Key West Rentals
From $349 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 $349 per night (USD)VRBO
From $215 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 $215 per night (USD)Expedia
From $338 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 $338 per night (USD)VRBO
From $205 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 $205 per night (USD)Expedia
From $135 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 $135 per night (USD)VRBO
From $646 per night (USD)Expedia
Amazing Key West location 3 bed 3 bath home, with HEATED PRIVATE POOL, WIFI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local ...
From $646 per night (USD)Expedia
From $209 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 $209 per night (USD)VRBO
From $795 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 $795 per night (USD)Expedia
From $370 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 $370 per night (USD)VRBO
From $436 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 $436 per night (USD)Expedia
From $290 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 $290 per night (USD)VRBO
From $282 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 $282 per night (USD)Expedia
From $341 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 $341 per night (USD)VRBO
From $288 per night (USD)Expedia
Slice of Paradise | 3 bedroom, 2 bathroom pool home in Key West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover your island oasis in this beautifully updated one-story home, where tropical breezes meet modern comfort. Nestl ...
From $288 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $361 per night (USD)VRBO
Tropical Island Retreat Near Florida Beaches with Pool & Views
- 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 $361 per night (USD)VRBO
From $449 per night (USD)VRBO
Tropical Island Retreat Near Florida Beaches with Pool & Views
- 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 $449 per night (USD)VRBO
From $468 per night (USD)VRBO
Charming Hideaway with Pool – Walk to Duval St & Local Attractions
- 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 $468 per night (USD)VRBO
From $464 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 $464 per night (USD)VRBO
From $340 per night (USD)VRBO
Cozy Key West Escape – Near Shops, Bars & Famous 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 $340 per night (USD)VRBO
From $539 per night (USD)VRBO
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 $539 per night (USD)VRBO
From $193 per night (USD)Expedia
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)Expedia
From $415 per night (USD)VRBO
Key West Comfort | Bungalow with Patio, 3 Pools & Steps to 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 $415 per night (USD)VRBO
From $622 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 $622 per night (USD)VRBO
From $406 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 $406 per night (USD)VRBO
From $380 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 $380 per night (USD)VRBO
From $421 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 $421 per night (USD)VRBO
From $360 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 $360 per night (USD)VRBO
From $578 per night (USD)VRBO
Key West Getaway | Romantic Bungalow, Pools, 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 $578 per night (USD)VRBO
From $554 per night (USD)Expedia
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 $554 per night (USD)Expedia
From $622 per night (USD)VRBO
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 $622 per night (USD)VRBO
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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 PricingExpedia
From $1269 per night (USD)VRBO
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 $1269 per night (USD)VRBO
From $120 per night (USD)Expedia
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 $120 per night (USD)Expedia
From $538 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 $538 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 $251 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 $251 per night (USD)Expedia
From $1181 per night (USD)VRBO
4 x King with Pool View & Terrace at The Gates Hotel Key West
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Offering a relaxing tropical atmosphere, this Key West property greets guests with a welcome cocktail and is just a few ...
From $1181 per night (USD)VRBO
From $801 per night (USD)Expedia
Southernmost Beach Resort, Avalon 2 Queen Room, Beach and Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the best of Key West, where modern design meets a romantic, tropical setting. Nestled just steps away from le ...
From $801 per night (USD)Expedia
From $801 per night (USD)VRBO
Comfortable Key West Stay with Pool – Perfect Location Near the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the best of Key West, where modern design meets a romantic, tropical setting. Nestled just steps away from le ...
From $801 per night (USD)VRBO
From $618 per night (USD)Expedia
Key West Retreat with Pool Access – Just Steps from the Beach and Local Fun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the best of Key West, where modern design meets a romantic, tropical setting. Nestled just steps away from le ...
From $618 per night (USD)Expedia
From $618 per night (USD)VRBO
Southernmost Beach Resort, Duval Gardens Two Queen, Beach & Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the best of Key West, where modern design meets a romantic, tropical setting. Nestled just steps away from le ...
From $618 per night (USD)VRBO
From $584 per night (USD)Expedia
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 $584 per night (USD)Expedia
From $798 per night (USD)VRBO
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 $798 per night (USD)VRBO
From $237 per night (USD)Expedia
Excellent Choice! Family-friendly Room, Fantastic View, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $237 per night (USD)Expedia
From $242 per night (USD)VRBO
Hidden Gem In Tropical Key West! Stay Just Minutes Away From The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)VRBO
From $484 per night (USD)Expedia
Rare Find! 2 Comfortable Rooms In The Heart Of Key West Minutes From The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $484 per night (USD)Expedia
From $465 per night (USD)VRBO
Perfect Staycation! 2 Spacious Rooms, Close to Local Attractions & Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $465 per night (USD)VRBO
From $233 per night (USD)Expedia
Escape To Paradise in Key West! Relaxing Room, Minutes Away From The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $233 per night (USD)Expedia
From $242 per night (USD)VRBO
Fantastic Land and Sea Vacation! Amazing Ocean View Room w\/ King Bed, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $242 per night (USD)VRBO
From $233 per night (USD)Expedia
Spacious Garden View Suite Perfect for Couples | Breathtaking Surroundings
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $233 per night (USD)Expedia
From $237 per night (USD)VRBO
Perfect Location for Your Next Getaway! Amazing Room w\/ King Bed, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $237 per night (USD)VRBO
From $465 per night (USD)Expedia
You Found it! Two Amazing Rooms w\/ (2 Queen Beds Each), Outdoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our tropical oasis, where modern comfort meets Key West charm. Our family-friendly room boasts newly decorate ...
From $465 per night (USD)Expedia
From $587 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 $587 per night (USD)VRBO
From $263 per night (USD)Expedia
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 $263 per night (USD)Expedia
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 $293 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 $293 per night (USD)Expedia
From $1170 per night (USD)VRBO
THE 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 $1170 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 $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 $254 per night (USD)Expedia
This is your Labor Day Week Getaway in Paradise ..... Coconut Mallory, Key West.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This wonderful 2-bd condo has been our timeshare week for over 25 years. It is our home away from home; our chance to g ...
From $254 per night (USD)Expedia
From $723 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 $723 per night (USD)VRBO
From $1061 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 $1061 per night (USD)VRBO
From $254 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 $254 per night (USD)VRBO
From $1018 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 $1018 per night (USD)VRBO
From $278 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 $278 per night (USD)VRBO
From $197 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 $197 per night (USD)VRBO
From $256 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 $256 per night (USD)VRBO
From $281 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 $281 per night (USD)VRBO
From $184 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 $184 per night (USD)VRBO
From $1026 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 $1026 per night (USD)VRBO
From $513 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 $513 per night (USD)VRBO
From $272 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 $272 per night (USD)VRBO
From $168 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 $168 per night (USD)VRBO
From $224 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 $224 per night (USD)VRBO
From $286 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 $286 per night (USD)VRBO
From $311 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 $311 per night (USD)VRBO
From $330 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 $330 per night (USD)VRBO
From $272 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 $272 per night (USD)VRBO
From $651 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 $651 per night (USD)VRBO
From $647 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 $647 per night (USD)VRBO
From $1294 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 $1294 per night (USD)VRBO
From $336 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 $336 per night (USD)VRBO
From $224 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 $224 per night (USD)VRBO
From $286 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 $286 per night (USD)VRBO
From $237 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 $237 per night (USD)VRBO
From $340 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 $340 per night (USD)VRBO
From $817 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 $817 per night (USD)VRBO
From $262 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 $262 per night (USD)VRBO
From $325 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 $325 per night (USD)VRBO
From $1273 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 $1273 per night (USD)VRBO
From $336 per night (USD)VRBO
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)VRBO
From $422 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 $422 per night (USD)Expedia
From $286 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 $286 per night (USD)VRBO
From $660 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 $660 per night (USD)VRBO
From $133 per night (USD)VRBO
Sunny Island Escape | 1 bed, 1 bath monthly rental in heart of Old Town Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the perfect island retreat in this beautifully updated one-bedroom, one-bath apartment located just steps from ...
From $133 per night (USD)VRBO
From $419 per night (USD)Expedia
LA PLUMA LOCA ~ Charming 3 BR/2Ba Home w/ Parking!
- 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 $419 per night (USD)Expedia
From $183 per night (USD)VRBO
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)VRBO
From $186 per night (USD)Expedia
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 $186 per night (USD)Expedia