
Key West National Wildlife Refuge Rentals

- From $729 per night (USD)
VRBO
Chic Beachfront Stays - Enjoy Ocean Views & Private Sand in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $729 per night (USD)VRBO
- From $1830 per night (USD)
VRBO
4 Key West Stays with Spa, Private Beach & Culinary Delights - On Duval St.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1830 per night (USD)VRBO
- From $2052 per night (USD)
VRBO
3 Oceanfront Two Queen, Pier House Resort, Beachfront Leisure, Key West Sunset
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $2052 per night (USD)VRBO
- From $1007 per night (USD)
VRBO
Oceanfront Suite, Pier House, Serene Waterfront, Elegant Dining, Island Life
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1007 per night (USD)VRBO
- From $1373 per night (USD)
VRBO
3 Island-Chic Rooms Offering Private White Sand Beach on Duval St. in Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $1373 per night (USD)VRBO
- From $881 per night (USD)
VRBO
Casa Cristol- Family and Pet Friendly - Classic KW Charm Superb Location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Family friendly, secluded retreat within Key West Truman Annex gated community. Our lanai is a destination in of itself ...
From $881 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Beautiful, private, bright one bedroom cottage walk to Duval, Truman Waterfront, Santiago's Bodega
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We are very proud to offer this beautiful, private, bright one bedroom cottage walk to Duval, Truman Waterfront, Santia ...
From $133 per night (USD)VRBO
- From $2146 per night (USD)
VRBO
Galleon Resort, Pool, Hot Tub, In Town, Pool, Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Galleon Resort offers a multitude of accommodations in studio, one-bedroom and two-bedroom configurations. Studios h ...
From $2146 per night (USD)VRBO
- From $1698 per night (USD)
VRBO
Banyon Resort, Beach, Pool, Hot Tub, In Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
In the heart of historic Old Town Key West, The Banyan Resort boasts a storied history and sits on a historic, mid-1800' ...
From $1698 per night (USD)VRBO
- Click For Pricing
Expedia
HYATT KEY WEST SUNSET HARBOR! Rarely Avail 2BR\/2Bth - Best Location! 8\/18-8\/22
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AVAILABLE AUG 18-22 ONLY Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage ...
Click For PricingExpedia
- From $380 per night (USD)
VRBO
Room w\/ Queen Bed in Vibrant Key West! Enjoy Romantic Ambience near Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $380 per night (USD)VRBO
- From $375 per night (USD)
VRBO
King Bed Room in the Heart of Key West! Perfect for Friends & Couples Vacation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $375 per night (USD)VRBO
- From $394 per night (USD)
VRBO
Heart of Key West: Unique Stay with Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $394 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Royal Palm in Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
There's no better way to experience island time - that slow shifting of hours that makes Key West such an ideal vacation ...
From $397 per night (USD)Expedia
- From $3804 per night (USD)
VRBO
Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the glamour of this stylish, upscale place. Overlooking the shimmering span of Gulf of Mexico in historic Old Tow ...
From $3804 per night (USD)VRBO
- From $1823 per night (USD)
Expedia
The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This gorgeous classical Key West Estate property is quite possibly the most stylish blend of historic Victorian-Caribbea ...
From $1823 per night (USD)Expedia
- From $637 per night (USD)
VRBO
PARADISE ON PORTER in the Truman Annex
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Paradise on Porter is a wonderful vacation townhome located in the desirable Truman Annex area of downtown Key West. Th ...
From $637 per night (USD)VRBO
- From $494 per night (USD)
VRBO
A Caribbean Alternative townhome in Truman Annex
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
A Caribbean Alternative is a wonderful vacation townhome located in the desirable Truman Annex area of downtown Key West ...
From $494 per night (USD)VRBO
- From $1462 per night (USD)
VRBO
No secrets at Pilar's Secret - Just a great location!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pilar’s Secret is hidden away in the heart of Old Town Key West just half a block off the famous Duval Street. This secl ...
From $1462 per night (USD)VRBO
- From $468 per night (USD)
VRBO
Traditional Two Queen, Pier House, Comfortable Ambiance, next to Nightlife Sight
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $468 per night (USD)VRBO
- From $248 per night (USD)
VRBO
Tropical cottage with private pool, two blocks from Duval - near Hemingway House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
The Conch-Out Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $248 per night (USD)VRBO
- From $458 per night (USD)
Expedia
**CASA AVILA @ OLD TOWN** Private Home & Pool + LAST KEY SERVICES…
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! CASA AVILA co ...
From $458 per night (USD)Expedia
- From $556 per night (USD)
VRBO
Walk to Duval Street - Iconic Mermaid House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to an iconic Key West paradise with this exceptional vacation rental, where a mermaid theme enchants throughout t ...
From $556 per night (USD)VRBO
- From $652 per night (USD)
Expedia
Pool, Pet Friendly, & Near Duval - Coastal Rose
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience the charm of downtown Key West in this cozy 1-bedroom unit with an additional loft and a shared pool ...
From $652 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Pet Friendly, Near Duval - Rose Petal Petite Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Located in downtown Key West, the 'Rose Petal Petite Suite' offers a cozy and charming accommodation experience ...
From $474 per night (USD)VRBO
- From $1128 per night (USD)
Expedia
Pet Friendly, & Near Duval - Rose Key Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to paradise with this luxurious Key West retreat, perfect for families and groups looking to unwind in s ...
From $1128 per night (USD)Expedia
- From $921 per night (USD)
VRBO
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Waterfront Sunset Harbor Resort, DUVAL STREET+Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Paradise at Hyatt Vacation Club at Sunset Harbor! Additional $500-$1 ...
From $921 per night (USD)VRBO
- From $248 per night (USD)
VRBO
2 BR Charmer w\/ Pool, Old Town, Key West - \"A Stone's Throw\"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a stylish experience at this charming 2 BR, 2 BA home with heated pool, in the heart of Old Town, Key West. You wi ...
From $248 per night (USD)VRBO
- From $863 per night (USD)
VRBO
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Near Duval Street, Waterfront Sunset Harbor Resort. 2BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Paradise at Hyatt Vacation Club at Sunset Harbor! 🌅 Nestled in the he ...
From $863 per night (USD)VRBO
- From $919 per night (USD)
Expedia
An Ocean Serenity in Truman Annex, Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
A luxury, ocean front, 2 bedroom, (king in master, queen in guest bedroom) 2.5 bath condo at Harbour Place in the award ...
From $919 per night (USD)Expedia
- From $5625 per night (USD)
VRBO
Key West Hyatt Charming 2-bedroom resort with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience a serene oasis nestled in the heart of Key West’s historic Old Town. Surrounded by lush greenery, this retrea ...
From $5625 per night (USD)VRBO
- From $5625 per night (USD)
VRBO
Key West Florida Charming 1-bedroom resort with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Experience a serene oasis nestled in the heart of Key West’s historic Old Town. Surrounded by lush greenery, this retrea ...
From $5625 per night (USD)VRBO
- From $5625 per night (USD)
VRBO
Key West Studio Charming resort with WiFi, AC, fitness room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience a serene oasis nestled in the heart of Key West’s historic Old Town. Surrounded by lush greenery, this retrea ...
From $5625 per night (USD)VRBO
- From $513 per night (USD)
VRBO
Stunning Key West Stay Perfect for a Romantic Escape! Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and s ...
From $513 per night (USD)VRBO
- From $519 per night (USD)
VRBO
Stylish Boutique Room w\/ 2 Queen Beds - Access Pool & Poolside Bar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $519 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Ann Street Gardens in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The cottage is a cozy hideaway. The poolside area is picture-postcard perfect. The location is in the very heart of Key ...
From $424 per night (USD)Expedia
- From $2315 per night (USD)
VRBO
Pool & Parking, & Near Duval - The Rigby House
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Escape to paradise with this stunning 6-bedroom, 6.5 bathroom home nestled in the heart of historic Key West. W ...
From $2315 per night (USD)VRBO
- From $681 per night (USD)
Expedia
NEW!!! Gorgeous! Beacon Terrace in the Truman Annex Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
"Beacon Terrace" in the Truman Annex is a beautifully renovated town home in the historic Foundry in the Truman Annex. ...
From $681 per night (USD)Expedia
- From $806 per night (USD)
VRBO
Outstanding Room w\/ King Bed & Patio just steps from Duval St - Key West Bliss
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $806 per night (USD)VRBO
- From $973 per night (USD)
VRBO
1BR Suite w\/ Spacious Living Area and Access to Heated Pool, Near Duval St
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $973 per night (USD)VRBO
- From $875 per night (USD)
VRBO
Welcoming 2 Queen Room w\/ Patio- Heart of Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $875 per night (USD)VRBO
- From $816 per night (USD)
VRBO
Room w\/ Queen Bed w\/ Patio in the Heart of Key West - Duval St steps away
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $816 per night (USD)VRBO
- From $1870 per night (USD)
VRBO
Stunning 2 Floor Loft in Vibrant Key West Ideal for Romantic Weekends - Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $1870 per night (USD)VRBO
- From $723 per night (USD)
VRBO
Vibrant 2 Floor Loft Ideal for Relaxing Escape in Key West - Near Duval St
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $723 per night (USD)VRBO
- From $422 per night (USD)
VRBO
Elegant Boutique Room w\/ Private Patio & Garden - Duval Street steps away
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $422 per night (USD)VRBO
- From $1127 per night (USD)
Expedia
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Near Duval Street, Waterfront Sunset Harbor Resort. 2BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Paradise at Hyatt Vacation Club at Sunset Harbor! 🌅 Nestled in the he ...
From $1127 per night (USD)Expedia
- From $933 per night (USD)
VRBO
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 Near Duval Street, Waterfront Sunset Harbor Resort. 2BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴 Experience Paradise at Hyatt Vacation Club at Sunset Harbor! 🌅 Nestled in the he ...
From $933 per night (USD)VRBO
- Click For Pricing
Expedia
Hyatt resort 2-bdr 2 bath Duvale St in Key West with kitchen washer\/dryer pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the beauty of Key West from this 2-bedroom 2 bath resort. The spacious bedrooms feature a king and queen bed, p ...
Click For PricingExpedia
- From $2236 per night (USD)
VRBO
Sunset Harbor | Marina | Hot Tub | Pool | Concierge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your serene oasis in the heart of Key West’s iconic Old Town, where lush greenery and contemporary design cre ...
From $2236 per night (USD)VRBO
- From $1941 per night (USD)
VRBO
The Banyan | Concierge | Beach Access | Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of historic Old Town Key West, The Banyan Resort is a charming escape set on a mid-1800s estate ste ...
From $1941 per night (USD)VRBO
- From $11524 per night (USD)
VRBO
Galleon | Hot Tub | Marina | Lux Resort | Concierge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Galleon Resort is a premier destination in Key West, Florida, offering an unbeatable combination of luxury, comfort, ...
From $11524 per night (USD)VRBO
- From $2236 per night (USD)
VRBO
Sunset Harbor | Hyatt | Hot Tub | Pool | Marina | Lux Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your serene oasis in the heart of Key West’s iconic Old Town, where lush greenery and contemporary design cre ...
From $2236 per night (USD)VRBO
- From $1839 per night (USD)
VRBO
Galleon | Marina | Lux Resort | Pool | Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Galleon Resort is a premier destination in Key West, Florida, offering an unbeatable combination of luxury, comfort, ...
From $1839 per night (USD)VRBO
- From $1839 per night (USD)
VRBO
Galleon | Marina | Concierge | Hot Tub | Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled along the sparkling Gulf of Mexico in historic Old Town, The Galleon Resort places you in the heart of Key West’ ...
From $1839 per night (USD)VRBO
- From $1779 per night (USD)
VRBO
2 Family-friendly Units, Complimentary Breakfast, Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $1779 per night (USD)VRBO
- From $1035 per night (USD)
VRBO
Perfect for Groups! 2 Pet-friendly Units, Free Breakfast, Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore, dine, and relax in downtown Key West! We're steps from the Hemingway Home, Duval Street nightlife, and Southern ...
From $1035 per night (USD)VRBO
- From $527 per night (USD)
VRBO
**A BEACHY VIEW @ THE TRUMAN ANNEX IN KEY WEST**
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come and relax in this 2-bedroom 1 bath, first floor with 3 flat screen TV's, custom kitchen, backyard tropical paradise ...
From $527 per night (USD)VRBO
- From $1824 per night (USD)
VRBO
3| Galleon | Marina | Spa | Hot Tub | Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Galleon Resort is a premier destination in Key West, Florida, offering an unbeatable combination of luxury, comfort, ...
From $1824 per night (USD)VRBO
- From $1506 per night (USD)
VRBO
2 Hyatt Sunset Harbor Resort, In Town, Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This stylish place is close to must-see destinations. Discover this relaxing oasis in the heart of Key West's famed Old ...
From $1506 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Salvador's Seclusion – Cozy Studio Retreat with a Heated Pool! Welcome to Salvador's Seclusion, a charming micro-effici ...
From $330 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Leo’s Lodge | Newly Updated!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Leo’s Lodge | Newly Updated! Leo’s Lodge offers an intimate and updated retreat just a few blocks from the famous Duva ...
From $329 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Andy’s Attic | Budget-Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Andy’s Attic | Budget-Friendly! Andy’s Attic is an affordable, cozy studio designed for two guests. Located in Bahama V ...
From $331 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Chagall’s Corner | Newly Remodeled!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Chagall’s Corner | Newly Remodeled! Chagall’s Corner offers a relaxing, second-floor retreat in the heart of Key West. ...
From $330 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Carey’s Corner | Updated Studio with Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Carey’s Corner | Updated Studio with Heated Pool Carey’s Corner is a cozy, updated studio nestled in the heart of Baham ...
From $329 per night (USD)Expedia
- Click For Pricing
VRBO
Charming 1-bedroom\/1-bath apartment in historical home with pool in Key West, FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your cozy getaway awaits in Key West at this amazing apartment. Nestled in a beautiful private historical home in the he ...
Click For PricingVRBO
- From $1593 per night (USD)
VRBO
2 Sunset Harbor Resort, Marina, In Town, Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay in an upscale place that’s near everything you want to visit. This stylish place is close to must-see destinations ...
From $1593 per night (USD)VRBO
- From $272 per night (USD)
VRBO
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Pierre's Perch, a beautiful second-floor studio that blends modern design with tropical charm! Located in th ...
From $272 per night (USD)VRBO
- From $352 per night (USD)
Expedia
African Queen | Perfect Suite Near Historic Seaport, Shared Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to African Queen Cottage, a charming retreat within the serene Harbor Walk Hideaways complex in Key West's Histo ...
From $352 per night (USD)Expedia
- From $509 per night (USD)
VRBO
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval! Shared Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Atocha Cottage at Harbor Walk Hideaways Welcome to Atocha Cottage, a serene getaway nestled within the charming Harbor ...
From $509 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Pilar Cottage | Spectacular Studio w\/ Shared Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Pilar Cottage, a charming studio located within the peaceful Harbor Walk Hideaways complex in Key West's Hist ...
From $354 per night (USD)Expedia
- From $1276 per night (USD)
VRBO
Harbor Walk Hideaways | Group Compound In Old Town!
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
Welcome to Harborwalk Hideaways! Overview: Discover Harbor Walk Hideaways, a beautifully renovated vacation rental comp ...
From $1276 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the vibrant heart of Key West and stay at the charming Claude Monet Suite, located just a few blocks from famo ...
From $347 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Shared Pool & Parking - The Cottage at James House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Summary: Escape to this cozy 1-bedroom, 1-bathroom cottage nestled at the historic Curry Mansion Inn, right in the heart ...
From $358 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Renovated Corner Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Beautiful one bedroom one bathroom condo was formerly a two bedroom opened up to create a spacious living area. The ...
From $339 per night (USD)Expedia
- Click For Pricing
VRBO
Waterfront Resort, Fantasy Fest, Old Town, 7 Nights, Pool, Hot Tub, Hyatt
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Have I mentioned that this listing is for celebrating Fantasy Fest in sunny Key West, FL? You will be staying at the Hya ...
Click For PricingVRBO
- Click For Pricing
Expedia
Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 6, Swimming Pool, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Have I mentioned that this listing is for the Songwriter’s Festival in sunny Key West, FL? You will be staying at the Hy ...
Click For PricingExpedia
- Click For Pricing
VRBO
Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 4, Swimming Pool, Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Have I mentioned that this listing is for the Songwriter’s Festival in sunny Key West, FL? You will be staying at the Hy ...
Click For PricingVRBO
- Click For Pricing
Expedia
Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 2, Swimming Pool, Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Have I mentioned that this listing is for the Songwriter’s Festival in sunny Key West, FL? You will be staying at the Hy ...
Click For PricingExpedia
- From $599 per night (USD)
VRBO
Southern Escape at Truman Annex - 2 Bed \/ 2.5 Bath with Parking & Shared Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
WELCOME to Southern Escape! Located in the Truman Annex Foundry building. This newly remodeled 2-bedroom, 2.5-bathroo ...
From $599 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Tropical Cottage - Entire house in the center of Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This delightful retreat is a free standing newly renovated cottage with lovely private deck, front porch, and a dedicate ...
From $250 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Banana Wind at Truman Annex - 2 Bed \/ 2.5-Bath Condo w\/ Shared Pool & Parking
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
WELCOME to Banana Wind! Located in the Truman annex Foundry building. Discover the beauty of Key West from this marve ...
From $604 per night (USD)VRBO
- From $808 per night (USD)
Expedia
Sailfish Suite on Duval
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Sailfish Suite, your tropical retreat located in the heart of Key West! Situated on lively Duval Street, ...
From $808 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Waterfront Resort, RWO Championship Boat Races, Old Town, Swimming Pool, Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Have I mentioned that this listing is for the Race World Offshore Championship Boat Races in sunny Key West, FL? You wil ...
From $557 per night (USD)VRBO
- From $776 per night (USD)
Expedia
Charming 4-bedroom house with pool - 10 MIN. WALK TO DUVAL STREET
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to 1015 Eaton Street, nestled in the heart of the Historic Seaport neighborhood. Renovated in 2024, this 4-bedro ...
From $776 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Right in the heart of key west!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With a coveted location in the heart of Old Town and magnificent views of the Gulf of Mexico, Sunset Harbor is the ultim ...
From $456 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Abuela's at Casa Antigua | Historic Monthly Rental in the Heart of Old Town!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Abuela's @ Casa Antigua | Historic Monthly Rental in the Heart of Old Town! Step back in time and experience the charm ...
From $228 per night (USD)Expedia
- From $506 per night (USD)
VRBO
Sunshine State at Custom House Inn | Bright Studio on Duval Street!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Sunshine State at Custom House Inn | Bright Studio on Duval Street! Welcome to Sunshine State, your vibrant Key West es ...
From $506 per night (USD)VRBO
- From $893 per night (USD)
Expedia
Two Vibrant Suites on Duval - Custom House Inn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Feather Queen at Custom House Inn: A Key West Gem on Duval Street Located in the vibrant heart of Duval Street, Feather ...
From $893 per night (USD)Expedia
- From $2473 per night (USD)
VRBO
Custom House Inn | Colorful Suites & Rooftop Vibes on Duval Street!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 20
Custom House Inn | Colorful Suites & Rooftop Vibes on Duval Street! Experience the ultimate group getaway at Custom Hou ...
From $2473 per night (USD)VRBO
- From $894 per night (USD)
Expedia
Two Modern Suites on Duval - Custom House Inn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Chicken Water Cabana at Custom House Inn Located in the heart of vibrant Duval Street, Chicken Water Cabana at Custom H ...
From $894 per night (USD)Expedia
- From $470 per night (USD)
VRBO
Underwater Cabana at Custom House Inn | Right In The Heart, On Duval!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Underwater Cabana at Custom House Inn | Stay on Duval Street! Experience the heart of Key West with a stay at the Under ...
From $470 per night (USD)VRBO
- From $459 per night (USD)
Expedia
Birds of a Feather at Custom House Inn | Perfect Spot On Duval!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Birds of a Feather at Custom House Inn | Vibrant Stay on Duval Street! Discover the heart of Key West at Birds of a Fea ...
From $459 per night (USD)Expedia
- From $468 per night (USD)
VRBO
Chicken Run at Custom House Inn | Unbeatable Location On Duval!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Chicken Run at Custom House Inn | Stay on Duval Street! Welcome to Chicken Run, a vibrant and uniquely themed studio lo ...
From $468 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Citrus Queen at Custom House Inn | Ideal Location On Duval!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Citrus Queen at Custom House Inn | On Duval St! | Bright & Modern Studio Welcome to Citrus Queen, your vibrant, modern ...
From $470 per night (USD)Expedia
- From $515 per night (USD)
VRBO
Penthouse Near Downtown - The Maloney
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Woven throughout this 2,000+ square foot luxury penthouse is a story that can only be revealed by experience. ...
From $515 per night (USD)VRBO
- Click For Pricing
Expedia
Hyatt Sunset Harbor. Relaxing Key West Escape in the heart of town. 2 BR Condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With a coveted location in the heart of Old Town and magnificent views of the Gulf of Mexico, the Hyatt Sunset Harbor i ...
Click For PricingExpedia
- Click For Pricing
VRBO
First Mate's Escape | Historic Apartment Near Duval w\/ Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step back in time and embrace the enchanting history of Key West with a stay at First Mate's Escape, a stunning loft apa ...
Click For PricingVRBO
- From $742 per night (USD)
Expedia
\"An Island Retreat in the Truman Annex, Key West\"
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This charming two bedroom, two and one half bath town home has recently been updated and added to our rental program! Fr ...
From $742 per night (USD)Expedia
- From $601 per night (USD)
VRBO
Poolside Palms in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summer Discounts!If island living in a verdant park setting sounds appealing, this 2 bedroom, 2 bath condo fits the bill ...
From $601 per night (USD)VRBO
- From $462 per night (USD)
VRBO
Dee's Dream Sunset Condo with WiFi and AC in Key West - 2 bdrm - Shipyard #151
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This beautiful 2-bedroom condo in the quiet and private gated Shipyard Community. It has rave reviews & 2 blocks from fa ...
From $462 per night (USD)VRBO