Holiday rentals with a pool in Little Gasparilla Island
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Top-rated rentals with a pool in Little Gasparilla Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Little Gasparilla Island rentals with a pool
House rentals with a pool
Home in Captiva
4.97 out of 5 average rating, 108 reviewsThe Pearl Beach House, North Captiva Island,FL
26 Mar – 2 Apr
Home in Venice
4.9 out of 5 average rating, 162 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
7–14 Dec
Home in Port Charlotte
4.85 out of 5 average rating, 213 reviewsPeaceful Port Charlotte 2Bd/2Ba on water
1–8 Jun
Home in Englewood
4.93 out of 5 average rating, 139 reviewsHome w/ Pool, 10 mins to Manasota Key beaches
18–25 Mar
Home in Placida
4.85 out of 5 average rating, 13 reviewsAMAZING Cape Haze Location -community kayak launch
1–8 Dec
Home in Boca Grande
4.77 out of 5 average rating, 13 reviewsIsland Oasis- Boca Grande Club
3–10 Dec
Home in Rotonda West
5.0 out of 5 average rating, 11 reviewsRotonda West Poolside Bungalow
15–22 Sep
Home in Rotonda West
5.0 out of 5 average rating, 8 reviewsGolfer's Paradise ~ Home with Heated Pool
20–27 Oct
Condo rentals with a pool
Condo in Englewood
4.89 out of 5 average rating, 117 reviewsA Beautiful Sunset Awaits - Steps to Beach
20–27 Aug
Condo in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
11–18 Nov
Condo in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
12–19 Dec
Condo in Englewood
5.0 out of 5 average rating, 40 reviewsSunrise Over the Bay
1–8 Aug
Condo in Englewood
4.89 out of 5 average rating, 55 reviewsManasota Key Unit 20B across from private beach
18–25 Sep
Condo in Englewood
5.0 out of 5 average rating, 20 reviewsA little slice of paradise
24–31 Oct
Condo in Englewood
4.91 out of 5 average rating, 22 reviewsLazy Days at Lemon Bay *Heated Pool*
10–17 Aug
Condo in Englewood
4.87 out of 5 average rating, 94 reviewsBeach Front Englewood Beach Condo
3–10 Aug
Home rentals with a private pool
Home in Cape Coral
4.92 out of 5 average rating, 72 reviewsLuxury Waterfront Home with Pool
29 Jul – 5 Aug
Home in Cape Coral
5.0 out of 5 average rating, 16 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
5–12 Apr
Home in Cape Coral
5.0 out of 5 average rating, 4 reviewsBlue Oasis
13–20 Aug
Home in Port Charlotte
Serenity Haven: New Pool Home Near Englewood Beach
6–13 Jun
Villa in Placida
New place to stayNew Listing! Beach Villa Two Bedroom
2–9 Dec
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