Vacation Home Rentals By Owner In Key West, FL

$203.6

Renovated Corner Unit

Key West, Florida, United States

This Beautiful one bedroom one bathroom condo was formerly a two bedroom opened up to create a spacious living area. The same square footage as a 2 bedroom. The condo is fully furnished and perfectly located in the Truman Annex, a gated community of private homes and condos within two blocks of Duval Street and Ft. Zachary Taylor State Park (best beach in Key West). This First Floor condo is a part of the Shipyard complex and is located in a very secluded area. The decks and gardens are totallybrbrThis Beautiful one bedroom one bathroom condo was formerly a two bedroom opened up to create a spacious living area. The same square footage as a 2 bedroom. The condo is fully furnished and perfectly located in the Truman Annex, a gated community of private homes and condos within two blocks of Duval Street and Ft. Zachary Taylor State Park (best beach in Key West). This First Floor condo is a part of the Shipyard complex and is located in a very secluded area. The decks and gardens are totally private with no condos behind it so no one will be glaring over or down at you. Few condos can offer this privacy in the Annex.brbrParking notes: There is 1 designated parking space. Vehicles over 18' long or 80' wide are not allowed on property. All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass .All others will be subject to ticketing and/or towing.

1

Bed

1

Bath

4

Sleeps

$874.92

/ Nightly

Private Vacation Home

5BR/5.5BA + Loft, heated pool, steps to Duval- Your Key West getaway

Key West, Florida, United States

Welcome to your dream getaway in the heart of Key West. This spacious 5‑bedroom, 5.5‑bath luxury retreat blends island charm with modern comfort, offering room for everyone to unwind in style. Every bedroom is a private en‑suite, and with two full bedrooms on the first floor, the home is perfect for multi‑generational groups or couples traveling together.brbrUpstairs, a bright third‑floor loft adds even more flexibility, featuring two additional queen beds—a favorite spot for teens, families, or friends who want their own hangout zone.brbrStep outside and discover your own private paradise. The backyard features a sparkling pool (heating available) and a soothing hot tub, creating the perfect setting for morning coffee, afternoon cocktails, or late‑night swims under the Key West sky.brbrInside, the home is designed for gathering. A large eat‑in kitchen with a gas stove makes cooking a joy, whether you’re whipping up brunch or hosting a chef’s dinner. Charming upper and lower porches offer quiet corners to sip, read, or simply breathe in the island breeze.brbrAnd the best part You’re just a short walk to iconic Duval Street—close enough to enjoy the energy, yet far enough to retreat to peace when you’re ready. This is more than a place to stay. It’s where memories are made, laughter echoes, and Key West becomes your

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$611.57

/ Nightly

Private Vacation Home

Location, location, location in the heart of Old Town!

Key West, Florida, United States

Tricksy's Place located in the heart of Old Town, Key West is a perfect retreat to relax, and the perfect starting point to explore all that our beautiful tropical island has to offer. Only one block from Duval St., a short walk to the Southernmost Point, Hemingway House, Key West Lighthouse, and more. Stay in and cook an elegant meal in our modern kitchen, or walk one block to Duval to the many restaurants and bars that Key West is famous for or do some shopping at the numerous unique shops.

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$1122.06

/ Nightly

Private Vacation Home

Truman House - Private Pool Home in the Heart of Old Town Key West!

Key West, Florida, United States

The Keys have some of the most charming, top-rated vacation residences in the world. Truman House, a 1920's Conch home with four spacious bedrooms, three full baths, a dazzling pool, and ample amenities easily qualifies for the list. And as an added perk, this classic pet-friendly home is located on an upscale and tranquil residential street within easy walking distance of all the must-do's in your Key West guidebook. brbrThe design mantra for Truman House must have gone like this: all doors should lead poolside. Even the second-floor master bedroom balcony overlooks this area and for good reason. The very private rear of the home is paradise perfect. It starts with a natural wood deck, one part under an overhang that shades a glass-top table and six cushioned chairs. Just beyond, chaise lounges and chairs dot the open space in case you want to work on your tan, or just open up the green market umbrella for some additional shade. Three steps down bring you to tile decking. To one side is a delightful pergola. At the same end a unique and imposing white tarpon sculpture watches over the heated oversized pool and spa with round fish eyes and open lips. Tropical foliage rings the area, creating privacy and beauty. Swim, float, spa, lounge, barbecue, and eat your feast al fresco at the deck table. Maybe include a glass or two of wine. So many opportunities to enjoy your vacation any way you want.brbrBut let's be practical; you can't spend all your time outside. And that's fine because Truman House offers a bright and spacious interior with high ceilings and a tropical color pallet. Right inside the front door is the great room, including a dining area with a rectangular table and six spindle-back chairs with cushions. Nearby is a large hutch for dishes and knickknacks. The area rug below picks up the Key Lime green walls. This area flows into the living area, also delineated by an area rug over antique wide-plank flooring. A large sleeper sofa and three armchairs circle a coffee table, forming a great conversation area. Sit here to enjoy friends and family. Maybe that means a card game of some sort with a cool glass of ice tea or lemonade. Or maybe you'll prefer to use the family room on the other side of the kitchen for social activities. Lamps and windows provide ample light for the living area, while Florida-themed wall art adds color and interest. A paddle ceiling fan with light whirrs above adding circulation, brightness, and tropical ambience. brbrDirectly behind the living room is a small bedroom with twin beds and dresser with four drawers. A door on one wall leads to the laundry room, which then opens to the pool area. Next comes the gourmet kitchen with plenty of gleaming white cabinetry, butcher-block island, and eat-in corner area. The walls in this room are the hue of a grove-fresh orange. All the appliances you'd expect are tucked in neatly with plenty of counter space for food preparation. Glass doors open wide from here to the deck and pool. The view is spectacular, not to mention the balmy weather the open doors let in. You may even find yourself preparing more food than you had intended on your vacation because the kitchen is so inviting.brbrNext to the kitchen is the family room, painted in fresh lemon yellow. This room has a sofa, armchairs, coffee table, and of course cable, wireless high-speed Internet, stereo, and DVD player. Windows on three walls provide garden views while French doors open on one wall to the deck and pool. Two guest bedrooms account for the rest of the first floor. The first has a king bed and en suite full bath. The second has twin beds with another full bath just steps away, one conveniently accessible from the dining room and bedroom. brbrAt the top of gleaming hardwood stairs, you'll find the master suite. It starts with a small, cedar-lined room that is quite an unusual amenity for Key West: a real walk-in closet. In fact eight people could walk in at once and hang around. The rest of the second floor is the master suite. There are plenty of windows, a queen bed, dresser, side tables, and a full bath with striking ocean blue tiles. Best of all are the French doors to a small deck with table and two chairs overlooking the pool, Jacuzzi, and tropical garden. Maybe like Goldilocks you want to try each of the four bedrooms or maybe you already know this one is for you. This home is Pet (Dog) Friendly**(please see below or our FAQ page for rules and restrictions)brbrWhen you're ready to explore your neighborhood and the rest of Key West, everything is within walking distance. The Historic Seaport is only four streets over. Follow the boardwalk along the Gulf of Mexico to find historic tall ships offering day and sunset cruises or take an all-day ferry excursion to the Dry Tortugas. If you're interested in watersports, there's all kinds like diving, fishing, parasailing, snorkeling, and jet skiing. If you get hungry, a dozen or so restaurants of varying levels of informality ring the harbor. Maybe stop at Schooner Wharf or BO's Fish Wagon for a fresh Mahi sandwich and listen to local musicians. Continue on to Mallory Square where crowds of visitors and locals alike gather to witness the sun sinking into the horizon. Then hang around for the party as artists and street performers entertain the crowd. From Mallory Square, the famous Duval Street is within two blocks in case you're interested in tours, museums, shopping, over two hundred restaurants, and bars. If beaches call to you, there are two within easy biking distance.brbrThe Property may only be used for residential accommodations. No special events, parties, or functions of any kind are permitted on the Property. 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. brbr**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.

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$1367.81

/ Nightly

Private Vacation Home

Conch Cove | Private Oasis with Heated Pool!

Key West, Florida, United States

Conch Cove | Heated Pool & Prime Location!brbrConch Cove is your private oasis in Old Town Key West! This 3-bedroom, 3-bathroom retreat, just one block from bustling Duval Street, offers the perfect balance of luxury, comfort, and charm. Nestled within Key West's enchanting surroundings, Conch Cove ensures everyone can experience the magic of the island in a serene setting.brbrThe Space:brConch Cove features a main house with two King-sized bedrooms, each with an en-suite bathroom, and a cozy living room with a Queen pullout sofa. The fully equipped kitchen has everything you need for cooking, including stainless steel appliances and a Keurig coffee maker. Just steps from the private heated pool, the pool-house suite offers another King-sized bed, en-suite bathroom, and private AC.brbrGuest Perks:brGuests can enjoy lounging by the pool, grilling on the BBQ, and dining al fresco at the outdoor dining table. With a private parking spot, a washer/dryer, and outdoor shower, Conch Cove provides all the comforts of home. The contactless check-in system offers convenience and peace of mind.brbrNeighborhood Highlights:brConch Cove is steps from Key West's top attractions, including the Southernmost Point, Ernest Hemingway Home, and Key West Lighthouse. Whether you're looking for a leisurely stroll or a vibrant night out, you're perfectly located near local hotspots like Blue Heaven and Jack Flats Sports Bar.brbrGetting Around:brWith its central location, many attractions are within walking distance, but renting bikes, scooters, or golf carts makes exploring easy. Need recommendations Just ask!brbrOther Things to Note:br- Private Washer/Dryer: Available for guest use.br- Private Parking: One spot included.br- Pet-Friendly: Two pets (up to 40 lbs) are welcome with a $20 per pet per night fee.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

3

Bed

3

Bath

8

Sleeps

$1416.1

/ Nightly

Private Vacation Home

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

Key West, Florida, United States

REMARKABLE GEM JUST OFF DUVAL ST!brGet lost in this impressive retreat, uniquely designed to capture the true essence of island life within an elegant and upscale setting. A sweet surprise just off Duval St, this lavish and newly renovated creation is perfectly located making this an unmatched Key West escape. Unlike any other home, enjoy your own private gated access to the heart of Duval Street.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brBegin your journey in a bright and cheery open concept Great Room, drawing you in to a worry-free and effortless encounter. An upscale and fully equipped kitchen allows for meal prep that can be enjoyed at the indoor dining table for 6 or casually at the bar top alongside your crafted cocktail just before hitting the downtown action. Plush furniture occupies the living space with a flat screen TV for lazy afternoons in. A convenient powder room is located steps away. A second floor seating area with a sectional couch, table and flat screen TV is the perfect entertaining area for game night. This property is equipped with a Ring Doorbell located next to the front door of the home. brbrSLEEPING ARRANGEMENTS...brTotaling 5 king bedrooms, this home is perfect for bringing all your loved ones together for your Florida Keys story. Two king guest rooms reside on the downstairs level with a shared jack and jill bathroom with a double sink vanity and shower. Head up the stairs to a spacious primary suite with an en suite bathroom with double sink vanities and a shower. The other two guest rooms share a jack and jill bathroom with a shower. All guest rooms come with a flat screen TV with Youtube TV capability. brbrOUTDOOR LIVING...brSliders from the living room open up to your own private oasis with chairs to enjoy your morning cup of coffee and a dip pool that comes heated in the winter months. A stone’s throw distance to a lively nightlife, delectable dining and live music, this home truly has it all. Take the walkway around the home which has private and direct access to everything at your fingertips. brbrPARKING...brA parking space is provided for a compact vehicle, or you could choose to park multiple scooters or a golf cart instead. brbrDISTANCES TO BEACHES...brSimonton Beach is 0.8 mi.brFort Zachary Taylor Beach is 1.2 mi.brSouth Beach is 0.7 mi.brHiggs Beach is 1.2 mi.brSmathers Beach is 2.7 mi.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.brbrEMBRACE THE ISLAND VIBES...

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$302.63

/ Nightly

Private Vacation Home

Hollinsed House Poolside / King Studio / sleeps 2

Key West, Florida, United States

Mingle with other guests around the tropical gardens surrounding the heated pool and sundeck creating the perfect setting for a laid back and quiet afternoon. Enjoy alfresco dining in the tropical gardens while you enjoy the wonderful weather that Key West offers!! brbrThe Carriage House building at the Hollinsed House 1st Floor - Poolside Suite is a large deluxe studio with a king bed, bath and kitchen that is poolside with a great patio area for your morning coffee or evening glass of wine or Margarita! Sleeps 2brbrHave a group coming to Key West Or maybe need just one or two more units Go to Click Here to see All My Rental Listings just above the Map Feature to see the rest of my listings at the Hollinsed House!brbrRATES for SPECIAL EVENTS:brPlease note that rates for Fantasy Fest, Meeting of the Minds (formerly Jimmy Buffet Parrothead Days), Race Week, Thanksgiving, Christmas, New Years, Songwriter's Festival, Memorial Day Weekend, Hemingway Days, and Poker Run all have minimum stays and different rates than are listed on the Rates page of this VRBO listing. brbrDEPOSITS:brA deposit equal to the cost of one half of your stay or one night, whichever is greater, is required to guarantee a reservation. The balance is due 30 days prior to arrival. Sorry, no refunds for early departures.brbrCANCELLATION AND REFUNDS:brCancellations from time of booking to thirty (30) days of arrival date will be charged a $50.00 processing fee per unit rented. All bookings of one week or longer will be charged a $100.00 processing fee per unit rented if cancelled more than thirty (30) days prior to arrival. Cancellations within thirty (30) days of arrival date will be charged for one night per unit rented or may extend their reservation for six months. Cancellations within seventy-two (72) hours to twenty-four (24) hours have a 50% cancellation fee or can be extended for six months. Cancellations within twenty-four (24) hours are non-refundable but will be offered a six-month extension. Sorry, no refunds for shortened stays. We reserve the right, to change your unit number if you are reserving for 3 nights or less.brbrCancellations for Special Events: Fantasy Fest and Christmas/New Years. Reservations of 5 days or longer that are cancelled within 2 weeks of arrival will be charged a $250 cancellation fee. Reservations cancelled within 1 week of arrival will be charged a $500 cancellation fee. Reservations cancelled within 72 hours of arrival are non-refundable. All cancelled reservations will be offered a six-month extension. brbrHURRICANE SEASON CANCELLATION POLICY, EFFECTIVE JUNE 1 -DECEMBER 15TH:brWe do not refund for inclement weather or other circumstances beyond our control. We strongly encourage the purchase of Travel Insurance to protect your vacation investment! In the unlikely event that a hurricane evacuation is ordered while you are a guest, and you have not purchased travel insurance, you will be issued a voucher for the unused portion of your stay. Guests holding a confirmed reservation who are unable to travel to The Hollinsed House because of the closing of the Key West Airport or connecting roadways due to a mandatory evacuation and have not purchased travel insurance will receive a voucher in the amount of the room deposit held. Vouchers are redeemable between June 1 and December 15, up to one year from the issue date, excluding special events and holidays. (Exception: Vouchers issued for cancellations of Fantasy Fest reservations can be applied to future Fantasy Fests in the ensuing two years.) No voucher will be issued if the hurricane is not a threat to Key West and you are unable to travel because of canceled flights or adverse travel conditions outside the Keys. We strongly encourage the purchase of Travel Insurance to protect your vacation investment!brbrbrKeywords: Guest House, Condo, B&B

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$636.56

/ Nightly

Private Vacation Home

**OCEANFRONT OASIS @ KEY HAVEN** Private Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrOCEANFRONT OASIS is a boater’s paradise featuring incredible views, modern decor, and dockage that can handle a mini yacht. This five-bedroom home provides the ultimate escape for those needing a break from their fast-paced everyday life. Imagine yourself relaxing in the pool, soaking up some sun as you gaze across the endless ocean. When it’s time to head inside, your every need will be met with the home’s open layout and sleek, modern decor. Combined with Last Key Realty's Five-Star Guest Services, OCEANFRONT OASIS will treat even the most well-traveled guest to a month they won’t soon forget.brbrTHE LOCATION…brbrLocated at Mile Marker 5, Key Haven is a highly coveted residential neighborhood. The location has a great balance between a secluded community yet only a short drive or Uber ride to the heart of Old Town Key West. Stock Island has plenty to offer if you don’t feel like venturing into Key West proper; you can dine at Stock Island’s famous Hogfish Bar & Grill, Roostica Pizzeria or Chico's Cantina. You can take in a round of golf at the Rees Jones designed golf course or get out on the water by having our concierge arrange a kayak tour through the mangroves or private fishing charter from Hurricane Hole Marina.brbrTHE LIVING AREA & KITCHEN…brbrOCEANFRONT OASIS is a stilted, one-level home that boasts an open layout with the living room, dining room, and a gourmet kitchen as one space. There’s plenty of seating on the large sectional sofa for your whole crew to gather in the living room for game night or to watch your favorite show on the large flat-screen TV. The beautiful kitchen is fully equipped with high-end appliances and has every tool needed to prepare meals from home. The large indoor dining table seats six comfortably, with four additional seats available at the kitchen bar; open the sliding door for another eight seats on the covered porch.brbrTHE BACKYARD, POOL, & DOCK…brbrAs spectacular as the interior is, what truly sets OCEANFRONT OASIS apart is its outdoor space. The turf yard has been carefully crafted to be as elegant as it is modern. Featuring an in-ground pool & hot tub that looks out to the ocean, it’s easy to see why this will be your favorite spot in the house. Plenty of chaise lounge chairs occupy the pool deck and await the sun worshippers in your group. The outdoor shower is perfect for rinsing off after the pool or a day on the boat. brbrLast and certainly not least, is the deep-water T-dock that stretches out from the back of the property. The dock is perfect for keeping your boat or boat rental right in your back yard during your vacation. The size of the boat being docked here isn’t restricted by water depth or length, but rather width. You can fit a 13’ wide boat here, which covers most personal craft up to a mini yacht.brbrTHE ACCOMMODATIONS…brbr** Master Bedroom: King bed, flat screen TV, walk-in closet, and en-suite bathroom.brbr** Second Bedroom: Queen bed, flat screen TV, closet and en-suite bathroom.brbr** Third Bedroom: Queen bed, flat screen TV, closet and en-suite bathroom.brbr** Fourth Bedroom: Double Twin Bunk Beds (4 Twins Total), flat screen TV and closet.brbr** Fifth Bedroom: Queen bed, flat screen TV, and closet. brbrALL LAST KEY VACATION HOMES INCLUDE: brbr** Washer and Dryer br** Central Heat and A/C br** Ceiling Fans Throughoutbr** Flat Screen Cable TVs in Living Room & Bedrooms br** Fully-Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels provided br** Wireless high-speed Internet access and full cable is included br** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list: brbr** Deep Water Boat Dockagebr** Propane BBQ Grillbr** Private Heated Poolbr** Jacuzzi Spabr** Outdoor Showerbr** Off-Street Parking for Multiple VehiclesbrbrOther notes: brbr** 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 12 adultsbr** Pets Considered (No Cats) - Max of 2 pets and an additional fee of $200 per pet will apply

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$1441.18

/ Nightly

Private Vacation Home

Southernmost Sanctuary | Vibrant Oasis Near Duval!

Key West, Florida, United States

Southernmost Sanctuary | Vibrant Oasis Near Duval! Perfect for Groups!brbrSouthernmost Sanctuary is the ideal destination for your next group getaway in Key West! This lively property boasts three private hot tubs, spacious decks, multiple kitchenettes, and six bedrooms that can accommodate up to 24 guests.brbrThe Space:brSouthernmost Sanctuary features six individual suites, allowing flexibility for smaller gatherings while providing the perfect setting for family reunions or larger get-togethers. Just a block away, you'll find the iconic Southernmost Point, a picturesque spot perfect for photos and access to a beautiful beach. The lively attractions of Duval Street, filled with dining and entertainment options, are just a short stroll away. Within the same block, you'll also discover a cafe, convenience store, gift shop, and scooter and bike rentals. Plus, South Beach is only three blocks from your doorstep!brbrGuest Perks:brEnjoy seamless, contactless check-in with our convenient e-lock system. Southernmost Sanctuary is pet-friendly, welcoming up to four small dogs (20 lbs or less) during your stay. Please note that parking is not available on-site.brbrNeighborhood Highlights:brSouthernmost Sanctuary is ideally located to immerse yourself in the vibrant energy of Key West. You'll have easy access to local cafes, bars, and unique shops, making it simple to experience the island lifestyle.brbrGetting Around:brKey West is very walkable, but you can also rent bikes or scooters for exploration. Rideshare options like Uber and Lyft are readily available for your convenience. If you need assistance with parking suggestions, feel free to ask!brbrOther things to Note:br- Shared washer and dryer are available on-site.br- There is no parking on the property. Street parking is available.br- Pets are welcome! Up to four pets (30 lbs maximum each) with a $20 per pet per night fee.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

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Sleeps

$1526.66

/ Nightly

Private Vacation Home

6 BR 6 BA Penthouse Suites on Duval free parking, private pool

Key West, Florida, United States

Summary:brThis can accommodate 24 people, each apartment has 2 beds. You'll have privacy with 6 individual suites each equipped with full Kitchens and private bathrooms. It's a beautiful setting sure to provide lasting memories!brbrThe Space:brPerfectly located between Key West’s famous Duval Street, and a charming residential lane in Old Town, Duval Street Suites offers the best of all worlds. One door leads to lively entertainment, shopping and world famous dining; and the other the door to your own private swimming pool (heated and cooled) and tropical landscaped gardens. Whether you choose to adventure about Old Town Key West or escape to private sunbathing, it can all be done from this truly unique property. If you are vacationing with family and friends, Duval Street Suites offers a truly unique layout with six individual suites - each suite offers a bedroom, private bathroom, dining/living area and full kitchen. Join your family and friends in the outdoor pool area or retreat to one of the spectacular bedroom suites for private time. The layout at Duval Street Suites provides many options for your group. The two front suites overlook Duval Street and are positioned perfectly for watching all of the day or nighttime activities of the world famous boulevard. The 6 one bedroom suites are all individually designed and decorated with about 400 luxurious square feet each to relax and enjoy. Choose your getaway – Paradise Suite, Key Lime Suite, Little Palm Suite, Key West Suite, Cuban Club Suite or Mile Zero Suite. Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings make up each suite.br1.Cuban Club- Queen bed and queen murphy bedbr2.Paradise- King bed and queen murphy bedbr3.Mile Zero-Queen bed and king pullout sofabr4.Key West-King bed and queen pullout sofabr5.Little Palm Island- King bed and king pullout sofabr6.Key Lime Pie- King bed and queen pullout sofabrAll suites are complete with all standard hotel accommodations, including a full private bathroom, fully equipped kitchen, cable television, and internet, and access to two washer and dryers. The private pool area has a BBQ grill, lounge chairs, dining and picnic area, outdoor bar with a TV for your group. The 4 parking spaces in the rear of the property are free of charge for guests. Again, Duval Street Suites offers a unique vacation spot for your group. We are a family locally owned and operated vacation rental.brbrGuest Access:brDuval Street Suites utilizes key-less entry and self check-in. You will have access to free Wi-fi, Hulu streaming service, a private pool reserved for guest staying at the property located directly behind the building. Duval Street is located in the front of the building.brbrThe Neighborhood:brWithin walking distance to several highly rated restaurants, shops, and entertainment venues to meet the needs of all groups and ages. A short 5-10 minute walk will get you to: The Key West Butterfly and Nature Conservatory, Key West Lighthouse, The Hemingway Home and Museum, and Southernmost Point of the Continental USA. Mallory Square, is a 15 minute walk from the property. The street performers, food carts and sunset are sure to leave you with that warm and fuzzy feeling. Duval Street Suites is surrounded by several restaurants within 5-10 minutes of walking such as: Moon Dog Café, DJ's Clam Shack (featured on Food Network's, Diner's, Drive-in's and Dives), Better Than Sex- A Dessert Restaurant, Blue Heaven, Sloppy Joes, Hard Rock Café and many more hidden gems along the way. Close to everything and yet its still quiet and private at the calmer end of Duval Street, but mere minutes away from all the action. Duval Street Suites is close to perfect!brbrGetting Around:brKey West is a small city on a tiny Island. Streets are narrow and often congested with cars, motorcycles, people and chickens! To save money on gas, promote a low carbon-footprint, and to protect our tropical environment, several businesses are dedicated to daily or weekly rentals such as: golf carts, scooters, bicycles, and other types of unique transportation that's efficient and fun. Old Town Trolley Tours, has a hop-on hop-off Trolley that will get you around town with 13 different stops along the route. You can shop, eat, and sight see at your leisure and then board the train for the next adventure. The Conch Tour Train, established in 1958, is a 75 minute historic sightseeing tour that will give you fun facts and history while you tour Key West.brbrOther Things to Note:brDuval Street Suites would appreciate the opportunity to host your stay in Key West! Please feel free to send us an email with any questions or request you may have. We are happy to help! Come relax and let us be a part of your memories for a lifetime.brbrInteraction with Guests:brSelf check-in; contactless brDuval Street Suites office: (305)-240-2470brEmail: Magen@KeysVacation.com

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$1883.45

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Private Vacation Home

~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking

Key West, Florida, United States

THE PROPERTY: Dreams do come true in Key West! As you enter the front gate of this luxury property, you arrive in a private wonderland on the quieter end of Duval Street. Enjoy morning coffee or people watching on the elevated, partially covered front porch. The home’s backyard oasis includes a covered rear patio, a pool with waterfall feature and lush landscaping. A gas grill and outdoor furniture allow you to dine under the stars. Alternatively, enjoy dining in the open chef’s kitchen with adjoining family room. Expansive glass doors allow you to see the kiddos from this spacious area. Stainless steel appliances, 2 Keurig coffee makers,granite countertops with seating, white cabinetry, and an island with gas cook top adorn the kitchen. Friends can help with meal prep while enjoying cocktails and conversation. brbrVacationing with a large family or wedding party Dreaming on Duval will accommodate your crowd. With three levels of gorgeous living there is plenty of space for everyone to stretch out. The first floor includes the family room, kitchen, powder room, and study-a suitable place to work/school virtually or enjoy a quiet read. A first-floor king bedroom with luxurious ensuite bath walk-in shower is ideal for the in-laws.br brThe second floor is home to three additional bedrooms, separated by a hall workspace and full-size washer and dryer. The primary king suite is located at the rear of the home and includes a relaxing sitting area, desk, wet bar, and private balcony overlooking the pool. Its dreamy bath has double sinks, storage, a large walk-in shower, and separate spa tub. The twin bedrooms at the front of the home share a splendid Jack and Jill bathroom with walk-in shower. The sunny third floor with skylights is home to another private king bedroom with ensuite bath, dual sinks, and walk-in shower. It has a sitting area, wet bar, and workspace. Its covered balcony provides a view of Key West’s lighthouse, adding to the dreamy seclusion of your space in the clouds. brDreaming on Duval is a sizable home (approximately 4,000 sq ft) with an ideal layout for larger families, wedding parties or groups of friends. In addition to private spaces and indoor-outdoor living, this designer home with hardwood floors, TVs and ceiling fans is impeccably furnished throughout. Come enjoy this beautiful home away from home on world famous Duval Street! br brBED CONFIGURATION: The first-floor bedroom includes a king size bed and ensuite bath. The second floor includes three bedrooms. The primary king bedroom includes a large ensuite bath and balcony. Two additional twin bedrooms on the second floor share a Jack and Jill bath. Each of these bedrooms has two twin beds that can be converted to kings. The exquisite third-floor king bedroom has an ensuite bath and private balcony. brbrOUTDOOR AMENITIES: The tropical outdoor area has shaded areas for sitting and dining, as well as sunny areas for lounging by the private pool. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. Enjoy the sound of the waterfall feature while sipping on a cocktail or cooking on the gas grill. In no time, you will know why this house was featured on HGTV’s House Hunters. PLEASE NOTE: THIS IS A NON-SMOKING PROPERTY, INSIDE AND OUTSIDE. Additional fees will be charged if evidence of smoking is detected.brbrPARKING: There is designated parking space for one vehicle, which is a luxury in Key West! Plenty of space for scooters or bicycles.brbrLOCATION: Upper Duval Gallery District. Close to the Hemingway House, Key West Lighthouse, Butterfly Conservatory, and many top-notch restaurants, cafés, and bistros.brbrPETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet friendly).brbrSMOKING: This is a non-smoking property, inside and outside.brbr***Guests must be 25 years of age or older unless accompanied by an adult***brbr***Managed by Historic Key West Vacation Rentals***

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Sleeps

$703.13

/ Nightly

Private Vacation Home

Namaste 'The Spirit Within Me Salutes The Spirit Within You'

Key West, Florida, United States

Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom Balinese style home . The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, and Hog's Breath as well as a plethora of delicious restaurants. Venture just a short distance further to Mallory Square or the famous Historic Seaport. It's easy to see why this location is unbeatable. You do not need a car at this location (there is no parking provided) everything is walking distance or a quick bike ride away! The shared compound, of 6 total homes, features a winding brick pathway surrounded by tropical foliage and flowers that lead to a free form unheated pool tucked away in the far side of the gardens. Take a refreshing dip, lounge and catch some sun, or enjoy a good book while being surrounded by beautiful trees and plants. This truly is a relaxing outdoor oasis! Enter through the front gates and walk through the gardens along the pathway as you toss your cares away. Upon entering Namaste's door you'll be greeted by a private courtyard. An small outdoor dining table is surrounded by bamboo, vibrant tropical flowers, lush green plants and trees creating a private outdoor oasis. Meditate on the relaxing sound of the garden's water fountain, take in the scent of aromatic flowers or enjoy a nourishing breakfast among the plants and wildlife. Inside the cottage tranquility and harmony continues with calming hues contrasted with dark wood and reed ceilings. Plenty of windows throughout provide natural lighting and enjoyment of the outdoor gardens from indoors. French doors from the tranquil blue and green living room open to the garden for the ultimate indoor-outdoor living experience. The living room blends ocean tones with the comforts of home with a sofa, chair and television tucked away in a beautiful detailed armoire. The full kitchen features stainless steel appliances, granite counters, and hood range. Just off the kitchen is a full bathroom with shower and slate tiling. Above the kitchen, accessible by spiral staircase, is a lofted retreat area perfect for yogis or readers looking to be warmed by the sun. A bonus rooftop patio is accessible from this lofted space for those seeking a private space for direct sunlight. The serene bedroom is sophisticated yet inviting with king sized bed, television, and plenty of natural light. The en-suite bathroom is spa-like with gorgeous teal glass tiling. In Asian cultures, Namaste means 'the spirit within me salutes the spirit within you'. We welcome you to experience tranquility and harmony at Namaste. Bedding : 1 king bed

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Bath

Sleeps

$333.56

/ Nightly

Private Vacation Home

The Hollinsed House Victorian Delights - Large 1 Bedroom

Key West, Florida, United States

Mingle with other guests around the tropical gardens surrounding the heated pool and sundeck creating the perfect setting for a laid back and quiet afternoon. Enjoy alfresco dining in the tropical gardens while you enjoy the wonderful weather that Key West offers!! brbrThe Hollinsed House's 2nd Floor - Victorian Delights 1BR/1BA with queen bed, large living room (with sleeper sofa), dining area and remodeled kitchen, high ceilings, bright sunshine with many windows. Sleeps 2 - 4brbrHave a group coming to Key West Or maybe need just one or two more units Go to Click Here to see All My Rental Listings just above the Map Feature to see the rest of my listings at the Hollinsed House!brbrRATES for SPECIAL EVENTS:brPlease note that rates for Fantasy Fest, Meeting of the Minds (formerly Jimmy Buffet Parrothead Days), Race Week, Thanksgiving, Christmas, New Years, Songwriter's Festival, Memorial Day Weekend, Hemingway Days, and Poker Run all have minimum stays and different rates than are listed on the Rates page of this VRBO listing. brbrDEPOSITS:brA deposit equal to the cost of one half of your stay or one night, whichever is greater, is required to guarantee a reservation. The balance is due 30 days prior to arrival. Sorry, no refunds for early departures.brbrCCANCELLATION AND REFUNDS:brCancellations from time of booking to thirty (30) days of arrival date will be charged a $50.00 processing fee per unit rented. All bookings of one week or longer will be charged a $100.00 processing fee per unit rented if cancelled more than thirty (30) days prior to arrival. Cancellations within thirty (30) days of arrival date will be charged for one night per unit rented or may extend their reservation for six months. Cancellations within seventy-two (72) hours to twenty-four (24) hours have a 50% cancellation fee or can be extended for six months. Cancellations within twenty-four (24) hours are non-refundable but will be offered a six-month extension. Sorry, no refunds for shortened stays. We reserve the right, to change your unit number if you are reserving for 3 nights or less.brbrCancellations for Special Events: Fantasy Fest and Christmas/New Years. Reservations of 5 days or longer that are cancelled within 2 weeks of arrival will be charged a $250 cancellation fee. Reservations cancelled within 1 week of arrival will be charged a $500 cancellation fee. Reservations cancelled within 72 hours of arrival are non-refundable. All cancelled reservations will be offered a six-month extension. brbrHURRICANE SEASON CANCELLATION POLICY, EFFECTIVE JUNE 1 -DECEMBER 15TH:brWe do not refund for inclement weather or other circumstances beyond our control. We strongly encourage the purchase of Travel Insurance to protect your vacation investment! In the unlikely event that a hurricane evacuation is ordered while you are a guest, and you have not purchased travel insurance, you will be issued a voucher for the unused portion of your stay. Guests holding a confirmed reservation who are unable to travel to The Hollinsed House because of the closing of the Key West Airport or connecting roadways due to a mandatory evacuation and have not purchased travel insurance will receive a voucher in the amount of the room deposit held. Vouchers are redeemable between June 1 and December 15, up to one year from the issue date, excluding special events and holidays. (Exception: Vouchers issued for cancellations of Fantasy Fest reservations can be applied to future Fantasy Fests in the ensuing two years.) No voucher will be issued if the hurricane is not a threat to Key West and you are unable to travel because of canceled flights or adverse travel conditions outside the Keys. We strongly encourage the purchase of Travel Insurance to protect your vacation investment!brbrKeywords: Guest House, Condo, B&B

1

Bed

1

Bath

4

Sleeps

$368.52

/ Nightly

Private Vacation Home

Beautiful Key Haven Home with Pool and Dock

Key West, Florida, United States

Summary:brbrWelcome to your private Key Haven retreat a beautifully remodeled 3-bedroom, 2-bath single-level home designed for effortless island living.brbrbrbrThis fresh, coastal-inspired property offers the perfect blend of comfort and boating lifestyle. With a private dock available for guest use, you can bring your boat and enjoy easy access to the open water — making this an ideal escape during boat season or anytime you’re craving life on the water.brbrbrbrThe spacious outdoor terrace wraps around a heated pool, creating a private oasis for sunbathing, dining al fresco, or unwinding after a day on the water. There’s plenty of parking, so guests with boats, trailers, or multiple vehicles will feel right at home.brbrbrbrInside, the open-concept living, dining, and kitchen area makes entertaining easy and relaxed. Large sliding doors lead directly from the living room to the pool area, blending indoor and outdoor living the way it should be in the Keys.brbrThe home comfortably sleeps families and groups with:brbr• Primary bedroom with King bedbrbr• Guest bedroom with Queen bedbrbr• Third bedroom with bunk beds — perfect for kidsbrbrbrbrWhether you’re planning a family vacation, a boating getaway, or simply looking for a peaceful island escape, this Key Haven home delivers the perfect setting.brbrbrbrA true Keys gem — easy, breezy, and ready for your next adventure. ✨brbrbrbrThe Space:brbrYou will receive 4 digit code prior to your arrivalbrbrbrbrGuest Access:brbrSmart Code LockbrbrbrbrThe Neighborhood:brbrKey Havenbrbr4brbrbrbrKey Haven is one of those low-key, locals-love-it neighborhoods just minutes from Key West — close enough to the action, but far enough to actually hear yourself think. It’s a quiet waterfront community made up mostly of single-family homes, many sitting directly on deep-water canals with private docks.brbrbrbrThis is where boaters feel at home. You’ve got easy access to the Gulf and the Atlantic, and it’s common to see center consoles, sportfish boats, and sunset cruisers tied up behind houses. During season, the energy shifts — fishing tournaments, lobster mini-season, offshore runs — but it still keeps that relaxed, residential feel.brbrbrbrWhat makes Key Haven special:brbrbrbr Wide canals and protected dockagebrbrbrbr ️ Quick boating access to open waterbrbrbrbr Peaceful, residential atmospherebrbrbrbr Just 5–10 minutes to Old Town Key Westbrbrbrbr No tourist crowds, mostly full-time and second-home ownersbrbrbrbrIt’s not a busy vacation corridor — and that’s the point. There are no loud bars or commercial strips here. Just palm trees, waterfront homes, neighbors walking dogs at sunset, and that calm “island neighborhood” vibe.brbrbrbrIf someone wants the Keys lifestyle — boating, pool days, grilling outside, sunset cocktails — but still be able to Uber into Duval for dinner, Key Haven is kind of the sweet spot.brbrbrbrIt’s grown-up island living. Quiet confidence. No chaos. ✨brbrbrbrGetting Around:brbrGetting AroundbrbrbrbrKey Haven is a quiet residential waterfront neighborhood just minutes from Key West, making it easy to explore while still enjoying peace and privacy.brbrbrbr Car RecommendedbrbrWe recommend having a vehicle for your stay. The home offers plenty of parking, making it easy for guests with multiple cars or boat trailers. Downtown Key West and Old Town are only about 5–10 minutes away by car.brbrbrbr Rideshare & TaxisbrbrUber and local taxi services are readily available and provide quick access to restaurants, shopping, beaches, and nightlife.brbrbrbr BikingbrbrFor those who enjoy being active, biking into Key West is an option — just keep in mind it’s a longer ride and best for experienced cyclists.brbrbrbr ️ By BoatbrbrIf you’re bringing a boat, you’ll love the convenience of having dockage at the property. From here, you have easy access to both the Gulf and Atlantic waters.brbrbrbrWhether you’re heading out for dinner on Duval Street or spending the day on the water, getting around is simple and convenient from this location. ✨brbrbrbrInteraction with Guests:brbrSelf check in

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Sleeps

$576.56

/ Nightly

Private Vacation Home

Old Town Bali Hideaway For 2, Just Steps From Duval

Key West, Florida, United States

Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound just one half block off Duval Street next to The Curry Mansion between Duval and Simonton Streets. Ann Street is close to the Historic Seaport for casual dining and water sports activities, Sunset Piers and all the activities of Duval Street including Sloppy Joe's, Hogs Breath and other famous bars, restaurants and attractions of lower Duval. All beaches, activities & attractions are walking distance or a quick bike ride away, you do not need a car. (There is no parking provided)brbrThe Old Town Bali Hideaway studio has a queen-size bed and sitting area, efficient European style kitchen, bath with oversized shower, tiled floors and Bamboo ceilings! Relax in the private fenced in patio courtyard or around the large shared free-form pool and tropical garden. Here at the Old Town Bali Hideaway you will feel as though you are in a peaceful retreat yet step of the property and be apart of all the Key West action. brbrbrKeywords: House

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Sleeps

$157.32

/ Nightly

Private Vacation Home

MONTHLY RENTAL, Old Town Duplex, private backyard, 2 BR/2 BA, pets ok

Key West, Florida, United States

Welcome to Sea Monkey and The Mermaid! Our home is a duplex located in Old Town and full of Key West charm. Both units are 2 BR, 2 BA. Walk to all the amenities that Old Town has to offer. We are located 5 short blocks to Duval and Historic Seaport. This is the listing to rent the upper unit named Sea Monkey. brbrNewly furnished in May 2021. New furniture, new bedding, new linens, fresh paint, 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 Frances, five blocks from Duval and Historic Seaport. Some of the best restaurants in town are within 2 blocks: Seven Fish, Sandy's, Jose's, El Siboney, Ambrosia, Fausto's Grocery store. brbrThis private duplex offers 2 units, an upper (vrbo # 2333364) and a lower (vrbo # 2331506, also a 2 BR, 2 BA, plus queen sleeper). This listing is for the upper unit, but both can be rented together. (Please inquire if interested in both units.) Sea Monkey has 2 bedrooms: one very large master with a king bed and 2 full size closets, and one with a queen bed. Both bedrooms have en suite bathrooms, There is a large bar in the kitchen with seating for 4... or enjoy your meals outdoors on the private covered deck with seating for 6. The living area has plenty of seating with all new furniture. There are Smart TV's in the living room and each of the 2 bedrooms. High speed internet is provided. 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 activities. We offer $150 off our half day charter with a booking. See our website at seamonkeyoceanadventures.com or inquire for questions.brbrPlease inquire if you have questions about Key West Monthly Vacation rentals. City ordinance requires monthly rentals on most homes, though you can stay for a shorter period if you like. It is often more economical to rent a house for a month than a hotel for a week or two. You have more space, the ability to cook in, and space for family and friends to visit during your stay and share the cost.brbrREVIEWS AND EXPERIENCE: I have been managing my own vacation properties for 15 years. Although this is a new property for me, please see my vrbo listings 2331506 and 2038745 for my 5 star reviews and rating as an owner and manager. I am a Premier Host with a 5 star rating and take great pride in my homes.

Bed

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$450.01

/ Nightly

Private Vacation Home

BEACH HOUSE ~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!

Key West, Florida, United States

DETAILS AND AMENITIES...brEnter this inviting open floor plan with incredible natural lighting throughout. Three sets of French doors take you from the living/kitchen space out to the outdoor entertainment area, consisting of a private heated lap pool all to yourself, propane gas grill, swing set, outdoor dining for 4, additional outdoor seating and pool loungers. Wood flooring, high ceilings and breezy ceiling fans in each room will keep you cool and refreshed on a sultry summer's day. Whip up your favorite family meals together in the gourmet kitchen that comes with gorgeous granite countertops, custom cabinetry, updated stainless steel appliances and dining for 6. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrSLEEPING ARRANGEMENTS...brThe downstairs guest room comes with a queen size bed and a private porch. There is a full bathroom just outside of this bedroom with a walk in shower. Upstairs you will find the king master bedroom with an en suite full bathroom that comes with a desirable claw tub, walk in glass shower and washer/dryer set. Adjacent to the master bedroom is an enclosed, air-conditioned Florida room with cozy seating which then leads you out to an additional outdoor, covered balcony with incredible views of the lush tropical pool area. Steps down the hall is another guest room with a queen size bed, an en suite full bathroom with a shower/tub combination and a private, covered balcony area. The colorful, teal-tiled poolside cottage comes with a queen size bed and an en suite full bath with a shower/tub combination, and it is air-conditioned. All bedrooms are equipped with a flat screen TV and ample closet space including the guest cottage.brbrOUTDOOR LIVING...brCool your senses and quench your island craving with this magnificent outdoor space that offers your own exceptional private poolside lounging space. THIS POOL IS ALL YOURS--YOU DO NOT SHARE IT WITH ANYONE ELSE! Take advantage of the additional outdoor dining space for being able to enjoy your fresh catch of the day in the evening hours followed by swimming under the stars. This community’s quaint pathways are just a few steps away from all the island's main attractions. brbrPARKING...brThis home comes with one covered parking space. No trailers, boats, jet skis or motor homes are allowed. No vehicle length over 18’ long, including trailer hitches, or 80” wide is allowed on property. Additional vehicles may park in the Opal Key Resort parking garage just a five minute walk/drive away.brbrPETS...brPets are permitted with a required pet fee. Please provide pet size, breed and age upon booking. brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool Heat brPet fee (if applicable)brbrBOOKING DATES... brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.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 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation.

4

Bed

4

Bath

8

Sleeps

$1451.13

/ Nightly

Private Vacation Home

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

Key West, Florida, United States

Welcome to Bottom’s Up Bungalow — Your Private Tropical Escape in Old Town Key WestbrbrStep into a world of comfort and island charm at Bottom’s Up Bungalow, perfectly situated in the serene Meadows subdivision, just minutes from the vibrant heart of Key West. This immaculate 2-bedroom, 2-bathroom single-family home combines classic Florida bungalow appeal with modern amenities to create an inviting retreat that has earned over 100 glowing five-star reviews from delighted guests.brbrHome Highlights & FeaturesbrbrSpacious & Inviting Living RoombrBright and airy, the living room is designed for relaxation and socializing. Sink into the plush sectional sofa that easily converts into a sleeper for additional guests, or unwind in the comfortable sitting chair while enjoying your favorite shows on the large flatscreen TV. Natural light floods the room through large windows, creating a warm and welcoming atmosphere.brbrElegant Formal DiningbrJust off the living room, the formal dining area comfortably seats four — perfect for intimate dinners or leisurely breakfasts. The classic design complements the polished hardwood floors that flow throughout the home.brbrChef’s Dream KitchenbrThe heart of the home is a spacious, open-concept kitchen featuring generous counter space, high-quality appliances, and all the essential cookware and utensils to prepare anything from casual snacks to gourmet meals. A breakfast bar with stools offers a casual dining option, while the adjacent informal dining nook provides a cozy spot for family meals. Double French doors open onto the poolside patio, inviting fresh air and natural beauty inside.brbrTranquil Primary SuitebrThe primary bedroom is a serene sanctuary, outfitted with a luxurious king-size bed, a sturdy chest of drawers, and a large closet with a full-size washer and dryer tucked inside for your convenience. Step through elegant French doors to the pool and garden, perfect for early morning coffee or evening relaxation under the stars.brbrSpa-Like Primary BathroombrLocated just outside the primary suite, the hallway bathroom boasts a spacious custom shower with sleek tilework, a large vanity with ample storage, and a linen closet to keep all your essentials neatly organized.brbrFlexible Guest BedroombrThe second bedroom features two twin beds that can easily be converted into a king bed upon request, ideal for couples or friends traveling together. This room also includes a chest of drawers, a roomy closet, and a private en-suite bathroom complete with a shower, vanity, and toilet — providing comfort and privacy for your guests.brbrResort-Style Pool & Outdoor LivingbrStep outside to your private tropical paradise. The oversized pool, heated from December through May, is perfect for a refreshing swim any time of year. The attached whirlpool spa (note: not a hot tub) offers soothing bubbles to relax tired muscles. Surrounding the pool is an elevated deck with two sun loungers — ideal for soaking up the Florida sun. Enjoy meals or drinks at the outdoor dining table shaded by an umbrella, or retreat to the custom-built gazebo featuring a wet bar and bespoke seating, making it the ultimate space for entertaining or unwinding.brbrLush Tropical Gardens & PrivacybrThe beautifully landscaped gardens are enhanced by tasteful lighting and privacy fencing, creating a secluded oasis that feels worlds away from the bustle of downtown Key West. The tranquil greenery invites you to savor quiet moments with family and friends in any season.brbrParking & ConveniencebrOne assigned parking space is available in the driveway for your ease and security. Additional vehicles can be parked roadside, subject to availability, allowing you to bring along extra guests or rental cars with peace of mind.brbrPrime Location Near the Best of Key WestbrTucked away on a quiet one-way street within a peaceful community, Bottom’s Up Bungalow offers the perfect balance of tranquility and accessibility. You’re less than one mile from the excitement of Duval Street, famous beaches, and the marina. Enjoy the vibrant nightlife, eclectic dining, and unique shops of Old Town, then retreat to your calm, private sanctuary at day’s end.brbrWhy Choose Bottom’s Up Bungalow brbrWhether you’re here for a romantic getaway, a family vacation, or a fun trip with friends, Bottom’s Up Bungalow provides the perfect home base. With its spacious layout, thoughtful amenities, lush outdoor spaces, and unbeatable location, this bungalow promises a memorable Key West experience filled with relaxation, adventure, and island charm.brbrWe invite you to be our guest and experience the magic of Bottom’s Up Bungalow on your next trip to Key West!

2

Bed

2

Bath

6

Sleeps

$453.5

/ Nightly

Private Vacation Home

**BLUE HERON'S HIDEOUT @ OLD TOWN** Newly Renovated Home & Pool + LAST KEY SERVI

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrNestled in the heart of Old Town Key West, BLUE HERON’S HIDEOUT is a newly renovated ranch-style home that perfectly blends historic charm with modern luxury. Featuring 4 bedrooms each with an en-suite bathroom, a heated pool, home office, and off-street parking, this exquisite home is a private oasis for discerning travelers seeking both convenience and indulgence. Located in the 700 block of Whitehead Street, you’ll be just steps from all that Key West has to offer. Combined with Last Key Realty’s Five-star Guest Services & In-House Concierge, a stay at BLUE HERON’S HIDEOUT offers the best of Key West living – luxury, privacy, and an unbeatable location.brbrTHE LIVING AREA & KITCHEN…brbrStep inside to discover a meticulously designed interior where every detail has been thoughtfully considered. The fresh renovation has seamlessly integrated contemporary finishes with classic Key West aesthetics, featuring a bright, open living area with a large flat screen TV and comfortable seating options. The spacious kitchen is fully equipped with brand-new stainless-steel appliances and all the tools needed to prepare meals from home (that is when you’re not eating out at one of the many delicious restaurants nearby). The indoor dining table seats 6, with additional seating at the kitchen bar. A convenient home office is located just down the hall and provides a private space if you need to get work done during your stay. There’s also a powder room located just off the living area.brbrTHE BACKYARD & POOL…brbrThe heart of BLUE HERON’S HIDEOUT is its stunning outdoor space. A private, sparkling swimming pool invites guests to cool off and unwind. The pool can be heated to your liking and is complete with waterfall and color changing light. Adjacent to the pool, you'll find comfortable outdoor seating, an outdoor shower, and an outdoor dining area with BBQ grill, perfect for al fresco meals and entertaining. Completely fenced in and surrounded by lush tropical landscaping, the backyard is a secluded haven.brbrTHE LOCATION…brbrWith its prime downtown location, guests of BLUE HERON’S HIDEOUT are just steps away from the island's most iconic attractions. Duval Street, with its lively restaurants, bars, and shops, is a short stroll, as are the historic Ernest Hemingway Home and Key West Seaport. Whether you're seeking cultural experiences, culinary delights, or simply a leisurely walk through charming streets, everything is within easy reach. Even though you won’t need a car to get around from this phenomenal location, the long, narrow driveway will accommodate up to two vehicles.brbrTHE ACCOMMODATIONS…brbr** Master Bedroom: King bed, flat-screen TV, walk-in closet, and a gorgeous en-suite bathroom with double sinks and a walk-in shower.brbr** Second Bedroom: Queen bed, a flat-screen TV, closet, and an en-suite bathroom with a walk-in shower.brbr** Third Bedroom: Queen bed, a flat-screen TV, closet, and an en-suite bathroom with a walk-in shower.brbr** Guest House: Located just off the pool area with a Queen bed, a flat-screen TV, closet, and an en-suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen Cable 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 and YouTube TV is includedbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Landscaped Private Yardbr** Private Heated Poolbr** Propane BBQ Grillbr** Off-street Parking in Driveway for Two Vehicles (with vehicle size restrictions - driveway is 8.5ft wide and 47ft deep)br** Electric Vehicle PlugbrbrOther notes:brbr** 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** Pets 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.

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Sleeps

$379.51

/ Nightly

Private Vacation Home

**73 PALMS @ MIDTOWN** Renovated Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbr73 PALMS is a beautifully renovated two-story home offering the perfect blend of luxury, comfort, and island charm. As its name suggests, the property boasts a remarkable 73 swaying palm trees, creating an unparalleled tropical ambiance that immediately transports you to paradise. This meticulously designed 3 bedroom home features a large swimming pool and plenty of off-street parking. Situated in Midtown, 73 PALMS is a short walk or bike ride from the lively attractions of Old Town, the beautiful Atlantic beaches, and a variety of dining and shopping options, while still enjoying the peaceful residential atmosphere of Midtown. Best of all, a month at 73 PALMS includes Last Key Realty’s renowned Guest Services & In-house Concierge, ensuring your Key West vacation will be one you’ll cherish for a lifetime. brbrTHE LIVING AREA & KITCHEN…brbrThe open concept living area on the first floor is bright and airy, decorated with a relaxed coastal aesthetic. The comfortable living room invites relaxation on the plush sectional sofa that sits in front of a large flat screen TV. The fully equipped kitchen with modern appliances makes meal preparation a breeze. The interior dining table seats six comfortably, and a convenient half-bath on this level adds to the practicality.brbrTHE BACKYARD & POOL…brbrThe true highlight of 73 PALMS is its expansive outdoor living space. Step outside to discover a sprawling private oasis centered around the large, inviting swimming pool. Imagine spending your days soaking up the sun in the chaise loungers or taking refreshing dips to cool off after a day of exploring the island. Surrounding the pool, the many palm trees provide both shade and a picturesque backdrop, enhancing the sense of a secluded, tropical haven. Enjoy a poolside BBQ using the propane grill and smoker and the outdoor dining set.brbrTHE LOCATION…brbr73 PALMS is located on Von Phister Street, in a quiet residential area of Midtown, less than a half mile from Higgs Beach, where you can lay on the beach, dine at Salute! or jog with your dog to the Dog Park. Plenty of parking is available for any number of vehicles, mopeds, and bicycles. Best of all, you’re just a few blocks from Old Town and all its attractions.brbrTHE ACCOMMODATIONS…brbr** Master Bedroom: Located on the Second Floor with a King bed, a flat-screen TV, a closet, and an en-suite bathroom with a walk-in shower.brbr** Second Bedroom: Located on the Second Floor with a Queen bed, a flat-screen TV, a closet, direct access to the front balcony, and access to the shared bathroom in the hall with a shower and tub combo.brbr** Third Bedroom: Located on the Second Floor with a Queen bed, a flat-screen TV, a closet, direct access to the front balcony, and access to the shared bathroom in the hall with a shower and tub combo.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen Cable 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 and full cable is includedbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced and Lushly Landscaped Backyardbr** Private Heated Poolbr** Propane BBQ Grill & Smokerbr** Off-street Parking for Multiple VehiclesbrbrOther notes:brbrbr** 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 6 adultsbr** Pets Allowed - Small Dogs Onlybr** 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.

3

Bed

2

Bath

6

Sleeps

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