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Vacation rentals with a pool in Captiva

Find and book unique homes with a pool on Airbnb

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Popular amenities for Captiva rentals with a pool

House rentals with a pool

Superhost
A green tropical-style house is elevated on stilts, featuring a spacious staircase that leads to the front entrance. A golf cart is parked in the foreground, equipped with multiple seats, amidst lush landscaping with palm trees and native plants.
Home in North Captiva Island
4.89 out of 5 average rating, 62 reviews

Gorgeous Island Paradise *heated pool*golf cart*

Tamara Rating, 5 stars2 weeks ago
This was a great place to stay. place was roomie and clean and had all of the necessities both indoor and out to have a stay!
Top guest favorite
A large pool area is surrounded by tropical palm trees, with lounge chairs placed along the deck and a shaded seating area in the background. Crystal-clear water reflects the bright blue sky, creating a serene atmosphere for relaxation and enjoyment.
Home in North Captiva
5 out of 5 average rating, 16 reviews

Escape to Saltwater&Sunsets | Beach & Club Pools

DavidRating, 5 stars1 week ago
Great hospitality, great host, great stay… Thanks for welcoming us.
Superhost
A modern villa features a striking exterior with large glass doors and a symmetrical design. The entrance is framed by neatly arranged landscaping and a spacious driveway, providing an inviting approach to the home. A bright blue sky with scattered clouds enhances the overall aesthetic.
Home in Pelican
4.5 out of 5 average rating, 4 reviews

The Masterpiece, high end, luxurious

UweRating, 5 stars11 months ago
Die Villa ist sensationell schön, sehr gepflegt, bestens ausgestattet und super sauber. Das Team von CoralVilla war super gut erreichbar, wahnsinnig flexibel und dazu noch ausgesprochen nett und professionell. Wir haben uns in der Villa wie zu Hause gefühlt und kommen sehr gerne wieder! Vielen Dank!
Top guest favorite
A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.
Home in Caloosahatchee
4.97 out of 5 average rating, 117 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

AndrewRating, 5 stars3 days ago
Wonderful location and peaceful neighborhood! Our fishing charter picked us up right from the dock as well. Other than getting live bait to fish with, and the occasional trip for groceries, we stayed in, relaxed, and enjoyed just being away. This location is definitely on our short list for next year's trip.
Guest favorite
The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.
Home in Bonita Springs
5 out of 5 average rating, 6 reviews

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

AnnemieRating, 5 stars1 month ago
We had an absolutely great 4 day stay. The house is beautiful and the views are stunning. The description in the listing is completely accurate. We would for sure choose this place again for future stays.
Guest favorite
Home in Bonita Springs
4.98 out of 5 average rating, 123 reviews

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

TammyRating, 5 stars1 month ago
We had an amazing stay! The property is just a short drive from the beach and located on a quiet, safe street. Andrew was a fantastic host, super responsive and helpful throughout our stay. The home was spotless and clearly well maintained. The highlight was definitely the beautiful pool and hot tub area, it truly felt like our own private resort oasis. We felt relaxed and right at home the entire time. We’ll definitely be back and highly recommend this place to anyone looking for a peaceful, beachside getaway!
Top guest favorite
The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.
Home in Pelican
4.97 out of 5 average rating, 108 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

ChristieRating, 5 stars2 weeks ago
My family had an excellent stay at this location. The neighborhood was and with a beautiful canal view.
Guest favorite
Home in Sanibel
4.93 out of 5 average rating, 15 reviews

Mangoes (Left Side)

JudyAnn WRating, 5 stars3 weeks ago
We loved the house! Everything was pristine. Was very accommodating when I asked for a shower chair for my husband.

Condo rentals with a pool

A screened lanai is visible, featuring a round table and two cushioned chairs. The Gulf of Mexico is seen in the background, framed by palm trees under a bright blue sky. Beach chairs are neatly stacked nearby, enhancing the coastal setting.
Condo in Captiva
4.8 out of 5 average rating, 45 reviews

South Seas Beach Villa 2412

LindseyRating, 5 stars3 months ago
Great place to stay! Super easy access to the beach and a beautiful view of the ocean. The condo was clean and had everything we needed for our stay. We would recommend and stay again!
Superhost
A spacious swimming pool is surrounded by lounge chairs and tropical landscaping. The multi-story building is visible in the background, featuring large windows and shaded areas. Umbrellas provide additional comfort, while clear blue skies create a bright atmosphere.
Condo in Sanibel
4.85 out of 5 average rating, 26 reviews

**Sanibel Island's Best Kept Secret

DianeRating, 5 stars4 weeks ago
Very nice unit. Exactly like the photos . Plenty of room. Arrived late on a Saturday so it was nice to have some staples on hand. ( toilet paper, paper towels , soap, shampoo, waters etc) Plenty of towels and beach supplies. Building G is the closest to the beach which was very pretty and not at all crowded. Very quiet and peaceful. There is still construction going on in some of the 1st floor units but they seemed to begin later in morning and finish up early. It was not a bother at all. The beds were very comfortable. Met some very nice neighbors . Would love to return in the future.
Guest favorite
A clear view of the pool area is presented, surrounded by a white fence. In the background, a three-story building features multiple balconies with screened areas, framed by lush greenery and palm trees. Gentle clouds can be seen in the bright sky.
Condo in Captiva
4.94 out of 5 average rating, 102 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

BethanyRating, 5 stars3 weeks ago
We had an amazing stay at this condo for our honeymoon. It was the perfect place to relax together and just enjoy the beach! The condo was extremely nice and it was great to have an umbrella and chairs available to use! Elizabeth was very helpful and had so much information for us and recommendations which was so helpful as first time visitors! The area was beautiful and the pool was also very nice! We cannot wait to come back to Sanibel/Captiva!
A screened lanai features a round glass table surrounded by four wooden chairs with tropical-patterned cushions. Lush palm trees provide a view of the pool area, while bright skies and sunlight enhance the space.
Condo in Sanibel
5 out of 5 average rating, 6 reviews

Spectacular Sanibel condo near beach with pool

RobertRating, 5 stars1 week ago
We would definitely consider staying here again and tell friends and family about it if they’re ever in Sanibel. It was so helpful to have items available for the beach, as well. The Airbnb was very well put together and welcoming. The only inconvenience was having water shutoff during our stay but we realize it was necessary. it was necessary for the complex. Having Bowman’s beach near by was great!
Top guest favorite
The open kitchen features white cabinetry, stainless steel appliances, and a large granite countertop that offers ample prep space. Natural light floods the area through windowed shutters, while overhead lighting brightens the room. A modern aesthetic is highlighted by minimalist decor and organized storage.
Condo in Sanibel
5 out of 5 average rating, 10 reviews

Loggerhead Cay 332 + Bikes + Paddleboard

BethRating, 5 stars3 months ago
Our week at Loggerhead Cay flew by! Right away we all felt at home. The condo is just as pictured and it was very clean, beautifully done, and so comfortable! We all loved the proximity to the peaceful beach with tons of shells (and easy to get to the beach chairs and other supplies). Caihlin was super helpful with local info and travel tips and went above and beyond as a host with so many details - including a pack n play which sealed the deal for me since that’s so hard to find (my kids were obsessed with the bunk bed and the screened in porch). The showers and soft sheets were soooo relaxing and it was very helpful to have a full kitchen and laundry available. We loved exploring Sanibel and this was a great, comfy home base for our family.
Guest favorite
A screened-in balcony offers a view of the Gulf of Mexico, featuring palm trees and lush greenery. Two wooden chairs are positioned to face the scenic coastline, allowing for peaceful relaxation. The expansive glass doors provide access to the living area, enhancing the indoor-outdoor experience.
Condo in Sanibel
5 out of 5 average rating, 8 reviews

Stylish 2BR Sanibel condo amazing beach views 5C2

AudreyRating, 5 stars3 weeks ago
We absolutely loved this condo. It was beautiful and so peaceful. We would definitely book this again.
Guest favorite
A bright living area features a light grey sofa and matching armchairs adorned with decorative blue pillows. A glass-topped coffee table is positioned in front, and natural light filters in through large sliding doors that open to the balcony, framed by white curtain sheers.
Condo in Sanibel
4.86 out of 5 average rating, 77 reviews

Sanibel Island Waterfront Condo!!

PattyRating, 5 stars4 months ago
Staying at Juanita’s place was wonderful. Got to see the sunrise every morning and rode my bike to the beach everyday! I highly recommend staying in the condo as the neighbors were so lovely. In addition the pool was wonderful at the end of each day!
Superhost
An outdoor area features a large blue pool surrounded by lounge chairs. Lush landscaping with green shrubs and palm trees adds to the setting. Several buildings are visible in the background, enhancing the serene atmosphere.
Condo in Sanibel
5 out of 5 average rating, 6 reviews

Sanibel Island Florida 2 Bdm Condo

Sarah (&Will)Rating, 5 stars53 months ago
Great location, beautiful view of sunrise over the water and fort Myers. Loved the amenities at the club! Nice to have the bikes available and pool and hot tub were great as well.

Quick stats about vacation rentals with a pool in Captiva

  • Total rentals

    250 properties

  • Nightly prices starting at

    G$23,026 GYD before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Captiva
  6. Rentals with pools