Holiday 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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Superhost
The living area is characterized by modern furnishings, including a light blue sofa, two upholstered chairs, and a marble-top coffee table. A colorful area rug adds visual interest, while a flat-screen TV is mounted on the wall. A dining area with white chairs is visible in the background.
Home in Bloomington
4.81 out of 5 average rating, 107 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 145 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.

Top guest favourite
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.
Apartment 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 favourite
A spacious living area is furnished with a large, green sectional couch and a round coffee table. A decorative area rug lies beneath, while a circular mirror reflects light from the nearby windows. A fireplace is positioned against an accent wall, enhancing the warm ambiance.
Apartment in Bloomington
4.92 out of 5 average rating, 50 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.

Guest favourite
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.
Flat in Bloomington
4.9 out of 5 average rating, 63 reviews

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.

Top guest favourite
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.
Apartment in Bloomington
5 out of 5 average rating, 12 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.

Top guest favourite
Home in Bloomington
5 out of 5 average rating, 39 reviews

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.

Top guest favourite
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, 391 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 favourite
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.
Apartment in Bloomington
4.99 out of 5 average rating, 74 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

Top guest favourite
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, 18 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 great room is presented with a modern couch, accent chair, and a colorful area rug. A dining area featuring high-backed stools is visible in the background next to a functional kitchen. Soft lighting creates a warm ambiance, aided by natural light from windowed walls.
Townhouse in Bloomington
5 out of 5 average rating, 3 reviews

Rural Acres

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!

Superhost
The living room features a spacious sectional sofa arranged around a dark coffee table. A blue accent chair adds a pop of color, and a round mirror reflects light. A spiral staircase leads to an upper loft area, while a neutral rug anchors the space.
Flat in Bloomington
4.89 out of 5 average rating, 18 reviews

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

Popular amenities for Monroe County rentals with a pool