Home Vacation Rentals By Owner In Key West, FL

Showing 920 Of 2059 Vacation Rentals
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Exceptional(23)

$454.51

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Apartment

Traveler's Palm - Studio Near Duval Street

Key West, Florida, United States

Summary:brbrGet ready to dive into the vibrant energy of Key West at Traveler's Palm! This recently updated, spacious second story studio puts you right in the heart of Old Town, just one block from the legendary Duval Street. Perfect for couples or friends seeking adventure and unforgettable experiences, this studio is your gateway to the best of the island.brbrbrbrExplore iconic attractions like Fort Zachary Taylor Beach and Park, the Ernest Hemingway Home and Museum, and charming local shops. As night falls, stroll to Duval Street to discover lively bars, world-class restaurants, and unforgettable nightlife—all just steps away.brbrbrbrTraveler's Palm offers the perfect blend of value, comfort, and location, giving you everything you need to make your Key West escape extraordinary. Adventure, excitement, and endless memories await!brbrbrbrThe Space:brbrThis studio has two king beds and one brand new queen size pullout couch and one full bathroom. It sleeps six comfortably. brbrThere is a small kitchenette with a mini-fridge, toaster oven, coffee maker and microwave.brbrEnjoy the sun-filled private balcony with a hammock, extra seating & space to relax.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrbrbrShared features: The brick driveway is a shared walkway for all 3 units in the compound. There is also a communal washer/dryer in the driveway area along with the trash/recycle bins.brbrbrbrHow to Access: Second floor studio with stair access only.brbrbrbrThe Neighborhood:brbrLocated on Whitehead St which is 1 block from world famous Duval St, Traveler's Palm is walking distance to nearly everything you will want to experience during your escape to Key West. Walk to popular spots like The Southernmost Point, Key West Lighthouse, Blue Heaven, Firefly, Green Parrot and the Earnest Hemingway Home which are all just right down the street. Want to hit the beach Head down to Ft Zach State Park & Beach and enjoy the crystal clear waters and beautiful quiet beaches for a small admission fee.brbrbrbrGetting Around:brbrParking Information: There is no on-site parking for this unit. For overnight parking, here are some parking lot options:brbr• 204 Simonton Streetbrbr• Caroline Street Outdoor Parking Lotbrbr• Park N Ride Old Town GaragebrbrStreet parking information:brbr• There are pay-to-park spots and meters - it is free from 12am - 8pm. There is 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.brbrbrbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Recently updated! Spring 2024!brbr- You can reserve this studio along with the downstairs house Coconut Palm. To reserve the entire compound with access to both the private hot tub, pool, parking and grill you can reserve Southern Palms which sleeps up to 16 guests.brbr- There is a shared washer/dryer in the driveway available for use.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$15/night per petbrbr•2 pet maximumbrbrPlease let us know if you plan on bringing your pet.
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Sleep 6

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Exceptional(53)

$520.07

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Condo

Sea Breeze - One Block from Duval Street

Key West, Florida, United States

Summary:brbrSea Breeze is the perfect location for your tropical getaway. This two bedroom condo is located in the heart of Old Town Key West, just steps away from the world famous Duval Street's shops, bars and restaurants! With off-street parking and just one block from Duval, this property has everything you need and more.brbrbrbrThe Space:brbrThis quaint two bedroom condominium has two queen beds and one queen sofa bed allowing for a maximum occupancy of six. brbrbrbrWith this rental you will find a a private covered porch, private off-street parking space, central A/C, and free wifi. The kitchen is fully equipped for all you may need during your stay!brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrbrbrThe Neighborhood:brbrLocated on Whitehead St which is one block from world famous Duval St, Sea Breeze is walking distance to nearly everything you will want to experience during your escape to Key West. Walk to popular spots like The Southernmost Point, Key West Lighthouse, Blue Heaven, Firefly, Green Parrot and the Earnest Hemingway Home which are all just right down the street. Want to hit the beach Head down to Ft Zach State Park & Beach and enjoy the crystal clear waters and beautiful quiet beaches for a small admission fee.brbrbrbrGetting Around:brbrParking Information: There is one off-street private parking space assigned and included in your stay.brbrbrbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance.brbrbrbrOther Things to Note:brbr- Property includes onsite washer/dryer (located in the outside closet).brbr- This property is 1 of 4 units in a house, however has a private entrance, and patio.brbr- This property is not pet friendly.
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Exceptional(30)

$850.46

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Condo

Parking & Shared Pool - Casa Key West

Key West, Florida, United States

Summary:br- Located on the south end of Duval Street steps from the Southernmost Point!br- Large open-concept condo with private balconies overlooking Duval Square restaurants & shops.br- On the intersection of Truman Avenue and Duval Street, just a 10 minute walk to downtown bars, restaurants and Key West's famous attractions.br- Private off-street parking included with your stay along with access to the rooftop pool overlooking Duval Street.brbrThe Space:brCasa Key West is an open-concept 3 bedroom, 2 bathroom condo. The bedroom layout consists of the following: brBedroom 1: Master suite with ensuite bath balcony and king bedbrBedroom 2: Queen size bed with balcony brBedroom 3: Two twin beds brExtra Sleeping: Queen size fold out sofa couch in the living room. brThis unit has a maximum occupancy of 8.brbrThere is a full kitchen as well as free WiFi, cable TV, and a private washer and dryer.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrShared community features: A shared rooftop pool with lounge chairs is located along the walkway of the Duval Square rooftops.brbrHow to Access: Unit is located on 2nd floor (no elevator access) above Duval Square restaurants.brbrThe Neighborhood:brOn the 1000 Block of Duval Street located in Duval Square this second story condo is in close proximity all of your Key West favorites. Explore local restaurants directly below the complex, such as New York Pasta Garden and Origami Sushi or make your way to Duval Street for art galleries, more food, shopping and nightlife. Casa Key West is also walking distance to the Southernmost Point!brbrGetting Around:brParking Information: There is one private parking spot for this unit in the Duval Square garage. Key to garage is provided at check in. The Duval Square parking garage is on Simonton Street.brbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrOther Things to Note:br- Unit features a private washer/dryer.br- This unit is not pet friendly.
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Sleep 8

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Exceptional(4)

$159.07

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Condo

The Fleming Suite | 1 bedroom condo w/shared pool

Key West, Florida, United States

Summary:brbr1 bed, 1 bath rental w/shared pool at The Bayview HousebrbrbrbrThe Space:brbrWelcome to The Fleming Suite, a 1 bedroom, 1 bathroom vacation rental located at The Bayview House in vibrant Key West. This charming second-floor suite offers modern amenities, classic island charm and a prime location just minutes from the best attractions in Old Town Key West.brbrbrbrThis stylish suite features a cozy queen-size bed in the bedroom and a queen sleeper sofa in the living area, comfortably accommodating up to 4 guests. The kitchenette includes essentials like a refrigerator, microwave, cooktop, sink and coffee maker — perfect for preparing light meals or quick snacks before heading out for the day.brbrbrbrGuests will also enjoy access to a shared pool, ideal for cooling off after sightseeing or lounging under the Florida sun. A shared laundry on-site adds extra convenience for longer stays.brbrbrbrAdditional amenities include:brbrbrbr- Free Wi-Fibrbr- Flat-screen TVbrbr- Air conditioningbrbr- 2 on-site parking spaces (first come, first served) + street parkingbrbrbrbrLocation, Location, Location! Situated in one of Key West’s most desirable neighborhoods, The Fleming Suite places you within walking distance of top attractions:brbrbrbr- Duval Street – Lively bars, restaurants, shops and nightlifebrbr- Mallory Square – Sunset celebrations and street performancesbrbr- Key West Historic Seaport – Dining, water excursions and charming marina viewsbrbr- Higgs Beach & Fort Zachary Taylor State Park – Relaxation, snorkeling and historybrbr- Whether you're planning a romantic getaway, a sightseeing adventure, or a work-from-paradise escape, The Fleming Suite offers the perfect blend of comfort, convenience and local flair.brbrbrbrBook your stay today at The Fleming Suite – your tropical home away from home in beautiful Key West.
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Sleep 4

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Exceptional(9)

$425.48

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Condo

The Elizabeth Suite | 1 bedroom condo, shared pool

Key West, Florida, United States

Summary:brbr1 bed, 1 bath condo w/shared pool at The Bayview HousebrbrbrbrThe Space:brbrExperience the charm of historic Key West with a stay at The Elizabeth Suite, a recently renovated 1 bedroom, 1 bathroom nightly vacation rental located in The Bayview House, a beautifully restored 1928 home in the heart of Old Town Key West. One of just four private suites on the property, this ground-floor unit offers a peaceful and convenient home base for your tropical getaway.brbrbrbrThe suite sleeps up to 4 guests comfortably with a queen bed in the bedroom and a queen sleeper sofa in the tastefully furnished living room. The living area is perfect for relaxing after a day of exploring the island. A fully equipped kitchenette — with a refrigerator, small cooktop, microwave, sink, and coffee maker — makes it easy to prepare light meals, snacks, or breakfast in the comfort of your suite.brbrbrbrEnjoy all the essentials for a relaxing stay, including:brbrbrbr- Shared swimming poolbrbr- Shared on-site laundry facilitiesbrbr- Modern bathroom with updated fixturesbrbr- Air conditioning, high-speed Wi-Fi, and flat-screen TVbrbr- First-come, first-served off-street parking (2 spaces) + additional street parkingbrbr- Unmatched location near Duval Street & Key West’s top attractionsbrbrbrbrThe Elizabeth Suite places you just steps away from everything that makes Key West a world-famous destination:brbrbrbr- Duval Street – Bars, restaurants, art galleries and nightlifebrbr- Mallory Square – Enjoy unforgettable sunset celebrationsbrbr- Key West Historic Seaport – Stroll the waterfront or hop on a boat tourbrbr- Ernest Hemingway Home, Fort Zachary Taylor Beach, Southernmost Point and morebrbrbrbrWhether you're in town for romance, relaxation or adventure, The Elizabeth Suite offers the perfect blend of comfort, location and style.brbrbrbrBook your stay at The Elizabeth Suite today and enjoy a memorable Key West vacation from a beautifully updated suite in the center of it all.
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Sleep 4

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Exceptional(5)

$547.08

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Apartment

Honeymoon Palm Suite near Higgs Beach

Key West, Florida, United States

Summary:brbrHoneymoon Suite close to Higgs BeachbrbrbrbrThe Space:brbrThe Palm Suite is a stunning vacation rental property located in the heart of Key West. This luxurious suite is situated just a stone's throw away from the breathtaking Higgs Beach and White Street pier, providing guests with easy access to some of the most picturesque and tranquil spots in town.brbrbrbrlocation of Palm Suite is unbeatable, with only a short 10-minute ride to Key West downtown, giving guests the chance to explore the vibrant culture and the nightlife of this fantastic city. Whether you are looking to experience the hustle and bustle of the famous Duval Street or stroll along the beautiful waterfront promenade, Palm Suite is the perfect starting point for your adventure.brbrbrbrThe suite itself is impressive, boasting a spacious and airy design that is complemented by tasteful furnishings and modern amenities throughout. The bedroom features a comfortable king-size bed that promises a restful night's sleep, while the large spa-like bathroom is equipped with his and her sinks, a large jet tub, la shower. Prepare a quick bite at the breakfast bar equipped with a mini-fridge, microwave oven, toaster, sink, plates, utensils, Mueller coffeemaker and famous Cuban coffee!  Office desk area is perfect for those o need to catch up on work during their stay. Queen sleeper sofa delivers the addition sleeping for 2 more guests.brbrbrbrThe luxury of Palm Suite extends beyond the suite, with a lush and tranquil garden that is perfect for relaxing in after a day of exploring Key West. Guests can take advantage of the grill and comfortable outdoor furniture to enjoy a leisurely barbecue or a restful afternoon. Garden is shared with our Banyan Suite. Both suites can be rented separately or as whole  For those looking to move around, bikes are available to guests, making it easy to explore the surrounding area.
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Sleep 4

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Exceptional(8)

$326.94

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Honeymoon Banyan Suite near Higgs Beach

Key West, Florida, United States

Summary:brbrHoneymoon Suite close to Higgs BeachbrbrbrbrThe Space:brbrThe Banyan Suite is a stunning vacation rental property located in the heart of Key West. This luxurious suite is situated just a stone's throw away from the breathtaking Higgs Beach and White Street pier, providing guests with easy access to some of the most picturesque and tranquil spots in town.brbrbrbrThe location of Banyan Suite is unbeatable, with only a short 10-minute ride to Key West downtown, giving guests the chance to explore the vibrant culture and the nightlife of this fantastic city. Whether you are looking to experience the hustle and bustle of the famous Duval Street or stroll along the beautiful waterfront promenade, Palm Suite is the perfect starting point for your adventure.brbrbrbrThis charming hideaway offers a large flat screen TV visible from the sofa and spacious king bed. RA corner bar table provides the perfect spot to enjoy a quick bite from the quaint kitchenette equipped with a mini-fridge, microwave oven, toaster, and coffeemaker, featuring famous Cuban coffee!brbrbrbrThe lush and tranquil garden that is perfect for relaxing in after a day of exploring Key West. Guests can take advantage of the grill and comfortable outdoor furniture to enjoy a leisurely barbecue or a restful afternoon. Garden is shared with our Palm Suite. Both Suites can be rented as whole.  For those looking to move around, bikes are available to guests, making it easy to explore the surrounding area.
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Exceptional(8)

$234.13

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Private Vacation Home

Another Day in Paradise! PRIVATE POOL! Blocks from Duval, 2BR/2BA in Old Town!

Key West, Florida, United States

*** Located in the Old Town neighborhood. This exclusive residential area of Old Town Key West is really an extension of the Old Town Historic Seaport District. Close to many local favorite restaurants, art galleries, bakeries, and shops. From our location, you can walk to Higgs Beach in minutes and walk to Duval Street which is about 7 blocks away.brbrThis 1200 sq. ft. townhouse with 2BR/ 2BA home has street parking for your car. Sleeps 6 (one bedroom has 2 queen beds). Both bedrooms have balcony's for overlooking the property. HD TV's in living room/ bedrooms/outdoor by pool, plus high-speed internet ready for Netflix/Hulu/Amazon Prime. Fully equipped kitchen. Luxury furnishings and appliances make this property your perfect retreat. Washer/ dryer is available in the home. Large wrap around deck that is privately fenced in, makes for a great area for your entertaining/outdoor dining needs. Close to dozens of fine restaurants, shopping and numerous galleries. Area beaches are within easy walking distance or a quick bike ride. You are a close 10 min ride via taxi from the airport. brbr***Non-Smokingbr***This monthly property requires a minimum stay of 28 nights.br*** You must provide us the Legal Name(matching Valid Photo ID) br*** Must be 25+ Years of Age to Check-In.br***You will be responsible for any damage to the rental property caused by you or your party during your staybr*** Quiet hours are from 10pm-8am
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Sleep 6

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Exceptional(126)

$707.01

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Condo

**NEPTUNE'S PENTHOUSE @ THE BEACH** Oceanfront Condo / Pool + LAST KEY SERVICE.

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrAs Neptune was known as the Roman God of the Sea, NEPTUNE'S PENTHOUSE is known as the crown jewel of the 1800 Atlantic complex overlooking the Sea. This Penthouse Condominium has a lavish wrap-around balcony that overlooks the Atlantic Ocean and Community Pool below. You'll be able to enjoy the refreshing Key West breezes from atop your own private balcony, with lofty vaulted ceilings surrounded by the palm tree tops. This home is located in an upscale private Community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants, shopping, and the beautiful waters surrounding the island. Have your breath taken away by the scenic views and seaside serenity of NEPTUNE'S PENTHOUSE.brbrTHE LIVING AREA...brbrTo experience the most unique feature of NEPTUNE'S PENTHOUSE, you'll only need to look up; the vaulted ceilings in a lovely white wood set the tone for your gorgeous beachside home. The neutral colors of the living area are a beautiful contrast to the natural bright light shining through the floor-to-ceiling glass doors. There's a large HD Smart TV to enjoy your favorite show if you can tear yourself away from the stunning views of your balcony. The living room sofa pulls out to an additional bed for extra guests. The kitchen is fully equipped with everything needed to prepare any meal. There's a dining table for six when you decide to heat leftovers and stay in. Your dining set on the balcony is the perfect sunset dinner spot.brbrTHE POOL, THE BEACH & TENNIS... brbr1800 Atlantic offers Resort-style amenities, including an extra large Community Pool right downstairs. There are chaise lounges surrounding the pool for your comfort, and a cabana with restrooms for your convenience. Please note this is a shared pool with set rules, such as no music and no coolers. We ask that our guests be mindful of their neighbors and respect the rules.brbrFrom the pool, there's a walking path that leads to the on-site beach. The on-site beach offers a relaxing setting, with chaise lounges and soft sand. There is no direct water access from this beach, but Smathers Beach, Key West's largest public beach, is located within walking distance right next door. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. You'll also have access to the newly built fitness center and Key West's only clay tennis courts, both located on-site.brbrTHE ACCOMMODATIONS... brbr** Master bedroom: a King bed, a large flat screen TV, direct access to the balcony, and an oversized shower. brbr** Second bedroom: Two Twin beds OR One King bed, a flat screen TV, direct access to the balcony, and access to the full second bathroom.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** Community Pool Accessbr** Community Jacuzzi Accessbr** Assigned off-street carport for 1 car (Parking Garage has a low clearance of 6'2)br** Key West's only clay tennis courtsbr** Handball courtsbr** Fitness Centerbr** Dry Saunasbr** Picnic areas with BBQsbr** Recreation rooms available for private partiesbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** This complex has both visitors and locals living here, we expect our guests to be mindful & respectful of the posted rulesbr** 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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Exceptional(17)

$573.74

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Cottage

Tropical Village: The Southern Cross - Quiet & gated. Pool/Porch/Pet friendly

Key West, Florida, United States

There are stars in the southern sky! The Southern Cross takes its name from the “crux” constellation that guided sailors and from the original (but long gone) Southern Cross Hotel on Duval Street, which once lit up the night for wayward travelers. brAnchor yourself here at The Southern Cross, where contemporary elegance blends with island-style comfort and character of Old Key West. Stargaze over nearby open ocean. Nights are fragrant with jasmine. Stroll to great seafood, fine dining, and iconic attractions like the KW Butterfly & Nature Museum. Relax poolside with an icy beverage. Grill and dine alfresco as Caribbean breezes rustle palm fronds. Savor Cuban sandwiches or evening cocktails on the porch overlooking a garden of orchids and bromeliads.brThis gated, quiet, private gem is set back from the hustle-bustle. The 1,152 sq ft interior is thoughtfully adorned with tasteful, tropical art. Remodeled bathrooms have luxurious details. The home has an all-new water filtration system. The Southern Cross is ideal for families, couples, and snowbirds.brbrLiving:brBright, sunny, open concept kitchen/dining/living space: high ceilings, whitewashed exposed beams & large windows. French doors open out to a courtyard boardwalk to the shared pool area. This comfortable, tropical living space has bamboo flooring, ratan-style armchairs, a coffee table, and a plush, designer sleeper sofa. Relax here to socialize, read, or stream your favorite shows on the SmartTV with Roku. The earthy color palette of driftwood, seagrass, and dune has accents of powder blue, aqua, sunset red, and alocasia green. brGaze up! You can’t miss the custom-painted, retro beach cruiser bicycle mounted mid-air in the whitewashed rafters above the living space. This original art piece, painted by renowned local artist Tony Gregory, complements the colorful, vibrant island aesthetic. Conch cruiser bicycles are iconic in Key West! This one-of-a-kind bike was hand-painted as part of a charity fundraising auction for the Studios of Key West. Let this charming cruiser inspire a tranquil bike ride through this tropical neighborhood!brKitchen/Dining:brThe sleek, fully equipped galley kitchen has granite counters, hardwood cabinets, tile floors, and stainless appliances, including a glass-top stove, oven, microwave, dishwasher, full-size fridge, and farmhouse sink. Prepare a tropical feast after a day at the beach! The open design ensures that a chef is never isolated from the group.brThe dining table seats four beside window views of lush gumbo limbo trees. The covered porch is a sublime spot to sip morning cappuccino or fresh-squeezed citrus juice. A wrought iron porch table seats six. Two shaded poolside dining tables seat eight.brBedrooms/Baths:brThe Southern Cross has two bedrooms and two bathrooms. The main floor features a King primary suite, bathed in the iconic hue of key lime- the essence of Key West! This King primary has a large closet, a bureau with a mirror, a SmartTV, and an ensuite bathroom with a single-sink granite vanity and a tub/shower combo. brClimb the open staircase to a loft with one Queen bed. The loft has a shaded skylight, a SmartTV, matching nightstands with reading lamps, and a hand-painted bench. brThe main floor bathroom, just off the living area, has a single-sink vanity and a glass door walk-in shower. Both bathrooms have rain shower heads, handicap bars, towels, toiletries, and hair dryers. brOutdoor Amenities:brServe hors d'oeuvres or cocktails on the breezy front porch. Afternoons are fragrant with frangipani. Cool off in the sparkling blue swimming pool, or doze on a poolside on a cushioned lounge chair. This swimming pool will delight families, children, the very young, and the young at heart. The poolside deck features a gas grill and two wrought-iron picnic tables with seating for eight or more. Gather for an afternoon cookout in paradise! Mature palms, mango trees, and vibrant bougainvillea shade the pool deck.brSince laundry never sleeps (even when you're on vacation) the outdoor common area offers a laundry shed with two commercial washers and two commercial dryers. The laundry area is tucked away in a rustic, whitewashed outbuilding with rolling farmhouse-style barn doors. brDiscover the ultimate amenity: stroll just two blocks to Higgs Beach. Dip your toes in the emerald ocean. Collect seashells and savor serene Caribbean sunsets in pink, violet, and gold hues. After a day at the beach, shower off in your private outdoor shower at The Southern Cross. This tropical outdoor shower has hot water, a rain shower head, and a shower bench.brPark your car in shaded street parking spots out front. Stroll or bike to attractions.brbrThe Neighborhood:brbrThe Southern Cross is ideally situated in Key West's Casa Marina neighborhood, offering guests an authentic taste of island life and convenient access to local attractions. Picturesque south island streets are lined with beautifully preserved Conch-style homes, each exuding character and charm. Lush, tropical landscaping adds to the serene atmosphere, making every walk or bike ride a delightful experience. brA car is not necessary on the island. Make the green choice. Park out front in shaded street parking and enjoy the island on foot, by bicycle, scooter, trolley, or bus. The island trolley stop is one block away. The Duval Loop City bus stop is four blocks away. brStroll .07 miles to The Ernest Hemingway Home and Museum, which offers a fascinating glimpse into the life of one of America's greatest writers. Enjoy the diverse culinary scene with various restaurants, cafes, and bars offering everything from fresh seafood to classic Cuban cuisine. Local favorites such as Blue Heaven, Louie’s Backyard, and Sloppy Joe’s are within easy reach, providing unforgettable dining experiences. brDon't miss the chance to explore West Martello Tower during your stay! Just a 10-minute walk or a quick 3-minute bike ride from The Southern Cross, this hidden gem is a tropical garden paradise on the site of a historic Civil War fort. The gardens, maintained by the Key West Garden Club, are open to the public. brDog Beach is the closest beach, just two blocks away, behind iconic Louie’s Backyard Restaurant. Higgs Beach, approximately 0.5 miles (a 10-minute walk or a 3-minute bike ride), is the next closest beach to The Southern Cross. Enjoy crystal-clear waters, perfect for swimming or snorkeling. The nearby White Street Pier offers panoramic sea views and excellent fishing opportunities. brApproximately 1.5 miles away, Smathers Beach is Key West’s largest public beach. This two-mile stretch of sugary sand is ideal for sunbathing, beach volleyball, and water sports such as kayaking, paddleboarding, and windsurfing. brFort Zachary Taylor Historic State Park Beach, approximately 2 miles away, offers natural beauty and historical intrigue. Visitors and locals gather here and at Mallory Square to celebrate each and every exquisite island sunset. brSeeking family-friendly activities or rainy-day excursions Check out the Key West Aquarium, the Butterfly and Nature Conservatory, The Shipwreck Treasure Museum, and the Lighthouse and Keepers Quarters Museum. Nightlife and live music abound in Key West! Take in a show at the Tropic Cinema. Catch a live band at the Green Parrot.
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Exceptional(154)

$1047.86

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Condo

DUVAL SQUARE PENTHOUSE! A gorgeous condo on Duval St with room for everyone!

Key West, Florida, United States

A shared, sun-drenched, rooftop pool and pavilion are just steps from your door.brbrThis is an unbeatable location offering easy pedestrian access to dozens of shops and restaurants, the Ernest Hemingway Home Museum and other notable local attractions, and of course the serene, turquoise ocean that the island is famous for. brbrGather your friends and family together and book a Key West vacation you will never forget at Duval Square Penthouse.brbrBeds: 3 Kings, 2 Twins, 1 Sleeper SofabrDuval Square is a charming community with shops and restaurants downstairs and secure, quiet, private residences, pool and pavilion upstairs. Although the condo includes one assigned parking space in the gated garage, you can stroll anywhere from this conveniently located condo. All of the shops, galleries, restaurants, and attractions on and around Duval Street and nearby beaches are just a leisurely stroll away. brbrWhen you enter the home you will find a fully equipped kitchen, dining area, spacious living room and a convenient half bath. French doors let in the natural sunshine and open to the private back deck with dining table and chairs perfect for outdoor entertaining. brbrOn the second floor, you will find 2 bedroom suites, each with their own private bathroom and an additional private balcony off the main suite.brbrBedding: 1 king, 1 queen, 1 queen sleeper sofa.brbrElevator access from ground level to the first floor of the condos. Stairs to the unit's second floor bedrooms.brbr1 Reserved Parking Space in the Gated Garage.brbr**Construction Disclaimer** From mid May through the month of June, 2026, the pool area will be under construction. This will create noise and dust that could impact your stay and may lead to pool closure as well.
Bed 4

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Sleep 10

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Exceptional(102)

$510.01

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Private Vacation Home

**BRISA FRESCA @ THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrA trip to Key West is like a breath of fresh air! The sounds of rustling palm trees, the scent of fragrant flowers and the smell of salt air are the rejuvenation that only the tropics can provide. This home is a breath of Key West fresh air, or BRISA FRESCA, a timeless, beach-inspired home that seems to be straight out of the pages of Coastal Living. Each room is light and airy with those special island touches. The location of BRISA FRESCA is ideal: just walk two blocks to the Duval Street favorites likes the Green Parrot and Willie T's to enjoy some live music, or down the block to Mallory Square for entertainment and a sunset stroll. Best of all, you'll be less than a half mile from the Fort Zachary Taylor State Park Beach for a day of snorkeling and sun. Combine the beautiful decor of this home with the perfect location and the amenities of a private heated pool and private off-street parking, and you have the ideal spot to relax and recharge.brbrTHE POOL and PATIO...brbrEntering through the carport gate off of Noah Lane, you'll be tempted to jump right into the luxurious private pool. The pool is large by Key West standards, with plenty of room for the family to swim around with both sun and shade throughout the day. The pool is surrounded by comfortable chaise lounges to relax in your own oasis all day. A large propane BBQ grill sits in the back yard as well. There is a full outdoor dining set for six right by the pool for a great island meal after a day of sun. brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE COMMON AREAS...brbrThe open living plan of the first floor has a light and airy feeling and is perfect for entertaining. The living area has a plush sectional sofa that pulls out into a sleeper sofa option. There are additional comfortable chairs in the extended sitting room around a large flat screen HDTV with full cable and DVD player. The living room opens up to the fully equipped chef's kitchen, a beautifully designed space with gourmet appliances created for those who LIVE in the kitchen (when you're not dining at one of the amazing nearby restaurants). You'll find lots of hidden treasures in this kitchen: from the extra bar seating for three, to the touch-top stove, to the convection microwave oven hidden in the extended kitchen island. Off the kitchen is a lovely dining area that overlooks Emma Street and seats six comfortably. In addition to these common areas, should you have a group that only needs 2 bedrooms, the third bedroom of this home can convert easily into a spacious office upon request.brbrTHE ACCOMMODATIONS...brbr• First Bedroom: Located on the First Floor with a Queen Murphy bed that has a memory foam topper for extra comfort, a flat screen TV, a private porch, and access to the full bathroom in the hall.brbr• Second Bedroom: Located on the Second Floor with Two Twins OR One King bed, a flat screen TV, and an en-suite bathroom with a shower and tub combination.brbr• Master Bedroom: Located on the Second Floor with a King bed, a flat screen TV, a walk-in closet, a private balcony overlooking the pool area, and an en-suite bathroom with a shower and tub combination. 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. Within Truman Annex, Noah Lane is famous for its quintessential island residences with Old Town charm, and BRISA FRESCA is one of the poster homes for this scene.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 Heat br• Covered Off-street Parking for 1 car br• Propane BBQ GrillbrbrOther notes:brbr• Interim housekeeping provided upon request br• This property will accommodate up to 8 adults br• No Pets Permittedbr• 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.
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(88)

$1005.14

/ Nightly
Private Vacation Home

**THE CONTENTED CRANE @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrTraveling to Key West with a group deserves the ultimate vacation rental home: plenty of space to stretch out and enjoy time together, separate rooms and bathrooms to enjoy privacy, a private saltwater pool and outdoor lounge area, and off street parking for scooters, and of course, bicycles. THE CONTENTED CRANE checks all of these boxes, and more. Located within walking distance to Duval Street and the Historic Seaport, this gorgeous and modern island home is the premiere accommodation for a group to relax and enjoy the experience of Key West's most upscale vacation getaway.brbrTHE LOCATION...brbrImagine your vacation home being just steps in either direction from all of the shops, restaurants, and sites of Duval Street and the Historic Seaport. Take a stroll or ride your bike down to the best of Key West, three blocks down Olivia St to hit local favorites like Croissants de France, Martins, and Nine-One-Five. Just a few blocks down Windsor Lane and you'll be at BO's Fish Wagon or Schooner Wharf.brbrTHE LIVING AREA AND KITCHEN...brbrTHE CONTENTED CRANE welcomes you with bright, tropical colors, tall ceilings, and luxurious modern furnishings. Floor to ceiling windows allow natural light to pour into the first floor all day. The living area boasts a gigantic 60-inch flat screen Smart HDTV, which you can watch from the comfort of the plush living room furniture or the kitchen/dining areas thanks to the open living plan of the first floor. The kitchen is fully equipped with state of the art appliances and all of the tools and utensils you will need to prepare a meal at home when taking a break from the decadent restaurant options of Key West. There is also a wet bar complete with the full bar set up for happy hour your way. The dining area has seating for 6, with 3 additional seats at the kitchen bar.brbrTHE PRIVATE SALTWATER POOL...brbrThrough the sliding glass doors of the living area is one of the highlights of this home: the private pool area. Fully fenced for privacy and surrounded by lush tropical greenery, this will undoubtedly be a primary gathering place for your group. The comfortable chaise lounges can be pulled into the sun or the shade, and they sit right beside the heat-optional saltwater pool that is great for a dip on a hot day. A full outdoor dining set can comfortably sit 6. The backyard is complete with a large propane grill for an outdoor barbeque by the pool.brbrTHE ACCOMMODATIONS...brbr• First Floor Bedroom: Two Twins OR One King bed and an en-suite bathroom with a glass shower. brbr• Second Floor Master Bedroom: King bed, private balcony, and an en-suite bathroom with dual sinks and a glass shower. brbr• Second Floor Guest Bedroom: Two Twins OR One King bed, private balcony, and an en-suite bathroom with a shower and tub combination. brbr• Living Room: Queen Sleeper Sofa with access to a half bath off the living room.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 and Landscaped Backyardbr• Private Saltwater Pool with Available Pool Heatbr• Propane BBQ grillbr• Off-Street ParkingbrbrOther 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• 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.brbrNEED MORE SPACE...brbrRent both THE CONTENTED CRANE and THE SMILING IBIS together as THE IBIS AND THE CRANE - two identical side-by-side homes that can sleep a total of 16 guests with two private pools. Inquire for details!
Bed 3

Bed

Bath 3

Bath

Sleep 8

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Exceptional(14)

$594.06

/ Nightly
Private Vacation Home

**CASA OLIVIANA @ SOLARES HILL** Grand 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!brbrFinally, a large vacation home where every member of the family will be happy. From the vaulted living room with three couches and a giant 60-inch TV, to the kitchen large enough for a whole team of chefs to prepare dinner, CASA OLIVIANA has it all.brbrTHE LIVING AREA...brbrThe aforementioned living room is truly big enough for the whole family. The only disagreement will be what to watch on that huge TV. With the deeply vaulted ceiling, the open plan design is truly dramatic, and perfect for a big family party. The dining table will seat up to ten in a pinch, and there's more seating at the kitchen bar. The gourmet kitchen of CASA OLIVIANA will be a delight for the most demanding chef (and his or her many assistants!).brbrTHE SALTWATER POOL and COURTYARD...brbrThere are at least four separate seating areas at CASA OLIVIANA to choose from: The dining area under the palm tree, perfect for those breezy tropical nights... The pool chaises around the pool, for the sun worshipers... The cabana-style daybed, for those who want to be by themselves... And the pavilion, for those who prefer the shade.brbrTHE ACCOMMODATIONS...brbrFirst Floorbrbr• Bedroom #1: King bed, large flat screen TV, and en-suite bathroom with a custom shower. brbr• Bedroom #2: Queen bed, flat screen TV, and access to the full bathroom across the hall. brbrSecond Floor brbr• Bedroom #3: Queen bed, flat screen TV, and en-suite bathroom with bathtub and shower.brbr• Bedroom #4: King bed, large flat screen TV, spacious private balcony, and en-suite bathroom with another large shower. brbrThird Floorbrbr• Bedroom #5: Two Twin beds, flat screen TV, and access to the Jack & Jill bathroom in the hall. brbr• Bedroom #6: One Twin bed, One Full-sized Futon, flat screen TV, and access to the Jack & Jill bathroom in the hall. 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 and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced and Lushly Landscaped Private Yard br• Private Heated Saltwater Pool (with Chiller for Summer Months)br• Off-street Parking for Multiple Vehiclesbr• Propane BBQ GrillbrbrOther 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• Max of 2 Pets Allowed with Additional Fee of $200 per pet
Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps

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Exceptional(91)

$2377.08

/ Nightly
Private Vacation Home

**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrSOUTHERNMOST HOSPITALITY VII is a luxurious private estate that occupies an entire corner of Old Town's famous Duval Street, just a block from the Southernmost Point. Don't let the address fool you... this upscale home has plenty of privacy in the spacious back yard with a tall fence surrounding the large private saltwater pool. Privacy also comes in the form of the all-suites accommodations: each bedroom is complete with an en-suite bathroom and flat screen TV. This fabulous home, combined with Last Key Realty's Five-Star Guest Services, will make your stay in Key West a memorable one.brbrTHE LOCATION...brbrIf you've heard of Key West, you undoubtedly know of the famous 'Duval Street' with its selection of fabulous restaurants, shops, galleries, and nightlife. With a prime Duval Street address, SOUTHERNMOST HOSPITALITY VII is truly the choice location for a group that wants to be in the center of the action of Old Town Key West. Enjoy the views of Duval St passerby from your vast porches both on the first and second floors, or hide behind the tall fence blocking the views of your back yard from the street. Walk down your front steps to any of the handfuls of attractions within walking distance, including the Southernmost Point, Hemingway House, Southernmost Beach, and famous spots like Sloppy Joe's, The Green Parrot, and any number of delicious restaurants on and off Duval Street. Should you decide to venture off the island, you can park multiple cars in your large off-street private driveway. The driveway also has space for a number of your choice Key West transportation vehicles, be it bicycles, scooters, or electric cars.brbrTHE LIVING AREA and KITCHEN...brbrA large home deserves a grand living area. The spacious main foyer of this home opens to the spacious living room, with a large comfortable sofa and plenty of seating for a group. The sectional sofa, which also pulls out to a sleeper for extra guests, sits in front of a vast 60-inch flat screen Smart TV with DVD and BluRay player. There is also an iPod/iPhone docking station. Off the living area sits a stately dining area with space for 8 diners, plus additional seating at the kitchen bar. The kitchen is entirely upgraded with state of the art appliances and tools, including a Kuerig coffee maker. Preparing a meal in this home will be a real treat for even a master chef.brbrTHE PRIVATE SALTWATER POOL and GROUNDS...brbrIt is hard to imagine a Duval Street address having privacy, but SOUTHERNMOST HOSPITALITY VII was built to provide the optimum group vacation experience and a private pool is a must. The tall privacy fence surrounding the back yard of this property provides the right amount of seclusion from the street and the surroundings. Enjoy a swim, or sit by the heat-optional private saltwater pool in any of the number of chaise lounges or plush outdoor furniture and dining sets. A poolside meal is a must at the full outdoor dining set using the deluxe BBQ grill. You'll have everything you need for a cookout with the whole gang.brbrTHE ACCOMMODATIONS...brbrSOUTHERNMOST HOSPITALITY VII was designed to create the ideal amount of space and privacy for a large group.brbr• Master Suite: Located on the First Floor with a King bed, a flat screen TV, direct access to the back patio, and an en-suite bathroom with double sinks and a walk-in shower.brbr• Jimmy Buffet Suite: Located on the Second Floor with Two Twins OR One King, a flat screen TV, and an en-suite bathroom with a shower and tub combination.brbr• Chicken Coop Suite: Located on the Second Floor with Two Twin beds OR One King bed, a flat screen TV, and an en-suite bathroom with a walk-in shower.brbr• Robert the Doll Suite: Located on the Second Floor with a King bed, a flat screen TV, and an en-suite bathroom with a walk-in shower.brbr• Americana Suite: Located on the Second Floor with Two Twin beds OR One King bed, a flat screen TV, and an en-suite bathroom with a walk-in shower.brbr• Sixth Bedroom: Located in the Poolside Guest House with Two Twins OR One King, a flat screen TV, and an en-suite bathroom with a walk-in shower.brbr• Seventh Bedroom: Located in the Poolside Guest House with Two Twins OR One King and an en-suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer & Dryerbr• Central Heat and A/C br• Ceiling Fans br• Flat Screen TVs in Living Room & All Bedrooms br• Fully Equipped Kitchen br• Basic stock of spices br• Starter supply of paper products br• Starter set of cleaning products br• Linens and Towels provided br• 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 Saltwater Pool with available Pool Heat br• Off-Street Parking in Driveway br• Propane BBQ GrillbrbrOther notes:brbr• Interim housekeeping provided upon request br• This property will accommodate up to 16 adults br• Max of 2 Pets Allowed with Additional Fee of $200 per petbr• 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.
Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps

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Exceptional(94)

$2606.88

/ Nightly
Private Vacation Home

**STAR OF THE SEAPORT @ OLD TOWN** Huge Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrFor a truly over-the-top Key West stay with your entire group, whether that be the whole family or your closest friends, STAR OF THE SEAPORT has the location, amenities, layout, and extra guest service to help host the group island trip you envision. STAR OF THE SEAPORT is a luxurious private estate that occupies an expansive space on an iconic street in the Seaport, just over a block from Duval Street. A fully fenced private back yard with your own pool creates your own space just down the street from all the action. Each bedroom has a bathroom, so while the main living spaces are large enough to share the private accommodations offer the privacy you are looking for. Four of the five bedrooms even include personal mini-fridges right in the rooms - a truly fitting 'Key West' amenity. This classic home, combined with Last Key Realty's Five-Star Guest Services, is a recipe for a stay in Key West you'll be treasuring for years to come.brbrTHE LOCATION...brbrSTAR OF THE SEAPORT is in a prime location in Old Town Key West, just a quick walk to all of the favorite spots of the Historic Seaport and Duval St. Take a stroll down to the best of Key West, with local favorites such as Schooner Wharf, Antonia's, and Michael's within a few blocks. Ride bikes down to one of the nicest beaches in Key West, Fort Zachary Taylor, just a half-mile down the road. Despite the fabulous location, this home comes with off-street parking in the private driveway. brbrTHE LIVING AREA & KITCHEN...brbrFor the time at home between enjoying the surroundings of this prime location, your group will have plenty of room to spread out and enjoy this grand home. The main living area is an open plan for living, kitchen, and dining areas. The spacious living room has large comfortable sofas, one of which converts to a Queen sleeper to accommodate extra guests. A large flat screen TV can be seen from the kitchen as well. Off the living area sits a spacious dining table, plus additional seating at the kitchen bar. Open the French doors around the dining table for a breezy indoor/outdoor living space. The kitchen is entirely upgraded with state of the art appliances and tools. Preparing a meal in this home will be a real treat for even a master chef.brbrTHE PRIVATE POOL...brbrThis grand home provides the optimum group vacation experience, and for that a private pool is a must. Enjoy a swim, or sit by the heat-optional private pool in any of the number of chaise lounges that line the sides of the pool in both the sun and the shade throughout the day. Lounge on the luxurious sectional sofa enjoying the breeze with a nice book or a happy hour cocktail. A poolside meal is a must at the full outdoor dining set using the deluxe BBQ grill. You'll have everything you need for a cookout with the whole gang.brbrTHE ACCOMMODATIONS...brbr• First Bedroom: Located on the First Floor with Two Twins OR One King bed, a flat screen TV, and access to the full bathroom in the hall with a walk-in shower. brbr• Second Bedroom: Located on the First Floor with Two Twins OR One King bed, a flat screen TV, and an en-suite bathroom with a shower and tub combination.brbr• Master Suite: Located on the Second Floor with a King bed, a large flat screen TV, and an oversized en-suite bathroom with double sinks, a giant soaker tub and a walk-in shower.brbr• Fourth Bedroom: Located on the Second Floor with a Queen bed, a flat screen TV, direct access to the front balcony, and an en-suite bathroom with a shower and tub combination.brbr• Fifth Bedroom: Located on the Second Floor with a Queen bed, a flat screen TV, direct access to the front balcony, 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 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-speedbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 12 adultsbr** Max of 2 Pets Allowed with Additional Fee of $200 per petbr** 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.
Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps

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Exceptional(100)

$323.74

/ Nightly
Condo

**GULFSIDE VISTAS @ THE ANNEX** Condo & 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!brbrGULFSIDE VISTAS is a beautiful penthouse condo and is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise ships as they dock nearby. You'll have ocean views on three sides of GULFSIDE VISTAS, and two spacious balconies as well.brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE LIVING AREA...brbrYou can see the ocean from any point in the open plan living area, and it is full of light. Sunsets are especially breathtaking. The kitchen of GULFSIDE VISTAS has granite counter tops and upgraded appliances, including the Sub-Zero refrigerator. There's even a bar with seating for four. The 50 INCH flat screen TV and stereo are great for those nights you aren't out on the town. The living room has a couch that pulls out into a sleeper sofa that can accommodate an extra two guests. There's a powder room in the hall for the convenience of your guests.brbrTHE POOL and THE BEACH...brbrThe Community Pool is right downstairs, located directly on the waterfront. There are plenty of chaises for your comfort, and a cabana with restrooms for your convenience. Fort Zachary Taylor State Park is a half mile away, with the prettiest beach in Key West.brbrTHE ACCOMMODATIONS...brbr• Master Bedroom: King bed, direct access to the sundeck, large closets, and an en-suite bathroom with twin vanities, a tub, and a shower.brbr• Second Bedroom: Two Twins OR One King bed, a flat screen TV, large closets, and an en-suite bathroom with a shower and tub combination.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 and Landscaped Private Yard br• Large Community Pool Accessbr• Two Covered Off-street Parking SpacesbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 6 adultsbr• 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.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(53)

$289.37

/ Nightly
Private Vacation Home

**SEA CAPTAIN'S HAVEN @ THE ANNEX** Luxury Villa & 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!brbrSEA CAPTAIN'S HAVEN is an immaculately furnished villa at the Porter Court Complex in Truman Annex, Key West's most desirable gated community, right in the middle of Old Town. At SEA CAPTAIN'S HAVEN, you'll be close to all of Key West's best restaurants and attractions, including Mallory Square and Fort Zachary Taylor State Park.brbrTHE LIVING AREA...brbrSEA CAPTAIN'S HAVEN has been meticulously designed to make the most of every square foot of space. The walls are rich with the art you might expect to see in a sea captain's home. There is plenty of seating for the whole crew, and while you might not expect a large flat screen TV in a sea captain's house, it's there nonetheless. French doors open to a very private deck with chaises and outdoor dining. If you prefer to eat indoors, there is a dining area situated comfortably in the bay window, with seating for six. The gourmet kitchen is a model of efficiency, with every appliance a good chef would need. The sofa converts to a queen bed, and there is a powder room for the convenience of your guests.brbrTHE POOL and JACUZZI...brbrThe pool area is spacious, and is furnished with plenty of chaises, chairs, and dining tables with umbrellas. The pool itself is large enough to swim laps, and there is a large Jacuzzi, too. If you want to feel the sand between your toes, Fort Zachary Taylor Park is just down the block, with the prettiest beach in Key West.brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE ACCOMMODATIONS...brbr• Master Bedroom: Located on the Second Floor with a King bed, a flat screen TV, double closets, and an en-suite bathroom with a walk-in shower.brbr• Second Bedroom: Located on the Second Floor with Two Twins OR One King bed, a flat screen TV, a closet, and access to the full bathroom in the hall.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 and Landscaped Private Yard br• Community Pool Accessbr• Community Jacuzzi Spabr• Assigned off-street carport for 1 car (with vehicle restrictions - no vehicle over 18’ long or 80’’ wide)br• Propane BBQ GrillbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 5 adultsbr• 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.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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