Vacation Rentals By Owner In Key West, FL

Summary:brbr1 bed, 1 bath condo w/shared pool at The Bayview HousebrbrbrbrThe Space:brbrDiscover your perfect island escape at The Caroline Suite, a recently refreshed 1 bedroom, 1 bathroom nightly vacation rental located in The Bayview House, a beautifully restored 1928 historic property in the heart of Old Town Key West. With tropical charm and modern comfort, this inviting ground-floor suite is ideal for couples, solo travelers or small families seeking a central home base for exploring paradise.brbrbrbrThis cozy suite comfortably sleeps up to 4 guests, featuring a queen bed in the bedroom and a queen sleeper sofa in the living room. The kitchen has a sink, refrigerator, two-burner cooktop, microwave, coffee maker and essentials for preparing light meals or snacks throughout your stay.brbrbrbrGuests of The Caroline Suite also enjoy access to premium amenities:brbrbrbr- Shared swimming poolbrbr- Shared on-site laundrybrbr- Air conditioning, Wi-Fi and flat-screen TVbrbr- First come, first serve off-street parking (2 spaces) + street parking availablebrbr- Prime location near Duval Street and top Key West attractionsbrbrbrbrBayview House places you within walking distance of Key West’s most popular attractions:brbrbrbr- Mallory Square – Celebrate the sunset with live entertainmentbrbr- Key West Historic Seaport – Waterside dining, shopping and boating excursionsbrbr- Ernest Hemingway Home & Museum – A must-see for literature loversbrbr- Fort Zachary Taylor State Park – Enjoy beach days, snorkeling and nature trailsbrbrbrbrWhether you’re here for a romantic getaway, a weekend adventure, or a relaxing escape, The Caroline Suite offers a stylish and comfortable place to unwind between your Key West adventures.brbrbrbrBook your stay at The Caroline Suite today and enjoy all the charm of a boutique inn with the privacy and convenience of a vacation rental, right in the heart of one of Florida’s most iconic destinations.

Apartment

The Caroline Suite | 1 bedroom condo w/shared pool

Key West, Florida, United States

Bed

Bath

Sleeps

$299.05

Welcome to Golf Villa, your perfect Key West getaway in the highly sought-after Key West Golf Club neighborhood! Immerse yourself in the island lifestyle in this charming and well-maintained bungalow with two spacious bedrooms and two en suite bathrooms, perfect for a group of friends or a family.brbrAs you step into the villa, you'll be greeted by a bright and airy living space, perfect for lounging and relaxing. The living room features plush sofas, a flat-screen TV, and sliding glass doors that open onto the covered patio. From the patio, you'll have breathtaking views of the golf course, where you can watch the players tee off while sipping your morning coffee or enjoying a glass of wine in the evening.brbrThe fully equipped kitchen boasts modern appliances and everything you need to whip up delicious meals during your stay. The dining area has a table and chairs for four, so you can enjoy your meals in comfort and style. Additionally, there is a washer and dryer in the unit, making it convenient for you to pack light and stay as long as you want.brbrBoth bedrooms are located on the second floor and offer the utmost privacy and comfort. The master bedroom has a king-sized bed, an en suite bathroom, and a private balcony that looks out onto the golf course. The second bedroom has two twin beds, an en suite bathroom, and a large window that floods the room with natural light.brbrAs a guest of the Key West Golf Club, you'll have access to a range of amenities that will make your vacation even more enjoyable. The community features 24-hour security, a Rees Jones designed golf course, two refreshing pools, and a fitness center in the clubhouse. Whether you want to work out, swim, or play a round of golf, you'll have plenty of options to keep you busy.brbrWhen you're ready to explore Key West, you'll find everything you need just a short drive away. The Tennessee Williams Fine Art Center, Lower Keys Medical Center, and Old Town Key West are all within easy reach, as are the full-service marinas, beaches, shopping, and dining options. And if you're looking for some adventure, there are plenty of water sports, fishing, and boating opportunities available as well.brbrSo why wait Book your stay at Golf Villa now and experience the best of Key West! Please note, this property must be rented for 28 or more days by city ordinance.brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.

Golf Villa - Indulge Without Overpaying - 2BD/2Bath - Large Open Pool

Key West, Florida, United States

Bed

Bath

Sleeps

Select Dates for Price

The unit located on the first floor has three-dimensional ceilings throughout with indirect LED lighting. The kitchen is complete with new appliances and all you need to cook and serve your favorite dishes. The bedrooms all have ceiling fans, new furniture and a large TV in each room. In the living room, there is plenty of seating with a new comfortable sofa bed and a 55 inch TV.brbr28 NIGHT MINIMUM STAYbrbrmore information at: sweetcarolineseaportbrbrConciergebrbrOur Concierge affords travelers an astonishing level of personal services. Upon your arrival, our concierge will introduce you to the best of Key West.brbrWith our local knowledge, we create a true connection between Key West and our guests by personalizing each and every experience.brbrYour personal concierge is Kelsey.

Sweet Caroline Historic Seaport Key West Home Rental Floor 1

Key West, Florida, United States

Bed

Bath

Sleeps

$1084.62

• Luxury 2nd & 3rd floor Penthouse br• 3 Bedrooms with private porches & 2 1/2 Bathsbr• 2200 square feet of living spacebr• Over 2000 square feet of porches and decksbr• Backyard with tropical landscaping, pool & waterfallbr• Huge roof top sun deck overlooking Duval Streetbr• off-street parkingbrbrOne of a kind! Located in the heart of Old Town Key West on famous Duval St. just steps from restaurants, shops and theatres, this very unique Duval Street Luxury Residence offers a discerning traveler the best of Key West. brbrBrand new and beautiful, this sprawling two-story penthouse has three bedrooms, each with private terraces, a huge roof top sun deck overlooking the action of Duval St., and a private tropical garden with pool and gorgeous waterfall to relax by. brbrFine furnishings and art, top of the line Viking kitchen, fabulous bathrooms, and endless outdoor entertaining & sun worshiping areas make this a very special Key West retreat. brbrKeywords: Penthouse

Villa

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

Key West, Florida, United States

Bed

Bath

Sleeps

$474.75

**Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees.brbrCLASSIC KEY WEST....brWhen only the best will do! The Seashell is the classic Old Town Key West home. Perfect setting for your dream island vacation. Located in Old Town and just steps away from the Historic Seaport. You are in walking distance to some of Key West's best restaurants and boating adventures.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrAMENITIES...brThis beautifully landscaped home with gracious sitting porch awaits you and your family. Newly renovated master king bedroom and bath are located on the main floor as well as a queen guest room with bath. A spacious great room that flows to the porches, pool and great outdoor space allows for family gatherings and hours of entertaining. Updated kitchen looks over Sawyer Lane and opens to the pool area for easy outdoor dining. Lovely Dade County Pine floors throughout and plenty of natural Key West sunshine from the many windows and doors. The second floor has a bonus room featuring a king, bath, office and rooftop sun deck. brbrPARKING...brThere is parking for up to two vehicles in gated driveway.brbrPETS...brThis home is not pet-friendly, however the owner may consider making exceptions for certain sizes/breeds. Please feel free to inquire in advance of booking.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)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. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). brbrLIVE THE CHARMED LIFE...

THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!

Key West, Florida, United States

Bed

Bath

Sleeps

$292.22

Meticulously restored and maintained 2 bedroom (+ den/3rd bedroom with sleep sofa), 3 full bath home in the heart of Old Town. Relax in an outdoor tropical oasis with dining under the pergola, heated pool with waterfall, outdoor shower, Azek decking, fire pit, gourmet outdoor kitchen, a large front porch with swing, and beautiful landscaping with lighting. Many custom touches including chef's kitchen with granite, wine refrigerator, original Miami Dade pine floors, coffer ceilings, and interior washer/dryer. The extra large lot has a private driveway providing highly desirable off street parking. Master bedroom with queen bed has its own bath with spa shower and separate claw foot tub. Guest bedroom with queen bed has its own bath with spa shower. Den with comfortable full size pull out sofa bed opening to pool area has its own bath with beautiful stone shower. WiFi, AC/heat, ceiling fans. Perfect place to relax and escape. Easy walking distance to the beautiful, historic Basilica of St. Mary Star of the Sea , White Street Art District, Higg's Beach, the White Street Pier, Duval Street, and wonderful restaurants, including Salute on the Beach, Seven Fish, El Siboney Cuban Restaurant, Louie's Backyard and many more. Walk, bike or drive to everything Key West has to offer. Wonderful neighbors to make you feel welcome and at home. Well-behaved small dog considered.

Welcome to Parrot Dice! An Old Town tropical oasis with a private heated pool.

Key West, Florida, United States

Bed

Bath

Sleeps

$404.0

Romantic Retreat is an Historic, free standing cottage which, in the 1800`s, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW`s). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.brbrHistoric Romantic Retreat dates back to the 1880`s when this building was used as a cistern. Over the years, a building was added on top of the cistern when rainwater was no longer collected from the gutters. It has been totally renovated with vaulted ceilings throughout. Painted in a light tropical blue with fish and aquatic art by Carrol Swayze, this delightful private unit is next to the pool. An under counter refrigerator, toaster/oven, blender, perfect for light meals. There is also a Weber grill by the pool for your use. A covered veranda at the rear of the pool is perfect for a game or lunch under the fan. Cooled with ceiling fans/Mitsubishi split units for cooling and heat, plantation shutters will remind you you are on a tropical Island. It also has a Bose Bluetooth speaker and a large Alexa for your favorite music or answer to questions. Use of 2 heated pools, the Family pool or the Adult’s Only pool across the street at 915 Center St. There are also 2 W/D’s for your use after 5 pm when housekeeping is finished. Pool towels are provided and you will receive daily housekeeping.brbrYou have a private deck with table, chairs, love seat. You have access to 2 heated shared pools and the grounds.brbrHousekeeping and groundsman/maintenance are on the property daily from 9 - 5pm daily and you receive daily maid service.brbrQuiet vacation rental neighborhood. Bike/moped rental at corner, CVS, Subway, Doctor`s office across Truman.brbrWalk, bike, moped, electric car. There is also a free bus around Old-town and there is a map of all the stops in your in-room information book. Stops are just around the corner from us!brbrRomantic Retreat is only 1/2 block off Duval Street within walking or biking distance of most places you may want to visit. There is a 24 hour CVS, Subway across the street and on the corner there is a bicycle/moped rental.brRegistered guest must be 25 or older during March/April (Spring Break). Please keep noise to a minimum after 10 pm at the Family pool as other guests may have early morning plans.

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Key West, Florida, United States

Bath

Sleeps

$212.98

**Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees.brbrISLAND TIME AWAITS…brThis tranquil island sanctuary calls your name awaiting peaceful moments and endless memories with your loved ones. Nestled within the Old Town district of Key West, this well appointed 2 bedroom, 1 bathroom home greets you with lush vegetation at every corner of this property creating a sensation of tranquility. Well equipped with all the everyday comforts of home paired with desirable modern luxuries, this haven is sure to welcome you into an unforgettable adventure. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brStep inside to find your cozy island abode boasting bright, natural lighting creating a cheery space. Sprawl out in the cozy living room that includes a flat screen TV and bookshelf full of novels for a rainy afternoon. A fully equipped kitchen lies nearby equipped with stainless steel appliances for meal prep which can be enjoyed at the indoor dining table for 4. Perch the doors open creating a lovely indoor/outdoor space with a sweet island breeze. brbrSLEEPING ARRANGEMENTS…brThe first guest room comes with a comfortable queen bed, flat screen TV and closet space for your belongings. The second guest room can be entered off the kitchen through double barn doors and includes a trundle bed, armoire storage and French doors leading out to the garden for your morning cup of coffee. Both guest rooms share a jack and jill full bathroom equipped with a walk in shower and newly refinished antique soaking tub. brbrOUTDOOR LIVING…brFind your serenity within the lush outdoor space as you calm your island soul in peaceful surroundings. Enjoy a dip pool which comes heated in the winter months followed by an evening under the stars in the rocking chairs or hammock. Grill out on the BBQ and dining al fresco with seating for 4 as you map out your next day's adventures. Peacefully located, this home allows for the best kind of R & R with only a short ride into town or the sandy beaches of Key West. 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. brbrPETS...brThis is not a pet-friendly home.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrPARKING...brThis home does not have designated parking but there is on street parking in the surrounding neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.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. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrFIND YOUR WANDERLUST…

Apartment

EL JARDIN ROSA ~ Charming 2 Bedroom, 1 Bathroom Home w/ Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$169.52

**Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees.brbrTRANQUILITY AWAITS…brNestled in the Old Town district of Key West, this picturesque island home awaits the creation of your tropical adventure. A bright and cheery space within a beautiful and lush Key West setting, this home is sure to allow all your worries to wash away. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brWalk up to a lovely porch, perfect for soaking up your peaceful surroundings with a coffee in hand as you watch neighbors passing by. Step inside to a an inviting living space with cozy furnishings and a flat screen TV. Find a small kitchen steps away to craft up your happy hour snacks and cocktails before a night out on the town. The washer/dryer is accessed from the exterior of the home and is shared with the rear unit. This property is equipped with a Ring Doorbell located next to the front door of the home. brbrSLEEPING ARRANGEMENTS…brEnjoy a peaceful night's rest in a comfortable full bed with a bathroom steps away with a shower tub combo. An upstairs loft with a twin mattress, or a queen Murphy bed down below can be used for additional sleeping arrangements. br***We recommend 3 adults max in this home.brbrOUTDOOR LIVING…brPeacefully located, this home allows for the best kind of R & R with only a short ride into town or the sandy beaches of Key West. 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.brbrPETS...brNo pets please.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrPARKING...brThis home does not have designated parking but there is on street parking in the surrounding neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.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!brbr**Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees.brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrSUN IS SHINING, THE WEATHER IS SWEET…

Apartment

LA ENTRADA ROSA ~ Charming 1 Bedroom, 1 Bathroom w/ Loft in Old Town!

Key West, Florida, United States

Bed

Bath

Sleeps

$636.78

This 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 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $60.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

Key West Beachfront Accommodation - Ideal for Family Vacation Fun!

Key West, Florida, United States

Bed

Bath

Sleeps

$687.35

This listing is for a room within a hotel.brbr✦ Your room 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 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $60.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

One Bedroom Suite Queens, Pier House, Roomy Elegance, Beachside Bliss, Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$1326.68

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrThere’s no better way to escape the hustle and bustle of reality than by sneaking off to Key West for a taste of the island life. ELEGANT ESCAPE offers first-class accommodations in a beautiful tropical setting. From the open layout and soaring ceilings of the main house to the enticing private pool and unique guest cottage, ELEGANT ESCAPE has everything you’ll need to unplug and recharge your batteries, and yet you'll be within a few blocks of Key West’s premier restaurants, shopping, and attractions. This home paired with Last Key Realty's Five-Star Guest Services and Full Time Concierge staff, is the escape from reality we could all use.brbrTHE GATED COMMUNITY… brbrTruman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. The entrance to Truman Annex is secured by a 24-hour staffed guard gate and you can use the residential entry gate keys to come and go on foot at night. Just beyond Truman Annex is the newly constructed Truman Waterfront Park - complete with a family friendly playground area and the Key West amphitheater.brbrTHE PRIVATE POOL… brbrNo escape from reality is complete without a private pool! The entire pool area is fenced in and surrounded by lush tropical landscaping for maximum privacy. Spend your days floating in the pool, which can be heated in the cooler months, or working on your tan in the chaise lounges. When you’ve had enough fun in the sun, move the party to the covered patio, which features comfortable seating. Enjoy a poolside BBQ using the propane grill and outdoor dining options.brbrTHE LIVING AREA & KITCHEN… brbrLocated off the pool area, with its vaulted ceilings and open concept floor plan, the living area of ELEGANT ESCAPE embodies its’ name. Slide open the double doors to allow the tropical breezes to blow in while you head out to the pool. The plush sofas give you a comfortable area to get lost in a book or relax and watch the large flat screen TV. A unique addition to the living room is the wet bar, complete with a wine cooler and two refrigerated drawers. The elegant dining table has seating for six.brbrThe fully equipped chef’s kitchen features gourmet stainless steel appliances, and every tool you'll need to prepare meals from the comfort of home. There’s plenty of prep space on the kitchen island and plenty of storage in the cabinets. The half bathroom is conveniently located just off the living area.brbrTHE ACCOMMODATIONS… brbrELEGANT ESCAPE features four bedrooms – one bedroom in the main house and three bedrooms in the guest house.brbr** Master Bedroom: Located in the Main House with a King bed, a flat screen TV, a dedicated workspace, direct access to the pool area, and an en-suite bathroom with double sinks, a garden tub, and a walk-in shower.brbr** Bedroom #2: Located on the First Floor of the Guest Cottage with a Queen bed, a flat screen HD TV, mini fridge, microwave, small coffee maker, direct access to the pool area, and an en-suite bathroom with a walk-in shower.brbr** Bedroom #3: Located on the First Floor of the Guest Cottage, this open bedroom offers a Queen bed, flat screen HD TV, a couch, and direct access to the pool area. The stairs leading up to Bedroom #4 are in this Bedroom. This bedroom has access to the full bathroom in the hallway with a shower and tub combo.brbr** Bedroom #4: Located on the Second Floor of the Guest Cottage, this loft-style bedroom offers 2 Twin beds and a flat screen TV. This Bedroom is open to Bedroom #3 and has access to the full bathroom in the hallway with a shower and tub combo.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yard br** Private Pool with available Pool Heatbr** Propane BBQ Grillbr** Covered Off-street Parking in the CarportbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 8 adultsbr** No Pets Allowed

**ELEGANT ESCAPE @ THE ANNEX** Lavish Private Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$693.33

CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 AtlanticbrStart Date: May 2025-Estimated Completion: Spring 2026brPlease be advised that a balcony restoration project will be underway at 1800 Atlantic from May 2025 through Spring 2026.brImportant Notes:br-Units available for booking will not be under construction.br-All amenities, including the pool, spa, and sunning beach, will remain open and fully operational throughout the project.brbrbrbrBlue HavenbrbrAn Exquisite Oceanfront Penthouse in Key WestbrWelcome to Blue Haven — Your Premier Oceanfront EscapebrbrNestled on the pristine shores of Key West, Blue Haven is the ultimate luxury penthouse condominium, offering breathtaking direct ocean views and an unmatched vacation experience.brAbout the Penthousebrbr Completely remodeled with over $750,000 in upgradesbr Floor-to-ceiling windows framing panoramic ocean vistasbr Spacious open-concept living with designer touches and modern elegancebr Gourmet kitchen with custom cabinetry and top-tier appliancesbrbr Relaxation & entertainment: zero-gravity massage chair, 80” smart TV, Sonos sound system, Nintendo Switch, and board gamesbrbr Master suite & guest rooms with private balconies and ocean viewsbr Business-ready with fast internet and dedicated work-spacesbrbrAmenities & Featuresbrbr Direct ocean views from every roombr Full kitchen, dining, living areasbr 2 bedrooms (king bed & twin beds), 2 bathrooms, queen sofa bed, plus powered blow-up mattressesbr Air-conditioned throughoutbr Washer/dryer, hair dryers, smart TVs in bedroomsbr Assigned covered parking (standard size vehicle)brbr Access to 1800 Atlantic Complex amenities: botanical gardens, Olympic-size pool, 20-person Jacuzzi, tennis courts (clay & hard), fitness center, ping pong, library, grilling stations, and more

Condo

Spectacular Ocean View Amazing quality- Massage Chair. Newly renovated

KEY WEST, Florida, United States

Bed

Bath

6

Sleeps

$1153.13

This 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 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $60.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

Inviting Key West Paradise Perfect for Couples - Spa & Oceanfront Views

Key West, Florida, United States

Bed

Bath

Sleeps

$1150.88

Summary:brbrFamily-friendly home with a huge front lounging porch, two kitchens, steps from the ocean and everything else that Old Town Key West has to offer.brbrbrbrStep out on the deck of The Mesa House and breathe in the ocean breeze! This well-furnished home provides plenty of space to relax, ideal for families or groups. You're within walking distance of the docks, as well as the nightlife of Duval and the Key West Seaport. Stop by Cuban Coffee Queen for a cafécito or the seaport for water adventures!brbrbrbrThe Space:brbrThe Mesa House is made up of two condos that can be rented separately for smaller groups. Up to 10 guests can stay here in three bedrooms. Two full kitchens make meals easy for everyone.brbrbrbrCentral air conditioning keeps everybody comfortable. Four cable TVs and free WiFi are provided.brbrbrbrMesa House UnobrbrBedroom 1: KingbrbrExtra Sleeping: queen pullout couch in the living areabrbrbrbrMesa House DosbrbrBedroom 1: King brbrBedroom 2: Two TwinsbrbrExtra Sleeping: queen pullout couch in living area brbrbrbrBook The Mesa House for your group's next Key West vacation!brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guest will receive a personalized access code prior to arrival.brbrbrbrThe Neighborhood:brbrThis home is located in the heart of Key West's action, with plenty of dining and entertainment within walking distance, including historic Duval Street. Stroll a few blocks north to the docks, where snorkeling, boating, and other aquatic adventures await you.brbrbrbrHalf a block from Duval Street, The Mesa House, is steps away from Key Wests most famous bars and kitchens. Local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s patio are less than a 5 minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shop in the Historic Seaport known for the best Key Lime Pie in Key West, or grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away you can also find Fausto’s food market for locally sourced groceries.brbrbrbrGetting Around:brbrOne of the best parts of staying in Key West is how close in proximity you are to everything, this small little 2x4 island offers a variety of ways to get to and from your destination! Don’t feel like walking Peddle your way to breakfast, or take a bike ride along the water at sunset, by renting from Fury or Island Bicycles who offer both pick up & drop off of bike services! Feel like you’re on island time when you rent from Minty’s where you can enjoy exploring Key West on a scooter or golf cart! In addition to these non-traditional modes of transportation, you can also Uber, Lyft or Taxi to your next destination. Pink Taxi is an easy, reliable and affordable way for getting to your rental from the airport. brbrbrbrUnfortunately, there is no on-site parking for this unit. brbrFor overnight parking here are some parking lots:brbr• 204 Simonton Street (This is directly next to your unit and the most affordable on the island!)brbr• Caroline Street Outdoor Parking Lotbrbr• Park N Ride Old Town Garagebrbr• Fleming Street Overnight Pay to Park lotbrbrStreet parking information:brbr• There are pay-to-park spots and meters and it is free from 12AM - 8AM. With a 3 day limit.brbr• The neighborhoods of Old Town offer some free parking spaces, but be aware that many of the spots are marked “Residential Only” and visitors are NOT permitted to park in them.brbrbrbrOther Things to Note:brbrThere is no parking provided for this unit. However there is a pay-to-park overnight lot located directly next to your unit.brbrNo pets or smoking allowed.brbrPrivate washer and dryer

The Mesa House - One block from Duval St

Key West, Florida, United States

Bed

Bath

10

Sleeps

$465.69

This listing is for a room within a hotel.brbr✦ Your room is 280 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 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $60.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

Traditional Two Queen, Pier House, Comfortable Ambiance, next to Nightlife Sight

Key West, Florida, United States

Bed

Bath

Sleeps

$1859.6

This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 280 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $60.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

4 Key West Stays with Spa, Private Beach & Culinary Delights - On Duval St.

Key West, Florida, United States

Bed

Bath

Sleeps

$1381.5

This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 280 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $60.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

3 Island-Chic Rooms Offering Private White Sand Beach on Duval St. in Key West

Key West, Florida, United States

Bed

Bath

12

Sleeps

$465.69

This listing is for a room within a hotel.brbr✦ Your room is 280 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 24 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Fitness center is available.brbr✦ Outdoor shared pool available all year.brbr✦ Paid parking lot – 1 space(s), available for $40.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $60.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00. Only one dog under 20 pounds is allowed per roombrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The property requires a damage deposit of 1-night rate + tax on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.

Beachfront Bliss with Water Activities & Next to Vibrant Nightlife Attractions

Key West, Florida, United States

Bed

Bath