Beachfront vacation rentals in Little Gasparilla Island

Find and book unique beachfront homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Little Gasparilla Island beachfront rentals

Pet-friendly beachfront home rentals

Top guest favorite
A cozy bedroom features a spacious bed dressed in soft linens, complemented by light blue accent pillows. Natural light enters through plantation shutters, illuminating the room. A small wooden desk with a chair is positioned nearby, enhancing the functional space within the room.
Apartment in Venice
4.98 out of 5 average rating, 63 reviews

Venice Island Pool Casita with 2Bedrooms/2 Baths

MarkRating, 5 stars3 weeks ago
Our 2nd stay and had a wonderful time! Thanks so much!
Top guest favorite
An aerial view captures a serene neighborhood with well-maintained homes, greenery, and wide streets. Canals can be seen winding through the area, leading towards the backdrop of the Caloosahatchee River. The landscape is dotted with palm trees, contributing to the peaceful atmosphere.
Home in North Fort Myers
4.94 out of 5 average rating, 36 reviews

Waterway Paradise - River House

BrandeRating, 5 stars1 month ago
The house had remodels and is the cleanest Airbnb/hotel I have every stayed at. The beds were comfy. I thought the snacks and drinks were helpful to have around. It was relaxing to look out at the water from the front room. Everything you'd need is organized and provided. We would 100% stay there again.
Guest favorite
A spacious living area is highlighted by large windows offering scenic views of the lake. Comfortable seating arrangements include a sectional sofa and two armchairs, while a dining table with chairs is positioned beside a decorative rug. Natural light enhances the open layout.
Condo in North Fort Myers
4.83 out of 5 average rating, 120 reviews

Ground Floor Lake-Front Condo on 5 ac private lake

AdelineRating, 5 stars1 week ago
Beautiful home and Cynthia was very friendly and responsive! It was the perfect location for our dog show and it and she was very accommodating of our dogs and even had a crib for my five month old daughter. ❤️
Top guest favorite
A light-filled bedroom features a spacious bed with crisp white linens. Two rattan chairs are positioned beside a small table. Large glass doors provide access to a balcony, while a mounted television and tropical-themed artwork add subtle charm.
Home in Englewood
5 out of 5 average rating, 11 reviews

Mariner's Landing

CandaceRating, 5 stars7 months ago
The place was very clean . The fresh flowers were beautiful oh and the crumb cake was delish . Heather was the best we will definitely be staying again . Until next time . Thank you
Top guest favorite
Home in Placida
4.93 out of 5 average rating, 117 reviews

My Little House with direct, quick access!

EmilyRating, 5 stars3 weeks ago
We have been coming to the Placida/Englewood area for the past 6 years and absolutely love it! Leslie’s place was perfect as it’s on the water and allowed us to dock our boat. We are on our boat everyday fishing, exploring the local beaches, and island hopping. Leslie’s place offered such amazing convenience for all of that and we couldn’t have been happier. There were a couple small hiccups in the beginning , but Leslie was such an attentive and responsive host and immediately took care of it for us. She was a gracious host and we will definitely remember our great stay at her house on the canal. Definitely a peaceful and relaxing vacation after such a long, cold Michigan winter. It was a much-needed getaway. Thank you, Leslie! We wish you all the best!
Top guest favorite
A two-story duplex is framed by lush palm trees and landscaping. The property features a welcoming front porch with white railings and ample outdoor seating. A gravel driveway leads to two designated parking spaces in front, enhancing accessibility to the entrance.
Home in Englewood
4.87 out of 5 average rating, 62 reviews

Turtle Nest Retreat - Manasota Key (upper unit)

BenjaminRating, 5 stars3 days ago
Dana was an amazing host. The space was beautiful and magical. We can’t wait to return again. Thank you for everything.
Guest favorite
Home in Nokomis
4.97 out of 5 average rating, 38 reviews

Summer sunset. 3 minutes away from beach!

KathleenRating, 5 stars1 week ago
I loved this house. The patio space is very relaxing. The house has a great vibe, and everything is very clean and well-designed with everything you need. You can really see the love they have for the house. Thank you so much.
Superhost
A wooden dock extends over calm waters, featuring a covered gazebo at the end. The structure is supported by sturdy posts, with a railing along the sides. The expansive water view is complemented by a clear blue sky, inviting relaxation and outdoor enjoyment.
Condo in Englewood
4.9 out of 5 average rating, 39 reviews

Two Bedroom, One Bath Condo, sleeps 8

RyanRating, 5 stars3 months ago
great place and wonderful customer service. highly recommend for sure!

Beachfront home rentals with a pool

Superhost
The exterior of the house features a light blue façade complemented by lush green landscaping. A manicured lawn surrounds the entrance, where palm trees frame the pathway leading to the front door. The driveway is paved with stones, providing a spacious area for parking.
Home in Punta Gorda
5 out of 5 average rating, 3 reviews

Beautiful Canal Access!

EricRating, 5 stars1 month ago
Ronnie’s house was awesome! We brought our boat over and it was just a quick ride to open water. The kids loved the pool when we went in the boat. House was spotless and very nice! Ronnie was very quick to answer and checked on us every day during the stay. Don’t hesitate on booking. You will be happy you did!
Superhost
A single-story home is set in a well-kept yard featuring lush green grass and colorful shrubbery. The garage door and front entrance are visible, with a covered entryway adding to the exterior design. The sky above is partly cloudy, enhancing the outdoor lighting.
Home in North Fort Myers
5 out of 5 average rating, 3 reviews

MI Particular Harbour

JoelRating, 5 stars3 months ago
It was like staying at a friend/family’s home. Located on a cul de sac, the place was very peaceful and quiet. Little tricky to unlock the door but you’ll get the hang of it. Upon entry the place looked Pristine with a fairly open concept. Two of the very noticeable and appreciated additives were the plentiful linen and towels as well as all the extra additives in the kitchen (pots , pans , seasoning etc). There were also cute little lotions, soaps etc in the bathroom. Laundry detergent etc were also present. The water pressure in the bathrooms were very good, beds in all the rooms were comfy and adequate televisions. The outside portion of the home was also very clean and the pool (with paid heating), was my kids favorite part of the house. My father in law loved sitting on the dock and casting out into the lagoon. The host was very attentive and responsive. Without a doubt on of the best homes I’ve rented. Would love to return in the future.
Top guest favorite
A private pool is surrounded by a stone patio, featuring turquoise lounge chairs. The fenced yard meets the canal's edge, offering a view of the calm water and landscaping. The sun shines brightly overhead, illuminating the peaceful outdoor space.
Home in Englewood
5 out of 5 average rating, 40 reviews

Cape Haze Cottage

AnnieRating, 5 stars6 days ago
House is lovely, exactly as depicted in photos. It’s super well appointed and Nicole was responsive and helpful.
Superhost
A bright blue pool is framed by a shaded area featuring several lounge chairs. The surrounding deck is highlighted by a sleek pool railing and a backdrop of a white wall. Sunlight reflects on the water, creating a tranquil setting.
Home in Englewood
4.8 out of 5 average rating, 15 reviews

Close to beach w/pool and dock-ready-set-relax

TiffanyRating, 5 stars3 weeks ago
Victoria’s place at sunset cove was perfect for our family of 4. Loved the location, was able to walk to several local restaurants. As well as a short walk to Cedar Point Environmental Park and not a far drive at all to the beach. Loved the swimming pool area and relaxing by the gas fire pit at night. The pool is pretty cold but you can have her turn the heat on for an additional $150. Our kids didn’t seem to mind the cold pool so we didn’t bother to have the heat turned on. Would definitely return to this location.
Top guest favorite
Home in Englewood
5 out of 5 average rating, 12 reviews

The Windsor @ Englewood Beach

AlisonRating, 5 stars4 days ago
This pristine home was right out of Architectural Digest. David absolutely went out of his way to make our stay the very best experience we have ever had. My only dilemma was never wanting to leave! If you are considering a stay in Englewood, you must not hesitate to immediately book this home without hesitation. Airbnb makes it easy & David is always accessible & so personable that by the end of your experience, you'll want to be buddies! David leaves more than ample cleaning supplies, household necessities, condiments, & extras you might forget - like I did - batteries! I just used them & replaced at my convenience. My only critique, if you could call it that, is the beautiful dishes & glassware. I had to run for paper plates & cups knowing the klutz in me would drop them on the beautiful floor & lovely white comforters just waiting for me to stain! The pool & hot were perfectly warm & hot! Love the Windsor! Will seek out more of his accommodations if he approves of me too!! Thanks!
Guest favorite
A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.
Condo in Port Charlotte
5 out of 5 average rating, 14 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

KristineRating, 5 stars1 month ago
We got to meet the friendly Host and her husband as they were walking out the door we were walking in they gave us several tips on the area.we walked into a cutely decorated spacious condo very well stocked and clean. The Host left us a welcome card and basket of goodies . we felt very at home right away. we also enjoyed the 2 bikes that came with the condo nice extra and nice pool and beach area. Also very centrally located to many things to do and restaurants. We definitely want to come back in the future. Thanks Di for answering all our questions and for sharing your condo and for ordering the perfect weather we had while we were here The Webers from Wisconsin
Top guest favorite
A screened-in outdoor pool area features a large rectangular pool with crystal-clear water. Sun loungers are arranged beside the pool, and a covered seating area is visible in the background. The roof structure offers protection from the elements while allowing natural light to filter through.
Home in Port Charlotte
4.97 out of 5 average rating, 39 reviews

3/2 Florida heated pool beach boat fish waterfront

ChristiRating, 5 stars1 month ago
We had a wonderful stay here. Everything was clean and the owners/manager were very welcoming. They went out of their way to be sure we had everything we needed. :)
Guest favorite
Home in Bokeelia
5 out of 5 average rating, 17 reviews

Boater’s Paradise in Bokeelia!

RobinRating, 5 stars2 months ago
Wendy's home was great as described in her listing. Communication with her was easy and helpful. We will return to Bokeelia although likely not until they complete the bridge so that it is two way traffic.

Private beachfront home rentals

Home in Englewood
4.68 out of 5 average rating, 76 reviews

Beachfront Home on Gulf of Mexico w/ Indoor Pool

BrandonRating, 5 stars4 weeks ago
Lora at Evolve was tremendous to work with. The property itself was as advertised. The beach access was terrific, as was the beach itself, and I think we used every one of the amenities. We also didn't have to go straight to the store for paper goods and other supplies - everything seemed to be as we needed it. Lots of ink spilled on the decor, but we found it to be a great conversation starter with some unique items inspiring creativity amongst our kids. Overall a fantastic experience, and we'd hope to make it back!
Home in Englewood
4.88 out of 5 average rating, 8 reviews

Private Beach & Incredible Sunsets-Exquisite Home

ANGELINARating, 5 stars1 month ago
We loved this private beach getaway. The sunsets, shark teeth, ocean breeze, lots of room in the house ….everything was perfect. Host was responsive!
Superhost
A spacious dining area is set with a colorful tablecloth and comfortably accommodates multiple guests. The large windows offer unobstructed views of the ocean, allowing natural light to fill the room and creating a bright, inviting space.
Home in Placida
4.95 out of 5 average rating, 40 reviews

CocoHut

SteveRating, 5 stars19 months ago
It is difficult to write a review of the stay at Coco-hut, given the very, very unique nature of this property. We were there to celebrate our 25th Anniversary and it was a perfect place to be in nature and away from others for the four days we were there. The house was very nice and comfortable and the beach & hot tub were perfect. The sunsets were (as advertised) amazing. In short, we had no complaints about the house or the area. The only complaint my wife and I had was that the owner, Ray, after booking sent over an email with 5 PDF attachments. 3 were helpful details on the visit and welcomes. One was a rather threatening 17-page PDF on all the things that you can be "charged" for if you do not do correctly. The last was a 5-page legal rental agreement that he required signature in advance on. During visit, we had some minor issues and Ray was very condescending to us. The Lemonheads had a great song that we kept thinking of during our stay, "It's a shame about Ray." ;-(
Guest favorite
An aerial view captures a wooden pier extending towards a small structure, surrounded by clear turquoise waters. Shadows from the structure and pier create patterns on the sandy ocean floor, with a few small boats visible in the water.
Home in North Port
4.94 out of 5 average rating, 16 reviews

Serene Oasis! Beaches Spring/CoolTodayPark/4BR 3BA

CarlosRating, 5 stars6 months ago
Susy is a great host. We had a good time.
Guesthouse in Englewood
4.91 out of 5 average rating, 262 reviews

Gulf front romantic cottage in paradise

MatthewRating, 5 stars2 weeks ago
Rick and Marites's place was just what we needed coming on the heels of the cold miserable winter in Michigan: a peaceful, beautiful retreat by the sea. It is wonderful to walk out the door and in a few steps be right on the beach. It’s a stunning and special place, and we came away feeling rested and grateful for the experience. This a jewel and not to be missed. It is impressive how much Rick and Marites have done in making the place comfortable and the surrounding landscaping feel like you're in a botanical garden. Highly recommended!
A coastal home is set among tropical vegetation, featuring a light blue exterior and elevated on stilts. Steps lead to the spacious front porch, which is screened for outdoor comfort. The surrounding area is dotted with palm trees and lush greenery, offering a serene atmosphere.
Home in Placida
5 out of 5 average rating, 4 reviews

Private Island Beach Getaway

AnnaRating, 5 stars2 weeks ago
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.
Top guest favorite
An aerial view of a vintage beach cottage surrounded by palm trees and white gravel. Nearby, a stretch of sandy beach meets the turquoise water. The vibrant blue sky is dotted with fluffy clouds, enhancing the coastal setting.
Cottage in Englewood
5 out of 5 average rating, 22 reviews

Manasota Beach Cottage

ArzettaRating, 5 stars8 months ago
This cottage was perfect for the 3 of us! Right by a low crowd beautiful beach and within walking distance of several restaurant. Also loved that they had beach chairs, umbrellas, flippers and googles available to use. Pretty much everything you need on a beach. Also provided coffee pods which was a nice touch - we were able to have coffee every morning! Loved this place and would definitely visit again.
Guest favorite
The image displays a charming coastal home surrounded by greenery and palm trees. The property is located near a body of water, offering views of blue skies and clouds. A circular driveway with parked vehicles can be seen, creating a welcoming entrance.
Condo in Englewood
5 out of 5 average rating, 8 reviews

Island Condo Sun & Fun, Deeded Beach (Suite 3)

Jill & JayRating, 5 stars1 week ago
Excellent stay! This place is exactly as described. Comfortable and well appointed, had everything we needed and more. The beach is right across the street and it’s just a short walk to a few great restaurants. We thoroughly enjoyed a peaceful and restful stay and we look forward to returning.

Destinations to explore