House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gasparilla Island house rentals
House rentals with a pool
Home in Captiva
4.91 out of 5 average rating, 102 reviewsBlue Laguna - Vacation in paradise!
Aug 16 – 23
Home in Cape Coral
4.99 out of 5 average rating, 175 reviewsLUX Villa w/ Private Salt Water Pool, Lanai, Canal
Oct 14 – 21
Home in Englewood
4.99 out of 5 average rating, 102 reviewsParadise on the Bay
Nov 26 – Dec 3
Home in Englewood
4.79 out of 5 average rating, 149 reviewsCustom Built Manasota Beach Home with Pool
Oct 19 – 26
Home in Englewood
5.0 out of 5 average rating, 15 reviewsVacation Condo- Beach Access!
Apr 22 – 29
Home in Captiva
5.0 out of 5 average rating, 25 reviewsPrivate Island Luxury * Pool * Dock * Club Access
Aug 23 – 30
Home in Englewood
5.0 out of 5 average rating, 19 reviewsManasota Tree House - steps from the beach & bay
Jun 15 – 22
Home in Captiva
5.0 out of 5 average rating, 6 reviewsBeach Paradise: Oceanfront, Sleeps 10, Pool, Games
Aug 15 – 22
Weekly house rentals
Home in Port Charlotte
5.0 out of 5 average rating, 9 reviewsSunshine Retreat | NEW 4/2, King Bed, Near Beaches
May 13 – 20
Home in Englewood
4.92 out of 5 average rating, 89 reviewsCasa Blu: Serene Pool Villa, Close to Beach
May 29 – Jun 5
Home in Englewood
5.0 out of 5 average rating, 21 reviews3B Cozy Coastal Escape King Bed*Wi-Fi*5mi to Beach
Oct 10 – 17
Home in Rotonda West
4.94 out of 5 average rating, 17 reviewsCharming Home on Golf Course near Beaches Sleeps 6
Aug 17 – 24
Home in Punta Gorda
4.93 out of 5 average rating, 71 reviewsCozy Cottage in Historic Downtown Punta Gorda
May 16 – 23
Home in Placida
5.0 out of 5 average rating, 5 reviewsSerendipity bohemian cottage, water view
Sep 13 – 20
Home in Matlacha
5.0 out of 5 average rating, 18 reviewsBayshore Bungalow - 1 bedroom
Oct 4 – 11
Home in Englewood
5.0 out of 5 average rating, 23 reviewsSunny Florida Escape! 10 min drive to the beach.
Aug 7 – 14
Private house rentals
Home in Englewood
5.0 out of 5 average rating, 52 reviewsOur favorite quiet place
Aug 9 – 16
Home in Cape Coral
4.98 out of 5 average rating, 45 reviewsCozy 3BR home in the Cape
Nov 12 – 19
Home in Englewood
4.97 out of 5 average rating, 34 reviewsUnique-Cotton Cottage
Sep 15 – 22
Home in Englewood
4.88 out of 5 average rating, 8 reviews3 miles to beach, sleeps 5, fenced yard for pup
Oct 16 – 23
Home in Englewood
4.93 out of 5 average rating, 82 reviewsFlorida Gulf Coast Get-Away
Dec 1 – 8
Home in Englewood
4.97 out of 5 average rating, 36 reviewsThe Manatee Flat at ManasotaKeyHouse
Oct 12 – 19
Home in Englewood
5.0 out of 5 average rating, 12 reviewsBreathtaking 250' Bayfront home w/ private pool
Jan 7 – 14
Home in Port Charlotte
4.91 out of 5 average rating, 11 reviewsThe Westbrook House
Aug 27 – Sep 3
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- Family travel hub Tips and inspiration
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