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Beachfront vacation rentals in Little Gasparilla Island

Find and book unique beachfront homes on Airbnb

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Popular amenities for Little Gasparilla Island beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
A bright living space features a comfortable gray sofa complemented by a round coffee table. Light streams through large windows, enhancing the airy atmosphere. A ceiling fan circulates air while a wall-mounted television and decorative elements add charm to the area.
Apartment in Englewood
4.85 out of 5 average rating, 39 reviews

Turtle Bay 1B Manasota Key Condo

EmilyRating, 5 stars2 weeks ago
This rental is PERFECT! So homey and so close to the beach! I can go on and on about how perfect this vacation was for us!!
Superhost
An outdoor space features a shaded area with an umbrella and lounge chair, alongside an in-ground fire pit with seating for twelve. Soft sand surrounds the space, and lush greenery provides privacy. The sky is highlighted by vibrant sunset colors, creating a tranquil atmosphere.
Home in Fort Myers
4.83 out of 5 average rating, 163 reviews

Blue Beach Bungalow

MargaritaRating, 5 stars2 weeks ago
Andy's place was perfection for our girls weekend! We couldn't have asked for a better accommodation. Pool was amazing and the private beach an incredible added bonus. Bedrooms were perfect and very comfortable. Wifi worked great and appreciated the Netflix! Everything was perfect and Andy was awesome. Very kind and responsive throughout our stay. 10/10 would stay again! Thank you, Andy!
Guest favorite
Vacation home in Englewood
4.93 out of 5 average rating, 44 reviews

Ocean view, Totally remodeled, Beach Home!

KatieRating, 5 stars3 weeks ago
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.
Top guest favorite
A scenic view of the marina features several boats docked in calm waters, surrounded by a vibrant collection of buildings and lush greenery. The backdrop includes a clear blue sky meeting the ocean, illustrating a peaceful coastal environment.
Condo in Englewood
5 out of 5 average rating, 25 reviews

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

MilagrosRating, 5 stars1 month ago
Amazing stay !! Just like pictured and very clean . Loved it here will surely return.
Superhost
A hammock is seen suspended between two palm trees, featuring a purple striped fabric and two soft pillows. This peaceful spot is surrounded by sandy terrain and lush green foliage, creating a serene outdoor relaxation area near the beach.
Condo in Nokomis
4.89 out of 5 average rating, 19 reviews

Jetties Pointe Cottage #6 - 408

EvelynRating, 5 stars2 weeks ago
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.
Top guest favorite
A spacious waterfront home is surrounded by lush greenery and palm trees. The Mediterranean-inspired architecture features a red-tiled roof and large front entrance, along with a neatly paved driveway leading to a two-car garage. Bright blue skies provide a clear backdrop.
Home in Cape Coral
4.97 out of 5 average rating, 101 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

HollyRating, 5 stars2 weeks ago
This is an absolutely beautiful house in a gorgeous location. My boys spent the entire day fishing on the dock while we relaxed in the pool. Brianna was extremely communicative and any concerns we had she addressed immediately. We would love to stay here again.
Top guest favorite
Home in Bokeelia
5 out of 5 average rating, 27 reviews

Waterfront Oasis with Boat Lift & Hot Tub

Christopher DouglasRating, 5 stars2 days ago
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.
Superhost
An outdoor pool area features a serene infinity pool, reflecting the colorful sky at sunset. The screened enclosure frames the view of the Caloosahatchee River, with a visible boat dock and lush greenery surrounding the space.
Home in Cape Coral
5 out of 5 average rating, 4 reviews

Intervillas Florida - Villa Bayshore

DavidRating, 5 stars11 months ago
We vacationed here for a week w/ all our adult kids and we all LOVED it! The house is very clean! The house is just like it shows in the pictures. The pool and hot tub were awesome! The fishing pier was great! There was so much room for everyone we didn't feel like we were on top of everyone. I would definitely recommend staying here!!

Beachfront home rentals with a pool

Superhost
An aerial view captures the beachfront property surrounded by palm trees and lush greenery. The ocean is visible in the distance, framed by clear blue skies. A sandy path leads from the building to the beach, emphasizing the proximity to the water.
Condo in Englewood
4.79 out of 5 average rating, 122 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

TanyaRating, 5 stars1 month ago
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!
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 stars1 month ago
House is lovely, exactly as depicted in photos. It’s super well appointed and Nicole was responsive and helpful.
Guest favorite
A spacious community pool is surrounded by a paved deck and overlooks palm tree greenery. The clear blue water reflects a partly cloudy sky, offering a refreshing atmosphere for relaxation. Nearby lounge chairs are arranged along the poolside.
Condo in Venice
4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

MarleneRating, 5 stars9 months ago
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!
Top guest favorite
A modern single-story home is presented with a well-maintained exterior, featuring large windows and a stylish garage door. A sprawling oak tree provides shade, while lush greenery surrounds the entrance. The driveway leads up to the front door, enhancing the welcoming atmosphere.
Home in Englewood
5 out of 5 average rating, 14 reviews

The Windsor @ Englewood Beach

EveretteRating, 5 stars2 weeks ago
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
Top guest favorite
A cozy sitting area is arranged with a woven chair and a cushioned sofa. A flat-screen TV is mounted on the wall. Natural light enters through the windows, which frame views of outdoor greenery and water. A small dining table is set nearby, enhancing the space.
Cottage in Englewood
4.98 out of 5 average rating, 58 reviews

Waterfront! Sunset Views Nightly!

NormaRating, 5 stars9 months ago
House was very cozy comfortable and relaxing , Choose from many beaches around area , would stay there again.
Top guest favorite
A cozy living area is highlighted by a comfortable gray sofa adorned with tropical-themed cushions. A large mirror adds depth to the space, while a flat-screen TV is placed on a wooden console. Soft lighting is provided by two standing lamps.
Condo in Cape Haze
5 out of 5 average rating, 19 reviews

Waterfront Condo in Cape Haze

ElaineRating, 5 stars1 month ago
We enjoyed sitting on the balcony and watching the boats and wildlife. There was a dolphin that swam around the dock. The apartment is very well supplied with everything you need to make your stay relaxing and easy. The pool was very clean although the surrounding area had been damaged with the storm in Oct 24.
Superhost
A serene sunset view is captured from a screened lanai, framed by palm trees. The colorful sky reflects over the waterway where boats are docked, creating a peaceful ambiance. Decorative sea life motifs are displayed on the walls, enhancing the coastal theme.
Apartment in Cape Haze
4.86 out of 5 average rating, 7 reviews

Condo w/ Marina and ICW views

MichaelRating, 5 stars1 month ago
Great value, lovely views of the marina, great if you have a boat.
Top guest favorite
An aerial view captures the home’s modern layout featuring a heated pool surrounded by a sun shelf, lounge chairs, and palm trees. The spacious backyard extends to a dock along the waterfront, with ample green lawn space framed by a white fence.
Home in Port Charlotte
5 out of 5 average rating, 53 reviews

NEW modern 3/2 gulf waterfront pool spa boat fish

MichelleRating, 5 stars2 weeks ago
This home was extremely clean (and I am very picky) and well appointed. The amenities they offered were over and beyond any other place we have stayed in. The pool was amazing and backing up to the water was incredible. The kids had a blast swimming and fishing! Beds were comfortable and there were plenty of towels. The hosts were welcoming - even proactively reached out to let us know we could check in early if we wanted to - and extremely responsive. The flowers, bowl of fresh fruit and prosecco as a welcome gift was a wonderful touch and a nice first impression of the property. We would definitely stay again if we go back to the area.

Private beachfront home rentals

Top guest favorite
A vibrant pool area features a serene water feature cascading from a spa into the pool. Surrounding the water, multiple blue adirondack chairs invite relaxation. Lush palm trees and expansive blue sky create a backdrop for this tranquil outdoor space.
Home in Cape Coral
5 out of 5 average rating, 40 reviews

Cape Coral Paradise, Waterfront, Patio, Pool, Spa

AnnaRating, 5 stars2 weeks ago
I would definitely recommend this place! Home was great and the pool was amazing!! We will definitely be back. Location was near restaurants and stores. Absolutely loved this place.
Top guest favorite
The image captures a serene waterfront view, showcasing a vibrant sunset with colorful streaks across the sky. Gentle ripples are observed on the water's surface, reflecting the warm hues of the evening light, creating a tranquil ambiance.
Townhouse in Englewood
5 out of 5 average rating, 13 reviews

Architect's waterfront home is a fisherman's dream

FrankRating, 5 stars2 months ago
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!
Top guest favorite
The exterior of the home is illuminated at dusk, highlighting a welcoming entrance with decorative stone pathways. Lush greenery surrounds the property, and two palm trees add a tropical element. A soft glow from the porch light enhances the inviting atmosphere.
Home in Bokeelia
4.96 out of 5 average rating, 23 reviews

Fishing and Nature Paradise

JasonRating, 5 stars1 month ago
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.
Guest favorite
A spacious living area features comfortable seating with a sofa and two chairs, complemented by a large round dining table set for four. Natural light floods in from sliding glass doors leading to an outdoor space, framed by views of the surrounding greenery.
Condo in Captiva
5 out of 5 average rating, 17 reviews

Superb Beachfront Residence at South Seas Resort

AmandaRating, 5 stars1 month ago
Palmer's place was just as described, clean, and matched the photos exactly. Quaint little condo that was steps from the beach and pool. While the town is still recovering from the storm we were walking distance to amazing restaurants and shops. We had a comfortable and easy stay.
Guest favorite
A cozy nook is observed with two upholstered chairs, one adorned with a blue cushion, facing large windows. The sunset casts warm hues, providing a scenic view of palm trees and the beach, while a small decorative stool is placed between the chairs.
Home in Englewood
4.94 out of 5 average rating, 17 reviews

Sun-Soaked Beach House

CatalinaRating, 5 stars2 weeks ago
We had an amazing time! Beautiful home that was perfect for what we wanted. Thank you so much for sharing your home with us. We highly recommend this home.
Guest favorite
A newly built waterfront home is depicted, featuring a light blue exterior with a modern design. The front yard is landscaped with palm trees and flowering plants, while a brick pathway leads to the entrance. Two garages are visible, alongside a spacious driveway.
Home in Cape Coral
4.85 out of 5 average rating, 34 reviews

Coral Breeze- 4BR w Pool & Hottub

Angela KayRating, 5 stars2 weeks ago
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.
Guest favorite
A cozy studio features a spacious bed with a plaid coverlet, complemented by a contemporary kitchen area. Two stools are positioned at a small countertop, and seating is provided by two dark armchairs. Natural light fills the room from the doorway leading outdoors.
Home in Englewood
4.97 out of 5 average rating, 30 reviews

Cottage By the Sea B

TinaRating, 5 stars1 month ago
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.
Guest favorite
A multi-level beachfront property is showcased, positioned near the Gulf of Mexico. The home is surrounded by lush greenery, with palm trees adding to the tropical ambiance. The blue and white exterior features large windows and a spacious balcony, offering views of the ocean and sandy shores.
Home in Captiva
4.86 out of 5 average rating, 14 reviews

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games

CoryRating, 5 stars1 month ago
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!

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  5. Little Gasparilla Island
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