Search Southeast Orlando Cottage Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southeast Orlando cottages

New cottage retreat in St. Cloud with WiFi, AC.

New cottage retreat in St. Cloud with WiFi, AC.
St. Cloud
10.0 out of 10, Exceptional, (30 reviews)
"Great cute and clean place."
United States
Victoria T.
The price is ¥12,418
¥21,698 total
includes taxes & fees
May 14 - May 15
New cottage retreat in St. Cloud with WiFi, AC.

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.4 out of 10, Exceptional, (67 reviews)
"Great place, found the heater, thank you!Would stay again, just pull the bed away from the wall for us old folk "
United States
Susan J.
The price is ¥12,907
¥24,669 total
includes taxes & fees
May 17 - May 18
Tiny Hidden Cottage

Relax Tonight. Cozy, Quiet and Super Clean.

Relax Tonight. Cozy, Quiet and Super Clean.
Lake Mary
10.0 out of 10, Exceptional, (19 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is ¥14,147
¥37,380 total
includes taxes & fees
May 14 - May 15
Relax Tonight. Cozy, Quiet and Super Clean.

“Best Stay Ever” – Recent Guest

“Best Stay Ever” – Recent Guest
Lake Mary
9.8 out of 10, Exceptional, (52 reviews)
"Everything was wonderful! We loved the location and the house was cozy and comfortable. "
United States
Mike B.
The price is ¥14,184
¥37,004 total
includes taxes & fees
May 27 - May 28
“Best Stay Ever” – Recent Guest

Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
3.0 star property
Rosemont
10.0 out of 10, Exceptional, (1 review)
The price is ¥21,434
¥82,674 total
includes taxes & fees
May 17 - May 18
Chic Orlando Family Getaway w/ Fenced Yard!

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
College Park
9.8 out of 10, Exceptional, (37 reviews)
"Lovely spot, in a quiet neighborhood. Clean and spotless, and stocked with amenities for breakfast and snacks. We'll be booking again next time we go down to visit family in Orlando."
United States
John
The price is ¥26,099
¥52,451 total
includes taxes & fees
May 18 - May 19
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Downtown Cottage

Downtown Cottage
Colonialtown North
8.2 out of 10, Very Good, (11 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is ¥13,361
¥31,438 total
includes taxes & fees
Jun 8 - Jun 9
Downtown Cottage

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very Good, (7 reviews)
"Just needed a place to stay close to Disney for the night and the place was clean and easy to check in and out. "
United States
Jena B.
The price is ¥11,003
¥27,230 total
includes taxes & fees
May 14 - May 15
Tiny house close to Disney KISSIMMEE

Family-friendly Villa w Pool, Hot Tub & Games Room

Family-friendly Villa w Pool, Hot Tub & Games Room
3.0 star property
Kissimmee
The price is ¥33,953
¥79,393 total
includes taxes & fees
May 14 - May 15
Family-friendly Villa w Pool, Hot Tub & Games Room

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is ¥19,070
¥39,421 total
includes taxes & fees
Jun 1 - Jun 2
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is ¥12,732
¥30,084 total
includes taxes & fees
May 17 - May 18
Perfect Place for a Perfect Vacation

Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"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.
The price is ¥14,147
¥31,689 total
includes taxes & fees
May 19 - May 20
Family-Friendly Cottage Near Orlando’s Top Attractions

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.
The price is ¥12,693
¥45,550 total
includes taxes & fees
May 16 - May 17
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ¥17,261
¥65,468 total
includes taxes & fees
May 19 - May 20
Serenity - Family & Pet Friendly, Amazing Location

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ¥28,766
¥79,953 total
includes taxes & fees
May 14 - May 15
Fire Pit & Yard: Updated Winter Garden Home!

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.6 out of 10, Exceptional, (9 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is ¥18,706
¥47,357 total
includes taxes & fees
May 31 - Jun 1
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

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
The price is ¥14,572
¥34,584 total
includes taxes & fees
May 14 - May 15
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

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 ¥40,621
¥148,933 total
includes taxes & fees
Jun 3 - Jun 4
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is ¥14,933
¥43,531 total
includes taxes & fees
May 18 - May 19
Upstay: Bright Family-friendly Retreat With Patio

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
Davenport
5.0 out of 10, (2 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is ¥11,176
¥24,465 total
includes taxes & fees
May 14 - May 15
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southeast Orlando Hotel Reviews

Find out more about Southeast Orlando

Southeast Orlando Cottages information

Number of reviews
226
Accommodation
12 Cottages
Lowest Price
¥21,698
Highest Price
¥148,933

Explore a world of travel with Expedia