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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Little Gasparilla Island holiday homes

Private kitchen

1. Selah Shores | Waterfront Getaway on Little Gasparilla Island

Selah Shores | Waterfront Getaway on Little Gasparilla Island
Placida
The price is £743
includes taxes & fees
22 Sept - 23 Sept
Selah Shores | Waterfront Getaway on Little Gasparilla Island
Interior

2. WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is £248
includes taxes & fees
21 Sept - 22 Sept
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
Sun-loungers

3. 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, (5 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is £185
includes taxes & fees
21 Sept - 22 Sept
Charming 2-bedroom house in Englewood with WiFi and AC
Aerial view

4. CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay a lot, absolutely recommended property"
Canada
Dennis
The price is £269
includes taxes & fees
21 Sept - 22 Sept
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Coffee/tea maker, fridge, microwave, oven

5. 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
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is £248
includes taxes & fees
21 Sept - 22 Sept
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Coffee/tea maker, fridge, microwave, oven

6. Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing

Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing
Oakland Hills
10.0 out of 10, Exceptional, (14 reviews)
"Very nice stay at a beautiful new home!!"
United States
Nancy H.
The price is £243
includes taxes & fees
25 Sept - 26 Sept
Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing
Interior

7. Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
Oakland Hills
10.0 out of 10, Exceptional, (36 reviews)
"Everything we needed after a long day of fishing"
United States
WARREN R.
The price is £249
includes taxes & fees
21 Sept - 22 Sept
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
Interior

8. Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests

Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests
Oakland Hills
9.8 out of 10, Exceptional, (28 reviews)
"Great alternative to a hotel. Beautiful and clean."
United States
Sadie A.
The price is £245
includes taxes & fees
21 Sept - 22 Sept
Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests
Pool

9. Palm-lined waterfront retreat with enclosed pool, inviting patio, & central AC

Palm-lined waterfront retreat with enclosed pool, inviting patio, & central AC
Pebble Beach
9.4 out of 10, Exceptional, (6 reviews)
"We had an amazing time. Would definately come back!!"
United States
Cynthia V.
The price is £401
includes taxes & fees
21 Sept - 22 Sept
Palm-lined waterfront retreat with enclosed pool, inviting patio, & central AC
Coffee/tea maker, fridge, microwave, oven

10. 2-bedroom pool house with golf cart in Englewood, close to the beaches!

2-bedroom pool house with golf cart in Englewood, close to the beaches!
Grove City
10.0 out of 10, Exceptional, (10 reviews)
"Great stay, great host, and a great time!"
United States
Christopher G.
The price is £230
includes taxes & fees
21 Sept - 22 Sept
2-bedroom pool house with golf cart in Englewood, close to the beaches!
Indoor pool, a heated pool

11. Large house with heated walk-in pool near beaches!

Large house with heated walk-in pool near beaches!
Pinehurst
8.8 out of 10, Excellent, (24 reviews)
"Excellent place"
United States
Jeanne I.
The price is £375
includes taxes & fees
21 Sept - 22 Sept
Large house with heated walk-in pool near beaches!
Coffee/tea maker, fridge, microwave, oven

12. Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all

Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all
Englewood Central
9.8 out of 10, Exceptional, (6 reviews)
"This was a beautiful home with everything close by, shops and beach. It has a large outdoor screened in porch, perfect for chilling with the kids!"
United States
Loren J.
The price is £202
includes taxes & fees
21 Sept - 22 Sept
Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all
Coffee/tea maker, fridge, microwave, oven

13. 2/2 Duplex on CANAL all updated; new furniture,

2/2 Duplex on CANAL all updated; new furniture,
Oakland Hills
9.6 out of 10, Exceptional, (10 reviews)
"awesome place"
United States
Brooke P.
The price is £234
includes taxes & fees
16 Oct - 17 Oct
2/2 Duplex on CANAL all updated; new furniture,
Beach nearby, beach towels

14. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay and very spacious. Heather was a"
United States
Paul
The price is £196
includes taxes & fees
21 Sept - 22 Sept
Nautical Nook
Interior

15. 2/2 Private furnished remodeled canalfront

2/2 Private furnished remodeled canalfront
Oakland Hills
9.6 out of 10, Exceptional, (4 reviews)
"Really enjoyed our stay in this very roomy modern style duplex. Was everything that was advertised. Would recommend to friends and family."
United States
Tim H.
The price is £225
includes taxes & fees
16 Oct - 17 Oct
2/2 Private furnished remodeled canalfront
Coffee/tea maker, fridge, microwave, oven

16. Golf & Beach Retreat Firepit BBQ Near Boca Grande

Golf & Beach Retreat Firepit BBQ Near Boca Grande
Oakland Hills
10.0 out of 10, Exceptional, (6 reviews)
"Great house and place to stay"
United States
Mike C.
The price is £363
includes taxes & fees
21 Sept - 22 Sept
Golf & Beach Retreat Firepit BBQ Near Boca Grande
Private kitchen

17. Canal front new everything near Boca Grande Beach

Canal front new everything near Boca Grande Beach
Oakland Hills
8.4 out of 10, Very good, (6 reviews)
"We stayed for one month. Property was very clean, outside finishing up on storm repairs and completed couple days after we arrived. Safe area away from noise, but close drive to beaches and restaurants."
United States
Kristine G.
The price is £225
includes taxes & fees
16 Oct - 17 Oct
Canal front new everything near Boca Grande Beach
Coffee/tea maker, fridge, microwave, oven

18. Rotonda Retreat with Heated Pool, Golf, Beaches!

Rotonda Retreat with Heated Pool, Golf, Beaches!
Oakland Hills
9.0 out of 10, Wonderful, (21 reviews)
"We really enjoyed this property!! "
United States
laura k.
The price is £297
includes taxes & fees
12 Oct - 13 Oct
Rotonda Retreat with Heated Pool, Golf, Beaches!
Coffee/tea maker, fridge, microwave, oven

19. Snowbirds escape / vacation gateway

Snowbirds escape / vacation gateway
Englewood East
8.8 out of 10, Excellent, (15 reviews)
"Host was very fast to respond, understanding, and accommodating. Pool is offsite but we spent our time at the beach. Overall satisfied and would stay again."
United States
Logan C.
The price is £199
includes taxes & fees
21 Sept - 22 Sept
Snowbirds escape / vacation gateway
Pool

20. Three Bedroom home with heated pool!

Three Bedroom home with heated pool!
Broadmoor
9.6 out of 10, Exceptional, (9 reviews)
"The house was very nice, clean, and comfortable. Communication with the owner/host was generally excellent"
United States
Annette A.
The price is £365
includes taxes & fees
22 Sept - 23 Sept
Three Bedroom home with heated pool!
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 Little Gasparilla Island Hotel Reviews

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

10/10 Excellent
"Nice"
Christopher 1-night trip
Posted less than an hour ago
Wyvern Hotel, an Ascend Collection Hotel

Find out more about Little Gasparilla Island

Little Gasparilla Island Holiday Homes information

Number of reviews
262
Accommodation
1287 Holiday Homes
Lowest Price
£185
Highest Price
£401

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