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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 114 Condo Rentals in Gasparilla Island with updated reviews, rates, and availability.

Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (3)
"Very friendly service!! Jim was amazing ! "
The price is SAR 942
SAR 1,805 total
includes taxes & fees
3 Apr - 4 Apr
Chadwick Cove Resort & Marina
Beachfront-Vacation on a Tropical Island! Pool and tennis closed at this time
On the beach, sun loungers, beach towels

Beachfront-Vacation on a Tropical Island! Pool and tennis closed at this time

10.0 out of 10, Exceptional, (137)
" Our beach vacation to Palm Island was unforgettable! The condo was gorgeous with stunning ocean views. We loved combing the beach for seashells and shark teeth, turning every walk into a treasure hunt. Playing in the sand and waves was a blast, and the sunsets were breathtaking. It was the perfect mix of adventure and relaxation—can't wait to return!"
Beachfront-Vacation on a Tropical Island! Pool and tennis closed at this time
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, (78)
"We absolutely loved everything about this beach property! We had a perfect stay and definitely plan on returning "
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
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, (103)
"this property is everything it says it is on VRBO. It’s right on the beach. It seems to have been updated recently and has a very pleasing color scheme. The kitchen is generously equipped for any cooking project you might undertake. The pool is small, but was a perfect temperature."
Sand in Your Toes . . . Right Out Your Front Door!
Chillax on the Beach or by the Bay!
Beach nearby

Chillax on the Beach or by the Bay!

10.0 out of 10, Exceptional, (13)
"We love Englewood and Manasota Key, and Sunburst is an amazing gulf to bay community. This unit is on the bay side (but still a short walk to the beach) and it's very calm and quiet. The pool is right by the bay and dock, and it is so relaxing. The unit is modern and clean with comfortable beds. Access to the unit was very easy via a keypad lock. Jim (property manager) is super communicative and handles any issues rapidly. The only issue we had during our stay was Hurricane Helene! Jim...
Chillax on the Beach or by the Bay!
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, (50)
"The apartment is comfortable. The porch overlooking the beach is wonderful . Unfortunately, the damage from the hurricane is up and down the beach and definitely makes the area less desirable. That’s not the fault of the owner . The owner could have been more forthright about the damage though. We were shocked at the devastation. "
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
The Summer Wind @ Manasota Key
Exterior

The Summer Wind @ Manasota Key

10.0 out of 10, Exceptional, (5)
"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
Remodeled Manasota Key Bay Side 1 Bedroom Condo

Remodeled Manasota Key Bay Side 1 Bedroom Condo

3.5 star property
9.2 out of 10, Wonderful, (58)
"Had everything we needed and how close it was to the beach was perfect!"
Remodeled Manasota Key Bay Side 1 Bedroom Condo
South seas beach villa 2428
On the beach

South seas beach villa 2428

9.6 out of 10, Exceptional, (25)
"Great management. Great communication. Would stay again anytime. "
South seas beach villa 2428
Be one of the first guests to enjoy this newly renovated luxury waterfront villa
Property grounds

Be one of the first guests to enjoy this newly renovated luxury waterfront villa

10.0 out of 10, Exceptional, (4)
"This newly renovated villa is really lovely. We thoroughly enjoyed our stay here. Communication was excellent. It is very quiet and in"
Be one of the first guests to enjoy this newly renovated luxury waterfront villa
APRIL 25% Discount — for 14 days or more! Relax in the Florida Sunshine!
Shower, hair dryer, towels, soap

APRIL 25% Discount — for 14 days or more! Relax in the Florida Sunshine!

10.0 out of 10, Exceptional, (4)
"This condo has everthing we needed, very clean and comfortable and in a great location. The pool was great, there are nearby groceries as well as many excellent restaurants. Communication with the owners was outstanding. "
APRIL 25% Discount — for 14 days or more! Relax in the Florida Sunshine!
Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music
On the beach, sun loungers, beach towels

Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music

10.0 out of 10, Exceptional, (1)
"This was, hands down, our best visit and best rental in Manasota. The stairs were a bit daunting at first, but the amazing views made the climb worth the effort. Everything in the unit felt new, fresh and clean. Each of the 3 balconies has a lovely view of the gulf or the bay, so sunrises and sunsets were wonderful. We very much appreciated the pool on the few days where red tide made the beach impossible. Overall, we had such a great time that we have already booked for 2026."
Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music
Ultra Luxe Beach Villa at South Seas Resort
TV

Ultra Luxe Beach Villa at South Seas Resort

9.6 out of 10, Exceptional, (13)
"Lots of work going on in area but still pleasant stay. Everything was new or redone in unit. Great views for ocean from deck and pool."
Ultra Luxe Beach Villa at South Seas Resort
Amazing New 2/2 Boca Grande North Condo Upstairs, Big Screens and Big Views
2 bedrooms, iron/ironing board, WiFi, bed sheets

Amazing New 2/2 Boca Grande North Condo Upstairs, Big Screens and Big Views

Amazing New 2/2 Boca Grande North Condo Upstairs, Big Screens and Big Views
SOUTH SEAS BAYSIDE Villa 5310
Fridge, microwave, oven, stovetop

SOUTH SEAS BAYSIDE Villa 5310

8.4 out of 10, Very Good, (10)
"lovely pool nearby. View of beautiful lagoon with manatee, Osprey and waterfowl."
SOUTH SEAS BAYSIDE Villa 5310
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Beach towels

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

10.0 out of 10, Exceptional, (3)
"This place is beautiful. The owner is very efficient in responding to messages. "
Newly listed, beautiful 2-bedroom, 2 bathroom condo in charming Boca Grande.
Beachfront condo with pool, private balcony, and washer and dryer
On the beach

Beachfront condo with pool, private balcony, and washer and dryer

10.0 out of 10, Exceptional, (1)
"Very nice condo in a great location."
Beachfront condo with pool, private balcony, and washer and dryer
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, (100)
"We had a great week in this beach condo and on Captiva Is. Marcus was very responsive to any questions and timely in updates to ongoing repairs to the elevator for the building. It was finally completed just before arrival and the crew was still working on the 2300 building when we left. The condo is clean, simple, and has just enough cookware to make a couple of basic meals. We did make use of the vacuum for the inevitable sand being tracked in. There is still reconstruction going on all around...
The price is SAR 1,688
SAR 2,810 total
includes taxes & fees
8 Apr - 9 Apr
Stunning Modern beach front unit - completely renovated! Includes golf cart!
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, (79)
"We did not actually get to stay at this rental due to hurricane Ian, but the hosts communicated so well with me leading up to the trip, answering all my questions promptly. Sadly, the hurricane did a lot of damage to the island, but the hosts refunded all our money since we couldn’t stay there. This was beyond what the rental agreement would have said to do, and I am so thankful they were so kind! I hope to get to stay at their place in the future, but in the meantime, know that these are...
Little Gasparilla Island - Gulf view, golf cart, ferry, pool, boat dock, parking
Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1
Fridge, microwave, oven, stovetop

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

9.6 out of 10, Exceptional, (40)
"The condo was a great size for two families of four plus a dog. The balcony was a nice place to sit at night and the kitchen was ample size with plenty of cooking amenities. The beds were comfortable and we liked having the property manager on site."
The price is SAR 1,407
SAR 2,622 total
includes taxes & fees
15 Apr - 16 Apr
Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1
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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Other property types in Gasparilla Island

The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (818)
"Loved it "
The price is SAR 890
SAR 996 total
includes taxes & fees
21 Apr - 22 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (3)
"Very friendly service!! Jim was amazing ! "
The price is SAR 942
SAR 1,805 total
includes taxes & fees
3 Apr - 4 Apr
Chadwick Cove Resort & Marina
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Terrace/patio

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

9.6 out of 10, Exceptional, (97)
"Thank you for sharing your property with us! We had magnificent views—- including a full double rainbow 😍 the space was comfortable and clean and perfect for a long weekend getaway. We were able to easily access our boat to spend time on Cayo costa, lunch on cabbage key and a dip in the pool at the N. Captiva club. We didn’t need to use the bunk house, but would be perfect if we brought the kids! Thank you!!"
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
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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