Photo by Tom Hunt

Little Gasparilla Island Vacation Rentals

Vacation Rentals in Little Gasparilla Island

Beach | On the beach
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (84)
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
On the beach, sun loungers, beach towels
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
10.0 out of 10, Exceptional, (28)
"Our stay was fantastic from the first day to the last. John's home is welcoming and had everything we needed for our two week stay. The short walk to the beach was wonderful and you could hear the waves crashing the shoreline from the deck of the house. We will definitely be back!!"
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (550)
"Full kitchen, nice living room, dining area, 2 nice sized bedrooms with comfortable beds. Nice beds. View of the Peace river and dock from balcony."
The price is $169
$189 total
includes taxes & fees
May 28 - May 29
The Suites at Fishermen’s Village- 2 Bedroom Suites
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Exterior
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, (113)
"all rooms were decorated with different themes clean "
The price is $132
$150 total
includes taxes & fees
Jun 2 - Jun 3
Kon Tiki Inn
Dock
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (229)
"We had a very nice stay at the tiny house! (Keep in mind, it is tiny) But very comfortable!! An unique experience and the property was outstanding compared to all the other units in the vicinity. It had a nice spacious canal front deck, and kayaks with a launching deck. Complete mini kitchen and great coffee preps. The beds were very comfortable and unit was very clean and updated. Decorated nicely! Loved the loft! Great alternative to a hotel room. We would definitely stay at Matlacha Tiny...
The price is $138
$229 total
includes taxes & fees
May 28 - May 29
Matlacha Tiny Village
Pool
Beautiful and comfortable home with a pool - 8 minutes to Gulf beaches!!!
10.0 out of 10, Exceptional, (1)
"We were so please with this home! The pool and pool area was amazing, with great privacy and tropical foliage all around. Communication with the homeowner was very easy. The home had everything we needed for our month long stay. The beds were comfortable, as was the living area. The location was perfect, central to the beaches and activities of Venice & Englewood. We would deffinetley stay there again if visiting Venice!"
Beautiful and comfortable home with a pool - 8 minutes to Gulf beaches!!!
Beach nearby, sun loungers, beach towels
Steps From Beach. Private entrance.
9.8 out of 10, Exceptional, (73)
"We had a great time, place was nice, so close to the beach, provided everything we needed for spending a weekend at the beach. We will definitely be back! Thanks so much for letting us stay at your place!"
Steps From Beach. Private entrance.
Property grounds
Quiet Lemon Bay with Pool, Beach and Pier
9.8 out of 10, Exceptional, (23)
"We just bought a new home near Lemon Bay. It wasn’t ready so we had to look for reasonable accommodations for a week. We had some time to relax here because that’s what you do in Englewood. Very responsive host, clean, neat cottage among 9 others. The Sunsets were out of this world, the beach was 1 mile away. The people friendly and the pool refreshing. It’s not a 5 star resort BUT Better! No noisy crowds, fish off the long dock, read in the hammock! No one to bother you so make your own Pina...
Quiet Lemon Bay with Pool, Beach and Pier
Pool
2-Bedroom Pool Home Convenient To Beaches
9.8 out of 10, Exceptional, (111)
"Extremely clean!!! The pool area is private with a wooded area directly behind the house. Highly recommend!!!"
2-Bedroom Pool Home Convenient To Beaches
Beach
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
10.0 out of 10, Exceptional, (31)
"This rental was very dreamy. It was clean, affordable, easy to talk to the landlord, and had many ammenities. They had some beach equiptment for when we went to the beach as well as beach towels. The neighborhood was great and we felt like we could come and go as needed. We would absolutely stay here again. Thank you!"
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
Terrace/patio
Charming studio, fully renovated in 2024. Minutes from the beach & pet friendly.
10.0 out of 10, Exceptional, (5)
"I was in town for work and this studio was in the absolute best location for me. 20 minutes from work and family and only few minutes to downtown Venice. The studio was in a perfect location. It's in a very quaint little neighborhood. It was very clean and the property taken care of. Laurie reached out a few times to make sure my stay was going well. She was very attentive to her guest. I will 100% be booking here agian for my trips."
The price is $79
$132 total
includes taxes & fees
Jun 14 - Jun 15
Charming studio, fully renovated in 2024. Minutes from the beach & pet friendly.
Exterior
Palm Island beach home with private pool. Island PARADISE awaits!!!
10.0 out of 10, Exceptional, (111)
"What a wonderful weekend we had at this cute home! We loved hanging in the pool area there after a long day on the beach. Warren was quick to respond to messages. Only wish we could have stayed a little longer!!"
Palm Island beach home with private pool. Island PARADISE awaits!!!
Outdoor dining
NEW! Waterfront Pool Home Canal Front in Quiet Area
9.2 out of 10, Wonderful, (10)
"Nice clean place that’d be great for a family. Pool was fantastic. Plenty of food options in a 10 minute or so radius. Would stay again."
The price is $75
$440 total
includes taxes & fees
Jun 15 - Jun 16
NEW! Waterfront Pool Home Canal Front in Quiet Area
Fridge, microwave, oven, stovetop
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
9.8 out of 10, Exceptional, (20)
"New to VRBO. Loved this house, decor, pool, and hosts. Comfortable King bed, great pressure and hot water in the showers, pool and lanai made the difference. The first day was chilly but the heated pool allowed us to not miss a pool day. Highly recommend this house and hosts."
Newly built. Heated pool. Ideal for poolside relaxing and romantic gateways
Property grounds
Perfect getaway! Newly remodeled waterfront suite.
8.6 out of 10, Excellent, (22)
"This place was absolutely perfect for my mother and I. The location was easily accessed. The hosts are so kind and as a bonus, they have a sweet little cat who loves to welcome their guests. I'd 100% recommend and would stay again."
Perfect getaway! Newly remodeled waterfront suite.
Property grounds
New Listing! Englewood Retreat!
10.0 out of 10, Exceptional, (3)
"Plenty of room. Comfortable. Well appointed. Away from the hustle and bustle, but still close enough to find plenty to do. The exercise pool/hot tub was a plus for sure. We would definitely stay here again."
The price is $125
$537 total
includes taxes & fees
Jun 10 - Jun 11
New Listing! Englewood Retreat!
On the beach, sun loungers, beach towels
60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN
9.8 out of 10, Exceptional, (103)
"Perfect place for what my husband and I needed. Pool table was fun, shed full of beach toys. We didn't need to use our vehicle our entire stay - rode bikes when we went to dinner. Nice screened in porch for morning coffee. Excellent location, nice neighbors. Big screen TVs all worked easily! Host was super nice and helpful. Would highly recommend!"
60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN
On the beach, sun loungers, beach towels
Spectacular Gulf Front View 1/1 Visitor Unit
10.0 out of 10, Exceptional, (95)
"We had a wonderful time! The views are spectacular! And the unit was so much better than pictured! Very clean and comfortable. We brought our dog and he loved it too! Highly recommend it!!"
The price is $215
$398 total
includes taxes & fees
May 30 - May 31
Spectacular Gulf Front View 1/1 Visitor Unit
Property grounds
North Port Escape w/ Pool ~ 12 Mi to Beach!
10.0 out of 10, Exceptional, (3)
"The property manager was excellent"
North Port Escape w/ Pool ~ 12 Mi to Beach!
Fridge, microwave, oven, stovetop
Renovated Quiet Venice Pool + Hot Tub Oasis-1/1!
9.6 out of 10, Exceptional, (10)
"If you’re looking for a budget friendly beach vacation, this is a great spot!"
The price is $69
$247 total
includes taxes & fees
Jun 1 - Jun 2
Renovated Quiet Venice Pool + Hot Tub Oasis-1/1!
Don't see what you're looking for?
See all available properties in Little Gasparilla Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Little Gasparilla Island Vacation Rental Travel Info

Vacation rentals
31
Popular accommodation
Little Gasparilla Island private vacation homes
International airport
Fort Myers, FL (RSW-Southwest Florida Intl.)

Other types of properties in Little Gasparilla Island you may be interested in

Beach | On the beach
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (84)
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
On the beach, sun loungers, beach towels
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
10.0 out of 10, Exceptional, (28)
"Our stay was fantastic from the first day to the last. John's home is welcoming and had everything we needed for our two week stay. The short walk to the beach was wonderful and you could hear the waves crashing the shoreline from the deck of the house. We will definitely be back!!"
3/2 home on Little Gasparilla Island - Gulf of Mexico. Private beach and dock!
2 outdoor pools, open 8:00 AM to 8:30 PM, cabanas (surcharge)
Sunseeker Resort Charlotte Harbor
4.0 star property
9.4 out of 10, Exceptional, (230)
"Friendliness, clean, new"
The price is $186
$242 total
includes taxes & fees
May 28 - May 29
Sunseeker Resort Charlotte Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Little Gasparilla Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Little Gasparilla Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Little Gasparilla Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Little Gasparilla Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Gasparilla Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Little Gasparilla Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Little Gasparilla Island rentals

At Expedia, we put the best Little Gasparilla Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Little Gasparilla Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Little Gasparilla Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Little Gasparilla Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Little Gasparilla Island properties
Expedia verified reviews

Manasota Key Resort

Manasota Key Resort

5/5 Excellent
"Best vacation ever! So much to do and all very convenient!!! The property is beautiful. We saw dolphins and a manatee!! We will be back!"
A verified traveler stayed at Manasota Key Resort
Posted 1 day ago
Manasota Key Resort