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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
Home in Captiva
5 out of 5 average rating, 26 reviews

Tortuga Sunset| Ocean Views/Private Pool/Golf Cart

Tortuga Paradise would like to introduce Tortuga Sunset — a modern coastal retreat on car-free North Captiva Island. Built in 2021, this 3BR + bonus sleeping area home blends luxury, space, and sunset ocean views — just steps from the beach. Check out our online reviews ✔ Private heated saltwater pool + spa ✔ Ocean sunset views from screened lanai ✔ 6-person golf cart included ✔ 3 King master suites ✔ Built 2021 – modern, bright, spacious ✔ Sleeps up to 10 If you want elevated design, privacy,

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, 145 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER 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

Guest favorite
A comfortable living area is furnished with a beige sofa adorned with decorative pillows. A light blue armchair complements the space. Large sliding glass doors reveal a view of the bay, while natural light brightens the room. An abstract painting hangs on the wall.
Apartment in Captiva
4.81 out of 5 average rating, 48 reviews

5136 Bayside Villas, Captiva Island

Welcome to a paradise! Our newly renovated Villa offers a spacious bedroom with a luxurious king bed and a separate living room with a pull-out sleeper sofa, accommodating up to 4 guests. The condo has hot water and is fully equipped. Bring your swimsuit! Enjoy the scenic bay views and watch dolphins and manatees from your window. Walk to the pristine beach and explore fine dining and shops just outside the resort gates. Laundry facilities are conveniently located on the ground level.

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, 122 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 spacious pool area is viewed with a clear turquoise pool reflecting sunlight. Five lounge chairs are positioned around the pool, with a wooden dock extending towards the water. Lush greenery and potted plants add a natural touch to the surroundings.
Guest suite in Matlacha Isles-Matlacha Shores
4.85 out of 5 average rating, 378 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Guest favorite
Condo in Captiva
4.94 out of 5 average rating, 111 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Guest favorite
A collage of views showcases a sunset over the water, the interior of a cozy bedroom with a spacious bed, a pool area with lounge chairs, and a living space featuring large windows that reveal lush palm trees and a serene landscape.
Home in Captiva
4.95 out of 5 average rating, 95 reviews

Ocean View, Heated Pool, Pickleball +Walk to Beach

❤We have OVER EIGHTY 5★ Reviews...Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Heated Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

Top guest favorite
A bright exterior view of a two-story building is displayed, featuring green shutters and doors. Yellow adirondack chairs are positioned in a landscaped courtyard, alongside tropical plants. An inviting stone pathway leads to the entrance, complemented by clear blue skies overhead.
Apartment in Boca Grande
4.94 out of 5 average rating, 184 reviews

Historic Boca Grande: 2 Bedroom Flat:#6 Special Rt

We made it through Milton and Helene and are ready to host you! A great, second floor, 2 bedroom, one bath flat in the heart of historic Boca Grande on the gorgeous Gasparilla Island. Across the street from The Temp Restaurant, and down the block from Hudson's Market. Going to the beach, no worries, it is just down the road. Just a 3 minute walk to the Gasparilla Inn. Guests receive a 10% discount on golf cart and bike rentals through Gasparilla Adventures.

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 West Gulf Drive
4.98 out of 5 average rating, 60 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.

Top guest favorite
Home in Bonita Springs
4.98 out of 5 average rating, 126 reviews

Perfect Location On Pond 2.9 Mile To Gulf Beach

Close to Beaches. This house was completely renovated in 2020, It has large spacious kitchen sub zero refrigerator and large living room. Full size Washer and Dryer & Appliances. The Living Room has a beautiful View of a Pond Beaming with Life, Turtles, Ducks, Egrets & Fish. The House sits by itself on a very large cul-de-sac. Private back yard with a privacy Fence and Pond, for your use. (No shared areas.) Guests say pictures do not do this unit justice.

Guest favorite
Condo in Captiva
5 out of 5 average rating, 6 reviews

2638 Beach Villas- Executive Captiva Condo

Welcome to 2638 Beach Villas—new to our program! This executive-caliber, 3-bedroom, 3-bath beachfront retreat spans over 1,500 sq. ft. and sleeps up to 9 guests (7 in beds + 2 on a sleeper sofa). Enjoy vaulted cedar ceilings with skylights, a private corner-unit location, and premium amenities including a heated pool, pickleball and tennis courts, high-speed Wi-Fi, and outdoor grills—perfect for a premier island getaway.

Top guest favorite
The private, heated pool is surrounded by a screened enclosure, showcasing lush tropical landscaping. Soft lighting reflects off the water's surface, while an inviting jacuzzi is situated beside the pool. Two lounge chairs are positioned for relaxation in this serene outdoor space.
Home in San Carlos Park
4.96 out of 5 average rating, 137 reviews

Coastal Modern Retreat with Heated Pool and Spa

Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.

Popular amenities for Captiva vacation rentals

When is the best time to visit Captiva?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR8,595 ZARR9,013 ZARR8,979 ZARR9,013 ZARR6,609 ZARR6,359 ZARR5,675 ZARR5,708 ZARR5,741 ZARR5,775 ZARR6,259 ZARR7,945 ZAR
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

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 120 condo rentals to over 170 house rentals, we've got you covered.

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

    Yes! Work meets play with ease at over 270 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 70 vacation rentals for guests traveling with pets.

  • Are there Captiva vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 340 vacation homes with pools in Captiva, available on Airbnb. Make a splash and soak up the sun in style!

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

    Experience the best of Captiva with our house rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • Do house rentals in Captiva have free parking?

    Absolutely! We offer over 160 house rentals with free parking in Captiva. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Captiva?

    Captiva has more than 160 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Captiva have a gym?

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

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.

What are the 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.

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 R2,170 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 3,650 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

    340 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    390 of Captiva vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.7 Average rating

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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Captiva