Best Gasparilla Island Condo Rental in 2026

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 condo rentals

1. Cozy 2 BR/2 BA condo, screened porch in serene Rotonda West

Pebble Beach

includes taxes & fees

6 Aug - 7 Aug

2. Chadwick Cove Resort & Marina

Manasota Key

isabel

includes taxes & fees

16 Aug - 17 Aug

3. Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

Matlacha

David H.

includes taxes & fees

1 Sept - 2 Sept

4. Bayfront Condo, Prime Beach Access, Manasota Key

Manasota Key

deonne

includes taxes & fees

10 Aug - 11 Aug

5. Waterfront Condo Walkable to Everything with Beach Access

Manasota Key

Jennifer J.

includes taxes & fees

16 Aug - 17 Aug

6. Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Captiva

DENISE H.

includes taxes & fees

6 Aug - 7 Aug

7. Blissful Beach Retreat A, Close to Beaches, Dog-Friendly, Private Deck

Manasota Key

includes taxes & fees

6 Aug - 7 Aug

8. 1-Bedroom Condo with Waterview Patio Angel's Den - 1-Bedroom Condo with Waterview Patio Angel

Matlacha

Kevin C.

includes taxes & fees

1 Sept - 2 Sept

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Top Gasparilla Island Hotel Reviews

Wyvern Hotel, an Ascend Collection Hotel

10/10 Excellent

"Love the wyvern for location and roof top bar, but miss the pool!"

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."

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Gasparilla Island Condo Rentals information

Number of reviews
Accommodation	203 Condo Rentals
Lowest Price	£391
Highest Price	£692

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Rotonda West Holiday Rentals

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gasparilla Island condo rentals

1. Cozy 2 BR/2 BA condo, screened porch in serene Rotonda West

2. Chadwick Cove Resort & Marina

3. Studio with Patio - Turtle Cove - Welcome to our stunning, newly renovated studio condo!

4. Bayfront Condo, Prime Beach Access, Manasota Key

5. Waterfront Condo Walkable to Everything with Beach Access

6. Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

7. Blissful Beach Retreat A, Close to Beaches, Dog-Friendly, Private Deck

8. 1-Bedroom Condo with Waterview Patio Angel's Den - 1-Bedroom Condo with Waterview Patio Angel

9. Coastal Quadruplex on Manasota Key, Dog-Friendly, Snowbird Specials (Unit B)

10. Beach Villa 2007 - beautifully renovated one-bedroom, one-bathroom condo

11. Bayfront Condo with Private Beach - Unit 321

12. Gorgeous Bayview Residence on Captiva Island

13. 1-Bedroom Condo with Waterview Patio Starfish - Welcome to our newly renovated one-bedroom condo!

14. Chic Captiva Villa Residence with Great Amenities

15. Bayfront Condo with Private Beach - Unit 313

16. Waterfront 3-Bedroom Condo w/Private Beach Access!

17. Gorgeous Marina Villas Residence at South Seas

18. Stunning Harborview Residence on Captiva Island

19. 3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

20. Modern Captiva Villa Residence with Great Amenities

Find holiday rentals that suit your style

Top Gasparilla Island Hotel Reviews

Wyvern Hotel, an Ascend Collection Hotel

Find out more about Gasparilla Island

Gasparilla Island Condo Rentals information

Frequently asked questions

Explore a world of travel with Expedia