Home Vacation Home Rentals By Owner In Key West, FL

Showing 420 Of 878 Vacation Rentals
Slider Thumb

$280.01

/ Nightly
Private Vacation Home

Jade Key walking distance to Duval St

Key West, Florida, United States

Welcome to Jade Key a downtown Key West Home just Steps to Duval Street & Hemingway House!brbrPROFESSIONAL Monthly rental ONLY: We specialize in 30-day stays. To ensure calendar continuity, we require all residencies to align with the 1st of the month. Stays not starting on the 1st must be approved by management prior to bookingbrbrBackyard is off limits and backyard door not for use currentlybrbrThis brand-new 1,288 sq ft modern conch cottage fuses timeless Key West architecture with sleek luxury amenities.brbrNestled in the heart of Old Town, 176 yards (under 3-minute stroll) to Duval Street`s iconic bars, restaurants, galleries and more—plus, the legendary Ernest Hemingway Home & Museum is just .2 miles away (a quick 5-minute walk).brbrBEDROOM CONFIGURATIONbrBedroom 1 - King bed with ensuite bathroombrBedroom 2 - 2 Twin XL with ensuite bathroombrbrAdditional bedding: Pull of Queen size Sofa bed (60x72)brbrHIGHLIGHTSbr- Newly Constructed in quiet neighborhoodbr- Key West Style Housebr- Dedicated 1 parking space (rarity in Key West)br- Walking distance to downtown Duval St, bars and restaurants.br-Fully equipped kitchen: drip coffee, electric kettle, all pots/pans/silverware/dishwarebrbrAMENITIESbr- 5-star amenities and furnishingsbr- Modern finishes and luxury appliances throughoutbr- 2 bedrooms & 2.5 bathroomsbr- Fully stocked kitchenbr- Wall-to-wall floor-to-ceiling retractable glass doors in the living room (Currently off limits and not for use)br- Dining Roombr- Designated dedicated parking spot (Not suitable for large SUV or truck)(Right side facing houses)br- Fast Wi-Fi internet 400-600 mbsbr-65 inch Smart TVbr- In-unit washer & dryerbr- Room-darkening shades in all roomsbr- Central A/C + ceiling fans throughoutbr-Starter Set for monthly staybrbrMove-in ready—everything is brand new and pristinebrNo car required. This unbeatable spot on quiet Amelia St puts Hemingway`s world and Duval`s energy right at your doorstep.brbrMonthly rental | Fully furnished | No pets | Non-smokingbrContact for rates and specials and secure your 2025-built Key West escape!brbrMin 29 nightsbrbrOur villa is only for responsible guest who will respect and not damage the villa and property. Guest booking must be 21 years or older. No Pets. No parties or events. No Smoking or Drug use on property. No fireworks allowed.brbrEVENTS & COMMERCIAL PHOTOSHOOTS: Are not permitted brbrA refundable security deposit is collected upon booking can be used to cover any damage that occurs during the stay. Automatically refund after 7 days after stay if no damages occur. Rental agreement must be signed and security deposit provided prior to check in.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(39)

$912.38

/ Nightly
Private Vacation Home

Coconut Palm - Steps from Duval with Private Pool

Key West, Florida, United States

Summary:brbrStep into the heart of Key West at Coconut Palm! Just one block from Duval Street, this tropical gem features a private pool and offers unbeatable value with easy access to top attractions like Fort Zachary Taylor Beach, the Ernest Hemingway Home, and local shops.brbrWith Duval’s bars, restaurants, and nightlife just around the corner, Coconut Palm is perfect for couples or friends seeking adventure, relaxation, and unforgettable experiences in the vibrant spirit of Key West!brbrbrbrThe Space:brbrThis three bedroom home has the following bedroom layout allowing and occupancy of up to eight:brbrBedroom 1:QueenbrbrBedroom 2: QueenbrbrBedroom 3: KingbrbrExtra Sleeping: Queen pullout couch is attached to the king bedroom in the small sitting area and extra sleeping. brbrbrbrCoconut Palm has a fully equipped kitchen, cable TV, free wifi, private heated pool, access to a shared washer and dryer and a gas grill on the patio.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.brbrbrbrThe Neighborhood:brbrLocated on Whitehead St which is 1 block from world famous Duval St, Coconut 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 Ernest 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- There are 2 washer/dryers on site: one located just off of the back deck and one in the driveway.brbr- Along with this three bedroom rental you can also reserve the Southern Palms Compound which includes: two additional studios (one is located upstairs and the other is separate on the property). Reserving the entire compound can allow for up to 16 guests.brbr- Pets Policy: Pets are welcome!brbrOur requirements are as follows: brbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbrPlease let us know if you plan on bringing your pet.brbr- Pool is private to you and your guests only - please note it is not heated.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(8)

$234.13

/ Nightly
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
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
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

Slider Thumb
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

Slider Thumb
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

Slider Thumb
Exceptional(102)

$510.01

/ Nightly
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

Slider Thumb
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

Sleeps

Slider Thumb
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

Slider Thumb
Exceptional(52)

$2078.34

/ Nightly
Private Vacation Home

**THE IBIS & THE CRANE @ OLD TOWN** Compound 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!brbrDreaming of a large group getaway in Old Town Key West, but struggling to find comfortable accommodations for your whole gang The dream becomes a reality with THE IBIS AND THE CRANE: two side-by-side two-story townhomes with six large bedrooms, two private saltwater pools, off-street parking, and a prime Old Town location perfect for enjoying all that Key West has to offer. The perks of reserving these two homes are many: two full kitchens, two full living areas with space for the whole group to gather or spread out, two private pools each with its own outdoor dining area and BBQ grill, six bedrooms all with their own en-suite bathrooms plus two sleeper sofas to sleep extra guests. If you're going to do Key West with a big group, do it right at THE IBIS AND THE CRANE.brbrTHE LOCATION...brbrYour vacation home will be 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. The group can split up and easily meet back at your home base any time of day without the use of any cars or shuttles. But should you decide to drive, there are private parking spaces located off-street just behind the homes.brbrTHE LIVING & KITCHEN AREAS...brbrTHE IBIS AND THE CRANE are mirror images of each other, each with their own special touches representative of the Keys. Floor to ceiling windows allow natural light to pour into the first floor all day. The living areas each boast 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 spaces thanks to the open living plan of the first floor areas. The kitchens are 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 in each home, complete with the full bar set up for happy hour your way. Each dining area has seating for 6, with 3 additional seats at the kitchen bars.brbrTHE PRIVATE SALTWATER POOLS...brbrThrough the sliding glass doors of the living areas each home has its own private pool. Fully fenced for privacy and surrounded by lush tropical greenery, these pools 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 pools that are great for a dip on a hot day. Each home has a full outdoor dining set that can comfortably sit 6. The backyards are each complete with a large propane grill for an outdoor barbecue by the pool.brbrTHE ACCOMMODATIONS...brbrEvery bedroom of THE IBIS AND THE CRANE is a suite with a private en-suite bathroom, so no member of your group draws the 'short straw' when picking bedrooms. The bedroom layout is as follows: brbrHouse 1 - THE IBISbrbr• First Floor Bedroom: Queen bed and en-suite bathroom.brbr• Second Floor Master Suite: King bed and en-suite bathroom.brbr• Second Floor Guest Bedroom: Two Twins OR One King bed and en-suite bathroom.brbr• Queen Sized Sleeper Sofa in living room with half bathroom in the hall.brbrHouse 2 - THE CRANEbrbr• First Floor Bedroom: Two Twins OR One King bed and en-suite bathroom.brbr• Second Floor Master Suite: King bed and en-suite bathroom.brbr• Second Floor Guest Bedroom: Two Twins OR One King bed and en-suite bathroom.brbr• Queen Sized Sleeper Sofa in living room with half bathroom in the hall.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• 2 Fully Fenced and Landscaped Backyardbr• 2 Private Saltwater Pools with Available Pool Heatbr• 2 Propane BBQ grillsbr• 2 Off-Street Parking SpacesbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 16 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.
Bed 8

Bed

Bath 7

Bath

Sleep 16

Sleeps

Slider Thumb
Exceptional(19)

$330.83

/ Nightly
Private Vacation Home

**HAVANA HOUSE @ OLD TOWN** Elegant Cottage Near Duval + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrLocated on Solares Hill in the heart of Old Town, HAVANA HOUSE captures the simple elegance of Key West's Conch homes of the fifties, when it was still possible to sail to Havana.brbrTHE LIVING AREA...brbrThe living room of HAVANA HOUSE has a vaulted ceiling, with walls of Dade County Pine. There is a large flat screen TV and comfortable seating for everyone. The queen sofa bed will accommodate extra guests. The dining set will seat eight comfortably. The kitchen has upgraded appliances, and is fully equipped to prepare any meal. A gas BBQ is located conveniently on the side deck.brbrTHE POOL AREA...brbrThe back porch of HAVANA HOUSE overlooks the pool and has a comfortable dining set on one side and a living area on the other. With a vaulted ceiling and two fans, it's a great place to spend the whole day. The 10 x 20 pool is perfect for dipping, with plenty of room for everyone. The brick patio is spacious, with four chaises around the pool.brbrTHE ACCOMMODATIONS...brbr• Master Bedroom: Located on the First Floor with a King bed, overhead fan and flat screen TV. The bathroom is en-suite.brbr• Second Bedroom: Located on the First Floor with a King bed, a flat screen TV, and access to the second full bathroom in the hall with a tub and shower.brbr• Loft-Style Third Bedroom: Accessible via the spiral staircase and has Two Twins OR One King bed, a flat screen TV, and access to the second full bathroom in the hall with a tub and shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen 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 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 Poolbr• Outdoor TVbr• 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 8 adultsbr• Max of 2 Pets Allowed with Additional Fee of $200 per pet
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(1)

$291.64

/ Nightly
Private Vacation Home

Serendipity South: Premium Key West Pool Oasis Near The Beach

Key West, Florida, United States

Welcome to your tropical retreat! This stunning 3-bedroom, 2-bathroom home is perfect for the discerning traveler seeking a premium and comfortable base for a month-long (or longer) Key West escape. Spacious, immaculate, and in a great location, this property combines high-end amenities with unparalleled accessibility to the island’s best attractions, offering you a quiet place to unwind after a day of exploration.brbrPrime Island LocationbrYou couldn't ask for a better location! This home is situated just moments from the pristine sands of Smathers Beach and the historic beauty of Higgs Beach and the Casa Marina area. When it’s time for nightlife, shopping, and dining, world-famous Duval Street is just a quick trip away, allowing you to enjoy the excitement of the island and return to your peaceful haven with ease.brbrYour Private Outdoor OasisbrThe true centerpiece of this home is the brand-new pool and patio area, completed in December of 2025. The large, modern pool features an expansive sun deck—perfect for lounging or soaking up the sun in comfort. The surrounding patio is laid with premium travertine stone, ensuring it stays delightfully cool underfoot, even on the hottest days. Rinse off after a day at the beach in the private, refreshing outdoor shower, and enjoy the privacy afforded by the mature, lush tropical landscaping.brbrPremium Comforts & Thoughtful AmenitiesbrInside, you will find a bright and airy living space complimented by a modern kitchen featuring updated, high-end appliances that make cooking a pleasure. Rest is paramount: all three bedrooms boast newcomfortable beds and fresh linens, ensuring you wake up refreshed and ready to explore. For guests with vehicles, enjoy the convenience of off-street parking for one car plus dedicated space for a small trailered boat—a rare Key West amenity!brbrThis home offers true premium comfort in a highly sought-after Key West location. Book your extended stay today and begin your relaxing island life!
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(136)

$1031.82

/ Nightly
Private Vacation Home

**THE SMILING IBIS @ 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 of course, outdoor lounge area off street parking for scooters, and bicycles. THE SMILING IBIS 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 SMILING IBIS 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 BBQ by the pool.brbrTHE ACCOMMODATIONS...brbr• First Floor Bedroom: Queen 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.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(34)

$1265.85

/ Nightly
Private Vacation Home

**SWEET HOME ANGELITA @ OLD TOWN** Renovated Home Off 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!brbrThis renovated Old Town estate is designed for the real downtown experience in the Conch Republic, but in a large home-base all your own. SWEET HOME ANGELITA is located right in Old Town, half a block away from Duval Street and smack dab in the center of the entertainment district. You couldn't be any closer to the late-night scene and attractions of downtown. Fair warning... It can get a little noisy out there! SWEET HOME ANGELITA was renovated into two apartments which are offered together in this dual-home compound. You'll have two living rooms, two full kitchens, two sets of washer/dryers, and plenty of space for your group both in shared areas and private accommodations. You won't need a car, but should you decide to bring one you will have one spot in the driveway.brbrTHE LIVING AREAS AND KITCHENS...brbrSWEET HOME ANGELITA is a combination of two apartments: one upstairs, and one downstairs. Each apartment has its own living area and kitchen.brbrAs you enter either the upstairs or downstairs living areas, you are greeted with a modern tropical feeling in the light-filled living room with tall ceilings and high end finishes. There are large flat screen TVs in spacious living areas with plenty of seating. The sofas pulls out to sleeper beds to sleep extra guests in a pinch. brbrOff of the living areas, each upscale kitchen is fully equipped with all the high-end tools and appliances you'll need to whip up a meal at home (if you can resist the temptation of all of the famous Key West restaurants within walking distance, that is.) There are dining areas both upstairs and downstairs for the group to gather or spread out. The front and back of the home have doors to the wrap-around decks, both upstairs and downstairs, for you to enjoy your morning coffee and some prime Old Town Key West people watching.brbrTHE ACCOMMODATIONS...brbrThe accommodations of SWEET HOME ANGELITA are designed to accommodate either a family or several couples comfortably. brbrFirst Floorbr• Bedroom #1: King bed, full closet, flat screen TV, and an en-suite bathroom with a walk-in shower.brbr• Bedroom #2: Two Twins OR One King bed, full closet, flat screen TV, direct access to the back covered patio, and direct access to the hall bathroom with a walk-in shower.brbrSecond Floorbr• Bedroom #3: Queen bed, flat screen TV, and an en-suite bathroom with a walk-in shower. brbr• Bedroom #4: Queen bed, flat screen TV, direct access to the wrap around deck, and access to the shared full bathroom in the hallway with a walk-in shower.brbr• Bedroom #5: King bed, flat screen TV, direct access to the wrap around deck, and access to the shared full bathroom in the hallway with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen 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 includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Private Gated and Landscaped Outdoor Patiobr• Off-street Parking in DrivewaybrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 13 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 5

Bed

Bath 4

Bath

Sleep 13

Sleeps

Slider Thumb
Exceptional(106)

$1695.3

/ Nightly
Private Vacation Home

**NOONA'S MANSION @ THE ANNEX** 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!brbrLocated in Truman Annex, a gated community with some of the most impressive homes in Key West, this meticulously furnished home stands out from all the rest in every way. NOONA'S MANSION is nestled in a quiet cul-de-sac facing the ocean on a beautifully landscaped piece of property. This impressive home features six spacious bedrooms, including a separate guest house, a fully equipped kitchen, a stunning private pool, off-street parking, and an untouchable location. Your service will be completely through Last Key Realty and we will take care of any and every request we can to make your stay flawless.brbrTHE LOCATION...brbrTruman Annex is the most exclusive private residential 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 tucked away down a small cul-de-sac and is only a couple short blocks from Fort Zachary Taylor State Park beach. 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.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... brbrFrom the moment you step foot inside, you'll immediately know NOONA'S MANSION is special home. You'll be greeted by a breathtaking view straight through the home to the pool, a one-of-a-kind luxurious kitchen and a living area that is large enough for a family reunion. Gather around the 60 INCH flat screen SMART TV to watch the big game or take in your favorite show, using the well-appointed living room furniture. The 10-foot high scissor doors on the back of the home open up the living area to form a spacious pavilion. The kitchen is fully equipped and with state-of-the-art appliances, including a Bertazzoni Italia six-burner gas range and double oven. The kitchen island is extra-large, with plenty of countertop space for prepping home cooked meals and includes bar seating for up to eight. For more formal meals, there is also a full dining table next to the kitchen with seating for eight. A convenient powder room is located just off the living area.brbrTHE ACCOMMODATIONS... brbr• First Bedroom: Located on the first floor, with two twin beds that can be converted to a King bed upon request. The en-suite bathroom is handicap-accessible.brbr• Master Bedroom: Located on the second floor, with a lavish King bed, a large sitting room overlooking the water and an en-suite bathroom with double vanities, a shower and a Jacuzzi tub.brbr• Third Bedroom: Located on the second floor, with two twin beds that can be converted to a King bed upon request and access to the front porch. Shares the full bath in hallway.brbr• Fourth Bedroom: Located on the second floor, with a Queen bed and front porch access. Shares the full bath in hallway.brbr• Fifth Bedroom: Located on the third floor, with two twin beds that can be converted to a King bed upon request and an en-suite bathroom.brbr• Sixth Bedroom: Located in a separate Guest House, with two twin beds that can be converted to a King bed upon request, an en suite bathroom and a kitchenette with small fridge.brbrTHE PRIVATE POOL... brbrFully fenced and surrounded by lush tropical landscaping for ultimate privacy, the beautiful backyard is sure to be a primary gathering place for your group. Spend those hot South Florida days cooling off in the private lagoon-style pool, which is sunny just about all day. The pool can be heated in the cooler months and features a custom rock waterfall. The surrounding deck is quite spacious with a propane BBQ grill, a full outdoor dining set, plenty of chaise lounges and a large remote control retractable awning for when you've had enough sun. One thing is certain: you'll never have enough of NOONA'S MANSION.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer & Dryer br• Central Heat & A/C br• Ceiling Fans throughout br• Flat Screen HD TVs in Living Room and Bedroomsbr• Full Gourmet Appointed 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 and full cable is included br• Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced & Lushly Landscaped Private Yard • Private Pool with available Pool Heat and Waterfall br• Propane BBQ Grill br• Off-street Parking for up to 2 CarsbrbrOther Notes: brbr• In person welcome br• Interim housekeeping provided upon request br• This property will accommodate up to 8 adults br• Pets Allowedbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.
Bed 6

Bed

Bath 5

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(146)

$488.57

/ Nightly
Private Vacation Home

**OCTOPUS'S GARDEN @ CORAL HAMMOCK** Spacious 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!brbrOCTOPUS'S GARDEN has been whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. Located in the gated community of Coral Hammock, you will be just down the street from the famous Hogfish Bar & Grill, Roostica Pizzeria, Hurricane Hole Marina & Restaurant and Chico's Cantina. The Key West Golf Club is just across the street while Lazy Dog Island Sports is just up the road for paddle boarding and kayaking trips. For your convenience there is a CVS Pharmacy right across the street. You will be just a short bike or Uber ride from Old Town Key West whenever you choose to take in the downtown area.brbrTHE COMMUNITY AND GROUNDS...brbrThis large, freestanding home has two off street parking spaces directly in front, with a grassy lawn that surrounds the house front and back. The front porch offers a shaded area to sit and relax. The back porch is perfect for a BBQ and the big fenced-in back yard is great for the kids. As Ringo's song says: 'oh what joy for every girl and boy, knowing they're happy and they're safe,'this home truly offers the security of a gated community with amenities for the entire family. An enormous communal swimming pool surrounded by plenty of chaise lounges is through a gate directly across from your front door. Access to the clubhouse includes a shaded patio area overlooking the pool, as well as an indoor gathering area and a private fitness center with cardio equipment and free weights. brbrTHE LIVING AREA & KITCHEN...brbrAs you enter Octopus's Garden through the front door to the living area, the bright colors of this tropical home immediately greet you with an island welcome. You will find lots of seaside touches to this home; with seashells, starfish, and sea life featured art in every room. The dining area is just inside the entrance, consisting of a sturdy dark wood table with dining seating for up to 6 under a modern chandelier. The kitchen is fully equipped with an electric range, dishwasher, and all of the appliances to create a great meal or cocktail hour at home. Moving into the living area, two large couches (including a queen sofa bed) offer space to relax and stretch out in front of the flat screen television. The french doors open up completely to create an indoor-outdoor living space overlooking the back yard and deck of OCTOPUS'S GARDEN. brbrTHE ACCOMMODATIONS...brbr• First Bedroom: Located on the First Floor with Two Twins OR One King bed, a flat screen TV, direct access to the back deck, and an en-suite with a large shower. brbr• First Master Suite: Located on the Second Floor with a King bed, a flat screen TV, a large walk-in closet, direct access to the back balcony, and an en suite bathroom with a large shower and a soaking tub.brbr• Second Master Suite: Located on the Second Floor with a King bed, a flat screen TV, a full closet, direct access to the front balcony, and an en suite bathroom 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 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 includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Community Pool Accessbr• Assigned Off-street Parking for 2 carsbr• Fitness Centerbr• Clubhouse available for private partiesbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 7 adultsbr• No Pets Allowedbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(229)

$762.97

/ Nightly
Private Vacation Home

**PUERTA CORALINA @ OLD TOWN** Cottage Near Duval + LAST KEY SERVICE...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrThis precious 2 bedroom cottage with its coral front door will charm you from the moment you walk in the front gate. The front porch is private, for some quiet time reading a book. Inside, you'll see that PUERTA CORALINA reflects the simpler side of tropical living but with some useful updates.brbrTHE LIVING AREA...brbrThe living room of PUERTA CORALINA is furnished with old-fashioned, comfortable furniture, but also has a modern large flat screen 'Smart' TV. The sofa folds out to a queen bed for extra guests, and there is a full bathroom on the main level. The open plan and high ceilings provide a sense of airiness. The kitchen is simple, but has everything you'll need to prepare a great meal. There's a pass-through window from the kitchen to the back deck, which has its own dining set and is like a little world all its own.brbrTHE PRIVATE POOL...brbrThe back deck of PUERTA CORALINA has a plunge pool with waterfall that is the perfect destination after a long day of shopping in Old Town. It's a very private setting, so you won't be disturbed while soaking your cares away. There's even an outdoor shower for a quick rinse after the pool or beach. The outdoor dining set seats 4+ beside the grill for a poolside meal.brbrTHE ACCOMMODATIONS...brbr• First Master Suite: Located on the Second Floor with a King bed, a flat screen TV, direct access to the private sun deck, and an en suite bathroom with a walk-in shower.brbr• Second Master 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.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen 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 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 Pool with available Pool Heat and Waterfallbr• Outdoor Showerbr• Electric BBQ GrillbrbrOther notes:brbr• In person welcomebr• Interim housekeeping provided upon requestbr• This property will accommodate up to 6 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 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Key West