Vacation Condo Rentals By Owner In Key West, FL

This newly renovated shipyard unit is a one level condominium on the second floor which has 2 decks to enjoy the beautiful weather and evening cocktails. This is a nicely appointed unit with 2 full bedrooms and 1 freshly renovated bathroom. This unit has 2 flat screen TV's and wireless internet access. Perfect location and just 2 blocks from Duval. This condo is just minutes from all the sun-kissed festivities, yet perfectly situated a block off Duval in a gated community giving you the best of both worlds. brPlease note: This property is monthly rental - the minimum rental period is 28 nights

Best Time at The Truman Annex in Key West

Key West, Florida, United States

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Bath

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$232.89

Oceanfront Elegance – Renovated 2BR/2BA Condo at 1800 Atlantic, Key WestbrbrWelcome to paradise at 1800 Atlantic! This stunning, fully renovated 2-bedroom, 2-bath oceanfront condominium offers the perfect blend of luxury, comfort, and unbeatable views of the Atlantic Ocean.brbrLocated in a prime spot within the complex, this unit is just steps from the Olympic-size heated lap pool and features easy access to parking and elevators—ideal for guests with accessibility needs. The highlight of the property is the expansive 60-foot wraparound balcony, accessible from the living room and both bedrooms, where you can relax and enjoy breathtaking ocean vistas.brbrInside, the condo has been completely remodeled with thoughtful design and upscale finishes. The spacious primary suite includes a cozy sitting area and a private en-suite bath. The guest bedroom is furnished with a brand new queen bedroom set. brbrResort-style amenities include:brbr Heated Olympic-size lap pool & 20-person oceanfront jacuzzibr Sauna and fully equipped fitness centerbr 3 lighted tennis courts (including one clay court)br BBQ grills and beautifully landscaped courtyard areasbr Small sunning beach on-site; Smathers Beach is just a 5-minute walk awaybr One assigned covered parking space per unitbrbrConveniently located just 1.5 miles from the Atlantic end of Duval Street and 2.5 miles from Mallory Square, you’ll be close to all the action while enjoying a peaceful, private retreat.brbrWhether you're here to relax, explore, or hit the tennis courts, this condo at 1800 Atlantic is the perfect home base for your Key West adventure.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 Luxury Panoramic Views & Designer Finishes Key West Beach location

Key West, Florida, United States

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Bath

Sleeps

$531.27

️Thank you for your interest in our stunning Oceanfront 3-bedroom property in Key West! brBefore proceeding , we kindly request you to contact the owner directly for stays less than 28 days as minimum rental is 28 days. This will ensure that all your requirements are addressed and you receive the best possible experience during your stay.brbrOur Oceanfront property is truly a gem and provides an unparalleled experience by placing you directly on the shoreline, with nothing between you and the soothing sensation of the ocean. The breathtaking views are visible from every room, and the expansive 90-foot scenic balcony allows you to relish magnificent unobstructed ocean vistas. Imagine starting your day with a captivating sunrise on one end of the balcony and ending it with a mesmerizing sunset on the other.brbrThis oversized 3-bedroom suite offers ample space for you and your guests to enjoy. With a generous 2,200 square feet under air, you'll find ultimate comfort and privacy. Each bedroom boasts its own spectacular ocean view, ensuring that everyone gets to savor this unique experience. The suite is tastefully furnished with one king-size bed, one queen bed, and two single beds that can be combined to make a king upon advance request. Additionally, there are two single roll-away beds and an oversized sectional in the living room, providing extra sleeping options.brbrThe property has undergone recent upgrades to enhance your stay. You'll have access to free high-speed wireless internet, smart televisions with Hi-Definition Cable in all bedrooms, and a new washer and dryer for your convenience. The master bathroom features a luxurious spa design shower with a body sprayer, while his and hers separate vanity areas and large walk-in closets provide ample space. The gourmet kitchen is fully equipped with high-end appliances, including Sub-Zero and Jennair, allowing you to prepare meals and enjoy dining in the comfort of your oceanfront retreat.brbrAs for amenities, our property offers everything you need for a blissful vacation. You can take a dip in the 70 ft. heated Olympic pool, located just feet from the water's edge, or unwind in the oversized 12-person in-ground heated Jacuzzi. The lush landscape surrounding the pool area features well-manicured orchards and tropical flowers. We also provide BBQ facilities near the shaded pavilion, and poolside bathrooms, lockers, and Hot Stone saunas for your convenience.brbrFor outdoor enthusiasts, Smathers Beach, Key West's longest beach, is just a few steps to the left of our property. You'll find various activities there, including volleyball, sailboat rentals, and parasailing. If you're interested, local bike rental companies can deliver Beach Cruisers to your doorstep, allowing you to explore the numerous bike paths, trails, and the vibrant Duval Street area.brbrFurthermore, we encourage you to try something different and rent a scooter or electric car to enhance your island adventure. These options provide a fun and exciting way to discover the hidden gems of Key West. Tennis enthusiasts will be pleased to know that our property includes one of the few clay tennis courts on the island, along with two lighted hard courts and handball courts.brbrWe prioritize your safety and security throughout your stay. The property features a full-time, around-the-clock security patrol, ensuring a worry-free experience. One covered off-street parking space is provided, and ample guest parking spots are available outside.brbrOur convenient location offers easy access to the airport, car rental area, and is approximately two miles away from popular attractions

️3 Bdrm - Ocean View Every Room-Secluded -Quiet-OCEAN FRONT- 90 FT BALCONY

Key West, Florida, United States

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Bath

Sleeps

$725.58

We know that you will enjoy staying in this oasis of comfort in the paradise of Key West. Our Cuban Club Condo is an immaculately maintained and spacious 1500 sq. ft. retreat with cathedral ceilings, and elegant and comfortable furnishings. It also features a 30-foot balcony overlooking Duval Street for small gatherings or to just relax with a cocktail and people watch.brbrOur two-bed, two-bath condo can sleep up to 8. The master bedroom has a king-size bed and pull out queen sleeper sofa, private en-suite bathroom and balcony. The second bedroom has a queen-size bed and connecting private bathroom. There is a queen-size sleeper sofa in living room for two additional guests. brbrOur condo features: wireless high speed internet; flat screen TVs in living room, and both bedrooms; an assigned parking spot in our Cuban Club Condo private parking lot; and a fully-equipped kitchen which includes blender, toaster, drip coffee machine, and crockpot.brEnjoy Key West in style and comfort!brbrOld Town Key West is hub of shopping, dining, live entertainment, art galleries, water sports, museums and sightseeing. Within a few blocks you will find: Flamingo Crossing for delicious ice cream; the Rum Bar for amazing frozen drinks and other delights; The Wine Bar for a relaxing drink (right across the street); the Butterfly Museum; La Ti Da Restaurant for a great meal and live entertainment; the Southern Most Beach; and the Southernmost Point iconic buoy.brbrAnd, within a short walk you can enjoy all that downtown Key West has to offer, but you will greatly appreciate coming back to your spacious and peaceful oasis at the end of the day (or night).brbrFor sun-lovers there are: Smather's Beach (free), Higgs Beach; Fort Zachary Taylor Park Beach (pay to park) and the Southern Most Beach (free). And, no trip is complete without a visit to Dante's Pool, where you can hang out in a massive pool with live DJ, full bar, and tasty food.brbrOccupancy is 2 - 8 people. Additional guests over 6 people are 25.00 extra per person per night. There is a four night stay minimum. Prices change according to number of nights, seasons and special event weeks. Five night minimum stay is required during Holiday and Special Event weeks. brbrKeywords: Duval Street, Condo, Old Town, Key West, A Cuban Club, two bedroom

A Duval Street Oasis with balcony overlooking Duval

Key West, Florida, United States

Bed

Bath

8

Sleeps

$333.88

EXPLORE YOUR MAGICAL GARDEN....brImmerse yourself in this exquisite, adult only, tropical compound of Travelers Palm offering beautiful garden views to refresh your soul. We are only three blocks from all of the fine dining and entertainment of Duval Street, yet tucked away in a private setting that soothes your senses and pushes your worries aside. The ROYAL PALM STUDIO is a traveler's delight that lures you in offering updated tropical furnishings and creature comfort essentials. Enjoy your island getaway in style with a private deck that overlooks tranquil and lush gardens and a pool with a waterfall feature. This cozy unit offers a kitchenette for easy breezy food prep and can sleep 2 people. A contactless check in/out process with a virtual innkeeper allows for a seamless experience! br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.brbrDETAILS AND AMENITIES: brYour serenity begins as you step foot into this casual compound with a delightful private porch and conch-style suite that will captivate your island soul. Carry your crafted cocktail to the deck area and pool which comes heated in the winter months, cooled by the protective canopies, exquisite swaying palms and gentle breezes. Stretch out in a deck chair with your favorite mystery novel or toss some kabobs on the shared outside grill for an al fresco treat.brbrSLEEPING ARRANGEMENTS...brEnter the inviting studio where you are greeted by Key West inspired decor, separate bedroom and kitchenette areas, flat screen tv and ample space for unpacking your bathing suits and funwear. This well-lit unit encompasses a bedroom with a newly-remodeled king bed with luxurious bedding, ceiling fan and wall-mounted HDTV. Wash the day off in your private en suite bathroom with enclosed glass and marble tiled shower, quartz sink counter and large bathroom mirror. Slip outside to your private deck to view our botanical gardens that overlook the pool and stone waterfall.brbrPARKING...brParking is offered on a first come first serve basis, and there is plenty of free street parking available if a space is not available upon your arrival.brbrBEACHES...brHiggs Beach is 0.6 mi.brSmathers Beach is 1.9 mi.brFort Zachary Taylor Beach is 1.6 mi. brSouth Beach is 0.5 mi.brSimonton Beach is 1.2 mi.brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrYOUR HEAVENLY HIDEAWAY AWAITS YOU...

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Key West, Florida, United States

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Bath

Sleeps

$390.68

Enjoy the comforts of home in the midst of paradise. brbrComfortable, 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 elevator. Has completely equipped kitchen, 2 fully furnished bedrooms and 2 baths. Living room has sofa bed that opens to a queen-sized bed. Has private balcony overlooking the adjacent Salt Ponds Preserve. Sufficient parking space close to the unit. brbrWithin walking distance from the airport, Smathers Beach, seaside hiking or running. Minutes away from Duval Street. brbrKeywords: Condominium

Peaceful 2 BR Condo with All Amenities

Key West, Florida, United States

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Bath

Sleeps

$268.4

ISLAND MASTERPIECE...brIn the private gated community of Sunset Marina, this exquisite waterfront condo's view is awash in an artist's loving brush strokes of light, shadow and panoramic beauty resembling a watercolor work of art. The perfect palette for a memorable stay, you are merely a brief drive from the excitement of Old Town yet tucked away in a secluded community with a spacious balcony that boasts a spectacular view of the Florida Bay and the Gulf of Mexico.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE. We do not accommodate bachelor/bachelorette parties, student workers or construction workers. brbrDETAILS AND AMENITIES…brThis renovated first floor gem has been meticulously designed and furnished to delight you as soon as you walk through the door. The open living area and large main balcony give you plenty of room to relax and spread out. Plush seating options include a queen sleeper sofa for hours of serenity and pleasure in your very own paradise. Enjoy the large flat screen TV, wet bar and a fully stocked kitchen that begs for culinary creations. The kitchen bar seats 4 and is perfect for casual dining and conversation. Dine in the comfortable indoors or at the balcony dining table. There is a ring doorbell located on the front door of the home.brbrSLEEPING ARRANGEMENTS…brThe primary suite offers a king bed, flat screen TV, direct access to the main balcony, a large walk-in closet, and an en-suite bathroom with double vanity, oversized shower and a separate oversized tub.brThe second bedroom suite features two twin beds that can be converted to a king, flat screen TV, ample closet space, and an en-suite bathroom with a walk-in shower.brbrOUTDOOR LIVING…brUnwind at the community pool area, a serene setting in which to spend the day. Set right on the waterfront, bask in dreamy views of the marina and the Florida Bay beyond. A beautiful boat slip is available that will hold up to a 40ft vessel. Swim in the pool or unwind in oversized Jacuzzi. There are plenty of chaise lounges, sitting areas, and a cabana for your convenience. brbrPARKING...brSunset Marina offers plenty of off-street parking, with one covered space in the ground-level garage and a visitor space. There is an elevator that takes you from the parking area to the condo. brbrPETS...brThis is not a pet friendly home.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrCONCIERGE SERVICES...brEnjoy this service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night min.). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrTHE PERFECT CANVAS TO PAINT YOUR DREAM OF PARADISE...

PAINTED SKY~2 BR/2 BA Waterfront Condo at Sunset Marina w/ Pool & Boat Slip!

Key West, Florida, United States

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Select Dates for Price

Fantastic Old Town destination right on water and boardwalk. Five Star Gold Crown resort with private fishing pier. Recently upgraded bathrooms,kitchens,electronics exercise room. Walk to Duval Street and Mallory Square. Don't need car, walk to everything. brbrEaster/Conch Republic Celebration, Memorial Day , other wks availablebrbrPrivate beach, fishing pier, fantastic Old Town location on water, newly renovated kitchens, bedrooms, electronics, appliances. washer dryer, ice maker in full size refrigerator, fully stocked kitchenbrbrSome units have two twins or queen in guest suite, inquire if importantbrbrUpgraded furniture, wifi Dec 2025

Galleon Resort and Marina, Paradise Found in Old Town, Private Beach and Fishing

Key West, Florida, United States

Bed

Bath

6

Sleeps

$395.05

ESCAPE TO A BOTANICAL HIDEAWAY...brImmerse yourself at the charming adults only Travelers Palm Inn with unique suites and studios that offer king beds, private baths and gorgeous garden views. We are only three blocks from all of the fine dining and entertainment of Duval Street, yet tucked away in a private setting that soothes your senses and pushes your worries aside. The ROYAL PALM SUITE is our premier suite, which beckons you inside with elevated ceilings, plush tropical furnishings and charming outdoor porches. Enjoy your island getaway in style with a private deck that overlooks tranquil and lush gardens and a pool with a waterfall feature. This unit offers separate living and dining areas and can sleep 4 people. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.brbrDETAILS AND AMENITIES: brYour serenity begins as you step foot into this casual compound with a delightful private porch and conch-style cottage that will captivate your island soul. Carry your crafted cocktail to the deck area and pool which comes heated in the winter months, cooled by the protective canopies, exquisite swaying palms and gentle breezes. Stretch out in a deck chair with your favorite mystery novel or toss some kabobs on the shared outside grill for an al fresco treat.brbrLIVING AND SLEEPING ARRANGEMENTS...brEnter the airy sun-kissed suite where you are greeted by island-inspired furnishings and tropical decor, separate living and dining areas, flat screen tv and a fully-equipped modern kitchen for all your culinary desires. The cozy sofa has a queen size pull out bed to accommodate a party of 4. The bedroom boasts a newly-remodeled king bed with luxurious bedding, ceiling fan and wall-mounted HDTV. Wash the day off in your private bathroom with enclosed glass and marble tiled shower and quartz sink counter. Slip outside to your private deck to view our botanical gardens that overlooks the pool and stone waterfall.brbrPARKING...brParking is offered on a first come first serve basis, and there is plenty of free street parking available if a space is not available upon your arrival.brbrBEACHES...brHiggs Beach is 0.6 mi.brSmathers Beach is 1.9 mi.brFort Zachary Taylor Beach is 1.6 mi. brSouth Beach is 0.5 mi.brSimonton Beach is 1.2 mi.brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrYOUR MAGICAL GARDEN AWAITS YOU...

ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$313.32

A GLORIOUS GARDEN AWAITS YOU...brA mere three blocks from all of the food, fun and shenanigans of Duval Street, yet tucked away in a serene and private setting that will soothe your traveler's soul, the adult only COCONUT PALM STUDIO within the Travelers Palm Inn welcomes you to unwind with everything two people need to be comfortable in paradise. This newly-remodeled studio beckons you inside with its nine-foot ceilings, lovely contemporary decor and an abundance of Florida sunshine to brighten your day. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.brbrDETAILS AND AMENITIES: brYour happy getaway begins as you step foot into this casual compound with a delightful private porch and conch-style studio that will captivate your island soul. Carry your crafted cocktail to the deck area and pool which comes heated in the winter months, cooled by the protective canopies, exquisite swaying palms and gentle breezes. Stretch out in a deck chair for a decadent nap or reading escape. then satisfy your culinary cravings at the shared outside grill for an al fresco treat.brbrSLEEPING AND LIVING ARRANGEMENTS...brPamper yourself in your private bathroom with glass and marble tile, quartz countertop, large mirror, and roomy glass shower. The bedroom features a newly-remodeled king bed with luxurious bedding, ceiling fan and wall-mounted HD TV. Whip up your refreshing beverage and light meal in the kitchenette, which includes a quartz countertop and wet bar sink, microwave, mini-fridge, and keurig station. Slip outside to your private deck with views our botanical gardens that overlook the pool and stone waterfall.brbrPARKING...brParking is offered on a first come first serve basis, and there is plenty of free street parking available if a space is not available upon your arrival.brbrBEACHES...brHiggs Beach is 0.6 mi.brSmathers Beach is 1.9 mi.brFort Zachary Taylor Beach is 1.6 mi. brSouth Beach is 0.5 mi.brSimonton Beach is 1.2 mi.brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrIMMERSE YOURSELF IN PARADISE ...

COCONUT PALM STUDIO ~ Adult Only Studio, Community Pool & Close to Town!

Key West, Florida, United States

Bed

Bath

Sleeps

$313.32

ENTER YOUR GARDEN PARADISE...brRelease your cares and bask in the beauty of this adults only, tropical inn of Travelers Palm with unique suites and studios, offering king beds, private baths and gorgeous garden views. You are only a relaxing three block stroll from all of the excitement of Duval Street, yet tucked away in a private setting that envelops you in its serene beauty. The SUGAR PALM STUDIO greets you with clean and cozy furnishings and just the right amount of creature comfort essentials for two people. Enjoy your island getaway in style with a private deck that overlooks tranquil and lush gardens and a pool with a waterfall feature. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.brbrDETAILS AND AMENITIES: brYour island getaway begins as you step foot into this casual compound with a delightful private porch and conch-style cottage that will captivate your island soul. Carry your crafted cocktail to the deck area and pool which comes heated in the winter months, cooled by the protective canopies, exquisite swaying palms and gentle breezes. Stretch out in a deck chair for a lazy nap or delve into your guilty reading pleasure. Toss some burgers on the shared outside grill for an al fresco treat. brbrSLEEPING AND KITCHEN ARRANGEMENTS...brStep into this charming studio with island-inspired decor and updated sleeping accommodations. The bedroom offers a newly-remodeled king bed with plush bedding, ceiling fan and wall-mounted HD TV. The kitchenette includes a quartz countertop and wet bar sink, microwave, refrigerator, and keurig station. Wash the day off in your private en suite bathroom with enclosed glass and marble tiled shower, quartz sink counter and large bathroom mirror. Slip outside to your private deck to view our botanical gardens that overlook the pool and stone waterfall.brbrPARKING...brParking is offered on a first come first serve basis, and there is plenty of free street parking available if a space is not available upon your arrival.brbrBEACHES...brHiggs Beach is 0.6 mi.brSmathers Beach is 1.9 mi.brFort Zachary Taylor Beach is 1.6 mi. brSouth Beach is 0.5 mi.brSimonton Beach is 1.2 mi.brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrYOUR HEAVENLY OASIS BECKONS YOU...

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Key West, Florida, United States

Bed

Bath

Sleeps

$396.01

SULTRY GARDEN SANCTUARY...brSteal away from reality and find your way to the quintessential, tropical & adults only Travelers Palm Inn with secluded suites and studios that offer king beds, private baths and exquisite garden views. We are only three blocks from all of the culinary delights and diversions of Duval Street, yet tucked away in a private setting that offers peace and serenity. The SUGAR PALM SUITE is a vacation charmer with a private gated entrance (also has common area entrance), inviting you to make yourself at home in this contemporary abode with nine-foot ceilings, a dining room, living room, and a fully-equipped kitchen. You'll be living the island dream with a private deck that overlooks exquisite gardens and a pool with a waterfall feature. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!brbrDETAILS AND AMENITIES: brYour serenity begins as you step foot into this casual compound with a delightful private porch and conch-style cottage that will captivate your island soul. Carry your crafted cocktail to the deck area and pool which comes heated in the winter months, cooled by the protective canopies, exquisite swaying palms and gentle breezes. Stretch out in a deck chair with your favorite mystery novel or toss some kabobs on the shared outside grill for an al fresco treat.br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.brbrDINING AND SLEEPING ARRANGEMENTS...brDelight in your meal creations as this modern kitchen comes with a dishwasher, stove and a full-sized refrigerator. It also includes all the necessary utensils, dishes and cookware that you will need to feed your loved ones. The bedroom features a newly-remodeled king size bed with luxurious bedding, ceiling fan and wall-mounted HD TV. The private updated bathroom has a glass and marble tile enclosed shower with 8 glass wall and door. Make room for others in the comfy living room that offers the convenience of a pull-out queen sofa bed, table seating for 4 and mounted HD TV. This all-encompassing suite has everything you need!brbrPARKING...brParking is offered on a first come first serve basis, and there is plenty of free street parking available if a space is not available upon your arrival.brbrBEACHES...brHiggs Beach is 0.6 mi.brSmathers Beach is 1.9 mi.brFort Zachary Taylor Beach is 1.6 mi. brSouth Beach is 0.5 mi.brSimonton Beach is 1.2 mi.brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrYOUR GARDEN RETREAT BECKONS YOU...

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Community Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$395.05

BOTANICAL MAGIC AWAITS YOU...brOnly three blocks from all of the fine dining and entertainment of Duval Street, yet tucked away in a private setting that soothes your senses and pushes your worries aside, The adult only COCONUT PALM SUITE within the Travelers Palm Inn will delight your traveler's soul, complete with everything a party of 4 needs to unwind and enjoy your island getaway. Immerse yourself in our contemporary tropical furnishings and admire the gorgeous views from a rocking chair on one of the two garden-side porches. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!br***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.brbrDETAILS AND AMENITIES: brYour serenity begins as you step foot into this casual compound with a delightful private porch and conch-style suite that will captivate your island soul. Carry your crafted cocktail to the deck area and pool which comes heated in the winter months, cooled by the protective canopies, exquisite swaying palms and gentle breezes. Stretch out in a deck chair with your favorite mystery novel or toss some kabobs on the shared outside grill for an al fresco treat.brbrSLEEPING AND LIVING ARRANGEMENTS...brEnter the light and airy suite where you are greeted by beautiful tropical decor, separate living and dining areas, flat screen tv and a fully-equipped modern kitchen for all your culinary desires. The cozy sofa has a queen size pull out bed to accommodate extra loved ones during your stay. The bedroom boasts a newly-remodeled king bed with luxurious bedding, ceiling fan and wall-mounted HD TV. Wash the day off in your private bathroom with enclosed glass and marble tiled shower and quartz sink counter. Slip outside to your private deck to view our botanical gardens that overlook the pool and stone waterfall.brbrPARKING...brParking is offered on a first come first serve basis. If there is not a space available upon your arrival, there is plenty of non-residential (free) street parking.brbrBEACHES...brHiggs Beach is 0.6 mi.brSmathers Beach is 1.9 mi.brFort Zachary Taylor Beach is 1.6 mi. brSouth Beach is 0.5 mi.brSimonton Beach is 1.2 mi.brbrCancellations requested at least 30 days prior to arrival receive a full refund.brCancellations requested at least 14 days prior to arrival receive a 50% refund.brbrYOUR MAGICAL GARDEN AWAITS YOU...

COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen & Community Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$731.25

PLEASE READ CAREFULLY BEFORE YOU EMAIL OWNER brbrThis rental is for a 7 NIGHT HOLIDAY 1 week RENTAL ONLY!brbrThis is for 7 nights Saturday to Saturday rental ONLY !! No alterations to the listed dates are available. MINIMUM RENTAL AGE is 25 years old. Maximum occupancy is for 6 people.brbrCoconut Beach Resort; a private quaint tropical paradise right up on the Atlantic Ocean. Watch spectacular views of the sunset from your balcony. Unit has King, Queen, Queen sleeper sofa, kitchen & living room. Heated pool w/ hot tub. Walk to Duvall Street.brbrThis is a rental is for the exact dates posted. Please do not email me with requests for any other dates than listed. This is for 7 nights Saturday to Saturday Christmas week rental OR Saturday to Saturday New Years week rental. Check in 4:00PM and check out 10AM. The dates and price are not flexible as this is a timeshare that I occasionally rent.brbrNO SMOKING IS PERMITTED IN UNITS

Key West On THE BEACH New Years! Dec 27th - Jan 3rd 2026

Key West, Florida, United States

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Bath

Sleeps

$303.75

Welcome to our lovely condo which is located in the famed Truman Annex Complex right in the heart of fabulous Key West. Our condo has 2 bedrooms and 1 bath.. Enjoy everything that Key West has to offer and more. Lounge on the newly refinished deck. Enjoy the beautiful landscaping and the picturesque scenery. Take a short walk to the heated pool, get some sun, read a book, take a dip. Paradise awaits you. If you want all the activities and excitement of downtown/old town Key West - it is only a 5 minute walk from the condo. Truly the best of both worlds of privacy/ relaxation and the restaurants, shops, pubs and tourist activities of Key West. brbrThe condo is conveniently located on the first floor. Reserved parking is provided and located directly at your front door.brbrThere are so many activities and attractions to see, breathtaking Mallory Square sunsets, Fort Zachary Beach and the famous Duval Street - just to name a few. So take a leisurely stroll or hop on your bike and find out for yourself why Key West is the best.brbrNo matter what your pleasure you're sure to find it here.brbrThanks for visiting our site, we hope to hear from you soon.brbrbrKeywords: Key, West, Condo

Tranquil 2-BR Condo in Truman Annex, Steps to Pool & 5-Min Walk to Duval St.

Key West, Florida, United States

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Bath

Sleeps

$637.0

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrWALKING ON SUNSHINE is a modern, tastefully decorated penthouse condo featuring a large wrap-around balcony that offers a front row seat to those famous Key West sunsets and overlooks the peaceful nature preserve and Atlantic Ocean beyond. Best of all, WALKING ON SUNSHINE is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island. You'll be WALKING ON SUNSHINE throughout your stay in America’s Paradise at this beautifully appointed condo...And Don't it Feel Good! brbrTHE LIVING AREA...brbrA unique feature of WALKING ON SUNSHINE is the vaulted ceilings – in a lovely white wood that sets the tone for this gorgeous beachside condo. The floor-to-ceiling glass doors allow for plenty of natural light to fill the living room. There's a large flat screen TV in case you can tear yourself away from the stunning views off your balcony to catch your favorite show. The living room features a large comfortable sofa, that pulls out to a Queen sleeper for extra guests, and two leather armchairs. The fully-equipped kitchen has top-of-the-line stainless steel appliances and all of the tools the chef in your group will need to prepare a meal. There's an indoor dining table for six when you decide to stay in and an outdoor dining set on the balcony to enjoy an ultimate sunset dinner.brbrTHE POOL, THE BEACH & TENNIS...brbr1800 Atlantic offers Resort-style amenities, including an extra large Community Pool right downstairs. There are chaise lounges surrounding the pool for your comfort, and a cabana with restrooms for your convenience. Please note this is a shared pool with set rules, such as no music and no coolers. We ask that our guests be mindful of their neighbors and respect the rules.brbrFrom the pool, there's a walking path that leads to the on-site beach. The on-site beach offers a relaxing setting, with chaise lounges and soft sand. There is no direct water access from this beach, but Smathers Beach, Key West's largest public beach, is located within walking distance right next door. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. You'll also have access to the newly built fitness center and Key West's only clay tennis courts, both located on-site.brbrTHE ACCOMMODATIONS...brbr** Master Bedroom: King bed, a large flat screen TV, direct access to the balcony, and an en-suite bathroom with an oversized shower. brbr** Second Bedroom: Two Twin beds OR One King bed, a flat screen TV, direct access to the balcony, and access to the full second bathroom.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen 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** Assigned off-street carport for 1 car (Parking Garage has a low clearance of 6'4)br** Key West's only clay tennis courtsbr** Handball courtsbr** Fitness Centerbr** Dry Saunasbr** Picnic areas with BBQsbr** Recreation rooms available for private partiesbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** This complex has both visitors and locals living here, we expect our guests to be mindful & respectful of the posted rulesbr** 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.

**WALKING ON SUNSHINE @ THE BEACH** Ocean Condo & Large Pool + LAST KEY SERVICES

Key West, Florida, United States

Bed

Bath

Sleeps

$324.37

Freshly updated Salt Ponds condo located on Key West minutes from the beach , airport and downtown. Enjoy a soak in the pool or hot tub and with a short bike or walk to Smathers Beach. Only steps form Key West Airport and close to all amenities in New town it’s still only 10 minutes from downtown and all the action. Enjoy the custom jetted tub or walk in shower along with two bedrooms with king size and queen size beds. Fully equipped kitchen with all utensils and appliances including a weber electric grill. Washer and dryer in unit along with cable, smart tv, and wireless internet. Beautiful Pool and Hot Tub along with tennis courts on property. Local store packed with snacks, drinks and beach amenities short 3 min. walking distance.br

Cozy Salt Pond Condo Hideaway

Key West, Florida, United States

Bed

Bath

Sleeps

$225.0

Enjoy all of Key West in this spacious condominium. The views of the natural salt ponds from your balcony are enchanting. The unit has two bedrooms and two full bathrooms, is a fully furnished home with three televisions and high speed internet. La Brisa has a large pool, tennis courts, clubhouse, barbecue grills, and many more amenities. This gated and secure community is steps from the beach on the Atlantic Ocean and a short bike ride downtown for restaurants and nightlife.

UPSCALE CONDO @ BELOW MARKET RATES

Key West, Florida, United States

Bed

Bath

Sleeps

$185.83

Suncatcher on the Ocean – Available at 1800 AtlanticbrbrWe’re thrilled to introduce Suncatcher on the Ocean to the rental market at the prestigious 1800 Atlantic community. This stunning, newly renovated condo has been upgraded from top to bottom with high-end finishes and thoughtful details throughout. Offered for rent for the very first time, this property is a perfect blend of luxury and comfort.brbrIsland-Inspired ElegancebrbrTastefully decorated with island décor and a touch of tropical flair, Suncatcher on the Ocean welcomes you with a relaxing, home-away-from-home atmosphere. Enjoy seamless indoor-outdoor living with balcony access from both bedrooms and the living room — perfect for taking in ocean breezes and serene views.brbrModern Comforts & Conveniencebrbr Dedicated workspace for remote professionalsbr Full-size washer and dryerbr Assigned covered parking for one vehicle (height limit: 6'4)brbrResort-Style Amenities at 1800 Atlanticbrbr Olympic-size heated poolbr 20-person jacuzzibr Fitness center and librarybr Small sunning beach and direct access to Smathers Beach, Key West’s largest city beachbr Three lighted tennis courts, including one clay courtbrbrThis is your opportunity to enjoy upscale coastal living in one of Key West’s most desirable communities.lay.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.

Suncatcher Luxurious 2 Bdrm Monthly Rental Fabulous amenities, Key West Best

Key West, Florida, United States

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Bath