Your Condo by the Beach with Ocean View
Key West Condo
- 
4.9 Star Review
The Jungle Breeze condo at LaBrisa Condominiums.
*Ocean View
*Free WiFi
* Free Covered Parking
* Final cleaning included in price
* KING size bed.
* Accommodates 2 adults
* Recently renovated this condo features all new flooring and a brand new kitchen
* Full size washer and dryer.
This is not a hotel; it is a privat.......read more
Studio
Sleeps 2
Condo
BEACH HOUSE ~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!
Key West Private vacation home
- 5.0 Star Review
PRESTIGIOUS TROPICAL RETREAT...
Indulge in this spectacular two-story home situated in the premier gated community of historic Truman Annex. Escape to a sun-kissed dream as soon you enter this picturesque community, surrounded by swaying palm trees inviting you to enter your island vacation home which is tucked away on a quiet lane. Totaling 4 b.......read more
4 Bedroom(s)
Sleeps 8
Private vacation home
BOTTOMS UP BUNGALOW - 2 Bedroom / 2 Bathroom With PRIVATE POOL
Key West Private vacation home
- 5.0 Star Review
Welcome to Bottom’s Up Bungalow located The Meadows subdivision in Old Town Key West.
This pristine Florida Bungalow is 2 bedrooms, 2 bathroom single family home and offers all the amenities you need to make this your perfect vacation. Including off-street parking, swimming pool, quaint gazebo equipped with wet bar and custom seating. The .......read more
2 Bedroom(s)
Sleeps 6
Private vacation home
Panoramic 3BR/3BA Condo - Direct Beach Ocean Front
key west Condo
- 4.9 Star Review
Location, location, location. Our spacious1800 Atlantic 3 bedroom condo offers a fabulous view of the ocean from all three bedrooms, the kitchen and the living room. Birds of various types, boating activities, lush oasis gardens are just a few reasons why people keep returning to our paradise property. "Click" on 'more information' also "click" o.......read more
3 Bedroom(s)
Sleeps 8
Condo
Villa Fleur at Shipyard Condominiums
Key West Condo
- 4.9 Star Review
Relax at Villa Fleur in luxurious surroundings. Renovated in 2018 it has a fully equipped kitchen with bar seating and dining area. The living room features comfy furniture and a panel TV. One queen bedroom and one twin bedroom. Enjoy outdoor dining on the brick patio surrounded by a tropical landscape.
Villa Fleur is located in the Shipyard Co.......read more
2 Bedroom(s)
Sleeps 4
Condo
Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West
Key West Condo
- 4.9 Star Review
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get without sacrificing a good night's sleep. This two bedroom Villa Vista is generously equipped for your Key West family gathering, reunion, destination wedding, and even just a romantic Key West getaway.
The number one reason .......read more
2 Bedroom(s)
Sleeps 4
Condo
Simonton Studio, an Old Town get-away for 2
Key West Apartment
- 4.9 Star Review
The Simonton Studio is neat, sweet and complete. This pet friendly accommodation is the perfect location for exploring Key West. So, get out there and live it up in Key West and come home to a king size bed and everthing you need to fix your own cocktails and prepare some shrimp on the shared propane grill in the Courtyard.
Located in a .......read more
Key West Rooster
Key West Condo
- 4.9 Star Review
Please call or text if you’d like to book our home
702 232... 3750
When booking our home please include a brief description of who you’ll be traveling with and what brings you to the area with your reservation request. We like to know who will be staying in our home ?
Welcome to your front row seat of the New Truman Waterfront Pa.......read more
2 Bedroom(s)
Sleeps 4
Condo
~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking
Key West Private vacation home
- 4.8 Star Review
THE PROPERTY: Dreams do come true in Key West! As you enter the front gate of this luxury property, you arrive in a private wonderland on the quieter end of Duval Street. Enjoy morning coffee or people watching on the elevated, partially covered front porch. The home’s backyard oasis includes a covered rear patio, a pool with waterfall feature and .......read more
5 Bedroom(s)
Sleeps 10
Private vacation home
Peaceful Setting Amongst The Active Island Life Style
Key West Condo
- 4.8 Star Review
Enjoy the New and Completely Renovated bathrooms to this tropical residence. This is quiet, peaceful living on the Atlantic Ocean. The spectacular view can be seen immediately upon entering the condo. The floor to ceiling glass walls provide a full sea panorama from the living room, dining room, kitchen and master bedroom. The 31 foot oceanfront ba.......read more
2 Bedroom(s)
Sleeps 4
Condo
Rare Penthouse 2 bed/2bath additional King in loft
Key West Condo
- 4.7 Star Review
Perfect vacation rental that allows you to enjoy breakfast on your private balcony, unwind and relax in the master bath jacuzzi, have front row seats to the variegated lights of Mother Nature's Sunrises, have the convenience of a fully equipped kitchen, two sitting areas for extra comfort and flexibility and for countless hours to enjoy the views.......read more
2 Bedroom(s)
Sleeps 8
Condo
MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West
Key West Condo
- 5.0 Star Review
This wonderful 2 bedroom downstairs unit is owner's second home and has just been beautifully and professionally decorated. Fresh paint throughout, all new hardwood flooring, new kitchen with granite counter tops, stainless steel appliances, and brand new designer furnishings make this a home away from home. A large rear courtyard with a wood sun d.......read more
2 Bedroom(s)
Sleeps 5
Condo
Henry's Penthouse on the Ocean in Key West (weekly / nightly rentals)
Key West Condo
- 4.8 Star Review
Spectacular ocean views from this condo located on the top floor with 1350 sq ft of fabulous living space and a 45 ft private balcony accessible from the living and both bedrooms will make your vacation a memorable one and keep you coming back year after year. If the dates you need are not available check my other Key West vacation rental (Henry's.......read more
2 Bedroom(s)
Sleeps 5
Condo
Key West Suites Hotel - Adam Scott Rote Suite
Key West Apartment
- 4.8 Star Review
Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used to be called the Central Hotel because it’s located at the most central location on Duval bordering Southard Street and is just steps up on the second floor overlooking both Duval and Southard Streets.
The building once housed the Chrysler/Desoto.......read more
Studio
Sleeps 6
Apartment
Location, location, location in the heart of Old Town!
Key West Private vacation home
Tricksy's Place located in the heart of Old Town, Key West is a perfect retreat to relax, and the perfect starting point to explore all that our beautiful tropical island has to offer. Only one block from Duval St., a short walk to the Southernmost Point, Hemingway House, Key West Lighthouse, and more. Stay in and cook an elegant meal in our modern.......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Old Town Key West Condo - MONTHLY RENTALS ONLY
Key West Condo
- 4.9 Star Review
Our condo is located is in the heart of Key West's Old Town. This neighborhood is filled with historic homes dating from the period when Key West was the wealthiest city in the United States. The condo is in a historic home with three other condo units. The location is ideal to explore Key West by foot or bike. Great restaurants are within a fi.......read more
2 Bedroom(s)
Sleeps 4
Condo
Lush retreat minutes away from both Mallory Square & Duval Street.
Key West Condo
f bedrooms, full kitchen, screened in patio with a relaxing pool, and dock area perfect for sunset over the Gulf of Mexico. Free covered parking. A great place to rest from your frolicking fun times!.......read more
2 Bedroom(s)
Sleeps 6
Condo
The Maria Luz, a Key West Monthly Rental
Key West Apartment
The Maria Luz a is located in a Historic Conch house from the early 1900’s updated and decorated by its owner.
Features original hardwood floors, updated bathroom. The galley-style kitchen is fully stocked with all the necessary essentials. Other features include also features WIFI, cold A/C, private washer and dryer in the unit.
You can.......read more
Studio
Sleeps 2
Apartment
The Cordelia, a Key West Monthly Rental
Key West Private vacation home
The Cordelia is located in a Historic Conch house from the early 1900’s updated and decorated by its owner. Features original hardwood floors, new bathroom and chic decor items. The galley-style kitchen is equipped with white quartz countertops, a black retro tile backsplash, and stainless-steel appliances; fully stocked with all the necessary ess.......read more
Studio
Sleeps 2
Private vacation home
The Gisela, a Key West Monthly Rental
Key West Private vacation home
The Gisela is located in the rear of an adorable Conch Cottage. Finished with a soft and neutral color scheme that will take your breath away. Enter through your private entrance into the living room with features high ceilings and a spectacular light filled living space. 45-inch flat-screen TV with cable and streaming services. Between the kitch.......read more
Studio
Sleeps 1
Private vacation home
The Rex, a Key West Monthly Rental
Key West Private vacation home
- 5.0 Star Review
Enjoy a stylish experience at this centrally-located apartment. Just a short walk from some of Key West best restaurants and shopping. This 1 bedroom, 1 bath has been beautifully furnished, features stainless steel appliances, private washer and dryer in unit, private porch with a view of a lush courtyard........read more
Studio
Sleeps 2
Private vacation home
Hyatt Residence Club Sunset Harbor-Old Town- Heart of Key West, Sleeps 4!
Key West Apart-hotel
Tropical Key West welcomes you to a classic Florida condominium, offering a one bedroom unit with plush queen bed, fully equipped kitchen, dining area, living room with sleeper sofa, TV, stereo and DVD player, and private balcony with pool or harbor views. Walk to Duval St. and Mallory Square! You will be in the middle of it all while you enjoy the.......read more
Studio
Sleeps 4
Apart-hotel
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
Key West Private vacation home
- 4.6 Star Review
You will love our newly renovated 2 bed/ 2 1/2 bath private townhome in a secure community. Perfect location. This property doubles as our second home when we are in town. Renovations include new wood flooring, fresh paint, new kitchen with stainless appliances and granite tops. All furnishings and accessories are new. Private courtyard with sundec.......read more
2 Bedroom(s)
Sleeps 8
Private vacation home
Stunning tropical home in Old Town Key West with private pool and hot tub
Key West Private vacation home
Spacious home with open floor plan. Completely renovated in 2018. Large heated pool and hot tub in a quiet tropical oasis. Located 2 blocks from the famous Duval with restaurants, shopping & live music........read more
7 Bedroom(s)
Sleeps 8
Private vacation home
Welcome to the Shady Palms - Private Pool - RealKeyWest
Key West Private vacation home
- 5.0 Star Review
Step into this beautifully restored and redecorated 1933 Key West home. This first-floor home has Bahama shutters throughout the house to open up and let in the Key West sun. Relax in the living with a large screen TV or sit on the front porch to read a book and relax with the breezes or if needed, the porch fan. The kitchen is perfect to cook your.......read more
2 Bedroom(s)
Sleeps 6
Private vacation home
Superb Location, Affordably Priced
Key West Apartment
- 4.8 Star Review
This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. This pet friendly accommodation is the perfect location for exploring Key West. You can walk to the Hemmingway House, the Butterfly Conservatory and stroll Duval St with it's many restaurants, shops, galleries and museums. .......read more
Studio
Sleeps 2
Apartment
Villa Nomade at Shipyard Condominiums
Key West Condo
- 4.9 Star Review
Relax at Villa Nomade in luxurious surroundings. Featuring a fully equipped kitchen with bar seating and dining area. The living room is furnished with comfy furniture and a 50"TV. The bedrooms have queen beds. Enjoy outdoor dining on the deck surrounded by a tropical landscape.
Villa Nomade is located in the Shipyard Condominiums at the Truman.......read more
2 Bedroom(s)
Sleeps 4
Condo
Little Casita: Key West Monthly rental Close to Duval - RealKeyWest
Key West Apartment
- 4.3 Star Review
WELCOME TO LITTLE CASITA!
If looking for the perfect couple’s retreat, look no further!
This one bedroom, one bath historic apartment is located just blocks from Key West’s famous Duval Street & Historic Seaport where you’ll find restaurants, shops, and bars. The residential neighborhood will make you feel like a local!
Little.......read more
Studio
Sleeps 2
Apartment
Rose Lane Villas - Villa Porta - 1 Bedroom - Downtown Key West
Key West Condo
- 4.8 Star Review
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get without sacrificing a good night's sleep. The one bedroom Villa Porta is generously equipped for your Key West family gathering, reunion, destination wedding, and even just a romantic Key West getaway. Please email us even if the av.......read more
Studio
Sleeps 4
Condo
Hidden Treasure- 2 bedroom 2 bath with shared pool
Key West Cabin
- 4.7 Star Review
Hidden from sight, among a colony of freestanding conch cottages, 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 master bedrooms, two full .......read more
2 Bedroom(s)
Sleeps 6
Cabin
Find many Hotel Options and hundreds of Beachfront Vacation Rentals in Key West.
Spend quality time with your family and friends at cheap low rates you can afford, all while near the beach, nightlife, entertainment and a wide variety of beach activities. We have historic Key West Vacation Rentals, you may even find a Vacation Rental with Boat Dock or Boat Slip. Hundreds of properties to choose from, search for availability, photos, descriptions and best price. If you visit Key West in October, make sure to book your Vacation Rental here for Fantasy Fest.