Vacation rentals in Siesta Key, United States - page 2

Carefully selected & verified rentals in Siesta Key, United States
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room
Siesta Key features stunning beaches like Siesta Beach and Turtle Beach, where you can unwind and soak up the sun. For waterfront activities, try out the fishing at the just-north of the siesta key beach - Point of Rocks. You'll find a range of beachfront hotels like the Hyatt Beach Hotel offering breathtaking ocean views. Other popular beach hotels on the beach feature exclusive amenities and local experiences. When booking your stay, consider doing it early, especially during peak season, and explore the island by bike or on foot for the best adventure.
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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! Siesta Key
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 Breakers #603, Gulfside In Siesta Key, Fl
4 adults
2 bedrooms
2 beds
Map2.0 km from City Centre200 m from
FromUS$ 299 /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$ 271 /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$ 309 /nightSelect
Beachfront Getaway In Siesta Key
Map2.2 km from City Centre200 m from
FromUS$ 224 /nightSelect
Just Beachy By Beachside Management
Map1.5 km from City Centre800 m 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
Newly Remodeled 8-Steps To Sand Path Of Beach!
Map2.5 km from City Centre400 m from
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Midnight Cove #714, Bayside In Siesta Key, Fl
4 adults
2 bedrooms
2 beds
MapCrescent Beach500m
  • Private beach access for guests
  • Heated outdoor pool with scenic views
  • Tennis courts available on-site
  • Heated pool
  • Tennis courts
  • Fitness centre
Resort offering beachfront access and recreational activities
FromUS$ 155 /nightSelect
Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex With Heated Swimming Pool
5 adults
2 bedrooms
3 beds
Map1.2 km from City Centre1.9 km from Siesta Beach
FromUS$ 490 /nightSelect
Walk To The Beach And Village - Hibiscus Villa
Map1.7 km from City Centre400 m from Siesta Key Village
FromUS$ 441 /nightSelect
Beach Walk
MapNear the beach100m
  • On-site spa for relaxation and rejuvenation
  • Multiple pools for leisure and enjoyment
  • Well-equipped kitchen in every room
  • On-site Spa
  • Swimming Pools
  • Kitchen Utensils
Cozy hotel with convenient amenities and beach access
FromUS$ 397 /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
Siesta Key Condo Resort Amenities, Walk To Beach!
6 adults
2 bedrooms
3 beds
MapCrescent Beach400m
  • Heated outdoor swimming pool
  • Tennis court on-site
  • Steps from Crescent Beach
  • Heated Pool
  • Tennis Court
  • Spa Center
Resort featuring heated pool and tennis court near beach
FromUS$ 247 /nightSelect
Siesta Key Dream Vacation
6 adults
2 bedrooms
3 beds
Map1.2 km from City Centre1.9 km from Siesta Beach
FromUS$ 364 /nightSelect
Beachfront Condo Complex, Heated Pool, Gulfview!
Map1.7 km from City Centre400 m from
FromUS$ 309 /nightSelect
Cozy Siesta Key Dream Inn Rental Less Than Half Mi To Beach
Map1.9 km from City Centre200 m from Siesta Key Village
FromUS$ 185 /nightSelect
Comfortable Siesta Key Condo With Pool Access!
MapNearby Crescent Beach access400m
  • Outdoor swimming pool available for guests
  • Easy access to Crescent Beach nearby
  • Fully equipped kitchen in the rooms
  • Swimming pool
  • Beach access
  • Tennis court
Condo with pool access near stunning beach areas
FromUS$ 585 /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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Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room