58,368 properties available

Located in Key West, Minnesota, United States. Tropical Village: Poolside Paradise by RENT KEY WEST VACATIONS Poolside Paradise is a cozy, 1930s-era pool cottage lovingly renovated into a 1B/1BA suite. The sage-green exterior blends Caribbean, Victorian, and contemporary influences: crisp white trim and sky-blue Bermuda shutters. This intimate, poolside cottage is set back from the street and shaded by gardens, mature palms, and gumbo limbo trees in a quiet, upscale, gated courtyard community of five historic Old Key West vacation rentals. The spacious pea-gravel courtyards boast tropical landscaping, coral and rock hardscaping, and walkways leading to the shared pool area. The central common area, with a pool, picnic tables, and gas grill, is shared by guests of this upscale, gated enclave of six historic Old Key West vacation rentals. There’s also a shared laundry area with commercial washers & dryers.Poolside Paradise was once the guest suite/pool cottage of Toon Hall. Toon Hall was owned (and aptly named) by Jeff MacNelly (1947

Located in Key West, Minnesota, United States. Key West dream townhouse * Sleeps 6 * Like new! Old Town * Perfect location This property is a rare find! Sleeping 6 and located over 2 floors, its located in the beautiful resort of Santa Maria. The condo itself is overlooking the pool, enjoys 2 stunning balconies with its own outdoor furniture. Fully equipped kitchen, 2 1/2 bathrooms, TVs and wifi throughout. The property is located in one of the best destinations within the historic old town. Just 2 blocks from Duval Street, and also just 2 blocks from the beach. You really can have it all! We are proud to bring this property to the community. We have been looking at the key west market for the past 3 years and truly believe this property is the one we have been waiting for! Sleeping 6, its located in the premier resort in Key West. Santa Maria resort is Number 1 on TripAdvisor and regularly obtains awards as one of the best boutique hotels in the US. The property is over the top two levels of a stunning corner townhouse. Overlookin

Located in Key West, Minnesota, United States. ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach! BEACHES ON BOTH SIDES...This newly renovated two bedroom condo is close to the airport, beaches, restaurants and minutes away from Duval. Updated condominium in a quiet gated waterfront community. The open floor plan overlooks the lush gardens with sliding glass doors leading to the expansive patio surrounded by a beautiful tropical landscape.  ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEFURNISHINGS...Newly designer decorated throughout with a tasteful nautical decor that has you feeling like you are on vacation just stepping through the front door.SLEEPING ARRANGEMENTS...King bedroom and guest room with twin beds that can convert to a king. Family room has a queen sized pull out couch. Perfect setting for families, or couples traveling with friends.DETAILS AND AMENITIES...Start your stay on the island in this newly renovated, family friendly 2nd floor, 2 bedroom, 2 bath condo (elevator access to 2nd floor)

Located in Key West, Minnesota, United States. Key West Beachfront Luxury 2/2 Condo A212 This Luxury unit is 1375 sq ft of breath taking beachfront living space in this tropical complex. Great views from the 40 foot deck which encompasses the whole unit. Every room has a spectacular view of the tropical Nature Preserve and the Atlantic Ocean. The complex is oceanfront with an Olympic heated pool and gigantic hot tub right on the Ocean. Other amenities include three lighted tennis courts, one clay, two paddleball court, and a his and hers sauna and a gym. Our unit has a 55 inch ultra flat screen HD tv in the living room and both bedrooms. Cable and wireless internet in every room. Underground free private parking space. The linens, towels, and beach towels are provided. We also provide beach chairs.There are two spacious bedrooms and two bathrooms. The master suite has a king bed with hardwood floors and a gigantic bathroom newly renovated in 2014 travertine bathroom with dual sinks, air jet tub and walk in shower. The gues

Located in Key West, Minnesota, United States. La Brisa - Ocean Views Across from Smathers Beach Enjoy beautiful views of the Atlantic Ocean while sitting on your private porch. Located in the scenic La Brisa complex, this two bedroom condo features a large open floor plan with amazing views. Air conditioning and ceiling fans located in every room. Amenities include a pool, hot tub and tennis courts. Just a few steps across the street in Smathers Beach which offers beach chairs, umbrellas, paddle boards, kayaks and sailboats available for rent. If you are looking for entertainment- only five minutes away is Duval Street which features entertainment for all ages. Only five minutes Key West International Airport. Extra features include one covered parking spot, three televisions, WiFi included, Cable TV, washer/dryer, fully equipped kitchen. 4 bikes with locksParking for two carsBecause of the beautiful property there are no trailers allowed to park. Just to unloading items

Located in Key West, Minnesota, United States. Pelican Landing Antigua-2bedroom waterfront condo w/boat slip, parking AGE REQUIREMENT:Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSBOAT SLIP INFORMATION:One boat slip is included with this Retreat. Each Retreat can only accommodate one boat; no exceptions. Trailer parking is not available on property. Trailer parking and additional boat slips are available across the harbor at the City of Key West Marina. Please contact the dock master’s office to make arrangements for trailer storage and/or additional boat slips atFEATURES:Bedrooms: 2 ( 1 king, 2 queens in 2nd bedroom) -THE SLEEPER SOFA IS NOT RECOMMENDED FOR ADULTSBathrooms: 2 en suitesLocation: Garrison Bight Marina off Eisenhower DrSquare Feet: 1215Parking: 2 parking spaces includedAmenities: Wifi, TVs, in-unit

Located in Key West, Minnesota, United States. **SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES.. FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!Formerly La Bonne Vie, SMOOTH SAILING has been meticulously furnished with a modern coastal feel, and the only beauty that competes with the interior is the spectacular views from your private oceanfront balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors from the living room, and sunrise shadows from your bedroom balconies in the morning. This home is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island. You'll be hard pressed to find a more stunning mix of upscale furnishings and water views than SMOOTH SAILING.THE LIVING AREA...The living room of SMOOTH SAILING is modern a

Located in Key West, Minnesota, United States. Ann Street Tranquility: A cozy and peaceful cottage This charming one bedroom cottage is the perfect hideaway.The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, and Hog's Breath as well as a plethora of delicious restaurants. Venture just a short distance further to Mallory Square or the famous Historic Seaport. It's easy to see why this location is unbeatable. The shared compound, of 6 total homes, features a winding brick pathway surrounded by tropical foliage and flowers that lead to a free form heated pool tucked away in the far side of the gardens. Take a refreshing dip, lounge and catch some sun, or enjoy a good book while being surrounded by beautiful trees and plants. This truly is a relaxing outdoor oasis!This bright and airy cottage has tile floors throughout, a king sized bed, spa bath,

Located in Key West, Minnesota, United States. ATLANTIC HIDEAWAY- Key West NEWLY REMODELED in the Summer of 2022 this 2 bedrooms, 2-bathroom condo checks all the boxes for your vacation needs!Located in the 1800 Atlantic condo complex with two large communal swimming pools, spa, tennis courts, fitness facilities, private beach, walking paths, BBQ area and recreation room/ library. The opportunities for entertainment are endless in this private condo resort and the location is perfect. Just 1 mile from the Key West International Airport and 2 miles to Duval Street you are in the perfect spot for easy access all over the island. The unit is a spacious 2-bedroom, 2-bathroom 3rd floor unit with water and garden views. Inside the unit you will find a well-appointed kitchen with stainless appliances, shaker style cabinets, quartz countertops and breakfast bar and seating. The formal dining area for 6 guests, wet bar and beverage center is great for entertaining family and guests. The living room has sofa sleeper, love seat and accent cha

Located in Key West, Minnesota, United States. The Perch on Duval- Hip & Modern Duval Suite Welcome to Perch on Duval, an elegant and charming 2-bedroom vacation rental situated in the heart of downtown Key West. Perfectly located, it offers easy access to all the fun and excitement of Duval Street. Relax and enjoy the lively atmosphere from your lovely private porch, surrounded by the historic architecture of the bustling street. Please be aware Duval Street is very busy and sometimes noisy. The apartment features restored date county pine and high ceilings which add an atmosphere of drama to the space. The living room is spacious and comfortable, ideal for relaxation and entertainment. The master bedroom boasts a king-size bed and a makeup desk. The guest bedroom is adorned with a queen and twin beds, perfect for friends or family. The bathroom is decorated in coastal style, transporting you to a world of island bliss. The fully equipped kitchen invites culinary enthusiasts to indulge their passion for cooking and experimenting w

Located in Key West, Minnesota, United States. AMBROSIA ~ Adults Only, Poolside King Suite in Azul Mansion! YOUR SOUTHERN SANCTUARY...Step foot inside the historic and adults only Azul Queen Anne mansion ready to capture your island soul. Built in 1899 by shipwrights and carpenters for one of the island's premier cigar barons, this impressive masterpiece takes you back in time for your exceptional Key West retreat. Centrally located within this charming town, you are just minutes to all the downtown fun on Duval St., yet far enough away for a peaceful night's rest. A contactless check in/out process with the virtual innkeeper allows for a seamless experience!***GUESTS MUST BE 25 YEARS OF AGE OR OLDERDETAILS AND AMENITIES...This rare gem encompasses old world charm with modern luxuries that will have you feeling lost on island time. A historic setting with coastal inspired décor create a tranquil backdrop for your escape from reality. Sip your morning cup of coffee on the mansion's front porch and enjoy the sweet island breeze. Orde

Located in Key West, Minnesota, United States. **NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES... FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!NATURE'S EDGE is a well maintained condo that is located at 1800 Atlantic Blvd on the beach, just steps from the ocean and sand in your toes. You'll enjoy peace and quiet on your balcony, with the Key West Nature Preserve just outside your door. NATURE'S EDGE is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island.THE LIVING AREA...The living room of NATURE'S EDGE is comfortably furnished, with plenty of light streaming in from the floor-to-ceiling glass doors. There's a very large flat screen TV. The living room sofa pulls out into a Queen sized sleeper for extra guests in a pinch. The dining table will seat six comfortably. You can also take your meal ou

Located in Key West, Minnesota, United States. Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval Where the Ocean Meets the Windswept is nothing like . You don't have to spend a fortune to enjoy a spacious, clean and comfortable Key West condo. Enjoy your PRIVATE BALCONY with tropical views of the Ocean and the nature preserve. This is a two bedroom two bath spacious condo. Enjoy the King Memory foam Master Bed. The second bedroom offers a pillow top Queen with an additional Twin for sleeping flexibility. There is also a Queen sleeper sofa in the living room. This is Key West's most coveted location. Nestles between two of Key West's best beaches, Smathers Beach is just a 20 yard walk on the side walk. We are within 2 miles of most locations on the island. Enjoy the nightlife and excitement of Duval Street (restaurants, bars, live entertainment). Scuba Diving, Jet Skiing, Kayak Rentals, Deep-Sea Fishing, Cruises. Close to 18-Hole Golf Course, Moped/ Bicycle Rentals, Airplane/Seaplane Tours.The warm tropical

Located in Key West, Minnesota, United States. 2/2 Fully Updated Old Town Waterfront Corner Condo Summary:Time to relax! Bring your family & friends to this fully updated 1350sqft Waterfront corner condo home. Boat slips available on site with commercial ice machine, fish cleaning station and BBQ grills. Located in historic Downtown Key West. Walk/Bike everywhere 1mi to Duval Street, Historic Seaport, Hemingway House, etc. On-site amenities: heated pool, tiki bar & grill, bike rentals, parking, secure keyless entry, & private elevator. Large park adjacent with tennis courts. 10min from airport (EYW)The Space:2B/2B sleeping 6. This condo has been fully renovated from top to bottom. This home has a full kitchen, 2 bedrooms and 2 full bathrooms, couch with pull out, full size washer & dryer. Large living room area with wall to ceiling glass doors that open up to allow the ocean breeze to flow through. This condo is a corner unit allowing for more space, a larger balcony and unobstructed views. The master bedroom has water views, dire

Located in Key West, Minnesota, United States. Spacious Updated Waterfront Condo, 2/2 Pool, Dock Summary:Time to relax! Bring your family & friends to this 1350 sqft Waterfront condo home. Boat slips available on site with commercial ice machine, fish cleaning station and BBQ grills. Located in historic Downtown Key West. Walk/Bike everywhere 1mi to Duval Street, Historic Seaport, Hemingway House, etc. On-site amenities: heated pool, tiki bar & grill, bike rentals, parking, secure keyless entry, & private elevator. Large park adjacent with tennis courts. 10min from airport (EYW).The Space:2B/2B sleeping 6. This home has been fully updated and features a full kitchen, 2 bedrooms and 2 full bathrooms, couch with pull out, full size washer & dryer. The master bedroom has water views, direct access to the balcony area, a King size bed, walkin closet, flat screen TV and in-suite full bathroom. The second bedroom has two Queen beds, flat screen TV and full in-suite bathroom. All bedroom and common rooms are large with plenty of comm

Located in Key West, Minnesota, United States. Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly Thirteen-hundred-fifty square feet of fabulous living space located on the second floor with garden and partial ocean views from a 38-foot private balcony accessible from the living and both bedrooms will make your vacation a memorable one and keep you coming back year after year.Click on the calendar icon to check dated that are available. If the dates you need are not available check my other Key West vacation rental (Henry's Penthouse) located in the same (1800 Atlantic) complex.Both these Key West vacation rental properties were decorated and are managed (and maintained) by me personally, assuring you of a memorable vacation in a property that is way above the average investor owned rentals offered by management companies.Call me now or any time within reason (9am to 11pm 7 days a week) to make the reservation or if you have any other questions. - I'm easy to reach and easy to talk to. Henry. Notes:1. My on li

Located in Key West, Minnesota, United States. **SHANG-RI-LA @ THE BEACH** Oceanview Condo / Pool & Tennis + LAST KEY SERVICES. FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!SHANG-RI-LA is a term for a utopia designed for life-long learning, happiness and fulfillment. There is no better place to find your happiness and fulfillment than a waterfront oasis on a little island at the farthest Southern tip of the US. This water view condo has been meticulously furnished with a modern coastal feel, with a front row seat to your own gorgeous views of the beach and the water beyond, with no end in sight. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors from the living room, and sunrise shadows from your bedroom balconies in the morning while relaxing on one of your comfy chaise lounges. This home is located in an upscale private community within walking or biking distance to all of your favorite Key West spo

Located in Key West, Minnesota, United States. Atlantic Paradise Found modern luxury Best pool in Key West fine finishes Atlantic Paradise Found C232 at 1800 Atlantic Condominiums is a beautifully appointed spacious condominium with a lovely view of the Atlantic Ocean Atlantic Paradise Found is one of the premium luxury rental properties at 1800 Atlantic Complex. Beautifully decorated with higher end furnishings. Top of the line full size fully equipped eat in Kitchen. Dining room area and spacious living room. Both Bedrooms and the living room open onto the expansive private balcony that runs the length of the unit. There is high speed internet access.From the private balcony enjoy the ocean-breezes and view of the pool and Atlantic ocean.The complex offers and Olympic size heated pool, 20 person Jacuzzi out by the pool. Botanical gardens with Picnic areas. For the sports enthusiast there are 3 lighted tennis courts. One of which is the only clay court on the Island.

Located in Key West, Minnesota, United States. Paradise Island suite-2 bedroom 1 bath, a block off Duval St w/pool, parking AGE REQUIREMENT: All guests must be 25 years of age or older at this property- NO EXCEPTIONSRESTRICTIONS: We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSThe pool closes at 11PMNo smoking on the propertyNo petsFEATURES:Bedrooms: 2 (1st bedroom has 1 queen, the 2nd bedroom has 2 queens)Bathrooms: 1Location: One block off DuvalParking: Available on a first-come, first-served basis each day with three tandem parking spots allocated for the four units in the building. One space per unit.Amenities: Shared heated pool, outdoor dining area with BBQ grill, TVs, WifiTHINGS TO KNOW: Check in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be ab

Located in Key West, Minnesota, United States. Find your zen at HIDDEN TREASURE Hidden from sight, among a colony of freestanding conch cottages and surrounded by lush tropical landscaping, you will find Hidden Treasure. Truly a treasure, it is the sister cottage of Island Style, owned by two sisters who share a passion for Key West. It features every high-end amenity that you could possibly desire. Two king bedrooms, two full bathrooms, a high-end stainless steel full kitchen, a huge flat-screen TV with surround sound, washer/dryer, Wi-Fi, gas grill, and a shared oasis-style heated pool.Upon entering the large private deck, you will sense that you are about to embark on a special getaway. Your eyes will be drawn to the tropical landscaping surrounding the private pond. On closer inspection, you will notice the exotic bromeliads and orchids. If the bananas are ripe, feel free to indulge yourself. Hidden Treasure features two king beds and a queen sleeper sofa, air conditioning, vaulted ceilings with Bahamian ceiling fans, a full ki

Located in Key West, Minnesota, United States. SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! LUXURY IN OLD TOWN...Grand home in the Historic Seaport area of Old Town Key West. Tucked behind a canopy of palms this home has a unique sense of privacy. This property offers the utmost in privacy set gated, peaceful and quiet.***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGELOUNGE...Relax by the private heated pool on a lounge chair or on one of the 2 expansive porches. Lush tropical landscaping throughout with tall palms offering generous shade to the expansive grounds.DINE...The cozy dining room is wrapped with earthy Dade County Pine walls and wood flooring. Dining indoors with plentiful bar seating or outside by the bbq makes for family meals together. Living area boasts plenty of indoor seating and a flat screen tv.SLEEPING ARRANGEMENTS....Up to 10 people can sleep in this rare gem. There are two king bedrooms with two full ensuite baths off of the kitchen on the 1st floor. The 2nd floor is made up of t

Located in Key West, Minnesota, United States. Catherine House: A charming Old Town Key West cottage This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably sleep four and offers a fully equipped kitchen, two bedrooms, two full baths, and a small pool. There is a washer and dryer located in a shed behind the house. A covered front porch offers a pleasant option for morning coffee or a relaxing evening cocktail. The high ceiling, open style living and dining area has comfortable seating, satellite TV, high speed wireless, a dining table for four and French doors opening to the patio/pool area. The two bedrooms offer adjoining baths, king beds, flat screen TVs, and individually controlled AC. Pleasing tropical interior décor, enhanced with local artwork, creates an inviting ambiance which makes

Located in Key West, Minnesota, United States. Overlook Duval St from your Cuban Club balcony Built in 1917 as a “club” for Cuban cigar makers and their families as their home-away-from-home, this building soon became the center of social and community life for the Cuban population in Key West. After the original Cuban Club burned down in 1983, it was restored and converted to luxurious and spacious suites. The Cuban Club Suite stands as an award-winning historical landmark converted to a gorgeous two-bedroom suite filled with all the amenities needed for comfortable living.Climb the stairs to your personal Key West retreat with gorgeous high ceilings all throughout. The first bedroom downstairs has a queen-sized bed with an ensuite bathroom. The loft primary bedroom has a king-sized bed, queen-sized sleeper sofa, and an ensuite bathroom. The living room is also furnished with a queen-sized sleeper sofa and flat-screen TV. Enjoy your very own private balcony overlooking the hustle and bustle of Duval Street. There is a table for si

Located in Key West, Minnesota, United States. Duval Breeze by AvantStay | Great Location | Close to Beach & Nightlife! Location! Location! Location! Duval Breeze offers the best location in town! Walking distance to restaurants, bars, and galleries and easy biking distance to the beaches!Enjoy the great location of this beautiful 2 bedroom 2.5 bath vacation home in Key West located in the gated rooftop community of Duval Square on Duval Street, in the middle of the action.Steps away from fantastic restaurants, nightlife, entertainment, bars, and shopping on Duval Street in Old Town Key West and a few blocks from the beach; leave the car keys with your luggage -- everything you want to do in Key West is in easy walking or biking distance. Close enough to the eclectic activity on Duval Street when you want it, far enough away for peace and solitude when you don't.This home is on 2 levels; the 1st floor offers an open floor plan with a well-stocked kitchen, spacious living room, dining room, half bath, and French doors that open out