Vacation rentals in Siesta Key, United States - page 3

Carefully selected & verified rentals in Siesta Key, United States
Check-in
06Dec2025Select date
Check-out
07Dec2025Select 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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41-60 out of 132
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Breezy Siesta Key Condo With Bay Views And Pool!
MapCrescent Beach700m
  • Outdoor swimming pool for relaxation
  • Tennis court for active guests
  • Spacious rooms with private entrance
  • Outdoor pool
  • Tennis court
  • Fitness centre
Condo resort featuring bay views and family-friendly amenities
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Two-Level, Heated Pool, Trolley To Beach & Village Siesta Key
Map1.2 km from City Centre1.9 km from Siesta Beach
FromUS$ 178 /nightSelect
Walk To The Beach And Village - Gulf Villa
Map1.7 km from City Centre400 m from Siesta Key Village
FromUS$ 477 /nightSelect
Siesta Beach Retreat Poolside Paradise 2Br Condo
Map2.4 km from City Centre500 m from Siesta Key Village
FromUS$ 332 /nightSelect
Siesta Key Dream Inn Vacation Rental Near Village!
Map1.9 km from City Centre200 m from Siesta Key Village
FromUS$ 364 /nightSelect
Heated Pool-Short Walk To Beach, Free Trolley Around Siesta Key!
4 adults
2 bedrooms
2 beds
MapCrescent Beach400m
  • Air-conditioned rooms with pool views
  • Heated outdoor swimming pool available
  • Free private parking included
  • Heated pool
  • Free parking
  • Air conditioning
Spacious hotel with private access and heated pool
FromUS$ 194 /nightSelect
Villa 51 - Aloha Kai Vacation Villas
Map900 m from City Centre1.4 km from Siesta Beach
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Beachpoint Cottages
The largest option:
6 adults
2 bedrooms
3 beds
MapBeautiful Siesta Key beach200m
  • Direct beach access available
  • Full kitchens in every room
  • On-site beach chairs provided
  • Beach access
  • Full kitchens
  • Outdoor dining
Charming hotel offering beachside cottages on Siesta Key
FromUS$ 329 /nightSelect
Siesta Key Village Heated Pool
Map1.8 km from City Centre300 m from Siesta Key Village
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Hawks Sea Nest
Map400 m from City Centre600 m from Siesta Beach
FromUS$ 371 /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
Island House Beach Resort 9S
4 adults
2 bedrooms
2 beds
Map1.2 km from City Centre1.7 km from Siesta Beach
FromUS$ 276 /nightSelect
Island House Beach Resort 9N
6 adults
3 bedrooms
3 beds
Map1.2 km from City Centre1.7 km from Siesta Beach
FromUS$ 395 /nightSelect
Island House Beach Resort 5S
4 adults
2 bedrooms
3 beds
Map1.2 km from City Centre1.7 km from Siesta Beach
FromUS$ 243 /nightSelect
Island House Beach Resort 3N
6 adults
2 bedrooms
2 beds
Map1.2 km from City Centre1.7 km from Siesta Beach
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Island House Beach Resort 16N
6 adults
2 bedrooms
2 beds
Map1.2 km from City Centre1.7 km from Siesta Beach
FromUS$ 401 /nightSelect
Island House Beach Resort 14N
6 adults
2 bedrooms
3 beds
Map1.2 km from City Centre1.7 km from Siesta Beach
FromUS$ 276 /nightSelect
Gulf Holiday 16 Siesta Village
Map2.4 km from City Centre400 m from Siesta Key Village
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Bay Oaks E74 Siesta Key
Map1.2 km from City Centre1.9 km from Siesta Beach
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Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room