Gasparilla Island, FL Vacation Homes from ￥46,750

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Gasparilla Island vacation homes

1. NEW!! The “WATERSIDE” COTTAGE~With dockage

Bokeelia

Jennifer D.

￥57,772 total

includes taxes & fees

Sep 2 - Sep 3

2. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

Bokeelia

Shauna

￥66,991 total

includes taxes & fees

Aug 5 - Aug 6

3. 3 bedroom 3 full bath beautiful house with heated pool and spa. 12 month minimum

South Gulf Cove

kim o.

￥103,097 total

includes taxes & fees

Aug 4 - Aug 5

Coffee/tea maker, fridge, microwave, oven

4. 2-bedroom pool house with golf cart in Englewood, close to the beaches!

Grove City

Christopher G.

￥46,750 total

includes taxes & fees

Aug 7 - Aug 8

5. Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart

North Captiva

Rich M.

6. Car-Free Island Escape | Pool, Spa + Golf Cart

North Captiva

Ana A.

￥217,908 total

includes taxes & fees

Aug 5 - Aug 6

7. Casa Florida 🌴 waterfront home with boat ramp

Bokeelia

John M.

￥60,603 total

includes taxes & fees

Sep 1 - Sep 2

8. Golf & Beach Retreat Firepit BBQ Near Boca Grande

Oakland Hills

Mike C.

￥75,898 total

includes taxes & fees

Aug 4 - Aug 5

View all properties

Find vacation rentals that suit your style

Aparthotels

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Top Gasparilla Island Hotel Reviews

Hampton Inn & Suites North Port

10/10 Excellent

"Everything was as expected from the first time we arrived and the time we spent on till time we left"

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."

Tween Waters Island Resort & Spa

8/10 Good

"It took more than two hours to check in after check point of 4:00 pm - We supposed to get a call to confirm that the room was ready, a call that never happened. There has been a lot of rain so it did not help to have a clear view of the whole property. Restaurants are of good quality and the staff was very nice."

Holiday Inn Express & Suites Punta Gorda by IHG

10/10 Excellent

"Front desk staff were very friendly and helpful. The breakfast attendant ladies were amazing - brought food out to our table and were very chatty and lovely. I think their names were Brianna and Uni? Breakfast was terrific: biscuits, gravy, scrambled eggs, bacon sausages, hash browns, cinnamon buns, yogurt, fresh fruit (apples bananas), variety of juices, coffee, milk and almond milk. The pancake machine was the only thing that was iffy - very lightly cooked them so they were still doughy (we threw them out). Rooms were spacious, clean, beds comfortable with firm and soft pillows. Great stay. So close to PGD airport. We will be back!"

North Captiva Point House - Boat/Water Taxi Only NEWLY RENOVATED

10/10 Excellent

"Excellent rental on it’s own private peninsula at the tip of the island. You definitely need a golf cart to get around. Saw dolphin and manatee from the dock daily. Communication with the host was seamless. Beds could use a mattress upgrade. That’s the only fault I could find. Would 100% return. "

Find out more about Gasparilla Island

Gasparilla Island Vacation Homes information

Number of reviews	360
Accommodation	1223 Vacation Homes
Lowest Price	￥46,750
Highest Price	￥217,908

Explore a world of travel with Expedia

Nokomis Vacation Rentals

Book Vacation Homes in Gasparilla Island on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gasparilla Island vacation homes

1. NEW!! The “WATERSIDE” COTTAGE~With dockage

2. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3. 3 bedroom 3 full bath beautiful house with heated pool and spa. 12 month minimum

4. 2-bedroom pool house with golf cart in Englewood, close to the beaches!

5. Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart

6. Car-Free Island Escape | Pool, Spa + Golf Cart

7. Casa Florida 🌴 waterfront home with boat ramp

8. Golf & Beach Retreat Firepit BBQ Near Boca Grande

9. Beach house - 3 min walk to beach!

10. Spacious waterfront 6 Bd duplex in lovely Rotonda West near oceans .

11. Englewood Azure, 4b house, heated pool&hot tub, office, fast WiFi, 8 mi to beach

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

13. WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

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

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

16. CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

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

18. Myakka River

19. New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS

20. 50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

Find vacation rentals that suit your style

Top Gasparilla Island Hotel Reviews

Hampton Inn & Suites North Port

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Englewood Inn & Suites

South Seas

SpringHill Suites by Marriott Punta Gorda Harborside

Tween Waters Island Resort & Spa

Holiday Inn Express & Suites Punta Gorda by IHG

Wyvern Hotel, an Ascend Collection Hotel

North Captiva Point House - Boat/Water Taxi Only NEWLY RENOVATED

Find out more about Gasparilla Island

Gasparilla Island Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Gasparilla Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gasparilla Island vacation homes

1. NEW!! The “WATERSIDE” COTTAGE~With dockage

2. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3. 3 bedroom 3 full bath beautiful house with heated pool and spa. 12 month minimum

4. 2-bedroom pool house with golf cart in Englewood, close to the beaches!

5. Sunny By You Beach House: North Captiva, Private Pool, Steps to Beach, Golf Cart

6. Car-Free Island Escape | Pool, Spa + Golf Cart

7. Casa Florida 🌴 waterfront home with boat ramp

8. Golf & Beach Retreat Firepit BBQ Near Boca Grande

9. Beach house - 3 min walk to beach!

10. Spacious waterfront 6 Bd duplex in lovely Rotonda West near oceans .

11. Englewood Azure, 4b house, heated pool&hot tub, office, fast WiFi, 8 mi to beach

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

13. WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

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

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

16. CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

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

18. Myakka River

19. New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS

20. 50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

Find vacation rentals that suit your style

Top Gasparilla Island Hotel Reviews

Hampton Inn & Suites North Port

Find out more about Gasparilla Island

Gasparilla Island Vacation Homes information

Explore a world of travel with Expedia