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Compare 40 Cottages in Gasparilla Island with updated reviews, rates, and availability.

Villa Mojito Dazzles

9.8 out of 10, Exceptional, (136)
"Amy was a wonderful host. She found a lovely place for us when Manasota Key was devastated by the hurricane. She and her team were great to work with and our stay was wonderful!"
Villa Mojito Dazzles

Spacious "Crab Cakes" Cottage on beautiful North Captiva Island,FL with GolfCart

9.6 out of 10, Exceptional, (7)
"Delighted to stay at Crab Cakes - a lovely and cozy getaway!"
Spacious "Crab Cakes" Cottage on beautiful North Captiva Island,FL with GolfCart

Island Cottage in Bokeelia - close to fishing and water sports!

10.0 out of 10, Exceptional, (13)
"Had a guest coming whom I couldn't accommodate comfortably in my very small home so rented the cottage for him instead of a hotel room. It worked out perfectly-- my friend said the place was "great" -- and Tammy couldn't have been easier or nicer to deal with."
Island Cottage in Bokeelia - close to fishing and water sports!

Beachy Cottage near Manasota Key

9.6 out of 10, Exceptional, (4)
"My husband and I spent 40 nights at this cottage. We had an overall good experience. This quaint old place was clean with the exception of a few ants. The appliances, including air conditioning (and heat) all worked. The unit had some broken blinds in the smaller bedroom. I mentioned this via text to our host Allen when we first arrived. He responded that the property manager Olivia was probably aware. We purchased a shower curtain and tacked it up so our guests had privacy. The road is very...
Beachy Cottage near Manasota Key

Beach Cottage on Private Little Gasparilla Island, relax & unwind!

9.8 out of 10, Exceptional, (20)
"The beach cottage was absolutely perfect! Short walk to beach and a short walk to the dock. It had everything needed for our vacation. Very comfortable, clean, well stocked and relaxing!! The owners were great and made sure we were comfortable. Couldn’t have asked for anything better."
Beach Cottage on Private Little Gasparilla Island, relax & unwind!

Cozy Cottage - Minutes from Beaches and Historic Dearborn St!

10.0 out of 10, Exceptional, (8)
"Well maintained, quiet, cute little place, comfortable. Hosts are very good communicators"
The price is AED 466
AED 955 total
includes taxes & fees
4 Mar - 5 Mar
Cozy Cottage - Minutes from Beaches and Historic Dearborn St!

Villa Margarita Sparkles

9.8 out of 10, Exceptional, (136)
"We loved this property/location. Unfortunately we had to leave a day early due to Helene. The owner was very concerned about this and offered to refund us the day we missed. I would definitely stay here again. "
Villa Margarita Sparkles

Venetian Vacation! Close To Beaches, Restaurants & Shopping!

10.0 out of 10, Exceptional, (104)
"Check in process was easy. Communication with the owner effortless. Location close to the beach, restaurants, yet still private & quiet. We will book again if available when in Venice. "
Venetian Vacation! Close To Beaches, Restaurants & Shopping!

Private Pool: Beachy Cape Coral Getaway!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Very comfortable, inviting stay at the Beachy Cape Coral getaway after a long journey from Minnesota, trying to get ahead of back to back Winter storms. So when we arrived at this beautiful home, it was such a beautiful place to rest and rejuvenate. Everything worked as advertised, we had no trouble connecting to wifi or the NFL playoff games when we arrived. Thank you for sharing your beautiful home with us!"
Private Pool: Beachy Cape Coral Getaway!

Bring your boat to our cozy cottage in a quiet waterfront community.

10.0 out of 10, Exceptional, (16)
"The property is immaculate. Everything you need is there and organized. Nicole is great to work with."
Bring your boat to our cozy cottage in a quiet waterfront community.

Cozy and Private our island home on North Captiva is the perfect escape

8.6 out of 10, Excellent, (7)
"I booked this house because of the location and fantastic price. It was adorable and exactly as expected. I couldn't get the dryer door to open but I think that may have been operator error. The property managers, Duncan and Laurie with Tortuga, went above and beyond to make my stay not just ok, but exceptional. I would have missed the ferry due to my plane delay had Duncan not reached out to give me additional options. He even called the ferry captain to make sure he new I was coming for the...
Cozy and Private our island home on North Captiva is the perfect escape

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (181)
"We were actually at a property in Venice Beach, a house with private pool. It was very nicely decorated and so comfortable. Close to everything. We had a blast."
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

9.6 out of 10, Exceptional, (8)
"Very nice stay. Loved the easy access to the beach and our unit was great."
The price is AED 1,943
AED 3,314 total
includes taxes & fees
23 Feb - 24 Feb
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning

8.0 out of 10, Very Good, (2)
"Needs improvement"
Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning

Island Cottage in Quaint Matlacha Florida. Amazing island life is a click away…

10.0 out of 10, Exceptional, (7)
"The spool was an amazing addition while visiting during a cool spell! The owner was very generous in assuring that we had a very warm spool! The sunsets are beautiful! Hope to be able to return in the future!"
Island Cottage in Quaint Matlacha Florida. Amazing island life is a click away…

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (30)
"The house is very nice and very clean! It has all that you need to have a comfortable stay! The owner i lives across the street and he’s very helpful if you need something. The house is crossing the street on the lagoon side and you have to walk for a small path on the side of the ownershouse to reach the beach The beach is very, very nice! We had a very good stay!"
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

Kayaks, Cozy Cottage on the Key! Beach sunsets 3 min walk, 10min to Stump Pass!

10.0 out of 10, Exceptional, (62)
"We loved everything about this property! It was hands down the most well appointed rental we’ve ever stayed in. Everything from the delicious snack basket and beverages upon arrival to the abundance of wall hooks for hanging just about anything! Thank you so much!! We had a fantastic stay."
Kayaks, Cozy Cottage on the Key! Beach sunsets 3 min walk, 10min to Stump Pass!

Island-Life-Steps to Stunning Beach! Pool!

10.0 out of 10, Exceptional, (3)
"My rental was canceled but arrangements were made for another location north of my original reservation. Was very happy with everything that was done for my stay. Communication was great. Would stay at my new location again. Thank you for the help for a nice vacation. "
Island-Life-Steps to Stunning Beach! Pool!

Island Life! King Bed Studio-Steps to beach

9.4 out of 10, Exceptional, (153)
"Location of this property is superb. The pictures make it look a little bigger than it is but it is a lovely place to stay. Walkable to a couple great restaurants/bars. Easy 3 minute walk to one of the best beaches in Florida. I have to say, the only criticism I have is the parking spot is a little small. Other wise an amazing 5 star stay. Would go again in a heartbeat "
Island Life! King Bed Studio-Steps to beach

Punta Gorda Home With Backyard ~ 1 Mile to Dtwn!

3.0 star property
Punta Gorda Home With Backyard ~ 1 Mile to Dtwn!
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, (760)
"Always a pleasure coming here. My second time and will Come back again "
The price is AED 1,358
AED 1,521 total
includes taxes & fees
2 Mar - 3 Mar
The Suites at Fishermen’s Village- 2 Bedroom Suites

Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

10.0 out of 10, Exceptional, (57)
"The Lemon Shack is wonderful. All of the thoughtful details provided by the hosts were spot on. Everything you could ever need for a beach vacation was provided. Excellent communication from the host. The house was very clean and well stocked. Can’t recommend this place enough. "
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

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.