Vacation rentals in Key West

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Top-rated vacation rentals in Key West

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Guest favorite
A wooden bed with a tall headboard and elegant posts is positioned in a well-lit room. Fluffy pillows rest atop a neatly arranged white comforter. A matching wooden dresser with multiple drawers sits nearby, featuring a mirror that reflects the room's warm hues.
Loft in Dubuque
4.89 out of 5 average rating, 242 reviews

Historic+private brick loft by colleges & downtown

Great location-upper floor of a historic home near Five Flags Center Galena (30 min) Art museum restaurants events & downtown (0.5 mile) Comfortable and private entire upstairs of a renovated 1906 brick home w/ modern amenities, restored woodwork, and modern appliances/HVAC/plumbing Centrally-located in historic Langworthy district, close to colleges: -Loras=0.5 mi. -UD=1 mi. -Clarke=1 mi. -Emmaus=1.5 mi. Features: -gas grill -fire pit -kitchenette: regular/decaf Keurig coffee kettle microwave

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, 468 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 favorite
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
4.97 out of 5 average rating, 179 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 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, 320 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 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, 264 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
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, 104 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
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, 117 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.

Guest favorite
A bright living area features large arched windows adorned with dark curtains, allowing natural light to filter in. A comfortable beige sofa and an armchair are positioned near a small round table, with decorative items and a lamp enhancing the space.
Apartment in Dubuque
4.97 out of 5 average rating, 143 reviews

Historic Fannie Stout house apt3

Apartment 3 is located on the third floor of the Fannie Stout House. It features a master bedroom with ensuite bathroom, second bedroom (round bedroom), a large living room, kitchen with eating area, second bathroom, and washer and dryer in unit. Step back in time with us! 10% discount for stays longer than 3 days, 20% for stays longer than a week, and 40% for longer than a month. Discounts are automatically added into the booking through airbnb.

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, 180 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 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
4.87 out of 5 average rating, 309 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.

Guest favorite
The exterior of a cabin is surrounded by lush greenery and tall trees. A brick chimney and wooden siding create a warm appearance. A riverside deck is visible, along with a barbecue grill, while a pathway leads up to the entrance.
Cabin in Dubuque
4.95 out of 5 average rating, 186 reviews

Marvin Gardens Cabin

The Cabin, located on a private lane, is a cozy and roomy getaway nestled in the woods overlooking the Mighty Mississippi River. It offers a peaceful respite with a kitchenette, large fireplace, and a riverside deck. It has a bedroom with a queen size bed and two twins in the great room. Enjoy hiking, playing board games, cooking, grilling out, or a just lazy night of TV and popcorn by the fire.

Guest favorite
A bright living area features a teal couch paired with a wooden coffee table. Natural light enters through a window dressed with light gray curtains. The staircase is visible in the background, leading to additional areas of the apartment.
Apartment in Downtown Dubuque
4.92 out of 5 average rating, 350 reviews

1129#2 / Farmers Market Gem: Steps from Ballroom

Charming 1BR loft in the heart of Dubuque’s Millwork District—perfect for solo travelers or couples. Bedroom is in an open loft (stairs access); bathroom on main floor. Across from seasonal farmers market (May–Oct), steps to restaurants and riverfront. Features a full kitchen, cozy living area, historic touches, and easy self check-in. Affordable, clean, and walkable to downtown highlights!

Popular amenities for Key West vacation rentals

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