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Orlando holiday rentals

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Booking Insights
Recommended by KAYAK

Best Orlando vacation rentals

These are the best prices for 1-2 Oct.
Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly! - Kissimmee - Living room
Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly!
Kissimmee, FL, United States
9.7Wonderful(97)
House
$266+
View availability
18-Universal and Heart of International Dr - Orlando - Outdoor view
18-Universal and Heart of International Dr
Orlando, FL, United States
9.4Wonderful(32)
Apartment
$253+
View availability
Vista Cay Jewel Luxury By Universal Orlando Rental - Orlando - Dining room
Vista Cay Jewel Luxury By Universal Orlando Rental
Orlando, FL, United States
8.8Very Good(27)
Condo
$469+
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Stylish Condo at Vista Cay Resort Minutes to WDW - Orlando - Living room
Stylish Condo at Vista Cay Resort Minutes to WDW
Orlando, FL, United States
8.8Very Good(23)
Condo
$405+
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Lakeview Palms - Orlando - Lobby
Lakeview Palms
Orlando, FL, United States
9.1Wonderful(28)
Apartment
$378+
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Premier Resort Condos Near Disney & Universal - Orlando - Bedroom
Premier Resort Condos Near Disney & Universal
Florida Center
8.5Very Good(488)
Apartment
$154+
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Only 5 Miles from Disney! Free Water Park! 2 Bed, 2 Bath Condo, Sleeps 8 - Kissimmee - Pool
Only 5 Miles from Disney! Free Water Park! 2 Bed, 2 Bath Condo, Sleeps 8
Kissimmee, FL, United States
9.2Wonderful(58)
Condo
$352+
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First Floor Vista Cay Condo W/free Resort Access! - Orlando - Pool
First Floor Vista Cay Condo W/free Resort Access!
Orlando, FL, United States
8.5Very Good(8)
Apartment
$341+
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Ground-Floor Vista Cay Condo Near Clubhouse Pool - Orlando - Living room
Ground-Floor Vista Cay Condo Near Clubhouse Pool
Orlando, FL, United States
9.2Wonderful(34)
Apartment
$515+
View availability
Updated Condo, 5 mi to Disney, On-site Water Park - Kissimmee - Pool
Updated Condo, 5 mi to Disney, On-site Water Park
Kissimmee, FL, United States
8.6Very Good(27)
Apartment
$357+
View availability
Bahama Bay, Davenport, Florida Oversize 2 Br condo - Kissimmee - Kitchen
Bahama Bay, Davenport, Florida Oversize 2 Br condo
Kissimmee, FL, United States
9.5Wonderful(62)
Condo
$237+
View availability
Water Slidelazy Riverfoosball5mi to Disney! - Kissimmee - Pool
Water Slidelazy Riverfoosball5mi to Disney!
Kissimmee, FL, United States
8.8Very Good(23)
House
$295+
View availability
3 Bed Condo Close to Disney at Storey Lake - Kissimmee
3 Bed Condo Close to Disney at Storey Lake
Kissimmee, FL, United States
8.8Very Good(10)
Apartment
$363+
View availability
Storey Lake - Private Pool Home 10 Min to Disney - Bay Lake
Storey Lake - Private Pool Home 10 Min to Disney
Bay Lake, FL, United States
9.7Wonderful(19)
House
$310+
View availability
Florida Palms - Orlando
Florida Palms
Orlando, FL, United States
9.7Wonderful(32)
House
$463+
View availability
7664 Comrow Street #104 - Four Corners
7664 Comrow Street #104
Four Corners, FL, United States
8.8Very Good(14)
Apartment
$373+
View availability
Booking Insights

KAYAK’s insights for holiday rentals in Orlando

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Orlando with confidence.

What is the cheapest day of the week to book a vacation rental in Orlando?

Monday offers the lowest rates in Orlando, with an average nightly price of $229. The highest prices are found on Thursday, with average rates at $499.

How much is a vacation rental in Orlando for tonight by property type?

The best deal for a vacation rental in Orlando found by KAYAK users in the last 5 days was $147 in a Apartment. Homestay prices start at $147.

How much is a vacation rental in Orlando for this weekend by property type?

The best deal for a vacation rental in Orlando found by KAYAK users for the upcoming weekend was $119 in a Apartment. Homestays prices start at $121, Houses at $205, Villas at $316, and Campsites at $319.

How early should you book a vacation rental in Orlando?

Book at least 16 days before your stay begins to get the best price for your Orlando vacation rental.

Find deals

Good to know

Low season

High season

Average price (weeknight)

October
August
$155
Cheapest month to stay with an average 71% drop in price.
Most expensive month to stay with an average 310% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Orlando holiday rental deals

  • If you want to be close to the city's thrilling nightlife, check out Orlando vacation rentals in the downtown Orlando neighborhood. You will be a walk away from some of the eclectic bars, restaurants, and clubs in Orlando, especially on Orange Avenue, where most of the nightlife is concentrated. Luxury and comfortable bedroom for 2 in S. Orlando is a great choice, conveniently located in the city's heart.
  • Renters seeking to escape the constant buzz in Orlando's city center will enjoy staying in South Eola. This tiny neighborhood is an oasis in Orlando, with a handful of nice cafés, craft beer pubs, and a beautiful park with a lake. Golf Course View 2 Bedroom 2 Bath Condo is a great option for enjoying a tranquil stay in this neighborhood.
  • If you are looking to keep fit during your stay in Orlando, consider booking a reservation at Margaritaville Cottages Orlando by Rentyl and Comfortable Vacation Apartment at Vista Cay apt 307. Both vacation rentals offer well-equipped on-site fitness centers, which are ideal for burning calories and sticking to your fitness routine during your vacation.
  • If you are after a cost-effective stay in Orlando, consider booking a reservation at a vacation rental in Kissimmee. This nearby city is a wonderful alternative for budget vacationers featuring efficient transportation connections to Downtown Orlando and South West Orlando, where you can explore amusement parks. Since this city is a few miles from downtown Orlando, vacation rental costs are typically lower.
  • If you are visiting Orlando to explore its amazing shopping scene, consider looking for a vacation rental in Thornton Park. This neighborhood has a metropolitan vibe, with high-end shopping stores, elegant fashion boutiques, and well-designed condominiums. You will certainly love the Zou-Zou store, which stocks designer lines. Thornton Park Bungalow, Downtown Orlando, Historic, close to everything, is a great choice.
  • Pool, air-conditioned, kitchen/kitchenette, parking, and wifi are the most popular holiday rental property amenities in Orlando
  • Holiday rentals in Orlando are around 703% cheaper than hotels on average. Search here to compare prices for all accommodation types in Orlando.
  • The best holiday rental properties in Orlando are Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly! (9.7, 97 reviews), Florida Palms (9.7, 32), and 3 BR Condo with Beautiful Pool & Water Park Minutes to Disney Worlds Front Gate (9.7, 80), based on ratings and reviews from real travellers.
  • West Colonial is the neighbourhood in Orlando with the most affordable holiday rental properties (1 properties with an average price of $149 per night). Cozy tiny house escape in sunny Orlando with WiFi, AC, and all you need to relax is the most popular rental property in West Colonial.
  • If you’re looking for a cheap holiday rental in Orlando, you should consider visiting during the low season. The cheapest holiday homes in Orlando can be found in October and June.
  • The cheapest night for renting a holiday home in Orlando is Sunday. In contrast, the most expensive is Wednesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Orlando for 6 days.

FAQs when booking a holiday home in Orlando

  • How much is a holiday rental for a week in Orlando?

    The average price for a weekly Orlando holiday rental found by KAYAK users in the last 2 weeks is $2,846.

  • How much is a holiday rental for a month in Orlando?

    The average price for a monthly Orlando holiday rental found by KAYAK users in the last 2 weeks is $12,198.

  • What types of holiday rentals are available in Orlando?

    There are loads of different property types that you can make your holiday home in Orlando. You’ll find apartments, campgrounds, caravans, condos, cottages, houses, campsites, homestays, hotels, lodges, luxury tents, resorts and villas.

  • What are some of the most-loved holiday rentals available in Orlando?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Worldquest Orlando Resort.

  • Are there any pet-friendly holiday rentals in Orlando?

    There are a number of dog and pet-friendly Orlando holiday rentals, with around 9% allowing you to bring your pet along with you.

  • How much is a holiday rental in Orlando for tonight?

    In the last 72 hours, users have found Orlando holiday rentals for tonight for as low as $146. Search here for similar prices

  • How much is a holiday rental in Orlando for this weekend?

    In the last 72 hours, users have found Orlando holiday rentals for this weekend for as low as $121 per night. Search here for similar prices

  • Which are the most popular neighbourhoods to stay in Orlando?

    Holiday rentals in Florida Center, Downtown and Airport North have the most searches on KAYAK. For more information about Orlando's different neighbourhoods, check out our Orlando's City Guide.

  • How can I find holiday rentals near me in Orlando?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • Which Orlando vacation rentals allow pets?

    A few Orlando vacation rentals allow pets, including 6183 Sandcrest · Walk To Universal! Near Disney, Convention and Deluxe Studio At Beautiful Resort With Many Amenities To Enjoy. All you need to do is inform your vacation rental about your pet to avoid any hassles. However, you may incur additional charges.

  • Which is the best vacation rental for families in Orlando?

    If you visit the city with your family, look for Orlando vacation rentals in the South West Orlando neighborhood. You can spend your whole vacation in this neighborhood and still have enough family-friendly attractions and activities to explore, including The Escape Game Orlando, Universal Studios, and Fun Spot America. 10 mins to Disney - Hot tub - King Puffy Lux is well recommended.

  • Where can I find the best vacation rentals for couples in Orlando?

    Couples seeking a getaway spot in the city should consider Orlando house rentals in Lake Cherokee. This calm and peaceful area provides a low-key and intimate atmosphere, ideal for bonding time. Also, couples can explore the various attractions in the neighborhood, including Cherokee Park and Lake Cherokee.

  • Which Orlando vacation rentals are within walking distance of dining options?

    If you wish to try various cuisines, consider getting a vacation rental around Mills 50 & Milk District. There are several eateries in the area, and most of them are reasonably priced. You can enjoy various dining options available, including IHOP, Pho 88 Vietnamese Restaurant, Little Saigon, and Se7enBites, which are only a few steps away from the Mills 50 & Milk District vacation rentals.

Where to stay in Orlando?

Our map will help you find the perfect place to stay in Orlando by showing you the exact location of each holiday rental.

More options for your stay in Orlando