
Gasparilla Island vacation rentals
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Top-rated vacation rentals in Gasparilla Island
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Gasparilla Island beach vacation rentals

Newly Renovated- 150 Yards to Beach & Restaurants!
My mom and I came down for a long weekend and stayed at John’s place and we were thoroughly impressed! It was the nicest Air BnB I’ve stayed in! It was in a perfect location, walking distance to the beach and many restaurants and right across from a trolley stop too. The beds and bedding were SO comfy, that was probably the best I’ve ever slept in an Air BnB. The towels were oversized and fluffy, you wouldn’t think things like that would make a difference but they do. Everything was absolutely spotless and clean, all of the bedding and towels smelled fresh and clean too. They provided everything you could need, from toiletries and a hair dryer, to everything in the kitchen, to any beach gear that was needed. The house itself is very clean, comfy and cozy and you can tell they take pride in their place just from the landscaping outside, it makes it so pretty! We will definitely be back!

Renovated Beachhouse Private Beach Access, Unit S
Sheryl’s responsiveness and care for us was unmatched. We had an issue with the property that she resolved immediately and even called me personally to make sure my friends and I were taken care of. Great location and outstanding customer service.

* * Endless Summer * * Beach, Unique & Comfort
The place was clean and very nicely decorated and furnished. Really enjoyed our stay and would definitely come again.

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!

Beach house
Jaime’s place was fabulous! It was spacious and super-comfortable ~ plenty of indoor and outdoor space to hang out, and such a short walk to the beach. The kitchen was well-equipped for cooking, the wifi was fast and the street was quiet. Jaime was very responsive with any questions and easily accommodated our request for early check-in. The stay far exceeded our expectations! We didn’t want to leave the Airbnb :) though we did because it was nearby so much beauty! Thank you, Jaime!

Beachfront - Siesta Key 2 BR walk out to beach
great place to stay...room was clean, very short walk to the beach, many items in the room available to use (numerous beach chairs, beach umbrellas, life jackets, ect) would definitely stay again!

DolphinCove 5035A Turtle Cove
My son and his best friend stayed in Unit A recently and had a terrific time. Unit A is nicely appointed and updated, and was very comfortable for the 3 of us. We especially enjoyed the updated kitchen and the nice deck right out the front door. The deck is a super peaceful place to sit, and we saw many different birds from there including nesting Ospreys and a large American Egret that landed right on the deck railing while we were out there. The common area amenities are fantastic - table tennis, bean toss, and a super nice area to grill out and enjoy the space with friends or our neighbors in the same building as we did several times. We had such a good time that we're planning a return trip next year. Very highly recommended!!

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games
We cannot say enough about this house! Beautiful, spacious and equipped with anything you could need! Walked out the back door right to the beach! Shelling was so fun and we spent so much time enjoying the sun and sand! A Christmas to remember! Thank you!!
Gasparilla Island house rentals

LUXURIOUS LARGE OPEN OCEAN BLUE POOL VACATION HOME
Our stay was truly 10/10! The house was beautiful and exactly like the photos. Trinh was incredibly responsive and provided clear instructions for check-in and check-out. The location was great, with plenty of nearby food spots. The pool made it the perfect beach getaway!⭐️⭐️⭐️⭐️

At Home in Seahorse Themed, Cozy Cottage
We loved the home. It was nice, clean and felt very homey. Had just enough, but not too much. Having all the linens and soaps was very nice and helpful. My dad who has a bad back loved the recliner in the living room. The beds were very comfortable. Even though we didn't get a chance to use it, It was nice having pods for the Keurig available to use. Gina and Sam were very nice, accommodating and responsive. Would definitely stay again.

Pool house near Hyatt Regency Coconut Point
The house was fabulous and better than the photos! We had family staying at the Hyatt Regency and this was the perfect location to meet up and be close. As a family, (ages 13-47) we spent the entire day at the house and everyone agreed, it was better than the Hyatt resort! There is a Publix grocery store and several many restaurants within an 8 minute drive. Also, I swoon for the hammock between two Pine trees. If we are lucky, we will come back for another stay!

3 bdrm Pool Home / Quiet Cul De Sac
Very nice home, plenty of space for larger family. We used the heated pool everyday. Stores within 5-10 driving minutes of property. Would definitely rent in future

Blue Abaco - Beautiful Waterfront House
Perfect time at Blue Abaco! Lovely villa, clean and comfortable, with everything you could need - real home away from home. Plenty space for our family of 4. Everyone enjoyed pool overlooking waterway! Vesteva Vacation Rentals great with communication too. Within easy driving distance - 5 mins- of local shops/restaurants. So could comfortably walk to shops too. Only short drive to Cape Coral Water Park - about 10 mins and about 20/30 minute drive to lovely Fort Myers beach. Located in quiet neighbourhood so really relaxing. Would highly recommend and would certainly do a return visit

Cape Cottage
We loved our stay in Cape Coral cottage. The location could not be beat. Close to Cape Coral Parkway and 47th Terrace, the heart of the downtown scene. Tons of restaurants, shops, and bars. Just about everywhere we went was dog friendly on their patios. Angel, our host, was very responsive, never intrusive. She is an excellent host.

Charming home near the Beach and Punta Gorda.
We had a great time. Loved the location, it was close to pretty much everything. Our two 4 pound, Emotional Support Yorkie’s loved the screened in lanai. They would go out there to play and to get some warm sunshine. It was really cute! I love the laundry room, it was perfect and so convenient, right outside the lanai! The two bathrooms were really nice… They both were beautifully remodeled. All in all… our stay was great and we enjoyed it very much. Thank you Angel. We appreciate it. Debbie, Bob, Luci, and Tito.

LILY'S BEACH HOUSE - POOL AND DIRECT RIVER ACCESS
The place was so clean & spacious. Everything was so easy from checking in, to checking out. My kids loved the pool and fishing right out back. I have 0 complaints & I will return next year :)
Beach house rentals in Gasparilla Island

Tropical Family Oasis: Pool, Spa, Golf Cart
We had a great time at North Tortuga - equally relaxing & inviting!

Bay view and possible two family rental!
we had a wonderful time at Robert's place. Everything was as described. the island is a perfect getaway for anyone that wants to go on an adventure and get away from the hustle and bustle. The kitchen had everything you would need to cook, it was perfect! Everything was well thought of in this home. On a side note, golf carts need to be booked months in advance and are pretty pricey and we hoped to walk around the island but we're told upon checkin that was not allowed. we could only go to the beach and back to the property. You could walk along the beach though.

Waterfront Escape on canal ocean access kayaks
This wasn't our first time staying, still wish we could give 10 stars. We will definitely be back again in the future!

Beachfront Getaway in Siesta Key
Dior’s place was clean and comfortable. Bed was comfortable. Sheets and towels were nice. Beach amenities were helpful. Short walk to pool, beach, a few restaurants and a trolley stop to the village.

The Beach Is Calling !
Impeccably clean and wonderful place to stay! Steve was super responsive, very helpful to us and lovely to work with. Would definitely stay here again and strongly recommend this place to other travelers!

Life's a Beach Cottage
Super location. So quiet. Very close to the beach. Alan was so responsive and understanding of our flight changes. Lots of local recommendations.

Stay and Play by the Bay
We had a great time staying here! The pool was great and we loved being right on a channel. 6 people fit in this place comfortably. We were able to walk to everything with ease. The only downside to this area was how busy it was and the loud construction sites, however this is was at no fault of the host! Highly recommend!

BeachHouse Getaway-5 minute walk to Nokomis Beach
A week at Rodney’s just wasn’t enough! We’ve stayed in a lot of Airbnb properties before, but this was definitely among the top. It felt “beachy” but elegant, complete with everything you need in the kitchen and beach essentials. Lots of closet, space and places to put your stuff, if you are staying for a longer period. The location was perfect. You are never more than 5-10 minutes by car for anything that you need in Nokomis, Venice and further north. I love that you can walk to the popular, fun restaurants, as well as to the beach! This is definitely one of the best properties in the area! I almost don’t want to tell anybody about it so it doesn’t stay too booked ha ha. And if you have a bike, the bike lane is right there, and the area is bike friendly. Rodney was extremely communicative and a gracious host. We will definitely be returning!
Your guide to Gasparilla Island
All About Gasparilla Island
Aquamarine waters, endless stretches of white-sand beaches, and palm-lined walking paths adorn this barrier island in the waters of southwest Florida’s Gulf Coast. Gasparilla Island functioned as a fishing village for much of its history, and today is also a popular wintering destination among a certain celebrity set. Along Gasparilla Island’s waterfront, golf carts zip up and down the coast, and you’ll find bohemian cafes, fresh seafood restaurants, and a shopping complex inside a converted 20th-century train station.
A gateway to Gasparilla Sound and Charlotte Harbor, Gasparilla Island is renowned for its world-class tarpon fishing, easy access to surrounding nature reserves, and a continuous seven-mile stretch of pristine beach. Swimming, kayaking, and hiking through the region’s mangrove forests are some of the region’s more popular activities. Visiting the area’s historic lighthouses and enjoying sunset picnics on the beach are among the many memorable experiences you can enjoy here.
The best time to stay in a vacation rental in Gasparilla Island
Gasparilla Island’s sunny Gulf Coast climate bestows it with pleasant year-round conditions — sunlit days, clear blue skies, and breezy afternoons among the miles of palm-lined beaches. Temperatures vary between the summer and winter months somewhat, but they tend not to drop below uncomfortable levels for swimming or other ocean-bound recreation. Rainfall tends to increase towards the latter half of summer with the arrival of hurricane season, though visitors can still be found in the area during this time. The shoulder season’s warmer temperatures, lack of accompanying rainfall, and myriad events in the surrounding communities make this an excellent time to look for vacation rentals on Gasparilla Island. One of the more prominent events in the region is a large sand sculpting festival that takes place every November in Fort Myers. This 10-day competition welcomes sand sculptors from around the world.
Top things to do in Gasparilla Island
Port Boca Grande Lighthouse & Museum
Beginning operation in 1890, this lighthouse is the oldest structure on Gasparilla Island and the only beacon on Florida’s west coast open to the public. Located in the Gasparilla Island State Park, the lighthouse formerly housed a private residence on its ground level, now transformed into a museum detailing the region’s cultural history, ranging from indigenous cultures that date back more than 12,000 years to the now-famous fishing the area is known for.
Cape Haze Aquatic Preserve
This collection of protected mangrove islands and seagrass ecologies is home to more than 200 species of fish and several species of migratory birds. Bordered by the Gasparilla Sound to the west and Charlotte Harbor to the south, Cape Haze Aquatic Preserve is a popular snorkeling spot. You can also rent a kayak to explore the winding mangrove forests along the waterfront.
Little Gasparilla Island
The smaller cousin of Gasparilla Island, this rural retreat is cut off from the mainland and is only accessible to private boats or water taxis. Along the wide sandy paths, you’ll find golf carts — the only form of motorized transport allowed on the island — cruising up and down the coast amid a picturesque backdrop of pristine beaches.
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- Crescent Beach
- Lido Key Beach
- Manasota Key Beach
- Clam Pass Park
- Myakka River State Park
- Lakewood National Golf Club
- Van Wezel Performing Arts Hall
- Talis Park Golf Club
- The Club at The Strand
- Esplanade Golf & Country Club of Naples
- Bonita National Golf & Country Club
- Worthington Country Club
- Tarpon Bay Beach
- South Jetty Beach
- Boca Beach
- Moorings Beach Private Park
- Lovers Key Beach
- Seagate Beach Club
- Englewood Beach
- Del Tura Golf & Country Club
- Stonebridge Country Club
- Stump Pass Beach State Park
- Gasparilla Island State Park
- Delnor-Wiggins Pass State Park
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