Vacation rentals in Key West

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Top-rated vacation rentals in Key West

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Top guest favorite
A cozy living space is accented by warm wooden floors and natural light filtering through dark curtains. A comfortable seating area features a chair and a small coffee table. A television is positioned on a media console, while a bedroom is visible through an adjoining doorway.
Apartment in Downtown Dubuque
4.9 out of 5 average rating, 113 reviews

The Conamore Number 3

Conveniently located in downtown Dubuque, near the nightlife of Main Street, the tourism of the Port of Dubuque and shops of Bluff street, while also near all major highways to Dubuque, this cozy second floor apartment is the perfect way for a quick getaway or for a longer term stay. Features a massage chair in the units and an off-street parking space. Stream your favorites on the Roku TV when you're not exploring the city. On a longer trip? You can take advantage of the onsite coin-op laundry.

Guest favorite
A wooden side table is adorned with a decorative tray holding candles and pebbles. Above, a framed artwork showcases a cityscape, while a wall clock displays the time. A framed certificate and a ceramic figure add character to the space.
Home in East Dubuque
4.87 out of 5 average rating, 351 reviews

Cozy Oasis/DBQ/FieldDreams/Galena-Fenced for Pets

As natives to Dubuque and Galena , we wanted a place we could come home to when visiting that is also PET friendly!! Plenty of indoor/outdoor space. Make this your FIELD of DREAMS home base - just 20 minute drive to field and then you are 2 miles from Dubuque Casino and 14 mile scenic drive to Galena Main Street.Outdoor patio with plenty of seating , fire pit for late night snacks w camping chairs, Grill for your outdoor cooking. We have it all and if we don’t we will find it!! Fenced backyard!

Top guest favorite
Guest suite in Dubuque
4.95 out of 5 average rating, 319 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.

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 Millwork District
4.97 out of 5 average rating, 275 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.

Top guest favorite
An open-plan living and dining area features a glass dining table surrounded by black chairs. A gray sofa is positioned against the wall, and a modern kitchen with white cabinets and appliances is visible. Natural light enters through windows, illuminating the space.
Apartment in Downtown Dubuque
4.94 out of 5 average rating, 246 reviews

1157#5 / Walkable Downtown Retreat near Millwork

This is one of the best locations to be in downtown Dubuque. Few blocks access to Highway 61, Highway151 and Highway 20. Right on the farmers market (May through October). Five Flag Center, Art museum, Millwork district, Restaurants, Breweries and Coffee house all with in walking distance. You’ll have: - premium pillows - Memory foam queen mattress. - Smart TV. High speed Internet - Keurig Coffee maker - Regular & decaf coffee and tea - One off street parking You’ll absolutely love it here.

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, 112 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.

Top guest favorite
The exterior of the cedar cabin is visible, showcasing a natural wood finish beneath a sloping roof. A screened porch allows for views of the surrounding greenery. A potted plant adds a pop of color along the porch, with fallen leaves on the ground and dappled sunlight filtering through the trees.
Tiny home in Dubuque
4.94 out of 5 average rating, 187 reviews

Off-grid Tiny House farm stay

The perfect place for 1-2 guests to unplug and relax in this beautiful, natural setting. It's a short distance (less than 2 min. walk) from the parking area to this quiet, private, 12'x14' one-room cedar cabin set on a pasture with picture-window view of wooded bluffs and stream, birds and other wildlife. Writing table and chair, glider rocker, woodstove, and gas cookstove. Solar-powered desk lamp. Port-a-potty and solar shower outside (summer only). Fire pit and outdoor seating.

Top guest favorite
An open interior space features a spacious bed with neutral bedding and a cozy throw. A modern kitchenette, equipped with essential appliances, is visible. A jetted tub sits beside a decorative wall, while large windows offer views of the water and bring in natural light.
Place to stay in East Dubuque
4.96 out of 5 average rating, 292 reviews

Custom Floating Suite-HOT TUB!

Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

Top guest favorite
A cozy living area features a comfortable green sofa with patterned throw pillows and two orange armchairs. Natural light filters through large windows, illuminating the space. A wooden coffee table sits on a checkered rug, with a decorative piece displayed on top.
Home in Dubuque
4.97 out of 5 average rating, 187 reviews

Pet Friendly Home by UD & Finley

Centrally located & steps from University of Dubuque and Finley Hospital. In-between downtown and central city. 4 bedroom home with a formal dining room, full kitchen, bathroom with a tub/shower and plenty of space to relax. Start your morning with Bob& Lou's or Charlotte's (Hartigs) across the street. Well behaved pets welcome with a fully fenced in backyard. Galena is a short 20 minute drive *Please book with total guest count including pets if applicable

Top guest favorite
The exterior of a historic 1906 Victorian brick home is displayed, featuring a welcoming porch supported by white columns. A well-maintained garden with greenery and flowers is visible in front, alongside a black metal fence that outlines the yard.
Apartment in Dubuque
4.85 out of 5 average rating, 124 reviews

Historic Victorian brick home by colleges/downtown

Comfortable and private first floor of a renovated 1906 brick home with full modern kitchen and ample space. Great location: -near Five Flags Center, restaurants, events & downtown (0.5 mile) -30 minutes from Galena/sundown Located in historic Langworthy district, close to colleges: -Loras=0.5 mi. -UD=1 mi. -Clarke=1 mi. -Emmaus=1.5 mi. Features: -gas barbecue grill+fire pit -regular/decaf Keurig coffee -2 queen beds -1 off-street parking spot

Top guest favorite
A welcoming living area features a comfortable sofa and a wooden coffee table. Large windows provide a scenic view of the landscape and river, allowing natural light to fill the space. A TV is mounted above a stone fireplace, creating a cozy atmosphere.
Home in Dubuque
5 out of 5 average rating, 195 reviews

Home by the River

Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

Guest favorite
A single-story residence is displayed with a welcoming front porch and a light brown exterior. A pathway leads to the entrance, flanked by neatly trimmed bushes. The roof features a gentle slope, with nearby trees providing partial shade.
Apartment in Dubuque
4.91 out of 5 average rating, 137 reviews

Check It Out! Great Location Large Priv w/Parking

We welcome you to our spacious king one bedroom suite. Completely updated and fully stocked for guests. Close to University of Dubuque, Loras College, Clark University, Senior High School, Finley Hospital, Mercy Hospital, and many other Dubuque landmarks. Only a few minutes walk gets you to a few restaurants and bars or a few minutes by car gets you to pretty much everything else in town. Washer and Dryer included. 1 Car off Street Parking.

Popular amenities for Key West vacation rentals

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