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

Fleming Key Rentals

From $491 per night (USD)
VRBO
Classic 2 Queen Room at Marker Key West Harbor - Minutes from the Ocean
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $491 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Pool & Garden View 2 Queen Room at Marker Key West Harbor - Pet-friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $426 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Perfect Key West Hideaway with 3 Pools, Poolside Dining, and a Peaceful Setting
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $479 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Marker Key West Harbor, Pool & Garden View Room, 3 Outdoor Swimming Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $479 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Island Hideaway with Three Pools and Easy Access to Watersports Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $520 per night (USD)
VRBO
From $1434 per night (USD)
VRBO
3 Classic 2 Queen Rooms at Marker Key West Harbor - Pet-friendly Property
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $1434 per night (USD)
VRBO
From $487 per night (USD)
VRBO
Tranquil Island Getaway with Three Pools, Resort Dining, and Watersports
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $487 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Classic King Room at Marker Key West Harbor - 3 Onsite Pools & Pet-Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $460 per night (USD)
VRBO
From $508 per night (USD)
VRBO
Perfect Getaway with Pools, Relaxing Atmosphere, and Resort Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $508 per night (USD)
VRBO
From $1521 per night (USD)
VRBO
Relaxing Key West Getaway with 3 Onsite Swimming Pools, Minutes to Beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $1521 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
2 Queen Rooms at Marker Key West Harbor - 3 Onsite Pools & Pet-friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $1000 per night (USD)
VRBO
From $1060 per night (USD)
VRBO
Relaxing Key West Retreat with Resort Pool, Minutes to Beaches & Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $1060 per night (USD)
VRBO
From $1030 per night (USD)
VRBO
Tropical Key West Retreat with 3 Swimming Pools, Steps from Dining & Shops
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $1030 per night (USD)
VRBO
From $530 per night (USD)
VRBO
Escape to Paradise with Relaxing Pools and Watersports Right at Your Door
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 400 sq. ft, equipped with complimentary toiletries, high defi ...
From $530 per night (USD)
VRBO
From $776 per night (USD)
VRBO
Dominica Key West 2BR • Dock, Pool, Pet-Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Relax in this 1,200 sq. ft. waterfront home in historic Downtown Key West! Walk or bike less than 1 mile to Duv ...
From $776 per night (USD)
VRBO
$The Secret Garden - Quaint 2 Bedroom \/ 2 Bath Cottage with Shared Pool & Hot Tub$
From $308 per night (USD)
Expedia
The Secret Garden - Quaint 2 Bedroom \/ 2 Bath Cottage with Shared Pool & Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Secret Garden is a charming 2-bedroom, 2-bath cottage that offers a delightful retreat with a serene atmosphere. Fea ...
From $308 per night (USD)
Expedia
From $351 per night (USD)
VRBO
**CALUSA SUITE @ SEAPORT INN ** Historic Charm & Community Pool + LAST KEY SERVI
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Want to be in ...
From $351 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Heron Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our unique and charming VRBO in Key West, located just a short distance from downtown. This cozy retreat off ...
From $495 per night (USD)
Expedia
$Coming Soon July 1! The Jolly Rooster\nNew! 2BR\/2BA - Walk to Duval$
From $332 per night (USD)
VRBO
Coming Soon July 1! The Jolly Rooster\nNew! 2BR\/2BA - Walk to Duval
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coming July 1! UNDER RENOVATION - From the owners of the Dancing Rooster, this newly renovated 2BR/2BA home sleeps 6 and ...
From $332 per night (USD)
VRBO
From $496 per night (USD)
VRBO
Historic Key West Hideaway – Walk to the Seaport! Outdoor Pool, Pets Allowed!
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 $496 per night (USD)
VRBO
From $803 per night (USD)
VRBO
Passover Cottage | Private Pool & Ideal Key West Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Passover Cottage | Private Pool & Ideal Key West Location Passover Cottage is your ultimate retreat in the heart of Key ...
From $803 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Windsor Blue Your Island Hideaway in the Heart of Old Town Key West with a Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Windsor Blue— Your Island Hideaway in the Heart of Old Town Key West Tucked away on charming Windsor Lane an ...
From $278 per night (USD)
VRBO
From $1440 per night (USD)
VRBO
Newport Getaway! Pool, Spa, Onsite Dining, & Easy Access to Attractions!
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 $1440 per night (USD)
VRBO
From $1724 per night (USD)
VRBO
Pet-Friendly Stay, Pool, Spa, Fitness Center! Historic Sights Nearby
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 $1724 per night (USD)
VRBO
$Lux Waterfront Suite w\/ Pool, Spa, & Walk to Newport Marina & Attractions$
From $542 per night (USD)
VRBO
Lux Waterfront Suite w\/ Pool, Spa, & Walk to Newport Marina & Attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $542 per night (USD)
VRBO
$Pet-Friendly Waterfront Escape w\/ Pool, Near Cliff Walk & Newport Fun$
From $686 per night (USD)
VRBO
Pet-Friendly Waterfront Escape w\/ Pool, Near Cliff Walk & Newport Fun
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Dive into Key West's heart! Located on the lively Duval St., moments from Hemingway's home, and the iconic Southernmost ...
From $686 per night (USD)
VRBO
From $1603 per night (USD)
VRBO
Spacious Oceanfront Stay! Spa, Fitness, & Steps to the Beach!
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 $1603 per night (USD)
VRBO
From $565 per night (USD)
Expedia
Chic Stay Near Newport Harbor & Cliff Walk! Pool, Spa, Fitness Center!
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 $565 per night (USD)
Expedia
From $712 per night (USD)
VRBO
Spacious Lanai Suite! Pool, Marina Access, Walk to Dining Spots & Museums
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 $712 per night (USD)
VRBO
$Stylish Suite w\/ Oceanfront View, Pool, Spa, & Steps to Historic Newport$
From $1505 per night (USD)
VRBO
Stylish Suite w\/ Oceanfront View, Pool, Spa, & Steps to Historic Newport
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 $1505 per night (USD)
VRBO
From $1154 per night (USD)
VRBO
Pet-Friendly Ocean View Stay! Pool, Spa, Historic Sights Nearby!
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 $1154 per night (USD)
VRBO
From $1377 per night (USD)
VRBO
Lux Gulf View Suite! Pool, Marina Access, Walk to Dining Spots & Museums!
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 $1377 per night (USD)
VRBO
$Charming 2BR Stay, Ella’s | Garden Retreat w\/ Pool Near Attractions & Eats$
From $1099 per night (USD)
VRBO
Charming 2BR Stay, Ella’s | Garden Retreat w\/ Pool Near Attractions & Eats
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the heart of Old Town Key West! This hotel is located steps from Duval Street and Hemingway's home. Stroll to S ...
From $1099 per night (USD)
VRBO
From $1332 per night (USD)
Expedia
~CONCH COTTAGES~ Enjoy your next island vacation with friends right here!
Bedrooms:
3
Bathrooms:
1
Sleeps:
8
THE PROPERTY: Enjoy your stay with us at the quaint ‘Conch Cottages’ property, which includes 3 separate rentable units: ...
From $1332 per night (USD)
Expedia
From $506 per night (USD)
VRBO
~ROBINSON CRUSOE COTTAGE~ Delight in island vibes in this home with a pool.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
THE PROPERTY: Enjoy your stay with us at Robinson Crusoe Cottage, part of the quaint Conch Cottages property, which incl ...
From $506 per night (USD)
VRBO
From $488 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 $488 per night (USD)
VRBO
From $735 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 $735 per night (USD)
VRBO
From $573 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 $573 per night (USD)
VRBO
Click For Pricing
VRBO
Peaceful & Relaxing Key West Bungalow, Near Famous Duval Street, Shops
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Discover the charm of Old Town in our vibrant retreat, steps away from Duval's delights. Dive into history at Hemingway' ...
Click For Pricing
VRBO
From $478 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 $478 per night (USD)
VRBO
From $541 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 $541 per night (USD)
VRBO
From $482 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 $482 per night (USD)
VRBO
From $616 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 $616 per night (USD)
VRBO

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Fleming Key Rentals

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Results: 843 Rentals