Vacation rentals in Gasparilla Island, FL

Best vacation rentals and Airbnb offers in Gasparilla Island, FL

Mermaid Haven at Bocilla

Holiday Home, Gasparilla Island

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

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About Mermaid Haven at Bocilla

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

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,211.

From$171/night

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Bocilla Breeze

Holiday Home, Gasparilla Island

Bocilla Breeze is a holiday home in Gasparilla Island, 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 Bocilla Breeze

Bocilla Breeze is a holiday home in 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: pool, ourdoor pool, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,430.

From$382/night

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The Palmetto Inn

Guest House, Gasparilla Island

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

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About The Palmetto Inn

The Palmetto Inn is a guest house in 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,912.

From$245/night

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Beachfront Island Condo on Florida Gulf Coast

Apartment, Gasparilla Island

Beachfront Island Condo on Florida Gulf Coast is a apartment in Gasparilla Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Beachfront Island Condo on Florida Gulf Coast

Beachfront Island Condo on Florida Gulf Coast is a apartment in 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,274.

From$259/night

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Waterfront vacation rentals in Gasparilla Island, FL

Discover vacation rentals close to the coast, water, and beach areas around Gasparilla Island, FL.

Anchor's Landing - Close to beach and the bay!

Holiday Home, Gasparilla Island

Anchor's Landing - Close to beach and the bay! is a holiday home in Gasparilla Island, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Anchor's Landing - Close to beach and the bay!

Anchor's Landing - Close to beach and the bay! is a holiday home in 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,988.

From$284/night

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Tropical Island Getaway Beachfront Gulf Views-Pool-Ferry & Grocery Delivery incl

Condo, Gasparilla Island

Tropical Island Getaway Beachfront Gulf Views-Pool-Ferry & Grocery Delivery incl is a condo in Gasparilla Island, with pool access and easy beach access. This stay gives travelers a…

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About Tropical Island Getaway Beachfront Gulf Views-Pool-Ferry & Grocery Delivery incl

Tropical Island Getaway Beachfront Gulf Views-Pool-Ferry & Grocery Delivery incl is a condo in Gasparilla Island, with 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, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,034.

From$291/night

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S&S on Little Gasparilla Island: a beachfront Hideaway Bay condo with ferry

Condo, Gasparilla Island

S&S on Little Gasparilla Island: a beachfront Hideaway Bay condo with ferry is a condo in Gasparilla Island, with pool access, easy beach access, and kitchen access. This stay gives…

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About S&S on Little Gasparilla Island: a beachfront Hideaway Bay condo with ferry

S&S on Little Gasparilla Island: a beachfront Hideaway Bay condo with ferry is a condo in 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,151.

From$307/night

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Gulf Dunes 2 - 2 bedroom 2.5 bath, Beachfront - South End of Boca Grande

Holiday Home, Gasparilla Island

Gulf Dunes 2 - 2 bedroom 2.5 bath, Beachfront - South End of Boca Grande is a holiday home in Gasparilla Island, with easy beach access, parking, and kitchen access. This stay gives…

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About Gulf Dunes 2 - 2 bedroom 2.5 bath, Beachfront - South End of Boca Grande

Gulf Dunes 2 - 2 bedroom 2.5 bath, Beachfront - South End of Boca Grande is a holiday home in Gasparilla Island, with easy beach access, 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: kitchen, with kitchen, beachfront, beach front, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,548.

From$507/night

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Vacation rentals with a pool in Gasparilla Island, FL

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

Beautiful Beaches at LGI Hideaway • Golf Cart

Condo, Gasparilla Island

Beautiful Beaches at LGI Hideaway · Golf Cart is a condo in Gasparilla Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Beautiful Beaches at LGI Hideaway • Golf Cart

Beautiful Beaches at LGI Hideaway · Golf Cart is a condo in 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,942.

From$277/night

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Beachfront Island Condo on Florida Gulf Coast

Condo, Gasparilla Island

Beachfront Island Condo on Florida Gulf Coast is a condo in Gasparilla Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Beachfront Island Condo on Florida Gulf Coast

Beachfront Island Condo on Florida Gulf Coast is a condo in 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,945.

From$278/night

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Gulf Dunes 4 - 2 bed / 2.5 Bath / No Pool / Sleeps 4 - Gulf Front

Holiday Home, Gasparilla Island

Gulf Dunes 4 - 2 bed / 2.5 Bath / No Pool / Sleeps 4 - Gulf Front is a holiday home in Gasparilla Island, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Gulf Dunes 4 - 2 bed / 2.5 Bath / No Pool / Sleeps 4 - Gulf Front

Gulf Dunes 4 - 2 bed / 2.5 Bath / No Pool / Sleeps 4 - Gulf Front is a holiday home in 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: kitchen, with kitchen, beachfront, beach front, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,549.

From$507/night

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310 Gasparilla St - 3Brd / 2Bath - Private Pool - Pet Friendly - Sleeps 6

Holiday Home, Gasparilla Island

310 Gasparilla St - 3Brd / 2Bath - Private Pool - Pet Friendly - Sleeps 6 is a holiday home in Gasparilla Island, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About 310 Gasparilla St - 3Brd / 2Bath - Private Pool - Pet Friendly - Sleeps 6

310 Gasparilla St - 3Brd / 2Bath - Private Pool - Pet Friendly - Sleeps 6 is a holiday home in Gasparilla Island, with pet-friendly space, pool 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,585.

From$512/night

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Vacation rentals with parking in Gasparilla Island, FL

Find vacation rentals that make arriving by car easier.

BG Beach Club - 2 bedroom - 2 bath - Pool - Ground Level - No Stairs - Sleeps 6

Condo, Gasparilla Island

BG Beach Club - 2 bedroom - 2 bath - Pool - Ground Level - No Stairs - Sleeps 6 is a condo in Gasparilla Island, with pool access, easy beach access, and parking. This stay gives travelers…

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About BG Beach Club - 2 bedroom - 2 bath - Pool - Ground Level - No Stairs - Sleeps 6

BG Beach Club - 2 bedroom - 2 bath - Pool - Ground Level - No Stairs - Sleeps 6 is a condo in 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,601.

From$514/night

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Boca Grande Beach Club 4A - Close to Village of Boca Grande! Sleeps 4

Condo, Gasparilla Island

Boca Grande Beach Club 4A - Close to Village of Boca Grande! Sleeps 4 is a condo in Gasparilla Island, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Boca Grande Beach Club 4A - Close to Village of Boca Grande! Sleeps 4

Boca Grande Beach Club 4A - Close to Village of Boca Grande! Sleeps 4 is a condo in 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, pool, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,613.

From$516/night

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BG Beach Club 5D - Ground Level No Stairs - Sleeps 6 - Close to Village

Condo, Gasparilla Island

BG Beach Club 5D - Ground Level No Stairs - Sleeps 6 - Close to Village is a condo in Gasparilla Island, with pool access, easy beach access, and parking. This stay gives travelers a…

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About BG Beach Club 5D - Ground Level No Stairs - Sleeps 6 - Close to Village

BG Beach Club 5D - Ground Level No Stairs - Sleeps 6 - Close to Village is a condo in 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,673.

From$525/night

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Historic Anchor Inn #4 - Pool - Boca Grand in Town - Sleeps 6

Apartment, Gasparilla Island

Historic Anchor Inn #4 - Pool - Boca Grand in Town - Sleeps 6 is a apartment in Gasparilla Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Historic Anchor Inn #4 - Pool - Boca Grand in Town - Sleeps 6

Historic Anchor Inn #4 - Pool - Boca Grand in Town - Sleeps 6 is a apartment in Gasparilla Island, with pool access, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,880.

From$554/night

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Pet-friendly vacation rentals in Gasparilla Island, FL

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

Bird's Nest has a birds eye view! PRIVATE ISLAND

Apartment, Gasparilla Island

Bird's Nest has a birds eye view! PRIVATE ISLAND is a apartment in Gasparilla Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bird's Nest has a birds eye view! PRIVATE ISLAND

Bird's Nest has a birds eye view! PRIVATE ISLAND is a apartment in Gasparilla Island, with pet-friendly space. 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,775.

From$254/night

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Snook suite a Wonderful 1-bedroom suite in a beach lodge in charming Bokeelia

Apartment, Gasparilla Island

Snook suite a Wonderful 1-bedroom suite in a beach lodge in charming Bokeelia is a apartment in Gasparilla Island, with pet-friendly space, easy beach access, and room for a group. This…

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About Snook suite a Wonderful 1-bedroom suite in a beach lodge in charming Bokeelia

Snook suite a Wonderful 1-bedroom suite in a beach lodge in charming Bokeelia is a apartment in Gasparilla Island, with pet-friendly space, 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, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,886.

From$269/night

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Private island getaway

Holiday Home, Gasparilla Island

Private island getaway is a holiday home in Gasparilla Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Private island getaway

Private island getaway is a holiday home in Gasparilla Island, with pet-friendly space 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,064.

From$295/night

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Pool For Relaxing, Water Views In Private Community

Holiday Home, Gasparilla Island

Pool For Relaxing, Water Views In Private Community is a holiday home in Gasparilla Island, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable…

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About Pool For Relaxing, Water Views In Private Community

Pool For Relaxing, Water Views In Private Community is a holiday home in Gasparilla Island, with pet-friendly space, pool 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,112.

From$302/night

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Vacation rentals with a kitchen in Gasparilla Island, FL

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

Boca Vista - Stunning water views, kayaks

Condo, Gasparilla Island

Boca Vista - Stunning water views, kayaks is a condo in Gasparilla Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Boca Vista - Stunning water views, kayaks

Boca Vista - Stunning water views, kayaks is a condo in Gasparilla Island, with pool 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,159.

From$308/night

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HAPPY HIDEAWAY - GULF FRONT!!

Holiday Home, Gasparilla Island

HAPPY HIDEAWAY - GULF FRONT!! is a holiday home in Gasparilla Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About HAPPY HIDEAWAY - GULF FRONT!!

HAPPY HIDEAWAY - GULF FRONT!! is a holiday home in 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,180.

From$311/night

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210 Wheeler - Awesome Home - 4 beds / 4 baths - 1 block from Gulf!

Holiday Home, Gasparilla Island

210 Wheeler - Awesome Home - 4 beds / 4 baths - 1 block from Gulf! is a holiday home in Gasparilla Island, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About 210 Wheeler - Awesome Home - 4 beds / 4 baths - 1 block from Gulf!

210 Wheeler - Awesome Home - 4 beds / 4 baths - 1 block from Gulf! is a holiday home in Gasparilla Island, with easy beach access, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,732.

From$533/night

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Anchor Inn #3, a charming 2-bedroom retreat in the heart of Boca Grande - Sleeps 6

Apartment, Gasparilla Island

Anchor Inn #3, a charming 2-bedroom retreat in the heart of Boca Grande - Sleeps 6 is a apartment in Gasparilla Island, with parking, kitchen access, and room for a group. This stay gives…

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About Anchor Inn #3, a charming 2-bedroom retreat in the heart of Boca Grande - Sleeps 6

Anchor Inn #3, a charming 2-bedroom retreat in the heart of Boca Grande - Sleeps 6 is a apartment in Gasparilla Island, with parking, kitchen 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,881.

From$554/night

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