Holiday rentals in Key West

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!

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

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.

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!

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.

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.

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.

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!

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!

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!

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.

Spacious river-view cottage w/ 4BR 2BA + parking

Nestled on a hilltop, our charming home has a well equipped spacious kitchen, 4 bedrooms, 1.5 bathrooms, a cozy fireplace, and 50 in smart TVs in each bedroom. Enjoy views of the Mississippi River valley during the winter, spring and fall months, during summer the greenery does overgrow. Easy access to downtown/Millwork district. Parking for 3-4 cars. The Famous Field of Dreams is just 40 minutes away, Sundown Mountain is 20 minutes away.