
Vacation rentals with a pool in Charlotte Harbor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Charlotte Harbor
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Charlotte Harbor rentals with a pool
House rentals with a pool

3bd 2th Solar Heat Pool Large home W/ big yard
We really enjoy the place we have a woderful hoster

Lovely pool house 5 minutes from the beach
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.

Gorgeous 5 Star POOL/HOT TUB on a Canal
This was exactly what we needed for our getaway! The pool and hot tub were amazing, and so relaxing! We loved being able to swim whenever we wanted, and Jesse made it so convenient with the app to heat the pool / spa. He had everything imaginable for our beach day (and this was for a beach day with an infant, including a beach wagon to haul all of our things) - we were surprised and really thankful for this! The house itself was spacious, and checked the boxes of things that we needed. It was close to grocery stores and a couple of good restaurants. The neighborhood was quiet and easily accessible as well. Jesse was very communicative. Jesse checked in on our stay, ensured that we had recommendations (if we wanted them), and even let us know when a pool tech was coming out as well. We would definitely rent here again!

Tropical Pool Vacation Getaway!
Beautiful place to stay. Kitchen was well equipped. Only couple complaints (if you call it that)…my husband and I would have liked to see full beds in the bedroom with twin beds, maybe a few bath and kitchen towels, a dresser in the spare bedrooms sure would have been nice to put clothes in or suitcases on, maybe a tv in each bedroom, the garage door opener didn’t work. Sounds spoiled but just what we are used to. Pool was absolutely amazing!! Gas grill worked just great!

Entire Home. 2/bd & 2/bath with Pool.
Deanna was a great host.She was very responsive and friendly. We would definitely stay there again.

Cozy Home with Heated Pool
The house was very nice and comfortable and the Host Elina was very responsive and helpful. Would recommend and would stay here again.

Spacious Canal Oasis with Pool, BBQ & Mini Golf
We had a fantastic week stay on kids Spring Break! Beautiful property, comfortable bedrooms and bathrooms, spacious well equipped kitchen. Amazing pool and hot tub, canal and yard. Mini golf, pool table, foosball table - added tons of fun to our stay. Thank you!

Family Villa w/ private pool and hot tub!
Caleb's place was beautifull, spacious, and clean. The community center amenities were fantastic! Our family had a wonderful time and would definitely stay there again.
Condo rentals with a pool

Sunset Beach
The location - right on the beach - is superb. Great covered porch looking right out on the beach. The unit has some of the things to help spend a day on the beach - chairs, umbrella, etc. the kitchen is small but entirely sufficient and well stocked with kitchen/dining things. Comfortable bed. Plenty of closet and drawer space. Really enjoyed my stay at the unit and in Englewood.

Sunny Florida condo!
One of my favorite Airbnb rentals to date. The condo was clean, quiet and had everything we needed/wanted. On top of the space being great, Ken and Becky were amazing hosts. I usually stay in different places each time, but I'll be staying here anytime I'm in or near Fort Myers it's that good. 100% recommend booking with them !!

Condo With Heated Pool, Beaches Only Minutes Away
We were pleasantly surprised by Nicole’s apartment. It was extremely clean, lots of towels, linen, well appointed kitchen and everything else needed to make it like home. We didn’t need to buy or bring anything for the beach because we had beach chairs and an umbrella which were in really great shape. The apartment is within a short driving distance to beaches, stores, restaurants and shop. We had a great time and felt right at home. We highly recommend her place to anyone vacationing in the area.

Entire Beachside Condo! Don’t worry Beach Happy!
I’ve never written a review before but felt Nick and his condo deserved one! Nick’s place was completely remodeled and felt brand new. It was spotless when we arrived and immediately felt at ease when we walked through the door. The parking spot was right next to the condo along with easy entry. The beach is just a few feet away which made carrying the beach chairs, towels, sand toys, sea shell sifter and drinks easy to carry. The place came equipped with everything you would need to have the perfect beach vacation. Shark teeth are abundant! Once we were done on the beach we headed across the street to the heated pool every afternoon. There are two donut tubes for the kids to play with that were at the condo. The pool was great, it reaches 4ft 9 in. deep and has stairs on both sides to walk in. Plenty of lounge chairs to choose from. It was a great location! Almost right across the street from Magnolia’s. Nick was great with communication and his place was perfect. Highly recommend!

1 bdrm | Steps away to Private Beach w/Dock Access
Good value for a nice spot right by the beach and walking distance to restaurants etc.

Lovely 2 bedroom condo with pool & tennis courts
This condo was even cuter in person than it was in the photos. It was super clean, safe, spacious, had a gorgeous screened in balcony that looked out over the pool, and was centrally located really close to groceries, restaurants, multiple beaches, and more. We stayed here as a family of 4 and the kids had their own room and bathroom and we had a master with en suite. I saw another review that said there is a little noise from the busy road outside but you really only notice it if you're trying to sleep with the windows open. We originally booked a hotel that ended up being awful so I found this place last minute and they were able to get us in the very next morning. They let us check in early since we were kind of stranded, and walking in was like a breath of fresh air. Highly recommend this place for 2-4 people!

Vintage Villa, Thirty-Five
This is our second year staying here. It was wonderfully peaceful this last weekend, just like last year. The beach is less than two minutes walk from the door. The kitchen had everything we needed in it. Plenty of beach items for use in the closet. The bathroom had more than enough towels and TP. We also used the pullout couch for our children, and they were very comfortable. we hope to book again soon, thank you!

Cozy Condo With Heated Pool
Perfect stay for my family! It had everything we needed and more. The beach chairs, mats & cooler made our beach days more enjoyable. Washer and dryer worked great and kitchen had everything we needed. We didn’t have time to use the paddleboard but it’s an awesome bonus. We would definitely stay again!
Quick stats about vacation rentals with a pool in Charlotte Harbor
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
500 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Crescent Beach
- Lido Key Beach
- Manasota Key Beach
- Myakka River State Park
- Englewood Beach
- River Strand Golf and Country Club
- Lakewood National Golf Club
- Talis Park Golf Club
- Van Wezel Performing Arts Hall
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- Worthington Country Club
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- Boca Beach
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- Tara Golf & Country Club
- Del Tura Golf & Country Club
- Mediterra Golf Course
- Delnor-Wiggins Pass State Park
- Point Of Rocks
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