Book a Southwest Orlando Cottage

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Featured Cottages in Southwest Orlando

Exterior
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

2.0 star property
Orlando
The price is NZ$262
includes taxes & fees
19 Nov - 20 Nov
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
Exterior
Cozy new cottage in fantastic St. Cloud with WiFi, AC

Cozy new cottage in fantastic St. Cloud with WiFi, AC

St. Cloud
10.0 out of 10, Exceptional, (20)
"The room is super comfortable and clean. Nina and her husband are super friendly and are always in touch in case you need anything. I will definitely book with them again."
United States
Edgar
The price is NZ$244
includes taxes & fees
19 Nov - 20 Nov
Cozy new cottage in fantastic St. Cloud with WiFi, AC
Property grounds
Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai

Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai

Lake Mary
10.0 out of 10, Exceptional, (16)
"Great place and exactly as described. "
United States
Kanzeda C.
The price is NZ$434
includes taxes & fees
22 Nov - 23 Nov
Cozy Cottage Retreat – Queen Bed, Fire Pit & Private Lanai
Exterior
Charming 2-bedroom Country Cottage in Kissimmee with private parking

Charming 2-bedroom Country Cottage in Kissimmee with private parking

Kissimmee
9.0 out of 10, Wonderful, (4)
"great experience. very clean and in a good area"
United States
Aubrey V.
The price is NZ$246
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Exterior
Guesthouse Retreat – Private Pool & King Suite

Guesthouse Retreat – Private Pool & King Suite

Lake Mary
9.8 out of 10, Exceptional, (42)
"Great times!!! I would book again!!!"
United States
Darren B.
Guesthouse Retreat – Private Pool & King Suite
Exterior
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Altamonte Springs
10.0 out of 10, Exceptional, (27)
"Super cool spot I sank in the main bed in bedroom Aside from that the place was amazing"
United States
Chris W.
The price is NZ$600
includes taxes & fees
23 Nov - 24 Nov
Incredible Private Lakefront Cottage Retreat
Fridge, microwave, oven, stovetop
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

Altamonte Springs
8.6 out of 10, Excellent, (17)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
The price is NZ$567
includes taxes & fees
17 Nov - 18 Nov
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
Interior
Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood
9.2 out of 10, Wonderful, (56)
"The house is perfect for my weekend trips to the area and I plan to stay there again if my travels permit. "
United States
Wesley P.
The price is NZ$255
includes taxes & fees
16 Nov - 17 Nov
Tiny Hidden Cottage
Exterior
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, (29)
"Easy and convenient in a nice place "
United States
cameron h.
The price is NZ$672
includes taxes & fees
18 Nov - 19 Nov
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
House (4 Bedrooms) | Interior
Terra Verde Swanky

Terra Verde Swanky

3.0 star property
Kissimmee
The price is NZ$746
includes taxes & fees
30 Nov - 1 Dec
Terra Verde Swanky
Children’s area
Charming 2-bedroom cottage in Kissimmee

Charming 2-bedroom cottage in Kissimmee

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"Kudos to the hosts. A seamless experience. My first ever vacation rental and I was very impressed. The cottage was super clean and was equipped with everything and then some. "
United States
Gail E.
The price is NZ$361
includes taxes & fees
27 Nov - 28 Nov
Charming 2-bedroom cottage in Kissimmee
Property grounds
Hidden Lake View Cottage 5 miles from Disney!

Hidden Lake View Cottage 5 miles from Disney!

Kissimmee
9.0 out of 10, Wonderful, (2)
"Awesome"
United States
Bulmaro S.
The price is NZ$397
includes taxes & fees
27 Nov - 28 Nov
Hidden Lake View Cottage 5 miles from Disney!
Exterior
Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation

3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
The price is NZ$342
includes taxes & fees
17 Nov - 18 Nov
Perfect Place for a Perfect Vacation
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE

2.0 star property
Kissimmee
8.0 out of 10, Very good, (1)
"The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price."
United States
Christine M.
The price is NZ$279
includes taxes & fees
7 Dec - 8 Dec
Tiny house close to Disney KISSIMMEE
Exterior
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)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is NZ$451
includes taxes & fees
27 Nov - 28 Nov
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior
Disney, Universal and Legoland Getaway

Disney, Universal and Legoland Getaway

Kissimmee
9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
United States
Anthony M.
The price is NZ$425
includes taxes & fees
27 Nov - 28 Nov
Disney, Universal and Legoland Getaway
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions

Kissimmee
The price is NZ$357
includes taxes & fees
16 Nov - 17 Nov
Family-Friendly Cottage Near Orlando’s Top Attractions
Property grounds
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 NZ$372
includes taxes & fees
27 Nov - 28 Nov
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Property grounds
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

Kissimmee
The price is NZ$488
includes taxes & fees
29 Nov - 30 Nov
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
Interior
Solterra Swanky

Solterra Swanky

3.0 star property
Solterra Resort
The price is NZ$723
includes taxes & fees
1 Dec - 2 Dec
Solterra Swanky
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Orlando Hotel Reviews

Orlando International Drive North Hotel

Orlando International Drive North Hotel

10/10 Excellent
"clean room, nice staff"
Grace 3-night trip
Posted 3 days ago
Orlando International Drive North Hotel

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

Explore a world of travel with Expedia