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Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Madison offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- St. Louis
- ·
- Downtown St. Louis
- 1.33 mi to center
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Hot Tub
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Breakfast
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EV Charge Station
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Parking
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Hot Tub
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Breakfast
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EV Charge Station
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Parking
- St. Louis
- ·
- Downtown St. Louis
- 1.12 mi to center
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Hot Tub
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Breakfast
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Parking
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Pool
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Hot Tub
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Breakfast
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Parking
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Pool
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Downtown West
- 0.59 mi to center
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Air Conditioner
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Internet
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Child Friendly
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Accessibility
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Air Conditioner
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Internet
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Child Friendly
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Accessibility
- St. Louis
- ·
- Grand Center
- 0.16 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Downtown St. Louis
- 1.26 mi to center
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
- St. Louis
- ·
- Near Southside
- 0.27 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Grand Center
- 0.18 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Granite City
- 4.39 mi to center
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
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Kitchen
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Air Conditioner
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Internet
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Pet Friendly
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Kitchen
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Air Conditioner
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Internet
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Child Friendly
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Kitchen
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Air Conditioner
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Internet
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Child Friendly
- St. Louis
- ·
- Pontoon Beach
- 1.03 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Pontoon Beach
- 1.60 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
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- Downtown West
- 0.59 mi to center
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Air Conditioner
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Internet
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Child Friendly
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Accessibility
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Air Conditioner
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Internet
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Child Friendly
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Accessibility
- St. Louis
- ·
- Grand Center
- 0.16 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Downtown St. Louis
- 1.26 mi to center
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
- St. Louis
- ·
- Near Southside
- 0.27 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Grand Center
- 0.18 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Downtown West
- 0.59 mi to center
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Air Conditioner
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Internet
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Child Friendly
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Accessibility
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Air Conditioner
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Internet
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Child Friendly
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Accessibility
- St. Louis
- ·
- Grand Center
- 0.16 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Downtown St. Louis
- 1.26 mi to center
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
- St. Louis
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- Near Southside
- 0.27 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Grand Center
- 0.18 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
Find the Perfect Resort Vacation in the Madison
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Madison
What are the Top Resort Locations Across the Madison?
Discover resorts in the most sought-after travel destinations nationwide:
How to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Madison. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Madison
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Madison, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Madison? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
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Parking
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- St. Louis
- ·
- Downtown St. Louis
- 1.38 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Downtown St. Louis
- 1.26 mi to center
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
- St. Louis
- ·
- Downtown St. Louis
- 1.39 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- LaSalle Park
- 0.33 mi to center
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Balcony/Terrace
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Kitchen
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Internet
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Child Friendly
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Balcony/Terrace
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Kitchen
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Internet
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Child Friendly
- St. Louis
- ·
- Downtown St. Louis
- 0.81 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
Resorts Vacations FAQs
How many vacation rentals have private pools in Madison?
There are 12 vacation rentals with private pools near Madison. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Madison are best for families?
If you are looking for a family-friendly vacation home in Madison, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Madison:
How many vacation rentals are available in Madison?
Currently, the total number of properties listed in 2026 is over 1541 in the Madison area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Madison.
More Resorts Vacations to Explore
- St. Louis
- ·
- Downtown West
- 0.29 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
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Air Conditioner
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Internet
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Pet Friendly
- St. Louis
- ·
- Downtown West
- 0.29 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
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Air Conditioner
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Internet
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Pet Friendly
- St. Louis
- ·
- Downtown West
- 0.26 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
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Air Conditioner
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Internet
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Pet Friendly
- St. Louis
- ·
- Downtown West
- 0.29 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
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Air Conditioner
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Internet
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Pet Friendly
- St. Louis
- ·
- Downtown West
- 0.26 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
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Air Conditioner
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Internet
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Pet Friendly
- St. Louis
- ·
- Downtown West
- 0.26 mi to center
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Parking
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Air Conditioner
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Internet
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Pet Friendly
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Parking
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Air Conditioner
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Internet
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Pet Friendly
- Collinsville
- ·
- Fairmont City
- 0.60 mi to center
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Parking
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View
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Air Conditioner
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Internet
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Parking
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View
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- St. Louis
- ·
- Near Southside
- 0.17 mi to center
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
- St. Louis
- ·
- Lafayette Square
- 0.25 mi to center
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Air Conditioner
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Internet
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Parking
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Balcony/Terrace
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Air Conditioner
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Parking
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Balcony/Terrace
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Air Conditioner
- St. Louis
- ·
- Lafayette Square
- 0.15 mi to center
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Internet
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Balcony/Terrace
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Air Conditioner
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Internet