Vacation rentals with a pool in Bloomington

Guest suite in Bloomington

4.98 out of 5 average rating, 125 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.

5 out of 5 average rating, 26 reviews

Home in Bloomington

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.

4.98 out of 5 average rating, 62 reviews

Condo in Bloomington

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

4.93 out of 5 average rating, 30 reviews

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, 20 reviews

Condo in Bloomington

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).

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Condo in Bloomington

4.92 out of 5 average rating, 39 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.

4.96 out of 5 average rating, 47 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.

4.92 out of 5 average rating, 382 reviews

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).

4.91 out of 5 average rating, 23 reviews

Home in Bloomington

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!

5 out of 5 average rating, 12 reviews

Cabin in Nashville

Lookout Views, Swim Spa, 5 Acres

Welcome to Helmsburg Homestead, a historic 1800s log cabin in Nashville, Indiana! Relocated from Brown County State Park, it features hand-hewn poplar logs, a chiseled stone fireplace, and a perfect blend of rustic charm and boho-chic interiors. Enjoy a large great room, spacious kitchen, four-season room for games or TV, cozy reading room with scenic views, and a swim spa. Set on 5 picturesque acres with lookout views, it’s just minutes—not miles—from the charming village of Nashville!

4.94 out of 5 average rating, 33 reviews

Quiet Eastside Apartment with Amenities

Staying at SummerHouse means you are not just a guest, you are a part of the Bloomington Community. Inspired by Lake Michigan beach cottages, SummerHouse comes stylishly furnished, fully accessorized, and complete with full kitchen and washer & dryer. It has everything you need to call it home. For those valuing comfort, convenience, and privacy you are going to enjoy this ideal hotel alternative. Note, the photos are of a model apartment. Actual styling may vary unit to unit.

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