Holiday rentals with a pool in Monroe County

4.9 out of 5 average rating, 59 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.

5 out of 5 average rating, 18 reviews

Treetop Hideaway

Treetop Hideaway is located on Eagle Pointe Golf Resort which offers Sahm’s 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.

5 out of 5 average rating, 59 reviews

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

4.96 out of 5 average rating, 24 reviews

Apartment in Bloomington

Lake Monroe 2/2 IU Bloomington

Nestled by Lake Monroe, Eagle Pointe in Bloomington, IN, is a sought-after residential and recreational community. Its championship golf course is a highlight, set amidst natural beauty. The marina, lakeside dining, and outdoor activities add to its charm. Escape to Eagle Pointe for a tranquil retreat in southern Indiana's scenic landscape. Whether you crave relaxation, adventure, or a tranquil getaway, we invite you to unwind and appreciate the natural beauty of southern Indiana's landscape.

5 out of 5 average rating, 12 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).

5 out of 5 average rating, 21 reviews

"Indiana Beach Home" Resort Living For 10 + Pool

2025 Special: stay 4 nights get a 5th night FREE, contact for details. Fabulous Family Estate @ 5,300 Sq. Ft. of Luxury Living Custom Builder's Personal Home Yours to Enjoy ! 5-10 mi to Indiana University & Lake Monroe, Golf Courses, 3 State Parks & French Lick Casino. 4 Bdrms w/ private Baths, 3 Kings, Queen/Twin Bunk Beds, Two Pull-out Couches: Double & Twin. Multi-TV Areas, Gourmet Kitchen, Private Pool. Weddings & Bachelorette Weekends ! Cleaning Fee: $149 per stay, Dogs: $25 per stay

4.95 out of 5 average rating, 39 reviews

Apartment in Bloomington

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.

5 out of 5 average rating, 26 reviews

Pointe Retreat at Lake Monroe Enjoy resort life!

Welcome to Pointe Retreat! located just 20 minutes from downtown Bloomington & minutes from Fairfax Beach and Marina! You can relax and recharge in our 2B/2B condo nestled within the Eagle Pointe Golf Club Resort, just steps to the clubhouse! Play a round @ the golf course, try pickleball and relax in the pool or at the cabana bar! Indulge at Sahms restaurant, which boasts an outdoor dining venue including live music F/S. Message that you have read and agree to house rules for approval!

4.92 out of 5 average rating, 380 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).

4.62 out of 5 average rating, 47 reviews

The Authentic Peace Villa 3BR 8 Beds & Indoor Pool

Welcome to our luxurious and spacious property that can host up to 15 guests! The highlight of this Villa is the indoor swimming pool, which is perfect for year-round use. Our home is perfect for families or groups of friends looking for a comfortable and relaxing vacation. It has 3 BRs, 3 bathrooms and 7 beds including 2 Q-size air mattresses. Parties are NOT tolerated because the house is in a quiet and peaceful neighborhood, but a walking distance to many shopping centers and IU.

4.89 out of 5 average rating, 201 reviews

Cozy 2BR Lake Monroe Golf Condo IU Bloomington

A modern coastal style and freshly renovated condo located in beautiful Bloomington Indiana less than one mile from Lake Monroe. The second story cozy condo overlooks the 18th hole of our gated community. Amenities include a king size bed, queen size bed and Ashley queen sleeper sofa, fast unlimited WiFi internet and a 50" 4K LED TV with Hulu Live. Perfect for football and basketball games, parents weekends and visits to gorgeous Lake Monroe.

4.93 out of 5 average rating, 249 reviews

Apartment in Bloomington

Charming Lake Monroe 2/2 Condo Golf IU Bloomington

A modern coastal style and freshly renovated condo located in beautiful Bloomington Indiana less than one mile from Lake Monroe. The ground floor cozy condo sits on the 18th hole of our gated community. Amenities include a king size bed, queen size bed and Ashley queen sleeper sofa, fast unlimited WiFi internet and a 50" 4K LED TV with Hulu Live. Perfect for football and basketball games, parents weekends and visits to gorgeous Lake Monroe.

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Popular amenities for Monroe County rentals with a pool

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House rentals with a pool

5 out of 5 average rating, 10 reviews

Immaculate Lakeside: Golf, Pool, Tennis, PB Courts

ChristopherRating, 5 stars1 month ago

The host is an artist so the place is eclectically decorated. We had fun playing pickleball on the nearby court which was also set up for tennis and basketball

4.78 out of 5 average rating, 89 reviews

Private Retreat w/ Pool, Hot Tub and Dining Hall

JessRating, 5 stars1 month ago

Great stay overall! We had 16-18 people and the property slept us all comfortably with plenty of space to eat and relax. Much cleaner than other places we have stayed as a group. Quiet neighborhood and great hot tub! We would love to come back.

4.79 out of 5 average rating, 84 reviews

Walk to IU• Private Deck• Playground• Outdoor Pool

KaileeRating, 5 stars6 days ago

We wanted a place where we friends visiting town could make dinner together and watch movies until late and then crawl straight into our own beds. It was everything we needed! Kitchen had all the tools. Throw blankets on the bed are so cozy!

4.76 out of 5 average rating, 17 reviews

YOUnique3+ w/Hot Tub - ShortStay

MichaelRating, 5 stars1 week ago

10 out of 10 would recommend!!! this was the perfect end to what was a long day of moving and packing. Out in what seemed like a woodland oasis in a hot tub with the amazing real sounds of nature from the frogs to the birds, just melted way the hard work of the day. Our adult kids thought it was a nice end to their time living in India. so we thank you, Rob, and Tom from the bottom of our hearts for letting us at the last minute crash your pad. the Maenhout Family

FabioRating, 5 stars20 months ago

Lake Monroe's Cozy Villa

The place is exactly as shown in the pictures. My kids and I had a great time. We enjoyed the board games every night. The resort's amenities and the walking trails with access to the lake are terrific. This villa felt like a home away from home. The heating was slow, but the host immediately provided additional heaters to keep the temperature comfortable. Thank you, Jennifer and team, for the hospitality!

4.92 out of 5 average rating, 12 reviews

Comfy Home with Pool and Porch

MelissaRating, 5 stars7 months ago

Barbara and Alan were super sweet when they greeted us. They showed us around and where everything was. Loved the fresh baked chocolate chip cookies left for us!

4.69 out of 5 average rating, 55 reviews

Large Country Home, pool and hot tub

CindyRating, 5 stars3 weeks ago

We loved our stay here. The house has so many rooms, we could have fit more. The different locations of the rooms was great for multiple families. The backyard was the biggest hit (the second was the hot tub) - with multiple playgrounds and lots of room, our kids spent most of the time out there. The dining area had plenty of room and chairs. The host was so friendly whenever we saw him. We would definitely have a reunion here again!

4.59 out of 5 average rating, 27 reviews

Modern 4BR House in Bloomington

JordanneRating, 5 stars8 months ago

We came to Bloomington for a wedding and shared the space with family. It was the perfect setup for our two families with 4 bedrooms all with their own bathroom. The house was the perfect size for us. Highly recommend.

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Condo rentals with a pool

5 out of 5 average rating, 13 reviews

Cozy Retreat : Golf, Lake & Nature at Lake Monroe

BriRating, 5 stars2 weeks ago

Jessica was an amazing host! Very friendly and accommodating. The place was beautiful. We had a great weekend! I would stay here again and recommend others to stay here!

5 out of 5 average rating, 5 reviews

Cozy 1BR Condo @ Eagle Pointe-Close to IU

ThawnglianRating, 5 stars7 months ago

This place was nice and super clean. It felt like a home .I recently had the pleasure of staying and I am thoroughly impressed. The property is well-maintained, offering modern amenities, a clean and comfortable living space, and excellent security measures. I would highly recommend this condo to anyone seeking a quality .

5 out of 5 average rating, 8 reviews

Bloomington Condo at Lake Monroe

JenniferRating, 5 stars10 months ago

We thoroughly enjoyed our time at the Hudson Hideaway. Views were amazing and neighborhood was quiet and serene. Shirley was super responsive and helpful and her home was spotless. She really made us feel welcome and even left us a snack basket and several beverages which was a very welcome gift after our long drive. She certainly knows how to make a house a home. We look forward to returning to this community in the future.

4.7 out of 5 average rating, 20 reviews

Woodland Escape Condo

PatriciaRating, 5 stars7 months ago

We loved the setting in front of woods, having a great restaurant in walking distance, the screened porch, and the price was great!

4.91 out of 5 average rating, 32 reviews

Fantasy Island - Eagle Pointe on Lake Monroe

NicoleRating, 5 stars1 week ago

Perfectly outfitted, it felt like it was tailored just for me while my son attended a nearby camp. The nearby restaurant was a lifesaver, making meals effortless, and the space was a true gift for resting and relaxing after busy days. Bonus: the TVs were so easy to figure out, adding to the seamless comfort and enough coffee to get me through the weekend. Highly recommend!