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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Condo Rentals in Gasparilla Island and around

The Summer Wind @ Manasota Key
Exterior

The Summer Wind @ Manasota Key

10.0 out of 10, Exceptional, (11)
"The condo was clean and very comfortable. The decor is perfectly beachy! The location is fantastic, we thoroughly enjoyed the beach, just a short walk away, and the heated pool is steps away. Having laundry inside the unit is convenient. The kitchen and bathroom are well appointed (a picture of the bathroom on the listing may be helpful.)"
The Summer Wind @ Manasota Key
Little Gasparilla Island - Gulf view, golf cart, ferry, pool, boat dock, parking
On the beach, sun-loungers, beach towels

Little Gasparilla Island - Gulf view, golf cart, ferry, pool, boat dock, parking

9.8 out of 10, Exceptional, (87)
"We really enjoyed our time in Florida. Property was clean and well located close to beach. Property owner was also very nice and answered all our questions. Would definitely go back again."
Little Gasparilla Island - Gulf view, golf cart, ferry, pool, boat dock, parking
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (7)
"Very nice and updated property with a great panoramic view of the bay and ocean. Easy check in and checkout. Close to everything in Montasota Key/Englewood. "
The price is €451
includes taxes & fees
2 Jul - 3 Jul
Chadwick Cove Resort & Marina
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, (106)
"We loved our stay!! Absolutely perfect for a couple or small family!! The view is incredible and Marcus is an A #1 host!! Wouldn't hesitate to book again!! "
Stunning Modern beach front unit - completely renovated! Includes golf cart!
100 Steps from gulf! Spacious & updated this 3 bdrm condo is walkable w/ kayaks!
Property grounds

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

9.0 out of 10, Wonderful, (2)
"Great location!! Place was very nice but there’s only one shower and no actual balconies"
The price is €571
includes taxes & fees
30 Jun - 1 Jul
100 Steps from gulf! Spacious & updated this 3 bdrm condo is walkable w/ kayaks!
Wonderful condo, fabulous view overlooks Marina - Month stay discount
Interior

Wonderful condo, fabulous view overlooks Marina - Month stay discount

9.8 out of 10, Exceptional, (97)
"Next door to marina"
Wonderful condo, fabulous view overlooks Marina - Month stay discount
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, (56)
"The location is superb, the condo is beautiful. I will 100% stay here again. We watched the sunsets from the deck and also spotted dolphins. "
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, (88)
"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.
**Tropical Tranquility Awaits – A Stunning One-Bedroom, One-Bathroom
TV, books

**Tropical Tranquility Awaits – A Stunning One-Bedroom, One-Bathroom

10.0 out of 10, Exceptional, (2)
"Great view and beach access. Room was very clean and was just as explain in the add. Would recommend very highly as Kingfisher followed up with us on anything we needed."
**Tropical Tranquility Awaits – A Stunning One-Bedroom, One-Bathroom
Perfect Beach stay, Newly Renovated, Excellent Location 600ft 200 steps to Beach
On the beach, sun-loungers, beach towels

Perfect Beach stay, Newly Renovated, Excellent Location 600ft 200 steps to Beach

9.4 out of 10, Exceptional, (69)
"Loved the location as well as accommodations. "
Perfect Beach stay, Newly Renovated, Excellent Location 600ft 200 steps to Beach
South seas beach villa 2428
On the beach

South seas beach villa 2428

9.6 out of 10, Exceptional, (31)
"Great management. Great communication. Would stay again anytime. "
South seas beach villa 2428
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Fridge, microwave, oven, stovetop

Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.

10.0 out of 10, Exceptional, (11)
"Accommodations superb!"
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Stunning Condo Inside / Out Direct Beach Front
On the beach, beach towels

Stunning Condo Inside / Out Direct Beach Front

9.8 out of 10, Exceptional, (63)
"This place has everything for an amazing vacation. The beach was great. We would definitely rent again."
Stunning Condo Inside / Out Direct Beach Front
South Seas Resort Beach Villas 🏝 On The Beach
Outdoor pool

South Seas Resort Beach Villas 🏝 On The Beach

10.0 out of 10, Exceptional, (140)
"This villa was lovely, well stocked, in beautiful position to the beach. "
South Seas Resort Beach Villas 🏝 On The Beach
Waterfront Condo w/ Pool Access in Punta Gorda!
Interior

Waterfront Condo w/ Pool Access in Punta Gorda!

9.4 out of 10, Exceptional, (56)
"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!
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Beach nearby, sun-loungers, beach towels

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>
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
Gorgeous Marina Villas Residence at South Seas Resort
Outdoor dining

Gorgeous Marina Villas Residence at South Seas Resort

9.0 out of 10, Wonderful, (9)
"Enjoyed our stay. "
The price is €634
includes taxes & fees
29 Jun - 30 Jun
Gorgeous Marina Villas Residence at South Seas Resort
Rates for stays from now until the end of 2024 are 25% off.
On the beach

Rates for stays from now until the end of 2024 are 25% off.

10.0 out of 10, Exceptional, (2)
"Loved this property, location and amenities. This unit was beautiful, bright and clean. We enjoyed the screened-in deck many times a day. Perfect place to enjoy sunrise and sunsets. We cooked many meals in and had everything we needed (pots, pans, plates, utensils, storage containers, etc.). We also did several loads of laundry. I was so happy to see so many chairs and umbrellas in the storage unit. The location was far enough away from the busy strip so that we had a very private beach,...
Rates for stays from now until the end of 2024 are 25% off.
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
TV, offices

Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6

9.4 out of 10, Exceptional, (8)
"It was great!"
The price is €451
includes taxes & fees
1 Jul - 2 Jul
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
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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