Top Holiday homes in South Florida

Find the Top Holiday homes in South Florida – 50+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 55 holiday homes
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Holiday home
8 adults
3 bedrooms
3 beds
From   US$ 270 /nightSelect
  • Private entrance holiday home
  • On-site hot tub for relaxation
  • Pet-friendly accommodation
6 adults
3 bedrooms
3 beds
From   US$ 581 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Fully equipped kitchen in each room
  • Express check-in and check-out services
  • 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
  • Heated Pool
  • Bicycle Rentals
  • Outdoor Jacuzzi
From   US$ 339 /nightSelect
  • Heated outdoor pool open year-round
  • Fully-equipped kitchens in apartments
  • Bicycle rentals for local exploration
  • Private Beach
  • Heated Pool
  • Fishing Pier
From   US$ 165 /nightSelect
  • Private beach with stunning sunsets
  • Heated pool surrounded by lush gardens
  • Complimentary kayaks and paddleboards available
Holiday home
  • Tiki Bar
  • Peaceful Gardens
  • Private Entrance
From   US$ 135 /nightSelect
  • Private outdoor shower for adventurous guests
  • Relaxing atmosphere with tranquil gardens
  • Tiki bar serving drinks and cold beer
  • 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
  • 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
  • Private pool
  • Picnic area
  • Children's playground
From   US$ 171 /nightSelect
  • Private pool with scenic lake views
  • Children's playground and picnic area
  • On-site coffee shop for convenience
  • Marina
  • Outdoor pool
  • Tennis court
From   US$ 169 /nightSelect
  • Marina with kayak rentals and charters
  • Outdoor pool open all year round
  • Evening entertainment available onsite
  • Outdoor Pool
  • Tiki Huts
  • Bike Hire
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
  • 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
Holiday home
  • Outdoor pool
  • Tennis courts
  • BBQ area
From   US$ 96 /nightSelect
  • Year-round outdoor swimming pool
  • On-site tennis and squash courts
  • Family-friendly accommodations available
  • Heated Pool
  • Kids' Pool
  • Outdoor Picnic
From   US$ 360 /nightSelect
  • Heated pool with outdoor fireplace
  • Kids' pool and play equipment available
  • Outdoor dining and picnic areas
Holiday home
  • Flat-screen TV
  • Air conditioning
  • Equipped kitchen
From   US$ 251 /nightSelect
  • Garden and quiet street views
  • Outdoor dining area with patio
  • Pets allowed on property
  • Garden
  • Picnic Area
  • Free Parking
From   US$ 560 /nightSelect
  • 10 minutes to the beach
  • On-site mini golf available
  • Private entrance for added privacy
  • Outdoor pool
  • Free parking
  • Pets allowed
From   US$ 199 /nightSelect
  • Private entrance for added privacy
  • Heated outdoor swimming pool
  • Beach access less than 500 metres
  • Private Pool
  • Tennis Court
  • Hot Tub
From   US$ 384 /nightSelect
  • Private pool with lake view
  • On-site tennis court access
  • Free use of bicycles available
  • 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