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From $231 per night (USD)
VRBO
Ocean Oasis at Sunset Marina-2 bed 2 bath oceanfront condo w/boat slip rental
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $231 per night (USD)
VRBO
From $2344 per night (USD)
Expedia
Pool & Parking, & Near Duval - The Rigby House
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: Escape to paradise with this stunning 6-bedroom, 6.5 bathroom home nestled in the heart of historic Key West. W ...
From $2344 per night (USD)
Expedia
From $697 per night (USD)
VRBO
NEW!!! Gorgeous! Beacon Terrace in the Truman Annex Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
"Beacon Terrace" in the Truman Annex is a beautifully renovated town home in the historic Foundry in the Truman Annex. ...
From $697 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Tropical Tee Time Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to a stunning vacation rental in Key West, nestled on a picturesque golf course within an amazing resort. This pr ...
From $347 per night (USD)
Expedia
From $942 per night (USD)
VRBO
Stunning 2 Floor Loft in Vibrant Key West Ideal for Romantic Weekends - Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $942 per night (USD)
VRBO
From $629 per night (USD)
VRBO
Vibrant 2 Floor Loft Ideal for Relaxing Escape in Key West - Near Duval St
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $629 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Elegant Boutique Room w/ Private Patio & Garden - Duval Street steps away
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $465 per night (USD)
VRBO
From $984 per night (USD)
VRBO
Charming 2 room guest house, access to Pool, A/C, & WiFi, Key West, near Duval
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Key West is waiting for you at this clean & spacious 2-bedroom guest house. Good for up to 6 people. This cozy retreat o ...
From $984 per night (USD)
VRBO
From $2125 per night (USD)
VRBO
Spacious 5-bdrm 5 bathroom house in charming Key West with AC, WiFi, Plunge Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Short walk to Duval Street. Central location. Restaurants nearby. Surrounded by charm of Key West. Explore the city the ...
From $2125 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Chic 1BR w/ Balcony in Old Town – Walk to Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Galveston Porches – Stylish One-Bedroom in the Heart of Old Town Key West Welcome to Galveston Porches, your perfect ho ...
From $188 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Atlantis House- beautiful residence close to beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the Atlantis House, a beautiful vacation rental located in the heart of the charming island town of Key West. ...
From $582 per night (USD)
VRBO
From $1043 per night (USD)
VRBO
Charming Bungalow Perfect for Families and Couples': Escape in Old Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $1043 per night (USD)
VRBO
From $874 per night (USD)
VRBO
Perfect for Groups! 2 Pet-friendly Units, Free Breakfast, Outdoor Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $874 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Discover this cozy retreat in the charm of Old Town Key West at Poorhouse Lane!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom house is perfect for your escape to Key West. This cozy retreat offers prime location near all the action ...
From $348 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Charming 1-bedroom apartment with WiFi, AC in delightful Key West Old Town
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your Key West adventure begins at this fabulous 1-bedroom apartment. The cozy bedroom features a queen bed, perfect for ...
From $203 per night (USD)
VRBO
From $685 per night (USD)
Expedia
3-bedroom townhome in Key West with fitness room, WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Your cozy getaway awaits in Key West at this lovely townhome. With 3 bedrooms including 2 king beds and 2 queen beds, th ...
From $685 per night (USD)
Expedia
From $939 per night (USD)
VRBO
Atlantis House Suites
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled within the serene enclave of the Atlantis House Compound, the Palm and Banyan Suites offer a tropical oasis for ...
From $939 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Coco's Poolside Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Coco's Poolside Retreat is a 3-story Key West vacation rental townhouse situated in a one-of-a-kind private tropical poo ...
From $645 per night (USD)
Expedia
From $1388 per night (USD)
VRBO
The Flower Power House - Boho Beautiful
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Boho beautiful, the free-spirited presence of the Key West Flower Power House vacation rental, has much more in common w ...
From $1388 per night (USD)
VRBO
From $276 per night (USD)
VRBO
VIRGINIA VISTA - Steps from Duval, 2B/R, 2 Bath Retreat with Pool & Large Porch
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a few houses off Duval on Virginia Street, VIRGINIA VISTA occupies the upper level of an almost 100-year-old home i ...
From $276 per night (USD)
VRBO
From $263 per night (USD)
VRBO
VIRGINIA VERANDA, Stylish Old Town 2 B/R, 2Bath, with Pool, Steps from Duval
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a few houses off Duval, this wonderful 2 Bedroom, 2 Bath retreat occupies the ground level of an almost 100-year-ol ...
From $263 per night (USD)
VRBO
From $409 per night (USD)
Expedia
**A BEACHY VIEW @ THE TRUMAN ANNEX IN KEY WEST**
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come and relax in this 2-bedroom 1 bath, first floor with 3 flat screen TV's, custom kitchen, backyard tropical paradise ...
From $409 per night (USD)
Expedia
From $388 per night (USD)
VRBO
**SOUTHERN STAR @ THE MEADOWS** Private Home & Pool + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! SOUTHERN STAR ...
From $388 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Serene Key West Studio with Poolside Peace
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio Apartment for Rent in Key West This cozy studio apartment is located in a quiet, gated community on Grinnell Str ...
From $125 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Garden of Roses | Private Hot Tub, Prime Key West Location! - Monthly Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Garden of Roses | Private Hot Tub, Prime Key West Location! Experience the essence of Key West living at Garden of Rose ...
From $213 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Cabana at the Golf Club-Monthly Rental Charming 2-Bedroom Golf Course Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming 2-Bedroom Retreat with Golf Course Views | Key West Golf Club Community Nestled in the picturesque Key West Go ...
From $146 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Gypsyginny's Hideaway in downtown Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Set in the heart of Key West's vibrant Meadows district, this delightful 3-bedroom vacation rental on iconic White Stree ...
From $236 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Duval Hideaway | Dog-Friendly Home w/ Shared Hot Tub, Patio & Prime Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Duval Hideaway | Dog-Friendly Home with Shared Hot Tub, Patio & Prime Location Duval Hideaway is the perfect home base ...
From $444 per night (USD)
Expedia
From $474 per night (USD)
VRBO
Duval Street Retreat | Dog-Friendly Home w/ Hot Tub, Patio, & Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Duval Street Retreat | Dog-Friendly Home with Hot Tub, WiFi, & Private Parking Duval Street Retreat is your ideal Key W ...
From $474 per night (USD)
VRBO
From $1523 per night (USD)
Expedia
Meadows Manor | Elegant Oasis with Private Pool & Parking! Weekly Rental
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Meadows Manor | Elegant Oasis with Private Pool & Parking Discover the perfect blend of luxury and tranquility at the M ...
From $1523 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, Close to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Salt Pond Hideaway | Comfortable Condo with Pool, Hot Tub, and Close to Beach! Salt Pond Hideaway is your ideal retreat ...
From $379 per night (USD)
VRBO
From $894 per night (USD)
Expedia
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Southernmost Retreat | Two Dog-Friendly Homes with Hot Tubs, WiFi, & Private Parking Southernmost Retreat is the perfec ...
From $894 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Kingfish Keep | Lively Escape on Duval! Balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Kingfish Keep | Lively Escape on Duval! Balcony! Kingfish Keep is the perfect escape in the heart of the historic distr ...
From $328 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Yellowfin Ledge | Inviting Getaway On Duval! Balcony! Yellowfin Ledge is the ideal choice for your Key West adventure! ...
From $277 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Wahoo Way | Charming Hideaway On Duval Street!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wahoo Way | Charming Hideaway On Duval Street! Escape to Wahoo Way for an unforgettable couple’s retreat in Key West! T ...
From $235 per night (USD)
VRBO
From $842 per night (USD)
Expedia
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street! Pescado Penthouse is the ultimate getaway for families or ...
From $842 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Palm Isle: Tropical 2nd-Floor Unit, Shared Heated Pool, Near Duval St, Historic Seaport & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Palm Isle! A tropical 2nd-floor condo in the charming Meadows area of Key West. Relax on your private front ...
From $317 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Poolside Hide-Away @ Palm Gardens offered by Rent Key West Vacations
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Poolside Hide-Away is a first floor one bedroom, one bath historic condo, that can accommodate up to 4 people, with wrap ...
From $398 per night (USD)
Expedia
From $218 per night (USD)
VRBO
WASTIN' A WAYLAND ~ Renovated 2 BR/2 Ba Home in Old Town!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
OLD TOWN GEM... This 2 bedroom, 2 bathroom cutie resides down a charming lane surrounded by historic residences and is a ...
From $218 per night (USD)
VRBO
From $2075 per night (USD)
Expedia
**HOUSE OF THE ROYAL PALMS @ OLD TOWN** Estate & Pool Near Duval + LAST KEY SERV
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Key West is k ...
From $2075 per night (USD)
Expedia
From $1114 per night (USD)
VRBO
**The Three Mermaids @ Solaris Hill** New Construction Compound + Last Key Servi
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Finding a com ...
From $1114 per night (USD)
VRBO
From $311 per night (USD)
Expedia
INTO THE BLUE~GRAND OPENING RATES! Pristine 4 BR/3.5 BA Home w/Private Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
TOP NOTCH LIVING… Nestled in the exclusive Casa Marina district, this newly constructed sanctuary sits only a few blocks ...
From $311 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Cozy on Caroline - Key West Seaport
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Experience the quintessential Key West lifestyle in this charming one-bedroom, two-bathroom apartment that perfectly bal ...
From $225 per night (USD)
VRBO
From $581 per night (USD)
Expedia
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
THE PROPERTY: Welcome to your private rocking chair front porch and tropical, Adult Only setting! As you enter your quai ...
From $581 per night (USD)
Expedia
From $288 per night (USD)
VRBO
On the Bright Side of the Key West Golf Club
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your serene retreat at The Key West Golf Club! This meticulously cared-for 3-bedroom, 3-bathroom townhome rad ...
From $288 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Royal Palm of Casa Marina
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
EXQUISIT NEW CONSTRUCTION HOME!!!! Discover the epitome of modern luxury and comfort at this brand-new exquisite 4-bedr ...
From $391 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Southern Skies, Stylish Home in Old Town Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience the paradise of Southern Skies, an elegant 3 bedroom and 2.5 bath home nestled in the heart of Key West's His ...
From $349 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Seaport Serenity Cottage - Quiet and Quaint
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This charming 2BR/2BA rental is located in the Historic Seaport District offering off-street parking and a prime locatio ...
From $215 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Rooster Doodle Do - Midtown Family Retreat
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Your perfect tropical getaway! This stunning 3-bedroom, 3-bathroom home with an additional guest cottage is designed for ...
From $338 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Charming 1923 2 Bedroom, 1 Bath home with bonus loft.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to The Emma House! A delightful 1923 Key West retreat located in the heart of historic and vibrant Bahama Villa ...
From $205 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Beachfront Condo in heart of Key West, minutes to downtown 1BR-1BA 2 lg pools 🚲
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Key West-Resort style living! Spacious 1 bed/ 1 bath, large living space full-kitchen condo in gated community. Beachf ...
From $209 per night (USD)
VRBO
From $795 per night (USD)
Expedia
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Zen Villa - A Luxe Retreat in the Heart of Old Key West! Tucked away on a quiet lane just steps from the vibrant heartbe ...
From $795 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Jerry's Escape - Truman @ Duval | Cozy Studio Perfect for Couples
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Truman @ Duval - Unit C | Cozy Studio Perfect for Couples Experience your perfect romantic retreat, offering a charming ...
From $370 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Truman @ Duval - Unit D | Two-Bedroom with Full Kitchen & Prime Location Welcome to your perfect family getaway in the ...
From $436 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Slice of Paradise | 3 bedroom, 2 bathroom pool home in Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover your island oasis in this beautifully updated one-story home, where tropical breezes meet modern comfort. Nestl ...
From $288 per night (USD)
VRBO
Click For Pricing
Expedia
Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Key West just minutes from beautiful sunsets at Mallory Square or renowned dining and nightlife of Duval Stre ...
Click For Pricing
Expedia
From $361 per night (USD)
VRBO
Tropical Island Retreat Near Florida Beaches with Pool & Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stylish, pet-friendly, and amazing decor is what awaits you. This boutique hotel offers you a great stay in the heart of ...
From $361 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Tropical Island Retreat Near Florida Beaches with Pool & Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover Old Town charm, plunge into vibrant Duval Street life, and dive deep into Key West's treasures. We're footsteps ...
From $449 per night (USD)
VRBO
From $468 per night (USD)
VRBO
Charming Hideaway with Pool – Walk to Duval St & Local Attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $468 per night (USD)
VRBO
From $464 per night (USD)
VRBO
Sunny Florida Escape with Pool, Beach Access & Stunning Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $464 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Cozy Key West Escape – Near Shops, Bars & Famous Duval Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $340 per night (USD)
VRBO
From $539 per night (USD)
Expedia
CASA DEL SUR ~ Renovated 2 BR/2Ba Home with Dip Pool & Outdoor Spa!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
QUAINT AND PRIVATE HIDEAWAY... This Key West classic checks all the boxes for your blissful getaway to our tiny island p ...
From $539 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Truman @ Duval Unit A | Perfect for a Getaway in Key West Escape to this cozy, vibrant cottage in the heart of downtown ...
From $290 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Scott's Cottage - Truman @ Duval F | Perfect Location! Ideal for Solos & Couples Looking for a relaxing retreat in the ...
From $282 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Truman @ Duval - Unit E | Cozy Getaway in the Heart of Key West Duval Studio is your perfect launchpad for an unforgett ...
From $341 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Amazing Key West location 3 bed 3 bath home, with HEATED PRIVATE POOL, WIFI
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local ...
From $646 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Cozy & modern guest house in Key West with AC, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your cozy getaway awaits in Key West at this marvelous apartment. With a bedroom, washing & drying machine, AC, and WiFi ...
From $193 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Key West Comfort | Bungalow with Patio, 3 Pools & Steps to Duval Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $415 per night (USD)
VRBO
From $622 per night (USD)
VRBO
Central Key West Stay | 3 Pools, Free Daily Breakfast, Pet-Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $622 per night (USD)
VRBO
From $406 per night (USD)
VRBO
Tropical Bungalow, 3 Pools, Breakfast Included, Pets Allowed, Near Shops & Bars
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $406 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Pet-Friendly & Cozy Bungalow, Daily Breakfast & Poolside Lounging!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $380 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Bungalow in Heart of Key West | 3 Pool, Free Breakfast, Shops & Bars Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $421 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Key West Charm | 3 Pools, Complimentary Breakfast, Near Duval Street!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $360 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Key West Getaway | Romantic Bungalow, Pools, Breakfast & Pets Allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $578 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Cozy Home in Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your home away from home in beautiful Key West! This cozy and comfortable 3-bedroom retreat is nestled on a d ...
From $554 per night (USD)
VRBO
From $622 per night (USD)
Expedia
The Penthouse at Custom House Inn | New! Coastal Escape on Duval Street!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Penthouse at Custom House Inn | Serene Coastal Escape on Duval Street! Immerse yourself in the calm and comfort of ...
From $622 per night (USD)
Expedia
Click For Pricing
VRBO
Most Beautiful View on Key West?
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Make yourself at home in this 2-bedroom Key West retreat. This cool condo features a beautiful view from every room. Spa ...
Click For Pricing
VRBO
From $1269 per night (USD)
Expedia
Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West Experience the ultimate Key West getaway at Ch ...
From $1269 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Charming island retreat with balcony, king bed, desk space & dog-friendly vibe
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Periwinkle Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $120 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Quiet 2-bedroom plus office townhome on the Key West golf course!
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Just a short walk from the Resort style pool and fitness center, our townhome, situated on the 1st fairway of the Key We ...
From $168 per night (USD)
VRBO
From $739 per night (USD)
VRBO
Upscale 2-bedroom villa in the heart of Old Town. Minutes to Duval & Mallory Sq
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this upscale condo in Key West. This terrific property features 2 bedrooms with 1 king bed and 1 queen bed, a ...
From $739 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Charming island cottage with sunny patio, modern kitchen, AC & dog friendly yard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Casa Sirena Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $251 per night (USD)
Expedia
From $1181 per night (USD)
VRBO
4 x King with Pool View & Terrace at The Gates Hotel Key West
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1181 per night (USD)
VRBO
From $801 per night (USD)
Expedia
Southernmost Beach Resort, Avalon 2 Queen Room, Beach and Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience the best of Key West, where modern design meets a romantic, tropical setting. Nestled just steps away from le ...
From $801 per night (USD)
Expedia
From $801 per night (USD)
VRBO
Comfortable Key West Stay with Pool – Perfect Location Near the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the best of Key West, where modern design meets a romantic, tropical setting. Nestled just steps away from le ...
From $801 per night (USD)
VRBO
From $618 per night (USD)
Expedia
Key West Retreat with Pool Access – Just Steps from the Beach and Local Fun
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the best of Key West, where modern design meets a romantic, tropical setting. Nestled just steps away from le ...
From $618 per night (USD)
Expedia
From $618 per night (USD)
VRBO
Southernmost Beach Resort, Duval Gardens Two Queen, Beach & Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the best of Key West, where modern design meets a romantic, tropical setting. Nestled just steps away from le ...
From $618 per night (USD)
VRBO
From $584 per night (USD)
Expedia
COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Cocktails on the Corner! This 2- bedroom, 1- bathroom residence sits on the corner of Southard and Margaret S ...
From $584 per night (USD)
Expedia
From $798 per night (USD)
VRBO
Sandbar Suite | 2 bed/2 bath apartment with patio overlooking Front Street
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Sandbar Suite – 2BR/2BA Island Getaway with Front Street views Welcome to The Sandbar Suite, a bright and breezy 2- ...
From $798 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $237 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Hidden Gem In Tropical Key West! Stay Just Minutes Away From The Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Rare Find! 2 Comfortable Rooms In The Heart Of Key West Minutes From The Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $484 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Perfect Staycation! 2 Spacious Rooms, Close to Local Attractions & Shopping
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $465 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Escape To Paradise in Key West! Relaxing Room, Minutes Away From The Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $233 per night (USD)
Expedia
$Fantastic Land and Sea Vacation! Amazing Ocean View Room w\/ King Bed, Pool$
From $242 per night (USD)
VRBO
Fantastic Land and Sea Vacation! Amazing Ocean View Room w\/ King Bed, Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Spacious Garden View Suite Perfect for Couples | Breathtaking Surroundings
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $233 per night (USD)
Expedia
$Perfect Location for Your Next Getaway! Amazing Room w\/ King Bed, Outdoor Pool$
From $237 per night (USD)
VRBO
Perfect Location for Your Next Getaway! Amazing Room w\/ King Bed, Outdoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $237 per night (USD)
VRBO
$You Found it! Two Amazing Rooms w\/ (2 Queen Beds Each), Outdoor Pool$
From $465 per night (USD)
Expedia
You Found it! Two Amazing Rooms w\/ (2 Queen Beds Each), Outdoor Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $465 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Key Lime Hideaway- Traditional Key West Style House in Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Your Old Key West Oasis! Experience the charm of Old Key West in this stunning traditional Conch-style home. ...
From $263 per night (USD)
VRBO
From $293 per night (USD)
Expedia
A Sunset Celebration at the Key West Golf Club - Photos Coming Soon!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This lovely, fully furnished, townhouse has three bedrooms that sleeps up to 6 and two full baths . The spacious upstair ...
From $293 per night (USD)
Expedia

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