Vacation rentals in Siesta Beach, FL

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Siesta Beach, FL

Condo# 303 Amazing view of the Gulf!! Siesta Key at its best. - Siesta Beach, FL

Condo# 303 Amazing view of the Gulf!! Siesta Key at its best.

Condo, Siesta Beach

Condo# 303 Amazing view of the Gulf!! Siesta Key at its best. is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Condo# 303 Amazing view of the Gulf!! Siesta Key at its best.

Condo# 303 Amazing view of the Gulf!! Siesta Key at its best. 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,868.

From$148/night
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Condo# 317 1 Bed/1 bath Condo Steps to Siesta Key Beach! - Siesta Beach, FL

Condo# 317 1 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo, Siesta Beach

Condo# 317 1 Bed/1 bath Condo Steps to Siesta Key Beach! is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Condo# 317 1 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo# 317 1 Bed/1 bath Condo Steps to Siesta Key Beach! 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,868.

From$148/night
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Condo# 409 Steps from Siesta Key Beach Condo - Siesta Beach, FL

Condo# 409 Steps from Siesta Key Beach Condo

Condo, Siesta Beach

Condo# 409 Steps from Siesta Key Beach Condo is a condo 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 Condo# 409 Steps from Siesta Key Beach Condo

Condo# 409 Steps from Siesta Key Beach Condo 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,868.

From$148/night
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Condo#203 Updated beautiful condo on Siesta Key with an upscale comfortable coastal look and feel. - Siesta Beach, FL

Condo#203 Updated beautiful condo on Siesta Key with an upscale comfortable coastal look and feel.

Condo, Siesta Beach

Condo#203 Updated beautiful condo on Siesta Key with an upscale comfortable coastal look and feel. is a condo in Siesta Beach, with pool access and kitchen access. This stay gives travelers…

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About Condo#203 Updated beautiful condo on Siesta Key with an upscale comfortable coastal look and feel.

Condo#203 Updated beautiful condo on Siesta Key with an upscale comfortable coastal look and feel. is a condo in Siesta Beach, 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,868.

From$148/night
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Browse Waterfront Vacation Rentals in Siesta Beach, FL

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

Condo# 304 2 Bed/1 bath Condo Steps to Siesta Key Beach! - Siesta Beach, FL

Condo# 304 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo, Siesta Beach

Condo# 304 2 Bed/1 bath Condo Steps to Siesta Key Beach! is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Condo# 304 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo# 304 2 Bed/1 bath Condo Steps to Siesta Key Beach! 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo# 416 2 Bed/1 bath Condo Steps to Siesta Key Beach! - Siesta Beach, FL

Condo# 416 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo, Siesta Beach

Condo# 416 2 Bed/1 bath Condo Steps to Siesta Key Beach! is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Condo# 416 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo# 416 2 Bed/1 bath Condo Steps to Siesta Key Beach! 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo# 420 2 Bed/1 bath Condo Steps to Siesta Key Beach! - Siesta Beach, FL

Condo# 420 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo, Siesta Beach

Condo# 420 2 Bed/1 bath Condo Steps to Siesta Key Beach! is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Condo# 420 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo# 420 2 Bed/1 bath Condo Steps to Siesta Key Beach! 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Siesta Key - steps to the beach & pool#108 - Siesta Beach, FL

Siesta Key - steps to the beach & pool#108

Condo, Siesta Beach

Siesta Key - steps to the beach & pool#108 is a condo 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 Siesta Key - steps to the beach & pool#108

Siesta Key - steps to the beach & pool#108 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Browse 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.

Condo# 204 2 Bedroom 1 Bath condo is steps to the white powdered sand of Siesta Key - Siesta Beach, FL

Condo# 204 2 Bedroom 1 Bath condo is steps to the white powdered sand of Siesta Key

Condo, Siesta Beach

Condo# 204 2 Bedroom 1 Bath condo is steps to the white powdered sand of Siesta Key is a condo in Siesta Beach, with pool access, kitchen access, and room for a group. This stay gives…

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About Condo# 204 2 Bedroom 1 Bath condo is steps to the white powdered sand of Siesta Key

Condo# 204 2 Bedroom 1 Bath condo is steps to the white powdered sand of Siesta Key is a condo in Siesta Beach, with pool access, 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: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo# 218 2 Bed/1 bath Condo Steps to Siesta Key Beach! - Siesta Beach, FL

Condo# 218 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo, Siesta Beach

Condo# 218 2 Bed/1 bath Condo Steps to Siesta Key Beach! is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Condo# 218 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo# 218 2 Bed/1 bath Condo Steps to Siesta Key Beach! 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo# 402A Siesta Sunsets from Lanai - Siesta Beach, FL

Condo# 402A Siesta Sunsets from Lanai

Condo, Siesta Beach

Condo# 402A Siesta Sunsets from Lanai is a condo in Siesta Beach, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Condo# 402A Siesta Sunsets from Lanai

Condo# 402A Siesta Sunsets from Lanai is a condo in Siesta Beach, 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo# 404 Beautiful Gulf View on Siesta Key - Siesta Beach, FL

Condo# 404 Beautiful Gulf View on Siesta Key

Condo, Siesta Beach

Condo# 404 Beautiful Gulf View on Siesta Key is a condo 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 Condo# 404 Beautiful Gulf View on Siesta Key

Condo# 404 Beautiful Gulf View on Siesta Key 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Best Siesta Beach, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Beach Tree across street from beach - Siesta Beach, FL

Beach Tree across street from beach

Condo, Siesta Beach

Beach Tree across street from beach is a condo in Siesta Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Beach Tree across street from beach

Beach Tree across street from beach is a condo 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, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,875.

From$161/night
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Condo #101 ** 20% Off rental rate August - Sept.- Oct** - Siesta Beach, FL

Condo #101 ** 20% Off rental rate August - Sept.- Oct**

Condo, Siesta Beach

Condo #101 ** 20% Off rental rate August - Sept.- Oct** is a condo in Siesta Beach, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Condo #101 ** 20% Off rental rate August - Sept.- Oct**

Condo #101 ** 20% Off rental rate August - Sept.- Oct** is a condo in Siesta Beach, 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, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,043.

From$163/night
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Beach View across street from beach - Siesta Beach, FL

Beach View across street from beach

Condo, Siesta Beach

Beach View across street from beach is a condo in Siesta Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Beach View across street from beach

Beach View across street from beach is a condo 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, hot tub, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,954.

From$170/night
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Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6 - Siesta Beach, FL

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

Condo, Siesta Beach

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6 is a condo in Siesta Beach, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6 is a condo in Siesta Beach, 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, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,913.

From$192/night
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Best Pet-Friendly Vacation Rentals in Siesta Beach, FL

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

Condo# 319 Located across the street from Siesta Key Beach, Gulf and Pool View Condo!! - Siesta Beach, FL

Condo# 319 Located across the street from Siesta Key Beach, Gulf and Pool View Condo!!

Condo, Siesta Beach

Condo# 319 Located across the street from Siesta Key Beach, Gulf and Pool View Condo!! is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives…

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About Condo# 319 Located across the street from Siesta Key Beach, Gulf and Pool View Condo!!

Condo# 319 Located across the street from Siesta Key Beach, Gulf and Pool View Condo!! 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo# 206 View Siesta Key Beach from balcony! LOCATION! - Siesta Beach, FL

Condo# 206 View Siesta Key Beach from balcony! LOCATION!

Condo, Siesta Beach

Condo# 206 View Siesta Key Beach from balcony! LOCATION! is a condo in Siesta Beach, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

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About Condo# 206 View Siesta Key Beach from balcony! LOCATION!

Condo# 206 View Siesta Key Beach from balcony! LOCATION! is a condo in Siesta Beach, with pool access, easy beach access, and outdoor 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, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,043.

From$163/night
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Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! - Siesta Beach, FL

Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Holiday Home, Siesta Beach

Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! is a holiday home in Siesta Beach, with pet-friendly space, easy beach access, and parking. This stay…

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About Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Angel - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! is a holiday home 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,955.

From$187/night
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Vacation Ready 2 Bed 2 bath Siesta Key Beach with Gulf Views Steps to Beach - Siesta Beach, FL

Vacation Ready 2 Bed 2 bath Siesta Key Beach with Gulf Views Steps to Beach

Condo, Siesta Beach

Vacation Ready 2 Bed 2 bath Siesta Key Beach with Gulf Views Steps to Beach is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Vacation Ready 2 Bed 2 bath Siesta Key Beach with Gulf Views Steps to Beach

Vacation Ready 2 Bed 2 bath Siesta Key Beach with Gulf Views Steps to Beach 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: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,286.

From$205/night
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Best Siesta Beach, FL vacation rentals with a kitchen

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

Condo# 219 Siesta key Paradise unit 219 - Siesta Beach, FL

Condo# 219 Siesta key Paradise unit 219

Condo, Siesta Beach

Condo# 219 Siesta key Paradise unit 219 is a condo in Siesta Beach, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Condo# 219 Siesta key Paradise unit 219

Condo# 219 Siesta key Paradise unit 219 is a condo in Siesta Beach, 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo# 405 2 Bed/1 bath Condo Steps to Siesta Key Beach! - Siesta Beach, FL

Condo# 405 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo, Siesta Beach

Condo# 405 2 Bed/1 bath Condo Steps to Siesta Key Beach! is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Condo# 405 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo# 405 2 Bed/1 bath Condo Steps to Siesta Key Beach! 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo#115 2 Bed/1 bath Condo Steps to Siesta Key Beach! - Siesta Beach, FL

Condo#115 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo, Siesta Beach

Condo#115 2 Bed/1 bath Condo Steps to Siesta Key Beach! is a condo in Siesta Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Condo#115 2 Bed/1 bath Condo Steps to Siesta Key Beach!

Condo#115 2 Bed/1 bath Condo Steps to Siesta Key Beach! 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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Condo#418 UPDATED WITH STUNNING GULF VIEW - Siesta Beach, FL

Condo#418 UPDATED WITH STUNNING GULF VIEW

Condo, Siesta Beach

Condo#418 UPDATED WITH STUNNING GULF VIEW 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…

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About Condo#418 UPDATED WITH STUNNING GULF VIEW

Condo#418 UPDATED WITH STUNNING GULF VIEW 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$156/night
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