Vacation Home Rentals By Owner In Key West, FL

Summary:brbrWaterlane House is an inviting waterfront 4-bedroom, 4.5-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Enjoy a private pool and dock, parking, and a pet-friendly gated yard for the perfect Key West retreat. Your stay includes complimentary FYT gym access and custom itineraries to uncover hidden gems and local favorites for an unforgettable experience.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 makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With an oven, stove top, toaster oven, grill, microwave and water dispensing fridge, cooking is a breeze. The high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbr Sleeping up to 10 guest this home features two king beds, four twin beds, and a queen-sized sleeper sofa. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Our dock is equipped with a fish fillet station and hose for an easy clean up after a day at sea!brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.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 levelbrbrbrbrThe 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 Waterlane House. The driveway allows parking for up to 4 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 or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Waterlane House at Lunara Bay

Key West, Florida, United States

Bed

Bath

Sleeps

$1422.5

Summary:brbrEvershore Estate is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community. Perfect for activity and relaxation, it features a private pool and dock, parking, a pet-friendly gated yard, and fitness amenities including a Peloton, free weights, and yoga mats. Tailored itineraries help you uncover hidden gems and local favorites for an unforgettable Lunara Bay experience.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 makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbrThe spacious fenced in yard and gated dock access are perfect for children and your furry friends. Or enjoy an outdoor workout with at-home gym equipment. brbrbrbrEvershore House is a four-bedroom, four-bath home sleeping up to 12 guests with stunning decor. brbrBedroom 1: King BedbrbrBedroom 2: King BedbrbrBedroom 3: King BedbrbrBedroom 4: King bed & twin over twin trundle bedbrbrExtra Sleeping: Queen pull-out couch in the living roombrbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.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 levelbrbrbrbrThe 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 Evershore House, The driveway allows parking for up to 4 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 or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Evershore Estate at Lunara Bay | Wellness Home

Key West, Florida, United States

Bed

Bath

Sleeps

$573.88

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrWINDWARD WAVES is a 2 bedroom, 2 bathroom Bahamian-style cottage featuring an open-concept living area with high ceilings, a fully equipped kitchen, and private back patio. Situated in the heart of Old Town Key West within a secure gated community, WINDWARD WAVES is just steps from world famous Duval Street and the Southernmost Point. Combined with Last Key Realty’s unrivaled Guest Services & Complimentary In-house Concierge, a stay at WINDWARD WAVES will have you feeling refreshed and renewed.brbrWINDWARD PARK COMMUNITY...brbrThe gated community of Windward Park is tucked away a block off Duval Street, and requires a key for access to this small compound. The resort-style community pool is shared with only a handful of homes and is surrounded by chaise lounges that get both sun and shade throughout the day. Designated parking is provided for one vehicle in the private parking lot.brbrTHE LIVING AREA & KITCHEN...brbrUpon entering WINDWARD WAVES, you'll step into the spacious living area with soaring ceilings, plenty of natural light, bright colors, and comfortable furnishings. There’s plenty of seating in the living room surrounding the flat screen TV, including a queen sized sleeper sofa for any extra guests. Next to the living room is the open kitchen, which is fully equipped with all the tools and appliances you'll need to prepare home cooked meals. A dining table sits off the kitchen, with seating for 4. Additional seating for 2 can be found at the kitchen bar.brbrTHE ACCOMMODATIONS...brbr** Guest Bedroom: Located on the First Floor with Two Twins OR One King bed, closet, flat screen TV, direct access to the back patio, and direct access to the second bathroom with a shower.brbr** Master Bedroom: Located on the Second Floor with a King bed, flat screen TV, and an en-suite bathroom with a shower/tub combo.brbr** Living Room features a Queen-sized Sleeper SofabrbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and 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 & YouTube TVbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Community Pool Accessbr** Assigned Off-street Parking for 1 Carbr** Propane GrillbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 4 adultsbr** Pets Not Allowedbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**WINDWARD WAVES @ OLD TOWN** Cozy Cottage Near Duval + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$369.07

Reserve a piece of paradise in our waterfront home. This beautiful home is located just 7 miles from the entrance of Key West in quiet Big Coppitt Key. brThis waterfront home features a deep canal, private pool, and covered patio.brbrThe Palm Suite Features: brKing Size Bed, Large walk in closet, Double Vanity Bathroom Sinks, Shower with Separate Soaking tub. New 55'' Smart TVbrbrThe Starfish Suite Features:brKing Size Bed, Walk in closet, New 50'' Smart TVbrbrThe Octopus Suite Features:brKing Size Bed, Large walk in closet, New 50 Smart TV. This room has private access to 2nd Full Bathroom with Jet Tub.brbrLiving Room: 2 Queen sofa beds and a Loveseat.brbrDining Room: Seating for 10brbrKitchen is well stocked with all the necessary cookware and appliances for comfortable stay .brbrLaundry Room: High Capacity Washer and Dryer, Iron, Iron Board and Steamer for those formal nights out on the town.brbrFishing Amenities: brIce Machine, Bait Freezer, Fish Cleaning Station, 75 Feet of concrete lighted dock.brbrRecreation Areas:brHeated Pool, Separate Spa, Kayaks, Bicycles, Gas Grill and plush garden. brOutdoor Dining for 8brbrUpstair Lanai: brLounge Area and Breakfast Bistro for 2brbrSmart home technology with Google homebrbrbrMaximum Occupancy 8brNo PetsbrNo SmokingbrNo Partiesbrbrbrbrbrbrbr

Fisherman's Paradise on the Water

Key West, Florida, United States

3

Bed

Bath

8

Sleeps

$1205.88

Traditional meets modern in an elegant way, right in the middle of one of Key West’s most historical districts. A stay at this Island Chic property is filled with luxury and personalized touches. A home designed by a local and prestigious architect, amenities here offer a fully bountiful experience of extravagance that will make any visitor feel like a Key West celebrity.brTake a small flight of stairs up to the main floor to find stylish slate floors, professional Viking stainless steel appliances, and a bright and light sitting area. Wood cabinets meet with light furniture to provide an artistic contrast in the room only a designer can produce. A spacious, elevated dining room table completes the open concept look, along with a meticulously made wet bar, wine chiller and separate beverage fridge included. What makes this room unlike any other, however, is the view from the sitting area. Visitors of Island Chic, get their own piece of Garrison Bight, a protected body of water which accommodates the local charter fishing fleet alongside recreational pleasure boaters. This aquatic sight is accompanied by a bustling marina, peaceful highway, and a glimpse into the skyline from the main island. Take in the, offering the daily excitement that Key West provides without ever having to leave your home away from home.brThis diverse view can be seen throughout the entire house, from the living room, to the bedrooms, to the outdoor entertainment area. Make a cocktail at the wet bar, take a step outside on to the balcony with rustic patio furniture, and take a few steps down to find the outdoor living area on the ground floor. Fully equipped with wooden countertops and an outdoor bathroom, this area allows visitors to soak up the sun in their own private oasis. A vibrant and inviting suspended bench is the perfect spot for sipping away and planning a day out on the Island. To top it all off, a quaint pool directly facing Garrison Bight offers a Key West style elevated pool. Ponder about the daily adventures Garrison Bight offers to island natives. Enjoy the tranquility of this view at night, sprinkled with city lights and bright stars. Back inside the home, take the stairs decorated with local artwork up one floor to find two spacious en-suite bedrooms and the laundry room. King size beds with luxury sheets invite deep sleep and sweet dreams. Enjoy the professionally designed showers which make visitors feel like noblemen themselves. Long balconies with lounging furniture, Key West botanicals, and diverse views offer a daily lens into the island life. When the balcony experience has ended, close the blinds for a visitor’s choice of a dark or bright wake up. brWhat completes Island Chic, is the fully elegant and spacious top floor master suite, which is convertible into 4 twin beds. A firm and comfortable king bed, multiple windows, and two built-in closets offer a total superstar stay. A reading nook is tucked into the bay side of the master, with a cozy day bed and natural light that will accompany hours of lounging. The day bed accommodated a trundle, which provide for the optional twin beds. A dignified dressing room, with a large mirror and multiple built-in cabinets, leads the visitor to a fully-equipped en-suite bathroom. With a water closet, bidet, walk in shower built for two, and his and hers vanities, it is certainly the bathroom in the home that evokes jealously. To top off this room, are views of Key West native plants and the Garrison Bight, views just as diverse and enticing as the others, but from a higher perspective. Take a peak on what the day might be like on the Island, with just a flick of a plantation shutters from suite’s view.brIsland Chic offers a customizable luxury that can make any Key West vacation feel more elegant and over the top. With a modern theme that is intricately decorated with traditional finishes, located steps from island history, the glamour of a stay here is challenging not to enjoy.brDOG FRIENDLY. Please contact us to confirm specific pet policies.

Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

Key West, Florida, United States

3

Bed

3

Bath

8

Sleeps

$471.59

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrSOUTHERN STAR is a modern Key West home nestled in the quiet Meadows neighborhood of Old Town that combines the island way and the sweet life of the South. With wide porches, a breezy interior, cathedral ceilings, and an apparent southern charm, it's easy to see where this home gets its name. In addition to its distinct southern features, this home also offers the best of modern amenities, including a beautifully renovated kitchen, a bonus loft, and a private pool and jacuzzi spa. SOUTHERN STAR combined with Last Key Realty's Five-Star Guest Services is sure to make your stay in Key West exceptional.brbrTHE LOCATION...brbrThe Meadows is a residential district of Old Town Key West. This quiet neighborhood with primarily residential homes and noiseless streets is perfect for peaceful evening strolls, but also within walking distance of the commercial area of White Street with restaurants, shops, and Fausto's grocery store. This home is located less than a mile from Duval Street, an easy bike ride or walk any day. Although you won't need a vehicle to get around from this ideal location, there's off-street parking in the driveway.brbrTHE LIVING AREAS & KITCHEN...brbrSOUTHERN STAR has plenty of space for your group to spread out or come together. The spacious living area has a large flat screen TV, which can be viewed from the plush sectional sofa or from the kitchen/bar area thanks to the open layout of the first floor. On the second floor, you'll find a bonus loft with comfy furniture, perfect for slipping away and getting lost in a good book. brbrThe state-of-the-art kitchen is absolutely stunning, with custom cabinetry and commercial grade appliances including a gas range. You'll find all of the tools and equipment needed to create a gourmet meal from home. The indoor dining area provides seating for four and there's additional seating at the kitchen bar for a casual bite. A powder room is conveniently located in the hall.brbrTHE PORCHES & POOL AREA...brbrThe unique front porch of SOUTHERN STAR is a shady place to people watch, with rockers that make you feel right at home in the South. The back yard is surrounded by a tall fence and lush tropical landscaping, which creates a completely private outdoor setting for your group. Splash around in the private heated pool or take a soak in the jacuzzi. On the side of the house is a real Key West treat: an outdoor shower, perfect for rinsing off after a swim or a day at the beach. There is also a propane BBQ grill and two outdoor dining sets for poolside meals.br brTHE ACCOMMODATIONS...brbrAll bedrooms in this home include flat screen SMART TVs, ceilings fans, and ample storage.brbr** Master Suite: Located on the First Floor with King bed and en suite bathroom.brbr** Second Bedroom: Located on the First Floor with a Queen bed and access to the half bathroom across the hall.brbr** Third Bedroom: Located on the Second Floor with a Queen bed and access to the full bathroom is in the hallway.brbr** Fourth Bedroom: Located on the Second Floor with a King bed and en suite bathroom.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen SMART TVs in Living Room & All Bedroomsbr** Gourmet Kitchen with Luxury Appliancesbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access and full cable is includedbrbrIn addition, this fully stocked home includes, but is not limited to, the amenities on this list:brbr** Gated Backyard with Private Heated Pool & Jacuzzi Spabr** Outdoor Showerbr** Propane BBQ grillbr** Kuerig Coffee Makerbr** Off Street ParkingbrbrOther Notes:brbr** In person welcome when possible, after hours check in availablebr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 8 adultsbr** Small Dogs allowed - Max of 2 dogs allowed and an additional fee of $200 per pet will apply

**SOUTHERN STAR @ THE MEADOWS** Private Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$1397.79

GRAND OPENING SUMMER DEALS FOR VINTAGE SOUTHERNMOST COTTAGE...brEnvision sun soaked days under luxuriant balmy breezes in this quintessential conch retreat! This exceptionally located home is a mere stone's toss from famous Duval Street, the perfect setting to satisfy all of your epicurean longings. Delight in being steps away from the Key West Lighthouse and Hemingway Home and Museum. Ease into your most comfy sandals and walk one block to locals' favorite boozy brunch spots like Moondog Cafe, Rams Head Southernmost, and Blue Heaven. Tickle your fancy at the island's sundry bars and restaurants, pulsing with stellar live music, and revel in shopping galore.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brThis 4 bedroom, 4 bath cottage is ideal for large families or traveling couples who want to immerse themselves in authentic tropical living and serene Key West decor. The tasteful and tranquil interior is bathed in natural light, inviting you to bask in countless hours of peace and tranquility. The fully equipped and updated kitchen allows for seamless meal prep and casual dining. The cozy living area invites time well spent with loved ones, watching movie favorites while sipping your iced craft cocktail. A full size washer and dryer reside in the common area for everyone's convenience.brbrSLEEPING ARRANGEMENTS...brThe primary bedroom features a king bed with private entry porch doors and an en-suite shower/tub bathroom with double vanity. The second bedroom offers a queen bed with a mini-fridge and dedicated desk for working remotely, and an en-suite shower bathroom with a double vanity. The third bedroom is located off the kitchen and offers a queen bed. A separate shower bathroom is conveniently located adjacent to this room. The fourth bedroom is a private carriage suite located off the back porch and includes a queen bed with an en-suite shower bathroom. Each bedroom is equipped with a flat screen TV.brbrOUTDOOR LIVING...brLush vegetation and abundant foliage surround this heavenly abode, engulfing your senses in true island bliss. Savor your morning brew on the street-front porch in your favorite rocking chair. Your private backyard oasis awaits you, complete with a charming heated pool for dipping, al fresco dining and outdoor grilling.brbrPARKING...brEnjoy a private parking for one vehicle.brbrPETS...brThis is not a pet friendly homebrbrCONCIERGE SERVICES...brEnjoy our concierge 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, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrNIRVANA NEVER ENDS HERE...

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

Key West, Florida, United States

Bed

Bath

Sleeps

$1251.93

When you enter the gate next to the painted 1306 sign, you’ll find yourself immersed in this one-of-a-kind tropical wonderland. Welcome to the Flower Power House, where Key West’s free spirit lives on in every colorful corner. Built in 1938 and reinvented over decades by its owner-artists, this isn’t your average vacation rental—it’s an ever-evolving, artful hideaway with handmade details and a playful maze-like layout that invites discovery. Each door leads somewhere fun: a cozy sleeping porch, a pastel pink seashell carriage house, or a sunlit loft tucked under open-beam ceilings. Forget hotel perfection; here, charm comes from bespoke creativity and the joy of offbeat island treasures.brbrInside, you’ll find six bedrooms spread across three interconnected spaces. French doors open nearly every room to breezy porches, and no two rooms are alike—think tropical colors, original art, funky shapes and textures, and vintage finds that harken back to the “good ol‘ days” of quite a “hippy” Key West. Play games in the spacious living area under soaring cathedral ceilings, cook together in two kitchens plus a kitchenette, or sneak off to a private nook with a book to unwind. The vibe is eclectic, colorful, and quirky—perfect for guests who appreciate artful character over a predictable, commercialized feel. brbrOutside, you’ll waltz through the thriving foliage crafted by the owner’s own hands—an enchanting backyard full of winding walkways, darting lizards, and layers of tropical plants that feel part garden, part storybook. Covered porches wrap around the home on both levels, inviting long conversations and slow mornings. Just beyond, a massive 40’ swimming pool glimmers in the sun ready for splashing and cooling off. Please note the pool is shared with only the two neighboring townhomes. If you are interested in renting one of the townhomes as well, please inquire about renting our Family Reunion Compound property! This includes both Flower Power House and the Coco’s Poolside Retreat townhome for hosting even more friends and family!brbrThe Flower Power House is truly unique. Tucked in the heart of the White Street Gallery District, you’re a short walk or bike ride to local cafés, art galleries, the beach. Coming back to the Flower Power House after a night out adventuring on Duval Street and beyond is a blast. If you love places that are soulful, creative, and a little askew, the Flower Power House is your perfect home base for making awesome vacation Key West vacation memories!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.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.

The Flower Power House - Boho Beautiful

Key West, Florida, United States

Bed

Bath

Sleeps

$645.62

Coco’s Poolside Retreat is a cheerful three-story townhome tucked inside a private, gated mini-compound in Old Town Key West. Designed as a creative complement to its neighbor, the Flower Power House, this laid-back retreat is situated in a tropical wonderland of a yard and walks right out to a huge, sparkling 40’ swimming pool shared with only two other homes—making it feel both social yet private. With porches on the first and second floors looking right out over the gardens, there’s always a sunny spot to sip morning coffee or evening cocktails after exploring the best of Key West.brbrInside, bright island colors, handmade art, and whimsical details create a fun, welcoming vibe across all three levels. The main floor’s open living area is nice for gathering, with a fully equipped kitchen and half bath. Upstairs, the second floor has a queen bedroom and a separate sitting room with a queen sleeper sofa, both opening onto a wide porch with views of the pool and yard. The top floor has two more bedrooms—one with a king bed and another with two twins (convertible to a king)—plus a Jack and Jill bathroom, making it easy for families or friends to spread out.brbrCoco’s Poolside Retreat feels like a perfect hideaway set off the street and hidden behind the big white gate and lush trees, yet you’re right in the White Street Gallery District. Most of your neighbors are local, full time residents making for a peaceful vibe, but a short walk or quick bike ride gets you to the beaches, art galleries, cafés, and local favorites like Salute on the Beach. It’s a perfect home base for guests who love a tropical, local feel, a bit of whimsy and a great pool. Book Coco’s Poolside Retreat to soak up Key West’s colorful, laid-back spirit, and look into booking the Flower Power House as well, for the complete Family Reunion Compound if the whole crew is coming along!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.

Coco's Poolside Retreat

Key West, Florida, United States

Bed

Bath

Sleeps

$235.0

28 DAY MINIMUM RENTAL! brRENTALS START ON 1ST DAY OF MONTH!brbrHistoric unit - RENTALS START ON THE 1ST DAY OF MONTH!brHistoric Caribbean Cottage is an Historic Bahamian house that has been completely renovated December, 2018. Located on a 2 block long lane situated between Duval Street and Simonton Streets, just off U.S. 1 (Truman Avenue).brbrSit on the front porch with 2 rocking chairs and a porch swing and watch people strolling down the street and listen to the soothing sounds of the blue water fountain in the front garden. There is a bicycle lock up in the front, too. brbrWalk inside the living room and be greeted with “Caribbean” blue walls with a custom made sleeper sofa (5” memory foam mattress) with an under water critter motif. Relax in the blue swivel bucket chair with foot stool while watching the 56” Smart TV to watch sports or your favorite channels. Bring your Sling, Netflix and Prime passwords to watch TV/movies on our newly provided 5G fiber optic WiFi. A small chest with pull out shelf for computer work is also provided as well as office chair. Local art completes the “relaxed” attitude of this living space.brbrThe front bedroom off the hall features a king deluxe memory foam bed, Pottery Barn furniture with pull out baskets under the bed for extra storage. Custom sea glass art by Robin Renee Hix adorns the walls and another 56” Smart TV is on the wall facing the bed. There is a makeup vanity/desk, Pottery Barn closet and storage for your convenience. USB ports are on the bedside lamps and wall. brbrWalk down the hall to the colorful bathroom on the right. Tiled in a rainbow of muted colors, a 17” high toilet for your comfort, shower with magnetic shower head to wash your furry friends if you bring them, Tommy Bahamian body wash, shampoo, conditioner and body lotion is also provided for your total comfort. Beach towels, bath towels in a lovely shade of blue complete this bath.brbrThe custom kitchen with beautiful quartz counter tops will dazzle you! Appliances included are refrigerator/ice maker, garbage disposal, glass top stove and microwave. Everything needed to cook/bake a gourmet meal are provided including blender, food processor, Vita Mix, pots, pans, drink glasses, sharp knives, cutting boards, drip coffee maker, toaster, etc. Sit at the custom 2 person bar for coffee with swivel bar stools and charge phones/pads in the USB ports. There is a Bluetooth speaker there if you want to listen to news or a podcast while enjoying waking up.brbrThe second bedroom/bath is at the rear of the cottage. Walk out the kitchen door under awnings and you will find the second king bedroom which is built over the historic cistern used for water collection in the past. More Pottery Barn furniture features a king deluxe memory foam mattress, bedside tables with USB connections and a large walk-in closet with a barn door covering the opening. On the wall facing the bed is another 56” Smart TV. The bathroom here also has a 17” high toilet with unique turquoise and navy blue glass on the floor. Ever taken an outdoor shower Well here you can in our tropical paradise! Totally private with hot/cold water and Tommy Bahama toiletries, enjoy watching the clouds float by or look at the nighttime stars! The shower also has another door that opens to the pool for your convenience.brbrIn the rear, tropical plants, including many different types of orchids, surround the heated pool which is private for your use from 5pm till 9am. From 9a-5p the Adults only pool is shared with my other guests and the gate is open for their use during this time. A locked gate at the side of the cottage provides privacy in the evenings. There is a second heated pool across the street for your use as well. On the rear deck is a table/6 chairs with a large rectangular umbrella to enjoy a meal outside as well as two outdoor lounge sofas to enjoy drinks and conversations. Washer/dryers are for your use, as well. A gas BBQ grill is on the deck outside the kitchen. brbrOther extras provided are free WiFi, Amazon Alexa’s in each room, central AC/heat, ceiling fans throughout, Dyson cordless vacuum and all cleaning/soap supplies. brbrBook this unit today to insure you have the best location to spend your month of vacation time on the perfect tropical Island getaway. Don’t forget Key West has bus transportation all around Old Town that runs every 15 minutes and we have a stop just a block away!brbrWe look forward to hosting you and making your vacation PERFECT!brbrTwo heated pools, the pool behind Caribbean Cottage is shared with my other guests daily from 9-5p. Your pool is private for your use from 5p-9a. The 4 washers/dryers are for your use. Weber Gas Grill. Bike lockup. The entire home is yours to enjoy.brbrI am always available by text and there are staff available 24/7 to assist you in any way.brbrIn the heart of Historic Old Town, yet quiet and secluded, there is a bike/moped rental at the corner of Center and Truman, a CVS, Drs. Office, Subway and dry cleaners across Truman at the entrance to Center Street. There are multiple restaurants, bars and attractions all around us. The sandy beach on the Atlantic side of the island is a short 5 block walk away with a restaurant/bar on the beach.brbrBike, moped, electric car or FREE bus will get you wherever you might want to go in Old Town plus we are within walking distance of most places you might want to visit.brbrFree wi-fi through out the property!brRental MUST begin on first day of month during Season (Jan-May) for a minimum of 28 days. During other times if the year checkin can be other times of the month.

Caribbean Cottage - 2BR/2BA Sleeps 6, Heated Pools

Key West, Florida, United States

Bed

Bath

Sleeps

$438.15

Welcome to Shipwrecked in Paradise! Historic Key West Eyebrow House with private pool..... ONE block to Duval, the Hemingway House, and the Lighthouse. Four blocks to the Southernmost Point. Our home is full of Key West charm. It was built by shipbuilders in the Classical Revival style called an Eyebrow House that created an awning to block the harsh sun in the late 1800's. Dade County Pine was used throughout, giving it a boat and Key Westy feel.... or shiplap as we call it today!brbrNewly purchased and newly renovated in August 2020. New furniture, new bedding, new linens, fresh paint, new bathroom in master, new outdoor furniture. brbrLive like a local in this renovated, private, historic Key West home located in the heart of Old Town near the corner of Truman and Whitehead, one block off Duval. We are at the quiet end of Truman where it turns into a one-way street. Some of the best restaurants in town are within 2 blocks: Santiago's Bodega, Blue Heaven, Moondog Cafe, Nine One Five, The Green Parrot. The beach at Ft. Zachary Taylor is a quick bike ride away. brbrThis private home offers 3 bedrooms, all with queen beds, and 3 en suite bathrooms. There is a bedroom on the main level and 2 bedrooms upstairs, each with their own staircase leading up to it on opposite ends of the home for complete privacy. There is a large eat-in kitchen with seating for 6... or enjoy your meal outdoors by the pool. The living area has plenty of seating with all new furniture and a pull-out sectional sofa with a queen bed. There are TV's mounted in the living room and each of the 3 bedrooms. Cable and internet are provided. brbrThe outdoor area is a true paradise. Enjoy the heated pool with waterfall and jets, 2 chaise lounges for sunning, and a dining table for 8. There is a private balcony off the upstairs bedroom and an inviting front porch for watching the comings and goings of Key West.brbrWant to get out on the beautiful waters surrounding Key West The Florida Keys are home to the only living coral reef system in the United States and the third largest in the world. Sea Monkey Ocean Adventures offers private trips to snorkel at the reef, cruise around Key West, visit a sandbar, or enjoy a sunset cruise.... or any combination of these activities... See our website at seamonkeyoceanadventures.com or inquire for questions. We offer $150 off a half day charter with your booking.brbrThe house is rented monthly beginning the first of the month. Please inquire if you have questions about Key West Monthly Vacation rentals. City ordinance requires monthly stays on most homes. It is often more economical to rent a house for a month than a hotel for a week or two. You have more space, a private pool, the ability to cook in, and space for family and friends to visit during your stay and share the cost.brbrAdd Florida Sales Tax and Accommodations Tax at 12.5%brAdd a one time cleaning fee of $225brbrREVIEWS AND EXPERIENCE: I have been managing my own properties for 15 years. Although this is a new property for me, please see my other vrbo listings: 2333364 and 2331506 for my 5 star reviews and rating as an owner and manager.brbrCOVID 19: If Highway 1 to Key West becomes closed or if rentals become disallowed during your scheduled stay, you will be refunded 100% if you must cancel.br

MONTHLY RENTAL, 1 block to Duval, POOL, personal resort, 3/3, pets OK

Key West, Florida, United States

Bed

Bath

Sleeps

$1430.96

pClose to the sea, this pet-friendly vacation home brings it all within reach. With the property's convenient onsite parking, you'll be ready to make the quick 2-minute drive to Key West Golf Club or the 3-minute drive to Key West Tropical Forest and Botanical Garden./ppRelax by the communal pool or sip a drink in the garden of this 2894-sq-ft vacation home, which also features a deck or patio and a fitness center. For a change of scenery, come inside and enjoy the WiFi and cable/satellite TV. /ppAs you settle into this 6-bedroom, 6.5-bathroom rental, you'll find a BBQ grill, air conditioning, and an office. Bathroom amenities include a hair dryer and towels. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, an ice maker, and a microwave. And because there's a washer and dryer, you can go a bit lighter on your packing. /p

The Windrose Estate at Lunara Bay

Key West, Florida, United States

Bed

Bath

Sleeps

$351.03

Former residence of an author and decorated accordingly, this cute cottage is quintessential Key West. Perfect monthly rental has two bedrooms, one full bath plus outdoor shower, is an authentic Old Town Cigar Maker's Cottage and the location of the actual writing of Laurence Shames' famous book FLORIDA STRAITS. Key West is a former home of many other authors including Ernest Hemingway and Tennessee Williams and this lovely getaway reflects that heritage in its decor and lending library! Lush foliage and brick meandering walkways surround the swimming and wading pools. Brand new living room furniture and decor in 2019. All new memory foam mattresses. Brand new shower head with features, brand new sink faucet, new ceiling fans as of 1/21, newly finished bar area, brand new hot water heater. WiFi and access to your smart network on roku.Other features of this charming home include hardwood and tile floors, ceiling fans and central a/c in every room, a large eat in kitchen with all appliances and kitchen items/utensils including dishwasher, high ceilings, sun room, and an expansive deck with gas grill perfect for entertaining. In home washer and dryer. This monthly rental property is within walking distance to Truman and Duval streets, Higgs beach pier, local grocery stores, restaurants, shopping, St. Mary's Star of the Sea basilica and the beach! This cottage is perfect for a couple's retreat or a group getaway to remember! Professionally cleaned by a third party service after each guest's stay. Book your dream Southernmost vacation today!

Tropical oasis in a former author’s retreat. Sleeps 4.

Key West, Florida, United States

Bed

Bath

Sleeps

$370.61

Beautiful 3 Bedroom 2 full bath home directly on the water with a full wraparound deck and fully fenced!Get away from it all in this beautiful hidden gem in a quiet neighborhood 10 minutes from the excitement of Key West! Enjoy a drink or have an entire meal with seating for 8 under the spacious tiki hut. Swim in one of the largest and deepest HEATED OR COOLED in-ground salt water pools in the area or stretch out on the sandy beach right by the waters edge! Sit out on the dock and see your own personal sunset every night! Take your boat out! Catch fresh fish for dinner!Take the kayaks out and cruise the bay! Walking distance to world renowned Baby's Coffee or to the local market and the local restaurant with fresh fish caught daily! Tennis courts and a playground within walking distance. All new furniture and appliances. 2 50+ Smart tvs. 2 King Bedrooms, 1 room with 2 twins, 1 queen pullout. Mother in Law suite downstairs features a King bed, full bath and queen pullout along with a full size refrigerator and freezer that has its own separate entrance right by the pool and is completely separate from the upstairs living area. There is also a bait freezer on the property as well. Property is fully fenced with automatic gates and lush foliage all around! Book now for the vacation you will never want to leave. I know I didn't! Inquire today!brbr**Per Monroe County Law, Rentals must be a minimum of 28 days**brbrbrFloors, windows and exterior paint has recently been redone !

Beautiful quiet neighborhood. Sunsets! Huge pool! 10 min to Key West

Key West, Florida, United States

4

Bed

Bath

8

Sleeps

$879.47

KEY WEST IN STYLE...brImagine carefree days in the tropics, spent in the comfort of this exceptionally located retreat with every conceivable amenity, pairing luxury with island bliss. Just blocks to the action on Duval St. and some of the island's favorite bars and restaurants, this abode offers convenience for your every whim. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brStep up to this picture perfect setting surrounded by lush vegetation drawing you into your island dwelling. Find yourself greeted inside with a tastefully decorated and sun-filled Great Room perfect for bringing the family together. Cozy and inviting furnishings surround a flat screen TV for movie and game nights. A fully equipped and updated kitchen allows you to whip up your meals seamlessly for everyone to enjoy around the dining table for 6 or casually at the bar top for 3. brbrSLEEPING ARRANGEMENTS...brHead up to the second level to a king guest room with a flat screen TV, en suite bathroom with a shower and jet tub with an adjoining balcony off the suite. On the 3rd floor you will find a room with two twins that can convert to a king upon request, and another queen guest room across the hall. A shared bathroom lies steps away with a shower. A sofa sleeper occupies the Great Room with the convenience of a powder room nearby.brbrOUTDOOR LIVING...brSoak up sultry sunshine and revel in the island breezes out on the back deck with a sparkling private pool (heated in the winter!) gas grill and seating to dine al fresco with a cocktail in hand. Enjoy swinging on the front porch as you savor your sweet surroundings. This charming Key West townhome ensures a memorable escape as you bask in lazy days indoor or tool around town without any agenda but fun! brbrPARKING...brOne parking space is provided, making coming and going a breeze.brbrPETS...brDogs are permitted and a pet fee is required.brbrCONCIERGE SERVICES...brEnjoy our concierge 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, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrA SOUTHERNMOST SOLACE...

A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$721.82

Everything about this historic Key West tropical gem adds up to make a precious private garden cottage. Sitting in the mature tropical tree garden in the hidden back yard, you would never know you`re just 1/2 block off Duval Street in Old Town Key West. It is indeed rare to find a cottage property in this downtown island location situated on two full private lots with such lush mature tropical landscaping.brbrA focal point of this unique property is the Key West quintessential indoor / outdoor living that makes island life so wonderful. Even though you are located in the down town Key West area, the entire large back garden is made private with high fences and unless you`ve been back in this yard you would never know this spacious garden is here. A redesign of the garden features an adorable tropical living area complete with lounging hammock stretched between a giant gumbo-limbo and grand palm tree. A round stone garden table set amidst a stage of soft river stones and variety of fanciful foliage, makes a relaxing setting to enjoy a garden lunch that you can buy right across the street at Fausto`s Fine Food Palace. At the front part of the garden, next to the cottage, is a wooden pool deck which is joined by sliding glass doors to the interior living room and pool-side bedroom. The wooden deck surrounds the graceful lounge pool which you enter down a graduated underwater stair case.brbrIn contrast to the expansive back garden, the interior sitting room area of the Down Island Digs vacation cottage is made cozy and charming. Colorful walls of Caribbean blue and sage green create the back drop for whimsically framed mirrors that offset the comfy coral colored sofette, fan-back `queen chair` and home spun dining table that command the space between the indoors and outdoors. Then over-sized sliding glass doors open up the back of the cottage by connecting the deck on both sides of the living room to draw guests onto the deck to the outdoors. Chocolate colored wicker outdoor living room furniture provides plenty of pool side seating under a forest green awning to create an irresistible tropical indoor / outdoor living room comfortable for lounging.brbrThe U-shaped kitchen is traditional cottage-style with bright white tiles and light wood cabinets. Adjoining the small dining and living room area, the kitchen is fully equipped, offers a full size electric range, dishwasher, and refrigerator with ice maker and has a nice view of the pool and garden so the cook can be part of the party. The Cottage wooden floors throughout the living room, kitchen, and bedrooms feel nice to bare feet.brbrThe bedrooms have a tropical flare and are comfortable and inviting. The coral colored spacious master suite is toward the front of the cottage and offers a luxurious king size, cottage-style white 4-poster bed, with pillow top mattress, full size sofa sitting area, and wall mounted flat screen TV. The master suite offers an en-suite bath and has direct outdoor access to the front porch of the cottage for sitting and watching the world go by.brbrThe sage-colored pool side bedroom is toward the back of the cottage and offers a queen size bed and bedside TV and DVD player. This bedroom has a view of the pool and sliding glass doors that open out directly onto the pool deck for that quick dip in the morning.brbrInterior Layout: The floor plan of this vintage cottage has been re-worked to focus the main living area toward the back of the cottage so that indoor / outdoor pool garden living is maximized. The cottage is not entered through the front door, but instead is accessed through an extra tall locked green garden gate situated immediately to the left of the front of the cottage. Once through the gate a deck leads to the back of the cottage where you enter to the interior. As you enter the cottage you step into the sitting / dining / kitchen area which also has sliding glass doors on the back wall that lead to the pool deck and garden.brbrProceeding forward, past the dining area, you find the sage colored pool-side bedroom which also has a sliding glass doors leading to the pool. Immediately to the right of this bedroom is a full bathroom just off the open hall. At the end of the hall just past the kitchen, is door to the coral colored master bedroom. Located towards the front of the cottage, the master suite was the original living room space, before the cottage was reconfigured to meet modern requirements of linking the interior to the outdoor pool garden area. An en-suit bathroom joins the master bedroom to the right of the bedroom door.brbrThe front sitting porch, and front door entrance, is visible to the street but has been railed off to block street access and has been re-designed to become a private sitting porch for the master bedroom.brbrNotes: The layout of this cottage makes it ideal for 2 couples or it is a wonderful space for 1 couple or single who want to spread out. The sleeper sofa in the master suite works great for one couple with a child, or for guests who need extra space and do not mind sharing a bedroom.brbrIf you love this cottage but need to sleep more people, you can rent it with the four bedroom Pavilion Villa. You can combine a rental of both properties and sleep up to 12 by renting the Island Rendezvous vacation compound.brbrBedding Summary:brbrMaster bedroom Four Poster king (pillow top mattress) size bed.brQueen Sleeper sofabrSecond Bedroom - queen size bed.brLiving room - twin sleeper sofa.brAmenities: Swimming pool, pool deck, large tropical gardens. New fully equipped kitchen, a/c, telephone, Internet, cable TV and DVD, stereo, washer / dryer. Linens and towels are provided. brbrParking: Private off - Street Parking in lot across the street for one car. If you arrive by car plan to park it in your designated private parking space and enjoy walking or biking around the island.brbrActivities: This property is located right next door to our Pavilion Villa and is just a few blocks from Mallory Square Sunset Celebration, steps from Fausto`s Food Palace for grocery shopping, excellent downtown restaurants, popular clubs, the Historic Seaport, and tropical shops makes this one of the most requested and convenient accommodations in Key West. With the size of the garden in this downtown location we are pleased to offer it as one of our more unique properties available in Old Town.brbrArea: Downtown Old Town Historic Key West. Just one-half block off Duval Street. Walk to all Old Town Key West features. Great restaurants, shops, galleries, clubs, Hemingway House Museum, Light House Museum, Custom House Museum, Key West Aquarium, Ship Wreck Museum. 10 minute stroll from the famous Sunset Celebration at Mallory Square.brbrRestrictions: Smoke free house. Smoking permitted outside only. Absolutely no pets. (Please don`t ask!) This home is offered as an exclusive vacation rental in the most requested location in Key West. 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.brPARKING: There is one (1) parking space only for Down Island Digs, but please note it is NOT the driveway to the left of the house. The parking space is kiddy corner, and across the street from the house. With your back to the house, look across the street and to your right, to see the lot.brbrPark in the space in the lot marked with the parking sign on the fence that reads ‘508 Bahama St.’ DO NOT park in ‘Fausto’s Fine Foods’ parking lot directly across Bahama St. There is a parking attendant who watches nearly 24 hours a day, and if you park there you will be ticketed or towed.brbrShort Driveway in front of the House: There is a short driveway in the front to the left side of the cottage, between this property at 508 Bahama St., and the cottage next door at 510 Bahama St. Notice: This space is for loading and unloading only. This space is too short to park a car in, and if your car hangs out even slightly over the sidewalk, you will most certainly be given a ticket by the diligent parking officers that patrol downtown Old Town Key West. Do not block the gates, or you will be in violation of fire safety regulations.

Down Island Digs - 2BR Cottage 1 Block off Duval Street Key West w/Private Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$608.97

Summary:brbrWelcome to your private Key West retreat featuring two beautifully appointed suites surrounded by a lush tropical garden in one of the island’s most desirable locations. Just a short stroll from White Street Pier and Higgs Beach, this charming property offers the perfect balance of relaxation, comfort, and convenience.brbrbrbrThe home consists of two separate suites, each with its own private entrance, making it ideal for couples traveling together, small families, or friends who appreciate both privacy and shared outdoor space.brbrbrbrThe Palm Suite is the larger of the two and features a comfortable king-size bed and a queen sleeper sofa, providing ample space to relax after a day exploring the island. The suite includes a convenient kitchenette equipped with a mini refrigerator, coffee maker, and toaster, perfect for light meals and morning coffee. The spacious bathroom offers a spa-like feel with a walk-in shower, jetted soaking tub, dual his-and-hers vanities, and a private enclosed toilet room.brbrbrbrThe Banyan Suite offers a similar design in a slightly more intimate setting. This suite features a king-size bed, kitchenette, and a bathroom with a shower, jetted tub, and private enclosed toilet room, along with its own private entrance for added comfort and independence.brbrbrbrBoth suites include assigned off-street parking, a valuable amenity in Key West, and share access to a beautiful tropical garden where guests can relax and enjoy the island breeze.brbrbrbrThe location truly sets this property apart. Just steps away, the iconic White Street Pier offers breathtaking sunrise views and a favorite local spot for fishing and morning walks. Nearby Higgs Beach features sandy shores, waterfront dining, volleyball courts, and historic landmarks. From here you can easily explore the charm of Old Town Key West by foot or bike while still enjoying a peaceful residential setting.brbrbrbrWhether you're visiting for a relaxing beach getaway, a romantic escape, or an island adventure, this property provides the perfect Key West experience with comfort, privacy, and an unbeatable location.brbrbrbrThe Space:brbrThe property offers two separate suites, each with its own private entrance.brbrbrbrPalm Suite is the larger of the two and features a king bed and a queen sleeper sofa, along with a convenient kitchenette equipped with a mini refrigerator, coffee maker, and toaster. The spacious bathroom includes a walk-in shower, jetted soaking tub, dual his-and-hers vanities, and a private enclosed toilet room.brbrbrbrBanyan Suite offers a similar layout in a slightly more intimate setting. It features a king bed, kitchenette, and a bathroom with a shower, jetted tub, and private enclosed toilet room, along with its own private entrance.brbrbrbrBoth suites include assigned parking and share access to a lush tropical garden, creating a peaceful island retreat.brbrbrbrGuest Access:brbrPrivate entrancebrbrbrbrThe Neighborhood:brbrThe property is located in the charming Casa Marina neighborhood, one of the most desirable and peaceful areas of Key West. This historic residential district is known for its beautiful conch-style homes, quiet tree-lined streets, and relaxed island atmosphere while still being close to everything.brbrbrbrJust a short walk away is White Street Pier, a favorite local spot for morning walks, fishing, and watching the sunrise over the Atlantic. Nearby Higgs Beach offers sandy beaches, shaded picnic areas, volleyball courts, and waterfront cafés, making it a perfect place to spend a relaxing afternoon by the ocean.brbrbrbrThe neighborhood also features several parks, tennis courts, and the historic West Martello Tower botanical gardens, all within walking distance. While the area feels tranquil and residential, it is only a short bike or golf cart ride to the vibrant energy of Duval Street, where you will find world-class restaurants, lively bars, galleries, and boutique shopping.brbrbrbrGuests love this location because it offers the best of both worlds—a quiet island neighborhood close to the beach, yet only minutes from the heart of Old Town Key West.brbrbrbrGetting Around:brbrThe best way to get around Key West is by walking, biking, or using a golf cart, as most of the island’s attractions are close together. From the property, guests can easily walk to nearby beaches, parks, and the historic White Street Pier and Higgs Beach.brbrbrbrBicycles are one of the most popular ways to explore the island, allowing visitors to comfortably reach Old Town and Duval Street in just a few minutes. Golf carts, scooters, taxis, and rideshare services are also widely available for convenient transportation around the island.brbrbrbrOther Things to Note:brbrBanyan Jacuzzi button is on the vanity side. Give a door a little push to line up the door when openingbrbrbrbrInteraction with Guests:brbrSelf check in but manager is available for assistance.

Atlantis House Suites

Key West, Florida, United States

Bed

Bath

Sleeps

$295.56

Mojitoville is perfect for the discriminating guest who wants to enjoy close proximity to Key West's Historic Seaport with its fine fishing, restaurants and activities and also to Duval Street. brbrThe perfect location, 1 block to the Eaton Street Seafood Market and Old Town Bakery or 2 blocks to the Conch Republic Seafood Company, Cole's Peace Artisan Breads, Half-Shell Raw Bar, the Boathouse Restaurant, Schooner Wharf Bar and a stroll around the Seaport or just 4 blocks to Duval Street, completely renovated Mojitoville will amaze you with the detailing (beautifully refinished original wooden floors and Dade County pine walls), decorating and attention to detail! On the Historic Register and also sporting an Old Island Restoration Foundation designation, sit on the front porch and watch the world go by or enjoy the totally private landscaped rear deck, heated pool and gas BBQ grill! brbrThe historic cottage features two bedrooms, one with king pillow top bed, 42' wall flat screen TV the other with queen pillow top bed, 42' flat screen TV. Also, the wonderful loft has two twin beds and a private sitting area for relaxing. *We find that the size and layout of the house is best suited for 2 to 4 adults, or 2 to 4 adults + 2 children (that can use the spiral staircase to the loft; there is not a bathroom in the loft). brbrThe master king bedroom features an ensuite bath with shower and hair dryer, the second bath off the hallway and close to the circular stairs to the loft includes a tub/shower, hair dryer and W/D. brbrThe great room at the rear of the cottage has a vaulted ceiling and double French doors across the wall that open to a private deck surrounded for privacy with fencing and tropical foliage, heated pool with table and chairs. The great room consists of a living room and kitchen. The living room features a 32' Phillips flat screen (which is adjustable for sweeping movement and viewing), and comfortable, intimate seating. brbrThe elegant and fully equipped kitchen has a dishwasher, microwave, refrigerator, stove, garbage disposal, glass top stove, stainless steel appliances, quartz counter tops and everything you could desire to prepare a gourmet feast! There is a high pub/dining table in the kitchen area that seats four, as well as a table with 6 dining chairs just through the French doors on the deck.brbrSince Hurricane Irma (2017) we have: replaced all rear area fencing and most rear area plantings; had the pool refinished; replaced the pool filter; had new composite decking installed and repaired the air conditioning. We have also installed a new Bosch refrigerator/freezer, a new dishwasher, new ADA height toilets and a new on demand hot water heater. The living area has a new sofa and leatherette chair and all mattresses were replaced recently. brbrPlease note that we do not rent by the night, only longer term, minimum 28 nights.brbrPets are welcome with pre-approval; they must be at least one year of age, well behaved and house-trained. The pet fee is $200 per pet per stay (i.e. one dog = $200, two dogs = $400). If you have a pet in the house, you will be required to to have a $500 security deposit to cover any excessive cleaning or damage. This will be returned to you (or the balance if fees are incurred) once the house has been checked after you depart. brbrAnd a final note: due to the COVID-19 event we will refund in full all monies paid if the Keys are closed to entry by vacation renters and you are unable to reach our home due to government-imposed travel restrictions.

Mojitoville: 3 bedroom pet-friendly, Old Town, Private Pool, Historic Seaport

Key West, Florida, United States

Bed

Bath

Sleeps

$586.61

Boli Townhouse is an extraordinary WEEKLY rental property that you will enjoy with only a short walk to Old Town and the beach.brbrBoli Townhouse is located in the Truman Annex, a gated community in downtown Old Town Key West. Boli Townhouse IS ONE OF A VERY FEW LEGAL WEEKLY RENTALS. It is a two bedroom (a king bed in each bedroom), two full bath unit with the primary suite on the second floor. brbrThere is a breakfast room, complete galley kitchen, guest bedroom, bath with tub / shower and large L shaped living room on the ground floor. The primary suite on the second floor has a sitting area, flat screen TV and a complete bath with walk in shower. The furnishings are DELUXE; this is not your ordinary rental condo (free secure WiFi, three flat screen TV's, CD player, radio, DVD players with movie library & washer/dryer). Oriental carpets and a great variety of artwork add to the relaxing atmosphere. The outdoor deck has a dining table for six, hammock and lounge chairs for sunning. Boli's pool, is a one minute walk from the front porch, only a splash away!

Boli Townhouse - Luxury WEEKLY Rental in gated Truman Annex-Saturday to Saturday

Key West, Florida, United States

Bed