
Beachfront holiday rental in Little Gasparilla Island
Find and book unique beachfront homes on Airbnb
Top-rated beachfront accommodation in Little Gasparilla Island
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Little Gasparilla Island beachfront rentals
Pet-friendly beachfront home rentals

Turtle Bay 1A Island Condo
Just as pictured. It is clean and new. Comfortable beds, wel appointed kitchen and bath. Beautiful beach, pool, and dock space. Loved the lanai and all the fans. We even took advantage of the beach gear. Many pet friendly places are disappointing, but this beautiful unit felt luxurious and our entire family was able to enjoy. We will stay again.

Fishing and Nature Paradise
Beautiful well equipped home! Spotlessly clean. Kitchen was very well equipped and woefully designed and clean. Nice views, quiet setting and a Great boat dock. Wonderful to sit on the porch and watch the birds, manatees, and fish splash and chase bait. The home is just great! We WILL be back soon!! …….Enjoy your stay, you’ll love it! …. Dr Bob

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!

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.

Ocean view, Totally remodeled, Beach Home!
We had a great long weekend at this property. The house is as pictured and was a great fit for our family of 5 adults and 2 kids, though there was room for more. The house is well stocked, updated, and very clean. The beach area was great with plenty of room for us to fish, play frisbee, and look for shells and shark teeth. This area was hit very hard by the hurricanes last fall and neighboring properties were greatly impacted with some debris piles remaining. Construction in the area is likely during the weekdays as the area continues to rebuild.

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1
Amazing stay !! Just like pictured and very clean . Loved it here will surely return.

Waterfront Oasis with Boat Lift & Hot Tub
Great location. Very peaceful with great kayaking all around. Everything inside the house was clean and had everything you needed. Would definitely stay again. Host was very responsive with great instructions.

2 bdrm, walk to beach, 2 bikes & kayaks, grill
This place is beautifully decorated and is by far the cleanest vacation rental that we have ever stayed at! We did not want to leave! Easy walk to the uncrowded beach, just as in the description. One big surprise was finding HOT water in the outdoor shower, which was very welcomed. Everything needed is provided, including bath soap, shampoo, conditioner and K-cups for the Kuerig! We can't wait to go back, hopefully for a longer stay! Thank you!
Beachfront home rentals with a pool

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!

Cape Coral Paradise, Waterfront, Patio, Pool, Spa
The house was beautiful and had a great layout! Everything you may need was available. I am a bit of a neat freak and had no worries walking into this house. It was very clean and well maintained. The pool and hot tub were enjoyed by all!! Terry was very helpful with all instructions and recommendations. You definitely don’t want to miss this diamond in the rough!!

Cape Haze Cottage
Our family had a wonderful time here on our vacation. The house was very nice, clean, organized and cozy. We definitely recommend! Nicole was very nice lady 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!

Coral Breeze- 4BR w Pool & Hottub
I was very surprised with how beautiful the house and property were. The host was very quick to respond when we arrived at the house and had a few questions. She answered immediately and we were good to go from there on out. The home was loved by my whole family and we all agreed when we come back to the area we will hopefully be able to stay at this home again.

Aruba House
Greg was a great host. Flexible in allowing for our early arrival, and quick to respond! His home is lovely. We had a relaxing time.

Waterfront! Sunset Views Nightly!
House was very cozy comfortable and relaxing , Choose from many beaches around area , would stay there again.
Private beachfront home rentals

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!

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

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!
This place was fantastic to stay at. All of the rooms were clean, it had a fully stocked kitchen, and a very relaxing atmosphere on the back patio! The host is extremely nice and very accommodating, I will 100% choosing this place for future stays!

The FlipFlopper Beach House - North Captiva Island
Thomas’s Captiva home was absolutely perfect for our family vacation! It had everything imaginable to make our stay a huge success. The kids loved all the wildlife, the large selection of beach toys, books, toys, and games. The beach itself was stunning, and it was never busy or crowded like all other beaches we have been to. A truly beautiful and relaxing experience for the whole family. Highly recommend!!

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games
Amazing place to stay! We are repeat guests and can’t wait to come back AGAIN! This house has everything you need for a private get away. Close to the beach and amazing sunsets and sunrises from the upper decks. 5 stars all around. You won’t be disappointed here! Best place in North Captiva!

La Isla Bonita by Saetas Group
The house was incredible! It was perfect for our Girls trip. The pool was spotless, and the house exceeded our expectations ! It felt luxurious, but also relaxing and comfortable. We were able to cook great meals, grill outside, and sleep soundly. This place had everything we needed. We had one equipment issue, but Kenia was on top of it and sent a maintenance person and it was resolved within an hour ! We highly recommend this home for a beautiful, comfortable, fun place to stay.

Cayo Costa Paradise Found
We loved our stay and our host was amazing. We were so grateful he was readily available just in case we needed anything. Thank you for a lovely time and we look forward to next time.
Destinations to explore
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Rentals with outdoor seating Little Gasparilla Island
- Rentals with beach access Little Gasparilla Island
- Rentals with a washing machine and dryer Little Gasparilla Island
- Rentals with pools Little Gasparilla Island
- House rentals Little Gasparilla Island
- Cottage rentals Little Gasparilla Island
- Kid-friendly rentals Little Gasparilla Island
- Fitness-friendly rentals Little Gasparilla Island
- Waterfront rentals Little Gasparilla Island
- Family-friendly rentals Little Gasparilla Island
- Condo rentals Little Gasparilla Island
- Villa rentals Little Gasparilla Island
- Pet-friendly rentals Little Gasparilla Island
- Rentals with a patio Little Gasparilla Island
- Rentals with a kayak Little Gasparilla Island
- Rentals with a fire pit Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
- Beachfront rentals Charlotte County
- Beachfront rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- River Strand Golf and Country Club
- Myakka River State Park
- North Jetty Beach
- South Jetty Beach
- Marie Selby Botanical Gardens
- Englewood Beach
- Tara Golf & Country Club
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park