Vacation rentals in Siesta Key, United States - page 5

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.
View map
81-100 out of 133
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
New Listing! Bayside Unit, Balcony, Private Beach! Siesta Key
Map800 m from City Centre1.5 km from Siesta Beach
Select
Gulf View Escape Apartment Siesta Key
Map1.6 km from City Centre700 m from Siesta Key Village
Select
New Listing! Bayside Unit, Balcony, Private Beach!
Map800 m from City Centre1.5 km from Siesta Beach
Select
Newly Remodeled Apt! Key-West Victorian With Beach Access, To Siesta Key Beach!
Map2.5 km from City Centre400 m from
Select
One-Of-A-Kind! Pool, Terraces, Ocean-View Rooftop, In Siesta Village At Best Beach!
Map2.2 km from City Centre300 m from Siesta Key Village
FromUS$ 1 551 /nightSelect
One-Of-A-Kind! Pool, Terraces, Ocean-View Rooftop, In Siesta Village At Best Beach!
Map2.2 km from City Centre300 m from Siesta Key Village
Select
Newly Remodeled 8-Steps To Sand Path Of Beach!
Map2.5 km from City Centre400 m from
FromUS$ 1 257 /nightSelect
Newly Remodeled Apt! Key-West Victorian With Beach Access, To Siesta Key Beach!
Map2.5 km from City Centre400 m from
Select
Oceanview Penthouse, In Village, 30-Steps To Best Beach, Tiki-Bar, Free Bikes And Paddle-Boards!
Map1.1 km from City Centre500 m from Siesta Beach
FromUS$ 713 /nightSelect
Tiki Bar, Balcony, Patio, 250 Steps Beach Village!
Map1.8 km from City Centre400 m from Siesta Key Village
Select
Bayview Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-Tub, Gym, Beach To Bay!
Map800 m from City Centre1.5 km from Siesta Beach
Select
Newly Remodeled 8-Steps To Sand Path Of Beach! Unit D
Map2.5 km from City Centre400 m from
FromUS$ 520 /nightSelect
Newly Remodeled 8-Steps To Sand Path Of Beach! Unit A
Map2.5 km from City Centre400 m from
FromUS$ 676 /nightSelect
Private Patio, Remodel, Steps To Village & Beach!
Map1.6 km from City Centre600 m from Siesta Key Village
Select
New Listing! Bayside Unit, Balcony, Private Beach!
Map800 m from City Centre1.5 km from Siesta Beach
Select
Newly Remodeled 8-Steps To Sand Path Of Beach!
Map2.5 km from City Centre400 m from
Select
Oceanside! Free Bikes & Paddle-Boards, In Village!
Map1.1 km from City Centre500 m from Siesta Beach
FromUS$ 385 /nightSelect
Gertrude'S Village House - In The Top Location!
Map2.0 km from City Centre200 m from Siesta Key Village
Select
Oceanview, In Village, 20-Steps To Path Of Best Beach, Tiki-Bar, Free Bikes And Paddle-Boards!
Map1.1 km from City Centre500 m from Siesta Beach
Select
New Listing! 400Ft To Private Beach Path, Private Patio, Shared Pool, Glimpse Of Ocean From Bedroom!
Map700 m from City Centre1.3 km from Siesta Beach
Select
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room