A shell on a beach with the sun setting in the background.

Holiday Homes in Little Gasparilla Island

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Little Gasparilla Island holiday homes

A modern kitchen with wooden shelves, a glass refrigerator, and a wooden cabinet.

1. Selah Shores | A Waterfront Getaway on Little Gasparilla Island

Selah Shores | A Waterfront Getaway on Little Gasparilla Island
Placida
The price is NZ$1,644
includes taxes & fees
14 Nov - 15 Nov
Selah Shores | A Waterfront Getaway on Little Gasparilla Island
A modern kitchen with a central island, stainless steel appliances, and a ceiling fan.

2. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
Dreams Away - Sleeps 10 Pool Golf Fun
A beach with a clear sky, calm sea, and footprints on the sand.

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, (6 reviews)
"The host was so nice I’ll be staying there again!"
United States
Melissa
The price is NZ$460
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom house in Englewood with WiFi and AC
A modern kitchen with white cabinetry, stainless steel appliances, a granite countertop, and pendant lighting.

4. 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 NZ$608
includes taxes & fees
14 Nov - 15 Nov
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
A modern kitchen with a central island, white cabinetry, and pendant lighting.

5. 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 NZ$628
includes taxes & fees
10 Nov - 11 Nov
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
A modern kitchen with a central island, a dining area with a sofa, and a ceiling fan.

6. Newly renovated cozy 2 Bedroom.

Newly renovated cozy 2 Bedroom.
Englewood East
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful place for long or short term stay. Perfectly located for the beach, shopping and restaurants!!"
United States
Shari F.
The price is NZ$369
includes taxes & fees
10 Nov - 11 Nov
Newly renovated cozy 2 Bedroom.
A modern kitchen with a central island, stainless steel appliances, and three black bar stools.

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

Rotonda Retreat with Heated Pool, Golf, Beaches!
Oakland Hills
9.0 out of 10, Wonderful, (23 reviews)
"This was our second year staying here, and once again everything was absolutely perfect. The house was spotless, comfortable, and very well maintained. Check-in was smooth, communication was excellent, and everything was exactly as expected. We truly enjoyed our stay and felt right at home. We would happily come back again and highly recommend this place. Thank you for another wonderful stay!"
United States
Cesar C.
The price is NZ$775
includes taxes & fees
10 Nov - 11 Nov
Rotonda Retreat with Heated Pool, Golf, Beaches!
A modern kitchen with white cabinets, a marble island, pendant lighting, and a dining area with a sofa and table.

8. 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, (19 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is NZ$670
includes taxes & fees
10 Dec - 11 Dec
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
A beach with footprints in the sand and a cloudy sky.

9. Nautical Nook

Nautical Nook
Englewood
9.8 out of 10, Exceptional, (16 reviews)
"It was super clean and the host was great"
United States
Dolores
The price is NZ$440
includes taxes & fees
13 Nov - 14 Nov
Nautical Nook
A coastal hotel with a beachfront view, multiple-story buildings, and a sandy beach.

10. Coastal Escape: New Luxury House

Coastal Escape: New Luxury House
Englewood East
The price is NZ$742
includes taxes & fees
14 Nov - 15 Nov
Coastal Escape: New Luxury House
A modern living room with a sofa, armchairs, a coffee table, and a view of the outdoors through large windows.

11. Chic 3BR, 2BA – Brand New!

Chic 3BR, 2BA – Brand New!
Englewood East
The price is NZ$609
includes taxes & fees
10 Nov - 11 Nov
Chic 3BR, 2BA – Brand New!
A living room with a white sofa, a coffee table, and a TV. There are four metal chairs with cushions. A kitchen area with a bar counter and shelves is visible in the background.

12. Pelican Paradise- Pets Welcome!

Pelican Paradise- Pets Welcome!
Englewood East
The price is NZ$567
includes taxes & fees
16 Nov - 17 Nov
Pelican Paradise- Pets Welcome!
A spacious living room with a large sofa, a dark wooden dresser, and a television mounted on the wall.

13. Beach town modern cottage 3Bed/2Bath house

Beach town modern cottage 3Bed/2Bath house
Englewood East
10.0 out of 10, Exceptional, (5 reviews)
"Host was responsive . This home was very comfortable, really liked the layout . It was light and airy. A bonus was their chairs Great location to Englewood Beach and several other beaches "
United States
Sandi T.
The price is NZ$572
includes taxes & fees
9 Dec - 10 Dec
Beach town modern cottage 3Bed/2Bath house
A beach with a sandy shore, trees, and a calm body of water.

14. Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is NZ$472
includes taxes & fees
1 Dec - 2 Dec
Old Floridian cottage in Historic Gulf Village
A modern kitchen with white cabinets, stainless steel appliances, a large island with bar stools, and a view of a green landscape through the glass door.

15. 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 NZ$818
includes taxes & fees
10 Nov - 11 Nov
Golf & Beach Retreat Firepit BBQ Near Boca Grande
A modern kitchen with white cabinets, a central island, pendant lighting, and a dining area with chairs and a table.

16. 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)
"We will be booking again. it was perfect for us! very clean and everything you need to be comfortable."
United States
Kristen A.
The price is NZ$708
includes taxes & fees
10 Dec - 11 Dec
Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing
A covered swimming pool with a white roof, surrounded by greenery.

17. CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (33 reviews)
"We enjoyed our stay a lot, absolutely recommended property"
Canada
Dennis
The price is NZ$659
includes taxes & fees
11 Nov - 12 Nov
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
A spacious living room with a flat-screen TV, a ceiling fan, and a large window offering a view of the outdoors.

18. HEATED POOL NR.BEACH-MASS. CHAIR-BBQ-LANAI-BICYCLES-TENNIS-GOLF-BLISSFUL RETREAT

HEATED POOL NR.BEACH-MASS. CHAIR-BBQ-LANAI-BICYCLES-TENNIS-GOLF-BLISSFUL RETREAT
Rotonda Heights
9.6 out of 10, Exceptional, (14 reviews)
"Clean, comfortable, has everything you need for a vacation"
United States
Rick J.
The price is NZ$807
includes taxes & fees
10 Nov - 11 Nov
HEATED POOL NR.BEACH-MASS. CHAIR-BBQ-LANAI-BICYCLES-TENNIS-GOLF-BLISSFUL RETREAT
A modern kitchen with grey cabinets, a wooden countertop, stainless steel appliances, and a tiled backsplash.

19. Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.6 out of 10, Exceptional, (8 reviews)
"Great little spot!"
United States
Matthew
The price is NZ$465
includes taxes & fees
11 Nov - 12 Nov
Path to Paradise.
A bedroom with a bed, a TV on a dresser, a clock on the wall, and a door leading to another room.

20. Tranquil and close to Englewood beach

Tranquil and close to Englewood beach
Englewood South
9.8 out of 10, Exceptional, (10 reviews)
"Clean and the Host was great! Will stay again!"
United States
Rob M.
The price is NZ$407
includes taxes & fees
10 Nov - 11 Nov
Tranquil and close to Englewood beach
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

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port

10/10 Excellent
"I was only there for 2 nights and the first day was a LONG LONG day for me. It was so nice to have kind people there when I arrived late. Very nice lodgings. I slept GREAT and needed it. Thanks!"
James 2-night trip
Posted 3 hours ago
Hampton Inn & Suites North Port

Find out more about Little Gasparilla Island

Little Gasparilla Island Holiday Homes information

Number of reviews
288
Accommodation
1276 Holiday Homes
Lowest Price
NZ$369
Highest Price
NZ$1,647

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