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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Condo Rentals in Gasparilla Island

Chadwick Cove Resort & Marina
Boats docked in calm waters, surrounded by residential buildings with balconies overlooking the marina.

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (8)
"Wonderful place to stay, quiet, close to the beach and wonderful restaurants within walking distance! Highly recommend!!!"
The price is NZ$898
includes taxes & fees
21 July - 22 July
Chadwick Cove Resort & Marina
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Stunning coastal resort with a variety of accommodations and scenic ocean views.

Paradise 🏝Beach heaven 🌞condo 🦩<br>

9.6 out of 10, Exceptional, (47)
"very convenient to shopping and touring the Englewood/ Venice/Punta Gorda area"
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Wonderful condo, fabulous view overlooks Marina - Month stay discount
Enjoy the serene marina views from this balcony, featuring a table and chairs, perfect for taking in the sights of the boats and palm trees.

Wonderful condo, fabulous view overlooks Marina - Month stay discount

9.8 out of 10, Exceptional, (98)
"Next door to marina"
Wonderful condo, fabulous view overlooks Marina - Month stay discount
Waterfront, Gulf Views, kayaks, SUP , 1 pet pool and tennis closed at this time
Enjoy beachfront access and stunning views from the large balcony and second-story deck.

Waterfront, Gulf Views, kayaks, SUP , 1 pet pool and tennis closed at this time

10.0 out of 10, Exceptional, (102)
"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 and tennis closed at this time
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Enjoy a tranquil seaside escape with a beachfront view of the ocean and lush greenery.

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

10.0 out of 10, Exceptional, (89)
"A beautiful view with amazing comfort in the condo! I can’t wait to come back!❤️😎"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Enjoy a meal on the balcony with a view of the coastal landscape, surrounded by palm trees and the distant horizon.

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

9.8 out of 10, Exceptional, (107)
"Amazing location. Very clean and updated furnishings. Communication with the owner was great - very responsive. Highly recommend. "
Stunning Modern beach front unit - completely renovated! Includes golf cart!
Waterfront Condo on Boca Grande-Pure Bliss more photos of remodel coming soon!
Relax by the resort pool surrounded by palm trees and lounge chairs.

Waterfront Condo on Boca Grande-Pure Bliss more photos of remodel 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 of remodel coming soon!
Spacious 3-bedroom coach home in Wellen Park Golf and Country Club
Relax by the pool surrounded by palm trees and lounge chairs.

Spacious 3-bedroom coach home in Wellen Park Golf and Country Club

Spacious 3-bedroom coach home in Wellen Park Golf and Country Club
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Enjoy serene waterfront views from the dock, where you can sit and take in the tranquil surroundings.

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

9.8 out of 10, Exceptional, (28)
"Loved our stay. Very clean property. Ocean with beautiful beach a short walk. Will return next year! Great hosts. "
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Manatee Harbor: Marina, Heated Pool/Spa, Ferry to Island, Private/Public Beaches
Enjoy waterfront views from the pool surrounded by palm trees and a deck with outdoor seating.

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

9.8 out of 10, Exceptional, (8)
"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
Sand in Your Toes . . . Right Out Your Front Door!
Relax in a serene outdoor seating area with a table and benches, shaded by a palm tree and offering a view of the ocean.

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

9.4 out of 10, Exceptional, (111)
"Clean & comfortable with the beach just steps away!"
Sand in Your Toes . . . Right Out Your Front Door!
100 Steps from gulf! Spacious & updated this 3 bdrm condo is walkable w/ kayaks!
Enjoy ocean views from the balcony with a wooden deck and outdoor seating area.

100 Steps from gulf! Spacious & updated this 3 bdrm condo is walkable w/ kayaks!

8.0 out of 10, Very good, (5)
The price is NZ$1,092
includes taxes & fees
21 July - 22 July
100 Steps from gulf! Spacious & updated this 3 bdrm condo is walkable w/ kayaks!
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, (55)
"Just steps from the beach, this spotless home features a well-equipped kitchen, quality linens, and a smart bathroom layout perfect for families. The owner's closet holds a fun surprise, and it's all within walking distance to great restaurants and a local seafood market. Easy drive from Sarasota airport."
Gulf side condo be on the beach in minutes!
Stunning Beachfront Residence at South Seas Resort
Modern kitchen with a central island, stainless steel sink, and sleek faucet, featuring a refrigerator, microwave, and oven.

Stunning Beachfront Residence at South Seas Resort

9.4 out of 10, Exceptional, (14)
"We enjoyed a very relaxing week in the condo that perfectly suited our needs. Great location and had everything we needed. Would definitely stay again."
Stunning Beachfront Residence at South Seas Resort
Chillax on the Beach or by the Bay!
Enjoy a serene beach experience with calm waters and soft sand.

Chillax on the Beach or by the Bay!

9.8 out of 10, Exceptional, (16)
"The property was very clean and was big enough for what we were looking for. We are a family of 6 and were looking for a place that gave us easy access to the beach as well as enough room for us all. I would stay here again for my future trips there."
Chillax on the Beach or by the Bay!
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Relax on the dock with a bench and enjoy the serene views of the surrounding natural landscape.

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

9.8 out of 10, Exceptional, (33)
"The property was very nice and convenient. We really enjoyed our stay and would come again. "
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Bayfront Condo with Pool, dock and Private Beach.
Guests can enjoy beach activities under shaded umbrellas and lounge chairs on the sandy beach.

Bayfront Condo with Pool, dock and Private Beach.

9.8 out of 10, Exceptional, (27)
"We've stayed at this complex in the past and love the location, cleanliness of properties & pool area, and the other guests are very friendly. Communication with the host was excellent. We hope to stay longer next year! "
Bayfront Condo with Pool, dock and Private Beach.
Cozy Condo With Heated Pool
Enjoy a serene beach experience with calm waters and unspoiled shores.

Cozy Condo With Heated Pool

9.8 out of 10, Exceptional, (31)
"Everything was so nice. From the pool to the beach to the boat we had a blast! Definitely will book here again next summer."
The price is NZ$502
includes taxes & fees
16 July - 17 July
Cozy Condo With Heated Pool
Waterfront Condo w/ Pool Access in Punta Gorda!
Enjoy a meal or relax on the balcony with a marina view, featuring a glass table and wicker chairs.

Waterfront Condo w/ Pool Access in Punta Gorda!

9.4 out of 10, Exceptional, (57)
"Great location if you want to be close to the water/marina. Space was clean and host was incredible easy to communicate with. "
Waterfront Condo w/ Pool Access in Punta Gorda!
Beachfront Condo on Manasota Key
Enjoy a serene coastal environment with a beachfront view from this two-story property, featuring a covered porch and garage.

Beachfront Condo on Manasota Key

9.6 out of 10, Exceptional, (125)
"We've stayed over half a dozen times enjoyed it every single time and look forward and coming back soon"
The price is NZ$1,651
includes taxes & fees
12 Aug - 13 Aug
Beachfront Condo on Manasota Key
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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