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
Home in Dubuque
4.85 out of 5 average rating, 171 reviews

Cozy Victorian home by colleges w/ full kitchen

Comfortable & private 1st floor of a renovated 1906 brick home w/ full modern kitchen, off-street parking, en-suite bathroom & ample space. Great location: -by Five Flags Center, restaurants, events & downtown (0.5 mi) -30 min from Galena/sundown -In historic Langworthy district, by colleges: -Loras=0.5 mi -UD=1 mi -Clarke=1 mi -Emmaus=1.5 mi Full kitchen: -Refrigerator/Freezer -Stove/Oven/Microwave -Dishwasher -Henckels knives -Grill -fire pit -regular+decaf coffee/tea -off-street parking spot

LocationValueAir conditioning

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!

LocationFamilyOutdoor spaces

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.

ValueLocationCleanliness

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, 143 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!🌿

FamilyLocationCheck-in

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, 356 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.

ValueLocationSleep quality

Guest favorite
A cozy living area features a gas fireplace surrounded by brown bricks. A charcoal tufted ottoman sits at the center, accompanied by a round mirror above a sleek side table. Light filters through wooden blinds, enhancing the warm tones of the hardwood flooring.
Apartment in Downtown Dubuque
4.96 out of 5 average rating, 308 reviews

Drake House: The Loft with Private Hot Tub

No expenses were spared on this beautifully decorated suite! Newly renovated in fall 2019 and located in the famous Millwork District. The Loft is ideal for 1 couple but can sleep up to 4. It’s the perfect romantic getaway or business destination. The unit has 1 king size bed, 2 full baths, a kitchen, gas fireplace and 2 spacious living areas. There is a private hot tub on the deck and is within walking distance of downtown Dubuque. We hope you enjoy, relax and rejuvenate during your stay

FamilyValueIndoor spaces

Top guest favorite
Cabin in Elizabeth
4.98 out of 5 average rating, 132 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.

LocationFamilyCheck-in

Top guest favorite
A cozy efficiency suite is shown, featuring a spacious bed with neutral bedding and decorative pillows. A subtle artwork hangs above the bed. A television is mounted on the wall, and a modern air conditioning unit is visible. A comfortable seating area adds additional space.
Apartment in Downtown Dubuque
5 out of 5 average rating, 144 reviews

1st St Jewelry Box Suite.

This unique place has a style all its own. This downsized efficiency suite is a comfortable living space. Within 3 blocks; historic cable car + shopping, restaurants, casino, Cathedral, Julien Hotel, Five Flags, River Museum, spas/yoga, Mississippi Riverwalk, winery, breweries, graffiti murals. Coffee included. Awesome for 1-2 people. Sundown mountain short 20-minute drive. Traveling with buddies? Just ask! We have 3 more units next to this one. We have short-term furnished places as well.

ValueLocationSkiing

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.

ValueLocationIndoor spaces

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.

FamilyLocationIndoor spaces

Superhost
A large jetted tub is surrounded by tiled walls and natural light filtering through textured window coverings. A wooden tray rests across the tub, holding a glass of water, a bowl, and a book, inviting relaxation.
Home in Dubuque
4.86 out of 5 average rating, 346 reviews

JACUZZI SUITE 2 Queen Beds Private and Romantic!

This hidden gem is located in the heart of Dubuque, IA in a park like setting. This home is perfect for a little getaway. Featuring 2 bedrooms with queen beds, elegant open floor plan, and the most amazing jetted tub you will ever see. Not only does this home have all hardwood flooring but it is also a single level home. Smart TV's in each bedroom and living room. The garage is used as storage at the moment and is not accessible to guests.

FamilyValueWifi

Top guest favorite
The interior space features a spacious living room with a large sectional couch and a wooden coffee table. Exposed wooden beams stretch across the ceiling, enhancing the cabin's rustic charm. The open layout connects to a modern kitchen, visible in the background.
Cabin in Hazel Green
4.98 out of 5 average rating, 146 reviews

Crooked Creek Cabin

Take it easy at this unique and tranquil, beautifully remodeled cabin retreat! Flexible check-in with keypad. The whole house and grounds are yours while you’re here. Enjoy the relaxing “country” feel just 20 minutes from Galena, IL and less than 10 minutes from Dubuque, IA! **Officially Licensed in Wisconsin!

FamilyValueNearby

Popular amenities for Key West vacation rentals