Vacation Rentals & Cottages in Southwest Harbor

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10,436 cottages

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Responds fast! avg. 3 hours 8 minutes

Match: Shared indoor pool Private pool

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Price per night from

$83

1523 Cozy & Astonishing w/Private Pool

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$114

Match: Shared indoor pool Private pool

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Price per night from

$201

Downtown Toronto Furnished VACATION Rental

Toronto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Amazing!” I really enjoyed stay in this condo. It is confortable and beautiful!

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Price per night from

$144

BEST BEACH OCEANFRONT VIEWS! 5-STAR AMENITIES! Rated #1 Travel review SPECIALS!!

Orange Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Wonderful beach condo with amazing ocean views” I stayed at Audrey and Eric's condo during Hangout Music Fest, and it was a comfortable place to sleep, eat, get work done, and enjoy the view of the ocean. Checking in and out was hassle-free, as was communicating with the owners. Definitely a great spot for anyone looking to enjoy some time on the beach.

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Price per night from

$572

17419 Awesome & Modern w/ Private Pool

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$114

Responds fast! avg. 3 hours 8 minutes

Match: Shared indoor pool Private pool

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Price per night from

$165

Marvelous & Spacious 5BD/5BA w/Private Pool *8954

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$160

D-16 Heron Pointe (3 Bdrm/2 Bath) Loft 3rd Floor

Myrtle Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared indoor pool Private pool

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Price per night from

$258

1613 Cozy & Gorgeous w/ Private Pool

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared indoor pool Private pool

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Price per night from

$114

Orange Beach Home, AL, USA . 3 BR 2Bth Oceanfront

Orange Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Stay!!” We had a wonderful time. The condo was as advertised. The beaches, area, restaurants and recreation in the area was just great.

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Price per night from

$229

Lovely Vacation Townhouse with Private Pool (SL3103)

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$171

Storey Lake 4 Bedrooms near Disney Orlando FL 3079

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$137

Perfect Townhome for your Vacation with Private Pool (SL4807)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

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Price per night from

$184

2600YA Luxury & Gorgeous Private Pool

Kissimmee villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 17

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Price per night from

$286

Beach Front Ocean Walk Resort - 2 Bedroom Deluxe

Daytona Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Absolutely fantastic!” Excellent property and location for anyone wanting to visit Daytona Beach! Easy access to the beach and main roads to visit any of the surrounding areas.

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$287

1820 Modern & Gorgeous En-Suite Private Pool

Four Corners villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

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Price per night from

$205

Governors Green Resort 2 Bedroom w/ mini golf, playground, 2 pools, 3 hot tubs

Williamsburg villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$172

Sanitized! Gorgeous Family Getaway 4Bd Home w/ Pool Close to Disney 4983

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$114

Adorable Vacation Single Home with Private Pool and Game Room (CG1592)

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$236

5 Min Walk to Slopes/Pool and Hot Tub Access/Private Patio with Grill

Keystone condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 55 minutes

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Price per night from

$201

Encore Resort 6 Bedroom Vacation Home with Pool (1829)

Reunion house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 54 minutes

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Price per night from

$215

Beautiful Themed Vacation Home with Private Pool (ST5509)

Davenport house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$229

Great Single Vacation Home with Private Pool (CG9153)

ChampionsGate house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

Match: Shared indoor pool Private pool

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Price per night from

$302

Charming Vacation Townhome with Private Pool (CG1576)

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$185

1554 Gorgeous Home w/ Private Pool

Celebration townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared indoor pool Private pool

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Price per night from

$171

4BD Townhouse w/Pool near Disney

Four Corners townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$162

0209 Waters Edge Resort

Garden City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Shared indoor pool Private pool

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Price per night from

$169

Fabulous Single Home with Pool at Solterra Resort (ST5501)

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Shared indoor pool Private pool

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Price per night from

$231

Gorgeous Themed Townhome at Windsor at Westside (WW8915)

Celebration townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$212

Solterra Resort 5 Bedroom Vacation Home with Pool (1863)

Loughman house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 54 minutes

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Price per night from

$287

Luxurious Vacation Townhome with Private Pool at Westside (WW8948)

Four Corners townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$166

Encore Resort 8 Bedroom Home with Pool (2114)

Reunion hotel apartment

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 54 minutes

Match: Shared indoor pool Private pool

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Price per night from

$252

Summertime with a PRIVATE POOL at Solterra! 4606

Davenport townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$171

0403 Waters Edge Resort

Garden City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Shared indoor pool Private pool

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Price per night from

$169

Golden Palms Resort 7 Bedroom Vacation Home with Pool (1921)

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 19

Responds fast! avg. 1 hour 54 minutes

Match: Shared indoor pool Private pool

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Price per night from

$344

Amazing Townhome with Private Pool Just 10 Minutes from Disney (SL3054)

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared indoor pool Private pool

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Price per night from

$170

Match: Shared indoor pool Private pool

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Price per night from

$236

Viewing 38 of 10,436
rentals in Southwest Harbor

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