6915+ Vacation Rentals Near Siesta Key Beach |
  1. USA
  2. Florida
  3. Sarasota
  4. Siesta Key Beach

Book the Best Places to Stay in Siesta Key Beach

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in Siesta Key Beach

Property Image From $274
         

10.0 (321 Reviews)
Cottage
Across The Street From #1 Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $331
         

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6.0 (2 Reviews)
Apartment
Siesta Dunes Beach 201, Completely Renovated, 2 Bedrooms, Sleeps 6, Spa, Large Heated Pool, WiFi
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $246
         

10.0 (123 Reviews)
House
121 m² House ∙ 2 bedrooms ∙ 4 guests
  • 1300 ft² House
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $405
         

New
Condo
South Lido Key Gulf Front Condo
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Property Image From $241
         

10.0 (208 Reviews)
Condo
A Bayside Treasure - Outstanding Waterfront Views!
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $173
         

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New
House
Sandy Shore 5157
  • Parking
  • Pool
  • Wheelchair Accessible

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Property Image From $283
         

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10.0 (55 Reviews)
House
138 m² House ∙ 2 bedrooms ∙ 6 guests
  • 1485 ft² House
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $249
         

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10.0 (184 Reviews)
Cottage
The Inn On Siesta Key
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $281
         

10.0 (181 Reviews)
Condo
On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $324
         

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10.0 (1 Review)
Villa
Island House Beach Resort 1
  • Air Conditioner
  • Pool
  • Child Friendly

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Property Image From $599
         

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10.0 (53 Reviews)
House
155 m² House ∙ 4 bedrooms ∙ 10 guests
  • 1670 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $392
         

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10.0 (6 Reviews)
Apartment
Siesta Key
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $246
         

10.0 (124 Reviews)
Condo
5th Floor Siesta Key Condo Across From Pristine Sand & Blue Waters 2bd/2b Views
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $378
         

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New
Villa
Island House Beach Resort 23
  • Air Conditioner
  • Pool
  • Child Friendly

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Property Image From $214
         

10.0 (123 Reviews)
House
Siesta Key Townhome across from Pristine Sand & Blue Waters 2b/2b king queen
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $185
         

9.2 (4 Reviews)
House
Siesta Bayside Closest to the Beach
  • Pool
  • View
  • Ocean View

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Property Image From $407
         

10.0 (22 Reviews)
Condo
Little slice of paradise, Siesta Dunes 2-209.
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $302
         

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10.0 (8 Reviews)
House
323 Canal Rd - Siesta Key Village Condo
  • Parking
  • Pet Friendly
  • Pool

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Property Image From $457
         

9.8 (114 Reviews)
Condo
Location,Location,Location-Beachfront-Your Slice of Paradise-#1 Beach in America
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $146
         

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8.5 (2 Reviews)
House
Modern & Fresh - Less than 3 miles to the Beach!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $399
         

10.0 (117 Reviews)
Condo
Exceptional Beachfront condo on Crescent Beach
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $759
         

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10.0 (6 Reviews)
House
Private Lanai Beautiful Sarasota Rental Home!
  • Parking
  • Accessibility
  • Security/Safety

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Property Image From $403
         

10.0 (104 Reviews)
Condo
Siesta Key For Me @ The Palm Bay Club
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $167
         

10.0 (53 Reviews)
House
Relax year round in beautiful Sarasota
  • Air Conditioner
  • Parking
  • TV

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★ Pro Tip: Bettertrips makes it easy to compare the best listings on Bettertrips homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bettertrips homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Siesta Key Beach.

Weather in Siesta Key Beach

View the weather forecast for Siesta Key Beach before booking your Siesta Key Beach Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Siesta Key Beach, FL

Bettertrips offers a large selection of top attractions around Siesta Key Beach. Research things to do on your vacation before you visit Siesta Key Beach.


Lido Beach Venice Beach St. Armands Circle Turtle Beach IMG Academy Nokomis Beach Sarasota Jungle Gardens Mote Marine Laboratory & Aquarium Sarasota Memorial Hospital John and Mable Ringling Museum of Art Crescent Beach Siesta Key Marina Myakka River State Park Sarasota Opera House Mall at University Town Center Marie Selby Botanical Gardens Marina Jack Ca dZan Longboat Key Beaches Sarasota Classic Car Museum