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Holiday rentals with a pool in Little Gasparilla Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Little Gasparilla Island rentals with a pool

House rentals with a pool

Guest favourite

Home in Punta Gorda

4.95 out of 5 average rating, 155 reviews

Seasonal vacation rental with Heated pool

SarahRating, 5 stars3 days ago
Absolutely loved this beautiful Airbnb!! It was so clean and comfortable inside. The pool was the cherry on top! It’s clearly well-maintained and the water was so warm and clean. We had a wonderful time swimming in it! Robert was also very easy to communicate with and was quick to respond when we reached out. We loved how quiet and peaceful the neighborhood was- great for evening walks. Highly recommend this Airbnb!! If we come back to Punta Gorda in the future, we would love to stay here again!
Guest favourite

Home in North Port

5 out of 5 average rating, 26 reviews

Charming Saltwater Heated Pool House (North Port)

AnnRating, 5 stars5 months ago
This is a great place to stay! It’s very private and relaxing. It’s perfect for 4 adults (2 couples). The other rooms are perfect for children. The kitchen was fun to prepare meals in for our family. The pool and hot tub were fun for us to relax in after a hot day exploring Florida.
Guest favourite

Home in North Port

5 out of 5 average rating, 10 reviews

South Florida Paradise with Heated Saltwater Pool!

ChristinaRating, 5 stars2 months ago
We were in North Port for the week to visit family. There was plenty of space for my husband and me to work remotely without getting in each other's way. Additionally, the living room and the heated saltwater pool were great places for us to relax during downtime. And the neighborhood was very quiet; we heard absolutely nothing at night. Thanks for a wonderful stay!
Guest favourite

Home in North Port

5 out of 5 average rating, 31 reviews

New 4-bedroom house with saltwater pool and spa!

DonRating, 5 stars1 day ago
House was nice, clean and well maintained.
Guest favourite

Home in North Port

5 out of 5 average rating, 13 reviews

3bd 2th Solar Heat Pool Large home W/ big yard

Lee And LeslieRating, 5 stars3 weeks ago
Bigger than it looks in the pictures! Very very clean! Great stay!
Guest favourite

Home in Cape Coral

5 out of 5 average rating, 13 reviews

Canal Waterfront house-Pool-Fishing and Game Room

NataliRating, 5 stars2 months ago
Perfect the house to spend wonderful days with your family,excellent place,the house we loved,clean,comfortable and with all the necessary things,the hostess left all instructions, we would definitely come back again.
Superhost

Home in Cape Coral

4.85 out of 5 average rating, 13 reviews

Family Friendly Pool Home

WendyRating, 5 stars2 days ago
House was spacious, clean & clutter free. Neighborhood was quiet and pool was clean and has lights for night swimming. WiFi worked great & living room has smart tv you can log into but downside was be aware no TVs in any of the bedrooms. The ice maker didn’t work in the freezer but we may have missed that in the description. I suggest bringing some on the way because stores are not close by. Overall 100% recommend and would stay there again.
Guest favourite

Home in Port Charlotte

4.94 out of 5 average rating, 33 reviews

Peachland Paradise Pool Home-Amazing Canal Views!

EricRating, 5 stars4 weeks ago
Great property and the host(s) really helped my girlfriend and I when we were in a pinch. Thanks so much and your home was beautiful!

Condo rentals with a pool

Guest favourite

Condo in Englewood

4.95 out of 5 average rating, 109 reviews

Sunset Beach

MichelleRating, 5 stars2 months ago
The location has a perfect beachfront view to enjoy coffee outside in the morning. The area was still recovering from the hurricane but walking on the beach was still enjoyable. All of the amenities and items available for use in the condo left very little to be needed.
Superhost

Condo in Englewood

4.87 out of 5 average rating, 45 reviews

Condo With Heated Pool, Beaches Only Minutes Away

KarenRating, 5 stars8 months ago
I thoroughly enjoyed the ARBNB . It was very clean and I felt like I was right at home . The kitchen was well stocked and the appliances worked perfectly . I loved the washer and dryer! It was close to restaurants and beaches . The location was quiet and close to beaches . Would highly recommend property to anyone traveling. Plus the pool was clean and close to unit !
Superhost

Condo in Englewood

4.78 out of 5 average rating, 111 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

DebbieRating, 5 stars5 months ago
My sister and I stayed for a week and had a wonderful time. The beach was just steps away, and the pool was conveniently located across the road. The condo provided everything we needed for the beach. It was very nice, although the door lock and code could benefit from improved security. Additionally, the ice maker was not clean and had a slimy residue inside. It may need cleaning after each check out other than that it was a great place to stay and would stay again Thanks Debbie & Katie
Superhost

Condo in Rotonda West

5 out of 5 average rating, 10 reviews

Coastal Tranquility in Quiet, Gated Community

JohnaRating, 5 stars25 months ago
The pictures do NOT do this condo justice. It is beautiful and uncluttered and so tasteful. I was so comfortable . The complex is gated and quite nice and level and very easy access to different areas. Our family myself, husband , 22 year old son and 19 year old daughter had plenty of space and areas to move around . Condo was well stocked and Rachel even supplied extras like coffee pods and many misc. other items that most places don’t provide. Will rent this condo in a heartbeat again.
Superhost

Condo in Osprey

4.89 out of 5 average rating, 9 reviews

Lovely 2 bedroom condo with pool & tennis courts

MarlynRating, 5 stars12 months ago
This is our second year staying in this complex. There are many walking trails that are a short drive, close to several beaches, restaurants and grocery stores.
Guest favourite

Condo in Punta Gorda

4.93 out of 5 average rating, 15 reviews

Fabulous Burnt Store Marina

JaredRating, 5 stars2 weeks ago
Had a nice time, the sunny weather cooperating of course helped. The condo was clean and as described. Paul was very responsive on the few times I contacted him.
Superhost

Condo in Englewood

5 out of 5 average rating, 8 reviews

Sunset Rendezvous Beach Condo Upper Unit

BeatrizRating, 5 stars7 months ago
The condominium was very nice and the location was great! Pool, beach, boat dock and restaurants all accessible and easy to get to. Place was very clean and peaceful at night. Teens had fun using local trolley to get around key, shops and restaurants. I would definitely stay here again. Michael was a great host!
Guest favourite

Condo in Port Charlotte

4.94 out of 5 average rating, 16 reviews

River View/Screen Lanai/Heated Pool/Fishing Pier

JaclynRating, 5 stars2 weeks ago
If you are looking for a quiet neighborhood with a peaceful relaxed vibe and a gorgeous pool, this is it. The condo was spotless, the kitchen well-stocked, plenty of towels and paper products, and very friendly neighbours! The view of the water sunrises and sunsets made every day gorgeous. Highly recommend and will definitely stay again.

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