Search Condos Rentals in Gasparilla Island

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Browse Select Gasparilla Island Condo Rentals

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
Sand in Your Toes . . . Right Out Your Front Door!
9.4 out of 10, Exceptional, (94)
"We were supposed to check in the same day hurricane Helene hit. The condos and Manasota Key suffered from the storm surge. The hosts set us up with another property they owned and saved our vacation. Best hosts ever!"
Sand in Your Toes . . . Right Out Your Front Door!
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!
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
10.0 out of 10, Exceptional, (43)
"This was really a nice getaway for our anniversary. The accommodations were as depicted in the listing pictures. It was clean and well kept. The beach was very accessible and we appreciated the use of the umbrella and beach chairs in the storage unit. The views were very nice from the balcony and there were a number of restaurants within walking distance. We enjoyed our stay and would recommend and use again."
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
10.0 out of 10, Exceptional, (5)
"Condo was just perfect, clean and excellent communication with owner."
Stunning Bayside Villa w/ Enclosed Lanai, Sleeps 6
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
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!
⭐ Beachfront-Vacation on a Tropical Island!, One Pet Pool, Dock, Tennis & More!
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!, One Pet Pool, Dock, Tennis & More!
Direct Beachfront Condo with Huge Balcony Overlooking Gulf of Mexico!
9.4 out of 10, Exceptional, (73)
"We had a great stay, and strongly recommend this property. Thr location is great, its very well equipped, plety of space, with everything you need. It does show it's age a little, and the AC system is loud, and needed repairs during our staystay. "
Direct Beachfront Condo with Huge Balcony Overlooking Gulf of Mexico!
Manasota Key Condo! Private Beach access.Gulf and Bay views
10.0 out of 10, Exceptional, (89)
"Very clean and well equipped. Location was perfect for my wife and I. Would stay here again "
Manasota Key Condo! Private Beach access.Gulf and Bay views
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
9.6 out of 10, Exceptional, (53)
"The condo is wonderful. This is our 2nd time, and we will be back!"
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
Gorgeous Marina Villas Residence at South Seas Resort
9.2 out of 10, Wonderful, (7)
"We stayed with our 2 grandchildren and loved the location and the full kitchen. "
Gorgeous Marina Villas Residence at South Seas Resort
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN CONDO.
10.0 out of 10, Exceptional, (65)
"The place is just as it looks in photos. Private beach access with a 15 second walk. Plenty of restaurants and entertainment in the area. We will definitely go back!"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN CONDO.
Perfect Beach stay, Newly Renovated, Excellent Location 600ft 200 steps to Beach
9.6 out of 10, Exceptional, (62)
"This was absolutely the best vacation for us. The condo was perfect! We loved the atmosphere of the condo snd decorated perfect! It came equipped with everything you would need from cooking accessories down to beach accessories. The access to the beach was great and easily accessible! We could not have asked for a better place to stay! The owner was very friendly and checked on us after we departed! I highly recommend this condo! "
Perfect Beach stay, Newly Renovated, Excellent Location 600ft 200 steps to Beach
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
10.0 out of 10, Exceptional, (57)
"Lovely condo in a great location "
Water front, Bring Your Boat or drop a fishing line, enjoy a beautiful sunset !
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!!
SOUTH SEAS BEACH VILLA 2428 | Captiva Condo In South Seas With Gulf Views!
9.6 out of 10, Exceptional, (23)
"Our stay was very enjoyable despite a couple big setbacks. Condo was decorated very nicely, with the exception of a stained bathtub. The condo was clean with the exception of a fair amount of sand in the living room. Since this is a beach condo, it was not the end of the world. Location was terrific. Everything we could possible need was less than a 5 minute drive away. We loved the screened-in porch from which we watched the sunset over the water each night. WiFi was glitchy, so watching TV was...
SOUTH SEAS BEACH VILLA 2428 | Captiva Condo In South Seas With Gulf Views!
STUNNING Boutique Beachfront Contemporary Condo: Pool, Ferry, Parking Included
10.0 out of 10, Exceptional, (15)
"We couldn’t have been happier with the condo and the owner. We arrived just as tropical storm Debby was forming. Kristin worked with us and was even willing to change our dates to accommodate. Then we got to the island and the listing didn’t do it justice. My family started this was the nicest place we’d ever stayed at. My son and son in law really enjoyed the beach and then fishing in the harbor. It was exactly what I wanted to celebrate my birthday. The place really is paradise. "
STUNNING Boutique Beachfront Contemporary Condo: Pool, Ferry, Parking Included
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, (663)
"This is such a great place to stay especially for families that need space and a kitchen. We love it here. Just wish the pool area was a little nicer. "
The price is £202
includes taxes & fees
4 Nov - 5 Nov
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!"
Matlacha Tiny Village
Privacy in Paradise
10.0 out of 10, Exceptional, (61)
"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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