Top Vacation homes in Siesta Key

Find the Top Vacation homes in Siesta Key – 10+ Quality Options from Leading Providers

Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
View map
1-13 out of 13 vacation homes
1Filter & Sort
View map
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Holiday home
6 adults
2 bedrooms
2 beds
MapView on map1.6 mi from City Center
From   US$ 5 /nightSelect
  • Unique tiny houses with beach-themed decor
  • Close to award-winning Siesta Key Beach
  • On-site bike and scooter rentals available
5 adults
2 bedrooms
3 beds
MapView on map1.0 mi from City Center
From   US$ 240 /nightSelect
  • Private beach access
  • Heated outdoor swimming pool
  • Fully equipped kitchen
5.6
Guest rating1 review
  • Plunge Pool
  • Private Entrance
  • Free Parking
1.7 mi from City Center
From   US$ 253 /nightSelect
  • Private villas with kitchen facilities
  • Plunge pool on-site for guests
  • Free parking available for guests
  • Outdoor Pool
  • Picnic Area
  • Free Parking
800 yd from City Center1600 yd from Siesta Beach
From   US$ 251 /nightSelect
  • Outdoor swimming pool with picnic area
  • Free parking and outdoor dining area
  • Flat-screen TV and kitchen utensils
  • Plunge Pool
  • Fully Equipped Kitchen
  • Free Parking
1.7 mi from City Center
From   US$ 141 /nightSelect
  • Private entrance for each apartment
  • Plunge pool available on-site
  • Fully equipped kitchens in units
  • Sea Views
  • Private Entrance
  • Fully Equipped Kitchen
1.5 mi from City Center500 yd from Siesta Key Village
From   US$ 1 100 /nightSelect
  • Sea view from spacious holiday home
  • Private entrance for added privacy
  • Fully equipped kitchen for convenience
Holiday home
  • Private Pool
  • Game Room
  • Golf Course
1400 yd from City Center600 yd from Siesta Beach
From   US$ 1 716 /nightSelect
  • Private pool with sea views
  • Access to golf course on site
  • Game room for family entertainment
Holiday home
  • Private Pool
  • Flat-Screen TV
  • Beach Access
1600 yd from City Center800 yd from Siesta Beach
From   US$ 3 305 /nightSelect
  • Private pool with patio views
  • Air conditioning and flat-screen TV
  • Non-smoking property with beach access
  • Outdoor Pool
  • Fully Equipped Kitchen
  • Patio Area
2.9 mi from City Center
From   US$ 157 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen in every unit
  • Activities like fishing and canoeing
  • Private beach
  • Outdoor pool
  • Picnic area
1000 yd from City Center1.0 mi from Siesta Beach
From   US$ 237 /nightSelect
  • Private beach area with sun loungers
  • Heated outdoor swimming pool all year
  • Activities like snorkeling and fishing
  • Private entrance
  • Equipped kitchen
  • Free parking
1.4 mi from City Center
From   US$ 213 /nightSelect
  • Private entrance for enhanced privacy
  • Fully equipped kitchen for convenience
  • Free parking on-site available
  • Private Parking
  • Beach Access
  • Air Conditioning
1100 yd from City Center300 yd from Siesta Beach
From   US$ 330 /nightSelect
  • Direct beach access
  • Fully equipped kitchen
  • Flat-screen TV with streaming
  • Private Pool
  • Children's Playground
  • Fitness Centre
1.2 mi from City Center300 yd from Siesta Key Village
From   US$ 259 /nightSelect
  • Private pool with spacious living area
  • Kids' playground for family fun
  • Variety of outdoor activities on-site