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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Little Gasparilla Island holiday homes

A modern kitchen with white cabinets, a marble island, pendant lighting, and a dining area with a sofa and table.

1. 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, (17 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is NZ$578
includes taxes & fees
30 Aug - 31 Aug
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
A beach with a clear sky, calm sea, and footprints on the sand.

2. 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 NZ$410
includes taxes & fees
30 Aug - 31 Aug
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.

3. 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$597
includes taxes & fees
30 Aug - 31 Aug
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
A clear blue pool with a white deck and a red and orange lounge chair.

4. HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
Rotonda Heights
9.6 out of 10, Exceptional, (14 reviews)
"Wonderful place to stay. Great location in close proximity to restaurants, shopping and the beach. Would certainly choose this home again."
United States
Brenda W.
The price is NZ$754
includes taxes & fees
30 Aug - 31 Aug
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
An aerial view of a residential neighborhood with houses, lawns, and trees.

5. CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (30 reviews)
"We enjoyed our stay a lot, absolutely recommended property"
Canada
Dennis
The price is NZ$594
includes taxes & fees
30 Aug - 31 Aug
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
A modern kitchen with a central island, stainless steel appliances, and three black bar stools.

6. 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 NZ$650
includes taxes & fees
30 Aug - 31 Aug
Rotonda Retreat with Heated Pool, Golf, Beaches!
A modern kitchen with a central island, white cabinetry, and pendant lighting.

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)
"Very clean and served out brief visit well."
United States
Patricia M.
The price is NZ$592
includes taxes & fees
30 Aug - 31 Aug
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a sink.

8. 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)
The price is NZ$545
includes taxes & fees
30 Aug - 31 Aug
2/2 Duplex on CANAL all updated; new furniture,
A modern kitchen with white cabinets, a marble island, and pendant lighting.

9. South West Family Home , 3 Bedroom 2 Bath, King bed suite, 4 Beds , 6 Guests

South West Family Home , 3 Bedroom 2 Bath, King bed suite, 4 Beds , 6 Guests
Oakland Hills
9.6 out of 10, Exceptional, (5 reviews)
"This was the perfect location for our stay. It was clean, comfortable, and well equipped."
United States
Dorian D.
The price is NZ$551
includes taxes & fees
1 Sept - 2 Sept
South West Family Home , 3 Bedroom 2 Bath, King bed suite, 4 Beds , 6 Guests
A modern kitchen with white cabinets, stainless steel appliances, and a marble floor.

10. 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 NZ$524
includes taxes & fees
30 Aug - 31 Aug
Canal front new everything near Boca Grande Beach
A spacious living room with a large sofa, a dark wooden dresser, and a television mounted on the wall.

11. 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$467
includes taxes & fees
1 Sept - 2 Sept
Beach town modern cottage 3Bed/2Bath house
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

12. 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 NZ$556
includes taxes & fees
30 Aug - 31 Aug
Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests
A beach with footprints in the sand and a cloudy sky.

13. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay and very spacious. Heather was a"
United States
Paul
The price is NZ$433
includes taxes & fees
31 Aug - 1 Sept
Nautical Nook
A modern kitchen with stainless steel appliances, a dining area with a marble countertop, and a living room with a sofa and TV.

14. 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 NZ$449
includes taxes & fees
8 Sept - 9 Sept
2-bedroom pool house with golf cart in Englewood, close to the beaches!
A swimming pool with a glass ceiling, a sofa, and a dining area.

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

Large house with heated walk-in pool near beaches!
Pinehurst
8.6 out of 10, Excellent, (22 reviews)
"Excellent place"
United States
Jeanne I.
The price is NZ$832
includes taxes & fees
30 Aug - 31 Aug
Large house with heated walk-in pool near beaches!

16. Chic 3BR, 2BA – Brand New!

Chic 3BR, 2BA – Brand New!
Englewood East
The price is NZ$556
includes taxes & fees
30 Aug - 31 Aug
Chic 3BR, 2BA – Brand New!

17. Waterfront Getaway, a Boating Paradise

Waterfront Getaway, a Boating Paradise
Englewood
10.0 out of 10, Exceptional, (61 reviews)
"Always an amazing stay"
United States
christine w.
The price is NZ$525
includes taxes & fees
30 Aug - 31 Aug
Waterfront Getaway, a Boating Paradise
A kitchen with a stainless steel refrigerator, a red microwave, and a white water dispenser.

18. 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 NZ$438
includes taxes & fees
30 Aug - 31 Aug
Snowbirds escape / vacation gateway
A covered outdoor dining area with a table and chairs, large windows, and a ceiling fan.

19. 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 NZ$806
includes taxes & fees
1 Sept - 2 Sept
Three Bedroom home with heated pool!
A modern kitchen with grey cabinets, a wooden countertop, stainless steel appliances, and a tiled backsplash.

20. Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.4 out of 10, Exceptional, (6 reviews)
"Great little spot!"
United States
Matthew
The price is NZ$479
includes taxes & fees
30 Aug - 31 Aug
Path to Paradise.
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

Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG

10/10 Excellent
"Room was clean. Stayed one night and it was very close to the Punta gorda airport and it was nice to have a Waffle House and McDonald's right across from the parking lot for convenience especially when arriving on a late night flight!"
Jennifer 1-night trip
Posted 3 hours ago
Holiday Inn Express & Suites Punta Gorda by IHG

Find out more about Little Gasparilla Island

Little Gasparilla Island Holiday Homes information

Number of reviews
7,643
Accommodation
1291 Holiday Homes
Lowest Price
NZ$100
Highest Price
NZ$972

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