Vacation Rentals By Owner In Key West, FL

Sophisticated tropical decor with top of the line furniture and amenities. 2 K Tommy Bahama bedrooms, Q sleeper sofa, full kitchen, tumbled marble shower, private rear deck with private 7 person spa and 2 person outdoor shower.brbrRecently renovated in 2010, spacious 2 K bedroom house that is beautifully decorated. Special attention was paid to keeping the old Cuban floor tile, wherever possible. Your private back yard is perfect for enjoying our wonderful Caribbean days and evenings. Take a soak in the private 6 person spa and shower in the 2 person outdoor shower! Lennon`s Lodge has it all!brbrThe entire house is yours to enjoy and there is a common area with a Weber Grill, bicycle rack and W/D for your use.brbrThere are housekeepers and groundskeeper/maintenance staff on property daily. Daily housekeeping is provided.brbrQuiet vacation rental neighborhood close to everything. Bike/moped rental on corner. CVS, Subway, Doctor`s office just across Truman. Many restaurants and bars are close by.brbrWalk, rent bikes, mopeds, electric car. You are close to everything! There is also a bus around Old-town and there is a map of all the stops in your in-room information book. Stops are just around the corner from us!brRegistered guest must be 25 or older during March/April (Spring Break). Please keep noise to a minimum after 10 pm at the Familly pool as other guests may have an early morning.

Lennon`s Lodge, Luxury Accommodations for up to 6!

Key West, Florida, United States

Bed

Bath

Sleeps

$1721.25

Summary:brbrThe Crestwood House is a stunning 6-bedroom, 6.5-bath home offers the perfect Key West getaway at Lunara Bay - a collection of 26 luxury homes in a gated community! Enjoy a private pool, fire pit, parking, and a pet-friendly gated yard. Dock your boat at our exclusive marina for boats up to 40’, just steps from your door. Guests enjoy complimentary FYT gym access and personalized itineraries to uncover hidden gems.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open-concept floor plan seamlessly connects the indoor and outdoor areas, making it perfect for entertaining and spending quality family time. Whether you're relaxing in the pool, playing a game of pool, grilling delicious meals, or simply relaxing in one of the multiple dining and seating areas, this home has everything you need to create lasting memories.brbrbrbrThe fully equipped kitchen is ready to cater to your culinary desires, whether you prefer to cook your own meals or hire a private chef. Stay connected with high-speed internet access and enjoy the convenience of keyless entry, making your vacation experience even more seamless and hassle-free.brbrbrbrOutside, the spacious fenced-in turf yard provides a safe space for children to play, as well as a perfect area for your furry friends to roam around.brbrbrbrThe sleeping arrangements of the home are as follows:brbrBedroom 1: King bed with a walk-in closet, double vanity en-suite bathroom & balcony accessbrbrBedroom 2: King bed with a walk-in closet, double vanity en-suite bathroom & balcony accessbrbrBedroom 3: King bed with en-suite bathroombrbrBedroom 4: King bed with en-suite bathroom and balcony brbrBedroom 5: Two twin over twin bunk beds, this room does not have a doorbrbrBedroom 6: Double bed with en-suite bathroombrbrbrbrGuest Access:brbrGuests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrBoating & Private Dock Slip:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Dock in our exclusive marina which accommodate boats up to 40’ in length. Maximum one boat per slip.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea level.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to our luxury estate. The driveway allows parking for up to 3 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter, moke or bike for the day to explore the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Private washer/dryerbrbr- Located in gated communitybrbr- Free gym access at FYTbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Crestwood House at Lunara Bay

Key West, Florida, United States

Bed

Bath

Sleeps

$234.52

Welcome to Key West Old Town, a stunning 3 bedroom, 2 bath retreat in the heart of historic Key West, Florida. This beautifully appointed home sleeps up to 8 guests and features three rooms with luxurious King Purple mattresses plus an additional Queen Purple bed — ensuring everyone sleeps in comfort.brRelax in your private hot tub or unwind on the enclosed patio, surrounded by a classic concrete wall for ultimate privacy. The outdoor space is perfect for soaking up the Key West sunshine in your own secluded oasis.brLocated in the coveted Old Town neighborhood, you are steps away from world famous Duval Street, incredible dining, vibrant nightlife, and the iconic sunsets that make Key West one of America's most beloved destinations.brWhether you are gathering with family or friends, Key West Old Town offers the perfect blend of luxury, privacy, and location for an unforgettable Florida Keys experience.

Old Town Key West | Hot Tub | Duval 4 Blocks

Key West, Florida, United States

Bed

Bath

Sleeps

$298.91

Welcome to Your Key West Oasis – Old Town Gem with Heated Pool & Parking!brbrExperience the best of island living in this spacious, stylish 3-bedroom, 3-bath home in the heart of Old Town Key West—perfect for families, friends, or extended stays. This beautifully appointed residence combines classic charm with modern comfort, all within walking or biking distance of Duval Street, local beaches, and legendary sunsets.brbrWhy Guests Love This Home:brStep inside to discover a bright, open-plan living space featuring elegant hardwood floors, central air conditioning, and large smart TVs in every bedroom for relaxed evenings in.brbrFully Equipped & Comfortable:brThe inviting kitchen and dining area make mealtime a breeze, whether you’re cooking a gourmet meal or enjoying a casual breakfast before heading out to explore.brbrDive Into Fun:brOutside, cool off in your private heated saltwater pool—perfect any time of year—or unwind in the outdoor gazebo bar area complete with fridge and grill for sunset cocktails and al fresco dining.brbrConvenience & Comfort:brEnjoy sought-after off-street parking in Old Town—an invaluable amenity in this bustling destination. The whole home is exclusively yours, offering plenty of space for up to 8 guests.brbrPet Friendly:brBring your four-legged companion along and make memories together in this tropical paradise.brbrPrime Location:brJust moments from iconic Key West attractions, restaurants, nightlife, and beaches, this home is an ideal base to explore everything this vibrant island has to offer.brbrBook your stay and live like a local in sunny Key West!

Old Town 3/3 Home, Private Heated Pool, Free Parking, Outdoor Dining, Balconies

Key West, Florida, United States

Bed

Bath

Sleeps

$310.16

Your perfect tropical getaway! This stunning 3-bedroom, 3-bathroom home with an additional guest cottage is designed for hosting family and friends, creating unforgettable memories, and enjoying the best of Key West living. Ideally situated in mid-town, this property is only five minutes away from the iconic Duval Street, known for its vibrant dining and entertainment scene, and the pristine shores of Smathers Beach. Welcome to Rooster Doodle Do. Experience the best of Key West with this luxurious 3-bedroom, 3-bathroom vacation rental with guest cottage, perfectly for all your vacation needs. MAIN HOUSE HIGHLIGHTS Bedrooms: The main house boasts a spacious master suite complete with a king-sized bed, a generous walk-in closet, and an opulent ensuite bathroom featuring a shower/tub with a built-in steamer, customizable shower heads, mood lighting, and integrated music for a spa-like experience. The two additional bedrooms offer queen-sized beds, one of which includes an adjustable mattress that inclines and declines to suit personal comfort. The other queen bedroom has an ensuite for added privacy. Living Areas: The open-plan design enhances the flow between spaces, featuring two distinct living rooms. The larger living room includes a comfortable couch with built-in recliners, perfect for unwinding after a day of exploring. The second living room offers a cozy pull-out couch, ideal for extra guests. Each living room is equipped with a flat-screen TV for entertainment, and every bedroom also features its own TV, ensuring everyone has their own space to relax. Kitchen & Dining: The gourmet kitchen is equipped with sleek stainless-steel appliances, a spacious pantry for ample storage, and a large buffet counter that seats four. Adjacent to the kitchen is a dining table that comfortably accommodates four guests, perfect for enjoying meals together. Additional Amenities: An office space is available for those who need a dedicated work area, combining functionality with comfort. Guest Cottage: Step into a private guest cottage that complements the main house, featuring a double-sized bed, a kitchenette, and a full bathroom. The cottage’s doors open directly to the stunning pool area, making it a great space for guests seeking extra privacy. Outdoor Oasis: The outdoor space is designed for ultimate relaxation and entertainment. Walk through the glass doors at the rear of the house to a covered indoor-outdoor lounge area perfect for laid-back afternoons. The centerpiece of this outdoor paradise is the sparkling pool with a cascading waterfall, surrounded by lounge chairs that invite sun-soaked relaxation. For dining al fresco, a separate grilling station and a dining table for six are set under a charming gazebo, providing a perfect spot for evening meals. The front patio features additional seating, creating a welcoming atmosphere from the moment you arrive. Parking: The property offers parking for one car and plenty of street parking, ensuring convenience for all guests. With its unbeatable location, sophisticated amenities, and thoughtful layout, this vacation rental is ideal for families or groups seeking an elegant and memorable stay in Key West. Whether lounging by the pool, exploring the nearby attractions, or enjoying a quiet evening under the gazebo, this property offers the perfect balance of luxury and leisure. This is a private home so all parts of the home, yard and pool area are accessible. When booked through Airbnb we use Airbnb messaging app as well as text messages when booked though google to interact with our guests. We typically send your contactless entry instructions on the day of check-in. Depending on when you book, prior messages and texts will outline these and additional instructions clearly. The home has a lockbox with a house key for conveniencebrbrRooster Doodle DobrbrROOM CONFIGURATIONbrbrMAIN HOUSE:brbrbrbrBedroom 1 & Bathroom 1brbr- Queen size bed, ensuite bathroom with walk in shower, Flat screen TVbrbrbrbrBedroom 2 brbr- Queen size adjustable bed, Flat screen TVbrbrbrbrBathroom 2brbrSeparate full bathroom with showerbrbrbrbrBedroom 3 - Primary Suitebrbr- King Size Bed, Flat screen TV, Walk in closet, desk and desk chairbrbrbrbrBathroom 3 - Ensuitebrbr- Bathroom with double sinks, shower/tubbrbrbrbrLIVING ROOM 1:brbrbrbr- Comfortable living room equipped with large flat screen TV;brbrbrbr- Sofa has two built in recliners. Additional recliner for extra guest.brbrbrbrLIVING ROOM 2:brbrbrbr-Comfortable sofa that converts into a double bed for extra guests. Flat screen TV.brbrbrbrKITCHEN / DINING AREA:brbrbrbr- Fully furnished stylish dining area with seating for 4 at the table and 4 more at the bar: plates, cutlery, glasses and everything else you need to have a perfect meal;brbrbrbr- Fully equipped kitchen: granite counter tops, cookware, cutlery, oven, refrigerator, microwave, stove, dishwasher, coffee brewer, Keurig coffee maker, blender, toaster, dining sets, and much more...brbrbrbr-Additional seating is available outside!brbrbrbrGUEST COTTAGEbrbrbrbrBedroom 4 & Bathroom 4brbrDouble size bed, Flat screen TV, Seating for 2, kitchenette, Full bathroom with showerbrbrbrbrOUTDOOR AREA:brbrbrbr- Heated Pool;brbrbrbr- Outdoor entertaining with seating for 6brbrbrbr- BBQ Grill;brbrbrbr- Fenced in and private yard.brbrbrbr- Sun loungers around the pool and additional seatingbrbrbrbrPARKING:brbrbrbr- Covered Parking for 1 vehicle in driveway and plenty of off-street parking.brbrbrbrEXTRASbrbrbrbr- Washer and dryer;brbrbrbr- Beach towelsbrbrbrbr-Linens, blankets and pillowsbrbrGuest Access - Our contactless check-in procedure makes check-in easy. Guests will receive an access code prior to arrival.brbr*Rental Must be for a MINIMUM of 28 Days.brbr*Sunset Vacation and Management homes are rented to family groups and responsible adult groups only.brbr*Cooler Rentals AvailablebrbrFor your convenience, we are happy to offer cooler rentals for the duration of your stay for a flat fee of $50. Available options include large insulated coolers in approximately 70-quart capacity (40” x 18”) and 60-quart capacity (24” x 17”), as well as a rolling insulated cooler for easy transport. We also have a round YETI-style bucket cooler with an approximate 45-quart capacity.brbrComplimentary drop-off and pick-up service is included, ensuring a seamless and hassle-free experience during your stay.

Rooster Doodle Do - Midtown Family Retreat

Key West, Florida, United States

Bed

Bath

10

Sleeps

$250.41

Experience the paradise of Southern Skies, an elegant 3 bedroom and 2.5 bath home nestled in the heart of Key West's Historic District. This stunning property features gorgeous oak flooring throughout and a wonderful open floor plan that opens onto a lovely deck area with a private heated pool and water feature.brbrSouthern Skies, was built in 2019 to mimic classic historic Key West Conch architecture. The stylish and tastefully appointed interior boasts 3 bedrooms and 2.5 bathrooms. The home is nestled right in the heart of Key West's Historic District in the Bahama village neighborhood. This stunning property features gorgeous oak flooring throughout and a wonderful open floor plan that opens onto a lovely deck area with a private heated pool and water feature.brbrThe modern kitchen has quartz countertops, stainless steel appliances, as well as a washer & dryer for your convenience. You can curl up on the comfy sofa in the living room for late-night TV watching after a full day of fun! The downstairs Master suite boasts a king bed and an ensuite spa-style bathroom while upstairs are two guest rooms - one with a queen bed and one with two twin beds - plus another full bath.brbrThis great location is just 2 blocks away from the Southernmost Point and Duval Street shopping or a stroll to Truman Waterfront! There's also free access to an Olympic sized swimming pool at the playground on the corner - what more could you ask for Don't miss this unique opportunity to enjoy classic Key West living right in your own backyard! brbrROOM CONFIGURATIONbrbrDOWNSTAIRS:brbrPrimary Suitebrbr- King Size Bed, Flat screen Smart TVbrbr- Bathroom with Rain Head brbrUPSTAIRS:brbrFront Guestroombrbr- Queen Size Bed, Flat screen Smart TVbrbrRear Guestroombrbr- 2 XL Twin Beds, Flat screen Smart TV, and Study/Work Area with Desk SpacebrbrLIVING ROOM:brbr- Comfortable living room equipped with Large Smart TV;brbr- Leather sectionalbrbrKITCHEN / DINING AREA:brbr- Fully furnished stylish dining area with seating for 6: plates, cutlery, glasses and everything else you need to have a perfect meal;brbr- Fully equipped kitchen: quartz counter tops, cookware, cutlery, oven, refrigerator, microwave, stove, dishwasher, coffee brewer, Keurig coffee maker, blender, toaster, dining sets, and much more...brbr-Seating with newly installed pendant lighting!brbrOUTDOOR AREA:brbr- Heated Pool;brbr- Outdoor entertaining & seating area;brbr- BBQ Grill;brbr- Fenced in and private yard.brbrPARKING:brbr- Parking for 1 vehicle in driveway and plenty of off-street parkingbrbrEXTRASbrbr- brand new Washer and dryer;brbr- Hairdryer and iron;brbr- Smoke detectors;brbr- 2 blocks to the Southernmost Point & Duval!brbrThe entire house is available for your use. This is a townhome, and has one shared wall. The homes have separate entrances, and the backyard is private and separated by fencing and noise reducing water feature. There is an owner's closet which will remain locked in the back upstairs guestroom.brbrWe are local and available during your stay. You will have our cellphones to text or call directly.brbrThe Old Town Key West neighborhood of Bahama Village covers a 16-block area bordered by Fort, Louisa, Southard and Whitehead streets. It is the setting for many of the island’s popular trendy restaurants. A decorative arch spanning Petronia Street at its intersection with Duval Street is the symbolic entrance.brbrThe original inhabitants of Bahama Village were immigrants from the Bahamas. Their culture remains vibrant in the neighborhood, which is well-known for its eateries serving up authentic island cuisine. Throughout the year, Bahama Village hosts numerous festivals and events to celebrate its unique culture. The most popular festival is Goombay, an outdoor street party held every October that features Caribbean music and dance performances, as well as traditional foods and drinks.brbrThere is a dedicated parking space and off-street parking available. However, this property is walkable to everything Old Town Key West has to offer.brbrSouthern Skies is looking forward to welcoming you home for your next stay in beautiful Key West!brbrGuest Access - Our contactless check-in procedure makes check-in easy. Guests will receive an access code prior to arrival.brbr*Rental Must be for a MINIMUM of 28 Days.brbr*Only 1 small well behaved dog, if allowed, will be subject to a $500 pet fee. Sorry cat lovers we don't allow cats.brbr*Sunset Vacation and Management homes are rented to family groups and responsible adult groups only.brbr*Cooler Rentals AvailablebrbrFor your convenience, we are happy to offer cooler rentals for the duration of your stay for a flat fee of $50. Available options include large insulated coolers in approximately 70-quart capacity (40” x 18”) and 60-quart capacity (24” x 17”), as well as a rolling insulated cooler for easy transport. We also have a round YETI-style bucket cooler with an approximate 45-quart capacity.brbrComplimentary drop-off and pick-up service is included, ensuring a seamless and hassle-free experience during your stay.

Southern Skies, Stylish Home in Old Town Key West

Key West, Florida, United States

3

Bed

Bath

Sleeps

$336.7

Beautiful, newly renovated single story 3 bedroom, 2 bath home is just a short walk to the picturesque sandy beaches of Key West, White Street Pier, Casa Marina resort, and Higgs beach park, with volleyball, pickleball and tennis courts, two playgrounds, two dogs parks, and Salute' restaurant. You'll feel like a local in this well established neighborhood and love waking up to the birds chirping and plumeria blooming in your private backyard overlooking the heated pool!brbrThe bright open kitchen with vaulted ceiling offers a striking contemporary design, well appointed with Samsung stainless appliances, quartz counters, new cabinetry including a double pantry, and wine chiller. The propane oven/range allows for efficient gas cooking for the chef in the group. The kitchen is fully equipped with all the necessary cookware, utensils and small appliances. From the kitchen you transition to the large family/Florida room featuring a large flat screen television, comfortable seating area with fold out queen sized sofa- sleeper, and dining area. There is also a separate utility room with washer and dryer. The Florida room opens to the screened lanai where you will be drawn outside to enjoy the lovely tropical outdoor spaces. The lanai features another dining space, perfect for cookouts, children, or fun times with friends. A new privacy fence and gates encircle the manicured yard, with its sparkling pool and waterfall as well as poolside seating and grilling area. The pool has a water heater/chiller for year round swimming comfort. There's also a convenient Key West type outdoor shower. brbrThe master suite features a King sized bed with flat screen TV, walk in closet, and ensuite bath. Bedroom 2 overlooks the tropical front yard and features two twin beds that are convertible to a King size. Bedroom 3 overlooks the back yard and has a queen sized bed. With a large backyard, and beautiful pool, this spacious, updated home is a Key West jewel- just minutes to Old Town! All combined to create the picture perfect home for enjoyment & entertaining in your own little Island paradise.brbrThis is a private home so all parts of the home and large yard are accessible.brbrPlumeria Paradise is looking forward to welcoming you home for your next stay in beautiful Key West!brbrGuest Access - Our contactless check-in procedure makes check-in easy. Guests will receive an access code prior to arrival.brbr*Rental Must be for a MINIMUM of 28 Days.brbr*One pet, if allowed are subject to a $500 pet fee. Only small well behaved pet please.brbr*Sunset Vacation and Management homes are rented to family groups and responsible adult groups only.brbr*Cooler Rentals AvailablebrbrFor your convenience, we are happy to offer cooler rentals for the duration of your stay for a flat fee of $50. Available options include large insulated coolers in approximately 70-quart capacity (40” x 18”) and 60-quart capacity (24” x 17”), as well as a rolling insulated cooler for easy transport. We also have a round YETI-style bucket cooler with an approximate 45-quart capacity.brbrComplimentary drop-off and pick-up service is included, ensuring a seamless and hassle-free experience during your stay.

Plumeria Paradise, Modern Home Close to the Beach

Key West, Florida, United States

Bed

Bath

Sleeps

$231.03

This charming 2BR/2BA rental is located in the Historic Seaport District offering off-street parking and a prime location. Enjoy nightlife on Duval St or explore nearby shops and restaurants at the Seaport. Nearly 100 years old, the interior features original Dade County Pine walls, high ceilings, and French doors leading to the rear patio. Relax on the front porch and enjoy the quiet lane. Full bathrooms and a bedroom on each floor. Perfect for a serene and convenient stay in old town Key West!brbrWelcome to our wonderful vacation rental, a charming 2-bedroom, 2-bath single-family home located on a quiet lane in the desirable Historic Seaport District of Old Town Key West. This home offers the perfect balance of vibrant nightlife and quaint historical charm, making it an ideal getaway.brbrHistoric Elegance and Modern Comfort:brbrThis nearly 100-year-old home is filled with character and features original Dade County Pine on the walls and some of the flooring, giving you an authentic Key West experience.brbrEnjoy the high ceilings with exposed beams and French doors that open to a shaded patio—perfect for morning coffee or evening cocktails under the stars. The main floor living area has a full kitchen, outdoor dining area, laundry, and open area living room with a sleeper sofa for overflow guests.brbrThe main floor bedroom is bright and airy and features a queen bed, closet and smart TV.brbrThe beautiful downstairs bathroom is newly renovated with a large open shower.brbrThis home boasts original floating wooden stairs leading to the second-floor ensuite bedroom. The primary suite includes a king bed, storage areas, spacious lounging or office area, and tv. The ensuite bathroom has a classic clawfoot tub and was updated with an attached shower.brbrRelax on the front porch and enjoy the tranquility of being tucked away on a private lane.brbrBenefit from the convenience of off-street parking with a designated parking space.brbrThe home has its own walkway leading directly to Eaton Street, just steps away from the famous Old Town Bakery.brbrYou'll be less than a block from the bakery, two blocks from the shops and restaurants at the Seaport, and five blocks from the lively Duval Street.brbrPerfect Location:brbrThis area is ideal for those wanting to walk everywhere in Old Town and enjoy bike rides to the beaches.brbrDespite its central location, the home is down a beautiful quiet ally offering peace and serenity, away from the noise and traffic.brbrEnjoy shared common areas with only one other home, enhancing the sense of privacy and community. Perfect deck space with comfortable loungers and additional outdoor table and chairs.brbrBook your stay in our historic home and experience the best of Key West, blending modern comforts with the charm of a bygone era. Whether you're here for the excitement of Duval Street or the serene history of the Seaport, this home is your perfect Key West retreat.brbrWe use the AIRBNB and Lodgify messaging app as well as text messages to interact with our guests. We typically send your contactless entry instructions on the day of check-in. Depending on when you book, prior messages and texts will outline these additional instructions clearly.brbr*Rental Must be for a MINIMUM of 28 Days.brbr*Only 1 small pet allowed - fee will applybrbr*Sunset Vacation and Management homes are rented to family groups and responsible adult groups only.brbr*Cooler Rentals AvailablebrbrFor your convenience, we are happy to offer cooler rentals for the duration of your stay for a flat fee of $50. Available options include large insulated coolers in approximately 70-quart capacity (40” x 18”) and 60-quart capacity (24” x 17”), as well as a rolling insulated cooler for easy transport. We also have a round YETI-style bucket cooler with an approximate 45-quart capacity.brbrComplimentary drop-off and pick-up service is included, ensuring a seamless and hassle-free experience during your stay.

Seaport Serenity Cottage - Quiet and Quaint

Key West, Florida, United States

Bed

Bath

Sleeps

$216.06

Experience the quintessential Key West lifestyle in this charming one-bedroom, two-bathroom apartment that perfectly balances comfort, style, and convenience. Nestled just one and a half blocks from the famous Duval Street, this property places you right in the heart of downtown Key West, making it an ideal spot for those who wish to enjoy vibrant nightlife, dining, and shopping just steps from their door. Enjoy a stylish experience at this centrally-located place. Welcome to Cozy on Caroline! This delightful, bright and beautifully peaceful one-bedroom, two-bathroom upstairs apartment, perfectly situated in one of Key West’s most desirable locations. Ideal for couples and solo travelers that may have the occasional guest, this property combines comfort and convenience, providing a peaceful retreat just moments away from the city’s vibrant attractions. Apartment Highlights: Loft-Style Bedroom: The spacious bedroom features a queen-sized adjustable bed for optimal comfort. The unique loft design, accessed by a stylish spiral staircase, adds character and a cozy ambiance. The bedroom also includes an ensuite bathroom for complete privacy and convenience. The bedroom has a large smart TV. Living and Sleeping Space: The inviting living room includes a pull-out sofa, making it perfect for accommodating additional guests. The space is designed for relaxation, with tasteful decor that exudes a relaxed Key West vibe. The living room has a smart TV. Full Kitchen and Dining: The apartment boasts a fully equipped kitchen with all the essentials for preparing meals. A high-top dining table for two adds an intimate touch, perfect for cozy breakfasts or romantic dinners. Bathrooms: In addition to the ensuite in the loft, a second full bathroom is conveniently located on the main level, ensuring comfort and ease for all guests. Outdoor Space: Step outside to a small, private patio overlooking the shared pool area. This tranquil spot is perfect for morning coffee or evening refreshments, with the gentle sounds of island life as your backdrop. The shared pool area is designed for relaxation and features a pool, an outdoor shower, and an additional bathroom, offering guests a complete outdoor oasis. Prime Location: This apartment’s location is unbeatable for those looking to experience the best of Key West. Situated just a block and a half from Duval Street, you’ll find yourself immersed in the energy and culture of downtown. Whether you’re here to explore the rich history, enjoy world-class dining, or experience the vibrant nightlife, everything is just a short stroll away. The Key West Experience: With its charming, relaxed atmosphere and distinctive Key West decor, this apartment offers guests a true taste of island living. Perfect for couples, this property is an excellent choice for those seeking a blend of comfort, style, and prime location for their stay in paradise. Book your stay today and experience the perfect home base for your Key West adventure. When booked through Airbnb we use Airbnb messaging app as well as text messages when booked though google to interact with our guests. We typically send your contactless entry instructions on the day of check-in. Depending on when you book, prior messages and texts will outline these and additional instructions clearly.brbrCozy on Caroline is looking forward to welcoming you home for your next stay in beautiful Key West!brbrGuest Access - Our contactless check-in procedure makes check-in easy. Guests will receive an access code prior to arrival.brbr*Rental Must be for a MINIMUM of 28 Days.brbr*Sunset Vacation and Management homes are rented to family groups and responsible adult groups only.brbr*Cooler Rentals AvailablebrbrFor your convenience, we are happy to offer cooler rentals for the duration of your stay for a flat fee of $50. Available options include large insulated coolers in approximately 70-quart capacity (40” x 18”) and 60-quart capacity (24” x 17”), as well as a rolling insulated cooler for easy transport. We also have a round YETI-style bucket cooler with an approximate 45-quart capacity.brbrComplimentary drop-off and pick-up service is included, ensuring a seamless and hassle-free experience during your stay.brbrbrbrbrbr*Rental Must be for a MINIMUM of 28 Days.

Apartment

Cozy on Caroline - Key West Seaport

Key West, Florida, United States

1

Bed

Bath

Sleeps

$350.28

EXQUISIT NEW CONSTRUCTION HOME!!!! brbrDiscover the epitome of modern luxury and comfort at this brand-new exquisite 4-bedroom, 3.5-bathroom home with private pool located in the heart of Key West's prestigious Casa Marina neighborhood. Positioned just a few blocks from the famous Duval Street, this home offers the perfect blend of tranquility and proximity to the vibrant heart of Key West. brbrWelcome to Royal Palm, a 4 bedroom / 3.5-bathroom single family home with private plunge pool** located in the coveted Old Town Key West! Perfectly positioned on Royal Street just 3 blocks from Duval Street and 4 blocks from the Southernmost Point this is the perfect seasonal rental for you and your guests to enjoy. Designed for both relaxation and entertainment, this exquisite property promises a memorable stay for families and groups looking to experience the best of island living. brbrPROPERTY HEIGHLIGHTS: New Construction: Be among the first to experience this newly built masterpiece, where everything from the architecture to the furnishings is fresh and pristine. The attention to detail and high-end finishes throughout the home create an atmosphere of elegance and comfort. brbrELEGENT INTERIOR: Step into an open-plan living and kitchen area, flawless blend of modern design with coastal charm. Stunning wood floors run throughout, setting a warm and inviting tone. The space is furnished with sophisticated and comfortable pieces that make entertaining and unwinding a true pleasure.brbr CHEFS KITCHEN: The gourmet kitchen is a chef’s delight, equipped with stainless steel appliances, quartz countertops, and a large island perfect for meal prep and social gatherings. Fully stocked with everything needed for culinary endeavors, the kitchen effortlessly caters to both casual and fine dining experiences. brbrINDOOR OUTDOOR LIVING: Large glass doors open from the kitchen and living room to a private deck, creating a seamless flow to the outdoor space. The deck boasts a sparkling pool, perfect for cooling off or enjoying evening cocktails. A picturesque tree provides shade and a touch of nature, adding both privacy and tranquility. brbrSPACIOUS BEDROOMS: This home offers four beautifully appointed bedrooms to accommodate up to eight guests comfortably. Two of bedrooms feature luxurious king-size beds and flat screen TVs, while the third is furnished with two cozy single beds and its own flat screen TV. The fourth Guest room is conveniently located on the ground level. This bedroom features a Queen bed with flat screen smart TV and en-Suite with dual vanity & shower. brbrMASTER SUITE: The primary master suite, located on the second floor, features an en-suite bathroom, providing comfort and privacy for guests. brbrMODERN AMENITIES: The home is equipped with high-speed Wi-Fi, smart TVs in every bedroom, and central air conditioning to ensure a relaxing and connected stay. brbrPRIME LOCATION: Positioned just a few blocks from the famous Duval Street, this home offers the perfect blend of tranquility and proximity to the vibrant heart of Key West. Enjoy the sights of the Southernmost Point, just minutes from your doorstep, and experience the ease of walking or biking to nearby beaches, restaurants, shops, and historic sites. This exceptional vacation rental provides a perfect mix of luxury, location, and comfort, making it the ideal base for your Key West escape. brbrLAYOUT MAIN FLOOR- Living Room w/ flat screen TV, large plush sectional and sitting chair Kitchen w/ Dining for 7, Stainless appliances. Large Slider - Opens to rear entertainment deck & pool area, w seating for 4 and gas grill. Powder Room - First floor hall powder room with toilet & vanity Guest Suite - Queen bed with flat screen smart TV and En-Suite Full Bathroom- Dual Vanity & Shower. Large Slider - Opens to rear entertainment deck & pool area. brbrUPSTAIRS Primary Suite- King Bed, Flat screen TV w En-Suite- Vanity, Shower & Toilet Guest Bedroom 2 - King Bed, Flat screen TV Guest Bedroom 3- Two Beds Shared Guest Bathroom for Bedrooms 2 & 3 - Vanity, Shower & Toilet. Washer & Dryer is also located on the 2nd floor landing. Each room is light filled with oversized window's, delicate furniture and comfy beds you will quickly feel at home in this well-appointed bungalow. brbrPARKING: 1 Assigned parking space. brbrRoyal Palm is looking forward to welcoming you home for your next stay in beautiful Key West!brbrGuest Access - Our contactless check-in procedure makes check-in easy. Guests will receive an access code prior to arrival.brbr *Rental Must be for a MINIMUM of 28 Days.brbr*Sunset Vacation and Management homes are rented to family groups and responsible adult groups only.brbrCooler Rentals AvailablebrbrFor your convenience, we are happy to offer cooler rentals for the duration of your stay for a flat fee of $50. Available options include large insulated coolers in approximately 70-quart capacity (40” x 18”) and 60-quart capacity (24” x 17”), as well as a rolling insulated cooler for easy transport. We also have a round YETI-style bucket cooler with an approximate 45-quart capacity.brbrComplimentary drop-off and pick-up service is included, ensuring a seamless and hassle-free experience during your stay.brbrbrbrbrbrWe use a messaging app as well as text messages to interact with our guests. We typically send your contactless entry instructions on the day of check-in. Depending on when you book, prior messages and texts will outline these and additional instructions clearly.

Royal Palm of Casa Marina

Key West, Florida, United States

Bed

Bath

Sleeps

$1793.26

Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale resort ambiance. Here is a retreat where you can slow down and forget the rush and stress of your day-to-day life. Bask beside the lushly landscaped pool that gives you the illusion that you're softly floating on the open sea, grab a snack at Abbey Road poolside sandwich and snack bar or get your blood pumping at the fitness center at site resort Hyatt Key West Resort & Spa.brbrAll of the ultra-spacious, ultra-plush residences at Hyatt Windward Pointe features two bedrooms - the master bedroom with a king bed and adjoining bath outfitted with a walk-in shower and spa tub, and the guest bedroom with a queen bed. Ocean, pool and courtyard views are available, and everyone is sure to take advantage of the convenience offered by a full kitchen, dining area, living room, TV, fully-furnished balcony and complimentary Wi-Fi access!brbrHyatt Windward Pointe Resort's convenient location puts you just minutes from the free-spirited art, music and entertainment scene of Old Town. Or, head over to nearby Smathers Beach, the biggest white sand beach in Key West to rent windsurfers or go parasailing. The keys are also a haven for anglers - shallow flats, mangrove islands, inland channels and open blue waters offer world-classing fishing opportunities. Hoping to test your skills on the green You're in luck - Key West Golf Club is located nearby and is the only Caribbean inspired course in the U.S.brbrRoom TypesbrAll rooms are identical at Hyatt Windward Pointe Resort:brbrbr2 Bedroom Condominiumbr2 Bathrooms, Full kitchen, Sleeps 6brbrOn-Site Features & AmenitiesbrAccessible unitsbrBarbrClubhousebrInternet accessbrMovie rentalsbrOutdoor poolbrRestaurantbrSaunabrShared laundry facilitiesbrWhirlpool/hot tubbrNearby AttractionsbrBoatingbrDrug storebrFishingbrFitness centerbrGolfbrGrocery storebrHikingbrLive entertainmentbrMedical facilitiesbrPlayground areabrRiverbrScuba divingbrShopping areabrSpa servicesbrTennisbrWater skiingbrWind surfingbrPoliciesbrNo PetsbrNo SmokingbrMinimum check-in age: 21brCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbr1. **24-Hour Front Desk & Concierge Services**br- Our dedicated front desk team is available 24/7 to assist with any inquiries, provide information about the resort and local attractions, and ensure your stay is comfortable. Our concierge can help you plan your activities, make reservations, and offer recommendations for dining and entertainment.brbr2. **Housekeeping Services**br- Our housekeeping team ensures that your residence is impeccably maintained. Daily housekeeping is available, as well as turndown service upon request. We also offer additional amenities such as extra towels, toiletries, and bedding.brbr3. **Dining and Room Service**br- Enjoy a variety of dining options, including our Road Poolside Sandwich and Snack Bar. For those who prefer to dine in the comfort of their residence, room service is available, offering a selection of delicious meals and snacks.brbr4. **Recreational Facilities**br- Relax by our lushly landscaped outdoor pool, which offers an illusion of floating on the open sea. Our fitness center is equipped with state-of-the-art equipment to keep you active during your stay. We also have a sauna and whirlpool/hot tub for ultimate relaxation.brbr5. **Activities and Entertainment**br- We offer a range of on-site activities, including movie rentals, and organized events at the clubhouse. For adventure seekers, our concierge can arrange water sports, fishing trips, and scuba diving excursions.brbr6. **Family Services**br- Families are welcome at Hyatt Windward Pointe Resort. We provide cribs and high chairs upon request, and our playground area is perfect for young children. Babysitting services can be arranged for parents who wish to enjoy some private time.brbr7. **Business Services**br- For our business travelers, we offer complimentary Wi-Fi access throughout the resort, as well as fax and photocopy services. Meeting rooms are available for small gatherings or business meetings.brbr8. **Transportation Services**br- We provide shuttle services to and from Key West International Airport. Additionally, our concierge can arrange car rentals, taxi services, and provide information on local transportation options.brbr9. **Laundry Services**br- Shared laundry facilities are available on-site, and dry cleaning services can be arranged through the front desk.brbr10. **Special Requests**br- Our team is here to cater to any special requests you may have, whether it's celebrating a special occasion, dietary requirements, or arranging for in-room spa services.brbr**Local Attractions and Excursions**brbrOur resort's prime location puts you minutes away from the vibrant culture of Old Town, Key West. Explore the art, music, and entertainment scene, or head over to Smathers Beach for water sports like windsurfing and parasailing. Fishing enthusiasts and golfers will find plenty of opportunities to indulge in their favorite activities nearby.brbrAt Hyatt Windward Pointe Resort, our goal is to provide you with a memorable and enjoyable stay. We are here to ensure that every aspect of your visit exceeds your expectations. Should you need any assistance or have any questions, please do not hesitate to contact our front desk or concierge.brbrbrPlease be advised that we cannot assume responsibility for any inconvenience, unavailability,bror interruption of services due to necessary repairs, ongoing improvements, on-sitebrconstruction, closure of amenities, or other circumstances beyond our control. Guests will bebrpromptly notified of any such issues as they come to our attention. Please note that room viewsbrand bed configurations may vary at some resorts while accommodating the same number ofbrguests. We encourage guests to seek clarification prior to booking and to inform us of anybrspecial requests, which we will endeavor to accommodate if feasible. Additionally, all resortsbrrequire a valid ID of the person on the reservation and a major credit card at check-in to coverbrpotential charges for damages, liabilities, and incidentals.

Windward Point Beachfront Resort, Hot Tub, Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$288.3

Our guests are in for a treat at such a bright and beautiful entire first-floor unit in Key West. This inviting two-bedroom bungalow is perfectly situated on a calm and quiet street in Old Town, yet just steps from the historic cemetery and a stroll from ever-buzzing Duval Street. You’ll also have your own off-street parking within the property’s gate, perfect for a smaller vehicle or your golf cart for further cruises (contact our concierge to help you arrange all your rental needs).brbrThe unit itself shines with fun color and vaulted, sunlit interiors. Rocking chairs await you on the front porch, and a sparkling private pool and grill are all yours to enjoy out back. The vibrant citrus orange kitchen is as energizing as a Cuban coffee, and comes fully equipped with a stainless steel refrigerator/freezer and all the cooking essentials. Gather around the dining table for a homemade meal or favorite Key West take-out, then mix a drink under the neon cocktail sign at your personal mini bar.brbrThe open living room is airy and easygoing, with a comfy pull-out sofa ready for weekend visitors or kids tagging along on a longer stay. On either side of the living space, you’ll find two king bedrooms, each designed for maximum comfort and reprieve. Both feature plush king-sized beds, smart TVs, closets, and split-unit ACs to personalize your climate control. The primary suite has immediate access to the pool deck and a sun-drenched en-suite bath. Another full bath is available to the other bedroom and common area.brbrBright, spirited, and simple, this Angela Street retreat is a fantastic place to call “home,” throughout your Key West trip. We look forward to making sure you have a great stay at Sun, Sea, & Citrus. brbrRestrictions: Smoking permitted only outside please. No pets. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.brbrPAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.

Condo

Sun, Sea, & Citrus - Bright 2-Bedroom Monthly Rental in Old Town Key West with Private Pool. Sleeps 5-6

Key West, Florida, United States

Bed

Bath

5

Sleeps

$162.88

This 2 bedroom, 1 ½ bath condo in the Campbell historic building offers a new translation for the word “vacation.” The vocabulary begins behind a white picket fence with a courtyard of cozy cottages nestled around a sparkling pool. The setting is perfect as a postcard: quiet yet located two blocks from Key West’s world-famous Duval Street. Walking, biking, a pedi-cab, or uber work nicely as ways to get around. A coveted parking space for one small vehicle (must be under 16 ft.) is provided. brbrThe story starts at the compound gate. Right inside is a bike rack and lots of green and flower plantings to remind you that you are in paradise. A few steps more bring you to the entrance of this residence. If you turn around, you get the full aha! view of the shared pool. Straight head is the small porch area and another larger, quite charming porch to the side. brbrOnce inside the door, you’ll find the living and dining area which has plenty of natural light, high ceilings, and a glass brick accent wall reflecting light back into the room. There’s plenty of comfy couch and chair seating to make a congenial conversation area. If you are more up for being entertained, there’s a smart TV w/ high speed internet access perfectly positioned for streaming from the seating arrangement. It is equipped with the YouTube TV streaming service which includes the typical expanded basic TV channels plus the ABC, CBS, NBC, Fox and PBS network affiliates from Miami (our broadcast TV market). You can also stream your TV subscriptions or log into your Netflix or Amazon Prime TV accounts. The flatscreen TV sits on an artisan, three-shelf cabinet with ratan-weave doors. The shelves provide space for important things that you want close at hand but don’t want creating clutter in the open. Also in one corner is a table and chairs suitable for meals or for playing cards or board games. Overhead a ceiling fan creates tropical ambience and air circulation. Of course there’s central AC, high-speed internet, three flat-screen TVs, with efficient and attractive ceiling fans throughout. brbrNext in the floor plan is a guest half bath. Then comes the full bath opening out to the den. Here also is a second streaming TV sitting on a roomy storage cabinet. A wardrobe provides room for clothing and office supplies. A daybed provides extra seating or a comfortable accommodation for a third guest. An upholstered conference chair with arms provides the perfect place if someone wants to consult or chat. Also a bookcase stands nearby. It’s a compact, multifunctional room with many windows letting in plenty of Key West’s naturally beautiful light. brbrNext comes the King bedroom again flooded with natural light. A chest with many drawers stands ready to store whatever you need stored and serves as a perch for the third TV. A closet for hanging this and that is partially formed by the unique glass brick wall. brOn to the kitchen…all the appliances you’ll need for cooking and cleanup are supplied in stainless. Cabinets and shelving above and below help avoid clutter. Pots and Pans are artistically hung from the ceiling, as are utensils on the wall. The windows give glimpses of the soothing pool just outside. Faustos, a local grocery store since 1926, is less than a block away if you want foodstuffs to fill up the refrigerator or pantry. All appliances are new in 2024. Or maybe the kitchen will be mostly for warming left overs from meals out at one of the island’s myriad eating establishments.brbrIf you like to swim or are a sun worshiper, you still haven’t explored the best part of this condo: the courtyard and pool. The pool, which is for the exclusive use of Campbell Courtyard guests, is no small dipping or cocktail pool as is prevalent in Key West. Rather, it’s heated (in winter) and generously sized. The pool and deck area are ringed with a white picket fence and plenty of tropical foliage to create beauty, privacy, and a kind of tranquil peace-of-mind that only nature can provide. Chaise lounges and chairs sit invitingly next to the pool, as does a dining table and chairs. If shade is more appealing, claim your spot under the gazabo-style seating area at one end.brbrThe whole set up at Campbell Courtyard is alluring but there’s more--a whole storied island awaiting your exploration: the emerald water of the Atlantic and of the Gulf of Mexico, beaches, conch-style houses, civil war forts, museums, famous hangouts like Sloppy Joe’s, Elvis look-alikes, an expansive waterfront park, and sharks for petting at the Aquarium. From your central Old Town location, most things are easily accessible by foot or bike or the Duval Loop bus. For example the island’s main artery—Duval Street where you’ll find shopping of all sorts, art galleries, tours, open-air restaurants, bars and much more—is less than two blocks away.brbrA few blocks in another direction you’ll find the Historic Seaport with tall ship sunset sails and water sport opportunities like diving, fishing, parasailing, snorkeling, jet-skiing, and more. Or try one of the waterfront restaurants that ring the harbor. Set your timer so you don’t miss the nightly Sunset Celebration at Mallory Square where visitors and locals alike gather to applaud gently as the sun slips below the horizon. It’s a MUST experience.brbrMaybe your taste runs more towards the arts. If so, you’re in the right place for music, movies, plays, art galleries, lectures, and more. If you like beaches, your accommodations are within biking distance to a favorite locals’ beach, Fort Zachery Taylor, where you can rent chairs, umbrellas, and snorkeling equipment. Bathrooms, showers, a snack bar, and picnic tables are also available. Or maybe you’ll decide to skip the beach in favor of exploring the adjacent Civil War-era fort, which was designated a National Historic Landmark in 1973.brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information. Campbell Courtyard COA does NOT allow renters to have pets.

Condo

Authors Retreat - Downtown Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$261.0

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 330 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Southernmost Beach Resort, Classic 2 Queen Rooms – Beach Access & Onsite Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$522.0

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 330 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Relax in Style with 3 Swimming Pools Access and Easy Beach Walks in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$522.0

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 330 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Classic Two Queen at Southernmost Beach Resort - 3 Onsite Pools & Beach Access

Key West, Florida, United States

Bed

Bath

Sleeps

$660.33

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 400 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Partial Ocean Two Queen at Southernmost Beach Resort - Beach Access & Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$660.33

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 400 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Ideal Key West Retreat w/ Pool and Convenient Beach Access for Relaxing Stays

Key West, Florida, United States

Bed

Bath

Sleeps

$549.0

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Tropical Retreat in Key West with Pool Access – Close to the Beach & Attraction

Key West, Florida, United States

Bed

Bath