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

$Tropical Oasis in the Truman Annex with a private pool\n\n$
From $857 per night (USD)
VRBO
Tropical Oasis in the Truman Annex with a private pool\n\n
Bedrooms:
3
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 $857 per night (USD)
VRBO
$THE SWEET LIFE ~ Charming First Floor 2 BR\/1 Ba Condo w\/ Community Pool!$
From $321 per night (USD)
Expedia
THE SWEET LIFE ~ Charming First Floor 2 BR\/1 Ba Condo w\/ Community Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
CUTE CONDO IN STEPS FROM IT ALL… This 2 bedroom, 1 bath ground level flat is located in The Shipyard, a neighborhood of ...
From $321 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $355 per night (USD)
Expedia
613 Fleming. St. Unit 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Great location in the heart of it all. Short walk to Duval Street, bars, shops and restaurants. Quiet enough to have a p ...
From $355 per night (USD)
Expedia
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
$Luxury 4BDR\/4BA Penthouse | 4 Bed, 4 Bath$
From $1646 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 $1646 per night (USD)
Expedia
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
$25% Discount Summer Sale July Aug Sept\/Villa \/close to everything\/off st prking$
From $285 per night (USD)
Expedia
25% Discount Summer Sale July Aug Sept\/Villa \/close to everything\/off st prking
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
READ ADDITIONAL REVIEWS -Old Town -Whitehead St- BEST LOCATION -On Whitehead St. -Steps to Duval -Any discounts offered ...
From $285 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Classic King & Private Balcony - Curry Mansion Inn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: - Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just ha ...
From $302 per night (USD)
VRBO
From $1738 per night (USD)
Expedia
Key West Suites Hotel #201 on Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Key West Suites Hotel #201 Welcome to your charming private studio apartment right on Duval street! Built in 1919, it u ...
From $1738 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Old Town Bali Hideaway For 2, Just Steps From Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound j ...
From $433 per night (USD)
VRBO
From $1138 per night (USD)
Expedia
**BAHAMIAN BAMBOO @ THE ANNEX** Chic Home By Duval & Beach + LAST KEY SERVICES.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! BAHAMIAN BAMB ...
From $1138 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Private Home in Heart of Old Town (Shared Pool!)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come escape to paradise in this newly updated and available home steps from Duval! Equipped with all the amenities for a ...
From $299 per night (USD)
VRBO
From $337 per night (USD)
Expedia
The Maria Luz, a Key West Monthly Rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Maria Luz a is located in a Historic Conch house from the early 1900’s updated and decorated by its owner. Feature ...
From $337 per night (USD)
Expedia
From $276 per night (USD)
VRBO
The Gisela, a Key West Monthly Rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
The Gisela is located in the rear of an adorable Conch Cottage. Finished with a soft and neutral color scheme that will ...
From $276 per night (USD)
VRBO
From $896 per night (USD)
Expedia
SEAPORT SKYLINE-Beach-Pool-King-BBQ-Hot Tub-Rooftop views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
OCEANFRONT CASUAL LUXURY CONDO RENTAL WITH BREATHTAKING VIEWS OF KEY WEST HARBOR AND THE GULF OF MEXICO. PENTHOUSE COND ...
From $896 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Caroline On My Mind-New Listing-Light, Bright and Airy!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautifully restored, remodeled second-floor 1933 Key West home on Caroline Street offers a unique and inviting exp ...
From $215 per night (USD)
VRBO
From $1002 per night (USD)
Expedia
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
You will love our newly renovated 2 bed/ 2 1/2 bath private townhome in a secure community. Perfect location. This prope ...
From $1002 per night (USD)
Expedia
From $626 per night (USD)
VRBO
Sunset Harbor - Old Town Key West Location - Beautiful Property
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the perfect location in old town Key West. Situated on the western side of the island, this resort is located ...
From $626 per night (USD)
VRBO
From $418 per night (USD)
Expedia
MAI TAI TERRACE - KEY WEST
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Mai Tai Terrace located in The Shipyard subdivision of Truman Annex in beautiful Key West. This 2-bedroom, ...
From $418 per night (USD)
Expedia
From $920 per night (USD)
VRBO
Heart of Key West - 2BR Waterfront at the Galleon Resort
Bedrooms:
2
Bathrooms:
3
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 $920 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Truman Annex 2 bedroom 2.5 bath Townhouse- steps from Duval Street with pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Full renovation completed in August 2024. This beautiful townhouse has a perfect location in Truman Annex. Truman Annex ...
From $402 per night (USD)
Expedia
From $393 per night (USD)
VRBO
A BLUE BEAUTY at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Stunning, Modern 2 bedroom, 1 bathroom ground floor condo in the Truman Annex Shipyard Complex completely renovated. Fu ...
From $393 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Dog-friendly house + guesthouse with private hot tub - less than a mile to beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tropic Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $330 per night (USD)
Expedia
Click For Pricing
VRBO
“LOCATION”
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fantastic Location. Only minutes from Duval St. Quaint 2 bd/ba with lots of space and a great kitchen. Short walk to mar ...
Click For Pricing
VRBO
From $853 per night (USD)
Expedia
Near Duval: Hot Tub, Sleeps 6, Top Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Just 30 seconds from vibrant Duval Street, this iconic conch home is your perfect Key West escape! With two bed ...
From $853 per night (USD)
Expedia
From $1208 per night (USD)
VRBO
Just steps to Duval- Sleeps 10- Pool House
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Located only 30 seconds from Duval Street, this house will be your Key West headquarters for bachelor parties, ...
From $1208 per night (USD)
VRBO
From $2215 per night (USD)
Expedia
Steps to Duval-Pool-Hot tub- Sleeps 16- BIG groups
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Summary: Perfect for bachelor and bachelorette parties, these 2 cottages that are quintessential Key West. Some of those ...
From $2215 per night (USD)
Expedia
$FunSeeker 1\/2 block off Duval$
From $537 per night (USD)
VRBO
FunSeeker 1\/2 block off Duval
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Only one block to the Hemingway House and two blocks to the Green Parrot bar! Restaurants, beaches, bars, entertainment ...
From $537 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Two Bed One Bath Ground Floor End Unit in the Heart of Old Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
TRUMAN ANNEX: The Rooster Retreat is a lovely two bedroom, one bathroom ground floor end unit with a spacious backyard d ...
From $324 per night (USD)
Expedia
From $810 per night (USD)
VRBO
**SALTWATER SAPPHIRE @ THE ANNEX** Stunning Private Home + LAST KEY SERVICES…
Bedrooms:
4
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! A highlight o ...
From $810 per night (USD)
VRBO
From $844 per night (USD)
Expedia
Luxury Waterfront Stay @ The Galleon, Mins from Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Imagine waking up every morning in Paradise. With Balconies that overlook the marina and ocean. Private marina, private ...
From $844 per night (USD)
Expedia
From $2285 per night (USD)
VRBO
CLASSIC KEY WEST - Grand home in Old Town location
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
The Mansion, circa 1840’s is a lovingly restored and renovated three story Classic Folk Victorian home with seven bedroo ...
From $2285 per night (USD)
VRBO
From $1120 per night (USD)
Expedia
PERFECTION...STEPS FROM DUVAL ~
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The Villa is a newer built poolside home, situated steps away from famous Duval Street, the historic seaport and everyth ...
From $1120 per night (USD)
Expedia
From $3331 per night (USD)
VRBO
WATSON HOUSE GRAND ESTATE on Simonton St
Bedrooms:
11
Bathrooms:
11
Sleeps:
22
The Grand Estate is comprised of the Mansion and the Villa offering 11 bedrooms and baths. It is ideal for family gather ...
From $3331 per night (USD)
VRBO
$Snowbird-friendly condo with private balcony, garden views, W\/D, on-site pool$
From $441 per night (USD)
Expedia
Snowbird-friendly condo with private balcony, garden views, W\/D, on-site pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Happy Hour Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $441 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Unlock your Paradise Adventure - Between Sloppy Joe's and the Harbor
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This 4 story Townhouse is in "Old Town Villas". A Caribbean inspired community in the heart of Key West. Built in 2017. ...
From $394 per night (USD)
VRBO
$Two-bedroom townhouse overlooking the harbor.\n \nONLY AVAILABLE Nov. 9 - Nov 16$
From $900 per night (USD)
Expedia
Two-bedroom townhouse overlooking the harbor.\n \nONLY AVAILABLE Nov. 9 - Nov 16
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Two story townhouse with two bedrooms, pull out couch, full kitchen, three bathrooms. Overlooking the harbor with full ...
From $900 per night (USD)
Expedia
From $397 per night (USD)
VRBO
PAPA'S CASITA in Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Even Hemingway would have loved this place! Amazing renovation from top to bottom of this mid 1800's historic home locat ...
From $397 per night (USD)
VRBO
From $4649 per night (USD)
Expedia
Historic Old Town Key West Rental Compound - 11 Beds, 4 Sleeper Sofas, 20 Guests
Bedrooms:
7
Bathrooms:
11
Sleeps:
20
This private four (4) house compound accommodates (20) guests and is has a private 10′ x 25′ heated pool including a 5’ ...
From $4649 per night (USD)
Expedia
$Lavender Jungle by AvantStay | Great Location w\/ Patio & Shared Pool!$
From $371 per night (USD)
VRBO
Lavender Jungle by AvantStay | Great Location w\/ Patio & 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 $371 per night (USD)
VRBO
$Truman's Hideaway by AvantStay | Great Location w\/ Patio, Outdoor Dining & BBQ$
From $546 per night (USD)
Expedia
Truman's Hideaway by AvantStay | Great Location w\/ Patio, Outdoor Dining & BBQ
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for s ...
From $546 per night (USD)
Expedia
$Conch Adventure by AvantStay | Great Location w\/ Patio, Outdoor Dining$
From $346 per night (USD)
VRBO
Conch Adventure by AvantStay | Great Location w\/ Patio, Outdoor Dining
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 $346 per night (USD)
VRBO
$Sundown Refuge by AvantStay | Great Location w\/ Outdoor Dining & Shared Pool!$
From $586 per night (USD)
Expedia
Sundown Refuge by AvantStay | Great Location w\/ Outdoor Dining & Shared Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for s ...
From $586 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Linger Longer by AvantStay | Key West Walkable | Gated Community, Shared Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for s ...
From $460 per night (USD)
VRBO
From $195 per night (USD)
Expedia
La Casita by AvantStay | Steps to Duval Street | Month Long Stays Only
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* The location of La Casita cannot be beaten -- right ...
From $195 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Key West Charming by AvantStay | CommunalPool | GatedCommunity | Week Long Stays
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 $366 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Emma's Secret by AvantStay | Heart of Old Town | Month Long Stays Only
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 28+ night stays only.* Located in one of Key West’s historic and most cult ...
From $168 per night (USD)
Expedia
$Easy Livin' by AvantStay | Key West Home w\/ Pool & BBQ | Week Long Stays Only$
From $1061 per night (USD)
VRBO
Easy Livin' by AvantStay | Key West Home w\/ Pool & BBQ | Week Long Stays Only
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for s ...
From $1061 per night (USD)
VRBO
$Parrot Perch by AvantStay | Old Town Key West w\/ Shared Pool$
From $474 per night (USD)
Expedia
Parrot Perch by AvantStay | Old Town Key West w\/ Shared Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Roof replacement project in Shipyard is scheduled to start on March 28, 2025, and is expected to take approximately 8-9 ...
From $474 per night (USD)
Expedia
$Artist Garden by AvantStay | Great Location w\/ Balcony, Shared Pool & BBQ!$
From $561 per night (USD)
VRBO
Artist Garden by AvantStay | Great Location w\/ Balcony, Shared Pool & BBQ!
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for s ...
From $561 per night (USD)
VRBO
$Key West Found by AvantStay | Close to Shops w\/ Patio & Shared Pool! |$
From $566 per night (USD)
Expedia
Key West Found by AvantStay | Close to Shops w\/ Patio & Shared Pool! |
Bedrooms:
3
Bathrooms:
3
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 $566 per night (USD)
Expedia
$Bahamian Reed by AvantStay | Walk to Everything! w\/ Community Pool$
From $518 per night (USD)
VRBO
Bahamian Reed by AvantStay | Walk to Everything! w\/ Community Pool
Bedrooms:
3
Bathrooms:
3
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 $518 per night (USD)
VRBO
$Serenity by AvantStay | Guest House in Old Town w\/ Shared Pool$
From $228 per night (USD)
Expedia
Serenity by AvantStay | Guest House in Old Town w\/ Shared Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*Please note that this home is available for 28+ night stays only.* Located in Bahama Village, a quaint neighborhood in ...
From $228 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Shipyard Treasure by AvantStay | Communal Pool, Gated Community | Great Location
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 $461 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Always Your Paradise by AvantStay | Shared Pool | Near Zachary Beach!
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 $390 per night (USD)
Expedia
From $665 per night (USD)
VRBO
Key West Casa by AvantStay | Communal Pool | BBQ & Patio | Near Duval Street
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Roof replacement project in Shipyard is scheduled to start on March 28, 2025, and is expected to take approximately 8-9 ...
From $665 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Breezy Bungalow by AvantStay | Close 2 Zachary Taylor State Park & Beach
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for s ...
From $478 per night (USD)
Expedia
$Southard Getaway by AvantStay | w\/ Covered Patio, Great Location & Shared Pool$
From $512 per night (USD)
VRBO
Southard Getaway by AvantStay | w\/ Covered Patio, Great Location & Shared Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for s ...
From $512 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Beach House Condo by AvantStay | Communal Pool, Gated Community | Great Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Roof replacement project in Shipyard is scheduled to start on March 28, 2025, and is expected to take approximately 8-9 ...
From $456 per night (USD)
Expedia
$A Place In Paradise by AvantStay | Key West Walkable w\/ Shared Pool$
From $597 per night (USD)
VRBO
A Place In Paradise by AvantStay | Key West Walkable w\/ Shared Pool
Bedrooms:
3
Bathrooms:
3
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 $597 per night (USD)
VRBO
Click For Pricing
Expedia
Priced to book! Sleeps 4- Walking Distance to Duval!
Bedrooms:
1
Bathrooms:
2
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
From $973 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 $973 per night (USD)
VRBO
From $626 per night (USD)
Expedia
4-bedroom vacation home in Key West - steps to Duval St & Florida Keys Beaches
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Escape to the heart of Key West's historic district and immerse yourself in the vibrant island lifestyle. This 4-bedroom ...
From $626 per night (USD)
Expedia
$Blue Bayou: Ideal Key West Location W\/ Shared Pool, Steps from Beach, Duval Street & Mallory Square!$
From $294 per night (USD)
VRBO
Blue Bayou: Ideal Key West Location W\/ Shared Pool, Steps from Beach, Duval Street & Mallory Square!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Homeowners' Association (HOA) mandates a minimum rental period of 30 nights, with no exceptions. Please review additiona ...
From $294 per night (USD)
VRBO
From $319 per night (USD)
Expedia
70 Sunset Key: Experience Idyllic Island Life, Shared Pool, Beach Access & Latitudes Restaurant!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Homeowners' Association (HOA) mandates a minimum rental period of 30 nights, and no exceptions can be made. Please revie ...
From $319 per night (USD)
Expedia
From $402 per night (USD)
VRBO
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 $402 per night (USD)
VRBO
From $362 per night (USD)
Expedia
AHOY MATE! New Shipyard Listing!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly updated condo in The Shipyard of Truman Annex! Luxury touches everywhere. This end unit was completely remodeled w ...
From $362 per night (USD)
Expedia
From $443 per night (USD)
VRBO
Historic house near Duval Street
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This private home is located on a secluded lane just behind the Key West Lighthouse across from the Hemingway Home Museu ...
From $443 per night (USD)
VRBO
From $1776 per night (USD)
Expedia
**ELEGANT ESCAPE @ THE ANNEX** Lavish Private Home & Pool + LAST KEY SERVICES…
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! There’s no be ...
From $1776 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Campbell Cottage in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location...Location...Location! Campbell Cottage is perfectly located to walk to almost everything Key West has to offer ...
From $147 per night (USD)
VRBO
From $392 per night (USD)
Expedia
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 $392 per night (USD)
Expedia
From $494 per night (USD)
VRBO
Havana Hideaway in Key West
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Truman Annex Properties are going to Monthly (or longer) rentals beginning January 1, 2026 because of changing licensing ...
From $494 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Campbell Suite in Key West
Bedrooms:
2
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 $380 per night (USD)
Expedia
From $964 per night (USD)
VRBO
A Wave From It All at The Truman Annex in Key West
Bedrooms:
3
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 $964 per night (USD)
VRBO
From $403 per night (USD)
Expedia
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 $403 per night (USD)
Expedia
$Duval Sq., Old Town, very walkable, full kitchen, pool, parking, 2 BR\/2.5 BA.$
From $236 per night (USD)
VRBO
Duval Sq., Old Town, very walkable, full kitchen, pool, parking, 2 BR\/2.5 BA.
Bedrooms:
3
Bathrooms:
3
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 $236 per night (USD)
VRBO
$\A Captain's Quarters at the Truman Annex in Key West\$
From $1204 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 $1204 per night (USD)
Expedia
$Shipyard 208-6 Condo in Truman Annex-2 bedroom 2 bath, close to Duval w\/ pool$
From $467 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 $467 per night (USD)
VRBO
From $349 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 $349 per night (USD)
Expedia
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VRBO
5 Star Timeshare Resort - The Galleon located in Old Key West, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Galleon, in the heart of "Old Town Key West" located on the historic Seaport/Marina and a short walk to world famous ...
Click For Pricing
VRBO
From $736 per night (USD)
Expedia
**HARBORSIDE HARMONY @ TRUMAN ANNEX** Waterfront Condo + LAST KEY SERVICES…
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! HARBORSIDE HA ...
From $736 per night (USD)
Expedia
From $422 per night (USD)
VRBO
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 $422 per night (USD)
VRBO
From $858 per night (USD)
Expedia
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 $858 per night (USD)
Expedia
$Mirabella- 2 bed, 2 bath, Old Town home w\/ private pool, parking$
From $222 per night (USD)
VRBO
Mirabella- 2 bed, 2 bath, Old Town home w\/ private pool, parking
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 $222 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 $999 per night (USD)
VRBO
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Admirals Gold, a luxurious weekly vacation rental nestled in the prestigious Truman Annex neighborhood. This ...
From $999 per night (USD)
VRBO
$Charming, newly renovated Key West home\n2 bed, 1 bath with bonus loft bedroom$
From $310 per night (USD)
Expedia
Charming, newly renovated Key West home\n2 bed, 1 bath with bonus loft bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our charming home nestled in the heart of Key West's historic Bahama Village in Old Town! This quaint and inv ...
From $310 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Truman Annex end-unit home, private outdoor spaces, pool, close to Duval & beach
Bedrooms:
3
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 $612 per night (USD)
VRBO
From $188 per night (USD)
Expedia
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 $188 per night (USD)
Expedia
Click For Pricing
VRBO
OLD TOWN LUXURY HOME - completely remodeled, updated, steps to Duval Street.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Located in the heart of Old Town, this rare home has 3 Bedrooms with 3.5 Baths in the Main House. New in 2021 to the hig ...
Click For Pricing
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
$Amelia Home by AvantStay | In Historic Old Town w\/ Pool$
From $913 per night (USD)
VRBO
Amelia Home by AvantStay | In Historic Old Town w\/ Pool
Bedrooms:
3
Bathrooms:
3
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 $913 per night (USD)
VRBO
$Three Condos w\/ Entertainment, Private Parking & Beach Nearby - Great for Groups$
From $1271 per night (USD)
Expedia
Three Condos w\/ Entertainment, Private Parking & Beach Nearby - Great for Groups
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Three Flowers Guesthouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $1271 per night (USD)
Expedia
From $894 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 $894 per night (USD)
VRBO
$Priced to Book! 1BR\/1BA Walking distance to Duval St.$
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 $390 per night (USD)
VRBO
Conch in Training in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This home is, or may soon be, listed for sale. Guests booking this home must agree to showing requests. The name of this ...
From $390 per night (USD)
VRBO
From $425 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 $425 per night (USD)
Expedia
From $457 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 $457 per night (USD)
VRBO
From $702 per night (USD)
Expedia
**TRUMAN’S TROVE @ THE ANNEX** Private Home & Pool + LAST KEY SERVICES…
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Hunting for t ...
From $702 per night (USD)
Expedia

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