Key West National Wildlife Refuge, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Key West National Wildlife Refuge, Florida on RentalSaver.com!

Key West National Wildlife Refuge Rentals

From $912 per night (USD)
VRBO
A Place In Paradise by AvantStay | Key West Walkable w/ Shared Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for s ...
From $912 per night (USD)
VRBO
Click For Pricing
Expedia
Priced to book! Sleeps 4- Walking Distance to Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Great location in Key West. The Galleon is Walking distance to shopping, bars, dining, trolley, marina, Duval st., Mallo ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Fantasy Festival October 20, 2022-October 23, 2022 Studio Downtown Sunset Harbor
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hyatt Residence Club Key West Sunset Harbor Fantasy Fest 2022 Location......Location, Location, Location....In the hear ...
Click For Pricing
VRBO
From $954 per night (USD)
Expedia
Balcony & Near Downtown - Cloud Suite on Duval
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Cloud Suite On Duval is a beautifully updated 2 bed, 2.5 bath upper level condo located right in the heart of w ...
From $954 per night (USD)
Expedia
From $457 per night (USD)
VRBO
A PEACE OF PARADISE at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Swanky condo in The Shipyard of Truman Annex! Luxury touches everywhere. This end unit was completely remodeled with fla ...
From $457 per night (USD)
VRBO
From $313 per night (USD)
Expedia
**SERENITY ON SOUTHARD @ THE ANNEX** Condo Near Duval & Beach + LAST KEY SERVICE
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SERENITY ON S ...
From $313 per night (USD)
Expedia
From $351 per night (USD)
VRBO
PEAK OF DUVAL | 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Elegant & Spacious Apartment is located directly in the center of the Famous Duval Street. Enjoy Dining, Shopping, ...
From $351 per night (USD)
VRBO
From $2064 per night (USD)
Expedia
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theate ...
From $2064 per night (USD)
Expedia
From $530 per night (USD)
VRBO
Roosters Perch at Truman Annex- LOW SUMMER RATES!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Roosters Perch in Truman Annex, Porter Lane! This spacious corner duplex is flooded with natural light and b ...
From $530 per night (USD)
VRBO
$\Tranquility \ At Ann Street Gardens Steps From Duval$
From $671 per night (USD)
Expedia
\"Tranquility \" At Ann Street Gardens Steps From Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location is ideal for this wonderful one bedroom retreat. A lush, inviting compound created so owners and guests could e ...
From $671 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Hyatt Sunset Harbor, overlooking the Gulf of Mexico; 2 bd villa!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Concierge Realty is proud to present luxury villas at Hyatt Sunset Harbor! **Reservations are available in weekly (7 ni ...
From $675 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Keys to Paradise – Your Cozy Retreat in the Heart of Key West! Located in the charming Shipyard Condominium ...
From $457 per night (USD)
Expedia
From $508 per night (USD)
VRBO
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
STEPS TO DUVAL ST… Take advantage of this premier opportunity to indulge in all your desired Key West bucket list items ...
From $508 per night (USD)
VRBO
From $889 per night (USD)
VRBO
Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...
From $889 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Enjoy More Privacy in a Truman Annex End Unit Townhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Contact us about special Summer Rates! Absolute Best Location! Our Townhome is set in the tranquil verdant gardens of ...
From $638 per night (USD)
VRBO
From $457 per night (USD)
Expedia
ISLE BE BACK at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Thank you for considering Isle Be Back for your escape to the tropical paradise of Key West. Here you will enjoy the lap ...
From $457 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex Shipyard Condo with a deck at Mile Marker 0!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condos include: 2 bedrooms 1 bath {queen and ...
From $576 per night (USD)
VRBO
From $857 per night (USD)
Expedia
Old Town Key West Luxury 4BR – Private Pool by Historic Seaport - Monthly Rental
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Escape to the heart of Key West's historic district and immerse yourself in the vibrant island lifestyle. This 4-bedroom ...
From $857 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Villa 3 Bedrooms/3 bathrooms /close to everything/off st prking/Old Town/Whitehd
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
READ ADDITIONAL REVIEWS -Old Town -Whitehead St- BEST LOCATION -On Whitehead St. -Steps to Duval -Any discounts offered ...
From $285 per night (USD)
VRBO
From $972 per night (USD)
VRBO
Bella Grand Premier Estate Key West - 2 Blocks off Duval w Private Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Inspired by romantic turn-of-the-century architecture, Bella Grand Premier Estate is a unique Old Town Key West estate w ...
From $972 per night (USD)
VRBO
From $911 per night (USD)
VRBO
Noah's Retreat in Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Truman Annex Properties are going to Monthly (or longer) rentals beginning January 1, 2026 because of changing licensing ...
From $911 per night (USD)
VRBO
From $341 per night (USD)
Expedia
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nigh ...
From $341 per night (USD)
Expedia
From $450 per night (USD)
VRBO
The Courtyard in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Vacation ever so comfortably in this well-designed one bedroom, one-full-bath courtyard unit at Campbell Court. You can ...
From $450 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Havana Hideaway in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Truman Annex Properties are going to Monthly (or longer) rentals beginning January 1, 2026 because of changing licensing ...
From $468 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Campbell Suite in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Let your rendezvous with paradise begin at the Campbell Courtyard compound in the heart of Old Town Key West. Campbell S ...
From $561 per night (USD)
VRBO
From $1410 per night (USD)
Expedia
A Wave From It All at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Searching for the perfect vacation home away from it all? Your hunt ends in here! A Wave from it All is an updated and t ...
From $1410 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex 2 bedroom 2 bath Shipyard Condo at MM 0!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condos include: 2 bedrooms 2 full bathroom {q ...
From $500 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Duval Sq., Old Town, very walkable, full kitchen, pool, parking, 2 BR/2.5 BA.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 Bedrooms 2.5 Bathrooms. Comfortably Sleeps 4, Max occupancy 6. 1240 total sq. ft. Bedroom nr. 1: 1 King bed, with a b ...
From $291 per night (USD)
VRBO
From $742 per night (USD)
VRBO
A Buccaneer Bay at The Truman Annex in Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Searching for the perfect vacation home away from it all? Your hunt ends in Key West! Discover BUCCANEER BAY, a tasteful ...
From $742 per night (USD)
VRBO
From $862 per night (USD)
Expedia
Beautiful ocean view condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A luxury, ocean front, 2 bedroom, (king in master, twins or twins as king in guest bedroom, queen sleeper in living room ...
From $862 per night (USD)
Expedia
From $1597 per night (USD)
VRBO
A Palm Tree Haven in Key West
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This lovely single-family, two-story luxury home is in the prestigious Truman Annex gated community on a very private cu ...
From $1597 per night (USD)
VRBO
From $2496 per night (USD)
Expedia
Harbor House Suite A | 4 Bed, 4 Bath
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Welcome to Luxury Harbor House Suites, an exceptional NIGHTLY vacation rental property located in the heart of Key West' ...
From $2496 per night (USD)
Expedia
From $989 per night (USD)
VRBO
World's End at Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy spectacular 3-way Key West views from the large wrap-around deck without leaving your rental unit. This 2 bedroom ...
From $989 per night (USD)
VRBO
From $683 per night (USD)
VRBO
Ann Street Tranquility: A cozy and peaceful cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This charming one bedroom cottage is the perfect hideaway. The quiet compound is located just one block from Duval Stre ...
From $683 per night (USD)
VRBO
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VRBO
Hyatt Residence Club, Sunset Harbor - Beautiful Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In the heart of Old Town, perfectly situated on the western side of the island, this gracious retreat overlooks the Gulf ...
Click For Pricing
VRBO
From $554 per night (USD)
Expedia
Old Town Key West Cottage 3bed/2bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully furnished ground floor cottage with 3 bedrooms (queen bed in every bedroom), 2 full bathrooms, plus a loft with an ...
From $554 per night (USD)
Expedia
Click For Pricing
VRBO
Best Location -Hyatt Sunset Harbor- water view-Jan 26 to Feb 2. Seven nights
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
LISTING is ONLY available January 26 to Feb 2. Best location in town. Only 1.5 blocks to Duvall Street but quiet. Key We ...
Click For Pricing
VRBO
From $641 per night (USD)
VRBO
Deluxe Key West Ocean Front Condo Week - April 22 - 29, 2025
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Deluxe Ocean Front Condo in Key West Florida with a spectacular 3rd Floor balcony view of the Marina and Ocean. One Full ...
From $641 per night (USD)
VRBO
From $886 per night (USD)
VRBO
SEAPORT SUMMIT at Galleon Resort-Beach-Pool-King Suite-BBQ-near Mallory Square
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
GALLEON RESORT LUXURY WATERFRONT PENTHOUSE with LOFT + GREAT VIEWS OF THE MARINA, OCEAN & HISTORIC SEAPORT 5th FLOOR M ...
From $886 per night (USD)
VRBO
From $2118 per night (USD)
Expedia
Luxury 4BDR/4BA Penthouse | 4 Bed, 4 Bath
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to the Luxury Harbor House Suites! We proudly offer you a newly renovated 2,400SF, 4BDR/4BA Penthouse in the Cit ...
From $2118 per night (USD)
Expedia
Click For Pricing
VRBO
Priced to book! 2 Bdr/2Ba Walking distance to Duval St., Mallory Square, Trolley
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Great location in Key West. The Galleon is Walking distance to shopping, bars, dining, trolley, marina, Duval st., Mallo ...
Click For Pricing
VRBO
From $534 per night (USD)
Expedia
DOWNTOWN KEY WEST 2BED OCEANFRONT!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a great OCEANFRONT unit with large balcony to watch sunsets. Hyatt Sunset Harbor is perfectly located in downtow ...
From $534 per night (USD)
Expedia
From $882 per night (USD)
VRBO
Three Condos w/ Entertainment, Private Parking & Beach Nearby - Great for Groups
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Three Flowers Guesthouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $882 per night (USD)
VRBO
From $1712 per night (USD)
Expedia
Conch House in Key West
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Quintessential Grand Key West Estate! The James J. Curtis House c. 1874 was acquired by the Navy in 1903 and the home b ...
From $1712 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Cubana Casita in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cubana Casita is an easy-access ground floor condo with one bedroom and 1 baths. This special home's 'from the ground up ...
From $132 per night (USD)
VRBO
From $1048 per night (USD)
Expedia
Amelia Home by AvantStay | In Historic Old Town w/ Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
After a long day cool off in your private pool, enjoy cold Mojitos on the covered porch and cook up some fresh grouper o ...
From $1048 per night (USD)
Expedia
From $444 per night (USD)
VRBO
Another Siesta at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Find the best of Key West at your doorstep with this beautiful one-bedroom condo, with a private patio, a shared swimmin ...
From $444 per night (USD)
VRBO
From $314 per night (USD)
Expedia
THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nigh ...
From $314 per night (USD)
Expedia
From $596 per night (USD)
VRBO
**SOUL OF DUVAL @ DUVAL** Modern/Centrally Located + LAST KEY SERVICES...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! There’s no do ...
From $596 per night (USD)
VRBO
From $481 per night (USD)
Expedia
A Fish Bowl at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A Fish Bowl has been completely remodeled with attention to detail. A beautiful 1 bedroom, 1 bath downstairs condo locat ...
From $481 per night (USD)
Expedia
From $724 per night (USD)
VRBO
Private Island Oasis Getaway, A Dream Vacation
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Imagine the ultimate Key West dream home that feels like a faraway oasis - a short ferry ride to Sunset Key will have yo ...
From $724 per night (USD)
VRBO
From $1117 per night (USD)
VRBO
Stunning Views at The Galleon Resort in Beautiful Key West! Charming 2 Bed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Concierge Realty is proud to present luxury villas at The Galleon Resort! **Reservations are available in weekly (7 nig ...
From $1117 per night (USD)
VRBO
From $595 per night (USD)
VRBO
Latitude Adjustment @ Truman Annex Shipyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Latitude Adjustment located in the Truman Annex Shipyard just steps from beaches, restaurants & bars, Key We ...
From $595 per night (USD)
VRBO
$Tropical Oasis in the Truman Annex with a private pool\n\n$
From $1068 per night (USD)
VRBO
Tropical Oasis in the Truman Annex with a private pool\n\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Searching for the perfect vacation home away from it all? Your hunt ends in here! A Wave from it All is a recently remod ...
From $1068 per night (USD)
VRBO
From $391 per night (USD)
VRBO
THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nigh ...
From $391 per night (USD)
VRBO
Click For Pricing
Expedia
Sunset Harbor Beach Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Hyatt Sunset Harbor Resort is located in Key West, 2,300 feet from Mallory Square. Key West Aquarium is 2,650 feet from ...
Click For Pricing
Expedia
From $451 per night (USD)
VRBO
Beachy Keen @ the Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The co ...
From $451 per night (USD)
VRBO
From $481 per night (USD)
Expedia
HELLO GORGEOUS! - Old Town Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
HELLO GORGEOUS! – A Stunning Conch Cottage in the Heart of Key West Welcome to HELLO GORGEOUS!, a beautifully designed ...
From $481 per night (USD)
Expedia
From $622 per night (USD)
VRBO
A SALTWATER REMEDY ~ 2 BR/2.5 Ba Townhome Truman Annex w/ Shared Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PERFECT CAREFREE RETREAT... Located in the small private community of Porter Court within Truman Annex and set around a ...
From $622 per night (USD)
VRBO
From $528 per night (USD)
VRBO
Key Lime Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Weekly Treat!! A whole downtown vacation experience for the entire family. Rent this condo in the hearth of most request ...
From $528 per night (USD)
VRBO
From $984 per night (USD)
VRBO
SEAPORT SAILING-Beach-Pool-King-BBQ-Hot Tub-Race Week!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
OCEANFRONT CASUAL LUXURY MARINA PENTHOUSE CONDO RENTAL WITH BREATHTAKING VIEWS OF KEY WEST HARBOR AND THE GULF OF MEXICO ...
From $984 per night (USD)
VRBO
Click For Pricing
Expedia
Priced to Book! 1BR/1BA Walking distance to Duval St.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Great location in Key West. The Galleon is Walking distance to shopping, bars, dining, trolley, marina, Duval st., Mallo ...
Click For Pricing
Expedia
From $966 per night (USD)
VRBO
**THE PIRATE’S PENTHOUSE @ BAHAMA VILLAGE** Condo + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Located acros ...
From $966 per night (USD)
VRBO
From $619 per night (USD)
Expedia
A Fish Bowl Too at the Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy two bedroom condo in Key West is the perfect place for a romantic getaway or a solo retreat. As you enter the ...
From $619 per night (USD)
Expedia
From $2981 per night (USD)
VRBO
Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
The iconic William Skelton Home in downtown Key West offers an ideal retreat for your group of 16 guests. The six bedroo ...
From $2981 per night (USD)
VRBO
From $746 per night (USD)
Expedia
**TRUMAN’S TROVE @ THE ANNEX** Private Home & Pool + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Hunting for t ...
From $746 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Banana Key in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Impressive. Distinctive. Comfortable. The perfect spot for your tropical get away. This second floor, two bedroom, two ...
From $509 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Shipyard in Key West, FL
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summer Discounts!Truman Annex Properties are going to Monthly (or longer) rentals beginning January 1, 2026 because of c ...
From $333 per night (USD)
Expedia
From $1164 per night (USD)
VRBO
Kemp House in Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This Civil War Era home sits in Key West's most desirable Historic Seaport District, less than a block from the Gulf of ...
From $1164 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Coconut Cottage | Colorful abode with a full kitchen, enclosed patio, AC, & W/D
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconut Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $318 per night (USD)
Expedia
From $341 per night (USD)
VRBO
A Siesta Bay by AvantStay | Key West Walkable | Gated Community, Shared Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Roof replacement project in Shipyard is scheduled to start on March 28, 2025, and is expected to take approximately 8-9 ...
From $341 per night (USD)
VRBO
$\Paradise Found\ in Historic Key West$
From $457 per night (USD)
VRBO
\"Paradise Found\" in Historic Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Paradise has been Found at this beautiful Old Town Key West condo! Just steps away from the new Truman Waterfront, Fort ...
From $457 per night (USD)
VRBO
From $894 per night (USD)
VRBO
SEAPORT PANORAMA-Beach-Pool-King-BBQ-Kitchen views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
GALLEON RESORT LUXURY OCEANFRONT CONDO RENTAL 45 FT FROM THE WATER WITH BREATHTAKING 180 DEGREE FRONT & CORNER BALCONY V ...
From $894 per night (USD)
VRBO
$\A Captain's Quarters at the Truman Annex in Key West\$
From $1472 per night (USD)
Expedia
\"A Captain's Quarters at the Truman Annex in Key West\"
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Searching for the perfect vacation home away from it all? Your hunt ends in here! A Captain's Quarters is an updated and ...
From $1472 per night (USD)
Expedia
From $653 per night (USD)
VRBO
**MODERN MAJESTY @ THE ANNEX** Oceanside 3BR/3.5BA Condo & Pool + LAST KEY SERVI
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! MODERN MAJEST ...
From $653 per night (USD)
VRBO
Click For Pricing
Expedia
Southern Skies, Stylish Home in Old Town Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Experience the paradise of Southern Skies, an elegant 3 bedroom and 2.5 bath home nestled in the heart ...
Click For Pricing
Expedia
From $600 per night (USD)
VRBO
Shipyard 208-6 Condo in Truman Annex-2 bedroom 2 bath, close to Duval w/ pool
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 $600 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Bahama Village studio @ the Galleria!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This studio has been lovingly renovated and is a wonderful space in historic Old Town to enjoy all of Key West! The unit ...
From $397 per night (USD)
Expedia
From $507 per night (USD)
VRBO
Key West Sunset Serenade - w Pool & Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The first time you arrive to Key West everything indicates that you’ve reached the last tropical island along the ribbon ...
From $507 per night (USD)
VRBO
From $497 per night (USD)
Expedia
SWEET LIKE SUMMERTIME ~ 3 BR/2Ba Home w/ Pool and Yard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
CLASSIC CHARMER... Welcome to this beautifully renovated 3 bedroom 2 bath pool home, located in Bahama Village. This cla ...
From $497 per night (USD)
Expedia
From $1292 per night (USD)
VRBO
Waterfront Sunset Harbor Resort Near Old Town+Amenities: 2BR FindingMeili
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to FindingMeili🌴 Experience Paradise at Hyatt Vacation Club at Sunset Harbor! An Additional Savings from $500 ...
From $1292 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Monkey House by AvantStay | Pool, by Duval Street
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* Monkey House is a two-bedroom Key West escape that ...
From $307 per night (USD)
Expedia
From $405 per night (USD)
VRBO
THE NEST ~ Charming Conch Cottage Close to the Beach and Duval w/ Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
HIDDEN GEM... The perfect location for guests who want to walk and bike to everything Key West has to offer. Modern cot ...
From $405 per night (USD)
VRBO
From $865 per night (USD)
Expedia
New Years special in gorgeous Bahama Village 4Bd 4.5 Ba all ensuite, 2x parking!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Moveable Feast, a dreamy home in the heart of Bahama Village that sleeps 10 comfortably. Located on a quiet, ...
From $865 per night (USD)
Expedia
From $1062 per night (USD)
VRBO
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Admirals Gold, a luxurious weekly vacation rental nestled in the prestigious Truman Annex neighborhood. This ...
From $1062 per night (USD)
VRBO
From $1033 per night (USD)
Expedia
Rooftop Penthouse, Walk to Duval - KAMP
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Stay in this one-of-a-kind penthouse and Jimmy Buffet's former Margaritaville Headquarters as well as David "Mr ...
From $1033 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Galleon Resort, ideally situated in the heart of Old Town Key West on the historic Seaport/Marina—just a ...
From $575 per night (USD)
VRBO
From $630 per night (USD)
Expedia
**HARBORSIDE HARMONY @ TRUMAN ANNEX** Waterfront Condo + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! HARBORSIDE HA ...
From $630 per night (USD)
Expedia
From $180 per night (USD)
VRBO
STUNNING! HEART OF OLD TOWN!: Walk to Duval and Historic Seaport in minutes.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Live like a local in this unique loft apartment in the heart of Key West's Old Town historic district. Walk to Duval Str ...
From $180 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Truman Annex end-unit home, private outdoor spaces, pool, close to Duval & beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
There's a lot to love about #1 at the Foundry! It's nestled within Key's West world-famous Truman Annex where you'll fin ...
From $568 per night (USD)
Expedia
From $211 per night (USD)
VRBO
One Bedroom Cottage House in Old Town Key West by the Hemingway House.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
🌴 Escape to Your Private Key West Cottage Retreat! 🌞 Welcome to your charming and secluded Key West cottage, a perfec ...
From $211 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Studio over looking the Key West Marine at Sunset Harbor
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Walk out of your room and walk down to the pool over looking the Harbor. you can watch the sunset from the pool. You are ...
Click For Pricing
Expedia
From $650 per night (USD)
VRBO
Heart of Key West - 2BR Waterfront at the Galleon Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach ...
From $650 per night (USD)
VRBO
From $288 per night (USD)
Expedia
THE PELICAN PEARL ~ Charming 2 BR/1 Ba Condo in Truman Annex!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nigh ...
From $288 per night (USD)
Expedia
From $1068 per night (USD)
VRBO
3 Bedroom Key West Home - Perfect Location & Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The historic William Skelton Home is ideally located on Eaton Street in Old Town Key West, steps from Duval Street, hund ...
From $1068 per night (USD)
VRBO
From $378 per night (USD)
Expedia
J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & Shared Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to J Ferrara #9, your ideal retreat in the heart of Key West! Nestled on a quiet street in the artist-inspired ...
From $378 per night (USD)
Expedia
From $862 per night (USD)
VRBO
The Perch on Duval- Hip & Modern Duval Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Perch on Duval, an elegant and charming 2-bedroom vacation rental situated in the heart of downtown Key West. ...
From $862 per night (USD)
VRBO
Click For Pricing
Expedia
Key West Sunset Harbor - Mallory Square only steps away - Walk to downtown.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Hyatt Vacation Club - 2bed 2 bath - View of the water. Walk to Mallory Square, Parking for 1 vehicle, Free Wifi and Pool ...
Click For Pricing
Expedia
From $2930 per night (USD)
VRBO
PAGITT HOUSE - 3/ 2 - OLD TOWN KEY WEST WITH POOL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NEW LISTINGS APRIL - 2024! Welcome to the Pagitt House built in 1933 and located on Elizabeth Street just steps to all ...
From $2930 per night (USD)
VRBO
Click For Pricing
Expedia
Studio Unit in quiet resort adjacent to Old Town Key West!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
With a coveted location in the heart of Old Town and magnificent views of the Gulf of Mexico, Sunset Harbor is the ultim ...
Click For Pricing
Expedia

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