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
(495 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
 View Favorites
$1979 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.
$4960 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.
$1699 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.
$8857 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.
$500 night
Location: Beaches of Sarasota
Rating: 4.9 Stars
Luxury Siesta Key Condo: Perfect Location, Private Beach, 2 Pools, Spa, and Stunning Water Views
3 Beds
2 Baths
Sleeps 5
1,260 sq ft.
$360 night
Location: Beaches of Sarasota
Rating: 4.6 Stars
Spacious 5th-Floor Condo with Floor-to-Ceiling Views | Steps to Siesta Key Beach | Pool & Amenities!
3 Beds
2 Baths
Sleeps 6
1,204 sq ft.
$1708 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.
$1996 week
Location: Beaches of Sarasota
Rating: 5 Stars
Expansive Renovated Condo, Heated Pools, Tennis, Fishing on Intracoastal | Siesta Key Beach
3 Beds
3 Baths
Sleeps 8
1,755 sq ft.
$1521 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.
$486 night
Location: Beaches of Sarasota
Rating: 4.9 Stars
Palm Bay Luxury Resort! Private Beach, Hot Tub, Heated Pools, Tastefully Modern, Recently upgraded
4 Beds
2 Baths
Sleeps 6
860 sq ft.
$379 night
Location: Beaches of Sarasota
Rating: 4.3 Stars
Ocean Views in Our House at the Beach, Full Gulf Views from Balcony, Heated Pools!
2 Beds
2 Baths
Sleeps 6
1,698 sq ft.
$217 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.
  • 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
Translate   Choose Language
Property Management List Your Property Owner FAQ Benefits Franchises
VRBO Airbnb HVMB
Copyright © 2008 - 2026 iTrip LLC
Privacy Policy | Your Privacy Choices