Vacation rentals with a pool in Bloomington

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.

4.81 out of 5 average rating, 106 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.

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.

4.99 out of 5 average rating, 144 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.

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, 74 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

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.

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.

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.

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.

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.

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.

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.

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.

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).

4.93 out of 5 average rating, 15 reviews

A spacious living area features a sectional sofa with coordinating throw pillows, paired with a round wicker table. A ceiling fan hangs above, and a large window provides natural light. In the background, the kitchen is partially visible, showcasing bar seating and wood cabinetry.

Townhouse in Bloomington

Hoosier Retreat at Lake Monroe

Welcome to the Hoosier Retreat at Eagle Point! A gated community, this cozy two-bedroom, two-bath, 2nd floor condo is perfect for a week or weekend getaway. Enjoy a fully stocked kitchen, washer/dryer, and peaceful deck overlooking the 16th green. Explore Lake Monroe, Bloomington restaurants, wineries and shops, Indiana University, and state parks. Amenities include two community pools, tennis and pickle ball, clubhouse restaurant & bar, and Eagle Pointe Golf Course (fees apply).

A corner porch is showcased, featuring a light wooden ceiling with string lights. Two rattan chairs are positioned around a small table adorned with a green plant. A hanging egg chair and a bird feeder are visible, surrounded by lush greenery.

5 out of 5 average rating, 9 reviews

The Eagle's Nest & Bird Watching; Lake Monroe; IU

Escape to a serene condo, where you’ll enjoy bird-watching on a corner porch nestled in the woods. Steps from The Golf Club at Eagle Pointe, you’ll find a restaurant, pool (End of May-Sept) with bar, pickleball courts, cornhole, and bocce ball. Bird-watching books and binoculars provided to spot eagles! 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).

An open living area features a comfortable brown sofa with colorful cushions. A granite island provides additional seating, and modern kitchen appliances are visible in a fully equipped kitchen. Soft lighting from pendant fixtures creates a bright, inviting atmosphere.

4.94 out of 5 average rating, 35 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.

4.71 out of 5 average rating, 7 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!

Popular amenities for Bloomington rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 11 reviews

Lake Monroe Getaway: Art, Pool, Tennis, Golf, Club

A two-story house is set on a spacious lawn, surrounded by trees and greenery. The brick façade is complemented by a white siding upper level and a red front door. A driveway leads to a two-car garage on the left.

Home in Ellettsville

The Manor on the Ridge

A spacious concrete patio is furnished with various seating options, including lounge chairs and a dining table. The heated pool is visible in the background, surrounded by lush greenery. The area provides a peaceful setting for outdoor relaxation and social gatherings.

4.76 out of 5 average rating, 101 reviews

Private Retreat w/ Pool, Hot Tub and Dining Hall

A cozy game room is featured, highlighted by a green pool table with balls positioned in the corner. Soft lighting from lamps enhances the inviting atmosphere, while brown leather couches and a brick fireplace create a comfortable setting.

4.7 out of 5 average rating, 115 reviews

Huge Manor w/ Pool, Indoor Hot Tub and Pool Table

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.

4.63 out of 5 average rating, 56 reviews

Authentic Peace Villa•Indoor Pool•IU•15 Guests

A modern living area features a gray sectional sofa adorned with colorful cushions and a textured throw. A set of three white coffee tables is positioned in front of the sofa. The kitchen area is visible in the background, showcasing stainless steel appliances and a central island.

4.71 out of 5 average rating, 7 reviews

Magnificent 4BR House in Bloomington with Hot Tub

A charming exterior view of a two-story home showcases a spacious driveway with parking space. A basketball hoop is visible on the left side. Colorful flowers adorn the front yard, where seating is provided under a welcoming porch. American flags add a festive touch.

Home in Nashville

4.44 out of 5 average rating, 9 reviews

Back Yard Blessings | Private Pool • Hot Tub

A spacious kitchen and dining area features modern appliances, including a stainless steel refrigerator and stove. A large wooden dining table is set with red placemats. Natural light fills the room, highlighting the hardwood floors and inviting atmosphere.

4.82 out of 5 average rating, 22 reviews

YOUnique3+ w/Hot Tub - ShortStay

Condo rentals with a pool

A cozy bedroom features a spacious bed adorned with a textured white comforter and decorative pillows. Soft, ambient lighting is provided by hanging bulbs and a standing lamp. A small table with a woven tray is placed beside the bed, along with a dark-colored ottoman.

5 out of 5 average rating, 5 reviews

Par-fect Stay Close to Clubhouse+ Lake Monroe IU

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.

5 out of 5 average rating, 17 reviews

Cozy Retreat : Golf, Lake & Nature at Lake Monroe

5 out of 5 average rating, 36 reviews

Eagle Point Retreat

5 out of 5 average rating, 8 reviews

Cozy 1BR Condo @ Eagle Pointe-Close to IU

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.

4.9 out of 5 average rating, 70 reviews

3 Bedroom Condo close to IU campus & Lake Monroe

3 Mi to IU: Dog-Friendly Condo w/ Pool Access!

5 out of 5 average rating, 33 reviews

Pointe Retreat at Lake Monroe Enjoy resort life!

The open-concept main floor features soft carpeting and large windows providing natural light. A sectional sofa faces a mounted television, while a spiral staircase leads to the upstairs loft. A table with refreshments is positioned next to a lamp, enhancing the inviting living space.

5 out of 5 average rating, 16 reviews

Bloomington Condo at Lake Monroe

Other vacation rentals with a pool

The cabin features a distinct a-frame design with a sloped roof and wooden beams. A welcoming turquoise door is surrounded by lush green trees, while a covered porch area provides outdoor seating. Concrete parking space is smoothly integrated into the natural setting.

4.92 out of 5 average rating, 12 reviews

Renovated A-Frame Near IU | Pet-Friendly + Views

A cozy wooden cabin showcases a green metal roof and is situated amidst lush trees. The cabin features a front porch with steps leading to the entrance. A gravel area is visible in front, with a picnic table and space for parking.

4.88 out of 5 average rating, 8 reviews

The Red Maple Cabin in Bloomington | Pet Friendly

A rustic studio cabin room is highlighted by wooden walls and a peaked ceiling. A spacious bed is covered with a patterned quilt, while a cozy bunk bed is positioned against the wall. Natural light filters through curtains framing the window, and a small dining table is visible.

Lovely Rustic Cabin in Bloomington

A cozy living area features a gray sofa adorned with blue and white accent pillows. A wooden coffee table is positioned in front, displaying a magazine. Natural light illuminates the space, enhanced by the textured wall art showcasing leaves. The kitchen area is visible in the background.

4.69 out of 5 average rating, 16 reviews

Forest Retreat Condo

The Overlook

A modern living area features a dark sectional sofa adorned with a colorful blanket and accent pillows. A light-colored coffee table sits in front, and a window dressed with sheer shades allows natural light to brighten the space, complemented by warm, orange curtains.

3.5 out of 5 average rating, 4 reviews

Stunning and Modern 4-BR House with On-Site Pool

A two-story country home features a light-colored exterior with dark green shutters. A set of stairs leads to a front door framed by a large arch window, surrounded by landscaped gardens. A white picket fence encircles the front yard, enhancing the welcoming entrance.

4.69 out of 5 average rating, 64 reviews

Large Country Home, pool and hot tub

A cozy living area features a comfortable gray sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall, while natural light enters through large sliding doors leading to a porch. A side table and casual dining seating are noted, enhancing the inviting space.