Key West Rentals
From $306 per night (USD)VRBO
Kingfish Keep | Lively Escape on Duval! Balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kingfish Keep | Lively Escape on Duval! Balcony! Kingfish Keep is the perfect escape in the heart of the historic distr ...
From $306 per night (USD)VRBO
From $262 per night (USD)Expedia
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Yellowfin Ledge | Inviting Getaway On Duval! Balcony! Yellowfin Ledge is the ideal choice for your Key West adventure! ...
From $262 per night (USD)Expedia
From $262 per night (USD)VRBO
Wahoo Way | Charming Hideaway On Duval Street!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wahoo Way | Charming Hideaway On Duval Street! Escape to Wahoo Way for an unforgettable couple’s retreat in Key West! T ...
From $262 per night (USD)VRBO
From $597 per night (USD)Expedia
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street! Pescado Penthouse is the ultimate getaway for families or ...
From $597 per night (USD)Expedia
From $423 per night (USD)VRBO
Palm Isle: Tropical 2nd-Floor Unit, Shared Heated Pool, Near Duval St, Historic Seaport & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Palm Isle! A tropical 2nd-floor condo in the charming Meadows area of Key West. Relax on your private front ...
From $423 per night (USD)VRBO
From $534 per night (USD)Expedia
Poolside Hide-Away @ Palm Gardens offered by Rent Key West Vacations
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Poolside Hide-Away is a first floor one bedroom, one bath historic condo, that can accommodate up to 4 people, with wrap ...
From $534 per night (USD)Expedia
From $652 per night (USD)VRBO
~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE PROPERTY: Welcome to your private rocking chair front porch and tropical, Adult Only setting! As you enter your quai ...
From $652 per night (USD)VRBO
From $228 per night (USD)Expedia
WASTIN' A WAYLAND ~ Renovated 2 BR/2 Ba Home in Old Town!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
OLD TOWN GEM... This 2 bedroom, 2 bathroom cutie resides down a charming lane surrounded by historic residences and is a ...
From $228 per night (USD)Expedia
From $2141 per night (USD)VRBO
**HOUSE OF THE ROYAL PALMS @ OLD TOWN** Estate & Pool Near Duval + LAST KEY SERV
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Key West is k ...
From $2141 per night (USD)VRBO
From $945 per night (USD)Expedia
**The Three Mermaids @ Solaris Hill** New Construction Compound + Last Key Servi
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Finding a com ...
From $945 per night (USD)Expedia
From $338 per night (USD)VRBO
INTO THE BLUE~GRAND OPENING RATES! Pristine 4 BR/3.5 BA Home w/Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
TOP NOTCH LIVING… Nestled in the exclusive Casa Marina district, this newly constructed sanctuary sits only a few blocks ...
From $338 per night (USD)VRBO
From $225 per night (USD)Expedia
Cozy on Caroline - Key West Seaport
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the quintessential Key West lifestyle in this charming one-bedroom, two-bathroom apartment that perfectly bal ...
From $225 per night (USD)Expedia
From $419 per night (USD)VRBO
Southern Skies, Stylish Home in Old Town Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the paradise of Southern Skies, an elegant 3 bedroom and 2.5 bath home nestled in the heart of Key West's His ...
From $419 per night (USD)VRBO
From $255 per night (USD)Expedia
Seaport Serenity Cottage - Quiet and Quaint
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming 2BR/2BA rental is located in the Historic Seaport District offering off-street parking and a prime locatio ...
From $255 per night (USD)Expedia
From $416 per night (USD)VRBO
Rooster Doodle Do - Midtown Family Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Your perfect tropical getaway! This stunning 3-bedroom, 3-bathroom home with an additional guest cottage is designed for ...
From $416 per night (USD)VRBO
From $247 per night (USD)Expedia
Charming 1923 2 Bedroom, 1 Bath home with bonus loft.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to The Emma House! A delightful 1923 Key West retreat located in the heart of historic and vibrant Bahama Villa ...
From $247 per night (USD)Expedia
From $190 per night (USD)VRBO
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Truman @ Duval Unit A | Perfect for a Getaway in Key West Escape to this cozy, vibrant cottage in the heart of downtown ...
From $190 per night (USD)VRBO
From $263 per night (USD)Expedia
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Scott's Cottage - Truman @ Duval F | Perfect Location! Ideal for Solos & Couples Looking for a relaxing retreat in the ...
From $263 per night (USD)Expedia
From $199 per night (USD)VRBO
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Truman @ Duval - Unit E | Cozy Getaway in the Heart of Key West Duval Studio is your perfect launchpad for an unforgett ...
From $199 per night (USD)VRBO
Click For PricingExpedia
Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Key West just minutes from beautiful sunsets at Mallory Square or renowned dining and nightlife of Duval Stre ...
Click For PricingExpedia
From $487 per night (USD)VRBO
Tropical Island Retreat Near Florida Beaches with Pool & Views, Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stylish, pet-friendly, and amazing decor is what awaits you. This boutique hotel offers you a great stay in the heart of ...
From $487 per night (USD)VRBO
From $477 per night (USD)VRBO
Tropical Island Retreat Near Florida Beaches with Pool & Views! Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Old Town charm, plunge into vibrant Duval Street life, and dive deep into Key West's treasures. We're footsteps ...
From $477 per night (USD)VRBO
From $533 per night (USD)VRBO
Charming Hideaway with Pool Access – Walk to Duval St! Free Breakfast!
- 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 $533 per night (USD)VRBO
From $552 per night (USD)VRBO
Sunny Florida Escape with Pool, Beach Access & Stunning Views
- 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 $552 per night (USD)VRBO
From $439 per night (USD)VRBO
Cozy Key West Escape – Near Shops, Bars & Famous Duval Street! Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $439 per night (USD)VRBO
From $458 per night (USD)Expedia
CASA DEL SUR ~ Renovated 2 BR/2Ba Home with Dip Pool & Outdoor Spa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
QUAINT AND PRIVATE HIDEAWAY... This Key West classic checks all the boxes for your blissful getaway to our tiny island p ...
From $458 per night (USD)Expedia
From $219 per night (USD)VRBO
Beachfront Condo in heart of Key West, minutes to downtown 1BR-1BA 2 lg pools 🚲
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Key West-Resort style living! Spacious 1 bed/ 1 bath, large living space full-kitchen condo in gated community. Beachf ...
From $219 per night (USD)VRBO
From $1047 per night (USD)Expedia
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Zen Villa - A Luxe Retreat in the Heart of Old Key West! Tucked away on a quiet lane just steps from the vibrant heartbe ...
From $1047 per night (USD)Expedia
From $275 per night (USD)VRBO
Jerry's Escape - Truman @ Duval | Cozy Studio Perfect for Couples
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Truman @ Duval - Unit C | Cozy Studio Perfect for Couples Experience your perfect romantic retreat, offering a charming ...
From $275 per night (USD)VRBO
From $359 per night (USD)Expedia
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Truman @ Duval - Unit D | Two-Bedroom with Full Kitchen & Prime Location Welcome to your perfect family getaway in the ...
From $359 per night (USD)Expedia
From $288 per night (USD)VRBO
On the Bright Side of the Key West Golf Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your serene retreat at The Key West Golf Club! This meticulously cared-for 3-bedroom, 3-bathroom townhome rad ...
From $288 per night (USD)VRBO
From $385 per night (USD)Expedia
Royal Palm of Casa Marina
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
EXQUISIT NEW CONSTRUCTION HOME!!!! Discover the epitome of modern luxury and comfort at this brand-new exquisite 4-bedr ...
From $385 per night (USD)Expedia
From $193 per night (USD)VRBO
Cozy & modern guest house in Key West with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your cozy getaway awaits in Key West at this marvelous apartment. With a bedroom, washing & drying machine, AC, and WiFi ...
From $193 per night (USD)VRBO
From $395 per night (USD)VRBO
Key West Comfort | Bungalow with Patio, 3 Pools! Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $395 per night (USD)VRBO
From $744 per night (USD)VRBO
Central Key West Stay | 3 Pools, Free Daily Breakfast, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $744 per night (USD)VRBO
From $421 per night (USD)VRBO
Tropical Bungalow, 3 Pools, Breakfast Included, Pets Allowed, Near Shops & Bars
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $421 per night (USD)VRBO
From $379 per night (USD)VRBO
Pet-Friendly & Cozy Bungalow, Daily Breakfast & Poolside Lounging!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $379 per night (USD)VRBO
From $388 per night (USD)VRBO
Bungalow in Heart of Key West | 3 Pool, Free Breakfast, Shops & Bars Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $388 per night (USD)VRBO
From $395 per night (USD)VRBO
Key West Charm | 3 Pools, Complimentary Breakfast, Near Duval Street!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $395 per night (USD)VRBO
From $560 per night (USD)VRBO
Key West Getaway | Romantic Bungalow, Pools, Free Breakfast & Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Old Town Key West with nearby landmarks like the Ernest Hemingway Home and Museum or stroll down lively Duval S ...
From $560 per night (USD)VRBO
From $468 per night (USD)VRBO
Cozy Home in Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home in beautiful Key West! This cozy and comfortable 3-bedroom retreat is nestled on a d ...
From $468 per night (USD)VRBO
From $741 per night (USD)Expedia
The Penthouse at Custom House Inn | New! Coastal Escape on Duval Street!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Penthouse at Custom House Inn | Serene Coastal Escape on Duval Street! Immerse yourself in the calm and comfort of ...
From $741 per night (USD)Expedia
Click For PricingVRBO
Most Beautiful View on Key West?
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make yourself at home in this 2-bedroom Key West retreat. This cool condo features a beautiful view from every room. Spa ...
Click For PricingVRBO
From $1735 per night (USD)Expedia
Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West Experience the ultimate Key West getaway at Ch ...
From $1735 per night (USD)Expedia
From $221 per night (USD)VRBO
Charming island retreat with balcony, king bed, desk space & dog-friendly vibe
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Periwinkle Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $221 per night (USD)VRBO
From $168 per night (USD)VRBO
Quiet 2-bedroom plus office townhome on the Key West golf course!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Just a short walk from the Resort style pool and fitness center, our townhome, situated on the 1st fairway of the Key We ...
From $168 per night (USD)VRBO
From $739 per night (USD)VRBO
Upscale 2-bedroom villa in the heart of Old Town. Minutes to Duval & Mallory Sq
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this upscale condo in Key West. This terrific property features 2 bedrooms with 1 king bed and 1 queen bed, a ...
From $739 per night (USD)VRBO
From $337 per night (USD)Expedia
Charming island cottage with sunny patio, modern kitchen, AC & dog friendly yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Sirena Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $337 per night (USD)Expedia
From $415 per night (USD)VRBO
COCKTAILS ON THE CORNER- 2 Bedroom / 1 Bathroom W/ Pool - Old Town Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cocktails on the Corner! This 2- bedroom, 1- bathroom residence sits on the corner of Southard and Margaret S ...
From $415 per night (USD)VRBO
From $778 per night (USD)Expedia
Sandbar Suite | 2 bed/2 bath apartment with patio overlooking Front Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Sandbar Suite – 2BR/2BA Island Getaway with Front Street views Welcome to The Sandbar Suite, a bright and breezy 2 ...
From $778 per night (USD)Expedia
From $314 per night (USD)VRBO
Key Lime Hideaway- Traditional Key West Style House in Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Your Old Key West Oasis! Experience the charm of Old Key West in this stunning traditional Conch-style home. ...
From $314 per night (USD)VRBO
From $309 per night (USD)Expedia
A Sunset Celebration at the Key West Golf Club - Photos Coming Soon!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This lovely, fully furnished, townhouse has three bedrooms that sleeps up to 6 and two full baths . The spacious upstair ...
From $309 per night (USD)Expedia
From $1239 per night (USD)VRBO
DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
GRAND OPENING SUMMER DEALS FOR VINTAGE SOUTHERNMOST COTTAGE... Envision sun soaked days under luxuriant balmy breezes in ...
From $1239 per night (USD)VRBO
From $588 per night (USD)Expedia
KEY WEST- Amazing 3 rd floor corner unit overlooking Florida Bay and Yacht Club.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Consider this 3rd floor corner condo overlooking the Florida Bay and Yacht Club as your next vacation destination. Enjoy ...
From $588 per night (USD)Expedia
From $232 per night (USD)VRBO
Your 2025 Labor Day Week Getaway in Paradise ..... Coconut Mallory, Key West.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a ONE-WEEK opportunity to enjoy Paradise! Our week can be yours in September 2025. This wonderful 2-bd con ...
From $232 per night (USD)VRBO
From $195 per night (USD)VRBO
Family-Friendly Two Queen Beds Room Near Key West Hotspots
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainmen ...
From $195 per night (USD)VRBO
From $201 per night (USD)VRBO
All-Day Fun in Key West |Lawn Games, Pools & Cabanas, Karaoke Fun, Free Shuttle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the lively atmosphere of Blue Flamingo Resort, complete with poolside bars and daily entertainment. This room ...
From $201 per night (USD)VRBO
From $199 per night (USD)VRBO
Spacious Double Queen Room with Contemporary Touches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainmen ...
From $199 per night (USD)VRBO
From $766 per night (USD)VRBO
Blue Flamingo Resort l 4 Rooms, Pool, Cabanas, Karaoke & Old Town Shuttle
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainmen ...
From $766 per night (USD)VRBO
From $388 per night (USD)VRBO
Three Rooms w/ 2 Queen beds at Blue Flamingo Resort Key West l 2 Pools & Shuttle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stay at Blue Flamingo Resort Key West, featuring comfortable two queen beds and convenient access to South Roosevelt Bou ...
From $388 per night (USD)VRBO
From $232 per night (USD)VRBO
Sun, Sip, & Socialize | Island Stay with 2 Pools & Lawn Games
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Situated on a higher floor, this room at Blue Flamingo Resort offers panoramic views of Key West's charming landscape. F ...
From $232 per night (USD)VRBO
From $184 per night (USD)VRBO
Tropical Playground | Relaxed Key West Stay w/ Pool, Karaoke Nights & Tiki Bar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Perched at the gateway to Key West, Blue Flamingo Resort immerses guests in island vibes with tiki cocktails, poolside c ...
From $184 per night (USD)VRBO
From $629 per night (USD)VRBO
Kick Back in 3 Pool-View Rooms at Key West’s Blue Flamingo Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room p ...
From $629 per night (USD)VRBO
From $836 per night (USD)VRBO
4 Pool-view Rooms with 2 Queen Beds l Island Vibes Await in Blue Flamingo Resort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Key West’s newest island escape offers breezy rooms, poolside cabanas, and nonstop fun. Lounge by the pool, enjoy tiki c ...
From $836 per night (USD)VRBO
From $186 per night (USD)VRBO
Colorful Stay at Blue Flamingo | Poolside Bar, Lawn Games, Music & Fire Pits
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Perched at the gateway to Key West, Blue Flamingo Resort immerses guests in island vibes with tiki cocktails, poolside c ...
From $186 per night (USD)VRBO
From $745 per night (USD)VRBO
Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $745 per night (USD)VRBO
From $271 per night (USD)VRBO
Chill & Play in Key West | Pools, Tiki Bar, Games, Fire Pits & Island Eats
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience luxury and space in this studio suite at Blue Flamingo Resort, offering uninterrupted ocean vistas. The suite ...
From $271 per night (USD)VRBO
From $450 per night (USD)VRBO
Sun, Sip, & Socialize | Island Stay w/ 2 Pools & Backyard Bash
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located at the entrance to Key West, Blue Flamingo Resort offers a tropical escape with easy access to Duval Street, Mal ...
From $450 per night (USD)VRBO
From $209 per night (USD)VRBO
Key West Poolside Paradise w/ Cabanas, Lawn Games & Tiki Bar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room p ...
From $209 per night (USD)VRBO
From $209 per night (USD)VRBO
Island Charm & Retro Fun | Pools, Comfort Eats, Shuttle & Fire Pits
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the tropical ambiance of Blue Flamingo Resort, featuring lush gardens and vibrant poolside activities. This room p ...
From $209 per night (USD)VRBO
From $224 per night (USD)VRBO
Poolside Paradise in Key West | Renovated Room, 2 Pools, Games & Live Music
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Blue Flamingo Resort's oceanfront location offers guests breathtaking sea views and easy beach access. This room feature ...
From $224 per night (USD)VRBO
From $476 per night (USD)VRBO
Where Fun Meets Chill | 2 Island View Rooms in Blue Flamingo Resort Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $476 per night (USD)VRBO
From $921 per night (USD)VRBO
Island Views & Comfort | 4 Rooms at Blue Flamingo Key West l Pools & Cabanas
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $921 per night (USD)VRBO
From $312 per night (USD)VRBO
Carefree Key West Days | 2 Pools, Karaoke Nights, Tiki Drinks & Games
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Indulge in the ultimate Key West experience in this one-bedroom suite at Blue Flamingo Resort, boasting direct ocean vie ...
From $312 per night (USD)VRBO
From $450 per night (USD)VRBO
Colorful Key West Escape | Pools, Food Trucks, Karaoke Night & Free Shuttle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located at the entrance to Key West, Blue Flamingo Resort offers a tropical escape with easy access to Duval Street, Mal ...
From $450 per night (USD)VRBO
From $241 per night (USD)VRBO
Laid-Back Luxe | Pools, Comfort Foods, Lawn Games & Shuttle to Fun
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $241 per night (USD)VRBO
From $201 per night (USD)VRBO
Key West Fun Zone: Pools, Lawn Games, Fire Pits, Tiki Cocktails & More
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the lively atmosphere of Blue Flamingo Resort, complete with poolside bars and daily entertainment. This room ...
From $201 per night (USD)VRBO
From $241 per night (USD)VRBO
Relax & Have Fun | Key West Poolside Stay w/ Pools, Games & Comfort Eats
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $241 per night (USD)VRBO
From $692 per night (USD)VRBO
Blue Flamingo Key West | Three Island View Rooms w/ 2 Queen Beds
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $692 per night (USD)VRBO
From $224 per night (USD)VRBO
Key West Resort Room | Fun Dining, Pools, Music Nights & Free Shuttle to Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Blue Flamingo Resort's oceanfront location offers guests breathtaking sea views and easy beach access. This room feature ...
From $224 per night (USD)VRBO
From $291 per night (USD)VRBO
Breezy Key West Stay | Renovated Rooms, Pool, Bar & Nightly Fun
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the vibrant energy of Blue Flamingo Resort from this one-bedroom suite overlooking the pool. Featuring a separate ...
From $291 per night (USD)VRBO
From $963 per night (USD)VRBO
Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panor ...
From $963 per night (USD)VRBO
From $270 per night (USD)VRBO
Live the Island Life | Pool, Lawn Games, Cabanas & Karaoke Nights
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience luxury and space in this studio suite at Blue Flamingo Resort, offering uninterrupted ocean vistas. The suite ...
From $270 per night (USD)VRBO
From $231 per night (USD)VRBO
Poolside Paradise l Fire Pits, Lawn Games, Live Music & Endless Fun
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perched above the vibrant streets of Key West, this room provides sweeping island vistas. With two queen beds and contem ...
From $231 per night (USD)VRBO
From $583 per night (USD)VRBO
Three Rooms w/ 2 Queen beds at Blue Flamingo Resort Key West l 2 Pools & Shuttle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Blue Flamingo Resort offers a vibrant stay at Key West's entrance, with easy access to beaches, dining, and entertainmen ...
From $583 per night (USD)VRBO
From $371 per night (USD)Expedia
Casa Mamisa - 2 bedroom home in Old Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The two bedroom Casa Mamisa is your home away from home on a quiet lane just off of Duval Street. This peaceful space fe ...
From $371 per night (USD)Expedia
From $394 per night (USD)VRBO
LONE PALM COTTAGE ~ 3 BR, 2 Ba Home w/ 2 Cottages, Pool & Parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
OLD TOWN AMBIENCE.... This home with 2 mini cottages captures the essence of time-honored Key West living from the mome ...
From $394 per night (USD)VRBO
From $147 per night (USD)Expedia
Coral Reef Suite | 1 bed, 1 bath monthly rental near Key West's historic waterfront
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the Heart of Key West from This Charming Monthly Vacation Retreat! Stay just steps from the action in this b ...
From $147 per night (USD)Expedia
From $228 per night (USD)VRBO
LA PLUMA LOCA ~ Charming and Updated 3 Bedroom, 2 Bath Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
COZY ISLAND HIDEAWAY… Enter this heavenly slice of southernmost charm, located in the heart of Old Town. The enchanting ...
From $228 per night (USD)VRBO
From $183 per night (USD)Expedia
Margaretaville in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom, 2 bath home instantly transports you into the Key West lifestyle with its living space, balcony, and dec ...
From $183 per night (USD)Expedia
From $296 per night (USD)VRBO
Secluded Gardens Key West Condo - Pool, Balconies & Off‑Street Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Secluded Gardens in Old Town Key West – with Pool, 2 Balconies, and Off‑Street Parking. Why you’ll love it: - Two priv ...
From $296 per night (USD)VRBO
From $336 per night (USD)Expedia
Charming 2-bedroom house with AC, WiFi in cool Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Consider this house your home away from home while you visit Key West. This wonderful property features 2 queen bedrooms ...
From $336 per night (USD)Expedia
From $723 per night (USD)VRBO
Paradise Found, unique 2BR home with Private Heated pool, off-street private parking!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful architect designed home from the 1990's in the process of being lovingly restored and redecorated. This is a ...
From $723 per night (USD)VRBO
From $383 per night (USD)VRBO
Superb waterfront Coconut Mallory 2 BR, 2 bath condo, 2 pools, incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No matter where you stay on the Key West island, you'll be able to get to whatever historical site, beach, restaurant, b ...
From $383 per night (USD)VRBO
From $611 per night (USD)VRBO
The Conchtail Club a Tropical Oasis in the Heart of Old Town – Shipyard Complex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Conchtail Club a Tropical Oasis in the Heart of Old Town – Shipyard Condo in Truman Annex Welcome to your sunny esc ...
From $611 per night (USD)VRBO
From $315 per night (USD)VRBO
Oceanfront 2-bedroom Villa at a Resort in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This memorable resort is the perfect home base for your trip to Key West. With 2 bedrooms and 2 bathrooms featuring a je ...
From $315 per night (USD)VRBO
From $717 per night (USD)VRBO
Serenity by the Sea, 2BR/2BA Condo w/Pool at La Brisa across from Smathers Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Serenity by the Sea | 2BR/2BA Key West Condo at La Brisa Welcome to your tropical retreat in paradise! This beautifully ...
From $717 per night (USD)VRBO
From $148 per night (USD)VRBO
Charming Cottage in Old Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your Key West adventure begins at this charming 1-bedroom cottage. The lovely bedroom features a comfortable queen bed, ...
From $148 per night (USD)VRBO
From $182 per night (USD)VRBO
Island Oasis-2 Bedroom Townhouse in the Gated Community of the Key West Golf Club
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Step into our Island Oasis! A very spacious 2-bedroom, 1 1/2 -bathroom home, perfect for your island getaway, in the cov ...
From $182 per night (USD)VRBO
From $253 per night (USD)VRBO
2 Bedroom Townhome in the Key West Golf Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
**Beautiful 2-Bedroom Townhome in Key West Golf Club** Welcome to this charming 2-bedroom, 2.5-bathroom townhome locate ...
From $253 per night (USD)VRBO