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. Perfect Seasonal Rentals 2025
  6. Beaches of Sarasota

Properties in Perfect Seasonal Rentals 2025
(493 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
 View Favorites
$1738 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
1,755 sq ft.
$3850 week
Location: Beaches of Sarasota
Rating: 5 Stars
Palm Island Estate: Mediterranean Luxury w/ Pool & Private Canal Access
5 Beds
3.5 Baths
Sleeps 8
3,482 sq ft.
$2168 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
1,316 sq ft.
$1404 week
Location: Beaches of Sarasota
Rating: 4.8 Stars
Resort-style amenities at Harbor Towers | Walk to Siesta Key Beach | Views of the Bay!
1 Bed
1 Bath
Sleeps 4
751 sq ft.
$2949 week
Location: Beaches of Sarasota
Rating: 5 Stars
Siesta Dunes Modern Condo | Private Beach | Heated Pool | Ideal Location | Beach Gear Provided!
4 Beds
2 Baths
Sleeps 6
1,250 sq ft.
$8861 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
1,187 sq ft.
$2541 week
Location: Beaches of Sarasota
Rating: 5 Stars
The Sarasota Starburst: Mid-Century Modern Home with Heated Pool, Dog Friendly, & Ideal Work Setup
2 Beds
2 Baths
Sleeps 6
1,392 sq ft.
$1374 week
Location: Beaches of Sarasota
Rating: 5 Stars
Fully Renovated on the Bay, Heated Pool, Tennis, Fishing, Screened Balcony
3 Beds
2 Baths
Sleeps 6
1,152 sq ft.
$1928 week
Location: Beaches of Sarasota
Rating: 5 Stars
Walk to Beach | Water View | Heated Pool plus Heated Baby Pool | Clay Tennis Courts
3 Beds
2 Baths
Sleeps 5
1,152 sq ft.
$4086 week
Location: Beaches of Sarasota
Modern Coastal Retreat: 3BR, Private Pool, Walk to Beach, Luxe Outdoor Dining + NordicTrack Gym
3 Beds
2 Baths
Sleeps 8
1,755 sq ft.
$235 night
Location: Beaches of Sarasota
Rating: 5 Stars
Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!
2 Beds
1 Bath
Sleeps 4
694 sq ft.
$1582 week
Location: Beaches of Sarasota
Rating: 4.9 Stars
Indulge at Harbor Towers, one of the BEST complexes on Siesta Key | Walk to Siesta Key Beach
3 Beds
2 Baths
Sleeps 6
1,152 sq ft.
  • 1
  • 2
  • 3
  • Next
Connect With Us
Vacation Rentals Vacation Destinations Vacation Deals Event Destinations 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