Vacation Homes in Fleming Key, FL
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Vacation Homes in Fleming Key

Sugarloaf Key RV Resort & Cottages

3-bedroom house boat in tranquil Key West with AC

Summer special@ 129 July, Aug. Sun thru Wed.ngts lodging only 129 + extras

TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!

LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool

CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!

Duval Square

Sea Esta Suite | Located On Iconic Duval w/ Pool

Luxurious Island Pearl-Private Pool - 2BD/2Bath

Conch style home in Oldtown with private pool AND dock!

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
Top hotels in Fleming Key

Hyatt Centric Key West Resort and Spa
Find the Best Vacation Homes in Fleming Key
Why book a vacation home in Fleming Key?
Vacation homes in Fleming Key make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Fleming Key?
Private Fleming Key rental homes range between $160 - $1,263 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Fleming Key vacation home rentals. You might look for Fleming Key rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Fleming Key offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Fleming Key?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Fleming Key. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Fleming Key hotels and vacation homes that best suit your stay. We also have deals for flights, and Fleming Key car rentals. You’ll save even more when you bundle your items into a Fleming Key vacation package!
How many vacation homes are available to book in Fleming Key?
There are 798 rental homes in Fleming Key. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Fleming Key?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Fleming Key Vacation Homes essential information
Accommodation | 798 Vacation Homes |
|---|---|
Lowest Price | $160 |
Highest Price | $1,263 |
Popular accommodation | Sugarloaf Key RV Resort & Cottages, 3-bedroom house boat in tranquil Key West with AC, Summer special@ 129 July, Aug. Sun thru Wed.ngts lodging only 129 + extras , TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!, LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool, CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!, Duval Square, Sea Esta Suite | Located On Iconic Duval w/ Pool, Luxurious Island Pearl-Private Pool - 2BD/2Bath, Conch style home in Oldtown with private pool AND dock!, EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!, A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool! |
Explore More Ways to Travel with Travelocity
- Family Friendly in Key West
- Duval House
- Coconut Beach Resort
- Budget in Key West
- Casa Marina Key West Curio Collection by Hilton
- Beach in Key West
- Amsterdam'S Curry Mansion Inn
- All-Inclusive in Key West
- Adults Only in Key West
- Hostels in Key West
- Key West Historic District Hotels
- Guesthouses in Key West
- The Cabana Inn Key West - Adults Only
- The Gardens Hotel
- The Laureate Key West
- The Marker Key West Harbor Resort
- The Marquesa Hotel
- The Perry Hotel & Marina Key West
- The Reach Key West Curio Collection by Hilton
- Southernmost House - Adult Exclusive
- Sunset Key Hotels
- Sugar Loaf Lodge
- Privatevacationhomes in Stock Island
- Houseboats in Stock Island
- Condos in Stock Island
- Apartments in Stock Island
- Hotels near Southernmost Point
- Old Town Key West Hotels
- Houseboats in Monroe County
- Cottages in Monroe County
- Condos in Monroe County
- Hotels in Marathon
- Isla Bella Beach Resort & Spa
- Hotels near Mallory Square
- Villas in Key West
- Island City House Hotel
- Suites in Key West
- The Independent Inn - Formerly Heron House Court
- Heron House - Adult Only
- Havana Cabana At Key West
- H2O Suites - Adults Only
- Seashell Motel
- Silver Palms Inn & Historic Homes
- Simonton Court Historic Inn & Cottages
- Hotels in Key West
- Houseboats in Key West
- Inns in Key West
- Motels in Key West
- Privatevacationhomes in Key West
- Hotels in Big Pine Key
- Casa Marina Hotels
- Cottages in Cow Key
- Houseboats in Cow Key
- Resorts in Cow Key
- Southernmost Beach Resort and Guesthouses
- Southwinds Motel
- Sunset Key Cottages
- Resorts in Key West
- The Southernmost Inn - Adults Only
- Caravanparks in Cow Key
- Privatevacationhomes in Dredgers Key
- Hotels near Duval Street
- Condos in Fleming Key
- Aparthotels in Fleming Key
- Hotels near Fort Zachary Taylor Historic State Park
- Apartments in Key West
- Bedandbreakfast in Key West
- Cabins in Key West
- Capsulehotels in Key West
- Condominiumresort in Key West
- Condos in Key West
- Cottages in Key West
- Aparthotels in Key West
- Winslow'S Bungalows - Key West Historic Inns
- Lighthouse Hotel - Key West Historic Inns
- Ella'S Cottages - Key West Historic Inns
- Beachside Resort & Residences
- Wicker Guesthouse
- La Te Da Hotel - Adults Only
- New Orleans House - Gay Men Adult Resort
- Nyah Key West - Adults Only
- Ocean Key Resort - A Noble House Resort
- Hilton Key West Resort & Marina
- Opal Key Resort & Marina Key West
- Orchid Key Inn - Adults Only
- Parrot Key Hotel & Villas
- Pier House Resort & Spa
- Flights from Alcoa (TYS) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Milwaukee (MKE) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Nashville (BNA) to Key West (EYW)
- Flights to Key West
- Flights to Key West
- Key West vacations
- Houseboats in Key West
- Condos in Key West
- Cheap Hotels in Key West
- Hotels in Key West
- Pet-friendly Hotels in Key West
- Hotels near Mallory Square
- Oceanfront Hotels in Key West
- Beach Hotels in Key West
- Visit Duval Street
- Visit Ernest Hemingway Home and Museum
- Family Hotels in Key West
- Romantic Hotels in Key West
- Car rentals in Key West
- Hotels near Duval Street
- Key West vacation rentals
- Hotels in Key West Historic District
- All-inclusive Resorts in Key West






