Outdoor Places - Vacation Rentals in Siesta Key Village

Across The Street From #1 Beach From US $304
         

10.0 (324 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
A Bayside Treasure - Outstanding Waterfront Views! From US $241
         

10.0 (209 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Little slice of paradise, Siesta Dunes 2-209. From US $555
         

10.0 (22 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Siesta Key Village

Over 5507+ Luxury Places to Stay in or Near Siesta Key Village
Salty Sun Sets Estate From US $6,447
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New-Vacationers Paradise-2 Luxury Homes-Sleeps 36 From US $6,283
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Siesta Key Village

Over 4423+ Top-Rated Vacation Rentals with a Pool in or Near Siesta Key Village
The Inn On Siesta Key From US $331
         

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10.0 (192 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Full Gulf Views Across from Siesta Key Beach From US $305
         

10.0 (179 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
🦩Book Me Baby! Bayview Beauty at Siesta Key 🦩 From US $361
         

10.0 (171 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Siesta Key Village

Over 970+ Pet-Friendly Vacation Rentals in or Near Siesta Key Village
323 Canal Rd - Siesta Key Village Condo From US $302
         

Large Vacation Homes & Villas in Siesta Key Village

Over 882+ Large Vacation Homes & Villas in or Near Siesta Key Village
Siesta Key Retreat Sarasota Florida From US $1,574
         

10.0 (42 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Island House Beach Resort 1 From US $324
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Pool
  • Child Friendly
Island House Beach Resort V36 From US $498
         

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9.0 (16 Reviews)
Villa
  • Air Conditioner
  • Pool
  • TV
Island House Beach Resort V11 From US $470
         

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9.6 (16 Reviews)
Villa
  • Air Conditioner
  • Pool
  • TV

Wheelchair Accessible Vacation Homes in Siesta Key Village

Over 1811+ Wheelchair Accessible Vacation Homes in or Near Siesta Key Village
Siesta Key For Me @ The Palm Bay Club From US $492
         

10.0 (107 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Sandy Shore 5157 From US $173
         

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New
House
  • Parking
  • Pool
  • Wheelchair Accessible
Siesta Key From US $392
         

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10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Island House Beach Resort 15S From US $627
         

10.0 (31 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Siesta Key Village Varoom and Airbnb Places to Stay Under $200

Over 397+ Siesta Key Village Varoom and Airbnb Places to Stay Under $200
Siesta Key Beach IDEAL LOCATION BEACH, VILLAGE, HEATED POOL From US $162
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Siesta Bayside Closest to the Beach From US $185
         

Captiva Beach Resort From US $171
         

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9.0 (1174 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Ideal location Siesta Key From US $160
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Siesta Key Village

Over 3622+ Instantly Bookable Vacation Homes in or Near Siesta Key Village
Amazing Condo! Restored from Hurricane! From US $386
         

9.8 (162 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Relaxing Siesta Key Condo From US $231
         

9.8 (40 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Renovated condo with easy beach access on Siesta From US $218
         

About Siesta Key Village Vacation Rentals

With more than 5516 Siesta Key Village vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Outdoorplaces and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Siesta Key Village.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Outdoorplaces Siesta Key Village, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Siesta Key Village. Places to stay near Siesta Key Village are 985.21 ft² on average, with prices averaging $590 a night.

Outdoorplaces makes it easy and safe to find and compare vacation rentals in Siesta Key Village with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Siesta Key Village

Type Count
Vacation Homes 1572
Holiday Apartments 551
Villas 312
Cottages 57
Hotels with Suites 29
Ski Chalet Rentals 15
Resorts 11
Others 1

Use these Quick Filters to Find a Vacation Rental in Siesta Key Village

Pro Tip: Outdoorplaces makes it easy to compare the best listings on Outdoorplaces homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Outdoorplaces 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 Village.

Weather in Siesta Key Village

View the weather forecast for Siesta Key Village before booking your Siesta Key Village 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

Other Places to Stay Near Siesta Key Village, FL