Vacation Condo Rentals By Owner In Key West, FL

Summary:brbrCuban Club Suite is a one bedroom (queen) 1 bath suite with a queen murphy bed and kitchen with bathroom. Overlooking Duval street in historic Old Town, Key West. Paradise Suite is a one bedroom (king) with a pull down bed (queen murphy bed) and kitchen with a full bathroom. In historic Old Town, Key West. One free parking space is available and the heated and cooled pool is privately located behind the building . Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.brbrbrbrThe Space:brbrCuban Club Suite is situated in the corner of the penthouse and is the perfect way to experience 180 degree views overlooking Duval Street in an open-concept room. Far from an outdated or run-of-the-mill hotel room, this suite offers mid century style furnishings with bright teal, orange and yellow Cuban colors and textures. It is styled to take guests back to a time when Cuban culture dominated Southern Florida- when Cuban music filled the streets, hand rolled Cuban cigars were everywhere, and Mojitos were the most popular drink on the menu. Besides style, Cuban Club Suite offers guests 1 (one) Queen bed and 1 (one) Queen pull down bed. There is room for dining and mixing drinks next to the kitchen while relaxing after a day at the pool or beach. brbrbrbrThe paradise suite is individually designed and decorated with 400 luxurious square feet each to relax and enjoy. Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings are the setting to this suite. One of the more colorful suites Duval St. Suites has to offer, the Paradise Suite captures classic Key West: colorful people, bright sunny days, and an endless amount of fun. It is also one of the bigger suites in the penthouse, offering 1 (one) King sized bed and 1 (one) Queen murphy bed. There is a fully equipped kitchen, dining and living room area and private bathroom. The bedroom en-suite can be closed for privacy with the bi-fold louver doors. brbrbrbrThe two suites are complete with all standard hotel accommodations, including two full private bathroom, cable television, and internet access, plus access to a washer/dryer. The pool area has a BBQ grill, lounge chairs, dining and picnic area with outdoor bar and TV. One of four parking spaces in the rear of the property are free of charge for guests. Traveling with other friends or family members, Duval Street Suites offers a truly unique layout with six individual suites. The property then can be rented as a whole Penthouse for one large group. We are a locally owned and operated vacation rental.brbrbrbrGuest Access:brbrDuval Street Suites utilizes key-less entry and self check-in. You will have access to free Wi-fi, Hulu streaming service, a private pool reserved for guest staying at the property located directly behind the building. Duval Street is located in the front of the building.brbrbrbrThe Neighborhood:brbrWithin walking distance to several highly rated restaurants, shops, and entertainment venues to meet the needs of all groups and ages. A short 5-10 minute walk will get you to: The Key West Butterfly and Nature Conservatory, Key West Lighthouse, The Hemingway Home and Museum, and Southernmost Point of the Continental USA. Mallory Square, is a 15 minute walk from the property. The street performers, food carts and sunset are sure to leave you with that warm and fuzzy feeling. Duval Street Suites is surrounded by several restaurants within 5-10 minutes of walking such as: Moon Dog Café, DJ's Clam Shack (featured on Food Network's, Diner's, Drive-in's and Dives), Better Than Sex- A Dessert Restaurant, Blue Heaven, Sloppy Joes, Hard Rock Café and many more hidden gems along the way. Close to everything and yet its still quiet and private at the calmer end of Duval Street, but mere minutes away from all the action. Duval Street Suites is close to perfect!brbrbrbrGetting Around:brbrKey West is a small city on a tiny Island. Streets are narrow and often congested with cars, motorcycles, people and chickens! To save money on gas, promote a low carbon-footprint, and to protect our tropical environment, several businesses are dedicated to daily or weekly rentals such as: golf carts, scooters, bicycles, and other types of unique transportation that's efficient and fun. Old Town Trolley Tours, has a hop-on hop-off Trolley that will get you around town with 13 different stops along the route. You can shop, eat, and sight see at your leisure and then board the train for the next adventure. The Conch Tour Train, established in 1958, is a 75 minute historic sightseeing tour that will give you fun facts and history while you tour Key West.brbrbrbrOther Things to Note:brbrDuval Street Suites would appreciate the opportunity to host your stay in Key West! Please feel free to send us an email with any questions or request you may have. We are happy to help! Come relax and let us be a part of your memories for a lifetime.brbrbrbrInteraction with Guests:brbrSelf Check-in, contactlessbrbrDuval Street Suites office (305)-240-2470brbrEmail: Magen@Keysvacation.com

Two Duval Street Suites w free parking and heated pool

Key West, Florida, United States

Bed

Bath

8

Sleeps

$551.25

Summary:brbrThe Key West Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and kitchen. Across the hall, the Mile Zero Suite is a one bedroom (queen) 1 bath suite with a sleeper sofa (king) and kitchen. Overlooking Duval street in historic Old Town, Key West. Free parking available and the heated and cooled pool is privately located behind the building . Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.brbrbrbrThe Space:brbrThe Key West suite has Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings are the setting to this suite. Cool blue and green accents hint at Key West's history as a seafaring town and its people's deep connection to the sea that continues today. The Suite is complete with all standard hotel accommodations, including a full private bathroom, cable television, and internet access, plus access to washers and dryers. brbrbrbrThe Mile Zero suite reminds you of the inviting blue waters you find at the end of US Highway 1. In fact, Duval Street Suites, sits only a short walk away from the southernmost tip of the continental United States. This suite still has all the mainland amenities, including 1 (one) Queen bed and 1 (one) Queen sofa sleeper. There is room for mixing drinks and dining off of the kitchen and a comfortable couch for you and your guests. In addition, this suite boasts 90 degree views overlooking Duval Street. The Suite is complete with all standard hotel accommodations, including a full private bathroom, cable television, and internet access, plus access to a washer/dryer. brbrbrbrThe pool area has a BBQ grill, lounge chairs, dining and picnic area with outdoor bar and TV area. The 4 parking spaces in the rear of the property and one space is assigned to this listing. Traveling with other friends or family members, Duval St. Suites offers a truly unique layout with six individual suites. The property then can be rented as a whole Penthouse for one large group. Please contact us with any questions for how we can accommodate your stay. We are a locally owned and operated vacation rental ready to host!brbrbrbrGuest Access:brbrDuval Street Suites utilizes key-less entry and self check-in. You will have access to free Wi-fi, Hulu streaming service, a private pool reserved for guest staying at the property located directly behind the building. Duval Street is located in the front of the building.brbrbrbrThe Neighborhood:brbrWithin walking distance to several highly rated restaurants, shops, and entertainment venues to meet the needs of all groups and ages. A short 5-10 minute walk will get you to: The Key West Butterfly and Nature Conservatory, Key West Lighthouse, The Hemingway Home and Museum, and Southernmost Point of the Continental USA. Mallory Square, is a 15 minute walk from the property. The street performers, food carts and sunset are sure to leave you with that warm and fuzzy feeling. Duval St. Suites is surrounded by several restaurants within 5-10 minutes of walking such as: Moon Dog Café, DJ's Clam Shack (featured on Food Network's, Diner's, Drive-in's and Dives), Better Than Sex- A Dessert Restaurant, Blue Heaven, Sloppy Joes, Hard Rock Café and many more hidden gems along the way. Close to everything and yet its still quiet and private at the calmer end of Duval Street, but mere minutes away from all the action. Duval Street Suites is close to perfect!brbrbrbrGetting Around:brbrKey West is a small city on a tiny Island. Streets are narrow and often congested with cars, motorcycles, people and chickens! To save money on gas, promote a low carbon-footprint, and to protect our tropical environment, several businesses are dedicated to daily or weekly rentals such as: golf carts, scooters, bicycles, and other types of unique transportation that's efficient and fun. Old Town Trolley Tours, has a hop-on hop-off Trolley that will get you around town with 13 different stops along the route. You can shop, eat, and sight see at your leisure and then board the train for the next adventure. The Conch Tour Train, established in 1958, is a 75 minute historic sightseeing tour that will give you fun facts and history while you tour Key West.brbrbrbrOther Things to Note:brbrDuval Street Suites would appreciate the opportunity to host your stay in Key West! Please feel free to send us an email with any questions or request you may have. We are happy to help! Come relax and let us be a part of your memories for a lifetime.brbrbrbrInteraction with Guests:brbrSelf Check-in, contactlessbrbrDuval Street Suites office (305)-240-2470brbrEmail: Magen@Keysvacation.com

Two Duval Street Suites Condos w free parking and heated pool

Key West, Florida, United States

Bed

Bath

Sleeps

$331.18

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrSET SAIL celebrates the experiences of the Keys, both on the water and on land. The ideal complementary home base for your water-based excursions awaits in this condo just steps from the marina. SET SAIL is a well-appointed first floor condo located in the waterfront community of Coconut Mallory Resort & Marina, which offers two large community pools, a jacuzzi spa, and easy access to the ocean. So round up your crew for a Key West vacation full of long, epic boat days and lasting memories made back at your condo each night.brbrTHE LIVING AREA & KITCHEN...brbrThe living area has an open concept that allows your whole crew to spend time together - whether it be gathering around the large flat screen TV on the plush sofas to watch your favorite show or coming together to prepare a home cooked meal using the fully equipped kitchen. The indoor dining table seats four with two extra seats at the kitchen bar. The outdoor dining table is located on the spacious wrap-around balcony with seating for four. There is a Queen-sized Murphy bed that folds out of the cabinet in the living room to accommodate two extra guests, and there’s a full bathroom just down the hall. brbrTHE ACCOMMODATIONS...brbr** First Bedroom: King bed, flat screen TV, balcony access, and en suite bathroom with double sinks, a garden tub, and a walk-in shower. brbr** Second Bedroom: Two Twin beds OR One King bed, flat screen TV, balcony access, and bathroom across the hall with a shower and tub combo.brbrTHE COMMUNITY POOL & GROUNDS...brbrCoconut Mallory is a waterfront community about 3 miles from Duval Street that provides resort-style amenities, including two large pools, Jacuzzi, BBQ grills, picnic tables, and much more. Hop in one of the two on-site pools to cool down after soaking up the sun at Smathers Beach, Key West's largest public beach just 2 miles away. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. brbr** Boat slip rentals available for rent at Marina for easy access to the beautiful waters of the Lower Keys. Inquire for details.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** In-home Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen Smart TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Community Pool Accessbr** Community Jacuzzi Accessbr** Off-street Covered Parking for 1 car (height restriction of 6'6)br** Picnic areas with BBQsbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$192.25

Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located 1 mile from one of the best beaches on the island, Smathers Beach. The Shipyard units are single level condominiums which have private courtyards on the first level or balconies on the second level.brPlease note: This property will require a minimum of a 28 night stay.

ABOUT TIME at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$174.27

Stunning Ocean View 2BR/2BA Condo in Exclusive 1800 Atlantic CommunitybrbrWelcome to your beautifully renovated, second-floor oasis in the prestigious 1800 Atlantic community in Key West. This stunning 2-bedroom, 2-bathroom condo features custom tile work throughout, an expansive private balcony, and breathtaking views of the Atlantic Ocean and lush gardens.brbrThe primary suite includes a luxurious king-sized bed, while the guest bedroom offers two twin beds that can be converted into a king upon request—ideal for families or couples traveling together. A queen sleeper sofa in the living room adds extra sleeping space, and all rooms are furnished with brand-new beds for maximum comfort.brbrThe fully equipped kitchen, in-unit washer and dryer, high-speed internet, and cable TV ensure all the conveniences of home. A dedicated desk area allows you to send a postcard or take care of work while away.brbrStep out onto your private balcony and enjoy al fresco dining with ample seating and tranquil views of nature and the ocean. Relax in the Olympic-size heated pool, unwind in the large hot tub or sauna, or take advantage of the lighted tennis courts and nearby beach access.brbrLocated close to Key West’s vibrant nightlife, city center, and airports, this condo blends the perfect balance of serenity and accessibility. Ideal for families, couples, or business travelers, this property is available for monthly rentals.brbrResort-Style Amenities Include:br Heated Olympic-size pool & jacuzzibr Sauna & tennis courtsbr Lush tropical landscapingbr Secure, exclusive community settingbrbrYour tropical escape awaits—book your stay today!brbrElevator Upgrade project taking place from June - September 2026 - Please note there will still be one working elevator in both the East and West building while this project is underway.

Stunning Ocean View 2BR/2BA Condo in Exclusive 1800 Atlantic Community

Key West, Florida, United States

Bed

Bath

Sleeps

$192.25

Stunning, Modern 2 bedroom, 1 bathroom second floor condo in the Truman Annex Shipyard Complex has been recently renovated. Fully appointed, new kitchen with all new appliances, washer/dryer in unit, convenient front & back balconies with comfortable furniture for lounging and entertaining. Strategically located in the Shipyard Complex of the Truman Annex, right on Southard Street just steps from the active lifestyle of Duval Street, shopping, dining, and night life. Also steps from Mallory Square for gorgeous sunset views and the new Truman Waterfront Park. Assigned off street parking for 1 vehicle. brPlease note: This property has a 28 night minimum stay

A Bird's Eye View at the Truman Annex in Key West

Key West, Florida, United States

Bed

1

Bath

4

Sleeps

$187.92

Welcome to your perfect Key West getaway! Located in the desirable Salt Ponds community, this beautifully maintained condo offers the ideal blend of comfort, convenience, and laid-back island charm—perfect for extended stays of 28 days or more. Work & Relax in Key West | Poolside Condo • BalconybrStep inside to an inviting open-concept living space filled with natural light. The updated kitchen features warm wood countertops, modern appliances, and bar seating, making it easy to cook, entertain, or simply enjoy your morning coffee. The living area flows seamlessly onto a private balcony overlooking lush tropical landscaping, where you can unwind and soak in the island breeze.brThe condo offers comfortable, well-appointed bedrooms, designed for restful nights after a day of exploring Key West. Additional conveniences include in-unit washer and dryer, making longer stays effortless and comfortable.brCommunity Amenities Include:brResort-style heated pool & spabrBeautifully maintained tropical groundsbrAssigned parkingbrQuiet, residential atmospherebrLocation Highlights:brMinutes to Smathers BeachbrEasy access to bike paths and walking trailsbrShort drive to Old Town, Duval Street, dining, and shoppingbrClose to grocery stores and everyday conveniencesbrWhether you're working remotely, escaping the cold, or simply looking to experience Key West like a local, this condo offers everything you need for a comfortable extended stay.brRental Details:br ️ 28-Day Minimum Stay (per city/association requirements)brFully furnished and move-in readybrIdeal for snowbirds, traveling professionals, or extended vacationsbrCome experience the slower pace and beauty of Key West—this is island living at its best.

Salt Ponds | Work & Relax in Key West | Poolside Condo • Balcony • Near Beach

Key West, Florida, United States

Bed

Bath

Sleeps

$244.0

First floor newly renovated 2 bedroom/ 1 bath corner end unit at the Shipyard Condominiums located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located 1/4 mile from one of the best beaches on the island. The Shipyard Condominiums are single level condominiums which have private courtyards on the first level or charming balconies on the second level. All properties are outfitted with washer/dryer, pots, pans, towels, linens, have central air conditioning, off street parking, free WIFI and pool access. brPlease note: This property has a 28 night minimum stay

Seascape at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$192.25

Welcome to your slice of paradise in the Shipyard at Truman Annex. This charming first‑floor 2BR/1BA condo captures the essence of Key West living—easy, breezy, and surrounded by tropical beauty.brbrInside, natural light fills the open living space, creating a relaxed atmosphere that flows out to your private patio. It’s the perfect spot to unwind after a beach day or host friends for sunset cocktails. Both bedrooms offer comfort and flexibility, and the well‑designed layout makes the home feel surprisingly spacious.brbrLiving in the Shipyard means enjoying a gated community with a sparkling pool, lush landscaping, and unbeatable walkability. Beaches, restaurants, galleries, and the best of Old Town are all right outside your door. Whether you’re looking for a getaway, a full‑time home, or a high‑demand rental, this condo delivers the Key West lifestyle people dream about.brPlease note: This property has a 28 night minimum stay

Another Three Hour Tour at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$452.2

Summary:brbrA beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, our Grand Marina Suite is a tranquil respite with on-site access to boat dockage and world-class fishing charters. Located minutes away from downtown Key West, known for its quaint boutiques, historic landmarks, sight-seeing, sunsets and dancing. Our condominium will provide you with an intimate lodging experience unlike any hotel.brbrbrbrThe Space:brbrGrand Marina Suite is a full two-bedroom suite, with a full kitchen, living room and outdoor lanai. Each of the two bedrooms feature luxurious king sized beds and en suite bathrooms. There is a sleeper sofa in the living room. Outside of the Suite, our guests are encouraged to take advantage of our on-site pool, beach, sauna and fitness center.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrThe Neighborhood:brbrOur property is secluded and private yet minutes away from the excitement of Key West. This condo is located at the private Key West Harbour Marina, in Stock Island, the authentic and revitalized fishing and arts community located directly east of downtown Key West.brbrbrbrGetting Around:brbrArrive by boat, plane or car. On-site golf cart rentals are available, or take advantage of the many taxi and ride-sharing services available for short trips around Key West.brbrbrbrThere are assigned parking spots in front of the Harbour Residences marked as Condo 1, Condo 2, or Condo 3. You have 2 private parking spots located in front of your unit included with your stay.brbrbrbrOther Things to Note:brbr-For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.brbr-Please note the onsite restaurant is no longer open.brbr- Not pet friendly

Grand Marina Suite - Poolside & Waterfront Condo

Key West, Florida, United States

Bed

Bath

Sleeps

$497.66

Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of unparalleled exclusivity.brbrThe foyer of this Mediterranean-style unit opens to the living room, dining area, half-bath, and kitchen. The living room contains a queen-sized sofa bed, flat-screen TV with cable, side tables, and a dining area for six. It also features French doors opening to your own private outdoor patio with chairs. With a breakfast nook for two to enjoy your morning coffee, the open kitchen is fully-equipped with a refrigerator, stove/oven, dishwasher, washer/dryer, drip coffee maker, and toaster.brbrUpstairs, the primary bedroom has a king bed, sofa for lounging, and French doors opening onto a private porch with seating. The primary also has a large ensuite full bathroom with a walk-in shower, vanity, and skylight. The second bedroom features a queen bed and private full bath.brbrShops can be found below you in Duval Square's shopping center! You can also walk to Key West's many bars, restaurants, art galleries, and shops.brbr**Construction Disclaimer** From mid May through the month of June, 2026, the pool area will be under construction. This will create noise and dust that could impact your stay and may lead to pool closure as well.

THALIA'S RETREAT @ Duval Square 2bd/2ba townhome

Key West, Florida, United States

3

Bed

Bath

6

Sleeps

$956.25

Concierge Realty is proud to present luxury villas at Hyatt Sunset Harbor!brbr**Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only.brbr**All bookings are time sensitive and availability can change at any time. Send us a message to confirm exact availability prior to making a booking request. brbrWhere Fun Meets Sun!brbrDiscover a relaxing oasis overlooking the Gulf of Mexico in the heart of Old Town, steps from the shops, galleries, and cafes of Duval Street, and close to the nightly sunset celebration at Mallory Square. brbrHyatt Sunset Harbor’s spectacular gulf coast setting is matched only by the gracious service, top-tier amenities and meticulous attention to detail.brbrTropical Key West welcomes you to this classic Florida two-bedroom villa, offering a master suite with plush king bed and connecting bath with available jetted spa tub. In addition, there is a guest suite with queen bed and full bath. This two-bedroom unit offers a fully-equipped kitchen, dining area, seating area with TV, stereo and DVD player and private balcony with pool or harbor views.brbrThe ultimate luxury amenity here is the incomparable location in the heart of Old Town. Tin-roofed conch houses, historic museums, quirky locals and art treasures. If you love Key West, you’ll love it even more when staying at our villa!brbrThe Vrbo calendar helps provide availability and estimated price quote. Always inquire with the agent and do not reserve airfare until your confirmation has been received.brbrAny issues with resort service, accommodations, physical plant, amenities, etc. are the direct responsibility of the developer and must be handled through the resort, not Concierge Realty. Photos are thought to be truly representative of the resort and accommodations. Any variation from the photo and actual property are unintentional, so guests are encouraged to do their own due diligence prior to reserving. Any variance or disruption including but not limited to renovation, unavailable amenity, change in decor, etc. during the stay, whether announced prior to reservation, occurring during the stay or announced after confirmation, is a matter strictly between the guest and resort, are not deceptive advertising, breach of contract or the responsibility of Concierge Realty.brbrNote that the images are representative of this villa and that a specific view type is not implied nor promised by virtue of the images. A specific view category must be addressed with rental agent. Concierge Realty reserved the right to reserve any view category unless one has been agreed upon in writing. The resort confirmation will show the view designation and the villa will be placed within that view category unless, in a rare instance the view will be noted as not guaranteed in which case the resort reserves the right to place the guest anywhere within the property. Issues regarding view within the guaranteed view category are to be addressed with the resort management as Concierge Realty is not responsible for villa placement.brbrPlease be advised that if a non-domestic credit card is used to reserve a vacation rental, additional fees may be incurred.brbrAll details are accurate to the best of our knowledge. Any questions with regard to view, amenities, bedding configuration, decor or other details should be addressed with Concierge Realty, Winter Garden, FL.brbrGuests are encouraged to do their own due diligence to assure that the resort and villa will meet their expectations.

Hyatt Sunset Harbor, 2BD overlooking the stunning and beautiful Gulf of Mexico!

Key West, Florida, United States

Bed

Bath

6

Sleeps

$675.0

Located in the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach, pool, jacuzzi, with a restaurant and bar. Relax in the Jacuzzi or sauna during your stay or work out in the onsite fitness center. Enjoy fishing off the private dock, or rent bicycles and take in all that Old Town Key West has to offer.brbrThe spacebrThis spacious two bedroom condo sleeps six, and features a fully equipped kitchen, including a full-sized refrigerator, microwave, toaster, coffee maker, stove and oven. The primary bedroom has a king sized bed, ensuite jetted tub, as well as a full bathroom. The guest bedroom layout may vary, featuring either two twin beds or one queen bed, and has access to the full guest bathroom. The living room has a TV with cable, dining area for six, and a sleeper sofa. Off the living room is a balcony to enjoy the Key West ocean breezes.brbrGuest accessbrUpon arrival please go to the front desk. ID matching your name and credit card is required. Your credit card will be authorized for a refundable security deposit.brbrOther things to notebrPlease note, guest bedroom may feature 2 twin beds or 1 queen bed.brbrUpon booking, you will be asked to verify your full name and address matching your ID. You will be asked for your email address for the purpose of receiving your resort issued confirmation. Please note, Vrbo confirmations will not be accepted at check-in. Your ID will be required at check-in for verification purposes along with a credit card for a refundable security deposit.brbrAn ID and a credit card is required upon arrival for a refundable security deposit.br$75+tax resort fee per each week (7nights) due at check-in, along with a refundable $150 deposit, as long as no damages occur during your stay.brbrHousekeeping changes linens and towels on Wednesday only. If daily housekeeping is desired, there is an additional charge imposed for it by the resort.brbrParking for 1 vehicle per unit (No oversized vehicles, RV's or trailers) No availability for multiple vehicles.brbrUnits are assigned in 7 night increments.brbrPlease note, we do not accept liability for any inconveniences beyond our control including but not limited to temporary defects or outage of utilities, closures of resort amenities, or limitation of any other service. We will not provide refunds, reimbursements, or compensation for inconvenience or interruption of utilities, resort amenities, or any other service.

Galleon Resort, Private Beach, Tiki Bar, Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$748.48

Located in the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach, pool, jacuzzi, with a restaurant and bar. Relax in the jacuzzi or sauna during your stay or workout in the onsite fitness center. Enjoy fishing off the dock, or rent bicycles and take in all that Old Town Key West has to offer.brbrKey West Shipwreck Museum and Mallory Square are just a 5 minute walk from this conveniently located resort. The Ernest Hemingway Home & Museum is 1 mile away.br.brWelcome to the heart of Old Town Key West. The resort overlooks the Gulf of Mexico with a private marina, private beach, pool, jacuzzi, restaurant and tiki bar. This two bedroom condo sleeps six, and features a fully equipped kitchen. The primary bedroom has a king size bed, jetted tub, as well as a full bathroom. The guest bedroom features either two twin beds or one queen, and has access to the full guest bathroom. The living room has a TV with cable, dining area for six, and a sleeper sofa. Off the living room is a balcony to enjoy the Key West ocean breezes. brbrResort fee is due at check-in, along with a refundable security deposit. Refundable security deposit is released, as long as no damages occur during your stay.brbrPlease note, guest bedroom may feature 2 twin beds or 1 queen bed. Please let us know your preference before booking. We will do our best to fulfill it, but it is not guaranteed.brbrUnits are assigned after booking, in seven night increments. Multiple week stays may be booked, room moves may be required.brbrHousekeeping changes linens and towels on Wednesday only. If daily housekeeping is desired, there is an additional fee imposed by the resort.brbrParking for one vehicle, per unit only. No oversized vehicles, RV's or trailers are allowed to park on property. Parking is extremely limited and multiple vehicles are not able to be accommodated.brbrMinimum Age: 25 years oldbrPet Policy: No PetsbrAn ID and credit card for a refundable security deposit will be required.brCheck-in is after 4 pm; brCheck-out by 10 am.brNo Smoking. Penalties will apply.brNon-Refundable Cancellation and Refund PolicybrbrWe do not accept liability for any inconveniences beyond our control including but not limited to temporary defects or outage of utilities, closures of resort amenities, or limitation of any other service. We will not provide refunds, reimbursements, or compensation for inconvenience or interruption of utilities, resort amenities, or any other service.brbrPictures are representative of the unit, layout and decor may vary. Units assigned at time of booking, please inquire prior to booking about specific unit and bedding configurations. All units have a King Bed in the master bedroom and the second bedroom will either have two twin beds or one queen bed.brbrUnits are assigned in 7 night increments, multiple week stays may be booked, room moves may be required.

Heart of Key West - 2BR Waterfront at the Galleon Resort

Key West, Florida, United States

Bed

Bath

Sleeps

$642.29

Mar Y Sol – Luxury Oceanfront Condo in Key WestbrBreathtaking Views. Unbeatable Comfort. Perfect Location.brbrWelcome to Mar Y Sol, a stunning oceanfront condominium located at 1800 Atlantic, Key West. This beautifully renovated 3-bedroom, 2.5-bathroom vacation rental offers sweeping views of the Atlantic Ocean and resort-style amenities — all just minutes from the heart of Old Town.brYour Private Oceanfront Escapebrbr Spacious 3 Bedrooms / 2.5 Bathroomsbr 60-Foot Wrap-Around Balcony with panoramic ocean viewsbr Fully renovated kitchen and bathroomsbrbr Sleeps up to 8 guests comfortablybrbr Primary Bedroom: King bedbr Guest Bedrooms: Queen bedsbr Additional Guests: Two inner spring roll-away bedsbrbrResort-Style Amenities at Your Fingertipsbrbr Large Heated Pool & Jacuzzi Spa – Just a one-minute walk awaybr On-Site Sauna for relaxationbr Exclusive Clay Tennis Court – The only one on the island!br Lush tropical landscaping and direct beach accessbrbrExplore the Best of Key WestbrbrLocated less than 1.5 miles from the historic district, Mar Y Sol offers convenient access to:brbr Duval Street shopping & nightlifebr Iconic landmarks like the Southernmost Point & Hemingway Housebr Snorkeling, boating, and sunset cruisesbrbrPlan Your StaybrbrWhether you're visiting for a romantic getaway, a family vacation, or a tropical escape with friends, Mar Y Sol is your perfect island home.brbr Please note: Minimum stay requirements may vary throughout the year. Contact us for details and availability.brbrThis Condo is located in a residential condominium complex. Rules & regulations of the complex are provided and strictly enforced. Guests are required to register with the Condominium Association and provide a copy of the Primary renters Government issued Photo ID. brbrElevator Upgrade project taking place from June - September 2026 - Please note there will still be one working elevator in both the East and West building while this project is underway.

Mar Y Sol –Luxurious oceanfront Key West Breathtaking Atlantic Sunrise Views

Key West, Florida, United States

Bed

Bath

Sleeps

$411.19

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrSUZY'S PARROT PERCH is a charming apartment that is located in the heart of Old Town on the corner of two historic streets (Whitehead and Virginia) just steps from Duval and two blocks from the Southernmost Point. You couldn't be any closer to the nightlife and attractions on Duval Street (Flamingo Crossing, the famous homemade Key West ice cream parlor, is just around the corner, La Te Da is a block away), and yet this cozy 795 square foot condo is perched on the second floor of a two-story building, with its own quiet balcony away from the hustle and bustle.brbrTHE PORCH...brbrThrough a quaint gate off of Whitehead Street, you will climb an outdoor staircase hidden from the street by tropical foliage. At the top you'll find an outdoor porch area overlooking Virginia Street, and down the lane, Duval Street. From this viewpoint, it's obvious how this Parrot Perch got its name. This home is equipped with comfortable patio furniture for enjoying happy hour while doing some people watching from above.brbrTHE LIVING AREA...brbrThe first thing you'll notice as you open the front door of SUZY'S PARROT PERCH is the openness of the living area. As you enter the apartment, you'll be greeted with a comfortable living room area with plush couches and a flat screen TV. One couch pulls out to a Queen sized sofa sleeper to sleep 2 extra guests. From the living area couches, you can peer out the window and see the treetops across Virginia Street.brbrTHE KITCHEN...brbrBehind the living area, the open kitchen is fully equipped with state-of-the-art appliances, including a modern LG refrigerator with lower freezer for easy accessibility. The kitchen is also equipped with an electric stove, oven, and a dishwasher for easy clean up after meals. The kitchen area also has a high-top table and barstool seating for four. There's even a sound system to set the mood while having dinner.brbrTHE ACCOMMODATIONS...brbr• Master Bedroom: King bed, full closet, flat screen TV, and a private porch. brbr• Second Bedroom: Full bed and flat screen TV.brbrThe shared hall bathroom has a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and All Bedroomsbr• Fully Equipped Kitchenbr• Basic stock of spicesbr• Starter supply of paper productsbr• Starter set of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet access and full cable includedbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 6 adultsbr• Pets Not Allowedbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.brbrNEED MORE SPACE... brbrAdd the rental of THE MELLOW MACAW, the 2 bedroom apartment downstairs from SUZY'S PARROT PERCH, to create a total of 4 bedrooms, 2 bathrooms, a private deck, and off-street parking.

**SUZY'S PARROT PERCH @ OLD TOWN** Cozy 2nd Floor Condo + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$452.2

Summary:brbrA beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, our Grand Marina Suite is a tranquil respite with on-site access to boat dockage and world-class fishing charters. Located minutes away from downtown Key West, known for its quaint boutiques, historic landmarks, sight-seeing, sunsets and dancing. Our condominium will provide you with an intimate lodging experience unlike any hotel.brbrbrbrThe Space:brbrGrand Marina Suite is a full two-bedroom suite, with a full kitchen, living room and outdoor lanai. Each of the two bedrooms feature luxurious king sized beds and en suite bathrooms. There is a sleeper sofa in the living room. Outside of the Suite, our guests are encouraged to take advantage of our on-site pool, beach, sauna and fitness center.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrThe Neighborhood:brbrOur property is secluded and private yet minutes away from the excitement of Key West. This condo is located at the private Key West Harbour Marina, in Stock Island, the authentic and revitalized fishing and arts community located directly east of downtown Key West.brbrbrbrGetting Around:brbrArrive by boat, plane or car. On-site golf cart rentals are available, or take advantage of the many taxi and ride-sharing services available for short trips around Key West.brbrbrbrThere are assigned parking spots in front of the Harbour Residences marked as Condo 1, Condo 2, or Condo 3. You have 2 private parking spots located in front of your unit included with your stay.brbrbrbrOther Things to Note:brbr-For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.brbr-Please note the onsite restaurant is no longer open.brbr- Not pet friendly

Grand Marina Suite - Poolside & Waterfront Condo

Key West, Florida, United States

Bed

Bath

Sleeps

$463.5

Summary:brbrA beautiful oceanfront suite located at the best marina in the Keys. Situated on the glistening Atlantic Ocean, our Grand Marina Suite is a tranquil respite with on-site access to boat dockage and world-class fishing charters. Located minutes away from downtown Key West, known for its quaint boutiques, historic landmarks, sight-seeing, sunsets and dancing. Our condominium will provide you with an intimate lodging experience unlike any hotel.brbrbrbrThe Space:brbrGrand Marina Suite is a full two-bedroom suite, with a full kitchen, living room and outdoor lanai. Each of the two bedrooms feature luxurious king sized beds and en suite bathrooms. There is a sleeper sofa in the living room. Outside of the Suite, our guests are encouraged to take advantage of our on-site pool, beach, sauna and fitness center.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrThe Neighborhood:brbrOur property is secluded and private yet minutes away from the excitement of Key West. This condo is located at the private Key West Harbour Marina, in Stock Island, the authentic and revitalized fishing and arts community located directly east of downtown Key West.brbrbrbrGetting Around:brbrArrive by boat, plane or car. On-site golf cart rentals are available, or take advantage of the many taxi and ride-sharing services available for short trips around Key West.brbrbrbrThere are assigned parking spots in front of the Harbour Residences marked as Condo 1, Condo 2, or Condo 3. You have 2 private parking spots located in front of your unit included with your stay.brbrbrbrOther Things to Note:brbr-For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.brbr-Please note the onsite restaurant is no longer open.brbr- Not pet friendly

Grand Marina Suite - Poolside & Waterfront Condo

Key West, Florida, United States

Bed

Bath

Sleeps

$373.67

Sitting on the famous Duval Street, this spacious one-bedroom property is so relaxing and beautiful that you will never want to leave! The breezy private balcony is a great place to sit and soak up the rising sun as Duval Street buzzes with morning activity. The loft bedroom upstairs features two comfortable queen beds, a 32 flat-screen TV, two large closets, and a shared nightstand with a reading lamp. The sizable living room is adorned with Cuban art in recognition that the property was built in 1917 as a “club” for Cuban cigar makers. The queen sleeper sofa comfortably accommodates two people, allowing La Casa Cubana to sleep 6 people while still remaining competitively priced. The kitchen features a full-sized refrigerator, oven, dishwasher, toaster, microwave, and coffee maker to do all or none of the cooking while enjoying the island life.brbrYou’ll want to take pictures at the Southernmost Point in the continental United States (only 3.5 blocks away), and fulfill all of your shopping desires at the dozens, if not hundreds, of shops and stores distributed along Duval and the adjoining streets. One block away is Banana Cafe, a fantastic French restaurant for breakfast with crepes, baguettes, and croissants. The sandy shores of South Beach are just 3 blocks away, with the Southernmost Cafe right there for lunch. The best sushi in town is served at Origami, also located one block away. It’s all there for you, so come and enjoy!brbrPLEASE NOTE THAT THIS PROPERTY DOES NOT HAVE A POOL. You may use the pool at Dante’s if you utilize their food and beverage services or you may purchase a day pass using the link below at any of the hotels located near your rental. br brhttps://www.resortpass.com/s/us/fl/key-west/pool search_term=Key+West%2C+Florida&city_alias_id=26

LA CASA CUBANA @ Cuban Club Suites

Key West, Florida, United States