Vacation rentals in Little Gasparilla Island, FL

Best vacation rentals and Airbnb offers in Little Gasparilla Island, FL

10 ★ 1 reviews

Steps to Englewood Beach: Home w/ Outdoor Oasis!

Cottage, Little Gasparilla Island

Steps to Englewood Beach: Home w/ Outdoor Oasis! is a cottage in Little Gasparilla Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Steps to Englewood Beach: Home w/ Outdoor Oasis!

Steps to Englewood Beach: Home w/ Outdoor Oasis! is a cottage in Little Gasparilla Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,218.

From$248/night

Show›

9.4 ★ 20 reviews

Chadwick Cove Resort & Marina

Condo, Little Gasparilla Island

Chadwick Cove Resort & Marina is a condo in Little Gasparilla Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina is a condo in Little Gasparilla Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,265.

From$104/night

Show›

8.2 ★ 121 reviews

The Palmetto Inn

Guest House, Little Gasparilla Island

The Palmetto Inn is a guest house in Little Gasparilla Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About The Palmetto Inn

The Palmetto Inn is a guest house in Little Gasparilla Island, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, free parking, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,555.

From$199/night

Show›

8 ★ 10 reviews

Hook, Line, and Sunsets

Holiday Home, Little Gasparilla Island

Hook, Line, and Sunsets is a holiday home in Little Gasparilla Island, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Hook, Line, and Sunsets

Hook, Line, and Sunsets is a holiday home in Little Gasparilla Island, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets friendly, and ourdoor pool.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,308.

From$169/night

Show›

Family-friendly vacation rentals in Little Gasparilla Island, FL

Plan a trip with stays that give families more room to spread out.

Luxury Waterfront Escape w/ Pool in Port Charlotte

Cottage, Little Gasparilla Island

Luxury Waterfront Escape w/ Pool in Port Charlotte is a cottage in Little Gasparilla Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

Read more

About Luxury Waterfront Escape w/ Pool in Port Charlotte

Luxury Waterfront Escape w/ Pool in Port Charlotte is a cottage in Little Gasparilla Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,982.

From$334/night

Show›

Aqc15826

Cottage, Little Gasparilla Island

Aqc15826 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Aqc15826

Aqc15826 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,554.

From$396/night

Show›

Ldc15736

Cottage, Little Gasparilla Island

Ldc15736 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Ldc15736

Ldc15736 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,589.

From$396/night

Show›

Little Gasparilla Island Escape on Private Island!

Cottage, Little Gasparilla Island

Little Gasparilla Island Escape on Private Island! is a cottage in Little Gasparilla Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Little Gasparilla Island Escape on Private Island!

Little Gasparilla Island Escape on Private Island! is a cottage in Little Gasparilla Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,298.

From$487/night

Show›

Pet-friendly vacation rentals in Little Gasparilla Island, FL

Bring your pet along with stays that welcome four-legged travelers.

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

Holiday Home, Little Gasparilla Island

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home is a holiday home in Little Gasparilla Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

Read more

About South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home is a holiday home in Little Gasparilla Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,266.

From$323/night

Show›

South Gulf Cove 4 Bedroom Home with Private Pool and Work from home setup 4 Home

Holiday Home, Little Gasparilla Island

South Gulf Cove 4 Bedroom Home with Private Pool and Work from home setup 4 Home is a holiday home in Little Gasparilla Island, with pet-friendly space, pool access, and easy beach access.…

Read more

About South Gulf Cove 4 Bedroom Home with Private Pool and Work from home setup 4 Home

South Gulf Cove 4 Bedroom Home with Private Pool and Work from home setup 4 Home is a holiday home in Little Gasparilla Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,541.

From$349/night

Show›

South Gulf Cove Private Vacation Home With Pool And Hot Tub - Only 15 Minutes To Swfl Beaches! 4 Bedroom Home

Holiday Home, Little Gasparilla Island

South Gulf Cove Private Vacation Home With Pool And Hot Tub - Only 15 Minutes To Swfl Beaches! 4 Bedroom Home is a holiday home in Little Gasparilla Island, with pool access, easy beach…

Read more

About South Gulf Cove Private Vacation Home With Pool And Hot Tub - Only 15 Minutes To Swfl Beaches! 4 Bedroom Home

South Gulf Cove Private Vacation Home With Pool And Hot Tub - Only 15 Minutes To Swfl Beaches! 4 Bedroom Home is a holiday home in Little Gasparilla Island, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,003.

From$505/night

Show›

Vacation rentals with a pool in Little Gasparilla Island, FL

Add a pool to the search when you want an easy place to cool off between outings.

15528 Melport

Holiday Home, Little Gasparilla Island

15528 Melport is a holiday home in Little Gasparilla Island, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About 15528 Melport

15528 Melport is a holiday home in Little Gasparilla Island, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,584.

From$251/night

Show›

15736 Lakeland

Holiday Home, Little Gasparilla Island

15736 Lakeland is a holiday home in Little Gasparilla Island, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About 15736 Lakeland

15736 Lakeland is a holiday home in Little Gasparilla Island, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,602.

From$251/night

Show›

8330 Tracy

Holiday Home, Little Gasparilla Island

8330 Tracy is a holiday home in Little Gasparilla Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About 8330 Tracy

8330 Tracy is a holiday home in Little Gasparilla Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,544.

From$251/night

Show›

South Gulf Cove 2 Bedroom Canal Pool Home 2 Home

Holiday Home, Little Gasparilla Island

South Gulf Cove 2 Bedroom Canal Pool Home 2 Home is a holiday home in Little Gasparilla Island, with pool access, easy beach access, and room for a group. This stay gives travelers a…

Read more

About South Gulf Cove 2 Bedroom Canal Pool Home 2 Home

South Gulf Cove 2 Bedroom Canal Pool Home 2 Home is a holiday home in Little Gasparilla Island, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, washer, and dryer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,266.

From$323/night

Show›

Vacation rentals with parking in Little Gasparilla Island, FL

Find vacation rentals that make arriving by car easier.

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

Holiday Home, Little Gasparilla Island

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home is a holiday home in Little Gasparilla Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

Read more

About South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home is a holiday home in Little Gasparilla Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, onsite parking, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,347.

From$323/night

Show›

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

Holiday Home, Little Gasparilla Island

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home is a holiday home in Little Gasparilla Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

Read more

About South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home is a holiday home in Little Gasparilla Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, onsite parking, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,927.

From$393/night

Show›

Mpc15528

Cottage, Little Gasparilla Island

Mpc15528 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Mpc15528

Mpc15528 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,658.

From$396/night

Show›

Fma14400

Cottage, Little Gasparilla Island

Fma14400 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Fma14400

Fma14400 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,885.

From$432/night

Show›

Vacation rentals with a kitchen in Little Gasparilla Island, FL

Compare stays with kitchen access for longer trips and easier meals.

Tyc8330

Cottage, Little Gasparilla Island

Tyc8330 is a cottage in Little Gasparilla Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Tyc8330

Tyc8330 is a cottage in Little Gasparilla Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,603.

From$396/night

Show›

Myc14422

Cottage, Little Gasparilla Island

Myc14422 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Myc14422

Myc14422 is a cottage in Little Gasparilla Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,340.

From$490/night

Show›

Aa15432 South Gulf Cove 4

Cottage, Little Gasparilla Island

Aa15432 South Gulf Cove 4 is a cottage in Little Gasparilla Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Aa15432 South Gulf Cove 4

Aa15432 South Gulf Cove 4 is a cottage in Little Gasparilla Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,587.

From$642/night

Show›