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160 Rentals · Upper Sugarloaf Key
160 Rentals · Upper Sugarloaf Key
SPECIAL SUMMER RATES Monday thru Thursday* - SAME GREAT RETREAT. Private Suite INSIDE home, on our low key, quiet working salt farm: 2BR with private entry & bath with access to sitting room and kitchen, shared by all. *Keys holidays not included. Learn More
A Relaxing Retreat in the Fabulous Florida Keys - enjoy island life like a local. Relax in restful seclusion on the edge of the remains of wilderness. Serene and soothing retreat on our small working family farm. We are most happy to offer PRIVATE ROOMs in our home on our quiet, working farm. Bright BR with Queen bed; large closet, PRIVATE entrance and PRIVATE en suite bath; PLUS second room (meditation room) with full futon and seating area. (be advised - airbnb will only allow us to sho...
Upper Sugarloaf Key
Queen size bed, with private bathroom. Full use of kitchen, Living room , and Balcony, with lovely view, I have lived in Key west for over 20 years. Will guide you to all the local hotspots, and make your stay in Paradise perfect. No Cleaning fee Learn More
I have a personal Concierge that will assist you with all your Land and Sea Activities and Recommend the Best Restaurants Paradise has to offer.
With 2 swimming pools, a hot tub, tiki bar, BBQ grills, & a kitchen you can enjoy the lush private surroundings & still be close to the heart of Key West, Mallory Square, Hemingway House, Sloppy Joes, only 1 block off Duval w/concierge service. Learn More
Surrounded by a large single banyan tree which grows over the driveway & on all sides of the resort, you feel the lush tropical flavor of Key West, FL only a block from the entertainment district of Duval St and close to the world-renowned Mallory Square Sunset Celebration in downtown Key West. With two swimming pools, a hot tub, Tiki Bar, barbecue grills, and a kitchenette in each room you can enjoy the lush private surroundings and still be close to the heart of Key West. - Same Street as...
The house is a one bedroom, one bathroom home with a full kitchen and deck in Old Town. There is an extra bed which can be set up in the livingroom to accommodate additional guests. You'll be able to walk to all the bars and restaurants on Duval St, Higgs Beach, and the Southern Most Point. Learn More
Nicely furnished private room and bath in quiet, desirable neighborhood in Old Town Key West. A/C + Cable TV + WiFi + W/D. Access to an enchanting large pool/deck area with grill. Equipped with microwave and refrigerator. Parking. Certain pets OK. Learn More
The pool/deck ares is beautifully landscaped and available for your use. Conveniently located between the beaches and bustling Duval Street access to fabulous pool/deck area Peaceful, residential neighborhood in one of Key West's nicest areas Easy parking
Cosy room with 2 single beds, kitchenette, bathroom w shower, a/c . 2 bikes included free. Centrally located Key West, 3 blocks to beach, 3 blocks to Old Town, 1 mile to Southernmost point. Seeking 1 month rentals. Contact us for more information. Learn More
Now available for monthly rentals. A nice private and quiet back garden apartment with two single beds, full bathroom with shower, kitchen, air conditioning, and free bikes. Centrally located near everything Key West has to offer. See our photos for more location information - you will see that all of the best of Key West is within a 20 minute walk and a 10 minute bike ride. NOTE: Check in time is at 5 pm or after, No check in before 5 pm! Thanks! You will access the unit by getting a k...
We are a young couple who live on a two-cabin sailboat in a Key West marina with many amenities (restaurant, gym, lounge, free parking, WiFi shuttle). The second cabin is for rent & holds two people comfortably, but closely (one small double bed). Learn More
The sailboat is almost 12 feet wide with six and a half foot headroom, allowing more space than similar boats this size. We have a nice 12,000 BTU Air Conditioner on board. The cabin is simply a double bed which is larger than most boats this size, although minimal storage space for luggage - as is typical of sailboats. Boat cabins are not hotel rooms: ceilings are low and walls are angled. There is a large hatch and porthole (window) for ventilation, and several fans. We also have two co...
This quite, 2 bedroom, 2 bathroom condo offers all the convenience and comfort of your own home. It is spacious and fully equipped. Located just a short walk across the road to the Ocean and minutes from Smather's Beach, two miles from Higgs Beach. away Many species of birds inhabit the salt ponds preserve that borders this property. Duval street is only three miles away. kwtransit.com
Private 1 bedroom apt in prime location in Old Town Key West, with large deck on private garden. Ideal for a couple. We are seeking 30-day or 2 week rentals after May, but are now accepting weekly rentals. Learn More
You enter via a private walkway to the ground-floor rear apartment with your private garden. Inside, there is a bedroom with a Queen size bed, a living room/kitchen space, and a bathroom. Three separate doors lead to the outside deck. This big wooden deck has a dining table, and chairs to hang out, and gives on to the garden. There are two air conditioners, one in bedroom and one in living room. The apartment is equipped with wifi and premium cable television, with an HD flat screen TV a...
This boat is one of the best in our fleet, very spacious and has a lot of character. Some steps to climb PLEASE NOTE: This way of lodging is different and unique...if you have had a back surgery of knee replacement lately, it may not be for you! Learn More
What a way to fall asleep under the stars and chilling out in the hammock during the sunny days. We have everything you need (just bring your toothbrush). We are located at MM5 only minutes to Key West near Duval Street, restaurants and attractions. We offer clean, fully equipped living quarters for a relaxing get-away. You will be pleased with the character and cleanliness of this romantic sailboat. The location is one of scenic and quiet atmosphere that makes you want to stick around...
The boat is located about a ten minute dinghy ride from Old Town Key West, in a sheltered anchorage known as the the dolphin playground. Yep, dolphins, we have resident pods here and I can tell you that they make for good neighbors. Along with sea turtles, great blue herons. snook, tarpon and grumpy old salts, it makes for quite the neighborhood. The bay is sheltered so you don't have to worry about the boat rocking, even in rough weather. The sunsets down here really are amazing and I can ...
The resort has all the convenience and comfort of your own home with these spacious fully equipped 2 bedroom condos located just minutes from Smathers Beach and 2 miles from Key West Airport. This location is also two miles from popular Higgs Beach. Learn More
Our unit is a 2 bedroom 2 bathroom condominium with a full kitchen. Located in Key West, FL for nightly, weekly, monthly vacation rental. The price of a hotel with the comforts of home. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Unit offers two bedroom, with a king bed in the master, a queen bed in the second, a sleeper sofa in the living room and two full baths. The fully outfitted kitchen opens onto...
SPECIAL SUMMER RATES Monday thru Thursday* SAME GREAT RETREAT. A quiet & relaxing room with private entry & bath in our home - on our remote, low key salt farm, with spectacular views, bird, weather & night sky watching. *Keys holidays not included. Learn More
Your stay Includes: abundant filtered water for drinking and bathing, a new firm queen bed March 2015 with crisp cotton linens, freshly brewed coffee or tea service with organic local fruit and fruit bread, organic staples served each morning in the kitchen 730 -10am; a dedicated shelf in refrigerator; kitchen/common area use 8am-5pm with access to host small staples, common area use 5pm-10pm at our Relaxing Retreat in the Florida Keys - enjoy island life like a local . Your hosts have be...
Upper Sugarloaf Key
Quote: "Lush tropical beauty welcomes you to a spacious residential-style condominium featuring a master bedroom suite with king-size bed and adjoining bath with walk-in shower and jetted spa tub, and guest suite with king-size bed and full bath". Learn More
Enjoy the best activities from October 28th - November 1st of Fantasy Fest on Duval Street, then escape away from the noise to the beautiful Hyatt Beach House! ***The first part of the week has been reserved... The best days & nights for Fantasy Fest Weekend are still available!*** (Hyatt's retail price for Four days 'advanced purchase': $2049.99) *Price is discounted based on Advance Rate Rules: (Rate must be purchased 14 days or more in advance Non- Refundable Full prepayment at...
Come stay for a night, or two, or more in my comfortable and inviting townhouse. I am located on Stock Island, which is separated from Key West by Cow Key Channel. It is a ten to fifteen minute drive to "old town", or you can bike. Learn More
The room is bright with a nice view of the surrounding area as it is on the second floor of a stilt townhouse. The room has a comfortable queen bed and also a private bath. Use of the washer and dryer is also included, as well as use of the kitchen. Coffee is provided. I am located on Stock Island, which is a 10-15 minute drive downtown, or a 20-30 minute bike ride. I can connect you with nearby bike rentals if you chose to bike. I can also recommend many fun things to do. I work in a resta...
Room with private entrance with 1 full & 1 twin bed, air conditioner, and shared master bathroom. Free use of kitchen, living room and tiki patio with chairs and BBQ grill. Located at MM10, only 10 minutes from Historic Downtown Key West! Free parking and WiFi! :) Learn More
This is the closest you can LEGALLY get to Key West without paying $300/night! The city prohibits short term rentals in Key West and Stock Island, so literally, here at Mile Marker 10, this is the closest you can legally get to Key West on Air BnB! Comfortably sleeps 3 (2 in full bed, 1 in twin bed), but we will allow up to 4 people on an individual basis. *FREE STREET PARKING IN FRONT OF HOUSE AND FREE 30MB/s WIFI* Living Room. Kitchen. Patio. Shared Master Bath. High-Speed WiFi. We...
queen bed, queen size sleeper sofa, bathroom, kitchenette, private entrance, Cable TV and AC. Public transportation, bicycle, or taxi service to all of Key West. (No pets, indoor smoking, or irresponsible human beings) 28 day rental Learn More
Queen size bed, private bathroom, queen size sleeper sofa, kitchenette, pool access, and private entrance Private entry, pool access, cable TV, private bathroom, kitchenette, vehicle parking, and wifi internet upon request. As much or as little as guests would like. This is Paradise so looking for responsible adults who are looking to relax and enjoy their time. Willing to help make your experience of the Keys the best ever. Quite residential neighborhood, perfect for quite key enj...
This little slice of paradise with private balcony is located off Truman Ave, in Old Town KW. A leisurely four scenic block walk to Duval St. This location is ideal for individuals looking to walk to most tourist attractions in Old Town Key West. Studio offers air conditioning, TV, cable, Wi-Fi internet, full bathroom with tub, no kitchen, microwave, coffee machine, and a small refrigerator with freezer on top. Learn More
This private studio apartment is ample enough to comfortably accommodate two people. The room offers a full size bed. The bathroom has a tub and the room has a nice size closet. It does not have a kitchen (no sink) but includes small refrigerator, coffee maker and a microwave. The private and quiet balcony offers a great environment to enjoy reading. It is also a nice place to drink your coffee in the morning and cocktails in the evening before heading out for the night. Smoking is restrict...
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