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Siesta Beach Luxury Rental Homes and Villas

Find Luxury Places to Stay Near Siesta Beach. Find luxury near Siesta Beach.

From US $704

The Residences on Siesta Key Beach by Hyatt Vacation Club

9.3 (120 Reviews) Resort

Free on-site parking • Outdoor swimming pool • 2 restaurants

Siesta Key Siesta Beach • 2.5km from Siesta Beach

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From US $450

Crescent Beach Villas By Beachside Management

8.6 (27 Reviews) Villa

Houses • Free on-site parking • Free WiFi

Siesta Key Siesta Beach • 2.9km from Siesta Beach

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From US $360

Siesta Key Beach House

8.4 (67 Reviews) Villa

The entire place is yours • 131 m² size • Free on-site parking

Siesta Key Siesta Beach • 1.3km from Siesta Beach

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From US $334

Bianco Sands By Beachside Management

8.7 (102 Reviews) Villa

Houses • Free on-site parking • Free WiFi

Siesta Key Siesta Beach • 2.8km from Siesta Beach

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From US $313

Casa Mar By Beachside Management

9.5 (26 Reviews) Villa

Houses • Kitchen • Free WiFi

Siesta Key Siesta Beach • 1.0km from Siesta Beach

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From US $235

Siesta Palms By the Beach

9.1 (184 Reviews) Aparthotel

Apartments • Free on-site parking • Outdoor swimming pool

Siesta Key Siesta Beach • 2.7km from Siesta Beach

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From US $1000

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr

9.7 (12 Reviews) Chalet

The entire place is yours • 74 m² size • Free on-site parking

Siesta Key Siesta Beach • 1.3km from Siesta Beach

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From US $228

Azul Resort Siesta Key

8.7 (58 Reviews) Hotel

Free on-site parking • Outdoor swimming pool • Pet friendly

Siesta Key Siesta Beach • 2.8km from Siesta Beach

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From US $723

Tranquil Court Oasis

10.0 (5 Reviews) Villa

The entire place is yours • 372 m² size • Kitchen

Siesta Key Siesta Beach • 3.8km from Siesta Beach

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From US $607

Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio

9.6 (5 Reviews) Chalet

The entire place is yours • 25 m² size • Free on-site parking

Siesta Key Siesta Beach • 1.3km from Siesta Beach

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From US $370

Beautiful property on Siesta Key

7.8 (62 Reviews) Villa

The entire place is yours • 100 m² size • Free on-site parking

Siesta Key Siesta Beach • 1.3km from Siesta Beach

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From US $486

Luxury 3BD house, Siesta Key Beach

9.9 (29 Reviews) Holiday_home

The entire place is yours • 158 m² size • Kitchen

Siesta Key Siesta Beach • 3.8km from Siesta Beach

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From US $425

Our House at the Beach 501W By Beachside Management

8.7 (21 Reviews) Apartment

The entire place is yours • 112 m² size • Free on-site parking

Siesta Key Siesta Beach • 320m from Siesta Beach

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From US $453

Florinda 3bdr/2bth 2car garage with New Pool

8.9 (67 Reviews) Holiday_home

The entire place is yours • 130 m² size • Kitchen

Siesta Key Siesta Beach • 3.6km from Siesta Beach

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From US $453

Bernice 3bd2bth With Heated Pool Near Siesta Key!

8.2 (34 Reviews) Holiday_home

The entire place is yours • 153 m² size • Kitchen

Siesta Key Siesta Beach • 5.5km from Siesta Beach

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From US $425

Our House at the Beach 502E By Beachside Management

8.8 (35 Reviews) Apartment

The entire place is yours • 112 m² size • Kitchen

Siesta Key Siesta Beach • 305m from Siesta Beach

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From US $420

Living the Dream By Beachside Management

9.2 (23 Reviews) Apartment

Apartments • Free on-site parking • Free WiFi

Siesta Key Siesta Beach • 1.7km from Siesta Beach

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From US $341

Siesta Key Beach - Tropea 665 #3

8.6 (27 Reviews) Holiday_home

The entire place is yours • 73 m² size • Free on-site parking

Siesta Key Siesta Beach • 525m from Siesta Beach

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From US $413

Palm Bay Club By Beachside Management

8.1 (25 Reviews) Apartment

The entire place is yours • 93 m² size • Free on-site parking

Siesta Key Siesta Beach • 1.1km from Siesta Beach

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From US $350

Siesta Heron Suites & Villas

8.8 (168 Reviews) Holiday_home

Houses • Free on-site parking • Outdoor swimming pool

Siesta Key Siesta Beach • 4.9km from Siesta Beach

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From US $310

Siesta Key Condo - on the water !

8.7 (33 Reviews) Apartment

The entire place is yours • 56 m² size • Free on-site parking

Siesta Key Siesta Beach • 1.1km from Siesta Beach

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From US $307

Siesta Key Beach - Capri 665 #4

9.3 (22 Reviews) Apartment

The entire place is yours • 33 m² size • Free on-site parking

Siesta Key Siesta Beach • 525m from Siesta Beach

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From US $298

New England 3bd 2bt Home Heated Pool Close to Siesta

9.2 (23 Reviews) Holiday_home

The entire place is yours • 130 m² size • Kitchen

Siesta Key Siesta Beach • 4.1km from Siesta Beach

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From US $296

BeachPoint Cottages

9.0 (212 Reviews) Apartment

Apartments • Free on-site parking • Pet friendly

Siesta Key Siesta Beach • 1.7km from Siesta Beach

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From US $292

Rowena House 2bd Den 2bth Heated Pool Near Siesta Key

8.1 (28 Reviews) Holiday_home

The entire place is yours • 232 m² size • Kitchen

Siesta Key Siesta Beach • 4.8km from Siesta Beach

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From US $278

Fantastic Island House 1 mile to the beach with heated pool

8.6 (20 Reviews) Holiday_home

The entire place is yours • 116 m² size • Free on-site parking

Siesta Key Siesta Beach • 2.8km from Siesta Beach

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From US $278

3Bed & 2Bath Property Couple minutes from Siesta Key Beach & Downtown Sarasota

9.4 (34 Reviews) Holiday_home

The entire place is yours • 119 m² size • Free on-site parking

Siesta Key Siesta Beach • 5.4km from Siesta Beach

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From US $275

Siesta Key Island Rentals

9.0 (60 Reviews) Holiday_home

Houses • Free on-site parking • 6 swimming pools

Siesta Key Siesta Beach • 926m from Siesta Beach

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From US $271

Close to beaches with hot tub and large garden

9.5 (43 Reviews) Apartment

The entire place is yours • 37 m² size • Free on-site parking

Siesta Key Siesta Beach • 4.5km from Siesta Beach

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From US $263

Beach Cottage with heated pool just off Siesta Key

9.5 (62 Reviews) Apartment

The entire place is yours • 70 m² size • Free on-site parking

Siesta Key Siesta Beach • 1.7km from Siesta Beach

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From US $261

Shiny oasis with lake view

9.0 (45 Reviews) Apartment

The entire place is yours • 72 m² size • Free on-site parking

Siesta Key Siesta Beach • 5.1km from Siesta Beach

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From US $254

Crescent Beach 1011 #1

9.1 (22 Reviews) Holiday_home

The entire place is yours • 53 m² size • Outdoor swimming pool

Siesta Key Siesta Beach • 2.7km from Siesta Beach

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From US $252

Siesta Key Beach - Bari 665 #2

8.0 (22 Reviews) Apartment

The entire place is yours • 30 m² size • Free on-site parking

Siesta Key Siesta Beach • 525m from Siesta Beach

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From US $246

2 bed 2 bath centrally located on Siesta Key

9.6 (30 Reviews) Holiday_home

The entire place is yours • 84 m² size • Kitchen

Siesta Key Siesta Beach • 2.7km from Siesta Beach

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From US $243

3 miles to Siesta Key #1 Beach in America

8.9 (53 Reviews) Apartment

The entire place is yours • 958 m² size • Kitchen

Siesta Key Siesta Beach • 3.5km from Siesta Beach

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From US $238

Walk to the beach - Island Villa

8.2 (22 Reviews) Apartment

The entire place is yours • 74 m² size • Kitchen

Siesta Key Siesta Beach • 1.4km from Siesta Beach

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About Siesta Beach Luxury Rental on NearbyHoliday

Searching for a luxury place to stay in or near Siesta Beach? We have more than 113 luxury homes, private retreats, luxury villas, 5-star hotels, cottages, and condos that you can stay at in Siesta Beach.

NearbyHoliday has a variety of luxury rentals, including vacation homes, apartments, chalets, luxury penthouses, lake homes, beachfront resorts, private villas, and many luxury lifestyle options, many in Siesta Beach. Whether you are traveling with families or groups, hosting a get-together, or a cocktail party, we have the perfect place to stay for your travel plans. Our places to stay in Siesta Beach are located in the top buildings and neighborhoods and many come with luxury features throughout the living areas, kitchens, and bedrooms, including private pools, hot tubs, home theatres, amazing views, and plenty of space to relax. Get more room with NearbyHoliday.

Luxury Rentals: Explore Top Destinations

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Frequently Asked Questions About Siesta Beach Luxury Rentals

There are a lot of luxury rentals in Siesta Beach. If you plan on staying in the Siesta Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Luxury Rentals in Siesta Beach: