Holiday rentals in Key West

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Top-rated holiday rentals in Key West

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Top guest favourite
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.
Flat in Downtown Dubuque
4.9 out of 5 average rating, 115 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 favourite
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, 350 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 favourite
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.
Flat in Downtown Dubuque
4.96 out of 5 average rating, 478 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!

Top guest favourite
Guest suite in Dubuque
4.95 out of 5 average rating, 320 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.

Top guest favourite
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.
Flat 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 favourite
Serviced apartment in Dubuque
4.85 out of 5 average rating, 128 reviews

Victorian home by colleges/downtown+free parking

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 -BBQ grill+fire pit -regular+decaf coffee/tea -1 off-street parking spot

Top guest favourite
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, 189 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 favourite
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 favourite
A modern living area features a green sectional sofa complemented by a white coffee table. Colorful artwork adorns the wall above the sofa. An arched doorway leads to a dining space with a table and chairs, enhancing the open feel of the room.
Serviced apartment in Downtown Dubuque
4.91 out of 5 average rating, 279 reviews

1127 / Downtown Dubuque, first floor, free parking

Enjoy the charm of Dubuque from this clean, comfy 1-bedroom apartment located in the heart of the Millwork District. Perfect for solo travelers or couples, this ground-floor unit puts you just steps from downtown restaurants, shops, and the seasonal farmers market (May–Oct). Guests love the walkability, easy check-in, and peaceful vibe. Includes a full kitchen, smart TV, home office desk, and a private bath with tub/shower. A great value in a historic downtown building!

Top guest favourite
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 favourite
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, 196 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 favourite
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.
Flat in Dubuque
4.91 out of 5 average rating, 141 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 holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Dubuque County
  5. Key West