Holiday rentals 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

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!

4.88 out of 5 average rating, 375 reviews

Superhost

Home in Dubuque

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

4.53 out of 5 average rating, 17 reviews

Top guest favourite

Guest suite in Dubuque

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.

4.95 out of 5 average rating, 358 reviews

Top guest favourite

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

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.

5.0 out of 5 average rating, 81 reviews

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

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.

4.97 out of 5 average rating, 336 reviews

Top guest favourite

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

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.

4.99 out of 5 average rating, 163 reviews

Guest favourite

A modern home is set amidst vibrant autumn foliage, featuring a diverse array of trees in shades of yellow, orange, and red. A winding driveway leads to the entrance, while the surrounding landscape showcases a blend of grassy areas and natural vegetation.

Home in Peosta

Swiss Valley Getaway - Dubuque / Tri-State Area

Nestled in the hills of Dubuque County and overlooking the Swiss Valley, this 5 bedroom, 2 bath, 2 car garage home is just the place for your quiet get away! Enjoy all of the beauty , peace and quiet of nature. Located directly across from the Swiss Valley Nature Center, streams and trails. Whether you're looking to get out of the city or gather with friends and family, this is your perfect place. Just minutes from Dubuque, Galena, Sundown Ski Resort and so much more!

4.83 out of 5 average rating, 132 reviews

Top guest favourite

An inviting front porch features a wooden bench with cushioned seating and a rocking chair. A colorful welcome mat rests on the floor. The entryway is defined by a wooden door with decorative glass and blue shutters framing the window.

Guest suite in Downtown Dubuque

Victoria Place, Dubuque

This red brick airbnb from the 1860's is located in the historic Cable Car Square District, right next door to the Fenelon Elevator. It has my heart. The serene and spacious inside allows you comfort and you can leisurely walk out the front door and take a 20 min walk to the River Walk on the Mississippi River to watch for eagles. Porch in the front and patio in the back. 1 block from Five Flags, Locust Street, 2 blocks from Paul's Big Game Tap and Hartig's Pharmacy

4.97 out of 5 average rating, 102 reviews

Top guest favourite

Home in Dubuque

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!

5.0 out of 5 average rating, 37 reviews

Guest favourite

The living area features a cozy sofa and a reclining chair, complemented by a wooden coffee table. A kitchen with light wooden cabinets and a stainless steel refrigerator is visible in the background. Natural light enters through a window, enhancing the inviting atmosphere.

Home in East Dubuque

C&R Lake Lacoma

Keep it simple at this peaceful and centrally-located home on Lake Lacoma in East Dubuque. Sleeps up to 4 . Has 2 bedrooms, 1 with king size bed and the other has a queen size bed. Each bedroom has a TV. 1 bathroom with tub, shower, washer and dryer. Enjoy the outdoor scenery on the 800 sq. ft. wraparound deck. Spend time fishing, playing horseshoes or relaxing by the fire pit. Galena, IL approx. 10 miles and Dubuque is approx. 1 mile. No indoor smoking. No pets.

4.98 out of 5 average rating, 66 reviews

Guest favourite

A contemporary living room features a comfortable gray sofa with a textured throw draped over it. Exposed brick walls create a warm backdrop, while a ceiling fan provides airflow. A flat-screen TV is mounted above an electric fireplace, enhancing the room's cozy atmosphere.

Flat in Downtown Dubuque

Drake House: City View with Private Hot Tub

Welcome to City View, a contemporary 2-bedroom, 2-bath retreat overlooking downtown Dubuque and the Millwork District. Comfortably sleeping up to 4 guests, this third-floor unit features a fully equipped kitchen, dining area, TVs in each bedroom, and a cozy living room with a gas fireplace. Unwind on the private balcony and soak in the hot tub after a day of exploring. Designed for comfort, relaxation, and city views—we hope you enjoy your stay!

4.89 out of 5 average rating, 432 reviews

Guest favourite

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

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.

4.86 out of 5 average rating, 354 reviews