Vacation rentals in Siesta Key, United States - page 16

Carefully selected & verified rentals in Siesta Key, United States
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Check-out
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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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Siesta Key Dream Inn Rental - Close To Village!
Map1.2 mi from City Centre200 yd from Siesta Key Village
FromUS$ 295 /nightSelect
Charming Two Bedroom Condo With Pool View Siesta Key Bay Oaks
Map1400 yd from City Centre1.2 mi from Siesta Beach
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Crystal Sands By Beachside Management
MapSteps from Crescent Beach100m
  • Plunge pool with sea views
  • Fully equipped kitchen available
  • Private entrance for added privacy
  • Plunge pool
  • Private entrance
  • Fully equipped kitchen
Hotel with modern amenities near stunning beaches
FromUS$ 705 /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
Family Apartment With Pool In Siesta Key Florida
MapSiesta Key Beach500m
  • Private pool for exclusive use
  • Steps from Siesta Key Beach
  • Two bedrooms for families
  • Private Pool
  • Indoor Pool
  • Flat-Screen TV
Hotel featuring private pool and family-friendly rooms
FromUS$ 1 214 /nightSelect
Sarasota Pool Apartment
MapProximity to Siesta Key Beach700m
  • Private pool for guest use
  • Indoor swimming pool available
  • Non-smoking property environment
  • Indoor pool
  • Private pool
  • Flat-screen TV
Hotel with private and indoor swimming pool amenities
FromUS$ 971 /nightSelect
A Tide That Binds Us By Beachside Management
MapNear Siesta Key Beach200m
  • Stunning sea view rooms
  • Private entrance for each room
  • Well-fitted kitchens in all rooms
  • Private entrance
  • Well-fitted kitchens
  • Free parking
Seaside hotel with family-friendly amenities and services
FromUS$ 423 /nightSelect
'Sea- Esta' Winds 209
MapProximity to Turtle Beach2.1km
  • Heated pool for relaxing swims
  • Fully equipped kitchen for dining
  • Close to beautiful Crescent Beach
  • Heated pool
  • Outdoor dining
  • Fishing activities
Hotel with spacious rooms and leisure activities
FromUS$ 218 /nightSelect
Walk To Beach Resort-Style Siesta Key Condo!
8 adults
2 bedrooms
4 beds
MapCrescent Beach60m
  • Heated outdoor swimming pool
  • On-site spa and wellness centre
  • Direct beach access nearby
  • Outdoor pool
  • Spa centre
  • Tennis court
Resort-style condo with beach access and spa facilities
FromUS$ 674 /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
Beachfront Sarasota Resort Condo Siesta Key View!
6 adults
2 bedrooms
3 beds
MapCrescent Beach500m
  • On-site spa and wellness center
  • Beach access with sea views
  • Fully equipped kitchen available
  • Spa and wellness
  • Beach access
  • Fitness center
Beachfront resort with stunning sea views and amenities
FromUS$ 359 /nightSelect
Half Mi To Beach! Siesta Key Home With Lanai
4 adults
2 bedrooms
2 beds
MapTurtle Beachless than 1km
  • Heated swimming pool available year-round
  • On-site spa for relaxation and wellness
  • Close beach access for leisure activities
  • Heated Pool
  • Spa Centre
  • Beach Access
Resort with on-site spa and heated pool amenities
FromUS$ 295 /nightSelect
Bayside Pointe
7 adults
3 bedrooms
4 beds
Map500 yd from City Centre1400 yd from Siesta Beach
FromUS$ 214 /nightSelect

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Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room