Vacation rentals with a pool in Monroe County

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Top-rated rentals with a pool in Monroe County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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.
Condo in Bloomington
4.89 out of 5 average rating, 80 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.

Superhost
Townhouse in Bloomington
5 out of 5 average rating, 5 reviews

Cottagecore Retreat • Pool • 2 Queen En-suites

This townhouse offers the amenities guests love most, including a seasonal pool, nearby walking trails, and walkable spots for coffee and dining. A quiet and comfortable 2-story retreat in one of Bloomington’s most sought-after areas. Why Guests Love it ⬇️ ⭐️ Sleeps 6 ⭐ 2 private en-suite bedrooms ⭐ Pet-Friendly ⭐ Self-Check in ⭐ 12 minutes to Indiana University ⭐ 14 minutes to Lake Monroe ⭐ Walk to restaurants & coffee shops ⭐ Seasonal community pool access Family-owned and locally hosted

Top guest favorite
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.
Guest suite in Bloomington
4.98 out of 5 average rating, 176 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.

Superhost
An indoor swimming pool is centered in a spacious room illuminated by natural light. Wooden beams and a high ceiling enhance the atmosphere. Large glass windows provide views of the outdoor area, while a hot tub is positioned next to the pool.
Home in Bloomington
4.61 out of 5 average rating, 61 reviews

Authentic Peace Villa•Indoor Pool•IU•20+ Guests

Welcome to Authentic Peace Villa located in the heart of Bloomington and minutes from Indiana University. Relax at our oasis while easily accessing Downtown, College Mall, and IU football and basketball games. This spacious home features a luxurious indoor swimming pool, 3 outdoor patios, a large chef’s kitchen with two ovens and two dishwashers, two living areas, a fenced in yard, and a basketball hoop. Babies and young kids welcome! Books and games included. Play pen available upon request.

Top guest favorite
Condo in Bloomington
5 out of 5 average rating, 51 reviews

Treetop Hideaway (Condo)

Treetop Hideaway is a condo located on Eagle Pointe Golf Resort offering 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.

Top guest favorite
A screened-in porch is adorned with a mirror and light fixtures, offering a cozy seating arrangement with cushions on two chairs. A small table is surrounded by additional chairs, while the natural greenery outside enhances the serene atmosphere.
Condo in Bloomington
5 out of 5 average rating, 31 reviews

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).

Guest favorite
Condo in Bloomington
4.93 out of 5 average rating, 54 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.

Top guest favorite
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.
Condo in Bloomington
4.97 out of 5 average rating, 32 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.

Guest favorite
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.
Condo in Bloomington
4.93 out of 5 average rating, 27 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!

Top guest favorite
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
4.92 out of 5 average rating, 399 reviews

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).

Top guest favorite
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
5 out of 5 average rating, 22 reviews

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
A comfortable great room features a gray sofa, an accent chair, and a circular coffee table on a patterned rug. A breakfast bar with three stools is visible, along with a well-lit kitchen area in the background. Ceiling fans enhance airflow in the space.
Townhouse in Bloomington
4.88 out of 5 average rating, 17 reviews

Rural Escape

Only a 10 to 15 minute drive from IU campus or IU Stadium, our place is a recently remodeled 2 bedroom, 1 bathroom, half of a duplex (right side). Located in a country neighborhood setting, this home is minutes away from westside stores, restaurants, and downtown. It is also close to Lake Monroe, Griffy Lake, McCormick Creek and Brown County for those nature lovers. Come stay for work, an outdoor adventure, an IU game or to visit IU. We allow up to two pets per stay, ask for details!

Popular amenities for Monroe County rentals with a pool