Holiday Homes in Gasparilla Island

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Our top choices for Gasparilla Island holiday homes

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (60 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is NZ$521
includes taxes & fees
20 Feb - 21 Feb
Old Floridian cottage in Historic Gulf Village

Lands End 1633 - Panoramic water views

Lands End 1633 - Panoramic water views
Captiva
Lands End 1633 - Panoramic water views

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (1 review)
"The remodeling of this older building is amazing! Very comfortable with everything you need. We couldn't get the coffeemaker to work but no problem, we travel with our coffeemaker. Restful and relaxing atmosphere. We would choose this cottage again."
United States
HaroldnMarla J.
The price is NZ$500
includes taxes & fees
22 Feb - 23 Feb
Charming 2-bedroom house in Englewood with WiFi and AC

Mimosa Memories

Mimosa Memories
South Venice
9.4 out of 10, Exceptional, (32 reviews)
"Nice quiet home , very clean. "
United States
David M.
The price is NZ$558
includes taxes & fees
2 Mar - 3 Mar
Mimosa Memories

Coastal duplex with private beach access & deck - dog-friendly

Coastal duplex with private beach access & deck - dog-friendly
Manasota Key
8.6 out of 10, Excellent, (13 reviews)
"Great place to stay. "
United States
Scott
The price is NZ$663
includes taxes & fees
17 Feb - 18 Feb
Coastal duplex with private beach access & deck - dog-friendly

Myakka River

Myakka River
Venice
9.8 out of 10, Exceptional, (18 reviews)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
United States
Ty
The price is NZ$757
includes taxes & fees
17 Feb - 18 Feb
Myakka River

Venice Dove Shell

Venice Dove Shell
Venice East
10.0 out of 10, Exceptional, (2 reviews)
"The host was very welcoming, with timely communication and clear guidelines. The house was spacious, easily accommodating six guests. Also very orderly and clean. I'd recommend this property to friends."
United States
Angela B.
The price is NZ$610
includes taxes & fees
19 Feb - 20 Feb
Venice Dove Shell

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (44 reviews)
"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "
United States
Ron R.
The price is NZ$678
includes taxes & fees
2 Mar - 3 Mar
NEW!! The “WATERSIDE” COTTAGE~With dockage

Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!

Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!
New York Section
7.8 out of 10, Good, (19 reviews)
"Loved the place! My kids loved the pool!"
United States
Leslie P.
The price is NZ$686
includes taxes & fees
28 Feb - 1 Mar
Beautiful Entire House on a Canal W/ a Pool & Lanai - Serene & Private Setting!!

Stylish Retreat-Mins to Beach-Private Lanai-WiFi

Stylish Retreat-Mins to Beach-Private Lanai-WiFi
Englewood East
9.8 out of 10, Exceptional, (6 reviews)
"The home was cozy and friendly. I unfortunately had to leave early but for the time I spent it was great! "
United States
Oscar J.
The price is NZ$951
includes taxes & fees
28 Feb - 1 Mar
Stylish Retreat-Mins to Beach-Private Lanai-WiFi

Quiet Punta Gorda Oasis w/ Tropical Charm

Quiet Punta Gorda Oasis w/ Tropical Charm
Acline
The price is NZ$266
includes taxes & fees
10 Mar - 11 Mar
Quiet Punta Gorda Oasis w/ Tropical Charm

Ultra Modern Home w Heated Salt water Pool pet friendly

Ultra Modern Home w Heated Salt water Pool pet friendly
Mariner
10.0 out of 10, Exceptional, (9 reviews)
"The home is so beautiful and so clean! Me and my family enjoy our stay will be rebooking again "
United States
Quinisha
The price is NZ$752
includes taxes & fees
2 Mar - 3 Mar
Ultra Modern Home w Heated Salt water Pool pet friendly

New Two story Cozy House Near Warm Mineral Springs

New Two story Cozy House Near Warm Mineral Springs
North Port
10.0 out of 10, Exceptional, (17 reviews)
"Great home to stay in with extended family, the three bathrooms were a must, the only downside is the home is on a busy road. "
United States
LaVar R.
The price is NZ$753
includes taxes & fees
17 Feb - 18 Feb
New Two story Cozy House Near Warm Mineral Springs

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Oakland Hills
9.8 out of 10, Exceptional, (17 reviews)
"It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! "
United States
Caleb R.
The price is NZ$670
includes taxes & fees
21 Feb - 22 Feb
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
Port Charlotte
9.4 out of 10, Exceptional, (26 reviews)
"Me and my family really enjoyed our stay at this home and will definitely recommend it to anybody."
United States
Julien L.
The price is NZ$652
includes taxes & fees
2 Mar - 3 Mar
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

Perfect Getaway with the pool

Perfect Getaway with the pool
North Port
10.0 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay very much. Will stay again"
United States
Christi K.
The price is NZ$832
includes taxes & fees
24 Feb - 25 Feb
Perfect Getaway with the pool

Gulf Front Escape on the Beach with Shared Viewing Deck & Pool - Cozy & Intimate

Gulf Front Escape on the Beach with Shared Viewing Deck & Pool - Cozy & Intimate
Manasota Beach
The price is NZ$1,881
includes taxes & fees
18 Feb - 19 Feb
Gulf Front Escape on the Beach with Shared Viewing Deck & Pool - Cozy & Intimate

4BR Coastal Escape • Heated Pool & BBQ Lounge

4BR Coastal Escape • Heated Pool & BBQ Lounge
Trafalgar
10.0 out of 10, Exceptional, (1 review)
The price is NZ$814
includes taxes & fees
4 Mar - 5 Mar
4BR Coastal Escape • Heated Pool & BBQ Lounge

The Bungalow - Captiva Beach Cottage on Turner Beach

The Bungalow - Captiva Beach Cottage on Turner Beach
Captiva
8.2 out of 10, Very good, (31 reviews)
"Beach was awesome!"
United States
juanita b.
The price is NZ$1,401
includes taxes & fees
28 Feb - 1 Mar
The Bungalow - Captiva Beach Cottage on Turner Beach

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (16 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is NZ$495
includes taxes & fees
1 Mar - 2 Mar
Nestled in North Port. Updated 2 Bed / 1 Bath.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Gasparilla Island Hotel Reviews

Find out more about Gasparilla Island

Gasparilla Island Holiday Homes information

Number of reviews
326
Accommodation
1228 Holiday Homes
Lowest Price
NZ$266
Highest Price
NZ$1,401

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