Vacation rentals in Key West

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Top-rated vacation rentals in Key West

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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
4.88 out of 5 average rating, 374 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!

Superhost
Home in Dubuque
4.63 out of 5 average rating, 16 reviews

Location! Large Home, Country Views, Entertainment

Updated photos w/ furnishings and decor coming soon! Bring the whole family to this ~2000 sq ft home with many amenities, including 2 living/family rooms, multipurpose pool table with ping pong, large backyard, and huge firepit. Enjoy the large back porch with outdoor seating and country views. This home is ideally located right off of US 151/61, 10 minutes from downtown Dubuque, 15 minutes to Dubuque's West End/Asbury, and in direct path to Quad Cities, Cedar Rapids, Bellevue, + IL/WI Borders

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
4.96 out of 5 average rating, 210 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, 361 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.

Guest favorite
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 Downtown Dubuque
4.92 out of 5 average rating, 436 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!

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
4.95 out of 5 average rating, 227 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.

Top guest favorite
The exterior of a charming red barn is framed by blossoming trees, providing a vibrant contrast to the greenery. Multiple windows allow natural light to enter, and warm light from a nearby lamp adds to the welcoming atmosphere of the property.
Barn in Dubuque
5.0 out of 5 average rating, 80 reviews

Annabel Lee Barn ~ A Getaway of Warmth & Charm!

Whether you're looking for a romantic or family get-away, the rustic, elegant Annabel Lee Barn is the place for YOU! The 1907 restored Iowa barn offers the warmth of two, wood-burning fireplaces, a cozy loft suite, state-of-the-art kitchen, and a wrap around deck. Enjoy a glass of wine or warm cup of coffee while enjoying the country views of the surrounding valley. A morning stroll along the Catfish Creek will definitely start your day off just right! A getaway you'll never forget.

Top guest favorite
An expansive open-concept living area features high ceilings supported by wooden beams. A modern, gray sectional sofa is arranged around a circular coffee table, adjacent to a large dining table that seats eight. Light fills the space through large windows, highlighting the contemporary kitchen appliances.
Loft in Downtown Dubuque
4.99 out of 5 average rating, 161 reviews

Spacious + modern loft with 3 bedrooms & game room

This 2,300 square foot loft has tons of room, in a safe neighborhood, with easy access to everything. You'll love the full kitchen, 12-seat dining table, & room to lounge. Features a jacuzzi tub, rain shower, 2 electric fireplaces, shuffleboard table, 75" big screen tv & super-fast internet! Free on-street parking. Enjoy restaurants, a brewery, ice-cream shop, retail shops, a cute park, and family activities like Creative Adventure Lab and the River Museum, all within a short walk.

Guest favorite
A welcoming living area features a mounted television and a cozy fireplace with a modern design. Comfortable dark gray sofas are arranged for relaxation. A decorative throw pillow adds a subtle touch, while a light rug spreads across the wooden floor, enhancing the warm atmosphere.
Home in Dubuque
4.91 out of 5 average rating, 96 reviews

Cozy Single Family Home W/ Laundry And Front Patio

This single family home nestled on the bluffs of Dubuque Iowa just walking distance from Cleveland park! This spacious family home is nearly 1200sqft an makes for a great stay with the family or even a group of friends to enjoy time together! This centralized location is just minutes away from our downtown area loaded with local breweries, great Restaurants and Boutique’s and shops! The location is also less than 20 minutes away from the beautiful Historic town of Galena, IL!

Top guest favorite
Home in Dubuque
5.0 out of 5 average rating, 35 reviews

Central Rustic Hideaway

Welcome to your home away from home. Our property is centrally located, making it easy to access both the north and south end of town. Less than 10min drive to downtown Dubuque! Quiet friendly neighborhood with minimal traffic. Plenty of off street parking, can easily fit 4 cars in driveway with a 2 car detached garage. We take pride in our space and have put in the effort to create a welcoming and comfortable environment. We hope you enjoy this place as much as we do!

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
4.86 out of 5 average rating, 352 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.

Top guest favorite
The exterior of the home is showcased from an aerial view, displaying multiple levels, porches, and a well-maintained yard. Surrounding greenery and neighboring homes are also visible, illustrating the neighborhood's charm and the property's prominent position.
Home in Downtown Dubuque
4.99 out of 5 average rating, 229 reviews

Beauty on the Bluff

Take it easy at this unique and tranquil getaway. Enjoy Dubuque's 3rd oldest home, built in 1840, with panoramic Mississippi River & city views. This home is 3,666 square ft. featuring 3 levels of finished space with 4 bedrooms, 3.5 baths, 2 fireplaces, spiral staircase, master suite, wine cellar, formal dining and so much more! The views will make you want to re-book again and again! Enjoy!

Popular amenities for Key West vacation rentals