Vacation rentals in Siesta Key, United States

Carefully selected & verified rentals in Siesta Key, United States
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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21-40 out of 108
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Siesta Cool: Only Minutes Walk To Siesta Beach! Siesta Key
MapNearby Siesta Key Beach300m
  • Only minutes to Siesta Beach
  • Fully equipped kitchen available
  • Bicycle rental service offered
  • Air conditioning
  • Outdoor dining
  • Beach access
Hotel with convenient beach access and rental options
FromUS$ 171 /nightSelect
Midnight Cove #532, Bayside In Siesta Key, Fl Apartment
4 adults
2 bedrooms
2 beds
MapCrescent Beach nearby500m
  • Direct beach access and private area
  • Two outdoor swimming pools available
  • Fitness center with garden views
  • Outdoor pools
  • Fitness center
  • Tennis court
Charming resort with beach access and family-friendly activities
FromUS$ 273 /nightSelect
Siesta Cooler: Only Minutes Walk To Siesta Beach!
MapSiesta Key Beach300m
  • Walk to Siesta Key Beach
  • Bicycle and car rental services
  • Spacious balcony with city views
  • Private Parking
  • Air Conditioning
  • Outdoor Activities
Hotel close to the beach with recreational activities
FromUS$ 286 /nightSelect
Siesta-Retreats - Key West Unit
MapNearby Siesta Key Beach500m
  • Heated outdoor swimming pool
  • Access to picnic area
  • Canoeing and fishing options
  • Outdoor pool
  • Picnic area
  • Play areas
Resort with spacious rooms and family-friendly activities
FromUS$ 283 /nightSelect
Luxury Waterfront Views - Heated Pool - 1400Sf Duplex - Minutes To The Beach
6 adults
2 bedrooms
3 beds
MapCrescent Beach400m
  • Heated pool for year-round enjoyment
  • Close proximity to Crescent Beach
  • Includes outdoor cooking facilities
  • Heated pool
  • Outdoor BBQ
  • Tennis court
Hotel with luxury waterfront views and heated pool area
FromUS$ 382 /nightSelect
The Palm Bay Club Unit 311
MapNearby Crescent Beach300m
  • Outdoor swimming pool available for guests
  • Hot tub/Jacuzzi for relaxation
  • Fully equipped kitchen for home cooking
  • Outdoor pool
  • Hot tub
  • Fitness center
Resort with modern amenities and family-oriented activities
FromUS$ 456 /nightSelect
Just Beachy By Beachside Management
Map1700 yd from City Centre800 yd from Siesta Key Village
FromUS$ 1 194 /nightSelect
Coastal Surfside By Beachside Management
MapProximity to Siesta Key Beach300m
  • Private entrance for added privacy
  • Fully equipped kitchen with modern appliances
  • On-site swimming pool and sun loungers
  • Swimming pool
  • Private entrance
  • Fully equipped kitchen
Hotel with spacious rooms near Siesta Key Beach
FromUS$ 423 /nightSelect
Beachside Of The Village By Beachside Management
Map1.3 mi from City Centre300 yd from Siesta Key Village
FromUS$ 904 /nightSelect
Midnight Cove II 823
MapCrescent Beach400m
  • Beachfront access with stunning views
  • Outdoor swimming pool available
  • Fully equipped kitchen in rooms
  • Outdoor pool
  • Fitness centre
  • Tennis court
Hotel with beachfront access and outdoor pool amenities
FromUS$ 230 /nightSelect
Newly Remodeled 8-Steps To Sand Path Of Beach!
Map1.6 mi from City Centre400 yd from
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Beachfront Condo Complex, Heated Pool, Gulfview!
Map1.0 mi from City Centre500 yd from
FromUS$ 309 /nightSelect
Cozy Siesta Key Dream Inn Rental Less Than Half Mi To Beach
Map1.2 mi from City Centre300 yd from Siesta Key Village
FromUS$ 185 /nightSelect
Serenity Beach Condo
MapSiesta Key Beach200m
  • Direct beach access for relaxation and enjoyment
  • Air-conditioned rooms with modern amenities
  • Family-friendly with pets allowed on-site
  • Beach Access
  • Air Conditioning
  • On-site Spa
Beachfront resort featuring fully equipped family rooms
FromUS$ 438 /nightSelect
Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool
5 adults
2 bedrooms
3 beds
Map1400 yd from City Centre1.2 mi from Siesta Beach
FromUS$ 490 /nightSelect
Cozy Family Condo - Newly Renovated On Siesta Key!
Map1400 yd from City Centre1.2 mi from Siesta Beach
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Our House At The Beach 604E By Beachside Management
Map400 yd from City Centre600 yd from Siesta Beach
FromUS$ 423 /nightSelect
Oceanview Penthouse, In Village, 30-Steps To Best Beach, Tiki-Bar, Free Bikes And Paddle-Boards!
Map1300 yd from City Centre500 yd from Siesta Beach
FromUS$ 713 /nightSelect
Two-Level, Heated Pool, Trolley To Beach & Village
Map1400 yd from City Centre1.2 mi from Siesta Beach
FromUS$ 178 /nightSelect
Siesta Key Beach Condo
MapCrescent Beachless than 1km
  • Beachfront access with outdoor pools
  • Tennis court and barbecue facilities
  • Spacious rooms with sea views
  • Outdoor pools
  • Tennis court
  • Fitness center
Beachfront resort offering leisure and sports activities
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Flexible Price Range for Vacation Homes in Siesta Key

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 1 257
⬇️ The lowest price
US$ 155
đź’¸ Average price for
Apartments
US$ 449

How to get to Siesta Key

Explore local transportation options with ease

Airports
Sarasota Bradenton International (SRQ)

FAQs about Siesta Key rentals

Get answers to common questions and plan your adventure smoothly

What are the best vacation rentals for families in Siesta Key?
Properties like Our House At The Beach 502E and Paradise Beach Villas are recommended for families due to their spacious accommodations and proximity to family-friendly activities. Both offer easy access to the beach and outdoor pools.
Which vacation rentals are ideal for couples in Siesta Key?
Turtle Beach Resort offers a romantic setting with beachfront access, while the Oceanview Penthouse provides stunning views, making them perfect for couples looking for a getaway.
Which vacation rentals are located near popular sites in Siesta Key?
Beachpoint Cottages and Living The Dream are both situated within walking distance to Siesta Key Beach and local dining options, providing convenient access to popular attractions.
What amenities do the highest-rated vacation rentals in Siesta Key offer?
Top-rated properties like Siesta Key Condo - On The Water and Beachfront Getaway In Siesta Key include amenities such as direct beach access, pools, and kitchen facilities, receiving high guest reviews for cleanliness and location.

Essential Facts About Vacation Rentals in Siesta Key

This guide provides essential information on vacation rentals in Siesta Key, evaluating 1 property to assist travelers in making informed accommodation decisions.

Typical nightly prices range from $150 to $400.

There is 1 prominent vacation rental property option available.

Peak travel seasons are during winter and summer.

Local taxes and fees approximate 12% on rental costs.

Properties are generally within 1-2 miles of Siesta Beach and the Village area.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room