Destination guide

Book a holiday rental for your Oakland getaway

Learn about the unique charm of Oakland with a stay in a holiday home rental. This city has something for everyone. Walt Disney World® and Universal Studios Florida™ are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Activities and attractions in Oakland

Do you want to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that Oakland has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Walt Disney World® (10.1 mi / 16.3 km)
  • Universal Studios Florida™ (10.9 mi / 17.6 km)
  • SeaWorld® Orlando (14 mi / 22.5 km)
  • Magic Kingdom® Park (10.1 mi / 16.3 km)
  • Universal’s Islands of Adventure™ (11 mi / 17.7 km)
  • Epcot® (13.3 mi / 21.3 km)
Natural features

Exploring the natural landscape of Oakland

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Oakland is a great spot to appreciate mother nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Hancock Park (5.7 mi / 9.2 km)
  • Lake Butler (6.7 mi / 10.8 km)
  • Palatlakaha Recreation Area (8.5 mi / 13.7 km)
  • Clarcona Horseman's Park (8.7 mi / 14 km)
  • Turkey Lake Park (9.1 mi / 14.6 km)
  • Lake Louisa State Park (9.2 mi / 14.7 km)
How to get there

How to get to and around Oakland

The nearest airport is in Orlando, FL (MCO-Orlando Intl.), located 21 mi (33.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Kissimmee, FL (ISM-Kissimmee Gateway), which is 21.5 mi (34.5 km) away.

How many holiday rentals are available around Oakland?

Our 2020 accommodation listings offer a large selection of 89 holiday lettings around Oakland. From 50 houses to 11 flats & apartments, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What is the best area to stay when travelling to Oakland?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Oakland:

  • Lindfields: 2,609 holiday homes
  • Highlands Reserve: 1,330 holiday homes
  • Lake Berkley: 960 holiday homes
  • Calabay Parc: 403 holiday homes
  • Cumbrian Lakes: 149 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Oakland? offers a large selection of holiday accommodations near great places in Oakland. From travellers, the most popular points of interest to stay near are:

  • Walt Disney World®: 27,273 holiday lettings
  • Universal Studios Florida: 26,181 holiday lettings
  • Remington Golf Club: 25 holiday lettings
  • Osceola County Stadium: 26,320 holiday lettings
  • Kissimmee Lakefront Park: 24,479 holiday lettings

But there are many other points of interest around Oakland listed on where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Oakland?

Yes, of course. offers 50 Houses in Oakland. Our other popular types of Oakland holiday rentals include:

  • Flats: 11 self catering accommodations
  • Villas: 8 self catering accommodations
  • Cabins: 5 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Cottages and more.

Can I find a holiday accommodation with pool in Oakland?

Yes, you can select your preferred holiday accommodation with pool among our 50 holiday homes with pool available in Oakland. Please use our search bar to access the selection of holiday rentals available.

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