58,368 properties available

Located in Key West, Minnesota, United States. SOUTHERNMOST SUNSHINE- 4 Bed/3 Bath- Old Town Key West w/ Pool & Parking! Welcome to SOUTHERNMOST SUNSHINE! Located in the heart of Old Town Key West just a few steps away from the Atlantic Ocean, Southernmost Point and 1 block to Duval Street. It doesn’t get any better than this 4 bedroom / 3 bathroom 1938 fully restored historical home. When you arrive the home you are greeted with picturesque curb appeal. A white picket fence surrounds the commanding two story French Colonial home. Large wrap around decks complete Carolina blue ceilings, dramatic navy blue plantation shutters, lush tropical landscape, mature canopy trees, the sound of birds whispering in the trees and the faint trickle of a fountain dripping into a small quaint pond below. You have finally arrived your own private paradise! As you enter the home through the front door the vaulted ceiling above and antique chandelier in the entry opens to a large living room which is full of natural light and has oversized windows, c

Located in Key West, Minnesota, United States. Julia's Secret Best location in Key West! Just steps from the world class shops and restaurants of world famous Duval Street. There are so many great attractions nearby like the Hemingway House, Light House Museum, Southernmost Point.

Located in Key West, Minnesota, United States. Beautiful Upper Duval - Uptown - 2 bedroom Condo Location, Location!!Welcome to our Key West Condo! This beautiful Upper Duvalcondo is walkable to everything in Key West. Known as the "Uptown of Old Town Key West" and the"elegant end of Duval."What we love is that you can be in the excitement of Duval St, on South beach, at the Southernmost Point, or at the free MLK Pool, in just minutes going either direction. The location could not be more perfect!Our goal is that you feel at home here - the condo is stocked with everything you need. Sip a cup of coffee on the balcony, or simply walk around to enjoy the City!The condo is close to everything, and peaceful at the same time. Perfect for a family or up to 3 couples (3rd bed is in the pull-out couch with memory foam mattress). 2 full bathrooms! The kitchen is fully stocked with all essentials.We are available by phone or textanytime. Please feel free to reach out. Our contact info is in the information packet we will send out once it's ti

Located in Key West, Minnesota, United States. Green Goddess - 4 BD/3 BA Amazing 360 Degree Rooftop Views! RealKeyWest Experience the beauty of Key West's famous sunsets from the comfort of your own vacation home at The Green Goddess. This secluded and peaceful property is located just off Whitehead Street, less than a block from the Southernmost Point and only a short bike ride or stroll from all of the island's top attractions.Featuring 4 bedrooms and 3 full bathrooms, this home is perfect for large groups or families. The first floor features a guest bedroom with a full shower bathroom that can be accessed from both the bedroom and the hallway, serving as the primary bathroom for the first floor. The second floor has a master bedroom with a beautiful bathroom featuring lots of mirrors and storage. The second floor also has two guest bedrooms which share a full bathroom between them. The interior of the Green Goddess is designed with mid-century modern furniture. The open-concept living area features a fully equipped kitchen wit

Located in Key West, Minnesota, United States. The LPA Jr. ,1 / 1 Southernmost Point Key West Located at the Southernmost point of Old Town Key West is a quaint Key West apartment is a Historic Conch House. Playful prints, contemporary furniture is welcoming to every guest. The wrap around porch is it's own oasis with spaces for lounging, dining and an ocean view. A short walk from the framed Duval St, countless restaurants, nightlife, local grocery store and shopping.

Located in Key West, Minnesota, United States. Newly-Built, Dog-Friendly Home with Shared Pool - Walk to Beach & Dining Cabana RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.*Head to Key West and revel in access to a shared pool, dog-friendly accommodations, and close proximity to beautiful beaches and major attractions when you stay at this three-bedroom, three-bath home for six. Dogs are also welcome.This rental is located in the heart of Old Town, putting you one short block from Duval Street and its well-known nightlife, and within walking distance to dining, shops, galleries, and beaches. The famed Ernest Hemingway Home and Museum is just around the corner, and Fort Zachary Taylor State Park is only a mile away.Wrap yourself in both style and comfort with this well-appointed home, which of

Located in Key West, Minnesota, United States. You Found it! Key West Getaway! On-site Spa, Beach Access, Near Sunset Pier! Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $63/night per accommodation will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days.THE SPACEThis 378sf Superior 2 Queen Beds features:- 2 Queen beds;- Private bathroom;- Keurig coffee maker;- Mini-fridge;- Bathrobes;- Daily housekeeping.THE PROPERTYOur family-friendly resort provides the following on-site amenities: - 3 pools (including 1 Oceanfront and 1 Adult Only);- Access to 2 beaches (1 public and 1 private);- Poolside service;- On-site Spa;- Valet parking is also available and costs USD $40 plus tax per n

Located in Key West, Minnesota, United States. Cozy Queen Room at Southernmost Beach Resort Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $63/night per accommodation will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days.THE SPACEThis 215sf Cozy Queen features:- 1 Queen bed;- Private bathroom;- Keurig coffee maker;- Mini-fridge;- Bathrobes;- Daily housekeeping.THE PROPERTYOur family-friendly resort provides the following on-site amenities: - 3 pools (including 1 Oceanfront and 1 Adult Only);- Access to 2 beaches (1 public and 1 private);- Poolside service;- On-site Spa;- Valet parking is also available and costs USD $40 plus tax per night;- 24/7 front desk and security;- Busine

Located in Key West, Minnesota, United States. The Norman, a Monthly Vacation Rental Historic but Elegant Apartment in Old Town Key WestLive like a local is this 1 bedroom, 1 bathroom apartment located in downtown Key West. Located in a grand historic Old Town beauty converted into 4 units, this unit is located on the 2nd floor. This 1/1 features updates galore, blending modern conveniences with historic charm. Private wrap around balcony with an ocean view, Parking, and washer/dryer.

Located in Key West, Minnesota, United States. Wonderful Beach Vacation! 3 Pools, Access to 2 Beaches, Minutes from Sunset Pier Blending history with contemporary coastal decor, the private rooms in these two historic homes have been updated with modern amenities, while maintaining turn-of-the-century character and charm. Enjoy access to two private beaches and three resort pools. Relax in a spacious private cabana. Have a relaxing massage at the spa. Your exciting Key West getaway starts here!ATTENTION: The resort fee is not included in the daily rate. A MANDATORY RESORT FEE OF $63/DAY/UNIT WILL BE COLLECTED UPON ARRIVALThe maximum number of days that you may book per reservation is only 28 days.The listing is distributed and managed by RoomPicks Accommodations.THE UNITThis 300sf Duval Gardens unit features:- 2 Queen beds;- Daily housekeeping;- Mini-fridge;- All linens, towels, and bathroom essentials are provided. You don’t need to bring a thing!!THE PROPERTYOur family-friendly property provides the following on-site amenities:-

Located in Key West, Minnesota, United States. Welcome to a Sun-Soaked Paradise! Discover the History and Soul of Key West! Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $63/night per accommodation will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days.THE SPACEThis 280sf Deluxe Balcony King features:- 1 King bed;- Private bathroom;- Keurig coffee maker;- Mini-fridge;- Bathrobes;- Daily housekeeping.THE PROPERTYOur family-friendly resort provides the following on-site amenities: - 3 pools (including 1 Oceanfront and 1 Adult Only);- Access to 2 beaches (1 public and 1 private);- Poolside service;- On-site Spa;- Valet parking is also available and costs USD $40 plus tax per night

Located in Key West, Minnesota, United States. Superior 2 Queen Beds Room at Southernmost Beach Resort Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $63/night per accommodation will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days.THE SPACEThis 378sf Superior 2 Queen Beds features:- 2 Queen beds;- Private bathroom;- Keurig coffee maker;- Mini-fridge;- Bathrobes;- Daily housekeeping.THE PROPERTYOur family-friendly resort provides the following on-site amenities: - 3 pools (including 1 Oceanfront and 1 Adult Only);- Access to 2 beaches (1 public and 1 private);- Poolside service;- On-site Spa;- Valet parking is also available and costs USD $40 plus tax per night;- 24/7 front des

Located in Key West, Minnesota, United States. Wonderful Place To Stay! 3 Pools, Bar, Near Southernmost Point Blending history with contemporary coastal decor, the private rooms in these two historic homes have been updated with modern amenities, while maintaining turn-of-the-century character and charm. Enjoy access to two private beaches and three resort pools. Relax in a spacious private cabana. Have a relaxing massage at the spa. Your exciting Key West getaway starts here!ATTENTION: The resort fee is not included in the daily rate. A MANDATORY RESORT FEE OF $63/DAY/UNIT WILL BE COLLECTED UPON ARRIVALThe maximum number of days that you may book per reservation is only 28 days.The listing is distributed and managed by RoomPicks Accommodations.THE UNITThis 300sf Avalon unit features:- 1 King bed;- Daily housekeeping;- Mini-fridge;- All linens, towels, and bathroom essentials are provided. You don’t need to bring a thing!!THE PROPERTYOur family-friendly property provides the following on-site amenities:- 24/7 Front desk and Securit

Located in Key West, Minnesota, United States. McCartney's Manor - Deluxe K Suite W/Pvt. Spa! Nestled in a tropical, gated compound, 1/2 block off Duval Street, McCartney's Manor is nestled within a 3 other units. It will envelope you in a unique ambiance! Pottery Barn king 14" memory foam bed with drawers underneath, a bar made from a Spanish Lime tree the once stood on this site, a kitchen that includes an under-counter refrigerator with freezer, 2 burner stove, dishwasher and everything you need to feed your spirit. The bathroom has a custom tumbled marble shower, Tommy Bahama amenities, hairdryer and granite vanity. Original Robin Hix hand-colored Caribbean photography fills the walls. You have your own private courtyard, 2 person Solana spa, table/chairs. Pool towels are provided as well as daily maid service. The Family Pool is next door, the Adult's Only pool is just across the street. Let us pamper you at Center Court-Historic Inn & Cottages on Center Street, the heart of Historic Old Town!

Located in Key West, Minnesota, United States. Lightkeepers Quarters | 5 bed/5 bath residence with pool Discover the ultimate luxury vacation rental property in the heart of Key West. Located just steps from Duval Street, this magnificent 5-bedroom traditional-style conch home is surrounded by all the landmarks, shops, dining, and entertainment that make this town one of the most sought-after vacation destinations in the world. As soon as you step inside, you'll be captivated by the iconic style of this beautifully restored home. The traditional charm has been seamlessly blended with modern updates, creating a perfect balance of comfort and style. With 5 spacious ensuite bedrooms, a large, fully-stocked kitchen, and a gorgeous pool deck, this vacation rental is the perfect choice for families or groups of friends. The elegant living room opens up to an outdoor terrace, offering a perfect spot for relaxing and taking in the stunning surroundings. On the first level, you'll find two well-appointed bedrooms, a cozy kids twin bedroom,

Located in Key West, Minnesota, United States. La Mer Dewey Island View Accommodation at Southernmost Beach Resort Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $63/night per accommodation will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days.THE SPACEThis space is great for getaways on the luxurious and lush island of Key West. Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.This 370sf La Mer Dewey Island View features:- 1 King Bed or 1 Queen Bed;- Private bathroom;- Keurig coffee maker;- Mini-fridge;- Bathrobes;- Daily

Located in Key West, Minnesota, United States. Steps From The Sand! Ocean Views, 3 Pools, Onsite Dining, Bike Rental, Nightlife Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $63/night per accommodation will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days.THE SPACEThis 350sf Ocean View King features:- King bed;- Private bathroom;- Keurig coffee maker;- Mini-fridge;- Bathrobes;- Daily housekeeping.THE PROPERTYOur family-friendly resort provides the following on-site amenities: - 3 pools (including 1 Oceanfront and 1 Adult Only);- Access to 2 beaches (1 public and 1 private);- Poolside service;- On-site Spa;- Valet parking is also available and costs USD $40 plus tax per night;-

Located in Key West, Minnesota, United States. Two Duval Street Suites w parking and pool Summary:Cuban Club Suite is a one bedroom (queen) 1 bath suite with a queen murphy bed and kitchen. Overlooking Duval street in historic Old Town, Key West. Paradise Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and kitchen. In historic Old Town, Key West. One free parking space is available and the heated and cooled pool is privately located behind the building . Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.The Space:Cuban Club Suite is situated in the corner of the penthouse and is the perfect way to experience 180 degree views overlooking Duval Street in an open-concept room. Far from an outdated or run-of-the-mill hotel room, this suite offers mid century style furnishings with bright teal, orange and yellow Cuban colors and textures. It is styled to take guests back to a time when Cuban culture dominated Southern Florida- when Cuban m

Located in Key West, Minnesota, United States. Duval Street Suite full kitchen and pool Summary:The Little Palm Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and kitchen. Overlooking the heated and cooled pool in historic Old Town, Key West. Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.The Space:The Little Palm suite is located within Duval Street Suites Penthouse which consists of 6 private suites. The suite is individually designed and decorated with 400 luxurious square feet each to relax and enjoy. Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings are the setting to this suite. Take a cue from Key West's famous historic resident, Ernest Hemingway, who used the island's natural beauty to revive and recuperate. The Little Palm Suite with the blue and green tropical colors and tropical urban décor is reminiscent of Hemingway’s lifestyle. The infamous writer’s house is right around the corner. This makes t

Located in Key West, Minnesota, United States. La Casita by AvantStay | Steps to Duval Street | Month Long Stays Only *Please note that this home is available for 28+ night stays only.*The location of La Casita cannot be beaten -- right in the heart of Old Town yet on a quiet lane, only steps to Duval Street. This property is a monthly rental only. Sleeps 4 people.Once here, you can settle in like a local as everything is within walking or biking distance. Imagine walking around the corner to grab a delectable key lime pie at Blue Heaven. Turn the corner and you’re ready for a tour of the famous Ernest Hemingway home. Cross the street to climb the Key West lighthouse for a bird’s eye view of the city.This charming 2-bedroom, 1-bath cottage is a perfect vacation home away from home. Do not feel like trying a new restaurant every single night? The property offers a fully equipped kitchen for the evenings when you decide to let your inner chef come out. There is plenty of dining space indoors or out in the tropical landscaped courtyar

Located in Key West, Minnesota, United States. Villa/Off street PRKING/ close by-Community POOL-Truman Annex Splash Pad & park READ ADDITIONAL REVIEWS & 10% discount for Dec only -I will deduct it from vrbo quote-Old Town -Whitehead St- BEST LOCATION -On Whitehead St. -Steps to Duval -Sleeps 7 Walk a few blocks to new Truman Annex water park & Ft Zach Beach or FREE community pool 4 blocks..OUTSIDE SHOWER.. As seen in the March 2015 issue of Island Jane Magazine, this Hemingway inspired Villa sits on the Old Samaritan Hall site where they held lots of weddings! Such a good vibe! ( James Brown played here!!) This unique home w/ 10 ft ceilings offers lush private gardens on double lot, & plenty of off street parking. Hemingway's house, Lighthouse, mm0, Southernmost Pt, & Mallory Sq are all located right here! Duval is one block, Ft Zach beach is 2 blks- Water park and playground 2 blocks away near Coastguard Ship. Large free community pool 4 blocks away. It is never crowded and overlooks the ocean. It is a monthly rental since we do

Located in Key West, Minnesota, United States. Deckside Suite - Efficiency at its finest! Efficiency at its finest! The Deckside Suite is the perfect vacation rental in Key West for those who are trying to get the most bang for their buck.This property is a short distance to all the fun nightlife on Duval Street, but is still very private. You have everything you need @ Deckside Suite in this cozy, studio-style unit, including a kitchenette, cable TV, free Wi-Fi, and a shared back porch and BBQ grill. The has been recently updated so has a modern feel while still keeping with the funky side with the shower open to the kitchen. Designed for just 1 couple, 2 person maximum, with a king bed in the sleeping area. Deckside Suite is one of three units that comprise the group rental property Conch Republic Cottages managed by Rent Key West Hideaways.PLEASE NOTE THAT THIS PROPERTY DOES NOT HAVE A PRIVATE POOL ON SITE, but you have access to a shared pool only 2 blocks away!

Located in Key West, Minnesota, United States. Helluva Happy Place | Escape to Old Town Key West - 3 bed/2.5 bath townhome with private pool Escape to Old Town Key West and indulge in a monthly retreat at our charming 3-bedroom, 2.5-bathroom townhome. Nestled in the heart of the historic district, this hidden gem offers not only a tranquil oasis but also easy access to Key West's vibrant attractions.Step into your temporary abode and discover a spacious layout designed for comfort and relaxation. With three bedrooms, there's ample space for your family or group of friends to unwind. The master bedroom features a plush king-size bed and an en-suite bathroom, while the other bedrooms offer cozy accommodations and convenient access to a shared bathroom.After a day of exploring, take a refreshing dip in your private sparkling pool. Lounge on the poolside deck with a cold drink in hand, soaking up the warm Florida sun.Convenience is key, and our townhome boasts off-street parking, ensuring hassle-free arrival and departure. Plus, with a

Located in Key West, Minnesota, United States. Perfectly Located to Everything! 3 Comfortable Units, 3 Pools, On-site Spa! Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.PLEASE NOTE:- The resort fee is not included in the daily rate. A mandatory resort fee of $63/night per accommodation (x3) will be collected upon arrival.- The listings are distributed and managed by RoomPicks.- The maximum number of days that you may book per reservation is only 28 days.- The accommodations are at a hotel, are not adjoining, and may not be located next to each other. The exact spaces are assigned upon arrival based on availability. The price is for three accommodations.THE SPACESThese spaces are great for getaways on the luxurious and lush island of Key West. Step out onto legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkli