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
$1733 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.
$4963 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.
$1902 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.
$2449 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.
$4413 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.
$3930 week
Location: Beaches of Sarasota
Rating: 4.8 Stars
Vacation in Paradise at 'Sunkissed Pool Home', Fully Renovated, Pet Friendly, Heated Pool
3 Beds
2.5 Baths
Sleeps 6
1,862 sq ft.
$3178 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.
$487 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.
$1598 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.
$1532 week
Location: Beaches of Sarasota
Rating: 5 Stars
Excelsior Bayside: Spacious Condo | Beachfront Pool & Private Beach Access | Tennis & Pickleball
4 Beds
2 Baths
Sleeps 6
1,642 sq ft.
$2000 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.
$3341 week
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.
  • 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 HVMB
Copyright © 2008 - 2026 iTrip LLC