Florida Keys, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Florida Keys, Florida on RentalSaver.com!

Florida Keys Rentals

From $389 per night (USD)
VRBO
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 $389 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Plumeria Paradise, modern home close to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful, newly renovated single story 3 bedroom, 2 bath home is just a short walk to the picturesque sandy beaches of ...
From $327 per night (USD)
Expedia
From $345 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 $345 per night (USD)
VRBO
From $216 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 $216 per night (USD)
Expedia
From $347 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 $347 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Pool, Key Colony Beach, Dock, Across from the Golf Course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Adorable two bedroom, two bathroom half duplex on stilts overlooking the extra wide, deep canal and the Par 3 Golf Cours ...
From $403 per night (USD)
Expedia
From $190 per night (USD)
VRBO
ASK about OUR Special Deal!!! Charming mobile home in Key Largo
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover the beauty of Key Largo from this adorable 1-bedroom with a queen size bed, living room has sofa that opens up ...
From $190 per night (USD)
VRBO
From $216 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 $216 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Just Listed. On quiet, 11th ST in Key Colony. 2Beds2Full baths with PRIVATE POOL
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Southern Comfort Three (SC3), located at 240 11th Street in Key Colony Beach, FL. This charming, cozy home is ...
From $315 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Cozy condo with shared pool, tennis court, ping pong table, W/D, central AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Tropical Cove 329 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $262 per night (USD)
Expedia
From $1358 per night (USD)
VRBO
Sophisticated 5-bedroom, elevator, 50' dock, heated pool/spa.
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Welcome to Endless Summer – Where Sophistication and Elegance Meet Experience the ultimate in luxury and relaxation at ...
From $1358 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Charming Beachfront Bungalow in Key Largo with private beach and boat.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Consider this bungalow a perfect place for couples to unwind and connect while you visit Key Largo. This delightful prop ...
From $648 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Home in Marathon w/ boat lift
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Escape to paradise in this Marathon, Florida Keys rental! Perfect for families and groups, this property features two be ...
From $413 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 $1125 per night (USD)
VRBO
Hyatt Sunset Harbor Resort Timeshare available 2 weeks only Mar22-Apr5, 2026
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coveted Hyatt Resort unit available for 2 consecutive weeks - located in between Truman Annex, Duval St. and Mallory Sq ...
From $1125 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Private Waterfront Home – with Heated Pool & Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Escape to a relaxing paradise in this spacious waterfront home with a heated pool. Sit by the water, relax in the pool, ...
From $291 per night (USD)
VRBO
From $338 per night (USD)
VRBO
SUMMER SPECIALS! Islamorada Anglers Reef Oceanview: Private Beach, Pool, Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to REELaxation! Everything you need for your vacation is here, gorgeous private beach, heated resort style pool, ...
From $338 per night (USD)
VRBO
From $209 per night (USD)
Expedia
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)
Expedia
From $713 per night (USD)
VRBO
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 $713 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Charming 3-bedroom estate with WiFi, AC in enchanting Tavernier
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
237 Bougainville Street Tavernier FL Welcome to your enchanting estate in Tavernier, where coastal charm meets modern c ...
From $349 per night (USD)
Expedia
From $280 per night (USD)
VRBO
This 2 bedroom pet friendly ocean front home has the best views in the resort!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This amazing 2 bedroom 2 bath home is fully furnished, with calming and welcoming decor just bring your flip flops, sun ...
From $280 per night (USD)
VRBO
From $875 per night (USD)
Expedia
Modern Masterpiece in the heart of Marathon with stunning views of the Gulf
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
This enjoyable house in Marathon is the perfect home base for your trip. With 5 spacious bedrooms, each with an ensuite ...
From $875 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Lovely 2-bedroom house in ocean front resort.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Islamorada house boasts 2 inviting bedrooms with 1 full bed and 1 king bed. The serene atmosphere and lovely decor ...
From $378 per night (USD)
VRBO
From $370 per night (USD)
Expedia
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)
Expedia
From $436 per night (USD)
VRBO
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)
VRBO
From $290 per night (USD)
Expedia
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)
Expedia
From $284 per night (USD)
VRBO
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 $284 per night (USD)
VRBO
From $289 per night (USD)
Expedia
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 $289 per night (USD)
Expedia
From $239 per night (USD)
VRBO
KCB-access Private Cabana Club,Dock on Canal,PET Friendly, Pickle ball courts
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
water front home is located on 100 foot wide canal with your owe 30 feet of free dockage. We are pet friendly. Furnished ...
From $239 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
From $394 per night (USD)
VRBO
Sunny Gens - Venture Out #606
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SUNNY GENS Turn Key 2Bd/2Ba with Canal Views! 35' Dockage Quick Ocean Access! Beautiful turn key stilt 2Bd/2Ba home in ...
From $394 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $444 per night (USD)
VRBO
Heavenly Hideaway Ocean Pointe 3306
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Privately Owned - Remodeled oceanfront escape with pool, hot tub, marina & beach Enjoy this recently renovated ...
From $444 per night (USD)
VRBO
From $384 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 $384 per night (USD)
VRBO
From $457 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 $457 per night (USD)
VRBO
From $483 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 $483 per night (USD)
VRBO
From $467 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 $467 per night (USD)
VRBO
From $343 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 $343 per night (USD)
VRBO
$\Fisherman's Dream: 3BR Key Largo Rental with Lagoon & Bay Access\$
From $162 per night (USD)
VRBO
\"Fisherman's Dream: 3BR Key Largo Rental with Lagoon & Bay Access\"
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to our charming Key Largo getaway, perfectly suited for families, fishing enthusiasts, and nature lovers! *Sleep ...
From $162 per night (USD)
VRBO
From $536 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 $536 per night (USD)
Expedia
From $1065 per night (USD)
VRBO
Paradise Oceanside Estate- 6 Bedrooms & 9 BR + Office + Theater Room – SLEEPS 14
Bedrooms:
8
Bathrooms:
6
Sleeps:
14
Paradise Oceanside Estate – A brand new home brought to you by the same owners of Paradise Bay - VRBO# 1404444 10/10 S ...
From $1065 per night (USD)
VRBO
From $1109 per night (USD)
Expedia
Large Oceanfront Private Oasis perfect for a Wedding, Family or Corporate Event
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
This large, 5 acres Ocean Front estate is an island of humanity surrounded by a sea of nature and Beach Views. Bring the ...
From $1109 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Waterfront Tiki Hut Vacation House with Boat Dock Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to paradise at our Tiki Hut Waterfront Vacation House in the beautiful Florida Keys! This charming 3-bedroom, 2-b ...
From $226 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Waterfront, Sunset Vacation House with Boat Dock Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this cozy waterfront paradise, complete with boat docks and breathtaking sunset views. This inviting home off ...
From $301 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Salty Mermaid Ocean Pointe 4406
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Completely Renovated 2025! Located top floor with best ocean view at Ocean Pointe Suites! This condo is ready t ...
From $277 per night (USD)
VRBO
From $576 per night (USD)
Expedia
Rest A Shore Waterfront Home, Brand New Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Rest-a-Shore is a modern home that is located right on Sombrero Beach Road and a walk or short bike ride along the beaut ...
From $576 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 $260 per night (USD)
Expedia
Superb Ocean View Suite w/heated pool, beach, marina, tennis/pickleball
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ocean Pointe Suites in Key Largo is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Flor ...
From $260 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Tropical Hideaway in Key Largo
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Welcome to your tropical retreat in Key Largo! This cozy guest suite getaway comfortably sleeps up to 4-5 guests with a ...
From $216 per night (USD)
VRBO
From $393 per night (USD)
Expedia
**COSTA VIDA @ CUDJOE KEY** Pristine Waterfront Home & Pool + LAST KEY SERVICES…
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! COSTA VIDA is ...
From $393 per night (USD)
Expedia
From $424 per night (USD)
VRBO
July Special, 1 week left!! 3 BR/2BA, Pool, Hot Tub, new 80' dock, oceaside!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy this 3 BR/2BA Atlantic side canal home with quick ocean access! Amenities include fish cleaning station, electricy ...
From $424 per night (USD)
VRBO
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Expedia
Keys Living Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Comfortable Cottage in the heart of the Fabulous Florida Keys! Only 30 minutes from Key West and 15 minutes from Bahia H ...
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Expedia
From $221 per night (USD)
VRBO
Half-Mi to Boat Ramp: Canal-Front Florida Keys Gem
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
2 Covered Wraparound Balconies w/ Canal Views | BBQ Ready | 2 Mi to Diving & Snorkeling | Pet Friendly w/ Fee | In-Unit ...
From $221 per night (USD)
VRBO
From $1184 per night (USD)
Expedia
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
We offer a unique Sanctuary Villa located on the island of Duck Key. This 4 bedroom 3 bath villa sleeps 10 people comfor ...
From $1184 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Seaside Beauty, Pool & Beach Access #28
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Waterfront Retreat with Dock & Private Club Beach-Pool Access minutes away. This Key Colony Beach deep-water dock moors ...
From $323 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Perfect Choice! With Stunning Views of the Island, Private Beach, Pet-Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to a beachfront oasis in Key Largo, just 1 hour from Miami. Walk to restaurants, bars, and attractions. Go fishi ...
From $176 per night (USD)
Expedia
From $422 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 $422 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 $423 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 $423 per night (USD)
VRBO
From $385 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 $385 per night (USD)
VRBO
From $429 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 $429 per night (USD)
VRBO
From $372 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 $372 per night (USD)
VRBO
From $592 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 $592 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Private Pool & Water Views: Bright Key Largo Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Sun-Soaked Outdoor Space | Day Trip to Miami | 2,700 Sq Ft Transform your extended stay in Key Largo and book this stun ...
From $234 per night (USD)
Expedia
From $404 per night (USD)
VRBO
3-bedroom, 3-bath Canal front home with private pool in Islamorada, Florida Keys
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Nestled at the quiet west end of Islamorada, minutes from the Channel 2 and Channel 5 bridges famed for Tarpon fishing, ...
From $404 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Stay aboard elegant sailboat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestle into comfort and embrace the charm of this Hunter 380 Sailboat , on waters edge at the Perry Hotel and Marina! ...
From $354 per night (USD)
Expedia
From $532 per night (USD)
VRBO
Keyzy & Comfortable Top Floor Oceanfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Oceanfront Comfort Awaits at Key Colony Beach Welcome to Your Coastal Retreat! Discover relaxation and stunning ocean vi ...
From $532 per night (USD)
VRBO
Click For Pricing
Expedia
Premier Oceanfront Top Floor Condo With Wraparound Balcony & Windows
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Premier Luxury Oceanfront Condo: The Ultimate Keys Retreat Indulge in Coastal Elegance with Unmatched Comfort and Views ...
Click For Pricing
Expedia
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VRBO
Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your Little Piece of Paradise #233 here at the gated community of Venture Out! This cozy, canal front, 1-bed ...
Click For Pricing
VRBO
From $474 per night (USD)
VRBO
Escape in this 2 Sun-Kissed Studios w/Gulf views! Perfect place for relaxation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $474 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Perfect Island Getaway! 2 Studio w/Kitchen & Resort amenities - Onsite Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $320 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Breathtaking Island Oasis! Relaxing Studio w/Resort amenities & Gulf views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 331 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $238 per night (USD)
VRBO
From $305 per night (USD)
VRBO
My Green World
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Guest accommodations at My Green World offer air conditioning.
From $305 per night (USD)
VRBO
From $860 per night (USD)
VRBO
Manatee Manor your tropical getaway in the heart of the Florida Keys!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious and beautifully designed 4 bedroom 3 bath home Located in Marathon offers the perfect blend of relaxation ...
From $860 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Key Colony Beach 3BR/2BA Home w/ 50ft Dock – Waterfront Paradise!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Paradise in Key Colony Beach! Welcome to your dream waterfront retreat in the heart of Marathon in the Florida ...
From $380 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 $778 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 $778 per night (USD)
VRBO
Click For Pricing
Expedia
Seaside Escape | 3BR/3BA SFH with Pool & Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Seaside Escape is a 3-bedroom, 3-bath ground-level home with a private pool, dock, and tiki hut, located in the heart of ...
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Expedia
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VRBO
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 Pricing
VRBO
From $1293 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 $1293 per night (USD)
Expedia
From $756 per night (USD)
VRBO
2-Three Bedroom Townhouse w/Kitchen, Grill, Resort amenities & Ocean access
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $756 per night (USD)
VRBO
From $1240 per night (USD)
Expedia
S/V SeaLab – Spacious 52' Catamaran for Dockside Stay or Sailing Charter
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Summary: Stay aboard a stunning Lagoon 52 catamaran docked at the Perry Marina & Hotel in Key West. With 6 cabins, full ...
From $1240 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Brand new home on the Gulf with your own boat slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience Big Pine Key like a local in this marvelous 2-bedroom estate. With amenities like a hair dryer, washing machi ...
From $204 per night (USD)
VRBO
From $337 per night (USD)
Expedia
2 bedrooms 1 bathroom sofabed in living room Poolside Retreat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax and recharge in the heart of the Florida Keys at this cozy 2-bedroom, 1-bathroom home—the perfect escape for famil ...
From $337 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Beautiful vacation home in cayo largo, a paradise surrounded by manatees and beach.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
<p>You'll find bicycles on site at this pet-friendly vacation home. There's convenient onsite parking, so you can leave ...
From $175 per night (USD)
VRBO
From $122 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 $122 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Sunset Cottage with Dockage!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tropical Getaway in the Florida Keys with dockage! Escape to paradise in this charming cottage in Tavernier, Florida! ...
From $221 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Charming 2-bedroom apartment, one story, with WiFi, AC in lovely Layton, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Layton adventure begins at this 2-bedroom apartment. One story, triplex. The space offers a superb blend of comfort ...
From $234 per night (USD)
Expedia
From $458 per night (USD)
VRBO
CLASSIC HATTERAS MOTOR YACHT LOCATED AT THE PERRY MARINA, A 5-STAR RESORT.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the charm of “Old Key West” aboard Vita Felice, a Luxurious Vintage Yacht and a piece of American History. Thi ...
From $458 per night (USD)
VRBO
From $477 per night (USD)
Expedia
Coastal Comfort in Marathon FL2BR Poolside Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax and recharge in the heart of the Florida Keys at this cozy 2-bedroom, 1-bathroom home—the perfect escape for famil ...
From $477 per night (USD)
Expedia
From $137 per night (USD)
VRBO
Cheerful home with waterfront canal and boat dock on Big Coppit key- 28 day min
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
This canal front home is located in the gated community of Seaside Resort in Big Coppit, only 15 minutes to Key West. Th ...
From $137 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Cozy Family Townhome next to Tennis Courts in FL Keys Gated Community
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this charming townhome in Islamorada. This pleasant retreat features 2 bedrooms with a cozy king, twin, and q ...
From $203 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Turtle House, Charming 2-bedroom house with WiFi, AC in beautiful Marathon FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this wonderful 2-bedroom house in Marathon. Relax in the cozy living room with a sofa bed, perfect for unwindi ...
From $273 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Relax & Rejuvenate - Perfect Island Retreat w/Kitchen, Pool & Beach access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 331 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $160 per night (USD)
VRBO
From $610 per night (USD)
VRBO
SPECIAL OFFER! 50 Foot Luxury Sailing Catamaran in Five Star Resort, Key West!
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This yacht is new to our fleet and VRBO! Boasting 6 staterooms with each having its own private bath and shower, sleepin ...
From $610 per night (USD)
VRBO
From $301 per night (USD)
Expedia
2-bedroom house in amazing Key Largo with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Escape to this fantastic house in picturesque Key Largo. This serene retreat features 2 bedrooms - one with a king bed a ...
From $301 per night (USD)
Expedia
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 $350 per night (USD)
Expedia
The Diving Dolphin #268 - Ocean Views, Kayaks!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Diving Dolphin #268 - Waterfront Getaway | 2BR/2BA | Ocean Views, 2 Kayaks, 2 Bicycles, 2 Paddleboards, 35' Seawall ...
From $350 per night (USD)
Expedia
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 $422 per night (USD)
VRBO
Oceanview 3B/2B house. Short walk to beach. Serene backyard. Coastal bliss!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our bright, coastal home in Key Colony Beach — a perfect spot to relax, cook, and enjoy the water. With ocean ...
From $422 per night (USD)
VRBO

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