Vacation Rentals & Apartments in St. Simons Island

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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

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Price per night from

$401

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Price per night from

$136

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Price per night from

$401

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 Jacuzzi or hot tub

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Price per night from

$136

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Price per night from

$401

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

$400

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Price per night from

$113

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

$113

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 Jacuzzi or hot tub

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Price per night from

$329

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$399

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Price per night from

$401

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Westwinds Paradise - Private Pool - Steps from the sand!

Indian Rocks Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Jacuzzi or hot tub, Hair dryer

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Price per night from

$918

3 Bed Townhome | Disney Area | Pool & Balcony1507s

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Hair dryer

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Price per night from

$97

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

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Hair dryer

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Price per night from

$125

IDEAL FURNISHED RENTAL

Seminole condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$63

Moonshiners Hideaway Near Bryson City and NOC

Bryson City log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 7 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$239

SAVE $$ Pets Welcome-Gatlinburg Honeymoon Log Cabin Rentals In The Mountain

Gatlinburg log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Honeymoon” My husband and I stayed in cabin #13, When we pulled up we got so excited because we seen the last cabin(12) we stayed in was beside our new one. In our daily life my husband and I have 4 kids and 4 dogs, So this cabin is perfect when the 2 of us want a quiet place to have that Husband and Wife time every couple needs, We will be coming back for many years.

Responds fast! avg. 52 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$125

Honeymoon Hideway

Pigeon Forge log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$120

502 KILDRUMMY

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$229

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$247

Bayshore Retreat

Orlando house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

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Price per night from

$182

Waterside at Vista Cay

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$179

Serene Waters

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$195

Vista Dreams

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$171

Gentle Breeze

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$171

Lakeside Luxury

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

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Price per night from

$194

Kings Palace

Orlando house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$217

Elegant Luxury

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$148

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$247

Softwinds

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$194

Lakeside at Vista Cay

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$193

Contempo Suite

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$166

Tropical Essence

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$178

Hidden Treasures

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 54 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$212

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$686

Always Christmas

Pigeon Forge log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$193

Spacious Villa w/ 3 Resort Pools, Resort Hot Tub & More!

Edisto Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Hair dryer, Jacuzzi or hot tub

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Price per night from

$122

Viewing 38 of 6,414
rentals in St. Simons Island

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