Southwest Orlando Cottages ￥22,917

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

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Our top choices for Southwest Orlando cottages

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

A living room with a black leather sofa, a patterned throw pillow, a wooden coffee table, and a colorful rug. There is a large window with blinds, a framed picture on the wall, and a potted plant.

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.

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

1. 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 ￥24,355

￥24,355

￥50,321 total

includes taxes & fees

Sep 21 - Sep 22

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

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

A compact kitchen with a red theme, stainless steel appliances, and a seating area with stools.

A bedroom with two beds, a ceiling fan, and a large window with blinds.

A modern living space with a sofa, a TV, a kitchen area, and a dining table.

2. 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 ￥10,627

￥10,627

￥28,268 total

includes taxes & fees

Sep 24 - Sep 25

Downtown Cottage

A serene landscape with a pond, trees with Spanish moss, and a palm tree.

A living room with a grey sofa, a flat-screen TV, a sound system, and a wooden coffee table.

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

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

3. 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 ￥22,364

￥22,364

￥57,472 total

includes taxes & fees

Sep 18 - Sep 19

Shore Steps Cottage - Walking Distance To The Town Of Windermere

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

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

A living room with a grey sectional sofa, yellow cushions, a round wicker coffee table, and a patterned rug. There are two windows with blinds, a ceiling fan, and a dining area with a table and chairs.

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

4. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando

Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando

A residential area with multi-story buildings, a well-maintained lawn, and trees with autumn foliage.

A garage with a closed metal door, a fire extinguisher mounted on the wall, and a concrete floor.

A living room with a flat-screen TV, a ceiling fan, a sectional sofa, and a wooden entertainment center.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a tiled roof.

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 ￥35,358

￥35,358

￥73,013 total

includes taxes & fees

Sep 24 - Sep 25

Th60 - 3BR House Near Disney With Pool Access

A covered outdoor area with a concrete floor, surrounded by grass and trees.

A modern kitchen with white cabinets, stainless steel appliances, and a large window.

A bedroom with a bed, a nightstand, a ceiling fan, a window with curtains, and a shelf with plants.

A modern living room with a grey sofa, a coffee table, a TV stand, and a kitchen area with a bar.

6. Enchanted Cottage with Pool and Mini-Golf Near Disney

Enchanted Cottage with Pool and Mini-Golf Near Disney

Kissimmee

9.4 out of 10, Exceptional, (44 reviews)

9.4/10

Exceptional

(44 reviews)

"This place was the perfect little hideaway during our trip to the parks. Would most definitely stay again."

Shane B.

The price is ￥8,634

￥8,634

￥23,570 total

includes taxes & fees

Sep 30 - Oct 1

Enchanted Cottage with Pool and Mini-Golf Near Disney

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

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

A modern kitchen with a refrigerator, stove, and microwave. There is a dining area with a table and chairs.

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

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

Newly Remodeled Tiny Home 20 minutes from Disney!~

Kissimmee

The price is ￥13,186

￥13,186

￥32,310 total

includes taxes & fees

Sep 18 - Sep 19

Newly Remodeled Tiny Home 20 minutes from Disney!~

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

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

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

A dining area with a wooden table, four matching stools, a decorative sign above the table, and a wall-mounted light switch.

8. 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 ￥12,566

￥12,566

￥29,691 total

includes taxes & fees

Sep 19 - Sep 20

Perfect Place for a Perfect Vacation

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.

9. 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 ￥9,773

￥9,773

￥25,640 total

includes taxes & fees

Sep 18 - Sep 19

Tiny house close to Disney KISSIMMEE

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.

10. 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 ￥13,264

￥13,264

￥36,265 total

includes taxes & fees

Sep 21 - Sep 22

Orlando Pool Days & Hammock Naps Book Your Escape NOW!

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

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

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

A porch with a white railing, a blue door, and a potted plant.

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

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property

Winter Garden

The price is ￥30,871

￥30,871

￥77,429 total

includes taxes & fees

Sep 30 - Oct 1

Fire Pit & Yard: Updated Winter Garden Home!

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

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

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

A bedroom with a bed, a desk, a chair, a TV, and a mirror.

12. 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 ￥11,867

￥11,867

￥34,545 total

includes taxes & fees

Sep 21 - Sep 22

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

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 cozy living room with a brown leather sofa, a glass coffee table, and a lamp on a wooden nightstand.

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

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Orlando

The price is ￥16,289

￥16,289

￥36,011 total

includes taxes & fees

Sep 21 - Sep 22

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 grey cabinets, a white countertop, and stainless steel appliances.

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

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

14. 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 ￥23,549

￥23,549

￥128,209 total

includes taxes & fees

Sep 21 - Sep 22

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

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

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

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 dining area with a table set for four, surrounded by wicker chairs and white upholstered chairs. A staircase with white railings is visible to the left.

15. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio

3.0 star property

Chatham Park

The price is ￥12,255

￥12,255

￥40,144 total

includes taxes & fees

Sep 22 - Sep 23

Upstay: Bright Family-friendly Retreat With Patio

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

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

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

A modern bathroom with white tiles, a shower with a black rain showerhead, and a toilet.

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)

10/10

Exceptional

(2 reviews)

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

Jennifer b.

The price is ￥14,590

￥14,590

￥47,448 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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

17. 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 ￥14,065

￥14,065

￥31,662 total

includes taxes & fees

Sep 20 - Sep 21

Family-Friendly Cottage Near Orlando’s Top Attractions

A residential property with a red carpet leading to a door, a small garden area with green turf and potted plants, and a wooden fence.

A cozy living room with a grey sofa, a small table with a lamp, a sliding barn-style door, and a wall-mounted air conditioner.

A bathroom with a white sink, a toilet, a mirror, and a glass shower enclosure.

A hotel room with a bed, a chair, a nightstand, a lamp, and a framed sign on the wall.

18. Garden Retreat in St. Cloud with WiFi, AC.

Garden Retreat in St. Cloud with WiFi, AC.

St. Cloud

10.0 out of 10, Exceptional, (32 reviews)

10/10

Exceptional

(32 reviews)

"Great cute and clean place."

Victoria T.

The price is ￥13,962

￥13,962

￥23,352 total

includes taxes & fees

Oct 12 - Oct 13

Garden Retreat in St. Cloud with WiFi, AC.

A small cabin with a porch and a garage, surrounded by trees and a clear sky.

A room with a checkered floor, a blue sofa, a small table, and a kitchen area with a microwave.

A bedroom with a patterned wallpaper, a bed with a colorful bedspread, and a window with a view of the outside.

A small, single-story building with a blue exterior and white trim. It features two large glass doors and a small porch area with two wooden chairs and a table.

19. Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Davenport

6.8 out of 10, (3 reviews)

6.8/10

(3 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. "

Rebecca F.

The price is ￥11,112

￥11,112

￥22,917 total

includes taxes & fees

Sep 18 - Sep 19

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

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

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

A dining area with two round tables, a kitchen area, and a view of the outdoors.

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

20. 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 ￥23,286

￥23,286

￥48,508 total

includes taxes & fees

Sep 21 - Sep 22

Cozy Lake Front Cottage

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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