Southwest Orlando Cottages ￥26,238

Southwest Orlando Cottages
Orlando
Florida
United States of America
Cottages
Expedia.co.jp

Southwest Orlando Travel Guide Hotels in Southwest Orlando Vacation Rentals in Southwest Orlando Flights to Southwest Orlando Car Rentals in Southwest Orlando Southwest Orlando Vacation Packages

A water fountain, palm trees, and a Ferris wheel.

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

In two months

In three months

In four months

Our top choices for Southwest Orlando cottages

A house with a red door, a front porch, and a pathway leading to the entrance.

A bathroom with a shower, toilet, sink, and a mirror.

A kitchen with a red brick wall, stainless steel appliances, and a wooden table.

A room with a bed, a TV on a stand, a bookshelf, and a window with blinds.

1. Downtown Cottage

Downtown Cottage

Colonialtown North

8.8 out of 10, Excellent, (15 reviews)

8.8/10

Excellent

(15 reviews)

"Clean perfect location for what we needed "

Jerred B.

The price is ￥10,090

￥10,090

￥27,872 total

includes taxes & fees

Sep 27 - Sep 28

Downtown Cottage

A table with a potted plant and a cup of coffee, overlooking a scenic landscape.

A modern living room with a sofa, a coffee table, a TV, and a ceiling fan.

A modern kitchen with a built-in microwave, coffee maker, toaster, and a window with a view of trees.

A bedroom with a bed, a wardrobe, a sofa, and a lamp.

2. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando

Orlando

The price is ￥13,970

￥13,970

￥33,338 total

includes taxes & fees

Oct 19 - Oct 20

Romantic Lakefront Getaway with Balcony near Downtown Orlando

A white building with large windows and a brick pathway leading to it.

A brick pathway leading to a building with white siding.

A bedroom with a bed, bedside tables, a ceiling fan, a door, and a window.

A living room with a black leather sofa, a white coffee table, and a potted plant. There is a ceiling fan, a TV, and a door leading to a balcony with outdoor furniture.

3. 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, (52 reviews)

10/10

Exceptional

(52 reviews)

"Everything was super clean and exactly as described. Great location and great stay!"

Garrett S.

The price is ￥25,083

￥25,083

￥51,832 total

includes taxes & fees

Oct 12 - Oct 13

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.

A bathroom with a shower, a marble wall, a window with a plant, and a showerhead.

A house with a dark front door, a small porch with a bench, and a potted plant.

A room with a window, a bench, and a hanging plant.

4. 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)

10/10

Exceptional

(1 review)

The price is ￥22,717

￥22,717

￥58,380 total

includes taxes & fees

Sep 30 - Oct 1

Shore Steps Cottage - Walking Distance To The Town Of Windermere

A resort with multiple buildings, a central pool area, and a lake.

A modern living room with a dining area, a ceiling fan, and a large mirror on the wall.

A dining area with a glass table, chairs, and a chandelier. There is a kitchen area with wooden cabinets and appliances.

A modern kitchen with wooden cabinets, a central island with bar stools, and a view to the outside.

5. Th60 - 3BR House Near Disney With Pool Access

Th60 - 3BR House Near Disney With Pool Access

3.0 star property

Orlando

The price is ￥35,917

￥35,917

￥74,168 total

includes taxes & fees

Sep 29 - Sep 30

Th60 - 3BR House Near Disney With Pool Access

A single-story building with the number 297, a red door, and a bench outside.

A living room with a television, a coffee table, a sofa, and a rug.

A modern living room with a round wooden dining table, black chairs, and a black sofa. There is a coffee table with a lamp, a TV mounted on the wall, and a plant in the corner.

A swimming pool with a unique light display creating patterns on the water's surface.

6. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Lake Mary

9.8 out of 10, Exceptional, (66 reviews)

9.8/10

Exceptional

(66 reviews)

"The place was beautiful, cozy and so clean!!!! loved the pool and enjoyed spending my birthday there! will visit again soon!"

Sara L.

The price is ￥15,573

￥15,573

￥38,398 total

includes taxes & fees

Sep 29 - Sep 30

Orlando Pool Days & Hammock Naps Book Your Escape NOW!

A residential area with houses featuring sloped roofs and solar panels.

A dining area with a black table, white chairs, and a wicker chair. There is a painting on the wall and a white cabinet.

A modern living room with two sofas, a coffee table, and a painting.

A spacious living area with a white staircase, a dining area, and a kitchen.

7. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio

3.0 star property

Chatham Park

The price is ￥10,954

￥10,954

￥39,280 total

includes taxes & fees

Sep 29 - Sep 30

Upstay: Bright Family-friendly Retreat With Patio

A patio with outdoor furniture, a wooden deck, and a basketball hoop.

A modern kitchen with white cabinets, a microwave, and a green wall with a neon sign.

A modern kitchen with white cabinets, a microwave, and a built-in oven.

A white cabinet with a built-in fireplace, wooden flooring, and a shelf with decorative items.

8. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Lake Mary

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"Easy access, perfect location, perfectly appointed. Will stay again :-)"

Tricia S.

The price is ￥12,144

￥12,144

￥35,034 total

includes taxes & fees

Sep 28 - Sep 29

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

A bedroom with a bed, a ceiling fan, and three heart-shaped wall decorations.

A modern kitchen with wooden cabinets, a black refrigerator, a stove, and a microwave.

A modern living room with a flat-screen TV, a sofa, a coffee table, and a ceiling fan.

9. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation

Kissimmee

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

The price is ￥12,859

￥12,859

￥30,383 total

includes taxes & fees

Sep 27 - Sep 28

Perfect Place for a Perfect Vacation

A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

A kitchen with white cabinets, a stainless steel stove, and a window with a view of greenery.

A bathroom with white tiled walls, a bathtub, a shower curtain, and potted plants.

10. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property

Winter Garden

The price is ￥33,237

￥33,237

￥80,954 total

includes taxes & fees

Oct 19 - Oct 20

Fire Pit & Yard: Updated Winter Garden Home!

A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a black microwave.

A modern living room with a grey sofa, a black TV stand, and a patterned curtain.

A bathroom with a white sink, a faucet, and a countertop. There are two soap dispensers and a towel on the counter.

A shower area with a patterned shower curtain, tiled walls, and a showerhead.

11. Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE

Kissimmee

8.4 out of 10, Very good, (9 reviews)

8.4/10

Very good

(9 reviews)

"Proximity to theme parks, restaurants, and shopping"

NOLI

The price is ￥10,001

￥10,001

￥26,238 total

includes taxes & fees

Sep 26 - Sep 27

Tiny house close to Disney KISSIMMEE

A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

A spacious kitchen with a dining area, a sofa, and a ceiling fan.

A swimming pool with a gazebo and a fenced deck area.

A bedroom with a bed, a ceiling fan, a Christmas tree, and a dresser.

12. 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)

10/10

Exceptional

(2 reviews)

"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"

Jennifer b.

The price is ￥14,930

￥14,930

￥48,714 total

includes taxes & fees

Sep 27 - Sep 28

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.

A bedroom with two beds, a bedside table with a lamp, a small potted plant, and a desk with drawers.

A modern kitchen with a white island, bar stools, and a flat-screen TV mounted on the wall.

A hallway with a white door, a clock, a sofa, and a potted plant.

13. 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)

10/10

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!"

Joyce R.

The price is ￥14,288

￥14,288

￥32,163 total

includes taxes & fees

Sep 27 - Sep 28

Family-Friendly Cottage Near Orlando’s Top Attractions

A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

A cozy outdoor seating area with two wicker chairs, a small wooden table, and a TV mounted on the wall.

A miniature golf course with a green putting surface, surrounded by trees and grass.

A bright living room with a beige sofa, a white coffee table, and a colorful rug featuring cartoon characters.

14. 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 ￥14,716

￥14,716

￥34,609 total

includes taxes & fees

Oct 11 - Oct 12

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

A single-story mobile home with a front porch and a small deck.

A kitchen with a wooden table and stools, a gray couch, and a view of a residential area through a window.

A bedroom with a bed, a TV, and a door leading to another room.

A glass-enclosed shower with a marble floor, a towel rack, and a visible showerhead.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~

Kissimmee

The price is ￥13,453

￥13,453

￥32,965 total

includes taxes & fees

Oct 1 - Oct 2

Newly Remodeled Tiny Home 20 minutes from Disney!~

A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

A shower with a handheld showerhead and a wall-mounted control.

A modern kitchen with a large window, stainless steel appliances, and a sign that reads "Kitchen the heart of the home."

A living room with a brown leather sofa, a round metal coffee table with a vase of flowers, a wooden cabinet with a flat-screen TV, and a ceiling fan.

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

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Orlando

The price is ￥17,304

￥17,304

￥37,565 total

includes taxes & fees

Sep 27 - Sep 28

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

A modern living room with a grey sofa, blue chairs, and a dining area with a white table and blue chairs.

An outdoor bar area with high ceilings, large windows, and a TV screen displaying a nature scene.

17. 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 ￥27,285

￥27,285

￥134,816 total

includes taxes & fees

Oct 5 - Oct 6

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

A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

A hammock hanging by a window with a view of a lake and grassy area.

A long, narrow room with a wooden floor, a table with a tablecloth, and a hammock.

A spacious living room with a stone fireplace, a ceiling fan, and a large window.

18. Cozy Lake Front Cottage

Cozy Lake Front Cottage

Clermont

10.0 out of 10, Exceptional, (25 reviews)

10/10

Exceptional

(25 reviews)

"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."

Brenda P.

The price is ￥21,288

￥21,288

￥46,331 total

includes taxes & fees

Sep 27 - Sep 28

Cozy Lake Front Cottage

A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

A spacious living room with a dining area, featuring a wooden dining table, chairs, and a sofa set.

An aerial view of a resort with a central swimming pool, palm trees, and red umbrellas.

A spacious living room with a sofa, a coffee table, and a large window with curtains.

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

Family Resort Home w Pool, BBQ & Game Room

3.0 star property

Solana

The price is ￥16,510

￥16,510

￥52,095 total

includes taxes & fees

Sep 30 - Oct 1

Family Resort Home w Pool, BBQ & Game Room

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

A living room with a leather sofa, a wooden coffee table, a TV, and a ceiling fan.

A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a round table and chairs.

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a kitchen island with stools.

20. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location

3.0 star property

Crestwynd Bay

The price is ￥13,208

￥13,208

￥61,321 total

includes taxes & fees

Sep 26 - Sep 27

Serenity - Family & Pet Friendly, Amazing Location

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

Find vacation rentals that suit your style

Cottages

search for cottages

Apartments

search for apartments

Aparthotels

search for apart-hotels

Villas

search for villas

Private vacation homes

search for private vacation homes

Condos

search for condos

Chalets

search for chalets

Cabins

search for cabins

Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Orlando Hotel Reviews

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

10/10 Excellent

"Excelente hubicacion, instalaciones, servicio y atención del personal Muy recomendado, sí volvería"

ANDRES 7-night trip

Posted less than an hour ago

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

Hyatt House Orlando International Drive

10/10 Excellent

"Clean room"

William 4-night trip

Posted 1 hour ago

Hyatt House Orlando International Drive

Rosen Inn, closest to Universal

8/10 Good

"Room was clean, AC was fantastic. Bathroom was tiny, though sink was outside of it."

Mark 1-night trip

Posted 2 hours ago

Rosen Inn, closest to Universal

Hotel Landy Orlando Universal Blvd., a Tribute Portfolio Hotel

10/10 Excellent

"Great location, fun nice little pool area great price. It was perfect for what I needed."

Liisa 2-night trip

Posted 2 hours ago

Hotel Landy Orlando Universal Blvd., a Tribute Portfolio Hotel

DoubleTree by Hilton at the Entrance to Universal Orlando

8/10 Good

"X"

Allison 4-night trip

Posted 2 hours ago

DoubleTree by Hilton at the Entrance to Universal Orlando

Four Points by Sheraton Orlando International Drive

10/10 Excellent

"Great hotel. Staff was nice and accommodating. Would stay again!"

Wilfred Catalan 6-night trip

Posted 2 hours ago

Four Points by Sheraton Orlando International Drive

Coco Key Hotel & Water Park Resort

8/10 Good

"We had a great experience. The hotel is very appropriate to stay with your family. Children have lots of fun and the hotel was clean and close to several attractions."

Lina 3-night trip

Posted 4 hours ago

Coco Key Hotel & Water Park Resort

Universal’s Loews Portofino Bay Hotel

10/10 Excellent

"Didn’t actually stay in the room as had a villa nearby, used for express pass access. Looked lovely and will stay next time."

Lisa 1-night trip

Posted 5 hours ago

Universal’s Loews Portofino Bay Hotel

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"Best for families! Everything was perfect about this hotel! Thank you we will be back"

Tamara 1-night trip

Posted 5 hours ago

Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews	176
Accommodation	5 Cottages
Lowest Price	￥26,238
Highest Price	￥134,816

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars
More ways to book

Hotels near The Wizarding World of Harry PotterTM
Hotels near Universal CityWalk
Green Hotels in Downtown Orlando
Residences in Winter Garden
Vacation Homes in Orlando
Luxury Hotels in Bay Hill
Motels in Orlando
Holiday Park Resorts in Orlando
Palaces in Orlando
Hotels near Fun Spot America
Hotels near CoCo Key Water Resort
Hotels with Hot Tubs in Orlando
Scuba Diving Hotels in Florida Center
Hotels near Florida Mall
Hotels near Universal Studios Florida
Pet-Friendly Hotels in Southwest Orlando
Hotels near Dr. Phillips Center for the Performing Arts
Castles in Orlando
Capsule Hotels in Orlando
Cheap Hotels in Catalina
Pet-Friendly Hotels in Orlando
Rv Parks in Orlando
Condo Rentals in Orlando
Condo Resorts in Orlando
Vacation Homes in Northeast Orlando
Hotels with Free Parking in Florida Center
Hostels in Orlando
Hotels with a Pool in Florida Center
Golf Hotels in Orlando
Hotels with Bars in Downtown Orlando
Downtown Orlando Hotels
Hotels near University of Central Florida Valencia West
Resorts in Lake Buena Vista
Aparthotels in Orlando
Hotels near Orlando International Premium Outlets
Luxury Hotels in Orange County
Casino Hotels in Orlando
Pine Castle Hotels
B&B in Orlando
Adults Only Resorts & in Orlando
All-Inclusive Hotel Hotels in Florida Center
Hotels with Early Check-in in Orlando
Villas in Orlando
Hotels near Tinker Field
Family Hotels in Orlando
Hotels near Orange County Regional History Center
Pousadas in Orlando
Hotels near Universal’s Islands of Adventure
Hotels near Orlando Outlet Marketplace
Hotels near Lake Eola
Hotels near ICON Park
Hotels near Orlando Station
Motels in Eatonville
Resorts in Orange County
Guest Houses in Orlando
Hotels near Sleuth's Mystery Dinner Show
Scuba Diving Hotels in Downtown Orlando
Apartments in Orlando
Hotels near Pointe Orlando
Hotels near Mall at Millenia
Aparthotels in Northwest Orlando
Cabin Rentals in Orange County
Hotels near Wonderworks
Resorts & Hotels with Spas in Orlando
Lake Como Hotels
Waterpark Hotels in Florida Center
Hotels near Orange Avenue
Hotels near Shingle Creek Golf Course
New Malibu Hotels
Residences in Orlando
Ski Hotels in Orlando
Hotels near Camping World Stadium
Town Houses in Orlando
Hotels near Orlando City Hall
Catalina Hotels
Hotels with Free Parking in Orlando
Hostels in Southwest Orlando
Oak Ridge Hotels
Town Houses in Orlando Station
Cheap Hotels in Orange County
Hotels near Universal’s Volcano Bay
Hotels near Orlando Science Center
Hotels near The Plaza Theatre
Gay friendly Hotels in Orlando
All-Inclusive Hotel Hotels in Orlando
Luxury Hotels in Downtown Orlando
Hotels with a Pool in Orlando
Town Houses in Winter Garden
Aparthotels in Lake Buena Vista
Hotels with a Lazy River in Orlando
Hotels near Universal Orlando Resort
Resorts in Southwest Orlando

Flights from Orlando
Flights to Orlando

Orlando Vacations

Car rentals near Orlando International Premium Outlets
Car rentals near Orange County Convention Center
Car rentals near Orlando
Car rentals near Orange County
Midsize Car Rentals in Orlando

Book Cottages in Southwest Orlando on Expedia.com

Search Southwest Orlando Cottage Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Orlando cottages

1. Downtown Cottage

2. Romantic Lakefront Getaway with Balcony near Downtown Orlando

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

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

5. Th60 - 3BR House Near Disney With Pool Access

6. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

7. Upstay: Bright Family-friendly Retreat With Patio

8. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

9. Perfect Place for a Perfect Vacation

10. Fire Pit & Yard: Updated Winter Garden Home!

11. Tiny house close to Disney KISSIMMEE

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

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

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

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

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

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

18. Cozy Lake Front Cottage

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

20. Serenity - Family & Pet Friendly, Amazing Location

Find vacation rentals that suit your style

Top Southwest Orlando Hotel Reviews

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Explore a world of travel with Expedia