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Key West Apartments, FL

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$2,885
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townhome is decorated in a whimsical Key West style with new living room furniture including the sleeper sofa. The first floor features open and airy... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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This weekly (minimum) condo is in a perfect location for enjoying all the sights of Old Town Key West - a car is not even necessary as you can walk to everything! Fly in to Key West or take the Keys Shuttle from the Miami or Ft. Lauderdale airports. This rare condominium with a second full bath... View all property information
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$242
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1 Bedroom, 2 Bathrooms, Sleeps 4
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TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back to Key West. As... View all property information
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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About this property
DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room. The entire property has been decorated using art from the local galleries and artists. The theme is 'Key West' from scenes around the area including... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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About this property
CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West is nestled in a quiet, secure compound and has everything you have been looking for in a vacation rental home. Plenty of space, beautifully furnished... View all property information
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$659
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3 Bedrooms, 4 Bathrooms, Sleeps 8
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About this property
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cul-de-sac in Truman Annex. Truman Annex is a gated community located in the historic Old Town neighborhood, in walking distance of anything you'll want to do during your visit. The formal entrance... View all property information
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$1,500
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1 / 31
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2 Bedrooms, 1 Bathroom, Sleeps 4
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Papa's Catch is a keeper! From the granite kitchen counters to the tumbled marble bath with the rain forest showerhead; this tastefully redone condominium cries out value and comfort. Sleeping four very... View all property information
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$1,671
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11 Bedrooms, 9 Bathrooms, Sleeps 32
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About this property
Tropical Village is comprised of 6 separate vacation rentals properties that can also be rented separately. COTTAGE @ TROPICAL VILLAGE POOLSIDE @ TROPICAL VILLAGE SOUTHERN CROSS @ TROPICAL VILLAGE TOON HALL @ TROPICAL VILLAGE RETREAT @ TROPICAL VILLAGE HIDEAWAY @ TROPICAL VILLAGE Located at 706 and... View all property information
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$7,502
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3 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Heated Pool
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Cayo Hueso: As you approach the front door to 1120 Curry Lane the transformation starts to happen. The small lush tropical lane, the two wonderfully inviting porches... your journey to the tropics and... View all property information
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$933
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1 / 25
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6 Bedrooms, 6 Bathrooms, Sleeps 24
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About this property
Southernmost Sanctuary Suites are comprised of the following homes Egret Suite Heron Suite Ibis Suite Osprey Suite Pelican Suite Seagull Suite which can all be booked individually. Additional amenities include: close to town, near beach, off-site shared pool, nearby grocery, ironing board, 3... View all property information
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$6,002
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1 / 25
3 Bedrooms, 4 Bathrooms, Sleeps 8
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About this property
Three bedroom, four bathroom private home with heated pool stocked with massage water jets and special colored lighting. Breathtaking sunsets can be seen from third floor deck overlooking the Ocean. High definition plasma TV and surround stereo throughout the home. High Speed internet and faxing... View all property information
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$586
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3 Bedrooms, 3 Bathrooms, Sleeps 10
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About this property
This nightly group rental consists of 3 separate units. 1) Porchside Paradise 2) Orange Blossom Suite 3) Deckside Suite . Three separate bedrooms with queen sized beds. Two sleeper sofas and two private hot tubs! Located at 510 Petronia St, literally steps from Duval St! Take advantage of the vivid... View all property information
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$615
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4 Bedrooms, 5 Bathrooms, Sleeps 8
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About this property
28 NIGHT MINIMUM STAY REQUIREMENT - THE CORAL HOUSE Old Town / Historic Seaport Location 4 Bedrooms, 4.5 Baths, Sleeps 8 LUXURY Vacation Home located on Millionaire’s Row in Historic Old Town Key West We guarantee that the Coral House will fulfill even the highest expectations. Just under... View all property information
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$173
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1 / 48
3 Bedrooms, 3 Bathrooms, Sleeps 7
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About this property
28 NIGHT MINIMUM STAY REQUIREMENT - BANANA DREAM Banana Dream offers you an exceptional opportunity to enjoy Key West at its best! This is a charming 2 bedroom / 2 bath - first floor condominium. It is furnished with all of the comforts you would expect from a vacation home in paradise. Enjoy... View all property information
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$858
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1 / 22
3 Bedrooms, 4 Bathrooms, Sleeps 6
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About this property
Bring more luminescence into your next vacation with evening after evening of incomparable Key West sunsets viewed from the third-floor deck of this spectacular private home. Called The Water's Edge because of its location at the edge of the Gulf of Mexico, this lovely and comfortable... View all property information
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$577
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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About this property
Waterfront Condominium with 3 bedrooms, 2 bathrooms, sleeps 6 Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. With direct views of the ocean from the living room, master bedroom and your own private balcony, you will never want to leave this... View all property information
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$1,013
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1 / 46
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5 Bedrooms, 7 Bathrooms, Sleeps 20
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About this property
The location is set on Center Street, which is located ½ block off Duval Street. These Villas are a favorite of our guests who like to relax in the quiet, beautiful garden area. Your party can book 1 to 5 of these Villas for a relaxing vacation. Old Town Garden Villas is comprised of the following... View all property information
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$390
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
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About this property
Oceanfront 2BR/2BA Penthouse Condo with view of the Atlantic Ocean. This spacious condo is located at 1800 Atlantic Blvd on the beach, with sunset views right from your own 28-foot balcony. You’ll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the... View all property information
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$739
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1 / 30
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4 Bedrooms, 4 Bathrooms, Sleeps 16
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About this property
The Condos are tied together in a lushly landscaped garden setting with a spa pool in the rear. Booking all 4 condos gives you a great alternative to booking a single house as you are offered privacy and closeness at the same time. Call to book your Island Paradise while there is still time! Palm... View all property information
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$898
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1 / 32
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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About this property
Abbey Road - Gated Compound, Sleeps up to 12! Lennon's Lodge (Sleeps 6 with 8 person hot tub), McCartney's Manor (Sleeps 2 with 2 person hot tub), Starr's Suite (Sleeps 2 with 2 person hot tub) and Harrison's Hideaway (Sleeps 2 with 2 person hot tub) and will accommodate up to 12 persons for the... View all property information
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$3,232
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1 / 15
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1 Bedroom, 1 Bathroom, Sleeps 4
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Beautiful Getaway Spot w/ Pool! Boardwalk Loft is the perfect getaway spot for families, or for individuals that just need some peace and quiet. The interior exudes elegance from top to bottom. You will fall in... View all property information
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$10,676
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1 / 21
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3 Bedrooms, 4 Bathrooms, Sleeps 8
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Located in one of Key West's best neighborhoods just a short walk from Higgs and Smathers beaches, La Dolce Vita offers uncommon space and the finest of appointments throughout. Upon entering the gated property... View all property information
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$7,502
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1 / 24
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5 Bedrooms, 3 Bathrooms, Sleeps 18
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  • Waterfront
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Paradise...without a passport tucked away off of mile marker 15. While relaxing in the 20x12 free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Around the... View all property information
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$248
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1 / 6
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1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Suitable for children
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About this property
This Key West condo is legally listed as a one-bedroom. However it could easily accommodate two couples, or a family of 4, with privacy. The first floor includes a full kitchen, full bath, dining area, TV area with a sofa, and a Murphy Bed. The second floor (a lock-out unit) includes a "closet... View all property information
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$248
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1 / 4
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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About this property
The Hyatt Windward Pointe is the most luxurious accommodation in Key West. One king bedroom suite with ocean views, queen bedroom and sleep sofa (accommodates 6), Full kitchen, balcony with ocean views, W/D in unit, TV in every room, large pool and hot tub, volleyball court, amazing landscaping.... View all property information
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$2,885
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Smoking allowed
  • Suitable for children
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The neighborhood is complete with conch style homes, little lanes, corner gardens and yes our famous Key West Roosters watching their chicks. Featuring a classic front porch for greeting the neighbors as they... View all property information
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1 / 8
1 Bedroom, 1 Bathroom, Sleeps 2
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About this property
MONTHLY RENTAL ONLY Fantastic 2nd floor studio with a large private deck located just one block from famous duval street. This tree top studio is cozy. For your convenience there is a kitchennette with a 2 burner stove, microwave oven and a toaster oven. There is a brand new queen size sleeper sofa... View all property information
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$2,885
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1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Pool
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  • Sauna
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  • Pets allowed
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Playa Royale is located on South Roosevelt Blvd., directly across from Key West's largest beach (Smathers) on the Atlantic Ocean. You can choose to join in activities held in the club house overlooking the... View all property information
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$2,885
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Salt Pond Hideaway is located right off of South Roosevelt Blvd. in the oceanfront Salt Ponds Condominium Complex. It offers a neighborly and relaxing atmosphere with the ocean breezes of the Atlantic right... View all property information
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$5,194
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1 / 15
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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Pets allowed
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  • Suitable for children
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** This exclusive home in the heart of the island offers optimum privacy while having an airy and open floor plan and the best of appointments throughout. Whether enjoying the heated pool flanked by meticulously... View all property information
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$2,885
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1 / 17
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1 Bedroom, 1 Bathroom, Sleeps 6
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  • Suitable for children
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About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in tropical, flowering gardens, the Providence Suite is perfectly located, 1/2 block from Duval Street Downstairs is the living room with Queen sleeper sofa, dining room and fully equipped kitchen.... View all property information
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1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
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About this property
Look no further you have found a beautiful 2 bedroom 2 bath "Shot-Gun" house in the heart of Old Town Key West, just 4 blocks from Famous Duval Street. This great property is very spacious and will accommodate up to 6 guests comfortably. There is a Fully equipped kitchen with a full size... View all property information
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$577
Per Night
1 / 17
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Suitable for children
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About this property
SEE 'RATES' FOR SPECIAL OFFER OVERVIEW The Turtle House is a 100+ year old recently completely renovated Conch house. The house can comfortably accommodate a maximum of five (5) guests, who are comfortable sharing an open living environment - (1) queen bed, (1) full bed, (2) queen sleeper sofas.... View all property information
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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • x
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About this property
This delightful 2 Bedroom Cigar Maker's Cottage at 1008 Whitehead was built in the 1880's, where there was once a Cigar Factory across the street on Truman Ave. It's history also includes the previous owner, David Kaufelt, a well-known Key West writer. Quaint and charming, with a view of the... View all property information
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Suitability

  • Wheelchair access (22)
  • Elder access (109)
  • Suitable for children (68)
  • Pet friendly (93)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (395)
  • Other outdoor space (362)
  • Internet (353)
  • All pools (271)
  • Grill (246)
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