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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Gasparilla Island holiday homes

Beach

Holiday Home in Englewood South

Charming 2-bedroom house in Englewood with WiFi and AC
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$939
HK$2,337 total
includes taxes & fees
12 Mar - 13 Mar
Charming 2-bedroom house in Englewood with WiFi and AC
Smart TV, stereo

Holiday Home in Port Charlotte

Completely remodeled beautiful waterfront property on canal with dock
9.6 out of 10, Exceptional, (62 reviews)
"Overall was very clean and comfortable, we enjoyed our stay"
United States
Jennifer R.
The price is HK$657
HK$1,987 total
includes taxes & fees
5 Apr - 6 Apr
Completely remodeled beautiful waterfront property on canal with dock
Interior

Holiday Home in Edgewater

Harbor House, renovated luxury waterfront- 30 ft private dock
9.8 out of 10, Exceptional, (25 reviews)
"Nice place , pretty quiet… had all the pots and pans we needed … Enjoyed the stat"
United States
Robert H.
The price is HK$1,549
HK$3,761 total
includes taxes & fees
10 Mar - 11 Mar
Harbor House, renovated luxury waterfront- 30 ft private dock
Beach nearby, beach towels

Holiday Home in Olde Englewood Village

Old Floridian cottage in Historic Gulf Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is HK$1,291
HK$2,530 total
includes taxes & fees
1 Apr - 2 Apr
Old Floridian cottage in Historic Gulf Village
Dining

Holiday Home in South Venice

Relaxing Poolside- a Private Oasis -heated pool- 7min to beach-2 King beds
10.0 out of 10, Exceptional, (38 reviews)
"We were in town for a quick family reunion and stayed at the Poolside Oasis. We were delighted with the location (very close to restaurants, the beach, and of course the family) also the cleanliness of the property. We would definitely recommend this place and would stay here again. "
United States
Jeremiah P.
The price is HK$1,580
HK$3,812 total
includes taxes & fees
1 Apr - 2 Apr
Relaxing Poolside- a Private Oasis -heated pool- 7min to beach-2 King beds
Fridge, microwave, oven, stovetop

Holiday Home in Venice

Myakka River
9.8 out of 10, Exceptional, (19 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 HK$1,447
HK$3,625 total
includes taxes & fees
30 Mar - 31 Mar
Myakka River
Exterior

Holiday Home in Warm Mineral Springs

PLACE TO BE. we have everything you need
9.6 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay! The property was impeccably clean, boasted a prime location, and featured a well-equipped kitchen. It had everything we needed for a wonderful stay."
United States
Alex M.
The price is HK$462
HK$2,027 total
includes taxes & fees
10 Mar - 11 Mar
PLACE TO BE. we have everything you need
Sun-loungers, beach towels

Holiday Home in Bokeelia

NEW!! The “WATERSIDE” COTTAGE~With dockage
10.0 out of 10, Exceptional, (45 reviews)
"We had the best, relaxing time in this adorable waterside cottage. The host is the best!! We loved everything about this vacation spot."
United States
Cheryl H.
The price is HK$1,373
HK$2,957 total
includes taxes & fees
23 Mar - 24 Mar
NEW!! The “WATERSIDE” COTTAGE~With dockage
Smart TV

Holiday Home in Mariner

Ultra Modern Home w Heated Salt water Pool pet friendly
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 HK$1,387
HK$3,445 total
includes taxes & fees
10 Mar - 11 Mar
Ultra Modern Home w Heated Salt water Pool pet friendly
Dining

Holiday Home in Port Charlotte

Charming & Cozy: Close to Beach & Shops ~ Parking!
10.0 out of 10, Exceptional, (5 reviews)
"We had a nice stay"
United States
Laurie A.
The price is HK$743
HK$1,643 total
includes taxes & fees
6 Apr - 7 Apr
Charming & Cozy: Close to Beach & Shops ~ Parking!
Fridge, microwave, oven, stovetop

Holiday Home in Punta Gorda

The Sand Dollar: Making Cents of Paradise
The price is HK$508
HK$2,206 total
includes taxes & fees
10 Mar - 11 Mar
The Sand Dollar: Making Cents of Paradise
Sun-loungers, beach towels

Holiday Home in Warm Mineral Springs

PLACE TO BE we have everything you need
9.2 out of 10, Wonderful, (13 reviews)
"Perfect size for the three of us and my dog. We had a wonderful week."
United States
Ariel B.
The price is HK$462
HK$2,027 total
includes taxes & fees
12 Mar - 13 Mar
PLACE TO BE we have everything you need
Property grounds

Holiday Home in Rotonda Heights

HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
9.8 out of 10, Exceptional, (7 reviews)
"Close to what we wanted to do for our fishing trip."
United States
Edward S.
The price is HK$1,173
HK$3,418 total
includes taxes & fees
31 Mar - 1 Apr
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
Fridge, microwave, oven, stovetop

Holiday Home in Oakland Hills

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
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 HK$1,300
HK$3,123 total
includes taxes & fees
21 Mar - 22 Mar
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Interior

Holiday Home in Port Charlotte

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
9.4 out of 10, Exceptional, (27 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 HK$853
HK$3,278 total
includes taxes & fees
29 Mar - 30 Mar
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴
Smart TV

Holiday Home in North Port

New Two story Cozy House Near Warm Mineral Springs
10.0 out of 10, Exceptional, (19 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 HK$880
HK$3,572 total
includes taxes & fees
15 Mar - 16 Mar
New Two story Cozy House Near Warm Mineral Springs
Fridge, microwave, oven, stovetop

Holiday Home in South Venice

8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear
10.0 out of 10, Exceptional, (42 reviews)
"Great Area! Clean home and friendly host! "
United States
Rhiannon S.
The price is HK$1,408
HK$3,446 total
includes taxes & fees
30 Mar - 31 Mar
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear
Exterior

Holiday Home in Manasota Key

Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access
9.0 out of 10, Wonderful, (11 reviews)
"Perfect getaway beach trip."
United States
jill s.
The price is HK$1,056
HK$3,473 total
includes taxes & fees
2 Apr - 3 Apr
Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access
Fridge, microwave, oven, stovetop

Holiday Home in Englewood South

Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach
8.6 out of 10, Excellent, (10 reviews)
"Great place to stay right on the water! "
United States
Richard W.
The price is HK$1,244
HK$3,023 total
includes taxes & fees
17 Mar - 18 Mar
Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach
Living area

Holiday Home in Bokeelia

Casa Florida 🌴 waterfront home with boat ramp
9.4 out of 10, Exceptional, (9 reviews)
"Nice place on canal, having everything you need . Enjoyed the stay. "
United States
John M.
The price is HK$1,538
HK$3,905 total
includes taxes & fees
10 Mar - 11 Mar
Casa Florida 🌴 waterfront home with boat ramp
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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"Yes. I do think the bars and restaurants on property close WAY to early for guests staying there at least. Main bar in food court closed at 11 on Friday. All bars ran out of espresso every night. Can’t get food anywhere after 11. "
Brian 2-night trip
Posted 2 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Find out more about Gasparilla Island

Gasparilla Island Vacation Homes information

Number of reviews
275
Accommodation
1228 Vacation Homes
Lowest Price
HK$1,643
Highest Price
HK$3,905

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