33040, Florida, United States Vacation Rental Homes By Owner - Page 49

Paradise on Porter is a wonderful vacation townhome located in the desirable Truman Annex area of downtown Key West. This townhome is very convenient to all there is to do in downtown Key West. Leave your car at home because you can walk, bike or scooter to almost anywhere you want to go.brbrThis lovely 2 bedroom, 2 1/2 bath townhome is nicely appointed with stainless steel appliances, a washer and dryer, and a covered seating area outside. The living area has comfortable seating and a flat screen TV. The French doors open up onto the spacious deck and nicely landscaped yard. Upstairs are two bedrooms each with and ensuite bathroom, standard bed, and ample closet space. The laundry is in the upstairs hallway for convenience. brbrThe Truman Annex Waterfront Park is close by with walking paths, open areas to play or relax, or bring the kids to the splash pad or park to play. Fort Zachary Taylor State Park and Beach are also close by and offer picnic areas with grills. The beach areas are great for snorkeling and sunbathing. There are chairs and umbrellas for rent as well as a full concession stand and restrooms.brbrEnjoy the quaintness of this fabulous neighborhood on your next visit to Key West and be right near all there is to do on our island. This is a weekly rental. brOne parking spot per unit - No Trucks or oversized vehicles - Campers or motorhomes not allowed on property. Sorry no pets allowed per HOA.

PARADISE ON PORTER in the Truman Annex

Key West, Florida, United States

Bed

Bath

4

Sleeps

$575.96

Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and sea lovers.brbrThis listing is for a room within a hotel.brbr✦ Your room is 225 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Outdoor shared pool available all year, opened from 7:00AM to 10:00PM.brbr✦ Street parking.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $45.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 per pet, per night plus taxbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.brbr✦This is an adult-only property. Only guests aged 21+ are permitted.

Historic Key West Hideaway – Walk to the Seaport! Outdoor Pool, Free Breakfast!

Key West, Florida, United States

Bed

Bath

Sleeps

$318.32

A Poolside Cabana - Stay at the only 18-hole golf club in the Florida Keys and enjoy the lush tropical foliage and resort style amenities! The properties provide open living areas downstairs and comfortable bedrooms upstairs. Enjoy the balmy southerly breezes across the front or back screened in porches while sipping your favorite lemonade or Mojito and enjoy the relaxing Caribbean lifestyle as your stress melts away. Amenities include two community heated pools, a gym, and parking for up to two vehicles. Small pet considered with owner approval and additional non refundable fee. br**THIS HOME RENTS FOR 28 NIGHTS MINIMUM**

A Poolside Cabana at the Key West Golf Club!

Key West, Florida, United States

Bed

Bath

4

Sleeps

$209.49

Nestled in Key West, this adorable cottage features a cozy bedroom with a king bed, a well-equipped bathroom with a shower and bidet, and an additional office space with a twin bed. Guests can enjoy amenities like AC, a hair dryer, and an iron during their stay. With its fantastic location and lovely interior, this charming retreat is the perfect spot for a relaxing getaway. It's easy to see why you'll be able to unwind at our place.brbrTucked away on one of the best streets in Old Town Key West, this Rear house is a beautifully remodeled 1 bedroom + (bonus room), 1 bath residence offering the perfect balance of central location and local charm. Framed by four sets of French doors, the space is showcased by natural light, highlighting the home's contemporary design. The private outdoor patio, surrounded by tropical landscaping, provides an inviting space. Located within walking distance from Duval Street!brbrBonus RM has TWIN bed

Cottage

Quaint Key West Escape Old Town - Local Living

Key West, Florida, United States

Bed

Bath

Sleeps

$240.32

Welcome to Keys to Paradise – Your Cozy Retreat in the Heart of Key West!brbrLocated in the charming Shipyard Condominium Complex at Truman Annex, this quaint and well-appointed first-floor condo offers the perfect blend of comfort and convenience. Featuring two bedrooms and one bathroom, it’s ideal for families or friends looking to explore Key West’s best attractions just steps away!brbrInside Your Home Away From Home:brbrSpacious Living Area: Relax on new full-size sofa (sleeper included), two comfy chairs, and enjoy your favorite shows on the 50” flat screen TV.brbrDining Room: Full-size table with seating for four—perfect for meals or game nights.brbrFully Equipped Kitchen: Includes refrigerator, dishwasher, oven, coffee maker, blender, toaster, and all the essentials you need.brbrGuest Bedroom: Two twin beds that can convert into a king on request, a closet, dresser, full-length mirror, and a flat screen Firestick TV.brbrMaster Bedroom: Queen bed, 50” flat screen TV, closet, dresser, and full-length mirror.brbrBathroom: Full-size shower/tub combo, vanity, and toilet.brbrLaundry Closet: Washer, dryer, and cleaning supplies for your convenience.brbrStep Outside:brbrEnjoy a huge back deck with seating, a table, umbrella, and two cruiser bikes to explore the island. Lush, mature landscaping surrounds the condo, creating a serene environment with walking paths and easy pedestrian access through Truman Annex.brbrCommunity Perks:brbrAssigned parking spot right in front of your unit.brbrSecure gated community with code entry.brbrPool area with loungers, towels, and restroom access.brbrAccess to Truman Annex pedestrian gates via foot gate keys.brbrPrime Location:brbrWalk or bike less than 2 blocks to Truman’s Little Whitehouse and the iconic Green Parrot. Less than 1 mile from Fort Zachary Taylor Beach, Mallory Square, Duval Street, the Southernmost Point, Hemingway House, and more!brbrLeave your car behind and enjoy Key West at your own pace. Whether it’s your first visit or a beloved return, Keys to Paradise offers the ideal home base for your unforgettable island getaway.

Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom

Key West, Florida, United States

Bed

Bath

Sleeps

$512.28

Enjoy this classic floating home all to yourself! This home can accommodate up to four guests and has two bedrooms and one bathroom. It’s perfect, far away from the busy and noisy city. Amazing and quiet area where you can enjoy gorgeous sunsets and sunrise.brbrHouseboat powered by solar panels and generator.brbrThe master bedroom located in the end of the hall has a queen-size bed, three big windows with the wonderful view on the water. The Houseboat has nice porch with comfortable hammock and spectacular view of the channel in the ocean.brbrMeanwhile, in a second room there is Modern Convertible Folding Futon Sofa Bed full size and TV connected to Google Chrome, table games and books.brbrOther amenities you’ll surely enjoy are the WiFi, laptop-friendly workspace, and a kitchen with basic utilities. brThere are also two kayaks, that you can use as well to explore local area by using mangroves trails.brThe home is very cozy, spacious, and you’ll just love relaxing on the roof.brbrIt’s definitely a different kind of experience you’ll enjoy. brYou will have unforgettable experience!

House Boat

Beautiful Houseboat in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$393.08

Located in The Colony, a secluded compound just steps from Duval Street, Colony Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork. A vaulted ceiling with exposed beams and huge transom windows that extend all the way to the tip of the roof add a bright and airy feeling to the cozy space. brbrThe fully appointed kitchen is attached to the living area and features a generous sit-down bar and charming open shelving. Through the French doors lies a private deck for sunning, relaxing and al fresco dining.brbrThe bedroom is accented with wainscoting and features cathedral ceilings, a king size bed, and flat screen television. brbrBack outside the front door is a porch with Adirondack chairs for enjoying a morning Cuban coffee or a twilight glass of wine amongst the palm trees. The huge Colony swimming pool, which is shared with other residents, is located just steps away. Beaches, shopping, and award-winning restaurants are just a short walk or bike ride from your front door.brbrIf you are staying with a large group, please note that Rent Key West Vacations has two other similar properties to rent within this compound- Colony Sunset and Colony Calypso.brbrBedding: 1 king, 1 sleeper sofa

Cottage

Colony Poolside: A charming bungalow near Duval Street

Key West, Florida, United States

Bed

Bath

Sleeps

$415.35

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrBOAT SLIP INFORMATION:brOne boat slip is included with this Retreat. Each Retreat can only accommodate one boat; no exceptions. Trailer parking is not available on property. Trailer parking and additional boat slips are available across the harbor at the City of Key West Marina. Please contact the dock master’s office to make arrangements for trailer storage and/or additional boat slips atbrbrFEATURES:brBedrooms: 2 ( 1 king, 2 queens in 2nd bedroom) -THE SLEEPER SOFA IS NOT RECOMMENDED FOR ADULTSbrBathrooms: 2 en suitesbrLocation: Garrison Bight Marina off Eisenhower DrbrSquare Feet: 1215brParking: 2 parking spaces includedbrAmenities: Wifi, TVs, in-unit laundry, 1 complimentary boat slip, water viewsbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.

Antigua Retreat- 2BR 2BA waterfront condo w/ pool & boat slip

Key West, Florida, United States

Bed

Bath

Sleeps

$185.07

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrThis property is a 30 night minimum. Boat slips available for rent! Inquire with us. brbrFEATURES:brBedrooms: 2 (1 queen and 1 queen)brBathrooms: 2brLocation: Old TownbrSquare Feet: 1461brParking: Off street parking in gravel drivewaybrAmenities: Wifi, TVs, in-unit laundry, small fenced backyard, shared poolbrbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.

Pearl in Paradise-Charming 2bed 2bath Old Town home w/ shared pool, parking

Key West, Florida, United States

Bed

Bath

Sleeps

$832.97

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrFEATURES:brThis unit is a 2 story condo (both bedrooms upstairs).brBedrooms: 2 (1 queen and 2 twins, sleeper sofa only recommended for children)brBathrooms: 2.5brLocation: Located on Duval StbrSquare Feet: 1240brParking: One assigned parking space in gated garagebrAmenities: Wifi, TVs, in-unit laundry, shared pool, balconybrbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.

Duval Square Condo-2 bedroom 2.5 bath, w/pool, parking, on Duval St

Key West, Florida, United States

Bed

Bath

Sleeps

$589.32

Unique oceanfront living only 65 feet from the Atlantic!brbrThe Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. brbrThis spacious 2 bedroom unit features a large oceanfront balcony accessed from both the living/dining area and master bedroom. The unit features central heat/air, WiFi, cable TV, washer/dryer, a well equipped kitchen, 2 baths, security entry, one reserved parking space in the cover garage area and elevator access.brbrResort amenities include two ocean side pools (one heated), tennis court, outside cooking facilities, workout room and sauna. NON SMOKING Sleeps 4-6brbrPlease note; the Key West Beach Club Condo Association requires additional registration, which includes providing copies of photo IDs for everyone over the age of 17, in advance of your arrival. Details will be provided along with your RKWV rental agreement.brbrNO CHECK-INs ALLOWED AFTER 10 p.m. at the Key West Beach Club.brbrBedding: 1 king, 1 queen, 1 twin, 1 sofa sleeperbrbr*Disclaimer: Due to the property's oceanfront location, please be aware that Key West experiences seasonal occurrences of fermenting turtle grass along the south shore of the island brought on by our southern winds in the summer. This is a natural phenomenon that is outside of our control.

Beach Club #103 - Unique oceanfront living with breathtaking views

Key West, Florida, United States

Bed

Bath

Sleeps

$885.94

3 bedroom 2 bathroom Ocean front condo. Full service marina on site. Restaurant/bar on site. Pool and spa Optional 50’ boat slip for additional rental. Balcony over looks the ocean. One private parking space.

3 bedroom 2 bath Ocean front condo on marina with opt boat slip.

Key West, Florida, United States

5

Bed

Bath

8

Sleeps

$479.22

“Richley individual” yet “classic Key West” are phrases that echo from Boomerang Boathouse, a 4 bedroom, 2.5 bath home with a fabulous deck, pool, and tropical gardens. Located on a tree-lined street in the fashionable Meadows neighborhood, this property offers your best life whether that’s relaxing out-of-doors or in-doors or midway between under the open-air covered space so perfect for socializing and dining no matter what the weather. The house is located a few blocks from the White Street corridor of galleries and multiple food options and just a walk or bike ride to the world-famous Duval Street. brbrBeyond the charming white picket fence and narrow, brick-lined garden walkway is the two-story house with double front porches. Up four steps brings you to the first floor porch and chairs. Perhaps sit here with a cup of coffee or to watch locals leisurely stroll by walking their dogs. brbrAs is frequent in Key West floor plans, bedrooms are up front to leave ample room for the social areas—kitchen and the pool area—in the back. True to form, the first room inside the front-foyer alcove is a queen bedroom accessible through impressive white double wooden doors. Four windows in the room guarantee plenty of ambient light with darkening shades and drapes for when appropriate. Bedside tables and a six-drawer dresser provide space for clothing and vacation accoutrements. A flatscreen TV sits on the dresser in the perfect location for viewing from the ultra-comfy bed. A Florida ceiling fan with light globe hangs above with attractive hardwood floor below.brbrAcross the hall is a nicely appointed guest half bath. And back on the same side is the kitchen which, because of the open floor plan, also flows easily into the living area then flows into the outside pool oasis. brbrThe kitchen is perfectly designed to be easy to use and a snap to clean up. All the cooking and eating utensils you would need are put away behind cherry cabinets to retrieve easily when you are ready. The counters are granite. Above whirs a ceiling fan, with two windows, stainless steel appliances, and oodles of cabinets below. For maximum comfort, an anti-fatigue standing mat covers a lot of the wooden floor here. In a town famous for its restaurants, your vacation culinary efforts might be just warming up leftovers from an exquisite meal out the night before. Or you might decide to grill some local fish and veggies on the gas BBQ. Two bar chairs on one side of the counter make the ideal place to sit for coffee and maybe a pastry from one of Key West’s fabulous bakeries.brbrThe living room, with couch, two chairs, and a small coffee table offers a delightful area for socializing or watching sports or a movie on the large flat screen TV. Of course, there’s central AC, high-speed internet, and cable TV at your fingertips. The ceiling fans here, as throughout the house, circulates air and adds a touch of beauty and island style. As a decorative and structural feature, the much-coveted Dade County Pine walls are impressive here as well as throughout the home.brbrOne wall in this room is composed of three large glass and wooden French doors opening onto the deck, pool, and tropical gardens. A roof extension from the house provides a covered area right on the other side of the glass wall. With cushioned seating and large wrought iron dining table, you may find yourself spending most of your time here talking, playing cards, maybe BBQing something luscious. Except, that is, for the times you spend swimming or floating in the temperature-controlled pool. Or the times you sit in one of the Adirondack chairs facing the pool to work on a tan or to watch puffy white clouds float over in a blue sky. Midday the landscape palms cast an occasional palm frond reflection on the sparkling surface of the pool. It’s your own private piece of paradise. Two sets of fences and a perimeter of green foliage create privacy and security. brbrThere will come a time in the evening when you are interested in sleeping. For that time of night there’s the first-floor bedroom or one of the three bedrooms up a grand staircase to the second floor. Front and center on the second floor is the door to the balcony. Like the porch on the first floor, this is a great spot to sit and enjoy nature. It feels like you are suspended in the treetops but still have a view of comings and goings on the street below. The second door opens into the second queen bedroom with a closet, chest of drawers, copious windows, and a delightfully comfortable bed. A similarly delightful bedroom follows. Both have easy access to a full bath accented with blue and white ceramic tile. And at the back of the second floor overlooking the pool is an impressive master bedroom. It features an inviting King bed, ensuite bath, laundry closet with washer and dryer, and plenty of storage for clothing and other travel accoutrements. As with every other bedroom, this one features a flat screen TV perfectly positioned for viewing from the bed.brbrDon’t rush (because no one rushes on a tropical island), but when it’s time to explore the island, you’ll find yourself conveniently located a few blocks from the White Street corridor with shops, galleries, and good eating. To your left as you face White and down seven or so blocks is the White Street Pier which juts out a quarter mile into the Atlantic. Turning to the left and down five blocks or so puts you a block away from the Gulf of Mexico. But the most fun street is the world-famous Duval which runs the whole width of the island from beach to beach. Here’s where you’ll find what Key West is famous and infamous for: tours, beaches, museums, water sports, shopping and bars. Maybe visit the Aquarium where you can pet a shark. Or let butterflies land on your shoulder at the Butterfly Conservancy. Numerous restaurants, many with open-air seating, some right on the water, offer a plethora of food and drink options. The island also offers plenty of cultural activities as well such as live music, art exhibitions, and plays. Perhaps catch a movie on one of the three screens at the Tropic Cinema. Or stop in at Books & Books to catch a glimpse of local authors. 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.

Boomerang Boathouse - Located in The Meadows

Key West, Florida, United States

Bed

Bath

Sleeps

$1114.77

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrKey West is known for all things lime: Key Lime Pies, Margaritas, and now, THE ZESTY LIME, a rare gem in the heart of Old Town Key West that captures the essence of classic Key West in a completely renovated modern design. THE ZESTY LIME includes all of the coveted amenities of a vacation home: a spacious living area, an ideal bedroom and bathroom layout, a private pool, and plenty of space to stretch out or come together as a group. In addition to the fabulous layout and desirable amenities, this home has an unmatched location. THE ZESTY LIME combined with Last Key Realty's Five-Star In-Home Guest Services is sure to make your group's stay in Key West an extraordinary one.brbrNeed more space Rent both THE ZESTY LIME and THE TOASTED COCONUT together as THE LIME AND THE COCONUT - two side-by-side private homes that can sleep a total of 16 guests with two private pools.brbrTHE LOCATION...brbrImagine being just steps from all of the shops, restaurants, and sites of Key West. Walk just one block to reach the world-famous Duval St, or take a short stroll down Simonton St to watch sunsets from the Historic Seaport. Not only will you be within walking distance of restaurants and entertainment, but you'll also be within a mile of Fort Zachary Taylor State Park, home to Key West's best beach.brbrTHE LIVING AREA AND KITCHEN...brbrFrom the street, this home's classic Key West architecture boasts the gingerbread trim and whimsical porch swings that define Old Town conch homes. Upon entering, you'll be pleasantly welcomed into a newly restored version of a Key West conch home. The living area boasts a large flat screen SMART TV, which can be viewed from the comfort of plush furniture. The brand-new kitchen features stainless-steel appliances and all the tools needed to prepare a meal at home. The indoor dining table has seating for up to six. There's also a convenient powder room located in the hall.brbrYOUR PRIVATE POOL...brbrPrepare your favorite beverage of choice (perhaps a Margarita or a zesty lime mojito) and throw open the French doors to access the pool area, which is fully fenced for privacy. The private 6' x 9' dipping pool can be heated to your liking and has a soothing waterfall. Comfortable patio furniture provides outdoor lounging options for everyone in your group. The pool area is complete with a outdoor dining set that will comfortably seat 6.brbrTHE ACCOMMODATIONS...brbrEach of the three bedrooms in THE ZESTY LIME is a suite with a private en-suite bathroom.brbr** First Master Suite: Located on the First Floor with a King bed and an en-suite bathroom with a shower and tub combo. brbr** Second Master Suite: Located on the Second Floor with a King bed and an en-suite bathroom with a spacious walk-in shower.brbr** Third Master Suite: Located on the Second Floor with Two Twins OR One King bed and an en-suite bathroom with a walk-in shower. brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen Cable TVs in Living Room and 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 & Landscaped Backyardbr** Private Pool with Available Pool HeatbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 8 adultsbr** Pets Considered - Max of 2 allowed and if approved an additional fee of $200 per pet will applybr** This home does not include designated parkingbr** 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.

**THE ZESTY LIME @ OLD TOWN** Beautifully Restored Home + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$354.38

It is a 1/1 studio on the water. Comes with a washer and dryer.. Has a 10,000 BTU air conditioner. it also has access to both the Atlantic and Gulf of Mexico Waters. And parking for one vehicle.A perfect Key West day.

Charming chácara with AC in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$384.79

This listing is for a room within a hotel.brbr✦ Your room is 200 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Pool is available.brbr✦ Street parking – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $45.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. extra charge of $50 per nightbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Room w/ Queen Bed in Vibrant Key West! Enjoy Romantic Ambience near Attractions

Key West, Florida, United States

Bed

Bath

Sleeps

$385.88

This listing is for a room within a hotel.brbr✦ Your room is 320 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Pool is available.brbr✦ Street parking – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $45.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. extra charge of $50 per nightbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

King Bed Room in the Heart of Key West! Perfect for Friends & Couples Vacation

Key West, Florida, United States

Bed

Bath

Sleeps

$493.82

Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and sea lovers.brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Outdoor shared pool available all year, opened from 7:00AM to 10:00PM.brbr✦ Street parking.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $45.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 per pet, per night plus taxbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.brbr✦This is an adult-only property. Only guests aged 21+ are permitted.

Heart of Key West: Unique Stay with Outdoor Pool Access, Free Breakfast!

Key West, Florida, United States

Bed

Bath

Sleeps

$280.04

City of Key West zoning requires a minimum rental period of 30 days, and no exceptions can be made. Please review additional policies below. brbr brbrWelcome to The Pinder House – where modern comfort meets historic charm in the heart of Old Town Key West! brbr brbrThis beautifully updated historic “Eyebrow” home offers the perfect blend of Key West nostalgia and vacation convenience. Located just steps from world-famous Duval Street and the Historic Seaport, The Pinder House puts you right in the middle of the island’s best dining, nightlife, and attractions — while still offering a peaceful retreat when you’re ready to relax. brbr brbrSpend your days lounging by the private heated/chilled pool, perfect for refreshing dips after a day of exploring or relaxing under the Key West sun. Start your mornings with a cup of coffee or unwind in the evenings with a cocktail on the inviting front porch — the ideal spot to watch the world of Key West go by. brbr brbrInside, the home has been thoughtfully updated with modern amenities while preserving its unique character. Enjoy relaxing living spaces, a fully equipped kitchen, and comfortable bedrooms designed for restful nights after your island adventures. brbr brbrWhether you’re exploring historic landmarks, indulging in fresh seafood, or simply soaking in the laid-back island lifestyle, The Pinder House is your ideal home base. brbr brbrBook your Key West getaway today and experience the charm, comfort, and luxury of The Pinder House! brbr brbrSLEEPS MAXIMUM OF 6 GUESTS: brbr brbrBedroom 1 (1st Floor): Queen Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV) brbr brbrBedroom 2 (2nd Floor): Queen Bed brbr brbrLiving Room: Sofa with Pull Out Queen Bed, Smart TV (no cable/satellite TV) brbr brbrKitchen: Nicely Equipped (all things necessary to prepare and serve a meal) brbr brbrAMENITIES: brbr brbr- Private Chlorine Pool (heated to ~85 degrees Nov-Apr, chilled to ~85 degrees Jun-Aug) brbr brbr- Private Outdoor Patio With Seating brbr brbr- Washer/Dryer brbr brbr- Nespresso Machine, Drip Coffee Maker, Toaster, Blender brbr brbr- Linen's and Towels Provided brbr brbr- 3 blocks to Duval Street brbr brbr- 0.7 miles to Mallory Square Sunset Pier brbr brbr- 0.9 miles to Key West Historic Seaport brbr brbr- 0.9 miles to Southernmost Point brbr brbr- 0.9 miles to Fort Zachary Taylor State Park Beach brbr brbr- 2.6 miles to Smathers Beach brbr brbrIMPORTANT POLICIES FOR YOUR STAY: brbr brbrAge & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing. brbr brbrPeak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking. brbr brbrNo Pets: Pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process. brbr brbrSmoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment. brbr brbrMid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay. brbr brbrLocal Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure. brbr brbrConstruction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction. brbr brbrPhoto Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time. brbr brbrSecurity Cameras: For the safety and security of our guests and property, one exterior security camera monitors the front door. This camera is for security purposes only and does not monitor any private interior or outdoor living spaces.

The Pinder House: Historic Charm w/ Heated/Chilled Private Pool, Steps from Duval St & the Seaport

Key West, Florida, United States

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