Top Holiday rentals in Sarasota Area

Find the Top Holiday rentals in Sarasota Area – 10+ Quality Options from Leading Providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
2Filter & Sort
1-18 out of 18 holiday rentals
2Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8 adults
2 bedrooms
3 beds
From   US$ 132 /nightSelect
  • Only hotel in Siesta Key Village
  • Heated zero-entry pool with hammocks
  • The Big Tiki Lounge on-site
6 adults
2 bedrooms
3 beds
From   US$ 223 /nightSelect
  • Two-minute walk to beach access
  • Outdoor seating Tiki huts available
  • Free beach chairs and towels provided
  • Plunge Pool
  • Private Entrance
  • Fully Equipped Kitchen
From   US$ 141 /nightSelect
  • Private entrance to each apartment
  • Plunge pool on site
  • Fully equipped kitchen in units
  • Beach access
  • Full kitchens
  • Outdoor dining
From   US$ 284 /nightSelect
  • Direct beach access with provided equipment
  • Fully equipped kitchens in all cottages
  • On-site activities like cycling and fishing
  • Private Beach
  • Garden
  • Tennis Equipment
From   US$ 148 /nightSelect
  • Private beach area access
  • Family-friendly accommodations available
  • Tennis equipment on site
  • Outdoor pool
  • Private beach
  • Water sports
From   US$ 237 /nightSelect
  • Private beach access with activities
  • Heated outdoor swimming pool
  • Villa with sea views and terrace
  • Outdoor pool
  • Fitness centre
  • Private entrance
From   US$ 150 /nightSelect
  • Outdoor swimming pool with garden views
  • Fully equipped kitchen for dining in
  • Private entrance for added privacy
Holiday home
  • Outdoor Shower
  • Picnic Area
  • Kitchenette
From   US$ 5 /nightSelect
  • Unique tiny houses with custom features
  • Proximity to award-winning Siesta Key Beach
  • Fun nightlife and dining in Siesta Village
  • Private Beach
  • Outdoor Pool
  • Hot Tub
From   US$ 444 /nightSelect
  • Beachfront accommodation with sea views
  • Outdoor swimming pool with loungers
  • Private beach area for guests
  • Free bikes
  • Barbecue garden
  • Outdoor dining
From   US$ 103 /nightSelect
  • Steps from beautiful Lido Beach
  • Outdoor dining with barbecue garden
  • Free bikes for local exploration
Holiday home
  • Private Pool
  • Beach Access
  • Barbecue Facilities
From   US$ 1 826 /nightSelect
  • Private pool with balcony views
  • Direct access to Crescent Beach
  • Pet-friendly accommodations available
  • Outdoor pool
  • Children's playground
  • Private entrance
From   US$ 189 /nightSelect
  • Private entrance to each unit
  • Outdoor swimming pool for relaxation
  • Children's playground for family
  • Private Pool
  • Billiards
  • Tennis Court
From   US$ 233 /nightSelect
  • Heated pool steps from your door
  • Private apartment with pool views
  • Billiards and fishing on-site
Holiday home
  • Barbecue facilities
  • Air conditioning
  • Flat-screen TV
From   US$ 123 /nightSelect
  • Outdoor dining area with garden views
  • Fully equipped kitchen for self-catering
  • Pet-friendly accommodations available
From   US$ 299 /nightSelect
Offering a heated pool, the Siesta Breakers #603, Gulfside In Siesta Key, Fl is placed in the beach area of Siesta Key, 0.6 km from Crescent Arms.
Apartment
  • Private beach
  • Picnic area
  • Family rooms
From   US$ 329 /nightSelect
  • Private beach access for exclusive relaxation
  • Fully equipped kitchen in every apartment
  • On-site fishing activities available
Apartment
  • Private Beach
  • Canoeing
  • Picnic Area
From   US$ 289 /nightSelect
  • Private beach access for guests
  • Canoeing and fishing activities available
  • Family-friendly accommodations offered
  • Private bathroom
  • Air conditioning
  • Outdoor seating
From   US$ 171 /nightSelect
  • Well-fitted kitchens in all units
  • On-site parking available at no charge
  • Private outdoor seating areas