Beachfront holiday rentals in Little Gasparilla Island
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Top-rated beachfront rentals in Little Gasparilla Island
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for beachfront rentals in Little Gasparilla Island
Pet-friendly beachfront home rentals
Home in Punta Gorda
4.93 out of 5 average rating, 123 reviewsTropical themed Island style home!
13–20 Dec
Villa in Siesta Key
4.91 out of 5 average rating, 139 reviewsMermaid Villa Ocean Front!
22–29 Oct
Guest suite in Siesta Key
4.93 out of 5 average rating, 134 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
27 Sep – 4 Oct
Apartment in Nokomis
4.83 out of 5 average rating, 142 reviewsPrivate Beachside Kitchenette
14–21 Sep
Home in Placida
5.0 out of 5 average rating, 54 reviewsLittle Gasparilla Island Beachfront Oasis
5–12 Feb
Home in Englewood
4.89 out of 5 average rating, 9 reviewsQuaint Surf Cottage on Beach
12–19 Nov
Cottage in Englewood
4.83 out of 5 average rating, 78 reviewsFree Kayaks/bikes/walk to beach/pet friendly #3
25 Sep – 2 Oct
Flat in Englewood
5.0 out of 5 average rating, 11 reviewsBungalow across from the Beach!
15–22 Oct
Beachfront home rentals with a pool
Serviced apartment in Siesta Key
4.99 out of 5 average rating, 142 reviewsSiesta Key #1 Beach, pickle ball & tennis paradise
18–25 Nov
Home in Captiva
4.91 out of 5 average rating, 102 reviewsBlue Laguna - Vacation in paradise!
3–10 Sep
Apartment in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
13–20 Nov
Home in Placida
5.0 out of 5 average rating, 24 reviewsClose to beaches, canal view, golf, fishing
6–13 Nov
Home in Englewood
5.0 out of 5 average rating, 19 reviewsCape Haze Cottage
29 Oct – 5 Nov
Apartment in Englewood
5.0 out of 5 average rating, 20 reviewsA little slice of paradise
19–26 Aug
Cottage in Englewood
5.0 out of 5 average rating, 35 reviewsWaterfront! Sunset Deck, Pier & FREE Boat Docking!
9–16 Sep
Flat in Port Charlotte
5.0 out of 5 average rating, 15 reviewsYour Seaside Serenity
29 Sep – 6 Oct
Private beachfront home rentals
Home in Placida
5.0 out of 5 average rating, 13 reviewsSalty Mermaid on LGI / Island Beach Retreat
29 Nov – 6 Dec
Home in Placida
4.95 out of 5 average rating, 39 reviewsCocoHut~Tub
8–15 Aug
Villa in Placida
4.91 out of 5 average rating, 11 reviewsDolphin Watch
30 Nov – 7 Dec
Home in Englewood
5.0 out of 5 average rating, 25 reviewsClean & Comfy Beach Cottage super-close to Gulf!
9–16 Nov
Cottage in Englewood
5.0 out of 5 average rating, 44 reviewsCasa Tortuga - Beachfront Oasis
4–11 Nov
Villa in Englewood
5.0 out of 5 average rating, 29 reviewsOcean View Villa Manasota Key
22–29 Jul
Campervan/Motorhome in Englewood
4.84 out of 5 average rating, 50 reviewsModern RV for 2-Beach & Bay Access -Kayaks & Bikes
24–31 Oct
Apartment in Englewood
4.99 out of 5 average rating, 69 reviewsSand Dollar Hidden Gem on Englewood Beach
17–24 Oct
Destinations to explore
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