2 BR | 1.5 BA | Sleeps 4 | Quick View
Distance to beach: 2 miles to Smathers Beach
Key Amenities
About this property
Come stay in a premier development in Key West. This would be a great location to stay with a monthly 28 day rental minimum. Yearly rates available. You would be close to everything Key West has to offer and the peaceful serenity of your temporary home in Paradise. Our house offers many amenities to ...
Property Type
Key West Townhome
The townhouse and grounds are exactly as pictured and described! Staying on Stock Island was a great experience. Close enough to beaches and downtown Key West and the island itself offers a number of terrific ...
Studio | 1 BA | Sleeps 2 | Quick View
Distance to beach: 0.5 miles to South Beach
Key Amenities
About this property
This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. * Pet Friendly for flat fee of $90 * King size bed * WiFi included * check-out cleaning included * 2 wall AC units * flat screen TV * Shared gas grill * porch with ...
Property Type
Key West Condo
This was our 3rd time staying in Pam's wonderful little cottage. My husband and I really love this place. Pam is awesome to work with, she always answers all my questions quickly. It was great being close ...
Key Amenities
About this property
The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny and bright, ...
Property Type
Key West House
This home is beautifully appointed, spacious, quiet, comfortable and perfectly located. The pool is a haven on hot afternoons, the upper deck is amazing on warm nights for stargazing and the kitchen has ...
3 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.5 miles to Higg's Beach
Key Amenities
About this property
Private Luxury Key West Home with Private Pool, surrounded by lush tropical landscaping in the Casa Marina neighborhood of Old Town.The fusion of a mid-century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district ...
Property Type
Key West House
Four of us , and our dog, stayed at Lynda’s beautiful home in Casa Marina area. We had a wonderful month there. The location was great and quiet. We spent most of our time enjoying the covered deck ...
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Overlooking the Historic Key West Bight Seaport, this large 1/1 with King sized bed features a fully equipped kitchen, renovated bathroom, front loading washer/dryer, 4K smart TV, new split unit AC, high speed internet, right in the middle of it all! Steps from the water, just 3 blocks from Duval street, ...
Property Type
Key West Apartment
We have stayed with this host numerous times and can not say enough about them as well as this particular space and location. If you are looking for a true taste of Key West look no further. This building ...
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town LaneMulti-month Discounts availableHidden at the end of one of the most beautiful lanes in Old Town, Casa Escondida awaits you with its tropical seclusion and quiet serenity. Nestled amongst mature tropical landscaping, ...
Property Type
Key West House
This house is in the perfect location that is quiet and private. It’s literally in the center of old town and just a short walk to everything. It is very comfortable and has a great layout. The cabana ...
Studio | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Overlooking the Historic Key West Bight, this bright and clean studio features a fully equipped kitchen, renovated bathroom, front loading washer/dryer, 4K smart TV, and one of the best people watching front porches in Key West. Steps from the water, just 3 blocks from Duval street, and surrounded by ...
Property Type
Key West Studio
We stayed at this property for 6 weeks. The location is awesome! It is steps away from the marina, a short walk to a small beach, and just several blocks from Duval Street. The location is also set in close ...
6 BR | 7 BA | Sleeps 16 | Quick View
Distance to beach: 0.3 miles to Ft Zachary Taylor
Key Amenities
About this property
Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a huge, fabulous decks that overlooks the action on ...
Property Type
Key West Villa
What an amazing 6 bedroom property in the heart of Old Town Key West. We did not move the car once, We would not rent one next time as you can walk to everything. It is all so close. The pools were simply ...
1 BR | 1.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
**Available for rent by the month. Although you rent it for a month, you may of course come late and/or leave early. The monthly price will generally be the same as for a comparable unit rented by the day for 10-14 days. It does however give you a lot more options and freedom.Located on a side ...
Property Type
Key West Townhome
This unit is in a tucked away little oasis one street over from all the action on Duval street. If is a very peaceful and unique spot. The unit itself is exceptionally clean and well appointed. It has ...
Key Amenities
About this property
Down a very quite lane the house has one off street parking spot. If you are familiar with Key West you understand what a treat it is to have off street Parkin !Enter from gate through lush and colorful walk to front door of main house . Walking over the front porch is the typical Key West style outside ...
Property Type
Key West House
The house is tucked away on a lane in Old Town within walking distance to everywhere. It is very private with lush plantings and a variety of outdoor spaces to sit. The house is well equipped and the owners ...
2 BR | 1 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Space Y Knot is a 44 foot trawler yacht with 2 staterooms, a full head with walk in shower, a complete galley complimented by 2 refrigerators, freezer, stove/oven and microwave. Dining booth sits 6 adults. The v-berth stateroom has 3 double berths and 1 single birth. The small stateroom has 2 single ...
Property Type
Key West Yacht
I did not stay at this property, but had inquired about it and would have loved to check it out. Sadly, we only hit Key West once while we stayed in Key Largo. This site believe I did stay there, so I ...
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 1 miles to Fort Zachery Taylor State Park
Key Amenities
About this property
924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for the guest who wants to feel like a local and enjoy ...
Property Type
Key West House
Mainly because it will lessen our chances to get back here. My wife and I used to live in Key West for close to 10 years. We had our house and a couple of rental properties and vacation properties. Then ...
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discriminating travelers for over 15 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenities and ideal location the perfect spot to enjoy all that Key West has to offer.Dos ...
Property Type
Key West House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Distance to beach: 600 yards to Simonton Street Beach
Key Amenities
About this property
Enjoy an unforgettable stay at a one-of-a-kind ship-builder's home in the heart of Old Town Key West. You will be on a quiet lane in the most desirable neighborhood, just a few short blocks from dining, boating, fishing, galleries, theatre and entertainment. Unique features include open air kitchen and ...
Property Type
Key West House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Looking to Relax Renew Recharge? We got you. Your own Key West Sanctuary awaits! Escape to a classic Conch family home perfectly tucked away for privacy yet, only 5 Blocks from famous Duval Street. The best of both worlds! Morning yoga class on the deck, late night dip in the pool, and sunset ...
Property Type
Key West House
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment * King size bed in the bedroom *accommodates 2 adults only * WiFi inlcuded * Parking included *Central AIr Conditioning * Check-out cleaning is $120 * This is not a hotel; it is a privately owned condo facing the ...
Property Type
Key West Condo
Pam, thank you so much for making this a great stay in Key West. You had everything we needed and more. The place was awesome, clean and beautiful.Thanks so much for having us!
Studio | 1 BA | Sleeps 2 | Quick View
Distance to beach: 0.5 miles to South Beach
Key Amenities
About this property
This Simonton Studio is neat, sweet and complete. * Pet friendly for additional flat fee of $90 * WiFi included * King size bed * Outdoor table and two chairs * spacious shower * excellent loctaion for walking Old Town * Duval Loop bus passes this adress for free travel around Old Town This ...
Property Type
Key West Condo
Very clean and well-equipped unit. It comes with cable tv and great internet. It is a great location, one block from Duval st.
Studio | 1 BA | Sleeps 3 | Quick View
Distance to beach: 22 yards to Public use + Private views Waldorf Astoria Resort
Key Amenities
About this property
New lower rates July/August call from 1pm-9pm - sooner is better chance.. ++++++++++++ Ask for more Ocean in your eyes! Call soon credit card Holds dates in your name ++++++++++++ Please happy easygoing persons shall love it here.. ty! This is Key West Beach Front Rental Welcome to; Ocean ...
Property Type
Key West Studio
This was our second time staying at here and we love it! The views and sound of the ocean are amazing! Place is clean and cozy. Host Holly is fantastic! We will definitely be returning again next year. ...
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.5 miles to Ft. Zachary Taylor State Park
Key Amenities
About this property
[PLEASE ASK ABOUT MY LATE SUMMER SPECIAL PRICE. Welcome to Key West and the Shipyard section of the Truman Annex. You have many choices of accommodations and since I am not a real estate salesman or property manager, allow me let the photos and description speak for themselves. My over sized two bedroom, ...
Property Type
Key West Condo
A touch of Cuba was the perfect little spot. We are now spoiled to the conveniences of renting direct with the owner, having Class A rated efficiencies, Beach, Bikes, Pool, very quiet and well kept area ...
Key Amenities
About this property
Located just 10 miles from Key West on beautiful Geiger Key. Cozy and comfortable canal front getaway perfect for the fisherman eager to explore the crystal blue waters of the Keys or the person wanting to experience all that Key West has to offer. Deep water with quick direct access to Atlantic Ocean. ...
Property Type
Key West Mobile Home
This location is amazing just minutes to downtown Key West and a few minute idle by Boat to the Ocean(we brought our own boat and docked out back!) Had fun Snorkeling in crystal clear water, and even tried ...
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 800 yards to Ft. Zachary Taylor State Park
Key Amenities
About this property
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 town home (one of only seven available for ...
Property Type
Key West Cottage
Great location! Great people! Very nice place that gave us memories of a lifetime! I’ll be returning soon!
1 BR | 1 BA | Sleeps 3 | Quick View
Distance to beach: 1 miles to Fort Zachary Taylor, Higgs Beach, Smathers Beach
Key Amenities
About this property
Located in the heart of Key West, this unique property offers a central location to the Key West landmarks and sights. Enjoy all Key West has to offer from a historic building with a private balcony overlooking Duval St. For Fantasy Fest, this property offers an ideal location from where you can enjoy ...
Property Type
Key West Apartment
Incredible property and awesome staff! Great location and amenities. Would highly recommend and will be back!
5 BR | 2 BA | Sleeps 12 | Quick View
Key Amenities
About this property
SUGARFOOT Looking for a SUMMER GETAWAY for remote work or fun?! LAST MIN DEAL ON JUNE. Call for discount pricing./1854531?unitId=2417040**#SUGARFOOT_SUNSETS** ENJOY PRIVATE BEACH, BRING YOUR BOAT A TRUE SUNSET FACING OASIS with incomparable view, Perfect remote workspace with high speed Wifi ...
Property Type
Key West House
A perfect vacation home for us and our 2 big boxer dogs. The yard was completely fenced in where our large dogs could have a lot of space to run yet not be where our cars would park. They could be with ...
