Top Holiday homes in South Florida

Find the Top Holiday homes in South Florida – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 136 holiday homes
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4 adults
1 bedroom
1 bed
From   US$ 147 /nightSelect
  • Marina with kayak rentals and charters
  • Outdoor pool open all year round
  • Evening entertainment available onsite
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
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
  • Heated Pool
  • Fishing Pier
From   US$ 333 /nightSelect
  • Private beach with stunning sunsets
  • Heated pool surrounded by lush gardens
  • Complimentary kayaks and paddleboards available
Holiday home
From   US$ 1 152 /nightSelect
This 3-bedroom property includes a heated swimming pool, and lies in proximity to Island Yoga Space.
  • Outdoor Pool
  • Bar Area
  • Lake Views
From   US$ 205 /nightSelect
  • On-site bar and outdoor dining area
  • Pet-friendly accommodations available
  • Outdoor swimming pool with lake views
  • Zero-entry Pool
  • Tiki Lounge
  • Beach Gear
From   US$ 132 /nightSelect
  • Only hotel in Siesta Key Village
  • Heated zero-entry pool with hammocks
  • The Big Tiki Lounge on-site
  • Outdoor Pool
  • Picnic Area
  • Heated Pool
From   US$ 342 /nightSelect
  • Outdoor swimming pool and terrace access
  • Fully equipped kitchens in select units
  • Picnic area with outdoor dining options
  • Private Pool
  • Fitness Centre
  • Hot Tub
From   US$ 108 /nightSelect
  • Private pool with beach pass included
  • Modern kitchen with high-end appliances
  • Fitness center and hot tub available
  • Private Parking
  • Spa Bath
  • Well-equipped Kitchen
From   US$ 250 /nightSelect
  • Five bedrooms for spacious family gatherings
  • Private parking and air conditioning included
  • Relaxing hot tub for ultimate comfort
  • Outdoor Pool
  • Fishing
  • Canoeing
From   US$ 155 /nightSelect
  • Complimentary canoes for adventure seekers
  • Pet-friendly accommodations for furry friends
  • Screened-in porches with lake views
  • Private Beach
  • Outdoor Pool
  • Barbecue Area
From   US$ 240 /nightSelect
  • Private beach access with sun loungers
  • Outdoor swimming pool and barbecue facilities
  • Fully equipped kitchens in accommodations
9.4
Perfect1 review
  • Saltwater Pool
  • Grilling Stations
  • Kayak Rentals
From   US$ 149 /nightSelect
  • Largest fleet rentals in the Keys
  • Newly remodeled cottages and cabins
  • Beautiful saltwater pool access
  • Heated Pool
  • Fishing
  • Cycling
From   US$ 213 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen available
  • On-site cycling and fishing activities
  • Heated Pool
  • Private Villas
  • Outdoor Dining
From   US$ 709 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen in each villa
  • Adjacent to Duval Street shopping
  • Outdoor pool
  • Golf course
  • Coyote Grille
From   US$ 68 /nightSelect
  • 452 full hookup RV sites
  • Heated outdoor swimming pool
  • Three-hole golf course
  • Private Pool
  • Balcony
  • Terrace
From   US$ 370 /nightSelect
  • Private pool in spacious holiday home
  • Air-conditioned with modern kitchen
  • Free private parking available
From   US$ 363 /nightSelect
The Casa Mar; By Beachside Management is a good starting point to Sarasota's sights including Crescent Arms, which is 10 minutes' walk away.
Holiday home
  • Hot tub
  • Cycling
  • Patio
From   US$ 270 /nightSelect
  • Private entrance holiday home
  • On-site hot tub for relaxation
  • Pet-friendly accommodation
  • Garden Views
  • Outdoor Terrace
  • BBQ Area
From   US$ 152 /nightSelect
  • Fully equipped kitchen in all cottages
  • Extensive on-site outdoor activities
  • BBQ facilities for guest use