Vacation Homes in Florida Keys
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Top Vacation Homes in Florida Keys

The Hammocks at Marathon

FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays

KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts

Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25

New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities

WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.
Top hotels in Florida Keys

Isla Bella Beach Resort & Spa
Find the Best Vacation Homes in Florida Keys
Why book a vacation home in Florida Keys?
Vacation homes in Florida Keys 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 Florida Keys?
Private Florida Keys rental homes range between - 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 Florida Keys vacation home rentals. You might look for Florida Keys 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 Florida Keys 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 Florida Keys?
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 Florida Keys. 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 Florida Keys hotels and vacation homes that best suit your stay. We also have deals for flights, and Florida Keys car rentals. You’ll save even more when you bundle your items into a Florida Keys vacation package!
How many vacation homes are available to book in Florida Keys?
There are 1043 rental homes in Florida Keys. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Florida Keys?
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.
Florida Keys Vacation Homes essential information
Accommodation | 1043 Vacation Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | The Hammocks at Marathon, FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays, KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts, Mariners Club Townhouse, Epic Amenities, Tennis & Indoor Pickleball, Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25, New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities, WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks, Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel , Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy., Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW |