Top Holiday homes in Florida

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

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22 Guests, 1 Room
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21-40 out of 121 holiday homes
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8 adults
4 bedrooms
4 beds
From   US$ 239 /nightSelect
  • Year-round outdoor pool with spa features
  • Private villa with full kitchen amenities
  • Children's playground for family fun
8.2
Great67 reviews
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
  • 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
8.6
Great68 reviews
  • Marina
  • Outdoor pool
  • Tennis court
From   US$ 139 /nightSelect
  • Marina with kayak rentals and charters
  • Outdoor pool open all year round
  • Evening entertainment available onsite
8.8
Great25 reviews
  • 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
  • Private Pool
  • Game Room
  • Outdoor Terrace
From   US$ 252 /nightSelect
  • Private pool with outdoor fireplace
  • Indoor play area for children
  • Equipped kitchen with dishwasher
Holiday home
  • Private parking
  • Flat-screen TV
  • Equipped kitchen
From   US$ 140 /nightSelect
  • Spacious holiday home with garden views
  • Private entrance to the holiday home
  • Outdoor dining area with beach umbrellas
8.6
Great23 reviews
  • 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
8.8
Great13 reviews
  • 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
  • Private Pool
  • Game Room
  • Hot Tub
From   US$ 624 /nightSelect
  • Private villa with outdoor play equipment
  • On-site hot tub and spa facilities
  • Indoor game room for entertainment
8.8
Great3 reviews
  • Private entrance
  • Fully equipped kitchen
  • Seating area
From   US$ 106 /nightSelect
  • Lake view patio for relaxation
  • On-site fishing and water sports
  • Garden with outdoor dining area
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
  • 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
8.6
Great20 reviews
  • Private Pool
  • Outdoor Dining
  • Heated Pool
From   US$ 165 /nightSelect
  • Private pool for exclusive relaxation
  • Four bedrooms for family gatherings
  • Heated outdoor pool year-round
  • 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$ 325 /nightSelect
  • Garden and quiet street views
  • Outdoor dining area with patio
  • Pets allowed on property
  • Private Beach
  • Hot Tub
  • Outdoor Pool
From   US$ 171 /nightSelect
  • Private community beach access
  • Outdoor pools with scenic views
  • Hot tub and bicycle rental service
Holiday home
9.0
Perfect1 review
  • Private Pool
  • Fully Equipped Kitchen
  • Air Conditioning
From   US$ 52 /nightSelect
  • Private pool for exclusive relaxation
  • Fully equipped kitchen for family stays
  • Free private parking on site
8.2
Great4 reviews
  • Outdoor Pool
  • Sauna
  • Fitness Centre
From   US$ 129 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Mediterranean restaurant open for dinner
  • Fitness centre and sauna available
  • 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