
Holiday rentals with a pool in San Carlos Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Carlos Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for San Carlos Island rentals with a pool
House rentals with a pool

Brandnew Villa - pool & spa at canal south facing
absolutely stunning villa. pictures don't do it justice. lovely peaceful location. the pool is just amazing and the beautiful kitchen was just a pleasure to cook in. Marco was always responsive in anything we needed. we will most definitely be coming back. Thank you for a wonderful 2 weeks

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks
The house is a true gem! Beautiful comfortable and it has everything you need. Super family-friendly, everything has been thought to make you feel at home. The pool is beautiful and the summer kitchen is amazing. On top of that Romy goes above and beyond to make sure you have a good time and he’s super responsive. We are very happy we picked this house and we will come back!

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access
I’m so glad that several other properties failed to respond to a boat question we had, which led me to finding Villa Agua Vista. Tonya responded to all my questions quickly or would always get back to me when she didn’t have an immediate answer. From start to finish Tonya was super easy to work with. Always helpful and very quick to respond. Definitely delightful and personable - a super host for sure! The property and its amenities were amazing. We used the kayaks a couple times and some of the fishing gear came in handy. The spa and pool were rarely lonely. We decided to replace our usual spring break on the sand with some place to moor a boat and it was great. The house was top notch, all the basic simple things were waiting for us. If you want to find something to complain about, I seriously doubt you can or would. The photos don’t do the home justice but they also don’t lie. So don’t over think it and just book with Tonya.

Morning Glory - Walking Distance to Surfside Shops
The house was beautiful! Very peaceful and comfy. My family and I really enjoyed our stay.

Oasis 2 Miles from the Island
We were in the FMB area to visit some friends & needed a place for us to stay along with our 2 fur babies. This place was perfect! Great location. Easy to find. We loved walking the park with the "kids". So peaceful & quiet this time of year. I highly recommend staying here & I know we will return.

Coral Charmer POOL HOME short walk to beach
Sarah did an excellent job of keeping the place tidy, welcoming, stocked with drinks and snacks, and the pool was excellent. I also appreciated how quiet the neighborhood is at night and how powerful and responsive the AC system was. The beds were extremely comfortable. We all slept in every day! The property truly is a very convenient walk to a nearby coffee truck and the beach. She is an incredibly responsive host. We loved our stay.

A tropical boaters pet friendly paradise!
Tracy was an excellent host. Super helpful and very responsive. House was spotless when we arrived and everything was as advertised. Location was beautiful with plenty of great bars and restaurants nearby. The family loved the pool/hot tub and the gazebo on the water. I would highly recommend this place to stay.

Coastal Haven
I can’t rate this place highly enough! Clean and tidy, lovely interior. They really went above and beyond with details and touches. Kitchen is well equipped and even has beach chairs and towels for beach trips which came in handy! Walmart shop just 5mins down the road, has lovely swimming pool and was nice and peaceful. It’s a real gem!
Apartment rentals with a pool

Cute Coastal Escape. Close to FMB and Sanibel
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.

Rare walkout condo on Sanibel beach-Fully Restored
absolutely gorgeous condo with walkout to the beach. it was spacious and clean and he was accommodating in allowing us to get in a little earlier than normal check in. high recommend this place I will defiantly be booking here again!

Dolphins and Water Views at L’Amour Coastal Condo
Peaceful and pleasant location. Unit was well equipped and very welcoming. Pool warm and clean. Having private beach and easy walking access to State Park was a bonus

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes
Caihlin was a fantastic host. Very responsive to our questions/concerns. The place was just as beautiful as the pictures showed and we enjoyed everything about it. There were plenty of beach items to use, so we didn't need to purchase anything to enjoy the beach. There were plenty of games to play, books to read and even a drawer full of extra batteries for the TV remote if needed. We even had access to their 2 bikes and took an enjoyable morning bike ride into Fort Myers beach. You will not be disappointed at all with your stay.

Harbour House Condo Walk 2 Beach
David was super accommodating and responsive. Awesome location right in the heart of Fort Myers Beach, walkable to everything, fantastic pool and clean.

Seaside 204 Beachfront condo - Luna Sea on FMB
My stay was beautiful, everything was clean and peaceful, right in front of the beach me and my family loved it , amazing host amazing location .

peaceful retreat with all the amenities
Great place to stay! Not only was the house spotless top to bottom, but it had all of the “extras”-hair dryer, towels, speaker, tupperware (which is almost never the case it seems) & more. The pool was great & it was overall in a quiet neighborhood too. Will absolutely stay again!

Casa Bonita - Relax @ The Beach (Newly Remodeled)
The unit was exactly as described—clean, comfortable, and well-equipped. The location was excellent, and it had everything I needed to make breakfast each morning. While the grounds are still recovering from the hurricane, with some visible damage, the pools are open and fully functional. Overall, it didn’t detract from an enjoyable stay.
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- Naples Beach
- Captiva Island
- Manasota Key Beach
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- The Quarry Golf Club Naples
- Cypress Woods Golf & Country Club
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- Gasparilla Island State Park
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- Blind Pass Beach
- Esplanade Golf & Country Club of Naples