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
(499 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
 View Favorites
$1453 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.
$1904 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.
$4184 week
Location: Beaches of Sarasota
Rating: 4.8 Stars
Palm Island Estate: Mediterranean Luxury w/ Pool & Private Canal Access
5 Beds
3.5 Baths
Sleeps 8
3,482 sq ft.
$2714 week
Location: Beaches of Sarasota
Rating: 5 Stars
Siesta Dunes End Unit | Private Beach, Heated Pool & Free Daily Activities | Siesta Key
4 Beds
2 Baths
Sleeps 6
1,250 sq ft.
$1886 week
Location: Beaches of Sarasota
Rating: 5 Stars
Grove Contemporary | Quiet Family Home | 15 Min to Siesta Key & Lido Beach | Sarasota
5 Beds
2.5 Baths
Sleeps 6
2,640 sq ft.
$1774 week
Location: Beaches of Sarasota
Top-Floor Sky Loft at Excelsior: 22’ Ceilings | Private Beach | Pool Views | Pro Remote Work Setup
4 Beds
2 Baths
Sleeps 6
1,642 sq ft.
$498 night
Location: Beaches of Sarasota
Rating: 5 Stars
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
2 Beds
1 Bath
Sleeps 4
858 sq ft.
$444 night
Location: Beaches of Sarasota
Rating: 5 Stars
Siesta Bayside 3BR Villa: Rare, Spacious Layout, Pickleball, Heated Pools, & Private Beach Access
6 Beds
2 Baths
Sleeps 8
1,495 sq ft.
$1858 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.
$1575 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.
$8732 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.
$2095 week
Location: Beaches of Sarasota
Rating: 5 Stars
Luxury Waterfront Condo w/ Lanai & Bay Views | Close to Beach & Steps to Heated Pools
4 Beds
2 Baths
Sleeps 5
1,566 sq ft.
  • Previous
  • 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