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Condo vacation rentals in Owensboro

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Top-rated condo rentals in Owensboro

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Guest favorite
A cozy living area is showcased with a dark gray couch adorned with several plush pillows. A small marble and wood coffee table sits on a decorative rug, complemented by a stylish accent chair. Natural light enters through draped windows, enhancing the space's comfort.
Condo in Evansville
5 out of 5 average rating, 35 reviews

Modern 2BR Townhome | Ideal for 30+ Days | Parking

Modern 2-bedroom, 1.5 bath 2 story townhouse in East Evansville! Designed for traveling professionals, relocations, & 30+ day stays. Centrally located near hospitals, universities, restaurants, & just 10 minutes from downtown. Ideal for healthcare workers, students, & young professionals. Features - Seasonal access to community pool - Fully stocked kitchen - Cozy living area with smart TV - High-speed Wi-Fi - 2 work desks - Private patio - Free on-site parking Check-in: 3 PM Check-out: 11 AM

Top guest favorite
A collage of a modern townhome featuring a white bed with decorative pillows, a stylish living space with a flat-screen TV, and a serene bathroom with a walk-in shower. An outdoor seating area is shown with a fire pit, inviting relaxation.
Condo in Owensboro
5 out of 5 average rating, 32 reviews

Center of city private Town Home W/fire pit &BBQ

Welcome to Owensboro . Enjoy a stylish experience at this Touch of Grey Town Home nestled in the center of town . Stylish modern design and open living room concept is close to downtown regional airport and all major attractions the city has to offer. Unbeatable location that puts you minutes away from boutique shopping, fine dining, wine tasting , concerts on the river, festivals , nightlife and of coarse the Bluegrass Hall of Fame & Museum . Modern luxury design meets casual elegance.

An indoor arcade space features a Skee-Ball machine and basketball game along with various arcade consoles positioned next to a cozy sleeping area, which includes a spacious bed and a large television. Soft lighting illuminates the relaxed atmosphere.
Condo in Evansville
4.77 out of 5 average rating, 13 reviews

Arcade+Patio+Newly Renovated

Kick back and relax in this calm, stylish space. If you’re looking for an unforgettable experience, you have found your spot. These home is a one of a kind experience with an indoor arcade! Enjoy some music or relax on the patio with family members. This home is sure to please any guest! ✅ 2 Queen Size Beds ✅ Newly Renovated Bathrooms ✅ Family Friendly Arcade ✅ Skee-Ball & Basketball ✅ Mini LED TVs w/ Surround Sound ✅ Outdoor Patio! 2 Parking Spaces ✅ Coffee Bar w/ Free Snacks

Superhost
A spacious living area features comfortable gray sofas positioned around a decorative area rug. Large windows allow natural light to fill the room, which is designed with neutral tones. An open layout is visible, extending towards a well-equipped kitchen in the background.
Condo in Evansville
4.75 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/2B | Unit 6231

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 1320 sqft, 2 bedroom, 2 bath comfortably sleeps 6 offering upscale contemporary decor throughout with garage, gourmet kitchen, luxury bedding, and complementary coffee.

Superhost
A spacious living area features two gray sofas across from each other, situated on a soft area rug. Windows provide natural light, while a ceiling fan offers circulation. The background showcases a modern kitchen with white cabinetry and stainless-steel appliances.
Condo in Evansville

The Flats at Keystone | Luxury 2B/2B | Unit 4812

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 1320 sqft, 2 bedroom, 2 bath comfortably sleeps 6 offering upscale contemporary decor throughout with garage, gourmet kitchen, luxury bedding, and complementary coffee.

Guest favorite
A spacious living area features two comfortable gray sofas adorned with decorative pillows. A light area rug grounds the space, while large windows provide ample natural light. The open layout connects to a modern kitchen visible in the background, equipped with contemporary appliances.
Condo in Evansville
5 out of 5 average rating, 8 reviews

The Flats at Keystone | Luxury 2B/2B | Unit 4816

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 1320 sqft, 2 bedroom, 2 bath comfortably sleeps 6 offering upscale contemporary decor throughout with garage, gourmet kitchen, luxury bedding, and complementary coffee.

Superhost
A contemporary living area features a large, plush gray sectional sofa, complemented by two stylish armchairs. A round coffee table sits at the center on a soft, patterned rug, while the open layout connects seamlessly with the bright, modern kitchen in the background.
Condo in Evansville

The Flats at Keystone | Luxury 2B/1B | Unit 6219

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from the Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 785 sqft, 2 bedroom, 1 bath comfortably sleeps 6 offering upscale contemporary decor throughout with gourmet kitchen, luxury bedding, and complementary coffee.

Superhost
A spacious living area features a large gray sectional sofa, two accent chairs, and a round coffee table placed on a stylishly patterned rug. The open layout transitions smoothly into a well-equipped kitchen with light-coloured cabinetry and modern appliances.
Condo in Evansville
5 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6145

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from the Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 785 sqft, 2 bedroom, 1 bath comfortably sleeps 6 offering upscale contemporary decor throughout with gourmet kitchen, luxury bedding, and complementary coffee.

Superhost
A serene bedroom is presented with a spacious bed dressed in crisp white linens. Two bedside lamps emit soft light, complementing the neutral color palette. A rug lies beneath the bed, and natural light filters through the blinds of the windows.
Condo in Evansville
4.8 out of 5 average rating, 5 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6147

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from the Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 785 sqft, 2 bedroom, 1 bath comfortably sleeps 6 offering upscale contemporary decor throughout with gourmet kitchen, luxury bedding, and complementary coffee.

Superhost
A spacious living area features a comfortable gray sectional sofa and two accent chairs arranged around a circular coffee table. Natural light fills the room through large windows, highlighting the soft gray walls and contemporary decor. The adjoining kitchen area is visible in the background.
Condo in Evansville

The Flats at Keystone | Luxury 2B/1B | Unit 6223

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from the Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 785 sqft, 2 bedroom, 1 bath comfortably sleeps 6 offering upscale contemporary decor throughout with gourmet kitchen, luxury bedding, and complementary coffee.

Superhost
A spacious living area is highlighted by large windows allowing natural light to fill the room. Grey sofas are arranged around a circular coffee table. A flat-screen TV is positioned on a black media console, with a bright entrance visible in the background.
Condo in Evansville
5 out of 5 average rating, 10 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6205

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from the Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 785 sqft, 2 bedroom, 1 bath comfortably sleeps 6 offering upscale contemporary decor throughout with gourmet kitchen, luxury bedding, and complementary coffee.

Superhost
A spacious living area is presented with a comfortable gray sectional sofa and an accent chair. A round table sits in the center of a textured area rug, while large windows allow natural light to fill the room. The open layout connects to a modern kitchen in the background.
Condo in Evansville
5 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6209

Welcome to The Flats at Keystone, where comfort is elevated! Enjoy a stylish, hotel-like experience at this centrally located single story, condo unit within Evansville’s prestigious Keystone Subdivision across from the Evansville’s Sports Complex (Deaconess Sports & Goebel Soccer Complexes). This 785 sqft, 2 bedroom, 1 bath comfortably sleeps 6 offering upscale contemporary decor throughout with gourmet kitchen, luxury bedding, and complementary coffee.

Popular amenities for Owensboro condo rentals

KitchenWifiFree parking on premisesAir conditioning

Weekly condo rentals

Guest favorite
A cozy living area is showcased with a dark gray couch adorned with several plush pillows. A small marble and wood coffee table sits on a decorative rug, complemented by a stylish accent chair. Natural light enters through draped windows, enhancing the space's comfort.
Condo in Evansville
5 out of 5 average rating, 35 reviews

Modern 2BR Townhome | Ideal for 30+ Days | Parking

Superhost
A spacious living area features a large gray sectional sofa, two accent chairs, and a round coffee table placed on a stylishly patterned rug. The open layout transitions smoothly into a well-equipped kitchen with light-coloured cabinetry and modern appliances.
Condo in Evansville
5 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6145

Superhost
A serene bedroom is presented with a spacious bed dressed in crisp white linens. Two bedside lamps emit soft light, complementing the neutral color palette. A rug lies beneath the bed, and natural light filters through the blinds of the windows.
Condo in Evansville
4.8 out of 5 average rating, 5 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6147

Top guest favorite
A collage of a modern townhome featuring a white bed with decorative pillows, a stylish living space with a flat-screen TV, and a serene bathroom with a walk-in shower. An outdoor seating area is shown with a fire pit, inviting relaxation.
Condo in Owensboro
5 out of 5 average rating, 32 reviews

Center of city private Town Home W/fire pit &BBQ

Superhost
A spacious living area features comfortable gray sofas positioned around a decorative area rug. Large windows allow natural light to fill the room, which is designed with neutral tones. An open layout is visible, extending towards a well-equipped kitchen in the background.
Condo in Evansville
4.75 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/2B | Unit 6231

Superhost
A spacious living area features a comfortable gray sectional sofa and two accent chairs arranged around a circular coffee table. Natural light fills the room through large windows, highlighting the soft gray walls and contemporary decor. The adjoining kitchen area is visible in the background.
Condo in Evansville

The Flats at Keystone | Luxury 2B/1B | Unit 6223

Superhost
A spacious living area features two gray sofas across from each other, situated on a soft area rug. Windows provide natural light, while a ceiling fan offers circulation. The background showcases a modern kitchen with white cabinetry and stainless-steel appliances.
Condo in Evansville

The Flats at Keystone | Luxury 2B/2B | Unit 4812

Superhost
A spacious living area is highlighted by large windows allowing natural light to fill the room. Grey sofas are arranged around a circular coffee table. A flat-screen TV is positioned on a black media console, with a bright entrance visible in the background.
Condo in Evansville
5 out of 5 average rating, 10 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6205

Pet-friendly condo rentals

Superhost
The living area displays two gray sofas arranged around a soft area rug, with natural light streaming through large windows. A ceiling fan provides ventilation. The open kitchen, visible in the background, is equipped with modern appliances and a spacious countertop.
Condo in Evansville

The Flats at Keystone | Luxury 2B/2B | Unit 4804

Superhost
A spacious living area is depicted, featuring a comfortable grey sectional sofa and armchair. A round coffee table sits in the center on a striped area rug, while natural light fills the space through large windows. The adjacent kitchen is partially visible, equipped with modern appliances.
Condo in Evansville
4.33 out of 5 average rating, 3 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6221

Superhost
A modern kitchen space features stainless steel appliances, including a refrigerator and microwave. Light cabinetry complements the white subway tile backsplash. Bar stools provide seating at the counter, and a door is visible, leading to another section of the unit.
Condo in Evansville

The Flats at Keystone | Luxury 2B/1B | Unit 6141

Superhost
A spacious living area features two gray sofas arranged around a light area rug, complemented by a coffee table. Natural light fills the room through large windows, revealing a view of the kitchen area with modern appliances and seating for four.
Condo in Evansville

The Flats at Keystone | Luxury 2B/2B | Unit 4800

Private condo rentals

Guest favorite
A cozy living area is showcased with a dark gray couch adorned with several plush pillows. A small marble and wood coffee table sits on a decorative rug, complemented by a stylish accent chair. Natural light enters through draped windows, enhancing the space's comfort.
Condo in Evansville
5 out of 5 average rating, 35 reviews

Modern 2BR Townhome | Ideal for 30+ Days | Parking

Superhost
A spacious living area features a large gray sectional sofa, two accent chairs, and a round coffee table placed on a stylishly patterned rug. The open layout transitions smoothly into a well-equipped kitchen with light-coloured cabinetry and modern appliances.
Condo in Evansville
5 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6145

Superhost
A serene bedroom is presented with a spacious bed dressed in crisp white linens. Two bedside lamps emit soft light, complementing the neutral color palette. A rug lies beneath the bed, and natural light filters through the blinds of the windows.
Condo in Evansville
4.8 out of 5 average rating, 5 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6147

Top guest favorite
A collage of a modern townhome featuring a white bed with decorative pillows, a stylish living space with a flat-screen TV, and a serene bathroom with a walk-in shower. An outdoor seating area is shown with a fire pit, inviting relaxation.
Condo in Owensboro
5 out of 5 average rating, 32 reviews

Center of city private Town Home W/fire pit &BBQ

Superhost
A spacious living area features comfortable gray sofas positioned around a decorative area rug. Large windows allow natural light to fill the room, which is designed with neutral tones. An open layout is visible, extending towards a well-equipped kitchen in the background.
Condo in Evansville
4.75 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/2B | Unit 6231

Superhost
A spacious living area features a comfortable gray sectional sofa and two accent chairs arranged around a circular coffee table. Natural light fills the room through large windows, highlighting the soft gray walls and contemporary decor. The adjoining kitchen area is visible in the background.
Condo in Evansville

The Flats at Keystone | Luxury 2B/1B | Unit 6223

Superhost
A spacious living area features two gray sofas across from each other, situated on a soft area rug. Windows provide natural light, while a ceiling fan offers circulation. The background showcases a modern kitchen with white cabinetry and stainless-steel appliances.
Condo in Evansville

The Flats at Keystone | Luxury 2B/2B | Unit 4812

Superhost
A spacious living area is highlighted by large windows allowing natural light to fill the room. Grey sofas are arranged around a circular coffee table. A flat-screen TV is positioned on a black media console, with a bright entrance visible in the background.
Condo in Evansville
5 out of 5 average rating, 10 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6205

Quick stats about condo rentals in Owensboro

  • Nightly prices starting at

    Owensboro vacation rentals start at G$27,196 GYD per night before taxes and fees

  • Verified guest reviews

    Over 30 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Owensboro rentals

  • 5 Average rating

    Owensboro stays are highly rated by guests—averaging 5 out of 5!

Destinations to explore

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