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Vacation rentals with a pool in Sanibel Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sanibel Island rentals with a pool

House rentals with a pool

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 9 reviews

New house, pool, views, elevator, steps to beach

DolakRating, 5 stars4 days ago
We had a great stay! The house was very clean and we felt right at home. Very close (2 minute walk) to the beach and the pool was awesome! My entire family really enjoyed our stay, thanks for hosting us!
Top guest favorite
Home in Captiva
5 out of 5 average rating, 14 reviews

Remodeled 4 Bedroom House w Private Heated Pool

LoganRating, 5 stars1 week ago
This was our second trip to North Captiva and first stay in this home. We had nothing short of a great experience staying at Namastay. As always, Kale and the crew were there to help from the minute we got on the island until it was time to head back to the docks. The home was very clean and well kept. Plenty of pool/beach toys to keep the kids entertained. We definitely would stay here again!
Top guest favorite
Home in Cape Coral
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 Captiva
4.95 out of 5 average rating, 123 reviews

Steps To Private Beach Captiva Retreat Golfcart

JanelRating, 5 stars1 week ago
We had a very relaxing week. Everything was as described. Very responsive host to any questions we had.
Top guest favorite
Home in Cape Coral
4.97 out of 5 average rating, 30 reviews

Villa Sunset Serenade II

LauraRating, 5 stars3 weeks ago
Loved our family vacation! Highly recommend staying here! The house was beautiful and the pool/hot tub was a favorite! The beds were also very comfortable! Loved how peaceful the canal was! We can’t wait to visit the area again!! Thank you Sebastian!!
Guest favorite
Home in Cape Coral
4.96 out of 5 average rating, 25 reviews

A tropical boaters pet friendly paradise!

CoryRating, 5 stars2 months ago
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.
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 30 reviews

Pool/Jacuzzi, Outdoor Kitchen, free Wi-Fi

ThomasRating, 5 stars1 month ago
This home is beyond beautiful with everything you could possibly need for a comfortable stay, we stayed for a week at the beginning of May and thoroughly enjoyed our time there, we needed relaxation and that is exactly what we were given, we hated to leave. The hosts Susan, and Alex were very kind, and attentive. If you have a chance to stay at this property, or another of their properties beautiful properties I encourage you to do so you will not be disappointed. Thanks so much Susan, & Alex for making our Florida vacation a fantastic one!!
Top guest favorite
Home in Cape Coral
4.98 out of 5 average rating, 41 reviews

Beautiful River Front House with Pool and Hot Tub

EduardoRating, 5 stars3 weeks ago
El lugar esta increĆ­ble, la vista es maravillosa y cuenta con todo lo necesario para pasarlo como en casa... la alberca esta super confortable y la ubicacion es perfecta! todo esta cerca,literal no quieres irte del lugar ā¤ļø

Condo rentals with a pool

Superhost
Condo in Sanibel
4.85 out of 5 average rating, 26 reviews

**Sanibel Island's Best Kept Secret

DianeRating, 5 stars1 month 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.
Top guest favorite
Condo in Fort Myers Beach
5 out of 5 average rating, 10 reviews

GullWing 1006: Gulf View, Beach Front, Pool & Spa!

JaneRating, 5 stars2 weeks ago
This place was absolutely amazing! All the kitchen accessories, bedroom amenities, and beach stuff provided was top notch. The location right on the beach provided a cool breeze even on the hot days. Sunset views and so many shells. Gulf and pool water were the perfect temperature. We used the bikes and there were plenty to choose from. Gorgeous spot all around!
Guest favorite
Condo in Fort Myers
4.94 out of 5 average rating, 67 reviews

6th Floor Beachfront Condo Sanibel Harbour

KalynnRating, 5 stars2 days ago
Where do we start…this place was everything we wanted and more! The condo itself was so clean and comfortable, we felt right at home instantly. the balcony looks right out to the water where we saw dolphins almost every day. You go down stairs and your instantly on the beach and about ten steps down to the ocean, and then when you want to change up the scene the pool is steps away as well, with a beautiful view of the ocean! And all of this was extremely convenient when traveling with a toddler. The scene was just gorgeous day and night and I’m so glad we found this gem of a spot. Also the host was extremely helpful and kind. Sanibel Island is only ten minutes away with lots of yummy restaurants and places to go. Highly recommend this place!!
Superhost
Condo in Captiva
5 out of 5 average rating, 12 reviews

South Sea Serenity II Coastal Luxury Beach Condo

karenRating, 5 stars14 months ago
If I could give 6 🌟, I would. This is our second stay with Holly. To say she is responsive is an understatement! We were thrilled with our stay. We love everything about the condo…the bed and pillows are exceptionally comfortable. We made great use of the beach chairs and umbrellas since each day was filled with sunshine. We enjoyed walking and visited some of the restaurants we’d enjoyed in the past. Watched sunsets from Holly’s screened in balcony and on the beach. It is great to see Captiva recovering. Without hesitation, we would stay in the condo AGAIN! Really a super host!
Guest favorite
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!
Top guest favorite
Condo in Bonita Springs
4.98 out of 5 average rating, 129 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

EmilyRating, 5 stars1 week ago
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.
Superhost
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.
Top guest favorite
Condo in Fort Myers Beach
5 out of 5 average rating, 8 reviews

Seaside 408 - Beachfront 2BR/2BA Sea La Vie on FMB

PeteRating, 5 stars2 weeks ago
Very beautiful condo and spectacular upgrades with the ocean front and center view from within the unit!!! Luanda is an excellent host and I highly recommend it as a must stay place….we will be heading back soon :)

Destinations to explore

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  4. Lee County
  5. Sanibel Island
  6. Rentals with pools