Search Orlando Cottages

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
villa image
Villas
Villas

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Orlando cottages

A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

1. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
$350 nightly
The price is $389
Nov 16 - Nov 17
Total with taxes and fees
Serenity - Family & Pet Friendly, Amazing Location
A residential area with houses featuring sloped roofs and solar panels.

2. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
$214 nightly
The price is $243
Nov 16 - Nov 17
Total with taxes and fees
Upstay: Bright Family-friendly Retreat With Patio
A hotel with a central entrance, palm trees, and a sunset sky.

3. Wp302 - 2BR Condo Near Walt Disney World

Wp302 - 2BR Condo Near Walt Disney World
3.0 star property
Kissimmee
$269 nightly
The price is $304
Dec 12 - Dec 13
Total with taxes and fees
Wp302 - 2BR Condo Near Walt Disney World
A modern kitchen with red walls, a dining area with a brown leather couch, and a bar stool.

4. Downtown Cottage

Downtown Cottage
Colonialtown North
8.8 out of 10, Excellent, (18 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
$151 nightly
The price is $168
Nov 17 - Nov 18
Total with taxes and fees
Downtown Cottage
A well-maintained artificial green lawn with a flagstick, surrounded by a stone pathway and a large planter with flowers.

5. Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!

Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!
Kissimmee
$130 nightly
The price is $146
Dec 9 - Dec 10
Total with taxes and fees
Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!
A table with a potted plant and a cup of coffee, overlooking a scenic landscape.

6. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
10.0 out of 10, Exceptional, (1 review)
"Cozy and nice place. It was very clean. Comunication with host was easy. Great view and sitting area from balcony to the lake. Very relaxing!"
United States
jacqueline M.
$190 nightly
The price is $212
Nov 18 - Nov 19
Total with taxes and fees
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

7. Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
$180 nightly
The price is $203
Nov 16 - Nov 17
Total with taxes and fees
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
A white building with large windows and a brick pathway leading to it.

8. The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!

The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!
College Park
10.0 out of 10, Exceptional, (56 reviews)
"Great location, well stocked and beds were very comfortable."
United States
Raegan S.
$303 nightly
The price is $338
Nov 16 - Nov 17
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

9. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
10.0 out of 10, Exceptional, (1 review)
$284 nightly
The price is $316
Nov 16 - Nov 17
Total with taxes and fees
Shore Steps Cottage - Walking Distance To The Town Of Windermere
A single-story mobile home with a front porch and a small deck.

10. Newly Remodeled Tiny Home 20 minutes from Disney!~

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
$171 nightly
The price is $193
Nov 16 - Nov 17
Total with taxes and fees
Newly Remodeled Tiny Home 20 minutes from Disney!~
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

11. Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
$293 nightly
The price is $328
Nov 19 - Nov 20
Total with taxes and fees
Family Resort Home w Pool, BBQ & Game Room
A poolside area with lounge chairs and palm trees, a clear blue sky, and a building with a modern design.

12. Mvy7664 - 3BR House Near Disney With Hot Tub

Mvy7664 - 3BR House Near Disney With Hot Tub
3.0 star property
Kissimmee
Mvy7664 - 3BR House Near Disney With Hot Tub
A single-story house with a white exterior, a front door, and a garage.

13. 9 Mi to Walt Disney World: Family Home w/ Pool!

9 Mi to Walt Disney World: Family Home w/ Pool!
3.0 star property
Clear Creek
$333 nightly
The price is $369
Nov 19 - Nov 20
Total with taxes and fees
9 Mi to Walt Disney World: Family Home w/ Pool!
A house with a porch, surrounded by a grassy area and a pond with lily pads.

14. Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
$283 nightly
The price is $316
Nov 30 - Dec 1
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

15. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
9.0 out of 10, Wonderful, (2 reviews)
"Clean. A little confusing on the location. Gate guard was a little tough. Price a little high for a double wide."
United States
Michael R.
$157 nightly
The price is $177
Nov 16 - Nov 17
Total with taxes and fees
Perfect Place for a Perfect Vacation
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

16. Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
$252 nightly
The price is $285
Nov 16 - Nov 17
Total with taxes and fees
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A modern living room with a sofa, a large wall clock, and a mirror.

17. Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
$179 nightly
The price is $202
Nov 17 - Nov 18
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions
A two-story house with a balcony, two garages, and a brick driveway.

18. Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas

Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
3.5 star property
Reunion
Refurbished Lux 6 Bed Golf Views at Reunion Resort by Shine Villas
A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

19. Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
$205 nightly
The price is $229
Nov 16 - Nov 17
Total with taxes and fees
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
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.
View all properties

Orlando and related destinations

Theme parks dominate Orlando's landscape, with Disney World and Universal offering immersive worlds from Star Wars to Harry Potter. Beyond the parks, airboat tours through nearby wetlands and the Kennedy Space Center's rocket displays provide thrilling breaks from roller coaster lines.

Known for:
Theme parks
Family fun
Lake recreation
See all hotels in Orlando
A cityscape with a large lake surrounded by buildings and greenery.

Explore a world of travel with Expedia