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2 Jan - 4 Jan
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Our top choices for Orlando cottages

Interior
Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is S$338
includes taxes & fees
7 Jan - 8 Jan, 2026
Upstay: Bright Family-friendly Retreat With Patio
Interior
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is S$606
includes taxes & fees
10 Jan - 11 Jan, 2026
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Interior
Encore Swanky

Encore Swanky

Encore Swanky
3.0 star property
Kissimmee
The price is S$1,087
includes taxes & fees
29 Dec - 30 Dec
Encore Swanky
Exterior
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
3.0 star property
Kissimmee
The price is S$1,550
includes taxes & fees
29 Dec - 30 Dec
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
Interior
Upstay: 6BR Resort Home w Pool & Basketball Court

Upstay: 6BR Resort Home w Pool & Basketball Court

Upstay: 6BR Resort Home w Pool & Basketball Court
3.0 star property
Kissimmee
Upstay: 6BR Resort Home w Pool & Basketball Court
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orlando Hotel Reviews

DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

10/10 Excellent
"Clean rooms. Staff very friendly and helpful. Outdoors was amazing and the scenery was beautiful.. "
Kasha 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Hotel Orlando Downtown

Find out more about Orlando

Orlando Cottages information

Number of reviews
Accommodation
1396 Cottages
Lowest Price
S$606
Highest Price
S$1,550

Frequently asked questions

How much do cottages in Orlando cost?
Prepare to pay between S$606 and S$1,550 per night for cottages in Orlando. No matter your budget, a wonderful stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Orlando?
Put your bags down at Fresh And Remodeled In Vista Cay Townhome and make your family adventure in Orlando the best one yet. This family-friendly cottage has a 3-star rating and amenities including an outdoor entertainment area and an oven. Orlando has tons of family-friendly attractions to visit that'll entertain the kids. Universal Studios Florida and Universal Orlando Resort guarantee fun for everyone.
Why book your cottage in Orlando with Expedia?
We think a getaway should be hassle-free, so if you're in search of cottages in Orlando at a great price, Expedia delivers. Save those pennies and opt for a low-cost option surrounded by nature, or book an upscale cottage to spoil the ones you love most.
How can I find cheap cottages in Orlando?
With Expedia's filter tool, locating cheap cottages in Orlando couldn't be easier. To view accommodation that are very pocket friendly, refine your search results by star rating, budget and amenities.
What is there to do in Orlando near my cottage?
There are tons of terrific things to sink your teeth into in Orlando. Explore leading attractions like Orlando Starflyer, Grand Avenue Park and Zora Neale Hurston National Museum of Fine Arts. Pirate's Cove Adventure Golf, Maitland Historical Society and Ripley's Believe It or Not are also visited by many.

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