Vacation Rentals & Cottages in Southwest Harbor

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3,587 cottages

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Surprise Yourself With Unforgettable Deluxe Villa w/ Private Pool+Spa+Baby Gears

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Hair dryer Pool or snooker table

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Price per night from

$402

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Price per night from

$136

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Price per night from

$402

Make It Easy on Yourself |Great Location+Fabulous High-End Living Space

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$125

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

Match: Hair dryer Pool or snooker table

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Price per night from

$136

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Price per night from

$402

Seek Thrills in a Urban Condo w/ Great Value Location+Patio+Premium Resort

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$125

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$401

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Price per night from

$114

Look No Further, Be at Ease ✦ Remarkable Value at Modern Private Oasis

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$114

Family & Friends Unite For Fun✩Amazing Villa w/ Unique Upscale Amenities

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

“Amazing” We had a family of 10 and it was enough space for us. The kids loved the pool and movie room. I liked house to house was so updated and beautiful. We definitely would stay here again.

Match: Hair dryer Pool or snooker table

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Price per night from

$330

Champions Gate #1 - Luxurious 8 Bedroom Pool Villa with Theater

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Hair dryer Pool or snooker table

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Price per night from

$399

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Price per night from

$402

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DreamCatcher Ranch with Private Hot Tub and Teton Views!

Driggs house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Pool or snooker table, Hair dryer

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Price per night from

$701

The South Teton Cabin

Driggs log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Hair dryer

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Price per night from

$190

The Hideaway Cabin- Fast Track To Targhee!

Alta log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Hair dryer

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Price per night from

$236

IDEAL FURNISHED RENTAL

Seminole condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$63

Westwinds Paradise - Private Pool - Steps from the sand!

Indian Rocks Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Pool or snooker table, Hair dryer

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Price per night from

$920

Judge Brown House

Norwich house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$687

3 Bed Townhome | Disney Area | Pool & Balcony1507s

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Hair dryer

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Price per night from

$96

The Willows Casa Grande

Fredericksburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$1,189

Your Vacation Studio at The Suites at Fall Creek

Point Lookout studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$69

Perfect Ski in/Ski out Hotel Room. CM117H

Copper Mountain hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 10 minutes

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$147

~the Lotus Blossom Home~

San Antonio house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Hair dryer, Pool or snooker table

1 of 2 filters match

Price per night from

$269

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$30

1BD 14TH FLR CONDO LOCATION/STYLE AT SQUARE ONE

Mississauga condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 42 minutes

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$124

Beautiful KY Derby Home/15 miles from track

Prospect house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Hair dryer, Pool or snooker table

1 of 2 filters match

Price per night from

$2,859

Mobile QA Test home [TEST]

Marlborough cave house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$12

Family Beach Side Cottage , Pets Okay, Sleeps 6, Tiki Hut and Tropical Yard

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Great pet friendly place!!” The place was awesome!! Very short walk to the beach and a very cozy place. We brought our two dogs with us and they loved the place. The location was great. There is a park close by where we could walk our dogs. We were also close enough to the center of the beach so that we could walk to the shops.

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$331

Cozy Upscale Apartment tip of D.C!!

Glenmont apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 1

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$29

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$172

Windsor at Westside 19

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

1 of 2 match: Hair dryer, Pool or snooker table

1 of 2 filters match

Price per night from

$346

Solterra Resort 38

Davenport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Hair dryer, Pool or snooker table

1 of 2 filters match

Price per night from

$259

Storey Lake Resort 94

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Hair dryer, Pool or snooker table

1 of 2 filters match

Price per night from

$347

Windsor at Westside 340

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Hair dryer, Pool or snooker table

1 of 2 filters match

Price per night from

$259

Wells Meadow Retreat

Mathis house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

Responds fast! avg. 53 minutes

1 of 2 match: Hair dryer, Pool or snooker table

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Price per night from

$143

Modern Charming home

North Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Hair dryer, Pool or snooker table

1 of 2 filters match

Price per night from

$435

Carpe Beachem

Tybee Island house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 15

Responds fast! avg. 1 hour 36 minutes

1 of 2 match: Hair dryer, Pool or snooker table

1 of 2 filters match

Price per night from

$321

Viewing 38 of 3,587
rentals in Southwest Harbor

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