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 ...
2 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
The Sea View Cottage is a 2 bedroom, 1 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is ...
Property Type
Key West House
My family booked Seaview Estates for our 25th Anniversary trip! We rented both houses so we had the property to ourselves. Upon arrival, Carol met us at the gate and began our tour of the property. The ...
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
5 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
2 rental homes within 5 private gated acres of scenic beauty in the heart of the Florida Keys and 15 minutes to Key West. Located within the keys wildlife preserve, Sea View Estate is just a 15 minute drive to the shopping and nightlife of Key West and just minutes to some of the finest restaurants ...
Property Type
Key West House
I just got back from taking my family and a friend's family to Troy and Carol's property for a week. The houses were just as described, the location was just what we wanted, quiet and peaceful and away ...
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 is an additional fee of $70 * 2 wall AC units * flat screen TV * Shared gas grill ...
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 ...
4 BR | 3 BA | Sleeps 10 | Quick View
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
We booked this property in the month of April 2023 to be our home base while we got married in Key West!We cannot express how perfect this historic home is! All the Key West charm with modern amenities. ...
Key Amenities
About this property
The Sand dollar is a 3 bedroom, 2 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is just ...
Property Type
Key West House
The grounds are beautiful and well-maintained. Troy and Carol are delightful... It was the perfect place for our family vacation. We'll visit again!!!
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Once you see this historic two storey townhouse, you won’t want to stay anywhere else!Filled with natural light, this end unit is ‘tucked away’ in an exclusive, historic Foundry building next to the ‘Truman Little Whitehouse’. There are only 3 residences in our building!There ...
Property Type
Key West Townhome
For years, Island Queen never disappoints. This is like no other rental in Key West. Perfect location. Outstanding historic home and amenities. Wonderful owners to work with. What more do you need? ...
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 4 | Quick View
Distance to beach: 0.8 miles to Fort Zachary Taylor State Park and Beach
Key Amenities
About this property
Here in Key West we believe in One Human Family where everyone is welcome and treated like family.Our condo has always received great reviews on cleanliness and the bright citrus pallet is welcoming, there are 2 bedrooms (1 King & 1 Queen), one bathroom with couples walk in shower, The small but ...
Property Type
Key West Condo
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 ...
1 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.2 miles to Public Beach is Smathers
Key Amenities
About this property
Here in Key West we believe in One Human Family where everyone is welcome and treated like family.Key West! .....it’s not just a place on the map, it’s a frame of mind, an Attitude…… come and let us share that Key West Attitude with you!Fully Renovated This is a Luxury ...
Property Type
Key West Condo
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 *Cleaning fee of $70 is additional. * WiFi included * King size bed * Outdoor table and two chairs * spacious shower * excellent loctaion for walking Old Town * Duval Loop bus passes this adress ...
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.
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Adorable historical conch house 2 bdrm, 2 full bath on quiet street with all the modern day amenities & decor in convenient location, relax by your private heated/chilled pool surrounded by decking and palm trees. Enjoy your morning sitting on the front porch watching the breeze travel through the ...
Property Type
Key West House
Beautiful home on a quiet street and close to everything. No need for a car. You can walk or ride bikes to anywhere on the island. Outdoor area is just right for a group of six. Totally enjoyed the ...
2 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
A beautiful historic cottage, in the complex of Sirena Blue=Blue Mermaid, located in a great area of old town Key West, within walking distance of Duval St. and beaches, available to rent for short term. Recently fully remodeled May of 2023. High end furnishings. 2 bedrooms or an office and bedroom, ...
Property Type
Key West Cottage
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
The beach is beautiful ! OCEAN VIEWS! in town no car needed!reserve before others! TEXT or EMAIL Only ThnxCheck availability - don't miss an opportunity, book soon. I am the Host within management, Hol cru since 2004. If you need more concise info PLEASE SEE OUR FANTASTIC FEEDBACKERS! ...
Property Type
Key West Studio
Location for this rental is perfect! You can sit out on the front patio and watch the waves roll in from the ocean. We had the downstairs rental. It has a full kitchen, bathroom, dining room, living ...
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 ...
Key Amenities
About this property
When they say it's all about the location, this home says it all!By city ordinance, you must rent this property for 29 days or longer!!Welcome to this beautifully restored, remodeled second-floor 1933 Key West home on Caroline Street.A stairway decorated with wainscoting will lead you to the ...
Property Type
Key West House
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. If you're looking for a monthly stay of 28 days or more then this is the place. You would be close to everything Key West has to offer stay at our peaceful serenity of your temporary home in Paradise. Our house offers many amenities to make your stay comfortable ...
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 ...
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!
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
We had 6 couples visiting key west for a week to celebrate milestone birthdays and get away. The houses were perfect for our group. Beautifully decorated,plenty of space for everyone to enjoy and not ...
Key Amenities
About this property
Escape to the laid-back charm of Key West with The Gumbo Limbo Cottage, a beautiful and beachy vacation rental. Nestled in the heart of the island, this charming 1933 shotgun house has been impeccably restored and uniquely decorated, creating a tranquil and inviting atmosphere for your month-long getaway.As ...
Property Type
Key West Cottage
3 BR | 3 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Relax with family and friends in your own tropical paradise at this spacious townhome in Key West's beautifully landscaped & maintained Golf Club. Located in a private gated community with resort style amenities, it is just minutes away from the beaches, world class restaurants, water sports and ...
Property Type
Key West Townhome
We had wonderful time enjoying the beautiful weather and the beauty of all the attractions at Key West. Our condo was all we needed to fulfill our stay. It was clean and we enjoyed being right on the golf ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 30 feet to property 20 yards from ocean, 4 mile white sand be
Key Amenities
About this property
Please contact the owner for stays less than 28 days before you try to book . In Key West - Not Islands Away *** Ocean Front**Ocean View from Every Room *90' Scenic Balcony Huge 2200 Sq Ft under air. This is a $1.5 Million Dollar Property with priceless View!***SPECIAL REDUCED RATES FOR ANNUAL, ...
Property Type
Key West Condo
Love these condos !! Second time to same place!! Great escape from Seattle. Family friendly. Great food.
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 1 miles to Smathers Beach
Key Amenities
About this property
Enjoy the comforts of home in the midst of paradise.Comfortable, reasonably priced 2-bedroom condominium in Sunrise Suites Resort. The Resort offers concierge service, heated swimming pool, outdoor spa, gym facilities, tennis court and Internet service. The unit is on the 3rd floor, accessible by ...
Property Type
Key West Condo
The room was close to the trolley parking. The room was clean. It was a very quiet area. The bed was comfortable.
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
This tropical home is stunning. My husband and I spent most of our time in the open air space surrounded by beautiful foliage and flowers when we were not out and about exploring. We floated in the pool, ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Private home located in New Town available for 28 day minimum rental. Beautifully landscaped yard with secure private back yard and pool. The home features a kitchen with all appliances and granite counter top. The master suite opens onto the pool deck and is furnished with a king size bed and walk-in ...
Property Type
Key West House
We stayed a month in December(2022),had everything we needed,close to shopping,sightseeing, nightlife,beaches and airport. House is completely furnished and nothing is lacking.Pool was heated and had all ...
2 BR | 2 BA | Sleeps 4 | 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
Southard Comfort is perfectly appointed and comfortable. There is nothing I can suggest to improve the experience. The house is nicely decorated, the kitchen is completely outfitted, the location is great ...
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 ...
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 is generally half of what you would pay for a daily-rate comparable unit, and it gives you a lot more options and freedom.Located on a side street off Duval and ...
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 ...
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 ...
Key Amenities
About this property
Welcome to Key West Getaway in Old Town!This three-story townhome offers a great layout to enjoy your monthly stay. Enter the ground level just steps away from your dedicated parking spot to a den with a convenient workstation and television. The couch in the den pulls out to a queen sleeper. Level ...
Property Type
Key West Townhome
Key Amenities
About this property
About this space Built in 2022, this vibrant, 1400 sq ft stilted home brims with personalized art and touches inspired by The Keys history, landscapes and local artisans. From this luxurious retreat you will enjoy a crystal-clear canal access, a private dock, a tropical micro pool, a stocked chef's kitchen, ...
Property Type
Key West House
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 | 4.5 BA | Sleeps 8 | Quick View
Distance to beach: 50 yards to One block from fantastic beach
Key Amenities
About this property
This one of a kind beautiful home was built in 1912 by one of the first cigar makers. It is listed on the National registry of historic homes and has been showcased in the Holiday Parade of Homes. The home was restored and expanded in 2002 Key West contractor Richard Manley with the highest level of ...
Property Type
Key West House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Treat yourself, your family and friends to a grand Key West home ideal for an extended stay on the island. This wonderful home boasts 4 bedrooms, 3-1/2 bathrooms, a new modern kitchen, a living room, a dining room, an office nook, a 270 degree wrap around porch, a pool deck and a heated dipping pool/large ...
Property Type
Key West House
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
The k2 escape is the very best in indoor/ outdoor living. The full size heated pool is surrounded by lush mature tropical landscaping with your very own backyard poolside sandy beach. Tiki hut bar, outside cabana living room, zen outdoor shower and sun deck enhance this Centrally located Key West retreat. ...
Property Type
Key West House
Key Amenities
About this property
We specialize in amazing vacations and honeymoon and extended stays for two guests, aboard a yacht that stays dockside without the chance of seasickson allowing you to come and go according to your own schecule. Our pedigree Hatteras, a custom 60' motor yacht, a timeless classic designed for elegant entertaining ...
Property Type
Key West Yacht
Enjoyed our stay onboard "Paradise" M/Y in Key West. Beautiful yacht with excellent accommodations and plenty of room to roam about. Two popular restaurants just a few steps away from the yacht. Key West ...
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
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, one bathroom condominium end unit (cross ventilation) ...
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 ...
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!
