
Holiday rentals with a pool in Little Gasparilla Island
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Top-rated rentals with a pool in Little Gasparilla Island
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Popular amenities for Little Gasparilla Island rentals with a pool
House rentals with a pool

Seasonal vacation rental with Heated pool
Very comfortable and cozy home. Heated pool was a plus! Very responsive to any request we had.

Charming Saltwater Heated Pool House (North Port)
Beautiful home and very ckean, pool and patio were nice for a relaxing vacation. Kids enjoyed the pool, hot tub was nice also. The house was spacious and roomie for multiple families to share the space. Great location. Definitely recommend this home for others to stay.

South Florida Paradise with Heated Saltwater Pool!
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!

New 4-bedroom house with saltwater pool and spa!
This is a beautiful, clean, well decorated home in a safe private neighborhood. The kitchen was well stocked and very spacious with lots of storage space. The patio was private with a beautiful pool that was well heated for this time of year. The beds were very comfortable. We felt right at home.

3bd 2th Solar Heat Pool Large home W/ big yard
Was a great place to stay while visiting family. We didn’t use the pool or the grill but had we stayed longer we would have for gathering with family. I would stay again.

Family Friendly Pool Home
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.

Peachland Paradise Pool Home-Amazing Canal Views!
We had a lovely time. Beautiful canal location and spotlessly clean . Lots of cleaning products left ready to use ( which I know maybe isn’t important to everyone ) but enables you to look after their home as you would your own. We loved it 🥰

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.
Apartment rentals with a pool

Sunset Beach
Beautiful location. Condo is right on the beach with quiet, peaceful surroundings. Restaurants are within easy walking distance.

Condo With Heated Pool, Beaches Only Minutes Away
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 !

Entire Beachside Condo! Don’t worry Beach Happy!
This place is so much better than pictures! The location is perfect, no streets to cross to get to the beach. The condo was brand new inside and beautifully decorated. The amenities were fantastic. Walking distance to yummy food and live music. The pool across the street is great for the kids as well. I would definitely stay here again!

1 bdrm | Steps away to Private Beach w/Dock Access
Daniel is a great host. Quick to respond to any questions. He allowed us to check early as we arrived ahead of schedule. Would highly recommend and would definitely stay there again. Also, very clean. 10 out of 10. Thanks! Deron & Janet Rater

Coastal Tranquility in Quiet, Gated Community
I spent the month of March here. I’ve been coming to this area for over 40 years and this is the 2nd year at the complex. I hope I can book it for next March. The condo has all the necessary amenities and it felt like home. Tastefully decorated and comfortable. Had necessary consumables to get my stay started which I appreciated. Any time I had a question Rachel answered immediately. This was a perfect stay in every way-first 2 weeks with golfing girlfriends ( lots of courses nearby) and second 2 weeks were with my pool/beach friends. The only thing lacking were beach chairs but we were able to borrow some. Hurricane Ian damaged their roof and it was replaced while I was there. I was worried it was going to be a noise headache but it really was not an issue. Over the past 2 years here, I’ve met many of the other owners and everyone is so welcoming. I can’t wait to get back.

Fabulous Burnt Store Marina
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.

River View/Screen Lanai/Heated Pool/Fishing Pier
We had a fantastic stay! Seth and Cheryl truly thought of everything—our experience was seamless. They were incredibly responsive before, during, and after our stay, which made everything even more enjoyable. The entire condo was modern, beautifully decorated, and well-stocked. The layout provided plenty of space to relax, with a variety of seating options in the living areas. The kitchen and bathrooms were especially nice, and everything felt clean, comfortable, and thoughtfully designed. A true highlight was the screened porch overlooking the water—the views were beautiful, and it was so peaceful. It was the perfect spot to read, exercise, get some work done, or simply unwind. We would highly recommend Seth's Place and would absolutely stay here again.

Cozy Condo With Heated Pool
We loved our stay. Less than 10 minutes from the beach. The kids found all kinds of shells and sharks teeth. Lots of restaurants close to the property. Kids loved the pool on property. We have 6 in our family and and had plant of room for everybody. We would definitely stay at the property again.
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- Crescent Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Tarpon Bay Beach
- Lakewood National Golf Club
- River Strand Golf and Country Club
- Englewood Beach
- Marie Selby Botanical Gardens
- Van Wezel Performing Arts Hall
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- Shadow Wood Country Club
- Tara Golf & Country Club
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- Lovers Key Beach
- Manatee County Beach
- Public Beach - 100 Broadway
- Robinson Preserve
- Public Beach Access (Park at Bayfront Park)
- Sarasota Jungle Gardens
- Bayfront Park
- South Lido Key Beach Park on the Gulf
- Lido public beach