Gasparilla Island Villas

A beach with a row of wooden posts extending into the water, a sandy shore, and a clear sky.

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Our top choices for Gasparilla Island villas

1. Matlacha Tiny Village

Matlacha

PETER

HK$1,551 total

includes taxes & fees

5 Aug - 6 Aug

2. Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Oakland Hills

John W.

HK$2,705 total

includes taxes & fees

5 Aug - 6 Aug

3. Waterview Vacation Retreat Close To Ocean

Oakland Hills

Lisa D.

HK$2,815 total

includes taxes & fees

5 Aug - 6 Aug

4. Waterview Villa With Heated Pool

Oakland Hills

Barbara H.

HK$3,226 total

includes taxes & fees

9 Aug - 10 Aug

5. Beautiful house with lake view

Englewood East

Amara D.

HK$1,876 total

includes taxes & fees

7 Aug - 8 Aug

6. Lake Marlin Villa 2

Englewood East

Maria K.

HK$1,711 total

includes taxes & fees

9 Aug - 10 Aug

7. Turtle Cay at The Beach Shack! Come On Down!

Manasota Key

Melinda M.

HK$2,924 total

includes taxes & fees

16 Aug - 17 Aug

8. "Sea Dunes" 3 bedrooms 2 bath

Port Charlotte

Charles H.

HK$3,150 total

includes taxes & fees

5 Aug - 6 Aug

9. "Sea Cottage" 3 bedroom 2 bath cozy retreat with smart 65in TV

Port Charlotte

Deb H.

HK$3,115 total

includes taxes & fees

1 Sept - 2 Sept

10. Seashell Shanty at The Beach Shack! Come On Down!

Manasota Key

Matthew C.

HK$2,892 total

includes taxes & fees

9 Aug - 10 Aug

11. Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Englewood South

Lisa M.

HK$3,331 total

includes taxes & fees

9 Aug - 10 Aug

12. Flamingo's Nest at the Beach Shack. Just one block from the beach!

Manasota Key

Mabel

HK$2,869 total

includes taxes & fees

9 Aug - 10 Aug

13. The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen

Port Charlotte

Cyndi D.

HK$5,532 total

includes taxes & fees

7 Aug - 8 Aug

14. 3BR Boundary Breeze Heated Pool Beach Golf Nearby

Oakland Hills

Catherine P.

HK$3,036 total

includes taxes & fees

5 Aug - 6 Aug

15. Luxurious Golf Villa

Burnt Store

Chad N.

HK$5,094 total

includes taxes & fees

5 Aug - 6 Aug

16. Seaglass Inn at the Beach Shack Just one block from the beach!

Manasota Key

Kimmi T.

HK$3,937 total

includes taxes & fees

9 Aug - 10 Aug

17. Pineapple Express at the Beach Shack Just one block from the beach!

Manasota Key

Nancy N.

HK$3,937 total

includes taxes & fees

9 Aug - 10 Aug

18. Gulf Access Retreat with Heated Pool

Pelican

Andrew M.

HK$3,564 total

includes taxes & fees

5 Aug - 6 Aug

19. Hot Tub & Private Pool · Screened Lanai · Game Room · BBQ · Canal View

Trafalgar

Samantha T.

HK$5,671 total

includes taxes & fees

24 Aug - 25 Aug

20. Sweet Escape In The Cape

Pelican

lyndsey b.

HK$3,881 total

includes taxes & fees

30 Aug - 31 Aug

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Top Gasparilla Island Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent

"Great staff"

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

10/10 Excellent

"We enjoyed our stay very much. Checkin outside and at front desk was fast. We felt bad for the attendants outside as we were staying in the villas and we had a few heavy items. We felt it could have been an easier checkin ( shorter distance) for everyone at the valet entrance farther down closer to where sunsuites were. We had forgotten about this area. All our family used valet for their vehicles at that entrance. We had the 3-bedroom villa which was spotless clean and so nicely decorated. The appliances were top notch ( it took a little time to learn how to operate everything). One suggestion might be a lil card with simple instructions on operation of ice maker, oven, and dishwasher. Also WiFi instructions somewhere would have saved us asking the bell hop about an access number which we didn't need. The beds were so comfortable as well as bedding and pillows. All window coverings worked beautifully. We had a magnificent view of the peace harbor and loved the massive deck on both sides. We had 5 people staying and 2 dogs. We did have to circulate the dinnerware as there are only 4 of everything except coffee cups & glasses. Please add a silicone flexible turner for cooking. If we'd known in advance what we had to bring along, it would have helped us. We had breakfast in the apt each morning. The layout of the whole resort is a little complicated. The promenade is nice but it is long in terms of a walk to reflections pool. On the road side it is more complicated and no"

Tween Waters Island Resort & Spa

10/10 Excellent

"Housekeeping Cynthia was so kind and super sweet! Poor bar staff was incredible and attentive! Checking in was depressing because the lady clearly didn’t want to be there. We walked in all excited and she was awful and kept making comments to the lady standing next to her at the other computer (wish we would have gone to her instead). Then there was no parking even though we paid for it. We noticed only a few cars had parking passes and the rest didn’t. Then people were hogging 6+ chairs at 7am by the pool which is insanity. So we couldn’t get chairs. We were there all day and barely any of the chairs were being used. We’ve been coming here for decades but it’s changed a lot. Wish they would fix these major issues."

Manasota Key Resort

10/10 Excellent

"Our stay at Manasota Key Resort was absolutely excellent. We stayed in a one-bedroom Gulf-view unit in the main building, and the views were beautiful. The resort was incredibly quiet, clean, and spacious, with plenty of room to relax. The bed was very comfortable, although the sofa bed was not quite as comfortable. The unit had a huge refrigerator and a fully stocked kitchen with appliances, dishes, and utensils, which made the stay feel even more convenient. The staff was attentive, friendly, and welcoming throughout our visit. We also loved the amenities. Bikes, paddleboards, and kayaks were all included, and the outdoor showers made it easy to rinse off after spending time at the beach. The location was excellent, and we really appreciated that the resort allowed us to remain on the property and continue enjoying the amenities after checkout. That extra hospitality made a wonderful stay even better. We would absolutely stay here again and highly recommend Manasota Key Resort to anyone looking for a peaceful, comfortable Gulf Coast getaway."

South Seas

10/10 Excellent

"Beautiful property with excellent amenities—we really enjoyed our stay. One suggestion would be to provide daily housekeeping instead of every other day. Also, while construction is ongoing, it would be appreciated if guests could be assigned rooms farther away from the construction area whenever possible. Unfortunately, our room was very close to it, which made the stay less enjoyable. Overall, it’s a beautiful place, and we would definitely consider staying again."

Find out more about Gasparilla Island