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 $258 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 $258 per night (USD)
VRBO
From $748 per night (USD)
Expedia
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 $748 per night (USD)
Expedia
From $731 per night (USD)
VRBO
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 $731 per night (USD)
VRBO
From $457 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 $457 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
Minimum Age: 25 years old Pet Policy: No Pets An ID and credit card for a refundable security deposit will be required. ...
From $920 per night (USD)
VRBO
From $441 per night (USD)
VRBO
Heart of Key West - 2BR Waterfront at the Galleon Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Minimum Age: 25 years old Pet Policy: No Pets An ID and credit card for a refundable security deposit will be required. ...
From $441 per night (USD)
VRBO
From $489 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 $489 per night (USD)
VRBO
From $458 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 $458 per night (USD)
Expedia
From $2912 per night (USD)
VRBO
**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 $2912 per night (USD)
VRBO
From $1024 per night (USD)
VRBO
Adventure Awaits! Partial Harbor View, Onsite Dining, 2 Blocks Away From Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...
From $1024 per night (USD)
VRBO
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 $462 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 $462 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 $870 per night (USD)
Expedia
Near Duval: Hot Tub, Sleeps 6, Top Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Located only 30 seconds from Duval Street, Almost Southernmost will be your Key West home away from home! This ...
From $870 per night (USD)
Expedia
From $1350 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 $1350 per night (USD)
VRBO
From $2643 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 $2643 per night (USD)
Expedia
$Snowbird-friendly condo with private balcony, garden views, W\/D, on-site pool$
From $452 per night (USD)
VRBO
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 $452 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $2937 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 $2937 per night (USD)
VRBO
From $1461 per night (USD)
VRBO
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 $1461 per night (USD)
VRBO
From $4054 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 $4054 per night (USD)
VRBO
From $332 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 $332 per night (USD)
Expedia
From $738 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 $738 per night (USD)
VRBO
From $453 per night (USD)
Expedia
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 $453 per night (USD)
Expedia
From $4679 per night (USD)
VRBO
Historic Old Town Key West Rental Compound - Private, Sleeps 20
Bedrooms:
5
Bathrooms:
10
Sleeps:
23
This private four (4) house compound sleeps (20) guests and is has a private 10′ x 25′ heated pool including a 5’ x 10’ ...
From $4679 per night (USD)
VRBO
From $669 per night (USD)
Expedia
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 $669 per night (USD)
Expedia
$Two-bedroom townhouse overlooking the harbor.\n \nONLY AVAILABLE Nov. 12 - Nov 19$
From $956 per night (USD)
VRBO
Two-bedroom townhouse overlooking the harbor.\n \nONLY AVAILABLE Nov. 12 - Nov 19
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 $956 per night (USD)
VRBO
From $375 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 $375 per night (USD)
Expedia
From $447 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 $447 per night (USD)
VRBO
From $1759 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 $1759 per night (USD)
Expedia
From $756 per night (USD)
VRBO
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 $756 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Campbell Eyebrow House
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
The uniqueness of Campbell Eyebrow House starts with its Classical Revival "eyebrow" styling, an iconic gable roof creat ...
From $301 per night (USD)
Expedia
From $157 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 $157 per night (USD)
VRBO
From $383 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 $383 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Havana Hideaway in Key West
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Call it casual luxury. Call it tropical chic. This two bedroom/two full bath Harbour Place condominium is a part of Key ...
From $543 per night (USD)
VRBO
From $502 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 $502 per night (USD)
Expedia
From $435 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 $435 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Beautiful Two-Bed, Two-Bath Suite at Galleon Resort - pool - harbor views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Feel free to message me with any questions. Our space is a lovely two-bedroom, two-bathroom serviced apartment with harb ...
From $482 per night (USD)
Expedia
$Blue Bayou: Ideal Key West Location W\/ Shared Pool, Steps from Beach, Duval Street & Mallory Square!$
From $310 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
Welcome to Blue Bayou, where the quintessential Key West lifestyle becomes your everyday reality. This charming Truman A ...
From $310 per night (USD)
VRBO
From $637 per night (USD)
Expedia
70 Sunset Key: Experience Idyllic Island Life, Shared Pool, Beach Access & Latitudes Restaurant!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to "70 Sunset Key," your personal slice of tropical paradise located on the serene Sunset Key, just a brief ferr ...
From $637 per night (USD)
Expedia
From $451 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 $451 per night (USD)
VRBO
$Lavender Jungle by AvantStay | Great Location w\/ Patio & Shared Pool!$
From $550 per night (USD)
Expedia
Lavender Jungle by AvantStay | Great Location w\/ Patio & Shared Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 7+ night stays only.* *The Shipyard Pool will be Closed for the Deck Resur ...
From $550 per night (USD)
Expedia
$Truman's Hideaway by AvantStay | Great Location w\/ Patio, Outdoor Dining & BBQ$
From $511 per night (USD)
VRBO
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 7+ night stays only.* It’s hard to say which is more impressive, the view ...
From $511 per night (USD)
VRBO
$Conch Adventure by AvantStay | Great Location w\/ Patio, Outdoor Dining$
From $620 per night (USD)
Expedia
Conch Adventure by AvantStay | Great Location w\/ Patio, Outdoor Dining
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 7+ night stays only.* *The Shipyard Pool will be Closed for the Deck Resur ...
From $620 per night (USD)
Expedia
$Sundown Refuge by AvantStay | Great Location w\/ Outdoor Dining & Shared Pool!$
From $1047 per night (USD)
VRBO
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 7+ night stays only.* View passing ships and sunsets from your own balcony ...
From $1047 per night (USD)
VRBO
From $654 per night (USD)
Expedia
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 7+ night stays only.* Enjoy a carefree vacation in a 2 bedroom 1.5 bath, 2 ...
From $654 per night (USD)
Expedia
From $206 per night (USD)
VRBO
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 $206 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Key West Charming by AvantStay | CommunalPool | GatedCommunity | Week Long Stays
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 7+ night stays only.* *The Shipyard Pool will be Closed for the Deck Resur ...
From $575 per night (USD)
Expedia
From $207 per night (USD)
VRBO
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 $207 per night (USD)
VRBO
$Easy Livin' by AvantStay | Key West Home w\/ Pool & BBQ | Week Long Stays Only$
From $1521 per night (USD)
Expedia
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 7+ night stays only.* Cozy, but upscale, this charming vacation rental wit ...
From $1521 per night (USD)
Expedia
$Parrot Perch by AvantStay | Old Town Key West w\/ Shared Pool$
From $626 per night (USD)
VRBO
Parrot Perch by AvantStay | Old Town Key West w\/ Shared Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
*Please note that this home is available for 7+ night stays only.* *The Shipyard Pool will be Closed for the Deck Resur ...
From $626 per night (USD)
VRBO
$Artist Garden by AvantStay | Great Location w\/ Balcony, Shared Pool & BBQ!$
From $588 per night (USD)
Expedia
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 7+ night stays only.* This spacious home with a large outside deck is tuck ...
From $588 per night (USD)
Expedia
$Key West Found by AvantStay | Close to Shops w\/ Patio & Shared Pool! |$
From $923 per night (USD)
VRBO
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 7+ night stays only.* Just steps away from Harry Truman's "Little White Ho ...
From $923 per night (USD)
VRBO
$Bahamian Reed by AvantStay | Walk to Everything! w\/ Community Pool$
From $876 per night (USD)
Expedia
Bahamian Reed by AvantStay | Walk to Everything! w\/ Community Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
*Please note that this home is available for 7+ day stays only.* Welcome to Bahamian Reed, your dream vacation home tha ...
From $876 per night (USD)
Expedia
$Serenity by AvantStay | Guest House in Old Town w\/ Shared Pool$
From $250 per night (USD)
VRBO
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 $250 per night (USD)
VRBO
From $673 per night (USD)
Expedia
Shipyard Treasure by AvantStay | Communal Pool, Gated Community | Great Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 7+ night stays only.* *The Shipyard Pool will be Closed for the Deck Resur ...
From $673 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Always Your Paradise by AvantStay | Shared Pool | Near Zachary Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 7+ day stays only.* *The Shipyard Pool will be Closed for the Deck Resurfa ...
From $394 per night (USD)
VRBO
From $1097 per night (USD)
Expedia
Key West Casa by AvantStay | Communal Pool | BBQ & Patio | Near Duval Street
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Please note that this home is available for 7+ night stays only.* *The Shipyard Pool will be Closed for the Deck Resur ...
From $1097 per night (USD)
Expedia
From $512 per night (USD)
VRBO
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 7+ night stays only.* When a name says it all you know you have made the p ...
From $512 per night (USD)
VRBO
$Southard Getaway by AvantStay | w\/ Covered Patio, Great Location & Shared Pool$
From $701 per night (USD)
Expedia
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 7+ night stays only.* “Amazingly Perfect!” That is how one of our delighte ...
From $701 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Beach House Condo by AvantStay | Communal Pool, Gated Community | Great Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
*Please note that this home is available for 7+ night stays only.* *The Shipyard Pool will be Closed for the Deck Resur ...
From $535 per night (USD)
VRBO
$A Place In Paradise by AvantStay | Key West Walkable w\/ Shared Pool$
From $803 per night (USD)
Expedia
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 7+ day stays only.* *This home has been recently upgraded with a remodeled ...
From $803 per night (USD)
Expedia
From $338 per night (USD)
VRBO
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 ...
From $338 per night (USD)
VRBO
$Amelia Home by AvantStay | In Historic Old Town w\/ Pool$
From $1321 per night (USD)
Expedia
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 $1321 per night (USD)
Expedia
$Three Condos w\/ Entertainment, Private Parking & Beach Nearby - Great for Groups$
From $3181 per night (USD)
VRBO
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 $3181 per night (USD)
VRBO
$Duval Sq., Old Town, very walkable, full kitchen, pool, parking, 2 BR\/2.5 BA.$
From $347 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 $347 per night (USD)
VRBO
From $1442 per night (USD)
VRBO
Noah's Retreat in Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Fall Discounts!If you are in a Key West state of mind, you are going to find "Noah's Retreat," a custom-built home, idea ...
From $1442 per night (USD)
VRBO
From $806 per night (USD)
Expedia
A Siesta Bay by AvantStay | Key West Walkable | Gated Community, Shared Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Please note that this home is available for 7+ day stays only.* *The Shipyard Pool will be Closed for the Deck Resurfa ...
From $806 per night (USD)
Expedia
From $1233 per night (USD)
VRBO
**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 $1233 per night (USD)
VRBO
From $546 per night (USD)
Expedia
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 $546 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Shipyard in Key West, FL
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy two-bedroom, one-bath condo lies hidden behind wrought iron gates and down a winding pathway. The Shipyard, pa ...
From $398 per night (USD)
VRBO
From $1724 per night (USD)
Expedia
Kemp House in Key West
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
FALL DISCOUNTS!This Civil War Era home sits in Key West's most desirable Historic Seaport District, less than a block fr ...
From $1724 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Peaceful and relaxing setting with the feel of the island!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
$6,000 per month in Summer If Key West is on your itinerary, make this welcoming, conveniently located one-bedroom home ...
From $295 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Beautiful Two-Bed, Two-Bath Suite at Galleon Resort Overlooking Harbor
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Our space is a lovely two-bedroom, two-bathroom serviced apartment with harbor views located on the second floor of The ...
From $450 per night (USD)
Expedia
$Shipyard 208-6 Condo in Truman Annex-2 bedroom 2 bath, close to Duval w\/ pool$
From $578 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 $578 per night (USD)
VRBO
From $427 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 $427 per night (USD)
Expedia
From $894 per night (USD)
VRBO
SEAPORT SAILING at Galleon Resort—Southernmost Regatta-Marina-Beach-Pool-BBQ
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 $291 per night (USD)
VRBO
Conch in Training in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
End of Year Specials!This home is, or may soon be, listed for sale. Guests booking this home must agree to showing reque ...
From $291 per night (USD)
VRBO
From $573 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 $573 per night (USD)
Expedia
$\A Captain's Quarters at the Truman Annex in Key West\$
From $1390 per night (USD)
VRBO
\"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 $1390 per night (USD)
VRBO
From $1583 per night (USD)
Expedia
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Pool and Parking
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Admirals Gold, a luxurious weekly vacation rental nestled in the prestigious Truman Annex neighborhood. This ...
From $1583 per night (USD)
Expedia
$Hyatt Vacation Club at Sunset Harbor\n2 Bedroom$
From $1278 per night (USD)
VRBO
Hyatt Vacation Club at Sunset Harbor\n2 Bedroom
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Tropical Key West welcomes you to a classic Florida villa offering a primary room with a plush king bed and connecting b ...
From $1278 per night (USD)
VRBO
From $872 per night (USD)
Expedia
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 $872 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Old Town Cottage House in Old Town Key West!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
$100 off! Fully furnished cottage home in the heart of old town key west. Has a Loft with Queen Bed overlooking the livi ...
From $188 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
From $338 per night (USD)
VRBO
Downtown Sunset Harbor Studio!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a great studio unit at Hyatt Sunset Harbor in downtown Key West. Walk along the boardwalk or head to Duval Stree ...
From $338 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 $438 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 c ...
From $438 per night (USD)
VRBO
From $802 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 $802 per night (USD)
Expedia
$Mirabella- 2 bed, 2 bath, Old Town home w\/ private pool, parking$
From $277 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 $277 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 $1356 per night (USD)
VRBO
1-Bedroom Suite at a 4⭐️ Hotel
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 King Bed600-sq-foot (56-sq-meter) room, balcony with ocean viewsLayout - Bedroom Internet - Free WiFi Entertainment - ...
From $1356 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
$La Paloma- Updated Old Town 2 bedroom 1 bath home w\/ jacuzzi backyard oasis$
From $235 per night (USD)
VRBO
La Paloma- Updated Old Town 2 bedroom 1 bath home w\/ jacuzzi backyard oasis
Bedrooms:
1
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 $235 per night (USD)
VRBO
From $1041 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 $1041 per night (USD)
Expedia
From $267 per night (USD)
VRBO
NEW! Treasure Trove | One-of-a-Kind Key West Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Dating back to 1919, Casa Antigua has a rich history as a one-of-a-kind property in downtown Key West. As one o ...
From $267 per night (USD)
VRBO
$Charming, newly renovated Key West home\n2 bed, 1 bath with bonus loft bedroom$
From $386 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 $386 per night (USD)
Expedia
From $1356 per night (USD)
VRBO
1-Bedroom Suite at a 4⭐️ Hotel
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 King Bed600-sq-foot (56-sq-meter) room, balcony with ocean viewsLayout - Bedroom Internet - Free WiFi Entertainment - ...
From $1356 per night (USD)
VRBO
From $493 per night (USD)
Expedia
**ANGELFISH REEF @ THE FOUNDRY** Villa Near Duval & Beach + 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! ANGELFISH REE ...
From $493 per night (USD)
Expedia

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