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
(1778 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
 View Favorites
$3628 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
$209 night
Location: Beaches of Sarasota
Rating: 5 Stars
Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing
2 Beds
1 Bath
Sleeps 4
$373 night
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
$3227 week
Location: Beaches of Sarasota
Rating: 4.9 Stars
Modern Free-Standing Villa at Crystal Sands: Private Beach & Gulf-Front Pool
3 Beds
2 Baths
Sleeps 6
$9112 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
$215 night
Location: Beaches of Sarasota
Rating: 5 Stars
Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock
1 Bed
1 Bath
Sleeps 4
$4753 month
Location: Beaches of Sarasota
Rating: 5 Stars
Perfect Monthly Rental | Updated 3-Bedroom Condo | Heated Pools | Short Drive to Beaches
3 Beds
2 Baths
Sleeps 6
$251 night
Location: Beaches of Sarasota
Rating: 5 Stars
Pelican at Coastal Breeze | Stunning Water Views | Quiet Bayfront Balcony | Dock Access | Beach Gear
2 Beds
1 Bath
Sleeps 4
$1617 week
Location: Beaches of Sarasota
Rating: 5 Stars
2nd Floor, Beach Access, Heated Pool, Tennis/Pickleball, On Canal | Ready to Book!
3 Beds
1.5 Baths
Sleeps 4
$3426 week
Location: Beaches of Sarasota
Rating: 5 Stars
Coastal Getaway | Pool, Hot Tub | Near SK Beach & Village | Resort-Style Outdoor Living + Dock
3 Beds
2 Baths
Sleeps 6
$228 night
Location: Beaches of Sarasota
Rating: 4.9 Stars
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
2 Beds
1 Bath
Sleeps 4
$1714 week
Location: Beaches of Sarasota
Rating: 5 Stars
Relax at Starfish Contemporary Home | Pool | Bring the entire Family - Dog Friendly | Game Room
4 Beds
2 Baths
Sleeps 8
  • 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 - 2026 iTrip LLC