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Vacation rentals in Captiva

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Top-rated vacation rentals in Captiva

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Top guest favorite
The stilt home is surrounded by lush greenery and features a spacious deck with railings. Large windows reflect the blue sky, while palm trees frame the structure. A well-kept lawn adds to the natural beauty, enhancing the home's tropical atmosphere.
Home in Captiva
5 out of 5 average rating, 65 reviews

My Sea Shack~ 1 minute to beach, SH Club, G-Cart

Let "My Sea Shack" be your home away from home while you recharge your mind, body and soul on our island oasis, North Captiva! We are an unspoiled, low-key tropical paradise off the coast of Southwest Florida. This means that our beaches are uncrowded, and tourists and traffic are just a mainland memory! Leave your car and your cares at the marina because this island is only accessible by water taxi, boat or private aircraft. Each day, after exploring our paradise (by provided golf cart), let this spacious property welcome you back. Our new stilt home was built in 2018 and is ready to meet all your vacation needs! It features 2 bedrooms and a pull-out couch which will comfortably sleep 6. The master’s over-sized king bed will provide a nightly hug and a warm place to dream. Not tired quite yet...put on some tv and fall asleep while watching your favorite show on the flat screen. The 2nd bedroom can accommodate 3 people eaily with a comfy queen bed and twin. This room also has a flat screen making it a little easier for guests or little ones to doze off. In the morning, start your day off with your cup of coffee or tea on our sprawling deck. Relax and unwind in this comfortable home away from home! Spend your days on our beaches or stay as busy as you’d like with four on-island restaurants, two bars, kayak rentals, fishing charters, private chefs, cabana rentals, craft making opportunities, bicycle rentals, sunset cruises and our favorite - island hopping charters! My Sea Shack also comes with resort like amenities…take a dip in the community pool, play a game of tennis, enjoy priority seating at Safety Harbor’s restaurant -> On The Water or bring your private boat and have access to a boat slip (small daily fee applies). What makes this property TRULY SPECIAL though is the fact that it is only a 2-minute walk to Safety Harbor’s private beach entrance. This beach is so secluded, you will feel like you are on your own private beach. Choose your itinerary, let us take care of the rest~ your next adventure on North Captiva awaits. HOW TO GET TO THE ISLAND AND HOUSE Island Girl Charters has a ferry that runs from Pine Island to North Captiva. At the marina, you can leave your vehicle there. The boat crew will load up your luggage and groceries onto the ferry and you will be on your way..the actual ride is only about 20 minutes long. Many times you will see dolphins trailing behind as you make your way to the island. Upon arriving at the Safety Harbor drop off, our conceirge service will pick you up and load your belongings onto a trailer. If this is the first time, they will be happy to give you a quick tour before taking you to the house. The conceirge service will also take you back to Safety Harbor upon departure. INCLUDED~ Water osmosis system Wifi Netflix, disney +, hulu, amazon prime DVD player Blue-ray player 6 beach chairs Umbrella Beach towels Beach games Sand toys Pickle ball set Grill Propane tank Pack & play Highchair All spices Courant pizza maker (for frozen pizzas) Mixer Can opener Toaster Coffee maker Blender All kitchen cutlery Blowdryer T-fal cookware Vacuum Cleaning supplies Laundry det pods Hand soap Dish soap Toilet paper Paper towels 1 bottle of wine

Top guest favorite
A screened lanai is furnished with a small round table and four chairs, providing a cozy dining space. Beach chairs are stored on the wall, with a view of the lush green lawn and distant ocean visible through the expansive glass sliding doors.
Condo in Sanibel
5 out of 5 average rating, 39 reviews

Sundial G406 - Brand New w/Beautiful Beach Views

On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Guest favorite
Home in Captiva
4.95 out of 5 average rating, 116 reviews

Welcome to 2025 Renovated Paradise on Captiva!

Welcome to your dream getaway in this 2025 beautifully updated, turnkey Key West-style home located in the heart of Captiva Island within walking distance to the village. Nestled in the charming Sunset Captiva community—lined with brick-paver streets—this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? Immediate availability for the brand-new HOA-maintained boat docks. Or spend your days relaxing in the oversized, heated resort-style pool.

Top guest favorite
The main living area features a light blue sectional sofa adorned with decorative pillows, accompanied by a natural wood coffee table. A large wall art piece of a flamingo adds a playful touch. A spiral staircase and a fully equipped kitchen are visible in the background.
Home in Captiva
5 out of 5 average rating, 36 reviews

Hear the Waves & See the Beach - 1 house to shore

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌊 Amazing beach views & stunning sunsets 🏠 Professionally designed & extremely comfortable 🛥️Shared boat dock - ask about availability 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏖️New beach chairs, umbrellas, kayaks, bikes, and outdoor games. 🎾Club Membership with pools, tennis and pickleball courts! 🚙 Golf cart included! 🐶 Pet-friendly! 💻 High speed internet 😊24/7 local host support!

Top guest favorite
A charming two-story home is surrounded by lush tropical landscaping. The exterior features a bright yellow facade with green accents, complemented by a large screened-in porch on the main level. Concrete walkways lead to the entrance, framed by natural beauty and garden elements.
Home in Sanibel
5 out of 5 average rating, 13 reviews

Island Paradise-The Sandy Banana-across from beach

Relax and enjoy a little taste of paradise in this beautiful home with 3 master suites and a large loft area that has twin beds that double as a sofa, its own coffee bar and mini fridge. Tucked in and surrounded by beautiful sea grapes and palm trees you'll feel like its your own private oasis. Located on the quiet west end of Sanibel Island only a two minute stroll to one of the quietest beaches on the island. You're sure to enjoy nightly sunsets over the Gulf of Mexico during your stay!

Guest favorite
A spacious living area features a vibrant area rug beneath two upholstered chairs with floral patterns. Natural light filters through large windows, illuminating the room. An arched entrance leads to a dining area set with a wooden table and chairs, further enhancing the open layout.
Home in Sanibel
5 out of 5 average rating, 7 reviews

Gulf House with pool and generator.

Beautiful single family house with an elevator and backup generator right across the beach. Large kitchen with morning nook and dinning area overlooks the beach. Tastefully decorated with designer furniture. Private backyard, backs to nature reserve. Covered all season pool with shower, gas grill and outdoor dining table. Beautiful landscaping! Close proximity to restaurants and all amenities. Enjoy with beautiful sunsets from front yard or take a stroll on the beach across the street.

Guest favorite
A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.
Home in Captiva
4.95 out of 5 average rating, 132 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Top guest favorite
A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.
Home in Captiva
4.9 out of 5 average rating, 121 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Top guest favorite
A marina view is presented through a screened lanai, with several boats docked along the tranquil waters. Lush greenery and palm trees frame the scene, complemented by a pastel sky reflecting the warm hues of sunset.
Condo in Captiva
4.91 out of 5 average rating, 56 reviews

Captiva Sweet Retreat at Bayside Villas

Captiva Paradise. Privately owned premier corner location one-bedroom, two bath Bayside Villa with beautiful lanai view of the marina and pool. Step outside for a Short walk to the fabulous beach and village of Captiva. Enjoy mesmerizing sunsets, beach walks and large pool. Open floor plan with spacious living, dining area, large waterfront lanai, kitchen with breakfast island and roomy bedroom with ensuite bathroom. See other things to note for resort access info.

Top guest favorite
A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.
Home in Sanibel
4.98 out of 5 average rating, 54 reviews

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Guest favorite
A spacious screened-in patio offers views of the beach and ocean. Comfortable seating is arranged around a small table, complemented by decorative area rugs. Sunlight fills the space, and a palm tree is visible just beyond the railing, enhancing the coastal setting.
Home in Sanibel
5 out of 5 average rating, 15 reviews

Gorgeous Sanibel Surfside Oceanfront Residence

Fantastic ocean facing residence in the exclusive development of Sanibel Surfside comprised of only 38 units. Featuring two spacious bedrooms, two upgraded bathrooms, a waterfront patio, a spacious living room and dining area, and an exquisitely equipped kitchen, this property is sure to please even the most discerning of guests. Completely redone in 2025, guests will be among the first to experience this flawlessly renovated residence!

Top guest favorite
A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.
Home in Captiva
4.95 out of 5 average rating, 43 reviews

Beachfront Island Retreat | 360 Views & Privacy!

Stella Maris is a beachfront family retreat on North Captiva with private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Enjoy cathedral ceilings, a gourmet kitchen, formal dining with sunset views, and spacious living. All three bedrooms feature private en-suite baths. Relax in the hot tub, lounge outdoors, and explore the island with a private golf cart included during your stay.

Popular amenities for Captiva vacation rentals

When is the best time to visit Captiva?

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Avg. priceG$107,667 GYDG$112,894 GYDG$112,475 GYDG$112,894 GYDG$82,789 GYDG$79,653 GYDG$91,778 GYDG$84,252 GYDG$81,116 GYDG$86,761 GYDG$91,778 GYDG$108,294 GYD
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All About Captiva

With its neighbor, Sanibel Island, sleepy Captiva is a no-stoplight town that celebrates the simple pleasures of a quintessential Florida beach vacation: white-sand beaches, warm turquoise waters, abundant wildlife, and plenty of seashells down by the seashore. (Featuring some 400 varieties, the Sanibel seashell scene is so famous, it’s even got its own signature posture: the Sanibel Stoop.) Separated from the mainland by Pine Island Sound, this jawbone-shaped strip of land features 25 miles of bike paths, a handful of championship golf courses, and a slew of nature preserves — and there’s even more excitement under the water. Strap on a snorkel for a chance to spot barracudas, nurse sharks, and moray eels hanging out by the shipwrecks and artificial reefs off the coast.

The best time to stay in a vacation rental in Captiva

Captiva has captivated the imagination of snowbirds from the north, and for good reason. With average highs in the mid-70s Fahrenheit in January, winters here are more than tolerable. Spring and fall are nice, too, with temperatures in the 80s and the sea only a few degrees cooler. Summers are hot, humid, and buggy, with highs in the 90s, so pack your swimsuit, because you’ll be spending most of your time in the Gulf of Mexico, enjoying the 87-degree water. On the plus side: fewer crowds and lower prices.

Top things to do in Captiva

Cayo Costa

You can get to the untouched island of Cayo Costa only by boat or kayak, and a 30-minute cruise from Captiva makes for a nice day trip. The native Calusa used this seven-mile-long islet as fishing grounds; today you can visit for a day of shelling at the beach while keeping an eye out for manatees, porpoises, and sea turtles frolicking in the Gulf waves.

J.N. “Ding” Darling National Wildlife Refuge

With more than 240 avian species inhabiting this wildlife refuge in various seasons, this is a birdwatcher’s paradise. Come at low tide to see snowy egrets, tricolored herons, white ibises, and spectacular roseate spoonbills hunting for their dinner. You can drive through the refuge, tour it via a 90-minute tram ride, or rent a kayak, canoe, or stand-up paddleboard and explore freely on the water.

Sanibel Island

A short, 15-minute drive south brings you to family-friendly Sanibel Island, famous for its sunsets, beautiful beaches, and abundant sea shells. Shell collectors from all over come to comb the sands of Bowman’s Beach for sun-bleached cockles and conches. Be sure to visit the Bailey-Matthews Shell Museum, home to some of the largest mollusks ever found.

Frequently Asked Questions

  • What types of vacation rentals are available in Captiva?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Captiva. From over 90 condo rentals, over 140 house rentals to over 10 apartment rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Captiva?

    Yes! Work meets play with ease at over 220 vacation rentals in Captiva featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Captiva?

    Four-legged friends are welcome in Captiva. Choose from more than 30 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Captiva?

    Experience the best of Captiva with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Captiva house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 120 house rentals with pools in Captiva, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Captiva have free parking?

    Absolutely! We offer over 130 house rentals with free parking in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Captiva have self check-in?

    Absolutely! We offer over 40 house rentals with self check-in in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Captiva have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Captiva?

    Captiva has more than 130 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do serviced apartment rentals in Captiva have a gym?

    Absolutely! We offer over 10 serviced apartment rentals with a gym in Captiva. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Captiva

  • Total vacation rentals

    Explore 400 vacation rentals in Captiva

  • Nightly prices starting at

    Captiva vacation rentals start at G$12,544 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    300 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    350 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    380 of Captiva vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Free parking on premises, and Beachfront across Captiva rentals

  • 4.7 Average rating

    Captiva stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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