House holiday rentals in Gasparilla Island
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Top-rated house rentals in Gasparilla Island
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Gasparilla Island
House rentals with a pool
Home in Captiva
4.91 out of 5 average rating, 102 reviewsBlue Laguna - Vacation in paradise!
4–11 Oct
Home in Cape Coral
4.99 out of 5 average rating, 175 reviewsLUX Villa w/ Private Salt Water Pool, Lanai, Canal
14–21 Oct
Home in Cape Coral
4.91 out of 5 average rating, 159 reviewsModern Oasis pool paradise
6–13 Oct
Home in Englewood
4.99 out of 5 average rating, 102 reviewsParadise on the Bay
25 Feb – 4 Mar
Home in Cape Coral
4.98 out of 5 average rating, 117 reviewsVacation in Paradise
11–18 Aug
Home in Venice
4.85 out of 5 average rating, 136 reviewsGetaway Relax Home/Beaches 5-10minutes/Heated Pool
26 Jun – 3 Jul
Home in Punta Gorda
4.96 out of 5 average rating, 204 reviewsTropical getaway Pool and tiki bar
17–24 Aug
Home in Captiva
5.0 out of 5 average rating, 25 reviewsPrivate Island Luxury * Pool * Dock * Club Access
8–15 Nov
Weekly house rentals
Home in Englewood
5.0 out of 5 average rating, 25 reviews"Lost Loon" Oceanfront Cottage by Roxy Rentals
19–26 Sep
Home in Placida
5.0 out of 5 average rating, 5 reviewsSerendipity bohemian cottage, water view
10–17 Feb
Home in Englewood
5.0 out of 5 average rating, 25 reviewsClean & Comfy Beach Cottage super-close to Gulf!
9–16 Nov
Home in Placida
5.0 out of 5 average rating, 24 reviewsClose to beaches, canal view, golf, fishing
8–15 Nov
Home in Port Charlotte
5.0 out of 5 average rating, 8 reviews"Everglades Breath"3bed 2 b ,BBQ, Kayaks, Hot tub
15–22 Jul
Home in Englewood
4.92 out of 5 average rating, 90 reviewsCasa Blu: Serene Pool Villa, Close to Beach
3–10 Dec
Home in Port Charlotte
5.0 out of 5 average rating, 9 reviewsSunshine Retreat | NEW 4/2, King Bed, Near Beaches
1–8 Sep
Home in Englewood
5.0 out of 5 average rating, 21 reviews3B Cozy Coastal Escape King Bed*Wi-Fi*5mi to Beach
11–18 Oct
Private house rentals
Home in Cayo Costa
4.92 out of 5 average rating, 24 reviewsCayo Costa Paradise Found
12–19 Dec
Home in Englewood
4.93 out of 5 average rating, 82 reviewsFlorida Gulf Coast Get-Away
8–15 Jul
Home in Englewood
5.0 out of 5 average rating, 23 reviewsSunny Florida Escape! 10 min drive to the beach.
1–8 Jun
Home in Englewood
4.92 out of 5 average rating, 24 reviewsLuxury 3/3 wth Private Pool/Spa/Dock. Walk 2 Beach
26 Apr – 3 May
Home in Englewood
5.0 out of 5 average rating, 12 reviewsBreathtaking 250' Bayfront home w/ private pool
24–31 Jan
Home in Rotonda West
4.94 out of 5 average rating, 48 reviewsVilla Gone Golfing
5–12 Dec
Home in Cape Coral
4.98 out of 5 average rating, 45 reviewsCozy 3BR home in the Cape
15–22 May
Home in Englewood
4.88 out of 5 average rating, 8 reviews3 miles to beach, sleeps 5, fenced yard for pup
23–30 Aug
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- Monthly Rentals Gasparilla Island
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