Vacation rentals in Key West

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Top-rated vacation rentals in Key West

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Top guest favorite
Guest suite in Dubuque
4.95 out of 5 average rating, 331 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.

Guest favorite
Apartment in Millwork District
4.91 out of 5 average rating, 409 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 favorite
Apartment in Downtown Dubuque
4.97 out of 5 average rating, 165 reviews

1103#203 Modern 2BR | En-suite Master | Downtown

Stay in the heart of downtown Dubuque! This stylish 2-bedroom apartment blends historic charm with modern comfort. Walk to the Millwork District, breweries, restaurants, coffee shops, and the Mississippi Riverwalk. Enjoy a spacious living room, fully stocked kitchen, comfortable beds, smart TV, and fast Wi-Fi. Includes a reserved parking space and easy self check-in. Perfect for families, couples, business travelers, and travel nurses looking for a clean, comfortable, and convenient stay.

Guest favorite
A modern kitchen area features a sleek wooden bar with two high-backed black chairs. The contemporary cabinetry is complemented by a tiled backsplash, and natural light illuminates the space. The kitchen is equipped with essential appliances and a leafy wallpaper adds a touch of decor.
Apartment in Downtown Dubuque
4.96 out of 5 average rating, 152 reviews

1st STREET URBAN SUITE: Gorgeous, fantastic locale

Sweet downtown Dubuque locale. 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, 3rd could sleep on the couch if that works. Sundown mountain a short 20 minutes. Traveling with buddies? Just ask! We have an upper unit if available and 2 fantastic connected units! We have short-term furnished places as well.

Top guest favorite
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, 300 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.

Guest favorite
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
4.83 out of 5 average rating, 122 reviews

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!

Top guest favorite
Cabin in Hazel Green
4.97 out of 5 average rating, 119 reviews

Deer Trail Cabin

🌿 Cozy cabin tucked in the quiet Wisconsin woods—your perfect spring retreat. Enjoy fresh air, blooming trees, and peaceful forest trails right outside your door. Relax in the outdoor hot tub under the stars, gather around the fire pit in the evening (bring your own wood or collect from the property), and watch the free-range goats and chickens roaming the property. A peaceful, private getaway for couples, small families, or anyone looking to unwind in nature. 🌿

Top guest favorite
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, 199 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 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
4.99 out of 5 average rating, 208 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!

Superhost
A tranquil lakeside view is captured at sunset, with silhouettes of trees framing the water. A small dock and a picnic table are visible, while canoes are lined up along the shore, providing a peaceful setting for relaxation.
Home in East Dubuque
4.88 out of 5 average rating, 422 reviews

A MUST SEE! 2BR Lakefront Home w/ Boats & More!

Welcome to our cozy lakefront home located in East Dubuque, Il which is only minutes away from Galena, IL and Dubuque, IA. This two bedroom home sleeps 6. We provide canoe's, and lifejackets. This home also has a large garage, a private deck overlooking the lake, and large yard. Other amenities include central air, comfy mattresses, all kitchen appliances, washer/dryer, Smart TVs with sound bar, and cable Internet. Don't miss out book now.

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
4.95 out of 5 average rating, 137 reviews

Eagle Point, River Area Getaway 2BR 1BA

This private 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, 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 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, 214 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 deck overlooking the Mississippi River. 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.

Popular amenities for Key West vacation rentals

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