Top Holiday rentals in Siesta Key
Find the Top Holiday rentals in Siesta Key – 30+ Quality Options from Leading Providers
1-20 out of 30 holiday rentals
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
Holiday home
5 adults
2 bedrooms
3 beds
MapView on map1.6 km from City Centre
From
US$ 240
/night
- 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
/night
- Heated swimming pool for relaxation
- Direct beach access for guests
- Fully equipped kitchen facilities
Apartment
- Beach access
- Full kitchens
- Outdoor dining
2.1 km from City Centre400 m from Siesta Key Village
From
US$ 369
/night
- 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
/night
- 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
/night
- Private entrance to each apartment
- Plunge pool on site
- Fully equipped kitchen in units
Apartment
- Plunge Pool
- Private Entrance
- Full Kitchen
2.4 km from City Centre400 m from Siesta Key Village
From
US$ 171
/night
- Private entrance for enhanced privacy
- Plunge pool for refreshing relaxation
- Full kitchen for meal preparation
Holiday home
- Outdoor Pool
- Fishing Activities
- Heated Pool
4.7 km from City Centre
From
US$ 179
/night
- 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
/night
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.
Apartment
- Private bathroom
- Air conditioning
- Outdoor seating
700 m from City Centre1.4 km from Siesta Beach
From
US$ 171
/night
- Well-fitted kitchens in all units
- On-site parking available at no charge
- Private outdoor seating areas
Apartment
- Free parking
- Air conditioning
- Fully equipped kitchen
2.1 km from City Centre300 m from Siesta Key Village
From
US$ 234
/night
- Fully equipped kitchens in each unit
- Free parking available on-site
- Air-conditioned units for comfort
5.6
Guest rating11 review10
2.7 km from City Centre
From
US$ 253
/night
Located within 15 minutes' walk of Crescent Arms, the Crescent Street Villas By Beachside Management Siesta Key boasts an outdoor swimming pool.
Apartment
From
US$ 400
/night
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
/night
Situated in the Siesta Key district, the Jamaica Royal Beachfront By Beachside Management Siesta Key overlooks the sea and features an outdoor swimming pool.
Apartment
- Private Beach
- Outdoor Pool
- Hot Tub
2.2 km from City Centre
From
US$ 444
/night
- Beachfront accommodation with sea views
- Outdoor swimming pool with loungers
- Private beach area for guests
2.3 km from City Centre
From
US$ 213
/night
Situated 4 km from Turtle Beach, the villa offers windsurfing, snorkelling and diving.
Apartment
- Heated pool
- Fully equipped kitchen
- Outdoor barbecue
700 m from City Centre1.4 km from Siesta Beach
From
US$ 255
/night
- 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
/night
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
/night
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
/night
- 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
/night
- Private beach access with patio
- Two outdoor pools with views
- On-site tennis court available
- 1
- 2
Saved
Save