Southwest Orlando Cottages ￥19,303

Southwest Orlando Cottages
Orlando
Florida
United States of America
Cottages
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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.

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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 modern kitchen with red walls, a dining area with a brown leather couch, and a bar stool.

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 ￥10,746

￥10,746

￥28,584 total

includes taxes & fees

Oct 5 - Oct 6

Downtown Cottage

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

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.

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

2. 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 ￥25,430

￥25,430

￥61,562 total

includes taxes & fees

Oct 4 - Oct 5

Shore Steps Cottage - Walking Distance To The Town Of Windermere

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, (54 reviews)

10/10

Exceptional

(54 reviews)

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

Garrett S.

The price is ￥24,940

￥24,940

￥51,853 total

includes taxes & fees

Oct 12 - Oct 13

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

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

4. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando

Orlando

The price is ￥13,116

￥13,116

￥32,614 total

includes taxes & fees

Oct 27 - Oct 28

Romantic Lakefront Getaway with Balcony near Downtown Orlando

A residential house with a front yard, a palm tree, and a garage.

A modern kitchen with a central island, bar stools, and a glass-top dining table.

A modern kitchen with white cabinets, a granite countertop, and a central island with bar stools.

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

5. 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, (2 reviews)

10/10

Exceptional

(2 reviews)

"The house was well supplied with amenities, family friendly and it was very fun to use the pool and games. There’s a super Walmart and other shops close by."

Jennifer

The price is ￥28,887

￥28,887

￥87,894 total

includes taxes & fees

Oct 15 - Oct 16

Chic Orlando Family Getaway w/ Fenced Yard!

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

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

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

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, (67 reviews)

9.8/10

Exceptional

(67 reviews)

"The property was very clean and the host was quick to respond to any questions."

Colette T.

The price is ￥15,076

￥15,076

￥38,534 total

includes taxes & fees

Oct 4 - Oct 5

Orlando Pool Days & Hammock Naps Book Your Escape NOW!

A small, single-story building with a green exterior and a porch. There is a sign on the building that reads "Wood Side 150 174."

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

A hallway with a vanity, a bed, and a wall-mounted sign.

A rectangular swimming pool with a clear blue water, surrounded by a paved deck.

7. Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Vacation Village

9.4 out of 10, Exceptional, (65 reviews)

9.4/10

Exceptional

(65 reviews)

"Wonderful time at a property just right for our needs and wants. "

Peter C.

The price is ￥19,573

￥19,573

￥24,883 total

includes taxes & fees

Oct 15 - Oct 16

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

A multi-story residential building with balconies, a lawn, and outdoor seating.

A poolside area with lounge chairs and umbrellas, surrounded by palm trees and a tiled walkway.

A resort with multiple swimming pools, palm trees, and a parking area.

A bedroom with a bed, a dresser, a TV, and a wardrobe.

8. Th10 - 3BR House Near Disney and Universal Studios

Th10 - 3BR House Near Disney and Universal Studios

3.0 star property

Orlando

The price is ￥38,871

￥38,871

￥77,393 total

includes taxes & fees

Oct 28 - Oct 29

Th10 - 3BR House Near Disney and Universal Studios

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

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

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.

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

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

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Orlando

The price is ￥17,206

￥17,206

￥37,352 total

includes taxes & fees

Nov 3 - Nov 4

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

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

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

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

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

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

Newly Remodeled Tiny Home 20 minutes from Disney!~

Kissimmee

The price is ￥13,417

￥13,417

￥32,877 total

includes taxes & fees

Oct 4 - Oct 5

Newly Remodeled Tiny Home 20 minutes from Disney!~

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

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.

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

11. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio

3.0 star property

Chatham Park

The price is ￥14,381

￥14,381

￥43,046 total

includes taxes & fees

Oct 25 - Oct 26

Upstay: Bright Family-friendly Retreat With Patio

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

12. 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 ￥12,786

￥12,786

￥30,211 total

includes taxes & fees

Oct 4 - Oct 5

Perfect Place for a Perfect Vacation

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

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

An aerial view of a water park with multiple pools, slides, and a large parking area.

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

13. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location

3.0 star property

Crestwynd Bay

The price is ￥14,649

￥14,649

￥62,696 total

includes taxes & fees

Oct 4 - Oct 5

Serenity - Family & Pet Friendly, Amazing Location

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.

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

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

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 ￥22,817

￥22,817

￥129,274 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 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 bathroom with white tiled walls, a bathtub, a shower curtain, and potted plants.

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

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

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property

Winter Garden

The price is ￥33,149

￥33,149

￥80,739 total

includes taxes & fees

Oct 18 - Oct 19

Fire Pit & Yard: Updated Winter Garden Home!

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.

16. 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 ￥14,207

￥14,207

￥32,139 total

includes taxes & fees

Oct 11 - Oct 12

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

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.

17. Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking

Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking

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 ￥10,272

￥10,272

￥19,303 total

includes taxes & fees

Oct 6 - Oct 7

Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking

A resort with a large central pool, a smaller circular pool, and a fountain. There are multiple buildings with balconies and a parking lot.

A swimming pool with a curved design, surrounded by lounge chairs and umbrellas, and a building in the background.

A hotel room with two beds, a ceiling fan, a window with curtains, and a floral artwork on the wall.

A gym with various exercise machines, treadmills, and weights.

18. Th20 - 3BR House With Resort Access Near Parks

Th20 - 3BR House With Resort Access Near Parks

3.0 star property

Orlando

The price is ￥38,279

￥38,279

￥76,709 total

includes taxes & fees

Oct 28 - Oct 29

Th20 - 3BR House With Resort Access Near Parks

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

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

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

A room with a bunk bed, a flat-screen TV on a stand, and a door leading to another room.

19. 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 ￥9,945

￥9,945

￥26,090 total

includes taxes & fees

Oct 8 - Oct 9

Tiny house close to Disney KISSIMMEE

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

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

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.

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

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Lake Mary

10.0 out of 10, Exceptional, (22 reviews)

10/10

Exceptional

(22 reviews)

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

Tricia S.

The price is ￥12,076

￥12,076

￥34,994 total

includes taxes & fees

Oct 15 - Oct 16

Last-Minute Getaway? 🌴 Private Lanai & Cozy 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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Top Southwest Orlando Hotel Reviews

Four Points by Sheraton Orlando International Drive

10/10 Excellent

"What a wonderful stay!!"

Kailey 3-night trip

Posted less than an hour ago

Four Points by Sheraton Orlando International Drive

Universal's Cabana Bay Beach Resort

8/10 Good

"Better and more affordable options for dining on the premises. Also, better quality of food."

Michelle M. 3-night trip

Posted 9 hours ago

Universal's Cabana Bay Beach Resort

DoubleTree by Hilton at the Entrance to Universal Orlando

8/10 Good

"Older building but well kept. Very friendly, best location and amazing pool. Musty damp smell on the 9th floor and no ventilation in the bathroom. Made for a hot and muggy bathroom."

Kerry 5-night trip

Posted 10 hours ago

DoubleTree by Hilton at the Entrance to Universal Orlando

Coco Key Hotel & Water Park Resort

8/10 Good

"We weren’t in the room much, the water park great except 3 of the slides were closed other than that for young children it’s perfect! They really need to get their repairs done promptly. Front desk bit always helpful. The room cleaning service was great !"

Joseph 6-night trip

Posted 11 hours ago

Coco Key Hotel & Water Park Resort

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent

"Very good hotel would definitely stay again place was clean, daily room cleans were good and staff were friendly and very helpful would recommend for solo travellers"

Charlie 16-night trip

Posted 12 hours ago

Wyndham I-Drive Avanti Resort & Conference Center

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"The shuttle ran every 15mins to all parks, that was very helpful. The food was amazing and having Starbucks that took the app was even helpful!"

Erica 3-night trip

Posted 13 hours ago

Universal's Endless Summer Resort - Dockside Inn and Suites

Courtyard by Marriott across Universal Orlando

10/10 Excellent

"Room really clean and staffs friendly"

Ra 2-night trip

Posted 14 hours ago

Courtyard by Marriott across Universal Orlando

Spark by Hilton Orlando near Universal

8/10 Good

"Espacio cómodo y limpio."

Naomi Joan Rodríguez 2-night trip

Posted 15 hours ago

Spark by Hilton Orlando near Universal

Universal’s Loews Portofino Bay Hotel

10/10 Excellent

"Una belleza de hotel muy limpio y un personal muy educado gracias pronto estaremos una vez más en familia bendiciones"

Michel 2-night trip

Posted 18 hours ago

Universal’s Loews Portofino Bay Hotel

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews	165
Accommodation	5 Cottages
Lowest Price	￥19,303
Highest Price	￥129,274

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

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

4. Romantic Lakefront Getaway with Balcony near Downtown Orlando

5. Chic Orlando Family Getaway w/ Fenced Yard!

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

7. Gorgeous Cottage near Lake Louisa & mins 2 Disney.

8. Th10 - 3BR House Near Disney and Universal Studios

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

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

11. Upstay: Bright Family-friendly Retreat With Patio

12. Perfect Place for a Perfect Vacation

13. Serenity - Family & Pet Friendly, Amazing Location

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

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

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

17. Beautiful Studio cottage in St. Cloud with WiFi, AC, free parking

18. Th20 - 3BR House With Resort Access Near Parks

19. Tiny house close to Disney KISSIMMEE

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

Find vacation rentals that suit your style

Top Southwest Orlando Hotel Reviews

Four Points by Sheraton Orlando International Drive

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Explore a world of travel with Expedia