just booked a vacation in
iTrip.net®
  • Log In
  • START A FRANCHISE
  • Destinations
  • Vacation Deals
  • List Your Property
  • Blog
  • Contact us
  1. USA
  2. FL
  3. Beaches of Sarasota
  4. Siesta Key
  5. Beaches of Sarasota

Properties in Siesta Key
(1693 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
SuMoTuWeThFrSa
293012345678910111213141516171819202122232425262728293031123456789
SuMoTuWeThFrSa
293012345678910111213141516171819202122232425262728293031123456789
 
Property Type
Amenities
Reset
 View Favorites
$753 night
Location: Beaches of Sarasota
Coastal Breeze Siesta: Waterfront 4-Unit Retreat – Walk to Turtle Beach, Boat Dock & Free Beach Gear
8 Beds
4 Baths
Sleeps 16
$1654 week
Location: Beaches of Sarasota
Rating: 5 Stars
2nd Floor, Beach Access, Heated Pool, Tennis/Pickleball, On Canal | Ready to Book!
4 Beds
1.5 Baths
Sleeps 4
$2412 week
Location: Beaches of Sarasota
Rating: 5 Stars
Walk to Siesta Key Beach, 2 Heated Pools, Baby Pool, Tennis Courts, Fishing Piers, Updated Condo
4 Beds
3 Baths
Sleeps 7
$2159 week
Location: Beaches of Sarasota
Rating: 5 Stars
Relax at Starfish Contemporary Home | Pool | Bring the entire Family - Dog Friendly | Game Room
3 Beds
2 Baths
Sleeps 8
$300 night
Location: Beaches of Sarasota
Rating: 5 Stars
Serene Siesta Key Upstairs Escape – Bayfront Balcony, Stunning Water Views, Walk to Beach, Dock Slip
2 Beds
1 Bath
Sleeps 4
$282 night
Location: Beaches of Sarasota
Rating: 4.9 Stars
Bayfront Siesta Key Stay – Walk to Beach, Stunning Views, Dock Access, Free WiFi & Beach Gear!
2 Beds
1 Bath
Sleeps 4
$3429 week
Location: Beaches of Sarasota
Coastal Getaway | Pool, Hot Tub | Near SK Beach & Village | Resort-Style Outdoor Living + Dock
3 Beds
2 Baths
Sleeps 6
$1148 week
Location: Beaches of Sarasota
Rating: 5 Stars
Fully Renovated Refined Home, Centrally Located, 2.2 Miles to Beach | Ready to book!
3 Beds
2 Baths
Sleeps 6
$10781 month
Location: Beaches of Sarasota
Rating: 5 Stars
Expansive Gulf Views! Your Dream Rental | Private Beach | Pool | Steps to Siesta Key Village
2 Beds
2 Baths
Sleeps 4
$253 night
Location: Beaches of Sarasota
Rating: 5 Stars
Walk to Beach | Street Views | Fishing, Boat Slip | Beach Gear Included | Tranquil Siesta Key Stay
2 Beds
1 Bath
Sleeps 4
$3649 week
Location: Beaches of Sarasota
Rating: 5 Stars
Heated Pool, Kayak Launch, Steps from the Beach | Remote Work Desk | Luxurious Siesta Key Home
5 Beds
3.5 Baths
Sleeps 8
$2014 week
Location: Beaches of Sarasota
Rating: 5 Stars
Guest Favorite Top-Floor Condo with Water Views, Beach Access, Heated Pool, Tennis, Modern Interiors
4 Beds
1.5 Baths
Sleeps 6
  • 1
  • 2
  • 3
  • 4
  • 5
  • …
  • Last
  • Next
Connect With Us
Vacation Rentals Vacation Destinations Vacation Deals View Favorites
About iTrip Blog Contact Us About Reviews Guarantee FAQ Privacy Policy
Translate   Choose Language
Property Management List Your Property Owner FAQ Benefits Franchises
VRBO Airbnb Flipkey
Copyright © 2008 - 2025 iTrip LLC