Holiday rentals with a pool in Sanibel

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sanibel rentals with a pool

House rentals with a pool

Guest favourite
Home in Cape Coral
4.89 out of 5 average rating, 239 reviews

Modern Oasis pool paradise

TylerRating, 5 stars2 weeks ago
Elvira was an excellent host and without a doubt, I would love to stay here again in the future and recommend her and this beautiful AirBnB. Thank you!
Top Guest favourite
Home in Cape Coral
4.96 out of 5 average rating, 91 reviews

***Relaxation Awaits*** Heated Saltwater Pool Home

JulieRating, 5 stars1 week ago
Excellent stay! Was everything we needed. Plenty of room for 4 adults. Loved the openness of the inside. Perfect pool. Was able to swim night day & night. Patio was great to sit out in any time of the day or night. Outside patio fans were great. Matthew was helpful & kind. Beds were comfortable. Neighbor was peaceful. Perfect birthday, retirement & anniversary stay for our adult family. Would definitely stay again. Thank you Matthew!
Superhost
Home in Captiva
4.95 out of 5 average rating, 112 reviews

Welcome to Paradise at CollinsCoveCaptiva!

JulieRating, 5 stars2 months ago
We had a great time. Ryan was the easiest and most responsive host I’ve ever dealt with. The neighbor is immaculately landscaped and maintained. Everyone was friendly and the deck area was a beautiful place to just hang out and relax on. It’s screened in and we had no problem with the noseeums. The location is perfect to lots of dining options and shopping.
Top Guest favourite
Home in Fort Myers Beach
5 out of 5 average rating, 22 reviews

Luxury Urban Oasis just steps from the beach!

MelissaRating, 5 stars4 weeks ago
We booked a couples getaway and this Airbnb was perfect!! Kelley was super responsive and flexible with the check in time. The amenties in the house were amazing. The kitchen had everything we needed....coffee machine, plates/utencils, even and air fryer! The beach was a 5 minute walk (loved that chairs, umbrell and a wagon were provided as well!) and a 15 minute walk to the Times Square area. The interior design of the home was amazing and the details really made it a trip to remember.
Guest favourite
Home in Fort Myers
4.96 out of 5 average rating, 114 reviews

Waterfront Home w/ Pool. Minutes to Sanibel

JustinRating, 5 stars1 week ago
Great stay! Everything from downtown, Sanibel, and the beach were easy enough to access from here. The host were responsive, and didn’t have all the demands that you commonly see from other host. Thanks for an enjoyable weekend we look forward to coming back!
Guest favourite
Home in Cape Coral
4.94 out of 5 average rating, 181 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

RheanaRating, 5 stars3 weeks ago
🌟🌟🌟🌟🌟 Our stay at this beautiful home in Cape Coral was absolutely perfect! The home was exactly as pictured—clean, stylish, and thoughtfully decorated. It felt like a private oasis: quiet, peaceful, and incredibly relaxing. Everything we needed was there, and the host went above and beyond to make sure we were comfortable. The attention to detail and level of hospitality truly stood out. We wouldn’t hesitate to rent again and are already looking forward to our next trip back. Highly recommend!
Top Guest favourite
Home in Cape Coral
4.97 out of 5 average rating, 116 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

MichelleRating, 5 stars1 month ago
Meghan was always responsive from check in to check out. The house was everything we wanted and needed. It was our second time there so we knew what to expect. It was even better than the last visit! The house had everything we needed. All we did was get our groceries and relaxed for the entire week. We’ll definitely be back!
Top Guest favourite
Home in Captiva
5 out of 5 average rating, 11 reviews

" Here Comes The Fun" Absolutely Magnificent! Home

KateRating, 5 stars2 months ago
Wonderful stay! Clean and functional, everything we needed was provided, from games to towels to umbrellas to chairs. Pool was wonderful, golf carts were great, house was very nice, beds were comfortable, outdoor living spaces were perfect. The on-island property manager was super responsive and helpful. We loved everything about our stay and we hope to stay again someday!

Condo rentals with a pool

Guest favourite
Condo in Fort Myers
4.83 out of 5 average rating, 111 reviews

Cute Coastal Escape. Close to FMB and Sanibel

MaryRating, 5 stars3 weeks ago
Lisa was an excellent host. She was quick to respond and very helpful acclimating to the area. The Airbnb is located conveniently to many area activities. We stayed for a month and never ran out of things to do. The pool was a nice plus for Florida weather. Overall, we would highly recommend Lisa’s place to anyone who wants a quality place to stay in the Fort Meyers area.
Superhost
Condo in Fort Myers Beach
4.88 out of 5 average rating, 88 reviews

Beachfront fully equipped apartment

KendellRating, 5 stars3 days ago
We have stayed at the Estero Beach and Tennis before and this unit is the best yet!! I am super picky on cleanliness and it was very clean! The unit had some high end touches along with furniture and decor being very tasteful. The bed was really comfortable, shower nice, outdoor chairs perfect and the towels were amazing. It’s all those little touches that made our stay pleasant, comfortable, and relaxing. We plan on booking again in the future. ☀️
Guest favourite
Condo in Captiva
4.94 out of 5 average rating, 102 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

BethanyRating, 5 stars2 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!
Top Guest favourite
Condo in Fort Myers
4.98 out of 5 average rating, 42 reviews

Hot summer deal! 5*

NealeRating, 5 stars2 months ago
Cathy's condo, her great responsiveness, and the area exceeded our expectations. We were extremely pleased with everything. We will re-visit the area for sure. Thank you Cathy!
Superhost
Condo in Fort Myers Beach
5 out of 5 average rating, 4 reviews

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

KosengRating, 5 stars2 weeks ago
It was a beautiful property. The view was so nice right on the beach, there were a lot of accommodations, including beach chairs and an umbrella that we did not have to pay for. I love that we had our own private parking spot right by the door. I will definitely book again. It was so peaceful and perfect. The host was very responsive.
Guest favourite
Condo in Fort Myers
4.82 out of 5 average rating, 22 reviews

Sanibel Harbour Resort - 137: Stairs to Beach

EricRating, 5 stars3 weeks ago
We recently stayed at the Sanibel Harbor condo with our one year old daughter and her great grandma, and we had the most amazing time! Her uncle also joined us for a fun filled Saturday. We can’t say enough great things about this stay. The immediate access to the water via stairs was a huge plus and one of the main reasons we chose this property. It was absolutely beautiful, especially considering how hard the area was hit just two years ago by Hurricane Ian. The restoration and care put into the property truly show. We’re so grateful for the memories made here!
Guest favourite
Condo in Captiva
4.84 out of 5 average rating, 25 reviews

Captiva Bayside Villas 1 Bedroom 2 Bath - sleep 4

PauletteRating, 5 stars5 days ago
We loved this place. The interior design was wonderfully done. it was very clean. There were Manatees in the marina that the dec looks out to. it was a short walk to the beach. there were chairs and an umbrella to use. The only concern was with the front door never locked. We didn't realize this until our fourth day there. At night we put a chair under the door handle. I felt a little safer that way.
Superhost
Condo in Captiva
4.92 out of 5 average rating, 86 reviews

Stunning Modern Beach front condo - w golf cart!

SydneyRating, 5 stars4 weeks ago
Perfect condo for a weekend getaway. Close to everything. Golf cart was perfect. Beach very close and not over crowded. Quiet community feel. Loved it! Thank you!

Quick stats about holiday rentals with a pool in Sanibel

  • Total rentals

    870 properties

  • Nightly prices starting at

    $133 NZD before taxes and fees

  • Total number of reviews

    5.9K reviews

  • Family-friendly rentals

    780 properties are a good fit for families

  • Pet-friendly rentals

    200 properties allow pets

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

Destinations to explore

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