Top Vacation rentals in Siesta Key

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

Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
2Filter & Sort
View map
21-34 out of 34 vacation rentals
2Filter & Sort
View map
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
6 adults
3 bedrooms
2 beds
MapView on map1.5 mi from City Center
From   US$ 1 060 /nightSelect
  • Plunge pool and private entrance
  • Fully equipped kitchen with oven
  • 100 metres from Crescent Beach
6 adults
2 bedrooms
3 beds
MapView on map400 yd from City Center600 yd from Siesta Beach
From   US$ 339 /nightSelect
  • Plunge pool with sea views
  • Fully equipped kitchen and washer
  • Private entrance for added privacy
  • Plunge Pool
  • Well-fitted Kitchen
  • Private Bathroom
1100 yd from City Center400 yd from Siesta Beach
From   US$ 664 /nightSelect
  • Private entrance to apartments
  • On-site plunge pool for relaxation
  • Free parking available on-site
  • Private Pool
  • Heated Pool
  • Billiard Tables
1400 yd from City Center1.1 mi from Siesta Beach
From   US$ 233 /nightSelect
  • Private entrance with pool views
  • Heated pool open all year
  • On-site billiards and fishing
  • Private Beach
  • Heated Pools
  • Fitness Centre
1.2 mi from City Center
From   US$ 273 /nightSelect
  • Private beach access with barbecue facilities
  • Two outdoor heated pools with views
  • Spacious apartment with balcony and garden views
  • 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
  • Plunge Pool
  • Private Entrance
  • Air Conditioning
1700 yd from City Center800 yd from Siesta Key Village
From   US$ 1 194 /nightSelect
  • Private plunge pool for exclusive relaxation
  • Fully equipped kitchen for convenient dining
  • Short walk to Siesta Key Beach
  • 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
  • Outdoor Pool
  • Fitness Centre
  • Tennis Court
1.1 mi from City Center
From   US$ 230 /nightSelect
  • Beachfront property with private entrance
  • Outdoor swimming pool with garden views
  • Fully equipped kitchen for dining
  • Heated Pool
  • Private Parking
  • Fully Equipped Kitchen
100 yd from City Center1000 yd from Siesta Beach
From   US$ 211 /nightSelect
  • Heated swimming pool available
  • Free private parking included
  • Close to Siesta Key Beach
Holiday home
  • Heated Pool
  • Fully Equipped Kitchen
  • Beach Access
600 yd from City Center1000 yd from Siesta Beach
From   US$ 324 /nightSelect
  • Heated swimming pool access
  • Direct beach access available
  • Free private parking included
Holiday home
  • Heated Pool
  • Free Parking
  • Tennis Court
600 yd from City Center1000 yd from Siesta Beach
From   US$ 348 /nightSelect
  • Heated swimming pool for relaxation
  • Beach access steps from your door
  • Fully equipped kitchen for convenience
Holiday home
  • Heated pool
  • Tennis court
  • Parking
500 yd from City Center1400 yd from Siesta Beach
From   US$ 366 /nightSelect
  • Heated swimming pool available
  • Beach access right nearby
  • Tennis court on-site
  • Private Beach
  • Heated Pool
  • Tennis Court
1.3 mi from City Center
From   US$ 299 /nightSelect
  • Private beach access for guests
  • Heated outdoor swimming pool
  • Tennis court on-site for activities
  • 1
  • 2