Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Places to stay, Family
AC, Balcony, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub
Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Family
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Family
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
Apartments, Cheap, Accommodations, Pools, Serviced apartments, Pet-friendly, 3-star, Lodgings, Vacation rentals
Fabulous
2026 reviews
Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Vacation rentals, Places to stay
Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay
Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family
Exceptional
1 reviews
Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family
Exceptional
3 reviews
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
Apartments, Luxury, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals
Fabulous
42 reviews
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Self-catering
Fabulous
3 reviews
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Hot tubs, Places to stay
Good
4 reviews
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
Apartments, Luxury, Accommodations, Pools, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family
Superb
17 reviews
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen
Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in South Loop.
VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
Some of the best vacation rentals with pool in South Loop are:
You can explore 163 verified vacation rentals with a pool in South Loop. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.
Prices for vacation rentals with a pool in South Loop vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $119 per night, with private pool homes and peak travel periods often costing more.
Many rentals in South Loop offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.
Yes, some vacation rentals with pools in South Loop welcome pets. Currently, 59 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.
Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.
Vacation rentals with pools in South Loop often include additional outdoor features such as Wellness Facilities, Pool, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.
Some vacation rentals in South Loop offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.