239) 283-7777 (Very reliable service from Ft. Myers Airport to Pine Island, Reservation recommended)brIsland Girl Charters (239) 633-8142 (Water taxi from Pine Island to Safety Harbor dock)brDeb with Fresh Pick (239) 822-7078 (Grocery shopping & delivery to the island)brBoats & Fun (800) 991-3259 (boat rental and fishing charters)brbrhttps://vimeo.com/904262282brbrbr

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$636.67

/ Nightly

Private Vacation Home

Paradise Found/ North Captiva / Heated Pool

Captiva, Florida, United States

Escape the crowds to a remote tropical island paradise that can only be accessed by ferry, private boat or small private airplane. This 4 mile long-1 mile wide island offers miles of pristine white sand beaches, abundant wildlife and 3/4 of the island is part of an accessible land reserve.brbrbrOur newly remodeled home has all the luxuries including a large heated private pool, spacious pool deck and Margaritaville theme bar with seating for all. Lounge in the round bed at the pool or in the chaise lounges and patio furniture. Swing yourself to sleep under the palm trees in our hammock. Our ground-level pool bath includes a private outdoor shower and half bath for easy access.brbrThe top level observation room with exterior deck overlooks the Gulf offering island views with extraordinary sunsets. This room has a comfortable Queen pull out Tempur-Pedic bed. Surrounded on 3 sides with windows for great protected viewing it also doubles as a 4th bedroom.brbrOne floor below the observation room, you will enjoy a tastefully decorated open living area complete with large flat screen TV, large comfy couch, fully equipped kitchen, screened patio with patio table and comfortable seating, dining area coffee/drink bar area and full bath. The screened balcony at tree-top level extends the living space outdoors to take advantage of the beautiful natural scenery and tropical island atmosphere.brbrThe master bedroom with king bed, and master bath are located one floor below the main level. Two additional bedrooms, one with a queen bed and the other with two twin beds, as well as a third full bath and washer/dryer are also located on this level. Both Master and Mermaid room have TV's.brbrbrOnly steps to miles of beach with no crowds or cars!brbrIncluded with the rental for our guests are a four person Golf cart, two single kayaks, one double kayak, one child kayak, life vests, ample beach chairs, towels, umbrellas, and a propane grill to complete your island getaway experience.brbrEnjoy glorious sunrises and sunsets that will be a favorite lasting memory for future years to come. brbrBring your poles and fish off the beach, bring your own boat or charter for some of the country's best inshore and offshore fishing for Snook, Redfish, Tarpon, Snapper and much more.brbrOur island paradise is not accessible by car. brEnjoy a short boat ride over with views of the islands, birds and dolphins on one of two ferry companies. Take your private boat or fly your private plane in and walk to the property with landing and tie-down privileges.brbrCome enjoy our quiet white sandy beaches, sandy golf cart roads, birds, manatees and beautiful sunsets.

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$489.66

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Private Vacation Home

On a Whim Captiva Island Beach Cottage

Captiva, Florida, United States

Life doesn't get much better than staying for a week or longer at On a Whim. Our newly renovated Captiva Island cottage is located in the Village area of Captiva, just a short walk to the beach, bay, shops, and restaurants. We are located on a quiet street called Mango Ct. There is a ground-level area with seating to relax and enjoy a meal in the fresh air. The inside of the home has been completely renovated with new furniture, flooring, paint, and much more. There is a spacious living area with a flat panel TV, a dining area, and a full kitchen. An open deck stretches from the living area to the master bedroom, and a screened lanai area with seating is just off the living room. The master bedroom has a king-sized bed and en-suite bathroom, while the guest bedroom features a queen-sized bed and full bathroom just across the hall. There is a queen-sized sleeper sofa in the living room for additional guests. We look forward to welcoming you to On a Whim very soon! One small dog may be considered with owner approval and an additional non-refundable pet fee.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.***

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$501.43

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Private Vacation Home

Beachfront Bliss at PETERS BEACH HOUSE - 2BR 2BA - Club Membership-Boat Dockage

Captiva, Florida, United States

Wake up to sunrises that steal the show at Peters Beach House, a stunning beachfront getaway exclusively managed by Shally’s Seashells Property Management.brbrEnjoy outstanding fishing right in front of the house and watch dolphins glide by in their natural habitat. This newly and thoughtfully renovated beachfront home offers spectacular views and a truly one-of-a-kind setting. Bordering private, undeveloped land, the property feels exceptionally peaceful, secluded, and immersed in nature.brbrFor your comfort and enjoyment, the home is stocked with beach chairs and a variety of indoor and outdoor games. Inside, you’ll find brand-new appliances, high-speed Wi-Fi, a flat-screen TV with Netflix, and a full-size washer and dryer—everything you need for a relaxing stay.brbrYour booking also includes a guest membership to the Safety Harbor Club, providing your entire group with complimentary access to pickleball and tennis courts, a marina with boat slips, and a beautiful swimming pool.brbrRenting a beachfront home offers more than just incredible views—it delivers privacy, space, and the rare luxury of having your own stretch of beach just steps from your door.brbrYour stay includes a golf cart provided by Shally’s Seashells, making it easy to explore North Captiva Island’s hidden gems — from dining at Mainstay and Barnacles Bar to visiting the Island Market for coffee, ice cream, and local favorites.brbrShally’s Seashells also offers grocery delivery and mid-stay refill services, ensuring your vacation is as seamless as it is relaxing.brbrExperience the quiet charm of island life — where every morning begins with a view worth waking up for.brbrExclusively managed by Shally’s Seashells Property Management

2

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2

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5

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$724.14

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Private Vacation Home

Salty Seastars

Captiva, Florida, United States

Your remote island retreat awaits at Salty Seastars on North Captiva. Located just a short stroll from the pristine Gulf beach, enjoy spectacular views of the Gulf and the ultimate privacy of our split-style home (Dayhouse & Nighthouse). The vibrant, eclectic interior features soaring ceilings, spacious family areas, and multiple large decks—a stylish and secluded sanctuary away from the crowds. Perfect for large families to spread out and have separate spaces.

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$968.06

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Private Vacation Home

5-bedroom vacation home in the Village with just a short walk to Captiva Beach!

Captiva, Florida, United States

Welcome to our luxury vacation home, Absentminded. Our beautiful well-appointed home is located in the center of the Village of Captiva with the beach or the bay just a short block away! You will appreciate staying in the Village in that we are walking distance to everything...beach, restaurants, marinas, shopping etc.brbrCaptiva Village/post hurricane status.... our house is now perfect including our NEW Pool Cage/Lanai! The Village is slowly returning. The Bailey's General Store, Green Flash, Sunshine Seafood, Starbucks, RC Otters, The Bubble Room, The Cantina, Pizza Shop, Jensen's Marina and the three Tween Water's restaurants are NOW open in Captiva. Key Lime is scheduled for this fall. Sanibel also has over 20 restaurants open so there are options while on the island. We recently upgraded our outside kitchen and pool deck area so grill away!br brThis spacious 3,211 square feet home four bedroom/4.5 bath private home comfortably sleeps 10 (easily handles multiple couples or your extended crew) and is designer finished in island style. The house features four private suites (each with a private bathroom) .... our guests' love our large, heated pool with spa and many great amenities including a built-in gas grill (new upgrade in 2024) on the pool level, a new Ian ping pong table, Jenga, plus many toys and games for children young and old! brbrWe are truly in the middle of the island and just steps to...brthe beach for shelling, sunbathing and swimming... the Bay for watching the sunrise, fishing, boating, and manatee watching... fun restaurants like the famous Bubble Room (in one direction), or to the fabulous Mucky Duck (temporarily closed/at the beach) for romantic sunsets. And, if you can't wait for that first cup of coffee ...Starbucks is a short one block walk away. Captiva Island is only about 600 yards (two blocks) at its widest point, so you are literally steps away from the beach/bay no matter where you are. Once you arrive and park your car, you might not leave the island for the rest of your vacation. brbrWelcome to the Sunshine!!! Welcome to the Islands!brbrOur ground floor entrance is inviting and functional to store all your beach supplies (or those nasty winter coats) while you enjoy the Captiva sunshine. The beach towels are here so quickly grab one and head to the beach which is just a short stroll across the street and down sandy Laika Lane for our amazing world-famous beach, playful dolphins and truly wonderful sunsets. The garage has plenty of beach chairs, beach umbrellas, beach toys and beach carts for your short walk to the beach, shopping or our many restaurants. The garage features elevator access (for our guests requiring accessibility), and an extra refrigerator. The ground floor lower level has a half-bath powder room convenient to the entertainment/pool area with a built-in BBQ grill, outdoor dinner table, teak bar, and multiple lounge chairs for lazing around the pool and spa. The large pool deck is a great area to keep the little ones busy or to have and having fun playing in the pool or with board games while adults will find a relaxing peaceful spot to take a mid-afternoon nap before heading to the beach (or Mucky Duck when it opens) for another beautiful sunset. And if the weather turns inclement (reminder we are in the islands!), don't worry there is plenty of the pool deck under cover to entertain your guests! The pool deck also features an outdoor shower and a changing room. This pool deck is an amazing outdoor room...you may never want to leave the house! Our repeat guests have reported the pool area and cage was a key difference maker...good weather or bad. brWalking onto the main floor of the house, you're greeted by the Florida sunshine as it streams through plantation shutters into a very open floor plan AND Shelly the Turtle (our guests always ask...nine feet turtle) prominently displayed on the main wall of the cozy Great Room. There is plenty of seating for all of our guests, a 65-inch flat screen LCD TV, DVD player (with plenty of DVDs), XBOX One (so bring your favorite games), cathedral ceilings with a ceiling fan, and a wall of windows with French doors leading out to the pool area with a spiral staircase to the pool deck below. The well-equipped and large kitchen with breakfast nook is inviting for the cook and the take-out crowd alike---did we mention that there are seven restaurants within roughly a block or two The adjacent dining room has seating for ten guests and double French doors out to yet another screened deck overlooking the pool. The main floor king-size bedroom suite has a full bathroom with step-in shower. The office/den includes a desk (for those extended guests that must conduct some work), a printer, bookcases and extra sleeping space for two with a daybed and trundle. The main level is also equipped with a washer and dryer in its own laundry so pack light!! And yes, the house has Wi-Fi.br brWe know you value your privacy, so we have THREE upper-level bedroom suites!! Walk up a few stairs to this third level and find the first suite, the Black and White Room, with a king-sized bed with a large full bathroom with step-in shower. The second green suite features king-sized bed with an attached bathroom with a full-size tub for bathing the little ones. The master suite has a king-size bed, En-suite large bathroom with double vanity sinks, tub to pamper yourself, a separate shower, and a dressing table with a dressing chair. The master suite guests will lounge on the private deck in their cuddle chairs overlooking the pool area below. Look to your left to glimpse a view and the beauty of Pine Island Sound!! brbr brSanibel and Captiva were named by Frommer in 2016 as the Number One Destination in the world (yes, even over Paris, Tahiti etc.). In 2023, our Captiva sunset was ranked Number One Sunset. Our beaches are consistently voted as one of the top Florida beaches and is Number One for shelling. WOW! It's likely you won't want to leave the Village, but if you do jump in your car, please enjoy the world famous 7,000-acre Ding Darling Nature Preserve or the Bailey-Matthews National Shell Museum, terrific shopping areas and dozens of other fabulous restaurants on Sanibel. Sanibel has over 20 miles of walking/cycling paths. I know I have mentioned our fabulous sunsets and beaches, but our favorite Captiva memories are heading to the bay early in the morning with our daughters to view the sunrise and enjoy the manatees! brbrThis is an amazing house, built in 2002, professionally designed and completely updated in 2016...with new floors in 2020, new kitchen in 2023 and an updated pool area in 2024. It is the perfect spot for a large family or several couples looking to enjoy everything Captiva Island has to offer. Don't believe us; please see the independent 5* reviews below! Our busy seasons fill quickly (often 12 months in advance) so please have alternate dates available to experience Absentminded and Captiva. Your family and friends will make memories at Absentminded that will last a lifetime and, like so many of our regulars, peaceful romantic Captiva and Absentminded will draw you back year after year! brbrBottom line please review our previous guests' reviews .... they will tell you an unbiased story...very few homes in Captiva Village have 40-50 reviews at the 5* level (in fact our home is ranked #1 in Captiva with VRBO for 5* ratings!!) .... our location is perfect, the house is immaculate, and we work hard to give you the perfect island experience! brbrOur house is located in the Village (a must since the Village has very limited outside visitor parking) and easy to find. Watch out during your trip over from the mainland for the speed limit is strictly enforced for the three-mile ride to Sanibel Island but you won’t hurry. Your first view of the ocean will slow you down!brbrOne last thing to put a smile on your face .... please go the following URL that showcases Captiva Island. This short video will sell you that Captiva Island is truly a unique vacation spot that you won't find on the mainland. Enjoy!! brbrhttps://www.youtube.com/watch v=f-GXv0mvmRQbrbrhttp://www.purewow.com/travel/beach-vacation-bucket-list utm_medium=email&utm...brbrRestaurant Choices: brAll of the restaurants in the Captiva village area are within walking distance of the house. Parking around the island is pretty limited so that is a big plus. brbrJust a few doors from us to the south is Captiva Cantina. If you keep heading toward Andy Rosse on Captiva Drive (so back towards Sanibel), at the corner of Captiva Drive and Andy Rosse is the famous Bubble Room. The food is good, and the desserts are even better. We often grab a piece of cake for an evening snack even if we have had dinner at another spot. On Andy Rosse (turning toward the ocean), you will see Key Lime Bistro (closed for hurricane remodeling) and RC Otter. They are great restaurants with outdoor seating and have live entertainment in the afternoons and evenings. Next door to RC Otter's is Sunshine Seafood. The Mucky Duck (under hurricane forced remodeling) is at the end of Andy Rosse on the beach (Captiva's only beach front restaurant). They have a nice outdoor patio, and you can have lunch outside with food service from the bar. They also have more formal dining inside and it is THE location to watch the sunset which is a MUST event in Captiva. Another option is the Green Flash which is a little past Andy Rosse on Captiva Drive. Starbucks is north of us...just down the street. If you want to get in the car, three other options are at Tween Waters, including probably the nicest restaurant on Captiva/Santiva (The Old Captiva House). And yes, we have pizza in the Village. And in November /May visit the Tuesday Farmer's Market which is located in the South Seas parking lot. It is worth the visit one block to the North.

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$2039.97

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Private Vacation Home

Gulf to Bay Luxury! Stunning Views, Dock, Beach, Pool, Sunsets and Luxury!

Captiva, Florida, United States

GULF TO BAY LUXURY ON CAPTIVA ISLANDbrbrThis is a rare and extraordinary Captiva retreat—one of the few homes that truly spans from the Gulf of Mexico to Pine Island Sound, offering breathtaking water views in both directions. From the moment you step inside, you’ll understand what makes this property so special. Stand in the main living area and take in sweeping views of the Gulf on one side and the Bay on the other—a perspective few homes can offer.brbrWith 5 bedrooms and 5.5 bathrooms, this stunning estate is designed for both elevated comfort and unforgettable experiences.brbrStart your mornings on the private dock, coffee in hand, as the sun rises over the Bay. Spend your days lounging by the heated pool, relaxing on multiple expansive decks, or strolling just steps across the quiet island road to your semi-private beach access. In the evening, return for front-row seats to Captiva’s legendary sunsets over the Gulf.brbrThe private dock accommodates a 20+ foot boat and is ideal for kayaking, paddleboarding, or casting a line in some of the best fishing waters on the island. For an effortless adventure, local fishing guides can pick you up directly from your dock.brbrInside, the home is bright, open, and beautifully appointed. The main living level features a spacious open-concept design with soaring views, a large dining table for 10, a wet bar, and a thoughtfully designed kitchen that overlooks the Bay, pool, and dock. The comfortable family room invites you to unwind with a flat-screen TV and expansive water views, while a den with Gulf views and a sleeper sofa offers additional space for guests.brbrUpstairs, two luxurious master suites and two guest bedrooms provide refined accommodations. One master suite captures stunning Bay views with a king bed and spa-like bathroom featuring dual sinks, a soaking tub, and separate shower. The second master suite faces the Gulf, offering a king bed and private bath. A guest suite with two twin beds and another with a king bed each include their own bathrooms and beautiful Bay views.brbrThe lower level features an additional guest suite with two queen beds, direct access to the pool, and a full bathroom—perfect for guests seeking privacy and convenience.brbrEvery detail has been considered, including a Sonos sound system throughout, elevator access, garage, ice maker, gas grill, laundry room, beach chairs, and beach towels.brbrA six-seater golf cart is available for an additional fee. Two kayaks and two paddleboards are included for your enjoyment.brbrPlease note: exterior security cameras are located at the front door and boat dock. Boat lift is not available for guest use.brbrKingfisher Vacation Rentals offers contact-free check-in for a seamless arrival—no office stop, and on Captiva, not even a stoplight to slow you down.brbrThis is more than a vacation home—it’s a one-of-a-kind island experience where luxury meets the natural beauty of Captiva from sunrise to sunset.

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$917.97

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Private Vacation Home

Private Beach Access Steps Away, Pool, Outdoor Bar, 2 Golf Carts, 360 Views.

Captiva, Florida, United States

5 Star Property. We are located on the Northern tip of North Captiva Island, with lots of privacy away from the crowds. Just a few steps down your own private sandy path to a pristine white sandy beach overlooking the turquoise waters of the Gulf of Mexico and Cayo Costa Island/State Park. Our home sits on a large double lot with a direct and private beach path via a lush and magical sandy trail that we keep bare foot friendly.A ONE minute walk and you are at a beautiful white sandy beach, pristine and very private. There is a heated and fenced pool for our guests to enjoy.brbr On the day of your arrival, you will be met at the dock and we will get you and your luggage settled into the house, which comes with your own personal golf cart for your island transportation during your stay. Our island has no cars, no traffic, only lushly lined sandy trails and golf carts. The property is a short 5 minute golf cart ride from the dock. Once you get settled in, you can explore the island with the two furnished golf carts or just relax and enjoy this magical Island Home. New StarLink High speed internet. The High Tides Beach Bar on the lower level is perfect for gathering after a day on the beach. When traveling to a barrier island great beach access is really a must! Being close enough to hear the sound of waves from your dinner table, spectacular sunsets from the porch or rooftop deck or walk directly to the sparkling waters of the Gulf at any time! Its literally just steps away! Watch dolphins swim by most any day! The island also offers miles of nature trails for hiking and exploring, over 600 acres of Federal Wildlife Preserve is one of the island’s many treasures. Miles of pristine and un-populated beaches, and depending on wind direction…always a calm beach to enjoy somewhere on the island. North Captiva Island is a true offshore island, boat or plane access only, golf carts and bicycles on sandy trails vs cars and roads, yet all the conveniences of shore. The island has a 2 bar/restaurants Mainstays & Mangos Bar & Grill, a small chef led Restaurant (Over the Waterfront), ice cream shop, small convenience store, guided fishing and boating tours, gift shop, boat rentals, grocery deliveries, etc. Once you arrive, you won’t want or need to leave! Ferries run throughout the day, 20 minute boat ride, you can leave almost anytime, you just won’t want to! Also private boats depart daily for island hopping, dolphin watching and shopping trips. Give us a call or email, we would love to have you visit!!!!!!! The only bad part is, you won't want to leave :)

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$280.97

/ Nightly

Private Vacation Home

Jasmine - Refreshing 2-Bed/1.5-Bath Captiva Cottage Duplex, 2 Min Walk to Beach!

Captiva, Florida, United States

Welcome to Jasmine, your private tropical escape, just steps from the sugar – white sands of Captiva Island. Nestled into a quiet, private access, palm-filled neighborhood with no stoplights and no rush, Jasmine invites you to slow down and unplug. The beach is only a half a block away and Captiva Village is just 2.5 blocks from your door - filled with restaurants that have live music.brbrInside, Jasmine has been completely refreshed. Bright and brand new! This two bedroom, one and a half bath cottage duplex features two king beds and a comfortable couch for napping - perfect for families or couples. The full kitchen is equipped for everything from sunrise coffee to sunset dinners. It includes an ice maker in the refrigerator for beach days and evening cocktails. Jasmine has a washer, dryer, dishwasher, games, and thoughtful touches that make it feel like home.brbrStep onto the deck with your morning coffee as the palm trees sway in the breeze, or grab your included, beach chairs, umbrellas, and beach cart and head out for a sunset you’ll never forget. Evenings are quiet and peaceful – whether it's candlelight dinners, board games, or walks on the beach, connecting here on the island means disconnecting from the world.brbrSurrounded by lush tropical greenery, and paired with exclusive access to Island Girl Concierge, your stay can be as relaxed or as adventurous as you choose – from golf cart rentals and grocery delivery, to kayaking, sailing, fishing, water sports, and private chefs. Just be sure to enjoy a night out at the iconic Green Flash with a gift certificate from us to help.brbrbr___________brbrbrMain Space:brBright and open layout: The kitchen, living room, and dining area flow together seamlessly, creating the ideal space for hanging out, sharing meals, and laughing.brbrBedrooms and Bathrooms: The two bedrooms feature a king-size bed and closet space to hang clothes, store luggage, etc. The full bath includes amenities, the half bath is where the washer/dryer are located.brbrBalcony:brSpacious and relaxing: Enjoy morning coffee or evening drinks outside overlooking the tropical vegetation and beautiful palm trees!brbrFront yard:brFun in the sun (and shade!): Play a round of mini golf under the tall palm trees! Friends and family can BBQ and relax in chairs while they talk, watch, laugh, and judge each other's skill.brbrUnder the duplex:brBeach chairs and cart. Shibumi (shade canopy) stored inside duplex closet. Walk 2 minutes to the beach and set up camp!brbr___________brbrWalkability: 10/10brbr- Beach: 2 minutes br- Captiva Village: 5 minutesbr- Starbucks: 7 minutesbr- Captiva Cruises: 6 minutesbr- The Green Flash: 11 minutesbrbrCaptiva VillagebrThe Island Store (grocery store)brBoop's Ice Cream Parlor & Cafe (bakery and coffee)brThe Bubble Room Restaurant + Emporium Gift ShopbrSunshine Seafood Cafe and Wine BarbrRC Otter's Island EatsbrCaptiva Island PizzabrKeylime BistrobrCantina CaptivabrBeach Stuff souvenirsbrGold Parrot gift shopbrbrbrJasmine is so cute and convenient for your island getaway. We can't wait to welcome you to your cozy cottage/duplex!

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$1181.34

/ Nightly

Private Vacation Home

BEACHFRONT LUXURY ISLAND HOME PRIVATE SWIM SPA~FISHING DOCK~GOLF CART STUNNING

Captiva, Florida, United States

Paraíso – A Luxury Beachfront Escape with Private Dock & Resort-Style Amenities.brbrWelcome to Paraíso, your exclusive luxury beachfront retreat on North Captiva Island (accessible by ferry). Nestled directly on a pristine sandy bayside beach, this 4-bedroom, 4-bath home offers breathtaking water views, a heated beachfront (swimspa) pool and spa, and a private fishing dock—perfect for fishing or simply soaking in the island’s beauty.brbrDesigned for both comfort and elegance, Paraíso features two ground-level en-suites with private separate entrances for easy access and two upstairs bedrooms in the main part of the house, creating the perfect blend of privacy and togetherness. The fully equipped gourmet kitchen and spacious indoor and outdoor seating areas ensure every meal is enjoyed with a view.brbrAt Paraíso, outdoor living is redefined. Relax by the heated swim spa, challenge your friends to a game of beach volleyball or ping pong, sway in the hammock with a refreshing drink, or gather around the outdoor BBQ kitchen for a sunset feast. Whether you’re casting a line off the private dock(for fishing only) or enjoying a leisurely kayak ride, this tropical paradise has something for everyone.brbrThis stunning getaway accommodates up to 10 guests, featuring:brbrbr✔ 1 King Bed, 2 Full Beds, 2 Bunk Beds, 1 Queen Bedbr✔ Heated beachfront swim spabr✔ Private dock – the best fishing spot on the islandbr✔ Outdoor BBQ kitchen & dining areabr✔ Beach volleyball, ping pong, & indoor/outdoor gamesbr✔ Washer & dryer, AC, and WiFibrbrbrWhether you're seeking relaxation, adventure, or a bit of both, Paraíso offers the perfect setting for an unforgettable island escape. Book your stay at Paraíso today and experience the best of North Captiva!

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$666.6

/ Nightly

Private Vacation Home

Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week

Captiva, Florida, United States

X Marks the Spot for Your Ultimate Island Escape!brbrWelcome to Hidden Treasure, a beautifully designed coastal retreat tucked away on a private cul-de-sac on the secluded paradise of North Captiva Island. Built in 2020 and situated on three private lots, this spacious 3-bedroom, 3-bath home offers the perfect combination of luxury, comfort, and island adventure.brbrJust a short 5-minute walk from miles of pristine white-sand beaches, you'll enjoy breathtaking Gulf sunsets, warm turquoise waters, and the peaceful charm of a car-free island where golf carts replace traffic and nature surrounds you.brbrWhether you're relaxing by your private heated pool, exploring the island's scenic trails, or spending quality time with family and friends, Hidden Treasure was designed to create unforgettable vacation memories.brbrbrWhy Guests Love Hidden Treasure;brbr✓ Private heated pool with color-changing LED lightingbrbr✓ Complimentary golf cart includedbrbr✓ Starlink high-speed internet (best internet available on the island)brbr✓ Sleeps up to 10 guests comfortablybrbr✓ 1,800 sq. ft. open-concept home with soaring ceilingsbrbr✓ Family-friendly amenities for infants and childrenbrbr✓ Club access with pools, hot tub, kayaks, bikes, tennis courts, and morebrbr✓ Private dock rental available (inquire for details)brbr✓ No cars, no crowds, no paved roads—just island paradisebrbrbrOutdoor Living at Its Best:brbrStep outside and discover your own private tropical oasis.brbrThe oversized travertine pool deck features comfortable loungers, shaded seating areas, and a heated swimming pool perfect for daytime relaxation or evening swims beneath the stars. Fire up the Weber gas grill, enjoy meals poolside, rinse off in the outdoor shower after a beach day, or relax on the screened porch overlooking the pool.brbrAdditional outdoor fun includes:brbrTiki BarbrPing PongbrFoosballbrBasketballbrZiplinebrArcade Video GamebrbrbrComfortable Accommodations:brbrMain Floor Primary SuitebrKing bedbrPrivate ensuite bathroombrWalk-in showerbrTVbrbrMain Floor Guest BedroombrKing bedbrAdjacent full bathroombrTVbrbrUpstairs Loft Retreatbr6 twin bedsbrPrivate full bathroombrSeparate climate controlbrTV lounge areabrBarn doors for privacybrbrPerfect for large families, multiple generations, or groups traveling together.brbrbrFully Equipped Kitchen, the spacious chef's kitchen includes:brbrGranite countertopsbrStainless steel appliancesbrOversized refrigerator with ice maker and water dispenserbrLarge pantrybrKeurig and traditional coffee makerbrEverything needed for family meals or special occasionsbrbrAdditional conveniences include a washer and dryer, linens, towels, beach towels, and beach chairs.brbrbrFamily-Friendly Features: Traveling with little ones We've got you covered.brbrIncluded infant amenities:brbrPack & PlaybrHigh ChairbrBaby Bath TubbrInfant SwingbrbrbrNorth Captiva is one of Florida's hidden gems—a peaceful barrier island accessible only by ferry, private boat, or small plane.brbrHere you'll find:brbrMiles of uncrowded beachesbrSpectacular shellingbrIncredible sunsetsbr600+ acres of protected wildlife preservebrScenic hiking and nature trailsbrA relaxed, family-friendly atmospherebrbrLeave the traffic behind and discover the slower pace of island life.brbrGetting Here Is EasybrbrFly into:brbrFort Myers (RSW)brPunta Gorda (PGD)brbrFrom there, take a ferry, water taxi, or private boat to North Captiva Island.brbrOur property management team will greet you at the dock, transport your luggage and groceries, provide your golf cart, and ensure a smooth arrival experience.brbrGrocery OptionsbrbrTo make your vacation stress-free:brbrBring groceries with you on the ferry or pre-order groceries before arrival and have your refrigerator stocked before check-inbrVisit the island's convenience store for essentials during your staybrbrBedroom ConfigurationbrPrimary Suite: 1 King BedbrGuest Bedroom: 1 King BedbrLoft: 6 Twin BedsbrbrSleeps up to 10 guests.brbrHidden Treasure isn't just a vacation rental—it's your private island escape.brbrBook now and experience the magic of North Captiva Island before this hidden gem is discovered.

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$817.33

/ Nightly

Private Vacation Home

SALTY SMUGGLER - 4 Bed, 3 Bath, Sleeps 12, Large Private Pool, 2 Golf Carts

Captiva, Florida, United States

Salty Smuggler on North Captiva Island.br***Please note: North Captiva is only accessible by ferry or boat.brbrOur newly owned and completely remodeled North Captiva home offers 2,400 stylish square feet of indoor living space, along with plenty of room outdoors for the whole family to unwind. The fenced, private, heated pool is one of the largest (and best) on the island.brbrThe pool sits beside a spacious covered patio featuring cozy seating, corn hole, hammock chairs, a changing room, and an outdoor shower. Enjoy three full levels of outdoor living space.brbrInside, you’ll find a large, comfortable living area with ample seating, books, and board games—perfect for unplugging and connecting. The brand-new kitchen is fully stocked with everything needed for cooking, and there’s also a grill on the deck just off the living room. For dining out, the island offers several great options. There are currently three restaurants open for dine-in or takeout: Mango’s, Mainstay, and Over the Waterfront. Roku is available for guests to log into their own streaming services.brbrNorth Captiva is the ultimate island experience. It is four miles long, 1/2 mile wide, located 5 miles off the coast of Florida and is accessible only by ferry or boat. The only “crowd” you’ll encounter on the beautiful, shell strewn beaches are birds and crabs! Ospreys can be seen diving for dinner daily on the beach, manatees often swim around the docks and dolphins can be seen diving in the waves. You will also find an abundance of tropical breezes, Florida sunshine, local island hospitality.brbrPrivate shuttle service is available from Fort Myers Airport with a stop for groceries before delivering you to the ferry. Or order your groceries, have them delivered and put away on your arrival day. After a 25 minute ferry ride to North Captiva, you will be greeted, introduced to the island and delivered to our home.brbrWe are delighted to host family groups, couples, and responsible adults over the age of 25.brbrAll renters receive detailed instructions for travel, ferry access, grocery services, and restaurant reservations. If you have any questions, please feel free to reach out—we love sharing our favorite piece of paradise. brbrTime truly stands still on North Captiva. Book your stay at Salty Smuggler and make unforgettable memories!

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$387.89

/ Nightly

Private Vacation Home

Sunset Captiva 58. Charming 3-bedroom home in the heart of Captiva village.

Captiva, Florida, United States

Unwind in Captiva at this lovely house. With 3 bedrooms and 2 baths (2 Kings and a full) including a loft with a full futon. Can sleep 6 people. Guests will have plenty of space to relax. Whether you're looking to soak up the sun on the nearby beach, or a swim in the community swimming pool, or simply enjoy a peaceful retreat It's a short walk to the village for restaurants and shopping. House comes with a street legal golf cart and access to a boat dock across the street. (Have to reserve the dock space ahead of time). We hope you'll enjoy your stay at our house. The pool and pool house renovation will be occurring August 18,2025 - September 30, 2025.Dates may change without notice.

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$382.39

/ Nightly

Private Vacation Home

LaySea 8 - Across from Nature Preserve and steps to the best beach!

Captiva, Florida, United States

LaySea 8 is an octagonal house with a spectacular 360 degree view of the Gulf of Mexico, Nature Preserve and Pine Island Sound. Located on the last street on the island across from the Nature Preserve and just a short walk to the nicest beach on the island. House has been recently updated and has everything you need to relax and escape to paradise! The house has a huge screened-in wraparound porch on the main level that offers areas to dine, nap, read or have an intimate conversation. On the main level is the kitchen, dining room and living room....each with a big slider to the porch. Two bedrooms (both have king beds) are on this level along with 2 baths. The upper level is a beautiful octagon shaped room with a futon for extra sleeping. From there, go up to the Crow's Nest for beautiful 360 degree views of the island. Watch the sunrise over Pine Island Sound and catch the most spectacular sunsets over the Gulf of Mexico. Get around the island using the provided golf cart.brbrABOUT NORTH CAPTIVA:brNorth Captiva Island is a small remote island measuring 4 miles long and 1/2 mile wide that is only accessible by water taxi, private boat or private airplane. No cars on the island, only golf carts and bicycles! North Captiva is known for it's world class fishing. Fish from the beach or book a charter to catch, tarpon, sea trout, red fish, snook, grouper and snapper. Across from LaySea 8 is the Nature Preserve that is home to abundant wildlife - gopher tortoises, osprey, bald eagles, and pelicans. Don't forget the manatees. They can be seen at various dock locations on the island. Some of the best shelling in North America is right here on North Captiva.

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$1778.53

/ Nightly

Private Vacation Home

Beach Home 13: Your Premier Gulf-Front Escape on Captiva Island

Captiva, Florida, United States

Managed by Dream Vacation Rentals, this stunning single-family beachfront retreat offers you the ultimate luxury island experience. With gorgeous views of the Captiva sunset and the Gulf of Mexico from nearly every room, this spacious home is the perfect setting for unforgettable family memories.brbrSpectacular Space & Luxurious ComfortbrThis beautifully appointed home features 4 Bedrooms plus a Loft and 4.5 Bathrooms, easily accommodating up to 10 guests.brOpen-Concept Living: The bright, open floor plan is ideal for entertaining. The living area is centered around an impressive 82 television with ample seating, flowing seamlessly out to the large, fully furnished and screened lanai.brGourmet Kitchen: The fully equipped kitchen boasts beautiful quartz countertops and a dining area with seating for eight, making meal prep a joy.brbrFlexible Sleeping Arrangements:brDownstairs Primary Suite: Features a King bed and a 55 TV with partial beach views and an en-suite bath.brDownstairs Guest: Features two Twin beds and an en-suite bath.brUpstairs Primary Suite: Offers stunning Gulf views, a vaulted ceiling, a King bed, and a 55 TV with an en-suite bath.brUpstairs Guest: Features two built-in Queen beds, a vaulted ceiling, and an en-suite bath.brbrEntertainment Loft: The upstairs loft is a perfect secondary gathering space with a large sofa, breathtaking Gulf views, and a 65 television.brPanoramic Balcony: Step onto the second-level balcony to enjoy truly panoramic views of the Gulf of Mexico—the perfect spot for sunset viewing!brbrAssociation Amenities & BookingbrAs a guest of Beach Home 13, you have access to excellent community facilities:brBeach Access: You are just steps from the beach!brDedicated Pool: Enjoy the dedicated association pool located just steps from the Beach Homes.brTennis Courts: Access to the community tennis court is included.brbrPlease note: This home is privately managed by Dream Vacation Rentals. Access to the greater Island Resort amenities (such as the main resort pools, trolleys, restaurants, or fitness center) is NOT included nor available with this rental.brbrBooking Requirement: This home requires a Weekly stay.brbrBeach Gear: 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.brbrImportant Note:brPlease be aware that there are ongoing repairs & construction within the Resort. Kindly note that we do not issue refunds for disruptions caused by repairs or maintenance that are beyond our control.

4

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4

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10

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