Vacation rentals in Key West

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Top-rated vacation rentals in Key West

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The living area features a high wooden ceiling with a unique chandelier. Comfortable seating is arranged around a coffee table, accompanied by a rustic design. A kitchenette is visible in the background, along with large windows allowing natural light to enhance the open space.
Cabin in Hazel Green
4.97 out of 5 average rating, 144 reviews

Deer Trail Cabin

🌿 Cozy cabin nestled in the peaceful Wisconsin woods—your perfect getaway. Relax in the outdoor hot tub under the stars, explore private forest trails, gather around the fire pit,  and enjoy watching our free-range goats, ducks and chickens. note that our home is across the driveway, so you may occasionally see us caring for the animals, but your cabin and outdoor space are all your own and we respect the privacy of all our guests. Our goal is to provide a comfortable relaxing stay for you!🌿

ValueLocationWalkability

Top guest favorite
Guest suite in Dubuque
4.95 out of 5 average rating, 353 reviews

Private entrance/space. Peaceful. Close to events.

Private entrance. You have a completely updated/ remodeled private space on the walk-out level of my home. Open floor plan, a carpeted bedroom with KING bed, a full-size memory foam sleeper sofa, a living room, mini-kitchen, laundry and bath. The mini-kitchen has a mini-fridge, microwave, coffee maker, crock pot, toaster, table/chairs. The desk, with woods view, is a perfect place to reflect, read, and write. Many extras. Snacks. Quiet residential area of Dubuque. I live upstairs with my dog.

LocationFamilyOutdoor spaces

Top guest favorite
A spacious living area features exposed brick walls contrasted by light grey paint. A brown leather sofa offers comfortable seating, accompanied by a wooden dining table with tall chairs. Natural light enters through multiple windows, while a ceiling fan provides additional comfort.
Apartment in Downtown Dubuque
4.96 out of 5 average rating, 504 reviews

Renovated historic apartment downtown Dubuque

Refurbished historic apartment in downtown Dubuque with a private entrance and off-street parking is included. Located within steps of all the best downtown restaurants, breweries, bars, and shops. Great coffee shops within a few blocks. It is an easy walk to all the best places in Dubuque. We are 1.0 mile to the Diamond Jo Casino. 2.0 miles to the Q Casino. 5 blocks to Five Flags Event Center. Please note that there are five steps to access this apartment. Low cleaning fee and NO CHORE LIST!

ValueLocationKitchen

Top guest favorite
A serene view of a tranquil pond reflects a cozy cabin surrounded by greenery. Soft grasses frame the foreground, while the sky showcases gentle clouds. The cabin features a covered porch, enhancing the peaceful ambiance of the quiet country location.
Cabin in Durango
4.99 out of 5 average rating, 358 reviews

Cozy Cabin by the Pond

Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

FamilyLocationBiking

Guest favorite
A cozy living room features exposed brick walls, a comfortable sectional sofa, and a round coffee table. A flat-screen TV is mounted above a wooden console, while natural light enters through the window with wooden blinds. Decorative wall art enhances the space.
Apartment in Downtown Dubuque
4.91 out of 5 average rating, 430 reviews

Drake House: Fleur de Lis with Private Hot Tub

No expenses were spared on this beautifully decorated suite! The Fleur de Lis is located in the downtown Millwork District on the second floor. It is ideal for one couple but can sleep up to 4. Perfect for a romantic get-away or business. The unit has 1 bedroom, 2 full baths, a ready to cook-in kitchen, a fireplace, a spacious living room and a private hot tub on the deck. The unit is within walking distance of downtown Dubuque. We hope you enjoy, relax and rejuvenate during your stay!

ValueLocationKitchen

Top guest favorite
Cabin in Elizabeth
4.98 out of 5 average rating, 133 reviews

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

ValueFamilyGrill

Top guest favorite
A hot tub is positioned on a private deck, surrounded by scenic views of the Mississippi River backwaters. The calm water reflects greenery from the banks, while a seating area with dark outdoor furniture is visible nearby.
Place to stay in East Dubuque
4.96 out of 5 average rating, 221 reviews

Retro themed floating river cabin with a HOT TUB!

Our unique floating cabin features retro vibes and beautiful views of the Mississippi River backwaters. This cabin sits DIRECTLY in the water and has amazing views of the water You can even fish right off your deck! Enjoy the nature around you while sitting on your private floating deck, or snuggle up inside in front of the electric fireplace and Smart TV. This cabin features 2 bedrooms with queen beds, and a pull out couch in the living room. Our rental is located at Millennium Marina.

ValueLocationAccuracy

Top guest favorite
The exterior of a charming red barn is framed by blossoming trees, providing a vibrant contrast to the greenery. Multiple windows allow natural light to enter, and warm light from a nearby lamp adds to the welcoming atmosphere of the property.
Barn in Dubuque
5.0 out of 5 average rating, 79 reviews

Annabel Lee Barn ~ A Getaway of Warmth & Charm!

Whether you're looking for a romantic or family get-away, the rustic, elegant Annabel Lee Barn is the place for YOU! The 1907 restored Iowa barn offers the warmth of two, wood-burning fireplaces, a cozy loft suite, state-of-the-art kitchen, and a wrap around deck. Enjoy a glass of wine or warm cup of coffee while enjoying the country views of the surrounding valley. A morning stroll along the Catfish Creek will definitely start your day off just right! A getaway you'll never forget.

LocationValueParks

Top guest favorite
Home in Dubuque
5.0 out of 5 average rating, 31 reviews

Central Rustic Hideaway

Welcome to your home away from home. Our property is centrally located, making it easy to access both the north and south end of town. Less than 10min drive to downtown Dubuque! Quiet friendly neighborhood with minimal traffic. Plenty of off street parking, can easily fit 4 cars in driveway with a 2 car detached garage. We take pride in our space and have put in the effort to create a welcoming and comfortable environment. We hope you enjoy this place as much as we do!

LocationFamilyHospitality

Top guest favorite
A charming house exterior is framed by greenery, featuring a welcoming front porch with steps leading up to a glass door. Lush grass surrounds the home, and sunlight filters through the trees, highlighting the inviting entrance.
Home in Dubuque
4.96 out of 5 average rating, 108 reviews

Welcoming 2 bedroom house in the heart of Dubuque

House is 2 bedrooms, one bath, fully stocked kitchen, on site laundry, and off street parking. Bedroom one has a king size bed and TV. Bedroom 2 has a queen size bed. Bathroom is equipped with a tub and a shower and towels provided. House is pet friendly (for a fee), and we highly recommend only smaller dogs or animals. Can get to the popular downtown area or west end in a short 5 minute drive. Close to all three colleges, and both hospitals.

FamilyValueGetting around

Superhost
A tranquil lakeside view is captured at sunset, with silhouettes of trees framing the water. A small dock and a picnic table are visible, while canoes are lined up along the shore, providing a peaceful setting for relaxation.
Home in East Dubuque
4.88 out of 5 average rating, 430 reviews

A MUST SEE! 2BR Lakefront Home w/ Boats & More!

Welcome to our cozy lakefront home located in East Dubuque, Il which is only minutes away from Galena, IL and Dubuque, IA. This two bedroom home sleeps 6. We provide canoe's, and lifejackets. This home also has a large garage, a private deck overlooking the lake, and large yard. Other amenities include central air, comfy mattresses, all kitchen appliances, washer/dryer, Smart TVs with sound bar, and cable Internet. Don't miss out book now.

LocationFamilyHiking

Guest favorite
The exterior of a modern building is shown, featuring large windows and an intricately designed entrance. Potted plants adorn the entrance, complemented by stylish outdoor lighting fixtures. The sign for Roux & Lucia is displayed prominently, indicating the bakery located on the main floor.
Apartment in Dubuque
4.97 out of 5 average rating, 29 reviews

Studio at Roux & Lucia

Welcome to the Studio at Roux & Lucia. This brand new building houses Roux & Lucia bakery on the main floor with our studio apartment upstairs. Designed with all custom finishes and high-end furnishings, you won't find a more beautiful or relaxing space to enjoy your stay. Come downstairs in the morning for a handcrafted coffee drink and a freshly baked pastry. Located in the lovely, walkable, Grandview Avenue neighborhood.

FamilyValueCleanliness

Popular amenities for Key West vacation rentals