just booked a vacation in
iTrip.net®
  • Log In
  • START A FRANCHISE
  • Destinations
  • Vacation Deals
  • List Your Property
  • Blog
  • Contact us
  2. USA
  3. FL
  4. Beaches of Sarasota
  5. Seasonal Rentals Available 2025
  6. Beaches of Sarasota

Properties in Seasonal Rentals Available 2025
(102 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
 View Favorites
$7418 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
$3351 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
$1676 week
Location: Beaches of Sarasota
Rating: 5 Stars
Fully Renovated Refined Home, Tastefully decorated, Centrally Located, 2.2 Miles to Beach!
3 Beds
2 Baths
Sleeps 6
$1173 week
Location: Beaches of Sarasota
Condo with Private Beach | Walk to SK Village | Stand Alone Unit | Fishing Pier | Monthly Visitors
2 Beds
1 Bath
Sleeps 4
$2142 week
Location: Beaches of Sarasota
Rating: 4.9 Stars
Blue Mermaid House on Siesta Key | Walk to Village | Heated Saltwater Pool | Bike/Walk to Beach!
6 Beds
3 Baths
Sleeps 6
$1294 week
Location: Beaches of Sarasota
Rating: 5 Stars
Private Fishing Pier Paradise! Gulf Front with Views from Balcony | Renovated | Walk to Village
2 Beds
2 Baths
Sleeps 4
$1615 week
Location: Beaches of Sarasota
Quiet Getaway: Gorgeous Modern Home Near Beach, Dog Friendly – Families/Couples Only, No Parties
7 Beds
2.5 Baths
Sleeps 8
$8113 month
Location: Beaches of Sarasota
Unbeatable Ocean Views | 15th-Floor Siesta Key | Private Beach Access | Steps to Siesta Key Village
2 Beds
2 Baths
Sleeps 4
$5234 month
Location: Beaches of Sarasota
Rating: 5 Stars
Expansive Gulf Views from Balcony | San Marco on Venice with Private Beach | Heated Pool | King Bed
2 Beds
2 Baths
Sleeps 4
$6360 month
Location: Beaches of Sarasota
Rating: 5 Stars
Gorgeous Bay View, WiFi/Cable, Walk to Beach, 2 Heated Pools, Tennis/Pickleball | Updated Baths!
3 Beds
2 Baths
Sleeps 4
$1165 week
Location: Beaches of Sarasota
Rating: 5 Stars
Private Beach | Bayside Corner Unit | Walk to Turtle Beach | 2 Heated Pools | Dog Friendly!
2 Beds
2 Baths
Sleeps 4
$2929 month
Location: Beaches of Sarasota
Rating: 5 Stars
Private Golf Club | Gated | 5 Pools | Restaurant | Clubhouse | Heritage Oaks Ideal Seasonal Rental!
3 Beds
2 Baths
Sleeps 6
  • 1
  • 2
  • 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