Vacation rentals with a pool in Monroe County

Guest suite in Bloomington

A sprawling green field stretches towards the horizon, filled with soft clover and dotted with trees. In the foreground, a planter holds bright flowers, adding colorful contrast to the natural landscape. The sky is lightly clouded, enhancing the serene atmosphere.

4.98 out of 5 average rating, 181 reviews

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 open-concept living area features a spacious couch oriented towards a sleek kitchen with modern black cabinetry and a counter with high-top seating. A decorative red and white area rug adds a vibrant touch, while a stairway leads to the upper floor adorned with artwork.

4.89 out of 5 average rating, 84 reviews

3 Bedroom Condo close to IU campus & Lake Monroe

Relax with your whole family or maybe a small group. The 3 bedrooms and 2.5 bathrooms, can accommodate multiple people. We also have a full couch in the living room to fit at least 2 people and a blow-up mattress, if needed. Private patio with fire pit, grill, seating area on the 18th hole. A private pool for the residents of Eastbay, 18 hole golf course, clubhouse with a pool, bar and Sahm's restaurant. 15-20 minutes to IU's campus and minutes from Lake Monroe beach, hiking trails & marina.

4.89 out of 5 average rating, 89 reviews

A glass filled with ice and white wine sits on a wooden surface. In the background, a serene lake reflects the greenery of the surrounding hills under a partly cloudy sky.

Apartment in Bloomington

Lakeview Retreat

Relax at this lake front stylish condo with breathtaking views and nature at Lake Monroe at Eagle Pointe Golf Resort. The resort includes a restaurant, at times weekend live music, driving range, and golf course The condo has a pool in the summer. 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.

5.0 out of 5 average rating, 8 reviews

Townhouse in Bloomington

Cottagecore Retreat • Pool • 2 Queen En-suites

Escape to a peaceful townhouse with the perfect mix of comfort, location & convenience. Enjoy the seasonal pool, nearby walking trails, & walkable coffee & dining. Why Guests Love It ⬇️ ⭐ Sleeps 6 ⭐ 2 En-Suite Bedrooms ⭐ Pet Friendly ⭐ Seasonal Community Pool ⭐ Walk to Coffee & half bottle bistro ⭐ Nearby Walking Trails ⭐ 12 Mins to Indiana University ⭐ 14 Mins to Lake Monroe ⭐ 2-Story Layout ⭐ Family-Run & Locally Hosted Perfect for IU visits, lake weekends , couples & Btown getaways. ❤️

A modern living area is presented with a large television mounted on the wall. A coffee table with a lift-top feature is centered between two comfortable seating options. The open layout leads to a kitchen area with bar stools and contemporary cabinetry in the background.

4.97 out of 5 average rating, 35 reviews

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.

4.93 out of 5 average rating, 56 reviews

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.

A spacious living area is characterized by a sectional sofa and a round glass coffee table, surrounded by plants. A decorative fireplace is located against the wall, complemented by a patterned accent chair, creating a cozy and inviting space.

4.94 out of 5 average rating, 32 reviews

Cozy Retreat : Golf, Lake & Nature at Lake Monroe

Escape to Juno, a charming 2-bedroom condo nestled amidst the serene woods of Lake Monroe, located in a gated community featuring the prestigious Eagle Pointe Golf Course and a delightful on-site Restaurant & Bar Just 15-20 minutes from downtown Bloomington and Indiana University. Oliver Winery is a mere 15 miles away. Head to French Lick Resort & Casino, only 36 miles away Please contact us anytime for assistance or more info. Welcome to Bloomington, where relaxation meets recreation!

4.92 out of 5 average rating, 399 reviews

A fully-equipped kitchen and dining area are visible, featuring a large dining table set with red placemats. Stainless steel appliances are situated against a backdrop of wooden cabinetry. Hardwood floors extend throughout the space, illuminated by natural light from nearby windows.

Home in Bloomington

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).

A bright yellow armchair is positioned beside a wooden side table featuring a small potted plant. A travel book titled '100 Hikes of a Lifetime' is stacked on a wooden surface, inviting leisurely reading with a cozy throw blanket draped over the armchair.

4.99 out of 5 average rating, 84 reviews

The Retreat - At Lake Monroe

Come relax in our calm and stylish space! Perfect for a romantic getaway, game at IU, or a weekend of peace and quiet! Unleash your inner chef in the well appointed kitchen, binge your favorite shows on the 70' Smart TV, or unwind on the beautiful back deck while enjoying the fall colors! Outside, enjoy our community pool, golf course, and on site restaurant. Or, take a short drive to explore IU, local wineries, and state parks! Welcome to Vacation! Welcome to The Retreat - At Lake Monroe

5.0 out of 5 average rating, 24 reviews

The living area features a comfortable arrangement of gray sofas and accent chairs surrounding a round coffee table. A large television is mounted above a modern fireplace. Natural light floods the space through sliding glass doors, offering views of the wooded surroundings.

Townhouse in Bloomington

Run Free Lake Escape-Cozy, Homey, Newly Renovated!

Enjoy a memorable escape with extended family or friends at our spacious Lake Funhouse! You'll feel right at home in our newly decorated, cozy Lake Escape. Create family traditions with games, puzzles, books, outdoor pool, tennis/pickleball, and more. Golf at Eagle Pointe around the corner! Lake fun at Four Winds Marina, just 7 minutes away! Many nearby hiking options! Hoosier fun at the IU campus, just 20 minutes away, makes this the perfect spot for IU parents, alumni, and sports fans.

Superhost

Home in Bloomington

4.83 out of 5 average rating, 12 reviews

Rural Poolhouse

Located near the Monroe County fairgrounds & airport; this ranch-style house is a fun getaway for the whole family. While at the house, enjoy family time in great room or outside at the shared community pool. 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! Come stay for work, family fun, an IU game or to visit IU. We allow up to two pets per stay, ask for details!