Vacation rentals with a pool in Monroe County

Walk to IU • Private Deck•Playground •No Fees!

Book your stay in the heart of Bloomington and Indiana University today. Great for families and groups! Relax at this beautiful mid century modern home located steps from Bryan Park Pool (free, opens May 24th), new playground, shops, and restaurants. Access to downtown, Memorial Stadium, and Assembly Hall. This renovated home with large prive deck is the perfect place to enjoy quality time with friends and family. Babies and young children welcome! Toys, books, games and record player included.

Peaceful apartment space in beautiful farm house

Our lovely farmhouse is minutes from Lake Lemon, Griffey Lake, Indiana University & many spots in Bloomington. Conveniently not far from I-69, we're 20 minutes away from Nashville. This is a basement apartment with private bedroom, private bathroom, large living/dining area, & kitchenette. Shared front door & ~10 steps inside main floor. The ranch is 50+ acres with 8+ acres of woods for hiking, pastures with cattle, a heated pool & patio area, & a beautiful front porch looking over the ranch.

The Retreat - At Lake Monroe

Come relax in our calm and stylish space! Perfect for your romantic getaway, a game at IU, or a relaxing weekend of peace and quiet. Our condo offers a fully appointed kitchen, comfortable memory foam mattress, a 70' Smart TV, and a beautiful back deck for soaking up the sun or enjoying the fall colors! Outside enjoy our community pool, golf course, and on site restaurant! A short drive from IU, local wineries, state parks and more! Welcome to Vacation! Welcome to The Retreat - At Lake Monroe

Forest Getaway & Golf; Lake Monroe; IU

Escape to a serene condo, where you’ll enjoy complete privacy on a screened-in porch nestled in the woods. Steps from The Golf Club at Eagle Pointe, you’ll have access to a range of amenities, including a restaurant, pool (End of May-Sept) with bar, 6 pickleball courts, cornhole, bocce ball, and fitness classes. A short drive to Bloomington, the condo is the ideal for visiting IU while enjoying a relaxing weekend. FREE State Park pass, pickleball paddles/balls provided (must reserve a court).

Fantasy Island - Eagle Pointe on Lake Monroe

Welcome to “Fantasy Island”. Whether you’ve visited the islands or not, you will feel the aloha here in this stylish, peaceful condo in the trees. Offering 2 bedrooms and two bathrooms, screened in lanai and comfy oversized couch to snuggle in. The condo is located at Eagle Pointe gated community on Lake Monroe. Amenities include, golf course, clubhouse, pool, cabana bar, fully remodeled restaurant and so much more. Perfect for couple’s getaway, friends trips, golf trips & summer vacation.

Lakeview Retreat

Relax at this lake front calm, stylish condo with breathtaking views and nature at Lake Monroe at Eagle Pointe Golf Resort. The resort includes a restaurant, outside bar with TVs, weekend live music, driving range, golf course, and a pool. Just a 10 minute easy drive away is the beach and marina where you can rent boats, jet skis and kayaks. The condo is only 20 min from IU and the deck offers a full amazing view of the lake. The condo features a full kitchen, free wifi, and washer/dryer.

Beautifully Remodeled Lake Condo near Bloomington

Escape to this freshly remodeled upper-unit condo (August 2025) with all-new furniture and décor—your serene getaway on Lake Monroe. Wake up to deer grazing in the wooded ravine below and sip coffee from your private balcony surrounded by nature’s quiet. Inside, you’ll find a bright, modern space designed for both comfort and productivity. A dedicated workspace makes remote work effortless, while the cozy living area invites you to unwind after a day of golf, pickle ball, pool or lake time.

Treetop Hideaway

Treetop Hideaway is located on Eagle Pointe Golf Resort which offers a restaurant bar & grill, seasonal weekend live bands, pool, tennis/pickleball courts. We are minutes away from Fairfax State Park, Lake Monroe beach and marina and Fairfax Bar & Grill. Approximately 25 minutes from Indiana University. Treetop Hideaway features a one bedroom (Queen bed), the loft has a Queen bed along with a futon that opens up to a full size bed. One bathroom, washer/dryer, private deck and free WiFi.

YOUnique 3+ bedroom, spa/hot tub, huge deck

Our place is close to Indiana University, IU athletics, I-69/37 to Indianapolis, great views, family-friendly activities, nightlife, restaurants and dining. You’ll love our place because of the privacy - and the friendly neighbors (us), the beautiful outdoor space, the kitchen/great room, the hardwood floors, and the volleyball court and large yard. Our place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets - but no cats).

Rural Estate

Located near the Monroe County fairgrounds & airport; this ranch-style estate is a fun getaway for the whole family. While at the estate, enjoy family time around the dining table or bar, or hang out in the great room with 10-in-1 game table and 65" TV, or relax on the wrap-around back deck. The garage is included in the rental. Shopping & Restaurants are a 10 minute drive; guests can get to IU campus, Memorial Stadium or the IU Health Hospital in 20 minutes, or Lake Monroe in 30 minutes!

Hoosier Retreat at Lake Monroe

Welcome to the Hoosier Retreat at Eagle Point! A gated community, this cozy two-bedroom, two-bath, 2nd floor condo is perfect for a week or weekend getaway. Enjoy a fully stocked kitchen, washer/dryer, and peaceful deck overlooking the 16th green. Explore Lake Monroe, Bloomington restaurants, wineries and shops, Indiana University, and state parks. Amenities include two community pools, tennis and pickle ball, clubhouse restaurant & bar, and Eagle Pointe Golf Course (fees apply).

Leaf & Loft Living

Unwind at this getaway nestled in Eagle Pointe on Lake Monroe. This stylish and serene condo offers the perfect escape to recharge & reconnect with nature. Start your morning with coffee on the deck while watching local wildlife, then head to the clubhouse for a delicious meal or some well-earned leisure time. As a guest, you’ll enjoy access to fantastic community amenities including: Swimming pool, Golf course, Pickleball, tennis, and basketball courts, Fitness center and saunas