Holiday houses in Key West

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Top-rated holiday rentals in Key West

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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, 348 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 cozy bedroom is presented with a queen-sized bed, adorned with white linens. Bedside tables feature two lamps that illuminate the space. Soft, neutral walls create a serene atmosphere, while carpeting adds comfort underfoot. Natural light filters in through a nearby window.
Apartment in Downtown Dubuque
4.93 out of 5 average rating, 184 reviews

1129#3 / Ken’s place-cute / Free Parking

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 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.
Apartment in Downtown Dubuque
4.96 out of 5 average rating, 473 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, 311 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
The spacious interior showcases an open floor plan with comfortable seating areas, a dining table, and large windows that provide views of the surrounding woods. The loft area can be seen above, enhancing the airy feel of the cottage.
Farm stay in Dubuque
4.96 out of 5 average rating, 183 reviews

Creekside Cottage farm stay nice for two to six.

Relax and enjoy time together at Creekside. The cottage is a picturesque spot for one or two guests or for groups up to 6. Extra guest charge is $20 per person after 2. Located on our farm only 15 minutes from downtown Dubuque and the Mississippi Riverfront. Explore the woods, fields, and creek on our farm. Visit the animals. A short drive to Mines of Spain, EB Lyons Nature Center, Eagle Point Park, Galena, Bellevue, Chestnut and Sundown ski areas, two monasteries, craft breweries, wineries.

Top Guest favourite
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, 326 reviews

Cozy Cabin by the Pond

Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

Guest favourite
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 Millwork District
4.91 out of 5 average rating, 386 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!

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.
Apartment in Downtown Dubuque
5 out of 5 average rating, 107 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.

Guest favourite
A sleeping area features a spacious bed made with a white blanket and dark gray accents. Two windows are flanked by dark curtains, while a ceiling fan provides ventilation. A nightstand with a digital clock is situated beside the bed, and a dresser is visible in the corner.
Apartment in Dubuque
4.94 out of 5 average rating, 122 reviews

Eagle Point, River Area Getaway 2BR 1BA

This private, no frills apartment has easy access to travel to the main attractions of the city & surrounding area. Located in the historic Mathias Ham & Eagle Point district, enjoy easy access to boat landings on the Mississippi, river walk, events at Q Casino, ImOn hockey ice arena, the city pool & Eagle Point Park. Easy access to Hwys 151, 20, & 61 for adventures outside the city. On-street parking is always available for easy parking for truck & trailers.

Top Guest favourite
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.
Home in Dubuque
4.83 out of 5 average rating, 114 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 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, 191 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.
Apartment in Dubuque
4.91 out of 5 average rating, 135 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

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