Vacation Condo Rentals By Owner In Key West, FL

Experience your ideal home in Key West, where beautiful Atlantic beaches and the island breeze await. This elegantly appointed residence at the 1800 Atlantic Condominiums offers a serene escape with travertine flooring, plush wool carpets, and calming interiors featuring grass-cloth and stone countertops.brbrThe spacious living room is perfect for gatherings, featuring inviting furnishings, a large LCD flat-screen TV, and stunning ocean views. The dining area seats six, and the bar accommodates four more, with easy access to the generous balcony, which also seats four for outdoor meals. brbrThe fully equipped kitchen includes new stainless-steel appliances and a pantry to conveniently stock up for your stay. The luxurious master bedroom has a king bed and a private en-suite with a Jacuzzi tub, while the guest bedroom also features a king bed and a bath nearby.brbrThe complex includes a large pool, spa, and barbecue grills for your enjoyment. Plus, you’re just steps away from Smathers and Atlantic Beaches, with nearby nature trails and the vibrant Duval Street only a 10-minute bike ride away.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.

Sundial Luxurious 2 Bedroom Ocean View Condominium- Quality at its Best.

Key West, Florida, United States

Bed

Bath

Sleeps

$416.0

Pool & Jacuzzi Resurfacing NoticebrbrPlease be advised that the pool and jacuzzi area will be closed for resurfacing beginning:brJuly 6th – August 30th (weather permitting)brbrThe entire pool and jacuzzi area will be fully closed off during this time to allow the contractor to safely complete the work.brThis project is part of our ongoing efforts to maintain and improve our community amenities for everyone’s enjoyment.brbrbrThe Breeze – Oceanfront 3-Bedroom, 2-Bathroom Condo at La Brisa (East Building)brbrExperience breathtaking ocean views and ultimate comfort in The Breeze, a beautifully appointed 3-bedroom, 2-bathroom condominium located on the 3rd floor of the East Building at La Brisa Condominiums.brbrThis spacious oceanfront unit features a large, private balcony accessible from both the primary bedroom and living room—perfect for enjoying spectacular sunrises over the water. Inside, the condo boasts a full-sized, fully equipped kitchen with stainless steel appliances, a Keurig and drip coffee maker, and the convenience of an in-unit stack-able washer and dryer.brbrSleeping Arrangements:brbr Primary Bedroom: King bed, en suite bathroom, balcony accessbr Guest Bedroom 1: Queen bedbr Guest Bedroom 2: Two twin beds (can be converted to a king)brbrbrUnit Features:brbr High-speed wireless internetbr Cable TVbr Washer and dryerbr Assigned covered parking space + additional guest parkingbrbrLa Brisa Amenities:brbr Heated swimming poolbr Hot tub and saunabr Clubhouse and BBQ grillsbr Hard tennis courtbr Walking and cycling path along Smathers BeachbrbrWhether you're relaxing on the balcony, enjoying the amenities, or exploring the nearby beach, The Breeze offers everything you need for a perfect oceanfront getaway.

Key West Oceanfront Escape with Pool, Balcony & Steps from Smathers Beach

Key West, Florida, United States

Bed

Bath

Sleeps

$504.0

Located 2.7 miles from Smathers Beach and 3.8 miles from the Ernest Hemingway Home & Museum, this quiet piece of Key West is the best location for relaxation. The property is on a corner of the island featuring its own private beach and water access.brbrThis airy two bedroom condo features complimentary wi-fi, flat-screen TVs, full kitchen and a balcony. The primary bedroom features a king bed with an ensuite bathroom with a walk-in shower. The guest bedroom has a king bed and access to a full bathroom; unit sleeps six. The living room has a sleeper sofa as well. Prepare meals in fully equipped kitchen that offers a full size refrigerator, microwave, stove, oven, coffee maker, dishes, utensils and cookware. Condo also features a Washer and Dryer for convenience.brbrAmenities include an outdoor pool, a jacuzzi and a bay-view grill restaurant. There's also a bar, a business center, complimentary parking, onsite BBQ grills and an airport shuttle (fee). Off the property you will find fun activities like parasailing, fishing charters, coral reef sightseeing tours, scuba diving, snorkeling, diving spots, and museums.brbrUnits are assigned at check-in, pictures are representative of unit, decor, layout and room view may vary.brbrComplimentary parking is available for the first vehicle. Height restriction is 6 feet 8 inches. A $10 charge per day, per vehicle, applies for additional vehicles. Additional parking is subject to availability. There is no RV parking available.brbrThis is a Cashless Resort and credit cards are the only acceptable form of payment.brbrResort fee of $20/day is due at check-in. (Subject to change at any time)brbrThis property welcomes ADA service animals. Pets are not permitted.brbrLate Arrivals - Check-in is from 4:00 pm to 11:00 pm. If arriving after 11:00 pm, advance arrangements must be made by calling the property's Front desk.brbrA split week fee of approximately $125 may apply for reservations shorter than one week. (Subject to Change).brbrWe 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.

2BR Condo - Hyatt Beach House Resort - Private Beach - Resort Amenities

Key West, Florida, United States

Bed

Bath

Sleeps

$702.89

Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get without sacrificing a good night's sleep. The one bedroom villa is generously equipped for your Key West family gathering, reunion, destination wedding, and even just a romantic Key West getaway. brbrThe number one reason why people choose the Rose Lane Villas is our fabulous location and proximity to all things worth doing in Key West. br1/2 block to Hard Rock Cafebr2 blocks to Margaritavillebr1 1/2 blocks to Sloppy Joe’sbr3 blocks to the Historic Seaportbr4 blocks to Mallory Squarebr4.5 blocks to Schooner Wharfbr6 blocks to Hemingway’s HousebrbrEmail us for availability, even if we look full. Please be aware of scams asking for wire transfers or offers from Craigslist.

Rose Lane Villas - Villa Alta - 1 bedroom - Sleeps 2 - Downtown Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$220.27

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrThis property is a 28 night minimum. Boat slips available for rent! Inquire with us. brbrFEATURES:brBedrooms: 2 (1 king and 1 queen)brBathrooms: 2brLocation: Sunset Marina Gated CommunitybrSquare Feet: 1558brParking: 1 assigned covered parking space (NO ELECTRIC VEHICLES/SCOOTERS/BIKES ALLOWED)brAmenities: Wifi, TVs, in-unit laundry, balcony, shared pool, near the golf course, boat slip availablebrbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.

Hidden Paradise-2bed 2bath condo w/ ocean views, dock space, pool

Key West, Florida, United States

Bed

Bath

Sleeps

$386.72

Breezy Key West First-Floor Condo w/ Pool AccessbrbrSmart TV in Each Bedroom | Central, Walkable Location | In-Unit LaundrybrbrBedroom 1: Queen Bed | Bedroom 2: Queen BedbrbrCommunity Amenities: Outdoor pool, umbrella-covered dining area, lounge seating & poolhousebrbrOutdoor Living: Covered porch w/ dining area, balconybrbrIndoor Living: 3 Smart TVs, breakfast bar w/ seating, 697 sq ftbrbrKitchen: Dishwasher, fridge, oven, 4-burner stovetop, microwave, blender, drip coffee maker, toaster, toaster oven, cooking basics, dishware & flatwarebrbrGeneral: Free WiFi, keyless entry, central heating & A/C, ceiling fans, washer/dryer, linens/towels, trash bags/paper towelsbrbrFAQ: Stairs required to accessbrbrParking: Designated parking space (1 vehicle)

Breezy Key West First-Floor Condo w/ Pool Access

Key West, Florida, United States

Bed

Bath

Sleeps

$755.54

Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, and Close to Beach!brbrSalt Pond Hideaway is your ideal retreat for a Key West vacation! This recently renovated, airy condo features two bedrooms and two bathrooms, offering the perfect blend of comfort and convenience. Relax in the expansive shared swimming pool, unwind in the hot tub, and enjoy access to multiple tennis courts, all complemented by an outdoor shower.brbrThe Space:brSalt Pond Hideaway boasts a modern open-concept living area, ideal for both relaxation and entertainment. The master bedroom features a king-size bed, cable TV, an en-suite bathroom with a bath/shower combo, and a spacious walk-in closet. The second bedroom includes a queen bed, cable TV, and a full Jack and Jill shared bathroom. Enjoy amenities such as central AC, free WiFi, and a private washer and dryer. The fully equipped kitchen includes essential appliances, and the private balcony is perfect for sunset views.brbrGuest Perks:brOur easy, contactless check-in ensures a smooth arrival, with a personalized access code sent to you prior to check-in.brbrShared Features:brTake advantage of the fantastic amenities this resort offers, including a beautiful shared pool, hot tub, tennis courts, free parking, and lush tropical landscaping with walking trails. Access to Salt Pond Hideaway is available via stairs or elevator.brbrThe Neighborhood:brSalt Pond Hideaway is conveniently located just a 5-10 minute drive from the vibrant heart of downtown Key West, including the famous Duval Street with its lively restaurants, art galleries, and nightlife. Experience the sunset celebrations at Mallory Square and explore the Historic Seaport, where water adventures await.brbrGetting Around:brParking is available for one vehicle per unit, though spots are not reserved and operate on a first-come, first-served basis. A second spot may be available depending on vacancy. Key West is best explored by bicycle, scooter, or on foot, with many attractions within walking distance. Don't hesitate to ask for local recommendations!brbrOther Things to Note:br- This unit features a private washer and dryer.br- Please note that this condo is not pet-friendly.br- Mid-stay cleaning available upon requestbr- A minimum stay of 30 days is required, in accordance with local regulations.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

Salt Pond Hideaway | Comfortable Condo with Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$242.85

Sunset Overlook | Waterfront Condo at Harbour Place in Truman AnnexbrbrWelcome to Sunset Overlook, a spacious waterfront condo located at Harbour Place in the highly desirable Truman Annex of Old Town Key West. With sweeping oceanfront views of Key West Harbor, this inviting retreat offers the perfect balance of scenic relaxation and walkable convenience. Start your mornings on the furnished balcony overlooking the water and wind down in the evenings as the sky lights up with unforgettable Key West sunsets. Whether you're visiting for beach days, boating adventures, or historic Old Town charm, Sunset Overlook places you right where you want to be—surrounded by harbor views and close to everything.brbrThe Ambiance:brSunset Overlook features a bright, open layout designed to showcase its stunning waterfront setting. Natural light fills the living and dining areas, creating a relaxed coastal atmosphere that draws your attention to the harbor views visible throughout the condo. The private, furnished balcony offers a front-row seat to passing boats and unforgettable Key West sunsets, making it the perfect spot for morning coffee or evening relaxation. Inside, guests will enjoy a spacious living and dining area with ample seating, a full kitchen equipped with modern appliances and a dishwasher for convenient meal preparation, free Wi-Fi, central air conditioning for year-round comfort, and easy elevator access.brbrGuest Access:brGuests enjoy full access to the entire condo, along with use of the shared on-site swimming pool. One complimentary parking space is included, and the building offers convenient elevator access. Entry is easy and secure with a digital E-lock, providing a unique code that is reset after each stay.brbrLocation Highlights:brLocated within Truman Annex, Sunset Overlook offers one of the most sought-after locations in Old Town Key West. Fort Zachary Taylor State Park and its sandy beaches are just a short bike ride away. Nearby streets are lined with restaurants, boutiques, and entertainment, while popular attractions such as the Key West Aquarium, snorkeling excursions, and the world-famous Duval Street are all within easy walking distance. From waterfront walks to iconic island attractions, everything you love about Key West is just moments away.brbrTransportation Tips:brWith a dedicated covered parking space, exploring the island by car is easy. Many guests choose to walk or bike everywhere, thanks to the home's central location. Scooters, bikes, golf carts, taxis, and rideshares are all readily available for getting around Old Town and beyond.brbrOther Things to Note:br- One private parking spot (parking fees may apply)br- Private washer and dryerbr- Dogs are welcome—just reach out for additional details. br- A minimum stay of 30 days is required, in accordance with local regulationsbr- Guests must be 25 years of age or older to reservebrbrCheck-in: 3:00 PMbrCheck-out: 11:00 AMbrbrAt Colocada Vacation Rentals, we take pride in offering thoughtfully curated homes that let you experience Key West like a local. If you have questions or would like recommendations for dining, activities, or hidden gems, we're always happy to help make your stay at Sunset Overlook unforgettable.

Sunset Overlook - Waterfront Condo at Harbour Place with Sunset View

Key West, Florida, United States

Bed

Bath

Sleeps

$233.24

Escape to this bright, modern studio just two blocks from iconic Duval Street in the heart of Key West! Tucked in a secure gated complex of only 6 units, enjoy your own private seating area.brFeaturing a stunning kitchen with full-size gas range, dishwasher, microwave, and a beautiful bathroom. Sleep soundly with a comfy queen bed on the main level plus a luxurious King bed in the loft.brIdeal for couples or solo travelers craving convenience and comfort in paradise. Your perfect Key West retreat awaits!

Beach House, Modern Old Town Studio Near Duval - New Listing Discount!

Key West, Florida, United States

Bed

Bath

Sleeps

$370.21

Tropical Garden-View 2-Bedroom Condo Near the Beach & PoolbrbrWelcome to your serene Key West getaway! This lovely and quiet two-bedroom, two-bath garden-view condo is perfectly situated just steps from the pool and moments from the beach.brbrInside, the entire unit features cool tile flooring throughout. Both bedrooms and the spacious living room open onto a private balcony with a peaceful view of the lush tropical courtyard and gardens — perfect for morning coffee or evening relaxation.brbr Master Bedroom: King-sized bedbr Guest Bedroom: Queen-sized bedbr Living Room: Queen sleeper sofabrbrThe fully equipped, full-sized eat-in kitchen offers everything you need for dining in, while the adjacent dining area comfortably seats six. A convenient wet bar completes the space for effortless entertaining. Stay connected with wireless internet available throughout the unit.brbrAmenities include:brbr One assigned covered parking space (vehicle height limit: 6'3)br Olympic-sized heated poolbr 20-person Jacuzzibr Sunning beach in the courtyardbr Small fitness centerbr Charcoal grilling stationsbrbrJust steps away from the sparkling Atlantic Ocean and right next to Smathers Beach, this condo offers the perfect blend of comfort, convenience, and tropical charm.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.

Leaward Isle close to the Ocean' & a short bike downtown. Best value at 1800

Key West, Florida, United States

Bed

Bath

Sleeps

$421.03

Stunning 2-Bedroom Ocean-View Oasis at 1800 Atlantic – Key WestbrbrWelcome to your perfect tropical escape! This beautifully maintained, family-owned 2-bedroom, 2-bath vacation rental at the prestigious 1800 Atlantic in Key West offers breathtaking ocean views and all the comforts of home.brHighlights of Your Stay:brbr Spacious Accommodations:brbr Master Suite with a new king bedbr Guest Bedroom with a brand-new king bedbr Queen sleeper sofa in the living roombrbr Island-Inspired Interiors:brbr Bright Mexican tile flooring enhances the coastal vibebr Fully renovated kitchen (2022) with modern amenitiesbrbr Resort-Style Amenities:brbr Olympic-size heated pool overlooking the Atlanticbr 20-person Jacuzzi tubbr Tennis courts, including the only clay court in Key West and two additional hard courtsbrbr Unbeatable Location:brbr Directly on the Atlantic Ocean, next to Smathers Beachbr Just minutes from Key West’s historic district, famous for its bars, dining, and entertainmentbr Easily accessible by car (5 mins) or bike (10 mins)brbrParking & Connectivity:brbr Free assigned parking for one regular-sized vehicle — no extra fees!br High-speed internet access includedbrbrWhether you're relaxing poolside, hitting the beach, or exploring the vibrant local scene, our ocean-view condo is your perfect home base. Call us or stop by our office — we’re always happy to share local tips and favorite hidden gems.brbrWe look forward to welcoming you to paradise — we’re confident you’ll be back again!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.

Key West On My Mind, Ocean Views, Renovated Kitchen, Last minute deals

Key West, Florida, United States

Bed

Bath

6

Sleeps

$429.03

Penthouse property with vaulted ceilings at the famous 1800 Atlantic. Both bedrooms and the living room have access to your private balcony with great views of the property and Atlantic Ocean. The Owners are fishing enthusiasts as you will see when you relax in the comforts of home away from home. Totally renovated in the Summer of 2024. No attention to detail has been spared. brKing in master, 2 twins in guest and a sleeper in the living room. Ideal family unit that will comfortably accommodate a family of 6. brOlympic size heated pool, with a popular bubbling Jacuzzi for one of those rare cold winter nights. Did you know we are the only frost free city in the continental US. brTennis lovers will appreciate the only clay court on the island of Key West as well as recently renovated hard courts with the help of ATA. brWhere do you start in Key West from Fishing to Diving, to theater and the arts. So much to do and so little time will leave you with no choice other than to visit again. brNo where is more than 10 minutes away and there is really no need for a car, however you do get a rare free parking space with your property at 1800 Atlantic.brOur Property Manager lives on site and is a wealth of information should you happen to encounter him, ask him to tell you one of his Island Stories, and listen carefully. There is so much to learn. Many come and never leave, will you be one of those 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.

Premier Ocean views, expansive balcony, renovated kitchen & bath 2024

Key West, Florida, United States

Bed

Bath

Sleeps

$421.37

Anchor Drop – Oceanfront Escape in Key WestbrbrWelcome to Anchor Drop, a beautifully renovated two-bedroom condo in the exclusive 1800 Atlantic Condominiums. Located just minutes from Duval Street and steps away from the soft sands of Smathers Beach, this serene getaway combines tropical charm with upscale comfort.brLocation Highlights:brbr Oceanfront, gated communitybr Minutes from Duval Street nightlife and diningbr Steps to Smathers Beach & bike-friendly pathsbrbrInside the Condo:brbrLiving & Diningbrbr Cozy living room with ocean viewsbr Plush sofas, large-screen TV, and queen sleeper sofabr Dining area seats six comfortablybrbrSleeping Arrangementsbrbr Primary Bedroom: King bed, en-suite bath, ocean viewsbr Guest Bedroom: Two twin beds (convertible to king), garden & ocean viewsbr Living Room: Queen sleeper sofabrbrBathroomsbrbr Two full bathroomsbr Walk-in shower and dual-sink vanity in the primary bathbrbrKitchenbrbr Fully stocked with stainless steel appliancesbr Dual coffee maker, beautiful countertops, and everything needed to cook & entertainbrbrBalconybrbr Private balcony with lush courtyard and partial ocean viewsbr Perfect for morning coffee or evening winebrbrResort-Style Amenities:brbr Heated Olympic-size pool and 20-person hot tubbr Three tennis courts, including Key West’s only clay courtbr On-site fitness center, sauna, and librarybr Covered pavilions with grills for outdoor diningbr Private beach area plus access to Smathers BeachbrbrParking:brbr One assigned garage parking spot (height restrictions apply)brbr Limited outside guest parking (first-come, first-served)brbrConcierge Services:brbrLet us help you plan the ultimate Key West experience:brbr Bike, scooter, and golf cart rentalsbrbr Excursions: snorkeling, jet skiing, parasailing, kayaking & morebrbr Pre-arrival grocery stockingbrbrbrCancellation Policy:brbr Full refund minus $250 fee if canceled 30+ days before check-inbrbrAnchor Drop is your peaceful paradise by the sea—ideal for families, couples, or friends looking to relax in comfort while being close to everything Key West has to offer.brbrBook your stay now and drop anchor in paradise. brbrBook Activities /keywestattractionsfishingdiving/brbrPlease note Elevation Modernization project June - September 2026 - There will be one operational elevator in each building. brWork will take place daily from 8 am - 6:30 pm

Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean

Key West, Florida, United States

Bed

Bath

Sleeps

$219.35

Oceanfront Overlook – Your Perfect Island RetreatbrbrWelcome to Oceanfront Overlook, a one-of-a-kind unit offering an unparalleled view of the Atlantic Ocean—your ideal home away from home in beautiful Key West. This spacious, fully equipped retreat features all the modern conveniences to make your stay comfortable and relaxing.brbrEnjoy breathtaking ocean views from every room. Both bedrooms and the living room are outfitted with sliding glass doors that open onto a large private balcony—the perfect spot for sunrise coffees or evening cocktails. You can even watch the sunrise from the comfort of your bed.brbrRecently renovated, the kitchen and both bathrooms showcase stylish finishes and thoughtful details, ensuring a luxurious experience throughout your stay.brbrKey West is bursting with activity and charm. Whether you’re into fishing, diving, or snorkeling, or prefer exploring museums, art galleries, and acclaimed restaurants, there’s truly something for everyone. While you may not be able to see it all in one visit, many guests return year after year to keep discovering more.brbrPlease Note:brbr Minimum stay: 28 days.brbr For rentals between December and April, stays must begin on the 1st of the month and be a minimum of 30 days.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.

Oceanfront Overlook 2 Bdrm premiere monthly keys style with resort amenities

Key West, Florida, United States

Bed

Bath

Sleeps

$260.56

**Beginning 12/22/25, Seas the Day! will be a MONTHLY RENTAL (28 nights within the same month). Stay a month and live like a local!brbrTHE PROPERTY: This 2-bedroom 1 bathroom condo with an oversized shared pool is a wonderful place to kick back and relax after exploring the island. Located near the excitement of Duval Street yet tucked back near the water, this tree-lined community is in a perfect location. For history buffs, the Truman Annex is where the winter White House of President Harry Truman is located. brbrEnjoy morning coffee on your covered front porch with seating for two. Inside, the cozy kitchen with pass-through to the dining area has everything you need to prepare meals or midnight snacks. Stainless steel appliances and solid-surface countertops complete the space. The living room has plenty of seating and a large screen TV. Each queen bedroom is decorated in shades of navy blue and white and adorned with nightstands, bedside lighting, and closet storage. The bathroom has a white vanity and walk in, travertine tiled shower. This condo includes your own washer and dryer. French doors lead out to the private patio area with a dining table and chairs, gas grill and loungers. brbrYour island options are endless. Sit back and enjoy the sunshine and a dip in the shared pool. Revel in a stroll through the lushly landscaped community. The Annex also leads to a waterfront park, playground, and amphitheater. Walk to Fort Zachary State Park’s sandy beaches and turquoise waters. Or enjoy a short walk to shops, restaurants, and bars. Either way, Seas the Day!br brBED CONFIGURATION: Each bedroom has a queen size bed and shares the full bath. brbrOUTDOOR AMENITIES: The Shipyard has an oversized shared pool for its guests with plenty of lounge chairs for sunbathing. Your condo has a private patio with dining table and chairs, loungers, and a gas grill. brbrPARKING: A designated parking spot comes with this condo. Please note that the vehicle’s size may not exceed 18’long by 80” wide and that this is strictly enforced. brbrLOCATION: The Truman Annex is in Old Town and faces Southard Street, in Key West’s premiere gated waterfront community. brbrPETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet-friendly).brbrSMOKING: This is a non-smoking home and property.brbr***Guests must be 25 years of age or older unless accompanied by an adult.brbr***Please note that the cleaning fee includes a full mid-stay clean***brbr***Managed by Historic Key West Vacation Rentals.***

~ SEAS THE DAY ~ Nestled in a gated community by Fort Zachary Taylor beach!

Key West, Florida, United States

Bed

Bath

Sleeps

$258.52

***60 DAY MINIMUM STAY IS REQUIRED***A perfect beach getaway in Key West! See the Sunset and stroll the sidewalks at this fabulous location away from the crowds but an easy 5 minute ride to the historic Old Town district. This fully turn key condo has all the amenities you would desire in a home away from home. Start your stay on the island in this 6th floor, 2 bedroom, 2 bath condo (elevator access to 6th floor). A spacious open kitchen has a selection of kitchen supplies to match your culinary skill. Well equipped with a variety of glassware, place settings and service pieces. You can also relax and watch tv in the open living room after a day of fun in the sun. Full-size washer and dryer is also included in the unit.brWalk across the street along the beach for a refreshing morning or evening stroll on Smathers Beach. Bring your rackets and tennis balls to take advantage of the onsite tennis courts or just enjoy the on site pool. Parking for up to 2 standard size vehicles are available. ***60 DAY MINIMUM STAY***br**NO PETS**

A Sunrise Lookout-B605

Key West, Florida, United States

Bed

Bath

Sleeps

$196.25

CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 AtlanticbrStart Date: May 2025-Estimated Completion: Spring 2026brPlease be advised that a balcony restoration project will be underway at 1800 Atlantic from May 2025 through Spring 2026.brImportant Notes:br-Units available for booking will not be under construction.br-All amenities, including the pool, spa, and sunning beach, will remain open and fully operational throughout the project.brbrbrWelcome to our paradise! We invite you to enjoy our modern, 1,400-square-foot, two-bedroom, two-bathroom condo, which has been completely renovated. This condo is one of the nicest in the complex. Music is available in every room, including the master bathroom. We’ve thought of everything, including flat-screen TVs in both the master bathroom and the kitchen. You can relax on the forty-foot balcony while watching the ocean and using the free Wi-Fi. This will truly feel like your second home.brbrKey West offers a wide array of activities for everyone. You'll find so much to do that you'll have no choice but to return to our Island Paradise.brbrExplore many excellent restaurants, enjoy talented musicians, listen to live bands, and visit famous museums, from Mel Fisher to Ernest Hemingway. You can fish, dive, jet ski, or simply relax on the beach and unwind. Don’t miss our famous sunset celebration! For local knowledge and advice, give us a call—we'd be happy to share our island secrets with you.

Ocean View Monthly Rental at 1800 Atlantic- Open Nov, December & January

Key West, Florida, United States

Bed

Bath

Sleeps

$407.37

Tropical Luxury in Key West – 2-Bedroom, 2-Bath OasisbrbrWelcome to your beautifully decorated two-bedroom, two-bath retreat overlooking a lush tropical courtyard and garden. Recently renovated, the bathrooms offer modern comfort, with the master bath featuring both a luxurious tub and a walk-in shower.brbrThe spacious master bedroom includes a king-sized bed, while the guest room comfortably accommodates with a queen bed and a twin. For additional sleeping space, the living room features a queen sleeper sofa. Each of these rooms opens onto a large private balcony, perfect for enjoying peaceful island breezes.brbrRelax in the Olympic-sized heated pool or unwind in the spectacular Jacuzzi. 1800 Atlantic is also home to the only clay tennis court in Key West—ideal for tennis enthusiasts.brbrLocated just a 10-minute bike ride or a short walk from all of Key West’s top attractions, this property offers both convenience and serenity. Free secured parking is available for guests who choose to rent a car.brbrYou'll also enjoy high-speed internet and a dedicated workspace—perfect for blending work and leisure. And if you're looking for dining recommendations, we’d be happy to share our favorite world-renowned local restaurants.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.

Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts

Key West, Florida, United States

Bed

Bath

Sleeps

$290.62

CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 AtlanticbrStart Date: May 2025-Estimated Completion: Spring 2026brPlease be advised that a balcony restoration project will be underway at 1800 Atlantic from May 2025 through Spring 2026.brImportant Notes:br-Units available for booking will not be under construction.br-All amenities, including the pool, spa, and sunning beach, will remain open and fully operational throughout the project.brbrCasa Coastal East brStylish, Remodeled 2BR Condo with Oversized Balcony & Resort AmenitiesbrbrWelcome to Casa Coastal East, your tranquil island retreat at the exclusive 1800 Atlantic in Key West. This beautifully remodeled 2-bedroom, 2-bath condo features an open layout, brand-new kitchen and bath upgrades, and designer furnishings from Royal Furniture of Key West. Local artwork by renowned photographer Alan Maltz adds a unique and authentic island touch.brbrThe spacious master bedroom includes a king-size bed, while the guest bedroom features a queen bed and a built-in desk—ideal for remote work. A full sleeper sofa in the living room offers additional sleeping space. All rooms open onto a large private balcony where you can relax and enjoy the tropical breeze.brbrKey Features:br Remodeled kitchen and bathroomsbr King bed (master), queen bed (guest), and full sleeper sofabr Built-in workspace with high-speed Wi-Fibr Sliding glass doors to a private oversized balconybr Washer/dryer in unitbr Modern interior with local art and new furnishingsbrbrResort Amenities Include:br Olympic-size heated poolbr 20-person jacuzzibr Three tennis courts (one clay)br Tropical gardens & private sunbathing beachbr Secure parking and elevator accessbrbrLocated just minutes from downtown Key West and next to Smathers Beach, you’ll be close to museums, live music, water sports, restaurants, festivals, and more.brbrExperience the perfect blend of comfort, style, and island charm at Casa Coastal East – your home away from home in paradise.

Casa Coastal East – Morning Sunrises, Evening Vibes, Island Home in Key West

Key West, Florida, United States

Bed

Bath