Vacation rentals in Gasparilla, FL

35 available vacation rental offers

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Best vacation rentals and Airbnb offers in Gasparilla, FL

Steps to Englewood Beach: Home w/ Outdoor Oasis! - Gasparilla, FL
10 ★ 1 reviews

Steps to Englewood Beach: Home w/ Outdoor Oasis!

Cottage, Gasparilla

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

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

Steps to Englewood Beach: Home w/ Outdoor Oasis! is a cottage in Gasparilla, 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
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The Palmetto Inn - Gasparilla, FL
8.2 ★ 121 reviews

The Palmetto Inn

Guest House, Gasparilla

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

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About The Palmetto Inn

The Palmetto Inn is a guest house in Gasparilla, 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
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Hook, Line, and Sunsets - Gasparilla, FL
8 ★ 10 reviews

Hook, Line, and Sunsets

Holiday Home, Gasparilla

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

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About Hook, Line, and Sunsets

Hook, Line, and Sunsets is a holiday home in Gasparilla, 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
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Mermaid Haven at Bocilla - Gasparilla, FL

Mermaid Haven at Bocilla

Holiday Home, Gasparilla

Mermaid Haven at Bocilla is a holiday home in Gasparilla, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Mermaid Haven at Bocilla

Mermaid Haven at Bocilla is a holiday home in Gasparilla, 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: pool, ourdoor pool, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,207.

From$171/night
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Family-friendly vacation rentals in Gasparilla, FL

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

Luxury Waterfront Escape w/ Pool in Port Charlotte - Gasparilla, FL

Luxury Waterfront Escape w/ Pool in Port Charlotte

Cottage, Gasparilla

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

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About Luxury Waterfront Escape w/ Pool in Port Charlotte

Luxury Waterfront Escape w/ Pool in Port Charlotte is a cottage in Gasparilla, 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
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Aqc15826 - Gasparilla, FL

Aqc15826

Cottage, Gasparilla

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

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About Aqc15826

Aqc15826 is a cottage in Gasparilla, 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
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Ldc15736 - Gasparilla, FL

Ldc15736

Cottage, Gasparilla

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

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About Ldc15736

Ldc15736 is a cottage in Gasparilla, 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
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Little Gasparilla Island Escape on Private Island! - Gasparilla, FL

Little Gasparilla Island Escape on Private Island!

Cottage, Gasparilla

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

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About Little Gasparilla Island Escape on Private Island!

Little Gasparilla Island Escape on Private Island! is a cottage in Gasparilla, 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
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Pet-friendly vacation rentals in Gasparilla, FL

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

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home - Gasparilla, FL

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

Holiday Home, Gasparilla

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

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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 Gasparilla, 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
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South Gulf Cove 4 Bedroom Home with Private Pool and Work from home setup 4 Home - Gasparilla, FL

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

Holiday Home, Gasparilla

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

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

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

Holiday Home, Gasparilla

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 Gasparilla, with pool access, easy beach access, and room…

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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 Gasparilla, 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
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Vacation rentals with a pool in Gasparilla, FL

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

Bokeelia Island Oasis: Waterfront, Private Dock! - Gasparilla, FL

Bokeelia Island Oasis: Waterfront, Private Dock!

Holiday Home, Gasparilla

Bokeelia Island Oasis: Waterfront, Private Dock! is a holiday home in Gasparilla, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Bokeelia Island Oasis: Waterfront, Private Dock!

Bokeelia Island Oasis: Waterfront, Private Dock! is a holiday home in Gasparilla, 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: pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,842.

From$295/night
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15528 Melport - Gasparilla, FL

15528 Melport

Holiday Home, Gasparilla

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

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About 15528 Melport

15528 Melport is a holiday home in Gasparilla, 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
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15736 Lakeland - Gasparilla, FL

15736 Lakeland

Holiday Home, Gasparilla

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

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About 15736 Lakeland

15736 Lakeland is a holiday home in Gasparilla, 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
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8330 Tracy - Gasparilla, FL

8330 Tracy

Holiday Home, Gasparilla

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

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About 8330 Tracy

8330 Tracy is a holiday home in Gasparilla, 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
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Vacation rentals with parking in Gasparilla, FL

Find vacation rentals that make arriving by car easier.

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home - Gasparilla, FL

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

Holiday Home, Gasparilla

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

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 Gasparilla, 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
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South Gulf Cove 3 Bedroom Canal Pool Home 3 Home - Gasparilla, FL

South Gulf Cove 3 Bedroom Canal Pool Home 3 Home

Holiday Home, Gasparilla

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

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 Gasparilla, 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
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Mpc15528 - Gasparilla, FL

Mpc15528

Cottage, Gasparilla

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

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About Mpc15528

Mpc15528 is a cottage in Gasparilla, 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
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Fma14400 - Gasparilla, FL

Fma14400

Cottage, Gasparilla

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

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About Fma14400

Fma14400 is a cottage in Gasparilla, 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
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Vacation rentals with a kitchen in Gasparilla, FL

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

Bokeelia Island Oasis: Waterfront, Private Dock! - Gasparilla, FL

Bokeelia Island Oasis: Waterfront, Private Dock!

Cottage, Gasparilla

Bokeelia Island Oasis: Waterfront, Private Dock! is a cottage in Gasparilla, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Bokeelia Island Oasis: Waterfront, Private Dock!

Bokeelia Island Oasis: Waterfront, Private Dock! is a cottage in Gasparilla, 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 $2,948.

From$334/night
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Tyc8330 - Gasparilla, FL

Tyc8330

Cottage, Gasparilla

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

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About Tyc8330

Tyc8330 is a cottage in Gasparilla, 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
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Myc14422 - Gasparilla, FL

Myc14422

Cottage, Gasparilla

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

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About Myc14422

Myc14422 is a cottage in Gasparilla, 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
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Aa15432 South Gulf Cove 4 - Gasparilla, FL

Aa15432 South Gulf Cove 4

Cottage, Gasparilla

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

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About Aa15432 South Gulf Cove 4

Aa15432 South Gulf Cove 4 is a cottage in Gasparilla, 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
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