58,368 properties available

Located in Key West, Minnesota, United States. **GRAND KEY OASIS @ THE ANNEX** Magnificent Estate & Pool + LAST KEY SERVICES… FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!The vacation opportunity of a lifetime awaits at GRAND KEY OASIS. This breathtaking one-of-a-kind property is the epitome of luxurious island living, featuring two separate homes connected by a covered pavilion that overlooks the exceptional backyard and resort-style private pool. The interior design of this compound will leave you marveling at the attention to detail and the sheer luxury of every room. However, the real showstopper of GRAND KEY OASIS is the backyard, complete with one of the largest private swimming pools in Key West. In combination with Last Key Realty’s unrivaled Five-Star Guest Services, your stay at GRAND KEY OASIS is guaranteed to be a Key West vacation experience unlike any other.THE GATED COMMUNITY... Truman Annex is the most exclusive private residence community in Old Town Key W

Located in Key West, Minnesota, United States. A Place on Emma at the Truman Annex in Key West Beautifully renovated & furnished 4 bedroom/ 4 bath single family home including a charming detached guest cottage is located in prestigious Truman Annex's gated community. Bed configurations are 2 queens, 2 twins that can be coverted into a king and a sleeper/pullout sofa. This well maintained, lushly landscaped piece of paradise offers a terrific floorplan and so much more. The first level offers a new kitchen, full bath, bedroom/study with private entrance, 3 sets of French doors leading to the pool deck & large free form pool. The luxurious second floor master with its en-suite gorgeous bath, also enjoys a lovely private deck overlooking the pool and property also includes a carport!

Located in Key West, Minnesota, United States. Bahamian Reed by AvantStay | Walk to Everything! w/ Community Pool *Please note that this home is available for 7+ day stays only.*Welcome to Bahamian Reed, your dream vacation home that has undergone a complete makeover! Look no further for those special moments that will create lasting vacation memories. This is the perfect place for you to return to time and time again.This two-bedroom, 1.5-bathroom, 2-story townhome located in scenic Truman Annex in Old Town is conveniently located near all the reasons you came to Key West yet offers a quiet respite for relaxation and comfort.Bahamian Reed offers a gourmet kitchen, a bright cheery dining area, and a living room (with a queen sleeper sofa) with two sets of French doors that open to a private deck for al fresco enjoyment. Upstairs is the master suite with a king bed and twins in the guest bedroom (that converts to king). Balconies off both bedrooms let you feel the tropical breezes as you sit with a cup of tea or afternoon cocktail.

Located in Key West, Minnesota, United States. A Caribbean Alternative townhome in Truman Annex A Caribbean Alternative is a wonderful vacation townhome located in the desirable Truman Annex area of downtown Key West.  This townhome provides convenient access to all the exciting activities and world-class eateries and bars offered in downtown Key West. We encourage you to leave your car at home and enjoy walking, biking, or scootering to almost anywhere you want to go.This lovely 2 bedroom, 2 1/2 bath townhome is nicely appointed with stainless steel appliances, a washer and dryer, and a covered outdoor seating area. The living area has homey seating with a flat screen television and Bose sound system. The French doors open up onto the covered deck and cleanly landscaped yard. Upstairs are two bedrooms, both with ensuite bathrooms, queen beds, and ample closet space. Both bedrooms open to a covered porch with relaxed seating options. A washer and dryer are located in the hallway between the 2 bedrooms for your convenience. The Trum

Located in Key West, Minnesota, United States. **CONCH CASA GRANDE @ THE ANNEX** Home+ Pool near Duval + LAST KEY SERVICES... FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!CONCH CASA GRANDE has been reborn! This majestic home recently underwent a complete renovation, turning an already stunning property into the crown jewel of Truman Annex. As the largest home in the gated community, CONCH CASA GRANDE is one of Key West’s premiere rental properties available.From the moment you set foot in this magnificent home, with its freshly renovated foyer and 11 foot ceilings, you’ll quickly notice the love and attention the owners have poured into every aspect of CONCH CASA GRANDE. The coastal theme flows throughout the home, treating you to a laidback yet luxurious atmosphere.THE LIVING AREA...The completely refurnished living room of CONCH CASA GRANDE is simply spectacular; with space and light everywhere you look. Ample comfortable seating surrounds the huge flat-screen TV in the

Located in Key West, Minnesota, United States. A Touch of Bermuda at Truman Annex Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private townhome (one of only seven available for rent) in the Shipyard section of the Truman Annex with its gated entrance and 24 hour security. Our Bermuda-style cottage is steps away from sunning yourself on the beach, at the pool or enjoying the excitement of Duval Street with its many award winning restaurants, unique shops, creative art galleries, lively bars and bawdy night clubs. The famed Mallory Square and the water activities are also a short walk away. And value? How about free reserved and secure parking behind my cottage? High speed internet connection and cable TV in both bedrooms?.We also offer themed getaways for your honeymoon; anniversary; birthday or a week of romance.We know you wil

Located in Key West, Minnesota, United States. OCEAN BREEZE at The Truman Annex in Key West Gorgeous open water views from this 2-bedroom, 2.5 bath condominium in Harbour Place in the award-winning Truman Annex! | Directly facing the ocean, where the Gulf of Mexico and Atlantic Ocean meet, this nicely furnished condominium enjoys a large waterfront plaza with chaise lounges and front row seating for sunset. | There is a beautiful community pool, covered off street parking and convenient access to Mallory Square! | The Truman Annex is a gated community, in the heart of Old Town with a quick walk to Duval Street, shopping, dining and watersports!

Located in Key West, Minnesota, United States. 𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Near Duval Street, Waterfront Sunset Harbor Resort. 2BR Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Paradise at Hyatt Vacation Club at Sunset Harbor! 🌅Nestled in the heart of Old Town, our resort offers you the ultimate Key West experience with a touch of luxury and a dash of vibrant charm.Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All reservations require a SUNDAY-SUNDAY stay.Some stays that exceed the 7-Night deed may require a unit move (but not always if given enough notice for reservation). Please inquireSHORT STAYS: 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 can provide shorter stays. Some stays shorter than 7-Nights *may incur a higher nightly rateEscape to the enchanting world of Key West and immerse yourself in the laid-back island life at our breathtaking Hyatt Vacation Club. 🍹 Island Living Made Cozy: 2-BEDROOM CONDO at Sunset HarborUnwind in our beautifully designed 2-bedroom suite, a sanctuary of comfort. Stretch out in your separate living area, catch u

Located in Key West, Minnesota, United States. GYPSY'S PALACE at The Truman Annex in Key West - Stunning ocean views! Fabulous waterfront two level condo in the beautiful Historic Mills Place Hospital Building in the Truman Annex awaits! This spacious palace enjoys tall ceilings on the main level with sweeping french doors leading out to the refreshing covered deck and spectacular views of the water, sunsets and the new Truman Waterfront Park! The entrance level includes the kitchen, dining and living rooms plus a full bathroom. Recently re-decorated, this terrific space is light-filled and yourself indoors in the spacious area or lounge in the hammock on the d eck... | On the lower level there are two wonderful bedrooms with baths ensuite and walk out private decks! | This condominium association is very private with only 19 units, a huge pool area with tables and chaises and assigned street parking. | The Truman Annex is a convenient location close to Duval Street, nightlife, dining, shopping, Ft. Zachary Taylor Park and Bea

Located in Key West, Minnesota, United States. Hyatt Sunset Harbour Resort-Prime location on Key West!! All rentals will be in seven-night increments with a Friday through Sunday for check-in. Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435. With a stay at Hyatt Residence Club Key West, Sunset Harbor in Key West (Old Town), you'll be steps from Harry S. Truman Little White House and 4 minutes by foot from Duval Street. This condo is 0.2 mi (0.4 km) from Mallory Square and 0.2 mi (0.3 km) from Key West Shipwreck Museum.Make yourself at home in one of the 92 air-conditioned rooms featuring refrigerators and microwaves. Satellite programming and DVD players are provided for your entertainment, while complimentary wireless Internet access keeps you connected. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include safes and coffee/tea makers.Take advantage of recreation opportunities such as an outdoor pool, or other amenities inc

Located in Key West, Minnesota, United States. Craig & Cindy Truman Annex Foundry Townhouse 2 bedrooms 2.5 baths Craig & Cindy Truman Annex Foundry Townhouse is a 2 bedroom 2 1/2 bath townhouse in the best location in all of Key West....Truman Annex. We offer 2 Foundry Townhouses practically adjacent to each other. Truman Annex is a six block gated community right at the entrance to Ft. Zachary Beach, 2 blocks from Duval Street, and right next to the nightly Sunset Festival at Mallory Square. While a parking spot is provided...a car is not needed as you can walk to everything! The townhouse features a king bed, 2 twin beds (or request a conversion to a king bed) and a sleeper sofa. First floor features an open floor plan with a large living room and kitchen along with a 1/2 bath and outside deck. The second floor features bedroom #1 with an En Suite full bathroom and private balcony. The third floor features bedroom #2 with an En Suite full bathroom. The kitchen is fully equipped with upgraded appliances and everything you

Located in Key West, Minnesota, United States. Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex Sea Breeze Cottage Cottage is a private, tropical, stand alone cottage located in the prestigious Truman Annex. 3 bedrooms 2 bath (King bed and Queen bed upstairs, twin beds (can be converted to a king) downstairs. Bathroom upstairs have double sinks and separate room with toilet and walk-in shower. Bathroom downstairs newly remodeled with walk-in shower, vanity w/sink and toilet. Fully equipped kitchen has everything you need for your stay.Washer & Dryer with iron and ironing board.All towels & linens, including beach towels.Central air & ceiling fans.Sea Breeze living area has 2 double doors that opens to large covered deck with outdoor furniture seating for 6.Large covered deck upstairs off of queen bedroom with outdoor furniture seating for 6.TV's in all bedrooms and living room.Hi speed internetAssigned parking for 1 vehicle. Large heated pool for Shipyard guests only.You are close to everything! Explore the Waterfro

Located in Key West, Minnesota, United States. Waterfront Retreat, Old Town, 7 Nights, Sleeps 2, Hyatt, Swimming Pool, Hot Tub Location, it matters where you stay in Key West! Imbibe in the relaxed Key West lifestyle from a coveted location nestled in the heart of Key West’s famed Old Town at the Hyatt Sunset Harbor, a Hyatt Residence Club. The right size, the perfect view and the must-have amenities. Lush, verdant foliage surrounds the resort, and a beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down, relax and dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays.Enjoy your vacation get-away at the Hyatt Sunset Harbor in sunny Key West, FL; 7 nights; fully furnished studio style residence; sleeps 2; 1 bedroom w/ king bed; 1 bathroom w/ separate shower and tub; kitchenette, Gulf front pool and hot tub. Check-in Sunday, January 14, 2024; check-out Sunday, January 21, 2024. Hyatt Sunset Harbor - Hyatt’s Sunset Harbor is not

Located in Key West, Minnesota, United States. Craig & Cindy Key West Truman Annex 2 bedroom 2 bath Shipyard Condo at MM 0! Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condo includes:2 bedrooms 2 bath {queen and 2 twins (or convert to a king with a king converter) plus a sleeper sofa in the living room.First floor condo with large backyard deck.Fully equipped kitchen with upgraded appliances and cooking accessories.Washer & dryer with iron & ironing board.All towels and linens, including beach towels.Central air & ceiling fans.Outdoor decks.Large shared Shipyard pool located just steps away.Flat Panel TV's and entertainment center.High speed internet with Wi-Fi.Assigned parking spot for 1 car.Located in prestigious Truman Annex at Mile Marker 0 - location, location, location. Shipyard Condos are right at the entrance to Ft. Zachary Beach and next to Mallory Square and those famous nightly Sunset Festivals and just two blocks from Duval Street and all of the shops, restaurants, night clubs and museums.

Located in Key West, Minnesota, United States. 1 Bedroom, Hyatt Club Sunset Harbor, Full Kitchen, Acces to Resort , Amenities Welcome to Hyatt Vacation Club at Sunset HarborImbibe the relaxed Key West lifestyle from a coveted location in the heart of Old Town. Perfectly situated on the western side of the island, this gracious retreat overlooks the Gulf of Mexico, offering magnificent water views. Outside your residence, take in the charms of Duval Street or the nightly sunset celebration at Mallory Square.Tropical Key West welcomes you to a classic Florida condominium, offering a one bedroom unit with plush queen bed, fully equipped kitchen, dining area, seating area with TV, stereo and DVD player, and private balcony with pool or harbor views. Amenities include: onsite washer and dryer, coffeemaker, ceiling fans and wireless Internet access for a nominal fee.Washers/dryers onsiteWireless Internet access for a feeSofabedIron/ironing boardMakeup mirrorDining areaRefrigeratorMicrowaveCoffee makerConvection oven25 inch or larger TVAd

Located in Key West, Minnesota, United States. Studio Unit in quiet resort adjacent to Old Town Key West! With a coveted location in the heart of Old Town and magnificent views of the Gulf of Mexico, Sunset Harbor is the ultimate island retreat. Mere minutes from iconic area attractions, it’s also a haven for relaxation with its tranquil pool and whirlpool spa. Off-site, vacationers can embrace the tropical destination by lazing on one of the stunning beaches or cruising around on a bicycle or scooter. Famed Duval Street and Mallory Square are nearby, and perfect for people-watching or joining the crowds to view the sunset. Regardless of how you define paradise, your stay at the Hyatt Sunset Harbor helps you experience it to the fullest.

Located in Key West, Minnesota, United States. 7 Nights - Hyatt Sunset Harbor 2 bed/2bath/Kitchen/Sleeps 6. Fantastic Location Fantastic location!!! Sunday to Sunday 7 night rental at HYATT SUNSET HARBOR 2 bedrooms 2 bath full kitchen and common area with queen size pullout couch. Hotel style accommodations with cleaning services mid week. Imbibe the relaxed Key West lifestyle from a coveted location in the heart of Old Town. Perfectly situated on the western side of the island, this gracious retreat overlooks the Gulf of Mexico, offering magnificent water views. Outside your residence, take in the charms of Duval Street or the nightly sunset celebration at Mallory Square. This resort is walking distance to most activities in Old Town. Note these are stock images. Once you arrive at Hyatt Sunset Harbor Residence Club the front desk will assign you a 2 bedroom unit. This luxury unit features a primary bedroom with1 king bed and an on suite bathroom. Secondary bedroom features a queen size bed. The common area has a full kitchen an

Located in Key West, Minnesota, United States. ** Waterfront - Two Blocks From Duval Street & Mallory Square** This condo located right on the water in Building 5 (Unit 531) - top floor - at the Hyatt Sunset Harbor, is a 2 bedroom, 2 full bath, with dual zone Central Air and a balcony that overlooks the Gulf of Mexico. The master bedroom has a king bed as well as a kitchenette with mini fridge, microwave, toaster and coffee maker; a large soaking tub and separate shower, and has views of the Gulf. The second bedroom has a queen bed and 42" TV, also looks out onto the Gulf. The kitchen features stainless steel appliances, and includes all pots/pans, flatware, glasses, and silverware. Located adjacent to the Truman Annex, just one block from Mallory Square and two blocks from Duval Street, this unit provides easy walking access to Key West's top attractions. Enjoy all the luxury that the Hyatt brand has to offer, including weekly entertainment, pool, and hot tub. Flatware, glasses, linens, and towels are included. Housekeeping

Located in Key West, Minnesota, United States. Best Location in Key West-Hyatt Sunset Harbor with water view LISTING is ONLY available January 29 to Feb 5. Best location in town. Only 1.5 blocks to Duvall Street but quiet. Key West is at your feet. Hard to get 2 bedroom with Kitchen in Old Town on the Harbor. Top notch Hyatt quality time share (Hyatt)

Located in Key West, Minnesota, United States. Waterfront Retreat, Old Town, 4 Nights, Sleeps 2, Hyatt, Swimming Pool, Hot Tub Imbibe in the relaxed Key West lifestyle from a coveted location nestled in the heart of Key West’s famed Old Town at the Hyatt Sunset Harbor, a Hyatt Residence Club. The right size, the perfect view and the must-have amenities. Lush, verdant foliage surrounds the grounds and a beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down, relax and dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays.Location, it matters where you stay in Key West! Hyatt Sunset Harbor - Hyatt’s Sunset Harbor is not just another Key West property; it is nestled deep in the heart of Old Town, the heart and soul of one of America’s most treasured vacation destinations. Nearby, you can enjoy the charms of Duval Street shopping or nightlife, the nightly sunset celebration at Mallory Square, entertainment and refreshments at the Suns

Located in Key West, Minnesota, United States. BLUE BIRD ~ Adorable 1 BR, 1 Ba Conch Cottage in Bahama Village! A SWEET SURPRISE…This beautifully renovated one bedroom conch cottage is a breath of fresh air and is in a prime Old Town location, just two blocks from the heartbeat of Duval Street. You are walking distance to high end art galleries, museums, fabulous dining spots and the best nightlife action. Envelop yourself in Authentic Key West living!***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEDETAILS AND SLEEPING ARRANGEMENTSThis island retreat welcomes you through its white picket fence to a cozy front porch, inviting you to sit for a spell and breathe in your tropical surroundings. Come through the front door to your open floor plan that boasts vaulted ceilings, hardwood floors and Key West sunshine flooding through the large windows. Nestle down on the soft couch or plush chair with an ottoman and indulge in your viewing pleasures on the flat screen TV. Sharpen your culinary skills in the modern and fully equipped kitchen

Located in Key West, Minnesota, United States. Steps from Duval, Close to the Beach & Pool & Bikes Included! ***Pool on Property and use of Free Bikes During your Stay!!!******Contactless Check In and Check Out******Enhanced Cleaning Procedures******Private Entrance/Room/Bathroom***Looking for the perfect AFFORDABLE hide-away in Key West? Located in a remodeled Victorian Home - this guest room is just perfect for two and has a pool in the backyard!This guest room is cozy (the size of a small hotel room, 10'X12.5' plus bathroom) with a QUEEN size bed but is so much better than a hotel room. We provide high quality cotton sheets and thick, luxurious towels. We offer a studio kitchen with apartment sized fridge, microwave, toaster oven, coffee maker, two burner cook top, blender, and everything you'll need to cook and serve a romantic meal. It is nice to be able to make a sandwich or picnic to take to the beach! There is a wonderful table just out the back door if you would like to eat under the palm trees. Don't want to cook??? No ne

Located in Key West, Minnesota, United States. Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC Truman Suite #3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the tropical ambience of this studio-style Key West cottage, where you will find a private patio, dog-friendly accommodations, and a perfect location for dining, shopping, and exploring the local beaches and nightlife.This sweet cottage has been completely painted recently to provide you with the best vacation rental possible. It's perfect for solo travelers or couples looking for a breezy and budget-friendly place to stay. You will be located in a small complex that sits within walking distance of Lower Duval Street and Southernmost Point. Learn the local history at the Ernest Hemingway Home and Museum around the corner, or admire the beauty of Fort Zachary Taylor Historic State Park (one mile west) and Smathers Beach (two miles east).Step inside and f

Located in Key West, Minnesota, United States. Sunset Harbor Beach Studio Hyatt Sunset Harbor Resort is located in Key West, 2,300 feet from Mallory Square. Key West Aquarium is 2,650 feet from the property.All units are air conditioned and feature a cable flat-screen TV and DVD player. Some units have a seating area and/or balcony. Some units also have a kitchen, equipped with an oven.Hyatt Sunset Harbor Resort also includes a spa center. On-site launderette facilities are available for guests' use.Mallory Dock is 2,650 feet from Hyatt Sunset Harbor Resort. The nearest airport is Key West International Airport, 3.7 mi from Hyatt Sunset Harbor Resort.Please contact property directly for updates on available amenities.This is our guests' favorite part of Key West, according to independent reviews.