Search Condos Rentals in Gasparilla Island from CA $109

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Aug 29 - Aug 31
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Sep 19 - Sep 21
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Browse Select Gasparilla Island Condo Rentals

DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
On the beach, sun loungers, beach towels

DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

9.8 out of 10, Exceptional, (59)
"Really nice property. So glad it survived the hurricane. Can’t wait to stay there again. "
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Beach nearby, sun loungers, beach towels

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

10.0 out of 10, Exceptional, (91)
"Had an awesome time, perfect place on the beach."
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Gulf Front! Now 20% off rates from now until Thanksgiving!
On the beach, sun loungers, beach towels

Gulf Front! Now 20% off rates from now until Thanksgiving!

9.4 out of 10, Exceptional, (56)
"Loved deck view of water"
Gulf Front! Now 20% off rates from now until Thanksgiving!
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Beach nearby, sun loungers, beach towels

Paradise 🏝Beach heaven 🌞condo 🦩<br>

9.6 out of 10, Exceptional, (50)
"very convenient to shopping and touring the Englewood/ Venice/Punta Gorda area"
Paradise 🏝Beach heaven 🌞condo 🦩<br>
The Summer Wind @ Manasota Key
Exterior

The Summer Wind @ Manasota Key

10.0 out of 10, Exceptional, (16)
"Nice condo, lots of beach gear - umbrellas, chairs, beach towels, cooler, etc. Right next to the beach. Nice restaurants nearby. Jacky is great to work with."
The Summer Wind @ Manasota Key
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (11)
"Nic place to stay and enjoy the area"
The price is CA $109
CA $744 total
includes taxes & fees
Aug 26 - Aug 27
Chadwick Cove Resort & Marina
Sand in Your Toes . . . Right Out Your Front Door!
Property grounds

Sand in Your Toes . . . Right Out Your Front Door!

9.4 out of 10, Exceptional, (115)
"Clean & comfortable with the beach just steps away!"
Sand in Your Toes . . . Right Out Your Front Door!
Waterfront Condo on Boca Grande-Pure Bliss more photos coming soon!
A heated pool

Waterfront Condo on Boca Grande-Pure Bliss more photos coming soon!

10.0 out of 10, Exceptional, (70)
"Our stay was exactly what we were looking for. Maria was great to communicate with and the condo was clean with a great balcony. Perfect for our weekend get-away!"
Waterfront Condo on Boca Grande-Pure Bliss more photos coming soon!
Remodeled Manasota Key Bay Side 1 Bedroom Condo
Fridge, microwave, stovetop, dishwasher

Remodeled Manasota Key Bay Side 1 Bedroom Condo

3.5 star property
9.2 out of 10, Wonderful, (66)
"Outstanding property! Everything as promised and communication with the owner and manager was excellent!"
Remodeled Manasota Key Bay Side 1 Bedroom Condo
Manatee Harbor: Marina, Heated Pool/Spa, Ferry to Island, Private/Public Beaches
Marina

Manatee Harbor: Marina, Heated Pool/Spa, Ferry to Island, Private/Public Beaches

9.6 out of 10, Exceptional, (9)
"We had a wonderful time here and the apartment was very cute! Owners were so nice and helpful!"
Manatee Harbor: Marina, Heated Pool/Spa, Ferry to Island, Private/Public Beaches
Gulf side condo be on the beach in minutes!
On the beach, sun loungers, beach towels

Gulf side condo be on the beach in minutes!

9.2 out of 10, Wonderful, (57)
"Everything was great and exactly as expected."
Gulf side condo be on the beach in minutes!
Bayside Manasota Key Condo With Easy Beach Access
On the beach, sun loungers, beach towels

Bayside Manasota Key Condo With Easy Beach Access

8.8 out of 10, Excellent, (15)
"Enjoyed the beach and pool. Nice place"
Bayside Manasota Key Condo With Easy Beach Access
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
TV, offices

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6

9.6 out of 10, Exceptional, (11)
"Condo was clean, comfortable and in a great location. We walked to restaurants, beach and pool. Very relaxing!"
The price is CA $199
CA $646 total
includes taxes & fees
Aug 25 - Aug 26
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
Burnt Store Marina Condo: Boat, Swim, Golf!
TV

Burnt Store Marina Condo: Boat, Swim, Golf!

8.8 out of 10, Excellent, (23)
"The property manager Cheryl Fattorusso is a valuable point to complete the customer service and satisfaction, excellent ! We loved the place !! We recommend it absolutely!!"
Burnt Store Marina Condo: Boat, Swim, Golf!
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Outdoor dining

Stunning Modern beach front unit - completely renovated! Includes golf cart!

9.8 out of 10, Exceptional, (109)
"We had a wonderful vacation. The location is perfect and the unit was very clean with all the supplies we needed. The golf cart was fun to scoot to the store or local restaurants. The owner was helpful and responsive. "
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Waterfront, Gulf Views,kayaks,SUP ,1 pet. Pool & tennis are closed at this time
Exterior

Waterfront, Gulf Views,kayaks,SUP ,1 pet. Pool & tennis are closed at this time

10.0 out of 10, Exceptional, (105)
"House was perfect for our family. Beach and pool are just a short walk and the dock was perfect."
Waterfront, Gulf Views,kayaks,SUP ,1 pet. Pool & tennis are closed at this time
SANDPIPER INN - TRUE BEACHFRONT Luxury; Pool/Hot tub & Golf cart NEW LISTING
On the beach, sun loungers, beach towels

SANDPIPER INN - TRUE BEACHFRONT Luxury; Pool/Hot tub & Golf cart NEW LISTING

10.0 out of 10, Exceptional, (1)
"Property was wonderful and location was the best. Kitchen is very well stocked for cooking. Many beach items were provided so no need to bring extra stuff on the ferry which is a huge plus. We definitely plan to return soon! "
SANDPIPER INN - TRUE BEACHFRONT Luxury; Pool/Hot tub & Golf cart NEW LISTING
New Renovated Condo Punta Gorda 3B
Property grounds

New Renovated Condo Punta Gorda 3B

9.6 out of 10, Exceptional, (17)
"Updated and very clean condo with canal view in a quiet neighborhood. Good communication with hosts. We enjoyed our stay here very much. We’d definitely stay here again. "
New Renovated Condo Punta Gorda 3B
South Seas Resort Beach Villas 🏝 On The Beach
Outdoor pool

South Seas Resort Beach Villas 🏝 On The Beach

10.0 out of 10, Exceptional, (144)
"This was our second time staying at the property and it was just as great as the first time. Has everything you need for the beach and property is clean and well stocked. We hope to be back again! "
South Seas Resort Beach Villas 🏝 On The Beach
Gorgeous Marina Villas Residence at South Seas
Outdoor dining

Gorgeous Marina Villas Residence at South Seas

9.0 out of 10, Wonderful, (9)
"Enjoyed our stay. "
The price is CA $406
CA $932 total
includes taxes & fees
Aug 25 - Aug 26
Gorgeous Marina Villas Residence at South Seas
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 Gasparilla Island Hotel Reviews

Wyvern Hotel, Ascend Hotel Collection

Wyvern Hotel, Ascend Hotel Collection

10/10 Excellent
"Nice place to stay before we flew out of Punta Gorda airport."
Amy 1-night trip
Posted 1 day ago
Wyvern Hotel, Ascend Hotel Collection