Vacation rentals in Siesta Beach, FL

Best vacation rentals and Airbnb offers in Siesta Beach, FL

8.6 ★ 27 reviews

Living the Dream by Beachside Managment

Apartment, Siesta Beach

Living the Dream by Beachside Managment is a apartment in Siesta Beach, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Living the Dream by Beachside Managment

Living the Dream by Beachside Managment is a apartment in Siesta Beach, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,923.

From$276/night

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6 ★ 1 reviews

Hawk's Sea Nest 2 Bedroom Condo by RedAwning

Condo, Siesta Beach

Hawk's Sea Nest 2 Bedroom Condo by RedAwning is a condo in Siesta Beach, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hawk's Sea Nest 2 Bedroom Condo by RedAwning

Hawk's Sea Nest 2 Bedroom Condo by RedAwning is a condo in Siesta Beach, with pool 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, pool, tv, smart tv, and heating.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,121.

From$239/night

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Siesta Key Beach Resort and Suites

Villa, Siesta Beach

Siesta Key Beach Resort and Suites is a villa in Siesta Beach, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites is a villa in Siesta Beach, 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: pool, hot tub, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,381.

From$252/night

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BeachPoint Cottages

Apartment, Siesta Beach

BeachPoint Cottages is a apartment in Siesta Beach, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About BeachPoint Cottages

BeachPoint Cottages is a apartment in Siesta Beach, with pet-friendly space, 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, pet friendly, pets friendly, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,498.

From$300/night

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Waterfront vacation rentals in Siesta Beach, FL

Discover vacation rentals close to the coast, water, and beach areas around Siesta Beach, FL.

Coastal Surfside By Beachside Management

Apartment, Siesta Beach

Coastal Surfside By Beachside Management is a apartment in Siesta Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Coastal Surfside By Beachside Management

Coastal Surfside By Beachside Management is a apartment in Siesta Beach, 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, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $4,125.

From$411/night

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Beachside of the Village By Beachside Management

Apartment, Siesta Beach

Beachside of the Village By Beachside Management is a apartment in Siesta Beach, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Beachside of the Village By Beachside Management

Beachside of the Village By Beachside Management is a apartment in Siesta Beach, with 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, paid parking, and parking::free.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,518.

From$349/night

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Coastal Surfside Swank by Beachside Management

Apartment, Siesta Beach

Coastal Surfside Swank by Beachside Management is a apartment in Siesta Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About Coastal Surfside Swank by Beachside Management

Coastal Surfside Swank by Beachside Management is a apartment in Siesta Beach, 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 onsite parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,950.

From$379/night

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Pet-friendly vacation rentals in Siesta Beach, FL

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

NEW Location, Location, Location! On the BEACH, Walk to VILLAGE

Holiday Home, Siesta Beach

NEW Location, Location, Location! On the BEACH, Walk to VILLAGE is a holiday home in Siesta Beach, with easy beach access. This stay gives travelers a comfortable base for exploring the…

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About NEW Location, Location, Location! On the BEACH, Walk to VILLAGE

NEW Location, Location, Location! On the BEACH, Walk to VILLAGE is a holiday home in Siesta Beach, with 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: beachfront, beach front, ac, air conditioning, and heating.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,330.

From$351/night

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Fanta Sea 3 Bedroom Home

Holiday Home, Siesta Beach

Fanta Sea 3 Bedroom Home is a holiday home in Siesta Beach, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Fanta Sea 3 Bedroom Home

Fanta Sea 3 Bedroom Home is a holiday home in Siesta Beach, with pet-friendly space, pool 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, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,368.

From$254/night

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Tee Time On Breezemont 3 Bedroom Home

Holiday Home, Siesta Beach

Tee Time On Breezemont 3 Bedroom Home is a holiday home in Siesta Beach, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Tee Time On Breezemont 3 Bedroom Home

Tee Time On Breezemont 3 Bedroom Home is a holiday home in Siesta Beach, with pet-friendly space, pool 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,512.

From$268/night

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Vacation rentals with a pool in Siesta Beach, FL

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

Private Backyard Oasis! Hot Tub & Salt Water Pool!

Holiday Home, Siesta Beach

Private Backyard Oasis! Hot Tub & Salt Water Pool! is a holiday home in Siesta Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Private Backyard Oasis! Hot Tub & Salt Water Pool!

Private Backyard Oasis! Hot Tub & Salt Water Pool! is a holiday home in Siesta Beach, 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, hot tub, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,791.

From$313/night

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Our House at the Beach 604E By Beachside Management

Apartment, Siesta Beach

Our House at the Beach 604E By Beachside Management is a apartment in Siesta Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Our House at the Beach 604E By Beachside Management

Our House at the Beach 604E By Beachside Management is a apartment in Siesta Beach, 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, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,518.

From$349/night

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Gulf Tides by Coolvacay

Condo, Siesta Beach

Gulf Tides by Coolvacay is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Gulf Tides by Coolvacay

Gulf Tides by Coolvacay is a condo in Siesta Beach, 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, hot tub, kitchen, and with kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,682.

From$182/night

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Coastal Surfside by Beachside Management

Apartment, Siesta Beach

Coastal Surfside by Beachside Management is a apartment in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Coastal Surfside by Beachside Management

Coastal Surfside by Beachside Management is a apartment in Siesta Beach, 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: pool, kitchen, with kitchen, ac, and air conditioning.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,553.

From$329/night

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