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 $332 per night (USD)
VRBO
Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We are moving to a monthly rental model and passing on the savings to you. Here in Key West we believe in One Human Fam ...
From $332 per night (USD)
VRBO
$Rare Penthouse 2 bed\/2bath additional King in loft$
From $1238 per night (USD)
Expedia
Rare Penthouse 2 bed\/2bath additional King in loft
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Perfect vacation rental that allows you to enjoy breakfast on your private balcony, unwind and relax in the master bath ...
From $1238 per night (USD)
Expedia
From $913 per night (USD)
VRBO
The Galleon Resort in Beautiful Key West. Amazing Views! 2 bedroom villa!
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 $913 per night (USD)
VRBO
From $765 per night (USD)
Expedia
Rose Lane Villas - Villa Vista - 2 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 $765 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Villa Fleur at Shipyard Condominiums
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax at Villa Fleur in luxurious surroundings. Renovated in 2018 it has a fully equipped kitchen with bar seating and d ...
From $366 per night (USD)
VRBO
$BEACH HOUSE ~ Stunning 4B\/4Ba Home with Private Pool in Truman Annex!$
From $1529 per night (USD)
Expedia
BEACH HOUSE ~ Stunning 4B\/4Ba Home with Private Pool in Truman Annex!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
PRESTIGIOUS TROPICAL RETREAT... Indulge in this spectacular two-story home situated in the premier gated community of hi ...
From $1529 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 $390 per night (USD)
Expedia
MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This wonderful 2 bedroom downstairs unit is owner's second home and has just been beautifully and professionally decorat ...
From $390 per night (USD)
Expedia
$**OLD TOWN OASIS @ THE ANNEX** Oceanside 2BR\/2BA Condo & Pool + LAST KEY SERVICE$
From $662 per night (USD)
VRBO
**OLD TOWN OASIS @ THE ANNEX** Oceanside 2BR\/2BA Condo & Pool + LAST KEY SERVICE
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! OLD TOWN OASI ...
From $662 per night (USD)
VRBO
From $2186 per night (USD)
Expedia
Key West Suites Hotel - Adam Scott Rote Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used to be called the Central ...
From $2186 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Key West Rooster
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Please call or text if you’d like to book our home 702 232... 3750 When booking our home please include a brief descri ...
From $439 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 $872 per night (USD)
Expedia
SEAPORT SKYLINE at Galleon Resort-Beach-Pool-King Suite-BBQ-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 $872 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex Shipyard Condo with a deck at Mile Marker 0!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condos include: 2 bedrooms 1 bath {queen and ...
From $366 per night (USD)
VRBO
From $503 per night (USD)
Expedia
Craig & Cindy Truman Annex Foundry Townhouse 2 bedrooms 2.5 baths
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Craig & Cindy Truman Annex Foundry Townhouse is a 2 bedroom 2 1/2 bath townhouse in the best location in all of Key West ...
From $503 per night (USD)
Expedia
From $477 per night (USD)
VRBO
A Touch of Bermuda at Truman Annex
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping ...
From $477 per night (USD)
VRBO
From $233 per night (USD)
Expedia
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 $233 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Villa Nomade at Shipyard Condominiums
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax at Villa Nomade in luxurious surroundings. Featuring a fully equipped kitchen with bar seating and dining area. Th ...
From $366 per night (USD)
VRBO
From $662 per night (USD)
Expedia
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 $662 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Rose Lane Villas - Villa Porta - 1 Bedroom - Downtown Key West
Bedrooms:
1
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 $506 per night (USD)
VRBO
From $1137 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 $1137 per night (USD)
Expedia
From $714 per night (USD)
VRBO
**ENVY OF THE ISLAND @ OLD TOWN** Pristine Home & Pool + LAST KEY SERVICES...
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! While Old Tow ...
From $714 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
$Treasure Cove- 2BDR\/2.5BA | 2 Bed, 2.5 Bath$
From $623 per night (USD)
VRBO
Treasure Cove- 2BDR\/2.5BA | 2 Bed, 2.5 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
~~7 day minimum~~Experience the famous island city of Key West and stay at the Treasure Cove Townhouse in the private P ...
From $623 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Villa Mer at Shipyard Condominiums
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax at Villa Mer in luxurious surroundings. Renovated in 2019 it has a fully equipped kitchen with bar seating. The li ...
From $366 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Quiet Lane in the Heart of Old Town, Sleeps 4 + 🐶🐾
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unbeatable location just 1 block from the iconic Green Parrot Bar and 2 blocks from world famous Duval Street. Blue Heav ...
From $183 per night (USD)
VRBO
$Tropical Jewel: Historic Seaport Oldtown - 2BR\/2BA - Pool - RealKeyWest$
From $273 per night (USD)
Expedia
Tropical Jewel: Historic Seaport Oldtown - 2BR\/2BA - Pool - RealKeyWest
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WELCOME TO TROPICAL JEWEL! Near all the action of the historic seaport and Duval Street, you can get out into the cit ...
From $273 per night (USD)
Expedia
From $443 per night (USD)
VRBO
A Touch Of Cuba In Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Conch Republic and the Shipyard section of the Truman Annex. You have many choices of accommodations and sin ...
From $443 per night (USD)
VRBO
From $513 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 $513 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Freshly Renovated Cottage Old Town MONTHLY
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This freshly renovated cottage in the the heart of Old Key West is located only 2 blocks off Duval St and is a short wal ...
From $141 per night (USD)
VRBO
From $470 per night (USD)
Expedia
MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Featured in The Key West Citizen Home of the Week. Perfect location, and newly renovated with fresh paint, new kitchen w ...
From $470 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Rose Lane Villas - Villa Rosa - 1 Bedroom - Downtown Key West
Bedrooms:
1
Bathrooms:
1
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 wit ...
From $546 per night (USD)
VRBO
From $1199 per night (USD)
Expedia
**JASMINE JEWEL @ THE ANNEX** Lush 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! Hidden amongs ...
From $1199 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach Beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This condo has a unique location in the Gated Truman Annex. It is very quiet, but yet very close to all Key West has t ...
From $327 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Truman Annex Best Location in Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
We stick to a Saturday check in during the in season months (Jan-April) Greetings from Paradise, where the temperature ...
From $430 per night (USD)
Expedia
$Getaway in Key West: Tranquil Room w\/ Balcony | Resort w\/ Pool Access$
From $1025 per night (USD)
VRBO
Getaway in Key West: Tranquil Room w\/ Balcony | Resort w\/ Pool Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unwind in Key West's vibrant heart, where every step brings you closer to adventure. Just moments from Duval Street, the ...
From $1025 per night (USD)
VRBO
$Old Town Key West Family Retreat | Spacious Room w\/ Balcony | Parking Onsite$
From $964 per night (USD)
VRBO
Old Town Key West Family Retreat | Spacious Room w\/ Balcony | Parking Onsite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unwind in Key West's vibrant heart, where every step brings you closer to adventure. Just moments from Duval Street, the ...
From $964 per night (USD)
VRBO
From $575 per night (USD)
VRBO
ADMIRAL'S PARADISE in Key West
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Newly renovated town home located on a charming lane in the Truman Annex. The generous open floor plan features 10 foot ...
From $575 per night (USD)
VRBO
From $1436 per night (USD)
Expedia
Balcony - Sky Suites Retreat, on Duval
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Summary: This elegant, elevated 2nd story loft with vaulted ceilings has been designed for your next dream Key West geta ...
From $1436 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Old Town Beauty built in 1883
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy the lovely Key West ocean breeze from your private Tree House. This is the quietest area of Old Town but only4 blo ...
From $408 per night (USD)
VRBO
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 $565 per night (USD)
VRBO
Miami Vice Sailboat Used For TV Series Ready To Charter! Includes 2 Hour Sail
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Our business is now in a pristine marina at the stock island division in Key West. Perry Marina has a shuttle that ru ...
From $565 per night (USD)
VRBO
$SUMMER LOVIN~Incredibly Located 3 Bedroom, 3 Bathroom Home w\/ Pool!$
From $429 per night (USD)
Expedia
SUMMER LOVIN~Incredibly Located 3 Bedroom, 3 Bathroom Home w\/ Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
SIMPLY CHARMING... An ideal way to spend your tropical vacation immersed in this historic, charming abode showcasing mod ...
From $429 per night (USD)
Expedia
From $409 per night (USD)
VRBO
**SEAPORT SENSATION @ OLD TOWN VILLAS** Condo & Pool + LAST KEY SERVICES...
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! It is not so ...
From $409 per night (USD)
VRBO
From $1447 per night (USD)
Expedia
Waterfront Views from Dolphin Watch
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Dolphin Watch is located in prestigious Truman Annex and is one of the few private waterfront homes. We are less than tw ...
From $1447 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Location, Location, Location!!! Downtown Key West - Truman Annex!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
All the amenities of a fantastic resort suite and free assigned parking in the middle of everything in Key West...2/1 th ...
From $378 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Sunset views at the Galleon
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You will be back year after year! Unit features full kitchen with Master King, Guest Twin Beds, and Pull out Sleeper Sof ...
From $433 per night (USD)
Expedia
$Downtown Retreat - A++ Location W\/ Private Heated Pool\/Hot Tub$
From $1070 per night (USD)
VRBO
Downtown Retreat - A++ Location W\/ Private Heated Pool\/Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Location, location, location! Brand new and beautiful, this spacious house is conveniently located on a quiet street in ...
From $1070 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Galleon Resort Efficiency Historic District
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
$25,00 Renovation completed end of 2016/beginning of 2017!! Different than ANY other Efficiency at the Galleon!! You w ...
From $506 per night (USD)
Expedia
From $1080 per night (USD)
VRBO
Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
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 $1080 per night (USD)
VRBO
$Large Floorplan & Yard, Sunny 2BR KING\/twin, 1 Bath, Truman Annx, Grd Flr, Pool$
From $414 per night (USD)
Expedia
Large Floorplan & Yard, Sunny 2BR KING\/twin, 1 Bath, Truman Annx, Grd Flr, Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Amazing LOCATION! Truman Annex: SHABBY CHICKEN - come stay at the large & proud bird in town!! Large front yard and po ...
From $414 per night (USD)
Expedia
From $1265 per night (USD)
VRBO
Palm Trees Ocean Breeze Key West FL
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Three bedroom, four bathroom private home with heated pool . Breathtaking sunsets can be seen from third floor deck over ...
From $1265 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Truman Annex - Beautiful Townhome - President's Lane
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 2-story townhouse; master bedroom with King Bed and double doors to deck; full bath; second bedroom with two t ...
From $362 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Tranquil 2-BR Condo in Truman Annex, Steps to Pool & 5-Min Walk to Duval St.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our lovely condo which is located in the famed Truman Annex Complex right in the heart of fabulous Key West. ...
From $301 per night (USD)
VRBO
From $751 per night (USD)
Expedia
~Serene Lily~ Luxurious 2 bed, 2.5 bath home in the upscale Truman Annex
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
WEEKLY RENTAL: This property has a 7 night minimum stay. **Beginning January, 2026, Fair Winds will be a MONTHLY (28 ni ...
From $751 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Beautiful sunsets!! Harbour Place, Truman Annex. Walk or bike to everything!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Harbor Place is one of the most prestigious properties in Key West! This unit offers breath taking water views overlook ...
From $498 per night (USD)
VRBO
From $513 per night (USD)
Expedia
BOOKING SMOKING HOT 2025 DEALS NOW!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
City of Key West Business License # 28224 We hope you will enjoy this home where Ernest Hemingway and Jimmy Buffet memo ...
From $513 per night (USD)
Expedia
From $955 per night (USD)
VRBO
Historic Old Town Key West - Turtle House, Sleeps 6
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
OVERVIEW The Turtle House is a 100+ year old recently completely renovated “Conch” house. The house can be described as ...
From $955 per night (USD)
VRBO
From $439 per night (USD)
Expedia
Key West Hen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Give me a call if you have any questions! 702-232-3750 The roof will be being worked on end of April/May only 9am-5pm W ...
From $439 per night (USD)
Expedia
From $793 per night (USD)
VRBO
Tropical State of Mind Key West FL
Bedrooms:
4
Bathrooms:
3
Sleeps:
5
Private home of three bedrooms and 2 1/2 Baths within a gated community. High definition TV found in every bedroom in ...
From $793 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Key West 44ft Sailboat Wild Thing- stay 5 or more nights 1 night free!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Boats are located at the Perry Marina! Summer special starting 5/1/25 to 10/1/25 stay at docks we give you 5th free! We ...
From $509 per night (USD)
Expedia
From $682 per night (USD)
VRBO
**COLORS OF THE KEYS @ THE FOUNDRY** Villa Near Duval & Beach + LAST KEY SERVICE
Bedrooms:
3
Bathrooms:
1
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! COLORS OF THE ...
From $682 per night (USD)
VRBO
From $636 per night (USD)
Expedia
Namaste 'The Spirit Within Me Salutes The Spirit Within You'
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom B ...
From $636 per night (USD)
Expedia
From $1059 per night (USD)
VRBO
Heavenly Hideout at Rainbows End Key West - Steps from Duval w Private Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to the end (and the beginning) of the road. There aren’t many places in the world where you can say you’re both ...
From $1059 per night (USD)
VRBO
From $433 per night (USD)
Expedia
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)
Expedia
From $552 per night (USD)
VRBO
Rose Lane Villas - Villa Alta - 1 bedroom - Sleeps 4 - Downtown Key West
Bedrooms:
1
Bathrooms:
1
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 wit ...
From $552 per night (USD)
VRBO
From $687 per night (USD)
Expedia
Hyatt Sunset Harbour Resort-Prime location on Key West!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
All rentals will be in seven-night increments with a Friday through Sunday for check-in. Thank you for choosing Dash R ...
From $687 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Cozy Piece of Key West History
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
PERFECTLY located, 100 y-o "Conch" House, w AAA+ front-porch, and 3 full baths to go w 3 BRs... brand-new kitchen, compl ...
From $343 per night (USD)
VRBO
From $390 per night (USD)
Expedia
THE OLD SAPODILLA HOUSE ~ Pet Friendly Home in Historic Bahama Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
PERFECT GETAWAY JUST STEPS FROM DUVAL... Private family home with poolside cottage totals three bedrooms and three full ...
From $390 per night (USD)
Expedia
From $336 per night (USD)
VRBO
~ THE PINK HOUSE ~ Saline pool, lush privacy and 2 ensuites with balconies.
Bedrooms:
4
Bathrooms:
2
Sleeps:
5
MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local ...
From $336 per night (USD)
VRBO
From $589 per night (USD)
Expedia
~FAIR WINDS @ THE FOUNDRY~ Frolic on Duval St then unwind in the shared pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
WEEKLY RENTAL: This property has a 7 night minimum stay. **Beginning January, 2026, Fair Winds will be a MONTHLY (28 n ...
From $589 per night (USD)
Expedia
$~ CLOUD 9 ~ It's heaven on earth in this 3B\/3BA lavish home with pool\/parking$
From $2035 per night (USD)
VRBO
~ CLOUD 9 ~ It's heaven on earth in this 3B\/3BA lavish home with pool\/parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
THE PROPERTY: If you are looking for a peaceful retreat that is close to everything, this is the ultimate home for you. ...
From $2035 per night (USD)
VRBO
From $428 per night (USD)
Expedia
~ SEAS THE DAY ~ Nestled in a gated community by Fort Zachary Taylor beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
**Home is available September 1 for a monthly rental (only). 28 night minimum** WEEKLY RENTAL: This property has a 7 n ...
From $428 per night (USD)
Expedia
$Very Rare-The Galleon 3 King Bd, 3 Bath w\/ 4th king bd in loft + sleeper sofa$
From $1145 per night (USD)
VRBO
Very Rare-The Galleon 3 King Bd, 3 Bath w\/ 4th king bd in loft + sleeper sofa
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The Galleon Resort in Key West is a Perfect Resort for you, your Guests and your Family. The unit is spacious and very b ...
From $1145 per night (USD)
VRBO
From $1289 per night (USD)
Expedia
**BRISA FRESCA @ THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! A trip to Key ...
From $1289 per night (USD)
Expedia
From $634 per night (USD)
VRBO
**VILLA BAHAMA @ THE ANNEX** 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! VILLA BAHAMA ...
From $634 per night (USD)
VRBO
From $2276 per night (USD)
Expedia
**THE ROYAL COMPOUND @ THE ANNEX** Lush Estate & Pool + LAST KEY SERVICES...
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Located in th ...
From $2276 per night (USD)
Expedia
From $1306 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 $1306 per night (USD)
VRBO
From $839 per night (USD)
Expedia
**GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! GULFSIDE VIST ...
From $839 per night (USD)
Expedia
From $2119 per night (USD)
VRBO
**STAR OF THE SEAPORT @ OLD TOWN** Huge Home & Pool + LAST KEY SERVICES...
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! For a truly o ...
From $2119 per night (USD)
VRBO
From $510 per night (USD)
Expedia
**SALTWATER HARMONY @ THE ANNEX** Charming Condo & Pool + 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! SALTWATER HAR ...
From $510 per night (USD)
Expedia
From $487 per night (USD)
VRBO
**LA PETITE PENTHOUSE @ THE ANNEX** Elegant Condo & Pool + 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! LA PETITE PEN ...
From $487 per night (USD)
VRBO
From $2334 per night (USD)
Expedia
**CONCH CASA GRANDE @ THE ANNEX** Home+ Pool near Duval + LAST KEY SERVICES...
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! CONCH CASA GR ...
From $2334 per night (USD)
Expedia
From $615 per night (USD)
VRBO
**LA GRANDE REUNION @ OLD TOWN** Estate & Pool + LAST KEY SERVICES...
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Traveling wit ...
From $615 per night (USD)
VRBO
From $813 per night (USD)
Expedia
**PROMENADE TO PARADISE @ THE ANNEX** Ocean Condo & Pool + LAST KEY SERVICES...
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! If you dream ...
From $813 per night (USD)
Expedia
From $779 per night (USD)
VRBO
**CASITA ANGELITA @ OLD TOWN** Historic Condo by Duval + 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! This Old Town ...
From $779 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Irish in Truman Annex Shipyard close to Historic Duval & Ft Zach State Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Best Deal in Truman Annex - Céad Míle Fáilte (Irish) 2 Bedroom 1 bathroom Condo - sleeps up to 5 Here's Céad Míle Fáilt ...
From $374 per night (USD)
Expedia
From $3150 per night (USD)
VRBO
**NOONA'S MANSION @ THE ANNEX** Grand Home & Pool + LAST KEY SERVICES...
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Located in Tr ...
From $3150 per night (USD)
VRBO
From $1668 per night (USD)
Expedia
**DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES…
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Seals & Croft ...
From $1668 per night (USD)
Expedia
From $1577 per night (USD)
VRBO
**SWEET HOME ANGELITA @ OLD TOWN** Renovated Home Off Duval + LAST KEY SERVICES
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! This renovate ...
From $1577 per night (USD)
VRBO
From $827 per night (USD)
Expedia
ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The high-end sophisticated Rooftop Penthouse is located directly above the famous Wyland Gallery on Duval Street. Enjoy ...
From $827 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Truman Annex, two blocks from Duval
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Available for weekly, or longer, rentals (monthly or longer starting in 2026) this three-story townhouse is located on a ...
From $391 per night (USD)
VRBO
From $642 per night (USD)
Expedia
**SOUTHERNMOST PALMS @ THE ANNEX** 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! When you thin ...
From $642 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Bright Condo with Homey Feel, Entertainment & Private Parking - Beach Nearby
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Jasmine Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $387 per night (USD)
VRBO
From $579 per night (USD)
Expedia
Cheery Beach Getaway Near Local Attractions - Pool & Easy Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shipyard Perch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $579 per night (USD)
Expedia
From $707 per night (USD)
VRBO
Elegant home with with patio & community pool - walk to beaches & Duval Street
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Mangrove Lagoon Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $707 per night (USD)
VRBO
From $203 per night (USD)
Expedia
2026 now available! SPARKLING Old Town PRIVATE 3BR Lagoon Pool& FIVE stars!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This colorful three bedroom, two full bath, private, and historic home is a wonderful spot to vacation, live like a loca ...
From $203 per night (USD)
Expedia
From $860 per night (USD)
VRBO
**VILLA ANGELITA @ OLD TOWN** Renovated Condo Off Duval + LAST KEY SERVICES...
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! This modern O ...
From $860 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Banyan Court downtown condo- 2 bedroom, 2 bath, walkable, parking, 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 $251 per night (USD)
Expedia

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