Apartment holiday rentals in Monroe County

Uptown Suite Modern Studio Downtown on the Square

Discover Uptown Bloomington, a chic studio located on Bloomington’s Square directly above the #1 TripAdvisor-rated Samira Restaurant. Immerse in modern art and vibrant colors, unwind in comfort, and relish in a delicious meal at Samira Restaurant. Explore campus, downtown, and nearby hotspots, or relax with a 55-inch Smart TV. Hosted by Samira & Tareq, every corner holds special details for a memorable stay. Indulge in luxury, convenience, and personalized hospitality in Bloomington's heart.

Lil BUB's Really Nice Apartment - EAST

We are conveniently located within walking distance of Downtown, Bryan Park, and The B-Line Trail, 1 mile to IU Campus, 1.8 miles to Assembly Hall, and 3.5 miles to IU Hospital. Our beloved luxury apartment is one of the nicest places to stay in town. It underwent a ground-up bespoke renovation with white oak hardwood floors, quartz countertops and premium appliances, rivaling a premium suite at a boutique hotel with the added privacy, charm, and amenities of a home for a great price.

Little 5 Condo: King Beds | Ping-Pong | Garage

Downtown Little 500 Themed Condo 🏡🎉 - Prime Location – Walk to IU, downtown bars, restaurants, and the B-Line Trail! - Spacious & Comfortable – 2-bed, 2-bath condo sleeps up to 6 with 2 king beds and an air mattress. - Entertainment Ready – Ping-Pong table, 65” OLED TV, and a private deck for relaxing. - Kid & Pet Friendly – Bring the whole family, furry friends included! - Private Parking Garage – Hassle-free parking in the heart of Bloomington. Book now for the ultimate B-Town stay!

Elegant & Spacious in Prime Location

Just ONE BLOCK from IU, our PET-friendly apartment is a short walk to downtown and the vibrant local scene. This 2017-built gem offers 2 spacious bedrooms, a generous living room, a dining area, and modern conveniences like a washer and dryer, quartz countertops, and new appliances. Enjoy WiFi, Netflix, Smart TV, and more. We welcome both short and long-term rentals, offering the best value to experience all that Bloomington has to offer. A 24-hour KEYPAD ensures easy check-in.

Downtown Bloomington Apartment with King Bed

Convenient Bloomington apartment in a prime downtown location with a King bed. Great place to stay for IU events. Stay with us and walk to everything in the downtown area. It is also easy to get Ubers, Lyfts and scooters. If you would like a longer stay than what is available, don’t hesitate to inquire. Free parking is available all day Saturday and Sunday. During the week, parking is available between 6pm and 8am. There is a parking garage nearby at 7th and Walnut if needed.

Walk to Assembly Hall&Memorial Stadium~Heart of IU

Welcome to this quaint one bedroom apartment that's walking distance to Memorial Stadium. *Walk to Assembly Hall and Gladstein Fieldhouse *Newly renovated one bedroom apartment *1 mile to Kirkwood Ave *Stocked coffee bar *1.3 miles to Sample Gates *Beautiful bathroom with walk-in shower NOTE: This is one of two identical apartments that we have. If you are traveling with 6-8 guests, please reach out to see if our other apartment is available too!

Spacious Country Apartment less than 20 mins to IU

Beautiful 2,000 sq ft apartment large enough to spread out and enjoy yourselves! Only 6 minutes from Sam's Club/Walmart/Starbucks. Perfect home base for IU or Lake Monroe. Abt 15 mins to IU Memorial Stadium/Assembly Hall & 20 mins to Fairfax boat ramp. Spacious parking. Country setting on lower level with private door/walkway. Beautiful yard and gardens. Fiber optic Eero mesh WiFi. Washer/dryer in unit. Free Tesla Charger. Comfy!

B-town Walk-up

This beautiful studio is a 2nd-floor walk-up located in a Historical limestone house. Upon entering the apartment you find yourself in the great room/sleeping area. Through a cased opening is the fully furnished kitchen. Its a quick 5-7 minute drive to Sample Gates and IU Memorial Stadium. Bloomington's B-line walking trail one block away! The apartment is accessed through the lobby with a keypad entry door.

"Historic Loft Retreat in Downtown Bloomington"

Step into this charming 2-bedroom loft in the Historic Mitchell Bros Building, a Superhost property and guest favorite. With its Broadway theme and modern amenities, it’s perfect for IU events or a relaxing getaway. Enjoy free parking and quick access to Bloomington’s vibrant downtown. Have a group? We have 4 unique units in the building—message us to book them all!

Private Eastside In-law Apartment

Beautifully built, fully outfitted, accessible, and private in-law apartment in a premier east side neighborhood. The space boasts a large and bright living room/dining room with sofa bed, a full kitchen with range, dishwasher, microwave and butcher block counters, and a large bedroom with a queen bed and en suite full bath with zero entry shower.

Maple Row: Cozy Retreat

Relax in this quiet, ground-level apartment just minutes from IU. Enjoy a king bed, fully equipped kitchen with granite countertops, fast Wi-Fi, and smart TVs. Conveniently located 1 mile from downtown, 0.9 miles from Memorial Stadium, and 2.4 miles from IU Hospital—close to it all, yet quiet enough to unwind.

Stylish condo near IU

Enjoy a stylish experience at this centrally-located place. Brand new appliances and furnishings, fresh paint and carpet will make for a very comfortable stay!