Top Holiday rentals in Orlando Metropolitan Area

Find the Top Holiday rentals in Orlando Metropolitan Area – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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21-40 out of 114 holiday rentals
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Apartment
From   US$ 88 /nightSelect
  • Diverse recreational activities onsite
  • Family-oriented atmosphere with entertainment
  • Late-night access to heated pools
From   US$ 164 /nightSelect
Situated in the Celebration district, the Magical Disney Vacation Home, 5 Bedrooms Kissimmee features a private swimming pool.
  • Heated pool
  • Hot tub
  • Fitness centre
From   US$ 199 /nightSelect
  • Heated pool with pool bar
  • Private entrance with 24-hour security
  • On-site fitness centre and hot tub
From   US$ 103 /nightSelect
Situated in the Lake Buena Vista district, the Fourth Level Views At Blue Heron Orlando overlooks the lake and features a swimming pool.
  • Private Pool
  • Gated Community
  • Golf Course
From   US$ 79 /nightSelect
  • Private pools for each vacation home
  • Gated community villa accommodations
  • Outdoor activities like golf and tennis
  • Mini-golf
  • Hot tub
  • Private patio
From   US$ 129 /nightSelect
  • Private entrance with 24-hour security
  • On-site mini-golf and children's playground
  • Hot tub and open-air spa services
From   US$ 502 /nightSelect
  • Private Pool
  • Fitness Centre
  • Kids Play Area
From   US$ 95 /nightSelect
  • Private pool with stunning garden views
  • Fitness center with various activities
  • Kids pool and play area available
From   US$ 274 /nightSelect
Staying at the Luxurious 4Bd Home W/ Pool 4983 Kissimmee means you will be at a 2.6 km distance from Congo River Golf, while enjoying a private swimming pool onsite.
  • Fitness centre
  • Jacuzzi
  • Fishing
From   US$ 75 /nightSelect
  • Heated outdoor swimming pool
  • On-site tennis court
  • Hot tub and sauna facilities
  • Private Pool
  • Hot Tub
  • Game Room
From   US$ 276 /nightSelect
  • Private pool with hot tub
  • Children's playground and picnic area
  • 24-hour security for safety
  • Tennis Courts
  • Children's Play Area
  • Private Garage
From   US$ 119 /nightSelect
  • Self-catering villas with private pools
  • Community clubhouse with tennis courts
  • Lakeside pool with sun loungers
  • 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
  • Fitness Centre
  • Outdoor Pool
  • Spa Centre
From   US$ 89 /nightSelect
  • Four bedrooms with private entrance
  • On-site fitness centre and spa
  • Outdoor swimming pool open year-round
From   US$ 114 /nightSelect
Highlands Reserve Boulevard is 2.3 km from the Hidden Oasis Near Orlando, Disney, Etc. Kissimmee, while West Gate Flea Market is 10 minutes away by car.
  • Fitness Centre
  • Mini Golf
  • Kids Pool
From   US$ 185 /nightSelect
  • Outdoor swimming pool with kids area
  • Mini golf and water park access
  • Fully equipped kitchen for families
  • Indoor Pool
  • Hot Tub
  • Tennis Court
From   US$ 89 /nightSelect
  • Indoor and outdoor pools with views
  • On-site bar and restaurant available
  • 24-hour front desk service provided
Holiday home
  • Hot Tub
  • Outdoor Pool
  • Game Room
From   US$ 209 /nightSelect
  • Outdoor dining area with garden views
  • Private hot tub and air conditioning
  • Darts and billiards for entertainment
  • Flat-screen TV
  • Pool table
  • Private parking
From   US$ 238 /nightSelect
  • Private entrance and outdoor fireplace
  • Table tennis and billiard tables available
  • Air conditioning and spacious layout
  • Hot tub
  • Sauna
  • Tennis court
From   US$ 144 /nightSelect
  • Heated outdoor pool with views
  • Wellness amenities including yoga classes
  • 3 living rooms for entertainment