Search Cottages in Gasparilla Island

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Compare 49 Cottages in Gasparilla Island with updated reviews, rates, and availability.

CAN’T get better than this…. ALL YOURS….
INCREDIBLE DIRECT ON THE BEACH COTTAGE! ADORABLE! #5
9.6 out of 10, Exceptional, (15)
"We loved our 5 nights at cottage #5, we had great weather until the check out day. The cottage is very comfortable, clean and cozy."
INCREDIBLE DIRECT ON THE BEACH COTTAGE! ADORABLE! #5
View to the right on our private beach
Modern, Spacious, 2BR Cottage, Private Beach Access, Dog Friendly, Full Kitchen!
9.6 out of 10, Exceptional, (51)
"All 4 of us were delighted when we walked into the living room of our for the weekend getaway home. It was clean, spacious, homey, and just perfect for a quilters’ long weekend at the beach. We had plenty of room to sew, Lots of restaurants to try, and plenty of beautiful beach to explore. We can’t wait to return!"
Modern, Spacious, 2BR Cottage, Private Beach Access, Dog Friendly, Full Kitchen!
PARADISE
Modern and cozy 1 BR Cottage, Private Beach Access, Dog Friendly, Full Kitchen!
9.2 out of 10, Wonderful, (44)
"Loved the old Florida Beach Cottage charm. Cottage was smartly decorated, cozy, with updated modern appliances. Private back area was great for grilling and listening to music. Best feature was a 200ft walk to miles of beautiful Gulf beach. Very close to Restaurants. Had an exceptional stay."
Modern and cozy 1 BR Cottage, Private Beach Access, Dog Friendly, Full Kitchen!
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Gorgeous Gulf of Mexico
Adorable and Modern 1 Bedroom, Private Beach Access, Dog Friendly, Full Kitchen
9.2 out of 10, Wonderful, (51)
"The unit fit our needs perfectly. Loved the short walk to the beach. My only suggestion would be for a small cooler. We went exploring the area and a small cooler would have been a nice addition."
Adorable and Modern 1 Bedroom, Private Beach Access, Dog Friendly, Full Kitchen
Imagine your cuppa here!
Beachfront Cottage, Best location on Manasota Key, Sleeps 4, Kayaks and Wi-Fi
10.0 out of 10, Exceptional, (119)
"If you are looking for a place to recharge and relax this is the place for you. Just spent 7 days at Turtles and Toes located on Manasota Key right on the beach. Incredible view from the deck where we spent a lot of time reading and enjoying the view of the water. Very peaceful and quiet area. Cottage has been remodeled and comes with everything to make your stay enjoyable. Stores, restaurants and shopping are near by. Donna, the owner lives near by and is willing to help if need be. We had a...
Beachfront Cottage, Best location on Manasota Key, Sleeps 4, Kayaks and Wi-Fi
Affordable Island Getaway.
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (84)
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
Property grounds
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
3.0 star property
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
Terrace/patio
Kayaks and Cozy on the Key! 3min walk to beach Sunsets! Short walk to Stump Pass
10.0 out of 10, Exceptional, (65)
"The photos were great but the property was even better in person! The amenities were a very nice touch and walking to the beach was short and sweet. Would love to stay again!"
Kayaks and Cozy on the Key! 3min walk to beach Sunsets! Short walk to Stump Pass
Exterior
Island Cottage in Quaint Matlacha Florida. Amazing island life is a click away…
10.0 out of 10, Exceptional, (3)
"Every detail was attended to. The cottage was so new and clean with all the conveniences and no clutter. Poor Matlacha got hit hard by the hurricane BUT it felt great to support the local businesses as they recover and to come home to our cottage and spa/pool on the water. Just LOVED it!"
Island Cottage in Quaint Matlacha Florida. Amazing island life is a click away…
Property grounds
Cozy Beach Cottage
8.4 out of 10, Very Good, (7)
"My husband, 4 year old, and I enjoyed a delightful weekend trip to the cottage. The accommodation was perfect for us and the access to such a pristine beach was priceless. The guys enjoyed the private dock in the waterway and the fishing opportunity it provided, even for a little guy with a Zebco. The kitchen was great, though on the small side, because everything is within reach and if you like cooking by yourself it’s perfect. Though some aspects are dated I personally enjoyed the champion of...
The price is AED 911
AED 2,328 total
includes taxes & fees
27 May - 28 May
Cozy Beach Cottage
Charming Guesthouse
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
10.0 out of 10, Exceptional, (92)
"Our stay was wonderful. The cottage is charming clean and everything we needed. Kathy was so kind and very accommodating. It was a great stay!"
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
Absolutely breathtaking sunsets on the beach!
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
9.4 out of 10, Exceptional, (170)
"We were very pleased with the location of this property. The amenities offered were great as well. We will defintly recommend this property to others and remember it for future visits!"
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
9.6 out of 10, Exceptional, (13)
"We had a wonderful few days on LGI! The owners were more than accommodating and made sure we were well taken care of! The cottage was well stocked and had the most perfect cozy vibe. The beach is quiet and beautiful and just a short stroll away. We were able to relax and connect as a family which is exactly what we needed! Thank you!"
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
Beach
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
Living area
Island Cottage in Bokeelia - close to fishing and water sports!
10.0 out of 10, Exceptional, (6)
"Our first time renting vrbo 😊and it was a very good experience"
Island Cottage in Bokeelia - close to fishing and water sports!
Another amazing sunset!
Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!
10.0 out of 10, Exceptional, (120)
"The house was just wonderful. Short walk to beach. Relaxed and took in the sights. Just what we needed."
Kozy Kottage on private road. 2 minute walk to private beach. Pet friendly!
Exterior
Tropical Port Charlotte Cottage - Walk to Bay!
3.5 star property
8.0 out of 10, Very Good, (4)
"Loved the location! Walking to park was easy. Close to many places to eat! Would stay again!"
Tropical Port Charlotte Cottage - Walk to Bay!
Beach View to the North…
Private Gulf Beach, Luxury Cottage, Pet Friendly, Kayaks and SUPs, Gas Grill+
10.0 out of 10, Exceptional, (27)
"We visited Grandma who lives nearby for her 88th birthday. We loved the size of the house which was perfect for 5 adults. Our daughter loved sitting on the veranda each morning with a good book and a cup of coffee. The house was so peaceful, private and beautifully nestled amongst the tropical fauna. It was amazing to be just a quick walk to the beach on the Gulf. Even better was that there were beach chairs, umbrellas, and sand sifters available for our use. My son and husband were like little...
Private Gulf Beach, Luxury Cottage, Pet Friendly, Kayaks and SUPs, Gas Grill+
My happy place !
Island TreeTop House, Pet friendly
10.0 out of 10, Exceptional, (19)
"We really enjoyed our time here. The house is in a great location with plenty of privacy. We had a lot of fun using the kayaks, and the closeness of the put-in was great. Well stocked with everything we needed - even a stacked washer/dryer. Has a homey feel as another reviewer said. There is a grocery store nearby and a good amount of restaurants around. We would both highly recommend a stay here."
Island TreeTop House, Pet friendly
"Water","Waterfront","Port","Pier","Harbor"
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
8.0 out of 10, Very Good, (2)
"While many homes in this neighborhood are still struggling to recover from hurricane Ian, this cozy litte place is primed for the tourist season! Recently updated with very pretty, Florida decor, and sitting right on the canal for easy access to the gulf, our time spent here was relaxing and pleasant indeed. One thing to note is, it may not be a good fit for an older person who is prone to falls. I care for my mom, and would not have wanted to bring her here, as most of the rooms are on...
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
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See all available properties in Gasparilla Island
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.

Other property types in Gasparilla Island

Exterior
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (546)
"I have stayed at this location at least a dozen times over the past few years. The staff is excellent. The rooms are clean but the building itself is in need of repair. Some of the upper floors appear treacherous-some had construction supports while I was last there. Rugs are covering upper walkways that are in need of stain etc. Several restaurants have closed on the property so options there are dwindling. Still plenty of boutiques left if you like to shop. The rooms are great, I love that...
The price is AED 621
AED 696 total
includes taxes & fees
2 Jun - 3 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Room
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (229)
"We had a very nice stay at the tiny house! (Keep in mind, it is tiny) But very comfortable!! An unique experience and the property was outstanding compared to all the other units in the vicinity. It had a nice spacious canal front deck, and kayaks with a launching deck. Complete mini kitchen and great coffee preps. The beds were very comfortable and unit was very clean and updated. Decorated nicely! Loved the loft! Great alternative to a hotel room. We would definitely stay at Matlacha Tiny...
The price is AED 507
AED 841 total
includes taxes & fees
27 May - 28 May
Matlacha Tiny Village
Affordable Island Getaway.
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (84)
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
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.

Recent reviews of Gasparilla Island hotels
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