Top Holiday rentals in Siesta Key

Find the Top Holiday rentals in Siesta Key – 30+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 30 holiday rentals
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5 adults
2 bedrooms
3 beds
MapView on map1.6 km from City Centre
From   US$ 240 /nightSelect
  • Private beach access with sun loungers
  • Outdoor swimming pool and barbecue facilities
  • Fully equipped kitchens in accommodations
Holiday home
6 adults
MapView on map500 m from City Centre900 m from Siesta Beach
From   US$ 324 /nightSelect
  • Heated swimming pool for relaxation
  • Direct beach access for guests
  • Fully equipped kitchen facilities
  • Beach access
  • Full kitchens
  • Outdoor dining
2.1 km from City Centre400 m from Siesta Key Village
From   US$ 369 /nightSelect
  • Direct beach access with provided equipment
  • Fully equipped kitchens in all cottages
  • On-site activities like cycling and fishing
  • Outdoor pool
  • Private beach
  • Water sports
900 m from City Centre1.6 km from Siesta Beach
From   US$ 237 /nightSelect
  • Private beach access with activities
  • Heated outdoor swimming pool
  • Villa with sea views and terrace
  • Plunge Pool
  • Private Entrance
  • Fully Equipped Kitchen
2.7 km from City Centre
From   US$ 141 /nightSelect
  • Private entrance to each apartment
  • Plunge pool on site
  • Fully equipped kitchen in units
  • Plunge Pool
  • Private Entrance
  • Full Kitchen
2.4 km from City Centre400 m from Siesta Key Village
From   US$ 171 /nightSelect
  • Private entrance for enhanced privacy
  • Plunge pool for refreshing relaxation
  • Full kitchen for meal preparation
  • Outdoor Pool
  • Fishing Activities
  • Heated Pool
4.7 km from City Centre
From   US$ 179 /nightSelect
  • Private rooms with fully equipped kitchens
  • Heated pool with outdoor sun loungers
  • Activities including fishing and canoeing
1000 m from City Centre300 m from Siesta Beach
From   US$ 664 /nightSelect
This apartment is steps away from Siesta Key Beach and it also provides a microwave, coffee/tea making equipment and fridges in a full kitchen.
  • Private bathroom
  • Air conditioning
  • Outdoor seating
700 m from City Centre1.4 km from Siesta Beach
From   US$ 171 /nightSelect
  • Well-fitted kitchens in all units
  • On-site parking available at no charge
  • Private outdoor seating areas
  • Free parking
  • Air conditioning
  • Fully equipped kitchen
2.1 km from City Centre300 m from Siesta Key Village
From   US$ 234 /nightSelect
  • Fully equipped kitchens in each unit
  • Free parking available on-site
  • Air-conditioned units for comfort
5.6
Guest rating1 review
2.7 km from City Centre
From   US$ 253 /nightSelect
Located within 15 minutes' walk of Crescent Arms, the Crescent Street Villas By Beachside Management Siesta Key boasts an outdoor swimming pool.
From   US$ 400 /nightSelect
A swimming pool can be enjoyed at this beachfront apartment, set right by Siesta Harbour Condominium Apt and in a 10-minute walk to the city centre.
500 m from City Centre1000 m from Siesta Beach
From   US$ 1 248 /nightSelect
Situated in the Siesta Key district, the Jamaica Royal Beachfront By Beachside Management Siesta Key overlooks the sea and features an outdoor swimming pool.
  • Private Beach
  • Outdoor Pool
  • Hot Tub
2.2 km from City Centre
From   US$ 444 /nightSelect
  • Beachfront accommodation with sea views
  • Outdoor swimming pool with loungers
  • Private beach area for guests
2.3 km from City Centre
From   US$ 213 /nightSelect
Situated 4 km from Turtle Beach, the villa offers windsurfing, snorkelling and diving.
  • Heated pool
  • Fully equipped kitchen
  • Outdoor barbecue
700 m from City Centre1.4 km from Siesta Beach
From   US$ 255 /nightSelect
  • Heated pool with scenic views
  • Air-conditioned suite with full kitchen
  • Outdoor dining area with barbecue
2.3 km from City Centre
From   US$ 1 060 /nightSelect
Rooms of the beachfront Beach Residences On Siesta Aka The Hyatt face the beach and there is also a swimming pool on the premises.
400 m from City Centre600 m from Siesta Beach
From   US$ 423 /nightSelect
Set 1.3 km from Siesta Key Beach Access 7, this apartment has a fully equipped kitchen and 2 bathrooms.
  • Private Pool
  • Billiards
  • Tennis Court
1.2 km from City Centre1.8 km from Siesta Beach
From   US$ 233 /nightSelect
  • Heated pool steps from your door
  • Private apartment with pool views
  • Billiards and fishing on-site
  • Private Beach
  • Outdoor Pools
  • Tennis Court
1.9 km from City Centre
From   US$ 273 /nightSelect
  • Private beach access with patio
  • Two outdoor pools with views
  • On-site tennis court available
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