
Beachfront vacation rentals in Little Gasparilla Island
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Top-rated beachfront rentals in Little Gasparilla Island
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
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Popular amenities for Little Gasparilla Island beachfront rentals
Pet-friendly beachfront home rentals

Venice Island Pool Casita with 2Bedrooms/2 Baths
We had an amazing time at this beautiful vacation rental! The pool was great and the kids had a blast! The beach is wonderful and close by. Corinna and Tim are responsive and generous hosts. They were accomodating and flexible. The place was increadibly clean and comfortable. We would love the opportunity to come back!

Fishing and Nature Paradise
This place is perfect for Boaters/Fishermen! Boat ramp is within walking distance. Nice new dock with water hose to clean boat. Jug Creek Marina is one canal over, fuel, ice, live bait, live music and food! The house is just as described! Very clean and everything you would need for a stay. Wonderfull screened in patio.

Shell House
We had a wonderful stay! The house was exactly as described clean, comfortable, and perfect for a relaxing getaway. One of the highlights was how easy it was to access our boat; the location made everything so convenient, from docking to getting out on the water quickly. The host was responsive. We would definitely stay here again!

Turtle Nest Retreat - Manasota Key (upper unit)
Dana was an amazing host. The space was beautiful and magical. We can’t wait to return again. Thank you for everything.

Jetties Pointe Cottage # 6 - 408
Had a great stay and beautiful peaceful private beach! I will say make sure you bring your own beach chair and umbrella. It’s stated they have some but I think other guested used them all.

Boater’s Paradise in Bokeelia!
I cannot say enough about how responsive Wendy is. We had a few hiccups with our stay that had to do with a leak that occurred with the AC. Unfortunately, I had to call Wendy at almost 11 PM on our day of arrival and she picked up immediately! She worked to get the issue resolved as quickly as possible and stayed in communication with me the entire time. We visit this area often and I will definitely reach back out to Wendy for another stay :)

Summer sunset. 3 minutes away from beach!
Very responsive and accommodating host! The house is very close to the beach and other local attractions. We enjoyed our short stay. Great value.

Cottage By the Sea B
This place was excellent! I would definitely stay again. Within walking distance of the beach, the bars and the restaurants. We had a wonderful time. It is definitely a 10 out of 10. Summer was an excellent host and allowed me to check in an hour early in order to give me time to get to the airport to pick up my boyfriend. I highly recommend staying here. It is perfect for a couple.
Beachfront home rentals with a pool

On Manasota Key w direct access to our Beach! (A)
Great condo just like the pictures and description. Across the street from the beach and a very short walk to restaurants. Car isn’t needed if you wanted to come by boat (there’s multiple slips)

Entire Beachside Condo! Don’t worry Beach Happy!
This is the third time we’ve stayed at this location and it does not disappoint! The place has been renovated and looks great! The host is clear and we had no issues getting into the condo. I used the laundry room and that was straight forward. The location is so close to the beach. We enjoyed our time and plan to come back!

STUNNING 3/2 beach+pool property! 2 kings/2 bunks!
We loved staying here especially having the beach just a few feet away! Although there was construction taking place in the development, it did not interfere with our stay at all! We didn’t even notice the workers on site. If you get a chance to book this home, do it. April is an amazing host and has thought of every amenity possible! We look forward to booking again soon!

Cape Haze Cottage
House is lovely, exactly as depicted in photos. It’s super well appointed and Nicole was responsive and helpful.

Romantic Getaway “Waterside” Dockage~Canal front
The house was very quaint with great access to Charlotte Harbor. Jugg Creek is quite the place these days. Restaurant, Bar, and Fuel dock/Bait shop nearby.

Vintage Villa, Thirty-Five
This is our second year staying here. It was wonderfully peaceful this last weekend, just like last year. The beach is less than two minutes walk from the door. The kitchen had everything we needed in it. Plenty of beach items for use in the closet. The bathroom had more than enough towels and TP. We also used the pullout couch for our children, and they were very comfortable. we hope to book again soon, thank you!

The Windsor @ Englewood Beach
The house was very open & inviting, easy to find with ample parking. It had easy access to the waterway and very convenient to grocery stores , restaurants and the beach. It’s located near the end of a canal but limited space for boat storage which we brought. But overall it was well worth the stay

Charming Home w/ Pool & Dock - 5 Min to Downtown
Amazing stay. Will definitely be coming back. Perfect for if you’re looking for somewhere on the water to keep your boat with easy ocean access.
Private beachfront home rentals

Key Condo located on Manasota Key
Great location! Beach was steps away. Wish we could have stayed longer. Would definitely stay here again.

Island Beachfront Cottage. Secluded! Lux! Extras!
Had a great time at the Beach Cottage. It is truly a hidden gem! Well appointed, very comfortable and extremely clean. Very quiet, secluded and peaceful setting. Had the beautiful beach basically to ourselves the entire week. The gulf views from the cottage are incredible, as were the sunsets each evening. Andy and Rebecca are wonderful people and incredible host. Their hospitality was second to none! Look forward to our next stay at this incredible property.

Architect's waterfront home is a fisherman's dream
This is was our second year at Brian's place and felt like home away from home. A real treat were the sight if Manatees swimming in the canal, right outside deck. Although there is an obvious amount of residual hurricane damage in this part of Florida, it was great to see most of favorite restaurants had reopened. In short it was good to be back and we enjoyed our stay!

Canal Cottage 2 min to big water
Our stay was great! The house was beautiful and very well stocked. The location is close to a grocery store and some local restaurants. We brought our boat and the dock out back was perfect. There is a boat ramp nearby so it’s very convenient but you need to make arrangements for your trailer. It cannot be parked at the house due to deed restrictions. You can park it at the boat ramp for a fee. The host Michelle was super helpful and responded very quickly every time! We would absolutely rent this place again.

Gulf front romantic cottage in paradise
Lovely and romantic , exquisote botanical garden setting on a beautiful beach! What more you ask for in a Florida getaway package !! We will be back ! Thank you !!

Poseiden House on Little Gasparilla Is
We had a wonderful stay! It was peaceful and relaxing, with beautifully decorated interiors. The private dock was a fantastic bonus. We loved exploring the surrounding islands. Multiple beach access spots nearby to walk to or ride the golf cart to. The furniture and beds were comfortable. The kitchen cabinets were well-stocked. Even though the north end is still recovering from the hurricane, the roads are cleared and it was easy to get around on the golf cart. Highly recommend! Can’t wait to book again!

Private Island Beach Getaway
This is our second time staying at this lovely home. It is well stocked and beautifully decorated. We love having the dock right across the street and the beach a short golf cart ride away. We will be back! Lauran was always responsive, easy to work with and kind.

"Salt of the Sea" - beachfront and pet friendly!
This place was incredible! It is right on the beautiful beach, and we saw dolphins, manatees and a sea turtle laying her eggs! The weather was perfect and we basically had the entire 7 miles of beach to ourselves the whole week. Make sure you carefully plan what food you are going to bring because you can't go back and forth to the mainland easily. If you can, pack some insulated grocery bags to bring your frozen food on the boat ride. The island is still recovering from the hurricanes last year, but it didn't affect our experience at Tasha's. We hope to come back again!
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