Top Holiday rentals in Florida

Find the Top Holiday rentals in Florida – 300+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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21-40 out of 328 holiday rentals
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4 adults
1 bedroom
3 beds
From   US$ 112 /nightSelect
  • Outdoor swimming pool with garden views
  • Free private parking for all guests
  • Private terrace in select apartments
From   US$ 58 /nightSelect
  • Air-conditioned apartments with private entrances
  • Flat-screen TV with streaming services
  • Sun terrace for relaxation
  • Rooftop Pool
  • Fitness Centre
  • Indoor Play Area
From   US$ 97 /nightSelect
  • Ocean-view rooftop pool
  • Indoor play area for children
  • Fully equipped kitchens in select rooms
  • Pool with view
  • Picnic area
  • Game room
From   US$ 108 /nightSelect
  • Family-friendly with picnic area
  • On-site activities like fishing and tennis
  • Relaxing garden views throughout property
  • Private Entrance
  • Flat-screen TV
  • Washing Machine
From   US$ 87 /nightSelect
  • Fully equipped kitchen in each unit
  • Private entrance for convenient access
  • Close to Art Deco Historic District
  • Private Beach
  • Heated Pool
  • Fishing Pier
From   US$ 350 /nightSelect
  • Private beach with stunning sunsets
  • Heated pool surrounded by lush gardens
  • Complimentary kayaks and paddleboards available
  • Heated pool
  • Family rooms
  • Beach access
From   US$ 144 /nightSelect
  • Year-round heated outdoor pool
  • Family-friendly accommodations available
  • Direct beach access with loungers
Apartment
  • Family Rooms
  • Private Parking
  • Garden
From   US$ 180 /nightSelect
  • Garden-view accommodation with patio
  • Access to beach activities like fishing
  • Family-friendly apartments with kitchen
  • Spa facilities
  • Outdoor pool
  • Fitness center
From   US$ 10 /nightSelect
  • On-site H2O waterpark for families
  • Outdoor swimming pool with bar
  • Full-service on-site spa facilities
  • Private Pool
  • Gated Community
  • Golf Course
From   US$ 126 /nightSelect
  • Private pools for each vacation home
  • Gated community villa accommodations
  • Outdoor activities like golf and tennis
  • Outdoor pool
  • Full kitchens
  • Beach access
From   US$ 389 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchens in apartments
  • Breathtaking views of Gulf
  • Outdoor pool
  • Picnic area
  • Parking
From   US$ 45 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Picnic area for family gatherings
  • Fishing and canoeing activities available
  • Private Entrance
  • Outdoor Pool
  • Flat-screen TV
From   US$ 76 /nightSelect
  • Outdoor swimming pool with garden access
  • Private entrances for convenient access
  • Flat-screen TV with streaming services
  • Flat-screen TV
  • Air conditioning
  • Sofa bed
From   US$ 67 /nightSelect
  • Fully furnished kitchen with dining area
  • Convenient family rooms available
  • Close to popular attractions
  • Outdoor Pool
  • Jacuzzi
  • Sun Terrace
From   US$ 130 /nightSelect
  • Adults-only accommodation with outdoor pool
  • Heated saltwater pool for year-round enjoyment
  • On-site hot tub and jacuzzi available
Apartment
  • Private entrance
  • Well-fitted kitchen
  • Outdoor pool
From   US$ 113 /nightSelect
  • Private entrance for added convenience
  • Well-fitted kitchen for dining flexibility
  • Outdoor swimming pool for relaxation
  • Private patio
  • Free parking
  • Spa bath
From   US$ 64 /nightSelect
  • Spa bath in every apartment
  • Free private parking available
  • Equipped with air conditioning
  • Private Pool
  • Hot Tub
  • Kids' Play Area
From   US$ 361 /nightSelect
  • Private pool with stunning views
  • On-site hot tub and spa facilities
  • Kids' play area and children's pool
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