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Illinois Southwest Vacation Rentals & Homes - 9952 Rentals Available

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9,952 Vacation rentals

(6)

1 / 37

Mazatlan Apartment

  • 2
  • 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$120

Excellent (6 reviews)

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from $120 / night

(10)

1 / 100

Orlando House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
“Lovely property, highly maintained, and the owner is a breath of fresh air! Photos don't do this home justice. No a problem or care in the world, a totally wonderful trip...”
- Review left on 06/17/2016

$91

Excellent (10 reviews)

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from $91 / night

(3)

1 / 15

Isabela Villa

  • 3
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$236

Very Good (3 reviews)

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from $236 / night

(2)

1 / 28

Ormond Beach Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We, my 16 year old daughter, husband and myself, loved this condo and its location. We were in need of nothing. The kitchen had everything we could need. More than enough space for the three of us. The pictures represent it perfectly. It is a...”
- Review left on 06/19/2016

$157

Excellent (2 reviews)

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from $157 / night

(8)

1 / 47

Sevierville Log cabin

  • 1
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning

$176

Excellent (8 reviews)

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from $176 / night

(13)

1 / 23

Saugatuck House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

$400

Excellent (13 reviews)

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from $400 / night

(16)

1 / 100

Panama City Beach House

  • 6
  • 22
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$396

Excellent (16 reviews)

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from $396 / night

1 / 47

Kelowna Condo

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$130

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from $130 / night

(1)

1 / 20

Bradenton Beach Cottage

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$151

Very Good (1 reviews)

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from $151 / night

(3)

1 / 19

Elmira House

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Private garden
“We rented The Castle on Glen for six nights in mid-October, 2015. The reservation process, check-in, and check-out arrangements were very efficient. The owner, Kitty, was quite responsive with return email and telephone calls, answering all our...”
- Review left on 10/26/2015

$225

Very Good (3 reviews)

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from $225 / night

(1)

1 / 23

Lake Norman Cottage

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$200

Excellent (1 reviews)

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from $200 / night

1 / 29

Panama City Beach Condo

  • 4
  • 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$251

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from $251 / night

(62)

1 / 25

Kapaa Apartment

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“F403 in Waipouli Beach Resort is a great place to stay. As everyone said, the location is central and makes it easy to access the towns to the North or South. The condo itself is right next to some great restaurants and activities. We loved Lava Lava...”
- Review left on 11/29/2016

$225

Excellent (62 reviews)

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from $225 / night

(1)

1 / 24

Playa del Secreto Apartment

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$325

Excellent (1 reviews)

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from $325 / night

(31)

1 / 27

Huntingdon Log cabin

  • 1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“Stayed at Warrior Ridge Hideaway. Very cozy cabin. Enjoyed the scenery. Beautiful area. Stayed in cabin 2 which had all the amenities needed. The owner was nice and helpful...”
- Review left on 12/13/2016

$80

Very Good (31 reviews)

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from $80 / night

1 / 50

North Myrtle Beach Penthouse

  • 3
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$276

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from $276 / night

1 / 21

Anna Maria House

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$500

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from $500 / night

1 / 26

Ship Bottom House

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $193 / night

(1)

1 / 14

Brigantine Apartment

  • 4
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly

$400

Very Good (1 reviews)

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from $400 / night

(1)

1 / 45

DuBois House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$71

Average (1 reviews)

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from $71 / night

1 / 29

North Miami House

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $316 / night

(15)

1 / 100

Panama City Beach House

  • 4
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$200

Excellent (15 reviews)

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from $200 / night

(1)

1 / 26

Albrightsville House

  • 6
  • 14
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$300

Average (1 reviews)

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from $300 / night

(4)

1 / 24

Miramar Beach House

  • 4
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was perfect for all our needs. The bunk room slept all 5 kids perfectly. All of the beds in the house were comfortable. The dining room table was large enough for our family dinners. The pool was great. It was nice just to be able to hang...”
- Review left on 07/04/2016

$425

Excellent (4 reviews)

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from $425 / night

(2)

1 / 36

Tulum B and B

  • 1
  • 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$140

Average (2 reviews)

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from $140 / night

(1)

1 / 14

Lake Harmony House

  • 5
  • 14
  • 2 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly

$300

Excellent (1 reviews)

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from $300 / night

(2)

1 / 13

Sunset Beach Condo

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
“If you are looking for clean, comfortable quality at a good price, especially split between two or more family heads, that offers a safe, family atmosphere and well kept amenities, consider landing here. We heard little to no noise in the surrounding...”
- Review left on 06/06/2016

$100

Excellent (2 reviews)

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from $100 / night

(1)

1 / 21

Ocean City Townhouse

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Air conditioning
“This condo is amazing! You enter from the balcony and it is breathtaking. If you're lucky enough to be in OCMD when the sun is shining, you may never leave the balcony. The inside is roomy and comfortable. My 10 girlfriends and I had plenty of room...”
- Review left on 07/25/2014

$176

Excellent (1 reviews)

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from $176 / night

(2)

1 / 24

Clayton House

  • 3
  • 7
  • Min stay varies
  • Child friendly
  • Air conditioning
“We enjoyed a wonderful stay at your beautiful and exceptionally clean mountain home. The views were spectacular! There was plenty of room and lots to do in the area. We plan to stay again...”
- Review left on 11/08/2016

$165

Excellent (2 reviews)

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from $165 / night

(3)

1 / 19

Franklin Cottage

  • 1
  • 2
  • 1 night min
  • Ask about children
  • Air conditioning

$89

Excellent (3 reviews)

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from $89 / night

(12)

1 / 31

Hallandale Beach House

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Although I did not end up going on a vacation due to work commitments, I would highly consider staying at this hotel in the future...”
- Review left on 03/21/2016

$325

Excellent (12 reviews)

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from $325 / night

(8)

1 / 28

Crested Butte Apartment

  • 3
  • 10
  • Min stay varies
  • Child friendly
  • Car not necessary

$251

Excellent (8 reviews)

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from $251 / night

1 / 29

Naples Cottage

  • 4
  • 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $300 / night

1 / 23

Eckerty Log cabin

  • 4
  • 13
  • Min stay varies
  • Ask about children
  • Air conditioning

from $300 / night

(32)

1 / 34

Panama City Beach Apartment

  • 2
  • 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The condo at the Twin Palms is very nice!! It's right on the beach with easy access to the beach along with a great pool & hot tub. It is also located close to all the restaurants and shopping. Loved it...”
- Review left on 10/17/2016

$180

Excellent (32 reviews)

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from $180 / night

(1)

1 / 8

Cape Coral Condo

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoyed our two month stay in this end unit condo. Our contact person for the unit, Karen was exceptional in answering any and all questions. The pooch enjoyed her morning and evening walks up and down the canals. The pool was heated and the...”
- Review left on 03/11/2015

$72

Excellent (1 reviews)

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from $72 / night

1 / 24

Marco Island House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $256 / night

1 / 23

Manasquan Cottage

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$385

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from $385 / night

(2)

1 / 22

Marco Island Condo

  • 2
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
“My family stayed at this condo and had the most wonderful time. The condo was as advertised. It was clean and had everything we needed. It was a short walk to the beach and also to Caxambas Park to fish. The pool was like our own private pool. The...”
- Review left on 10/21/2015

$72

Excellent (2 reviews)

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from $72 / night

(4)

1 / 54

Marquette House

  • 3
  • 7
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$176

Excellent (4 reviews)

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from $176 / night