Search Condo Rentals in Gasparilla Island

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Compare 110 Condo Rentals in Gasparilla Island with updated reviews, rates, and availability.

Paradise 🏝Beach heaven 🌞condo 🦩<br>

10.0 out of 10, Exceptional, (33)
"Condo was very clean and has enough room for 8 people. Very spacious. "
Paradise 🏝Beach heaven 🌞condo 🦩<br>

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

10.0 out of 10, Exceptional, (69)
"All we can say is WOW! The property was exactly as described. The view was AMAZING and it was exactly what we needed...quiet, peaceful and relaxing!! Loved the SUNSETS!"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

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

9.4 out of 10, Exceptional, (97)
"The unit is clean, well decorated and has all the necessities. Right on the sand. Enjoyed having coffee on the rocking chairs in the morning. Manasota key is one of the most beautiful areas in southwest Florida. The recovery from the hurricane is underway. It’s amazing that this unit is in such great condition.! I highly recommend it owners are great!"
Sand in Your Toes . . . Right Out Your Front Door!

Superb Beachfront Residence at South Seas Resort

9.0 out of 10, Wonderful, (2)
"My husband and I had a wonderful time staying in the Beach Villas on gorgeous Captiva Island! The staff was great to work with and answered questions quickly. The only thing I would suggest is that the administration rewrite the description of the property to explain the washer and dryer are shared with the community and not inside the unit. The way it is currently described implies it is inside the villa."
Superb Beachfront Residence at South Seas Resort

SURVIVED HELENE & MILTON BEAUTIFUL BAY VIEW - STEPS TO THE GULF

10.0 out of 10, Exceptional, (4)
"Walks early morning & sunset on the beach across the street are beautiful…and yes I did find shark teeth. Easy walk to restaurants and good live music. Love Manasota Key! Condo was exactly as stated. The sunrise view on the water is gorgeous!"
SURVIVED HELENE & MILTON BEAUTIFUL BAY VIEW - STEPS TO THE GULF

Quiet Lemon Bay with Pool, Beach and Pier

9.6 out of 10, Exceptional, (33)
"It was a very comfortable home. Very clean and Quiet. The pool was clean and the fish were biting."
Quiet Lemon Bay with Pool, Beach and Pier

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

9.8 out of 10, Exceptional, (95)
"This is our third time staying at this property! It does not disappoint. Clean, modern style with the best views. Just a short walk to the beach. We will definitely be back!"
Stunning Modern beach front unit - completely renovated! Includes golf cart!

Resort-Style Condo w/ Pool: 19 Miles to Fort Myers

8.8 out of 10, Excellent, (26)
"Condo was perfect for 2 of us, walking distance to restaurant and store. Pool clean and warm and Marina View to watch Boats."
Resort-Style Condo w/ Pool: 19 Miles to Fort Myers

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

10.0 out of 10, Exceptional, (44)
"It was great , everything we needed right on the beach. Felt so bad for the surrounding hurricane damage. Please stay here and visit the local businesses/ restaurants and help them out . They are trying to get their lives back together. A little support goes along way . "
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

Located Directly on the Gulf of Mexico Beachfront!

8.8 out of 10, Excellent, (60)
"We had a nice stay, just steps from the beach!"
Located Directly on the Gulf of Mexico Beachfront!

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

9.6 out of 10, Exceptional, (62)
"My family of 6 enjoyed our stay here! The location was amazing! Right on the beach which is a private beach! No crowd at all! The place was a great size clean and exactly as advertised! This is the typical “beach living” style. Andrew was very responsive! He let us check in early which was so amazing! We can’t wait to come back again! Thank you for everything! "
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

Manasota Key Beach Front Condo

9.4 out of 10, Exceptional, (10)
"We had a great time"
Manasota Key Beach Front Condo

NEW RENTAL!!Palm Island Beachfront ! Live on the beach!!

10.0 out of 10, Exceptional, (11)
"I love the island and have been a regular since 1990. Very relaxing and peaceful. A true getaway indeed. My only complaint is the mattresses are horrible! Even my 6 year old couldn’t sleep in the twin bed upstairs. My only complaint."
NEW RENTAL!!Palm Island Beachfront ! Live on the beach!!

Chillax on the Beach or by the Bay!

10.0 out of 10, Exceptional, (12)
"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!

Gorgeous End Condo in South Seas Resort

9.6 out of 10, Exceptional, (19)
"Well kept condo."
Gorgeous End Condo in South Seas Resort

Boca Grande Club - Cozy Beachfront Condo - Panoramic Views - Sleeps 4

10.0 out of 10, Exceptional, (11)
"Wow! What a WONDERFUL, well-appointed home with incredible beach front views in a lovely community/Club. Our host was terrific and made certain our trip was a memorable first-time visit to BG/Gasparilla Is. For us, this will not be our last!! Five Stars! "
Boca Grande Club - Cozy Beachfront Condo - Panoramic Views - Sleeps 4

Waterfront Condo w/ Dock - Walk to Fishermen’s!

10.0 out of 10, Exceptional, (5)
"Such a comfortable place! Everything you need and more. Owners keep this place well stocked and very clean. Enjoyed our stay! So will you!"
Waterfront Condo w/ Dock - Walk to Fishermen’s!

Serene Corner Unit at South Seas, Sleeps 5

8.8 out of 10, Excellent, (15)
"All was good 👍 The property very well kept and organized"
Serene Corner Unit at South Seas, Sleeps 5

Stunning Condo Inside / Out Direct Beach Front

9.8 out of 10, Exceptional, (59)
"Loved this spot! Host was very accommodating. Can’t wait to go back."
Stunning Condo Inside / Out Direct Beach Front

Canal-front condo with private docks, heated pool, private beach access, BBQ

10.0 out of 10, Exceptional, (4)
"Great location! Clean and friendly. Hope to come agaon"
Canal-front condo with private docks, heated pool, private beach access, BBQ
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

3.0 star property
9.8 out of 10, Exceptional, (705)
"We had a view of the marina and absolutely loved watching all the activity. The room was very nice. Great showers and beds. We could easily walk outside to see the sunset on the other side of the building. We loved it. "
The price is AED 1,093
AED 1,224 total
includes taxes & fees
12 Jan - 13 Jan
The Suites at Fishermen’s Village- 2 Bedroom Suites

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (238)
"Quiet area and great little houses. Rented the margarita and was not disappointed. At one point our door lock failed and the manager was there within a few minutes to fix it. Would stay again!"
The price is AED 544
AED 882 total
includes taxes & fees
8 Jan - 9 Jan
Matlacha Tiny Village

Privacy in Paradise

10.0 out of 10, Exceptional, (62)
"The property was more beautiful than we expected. There was more than enough space to lounge eat or relax. It was so clean we didn’t use the linens or pillows we brought with us. Anything we forgot to bring was in the pantry! And which host leaves us sodas, water and a bottle of great wine?… Richard! We didn’t want to leave and have decided to return in the spring, summer and fall next year. Thanks for treating us so well. Bravo Paradise!!"
Privacy in Paradise
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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