Siesta Key Beachfront Rentals

(60 rentals)
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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Siesta Key Beach

$351

avg/night

$351
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Get ready to soak up the sun and surrender to the ultimate beachside escape! This third-floor 2 BR 2 BR condo will have you feeling like royalty with its stunning view of the Gulf of Mexico's pristine beaches. It's a year-round oasis where every moment will take your breath away!The open ...

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Property Type

Siesta Key Condo

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Siesta Key Beach

$323

avg/night

$323
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Welcome to Condo 402, your ticket to paradise! Get ready to be swept away by stunning views of the Gulf of Mexico from the Master Bedroom and screened-in lanai. With over 1220 square feet of living space, there's plenty of room to soak up the sunshine and catch some z's.The Master Bedroom ...

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Property Type

Siesta Key Condo

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Siesta Key Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Siesta Key Beach

$552

avg/night

$552
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Enjoy the only three bedroom unit, with a spectacular view of Siesta Beach. On a clear day you can see all the way to Venice. Our spacious living room and dining room are very easy to entertain while you are here. Come and share our fabulous sunsets and calming sounds of the Gulf of Mexico.

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Property Type

Siesta Key Condo

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Siesta Key House | On the beach
3 BR | 3 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 300 feet to Siesta Beach

$758

avg/night

$758
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

This home has private Siesta Key beach frontage on the prime section of beach, there are no streets to cross or homes between you and the beach. Nearly every room has a full view of the beach and Gulf of Mexico. The entire back of this house opens with stacking glass sliding doors to catch the Gulf breezes ...

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Property Type

Siesta Key House

Featured review

"Great property on the sand."

We had a great week despite the heat of summer. This house although dated was clean, cool and comfortable. It was a two minute walk through the back yard to the sand. We had a few minor house keeping ...

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 300 feet to Siesta Key Beach

$395

avg/night

$395
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Enjoy the inviting atmosphere in this comfortable corner unit located on the 6th floor with lots of natural light. There are panoramic views of the beaches and Gulf waters. Siesta Key Beach is public and life guarded. The free trolley ride to the Village can provide dining, nightlife, shopping, people ...

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Property Type

Siesta Key Condo

Featured review

"Amazing place"

Best service ever, everything there, beach play, umbrellas, fishing poles and more, just bring our food, 100% recommendable

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Siesta Key Condo | On the beach
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Siesta Key Beach

$435

avg/night

$435
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Georgeous Gulf Views from this top floor unit which has a double wide lanai. Large, spacious unit that provides a retro environment that provides hollywood style for all to enjoy. You'll be able to interact with the beach, view and Gulf of Mexico as you view it all from your 7th floor. Come and Enjoy!

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Property Type

Siesta Key Condo

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Siesta Key Beach

$370

avg/night

$370
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

We love our special hideaway on Siesta Key. Please come and share our lovely condo. The sunsets are magnificent and a walk on the beach to see the sunrise will leave you with a memory of a lifetime. Siesta time is the only time to enjoy yourself........come see what we mean. We welcome you to our home ...

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Property Type

Siesta Key Condo

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Siesta Key Beach

$293

avg/night

$293
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Beautiful views of the Gulf of Mexico's Siesta Key Beach. Dr. Beach's #1 rated beach in the U.S. can be seen from Crescent Royale's Unit 2E! This newly renovated (2024) and refurnished 2 bedroom, 2 bath condo is an end unit that features a wrap-around screened lanai that offers panoramic ...

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Property Type

Siesta Key Condo

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Siesta Key Beach

$363

avg/night

$363
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Welcome to Condo 4A, an exquisite tropical paradise that will undoubtedly leave you in awe! Situated at the Crescent Royale Condominiums, this luxurious vacation home stands out as one of the properties’ crown jewels, boasting stunning beachfront views of America's #1 beach, Siesta Key Beach, ...

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Property Type

Siesta Key Condo

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

$277

avg/night

$277
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

SIESTA KEY.GETAWAY Experience a luxury condo with a view. Located on the world renowned Crescent Beach at Siesta Key. Gulf and Bay Club is a 32 acre resort community with exceptional beach access, top notch amenities and amazing sunsets. 6 pickle ball courts. 5 hard court, 1 clay tennis courts. Gym. ...

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Property Type

Siesta Key Condo

Featured review

"Perfect Stay for Relaxation and Fun!"

Our family had the pleasure of staying at this Gulf and Bay rental on more than one occasion. The condo is a hidden gem with a spectacular view, and just steps away from the beach. We could not have asked ...

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Siesta Key Vacation Rentals