Florida Keys holiday rentals

We found 7,667 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Florida Keys

Showing deals for:1 Jan - 8 Jan

Interior
Marina
Marina
Marina
Exceptional
(62 reviews)

Living the Dream Key West Style

Key West

8% off
AU$3,551
for 7 nights, 1 houseboat
AU$507 per night
includes taxes & fees
Living the Dream Key West Style
Pool
Marina
Living area
Interior
Exceptional
(53 reviews)

Tiny house in the Florida Keys with Deck and Marina with boat ramp

Key Largo

8% off
AU$3,062
for 7 nights, 1 home
AU$437 per night
includes taxes & fees
Tiny house in the Florida Keys with Deck and Marina with boat ramp
Marina
Pool
Living area
Terrace/patio
Exceptional
(31 reviews)

Sun Bake @ Sponge Cake, 64' Sea Wall,

Summerland Key

8% off
AU$4,147
for 7 nights, 1 home
AU$592 per night
includes taxes & fees
Sun Bake @ Sponge Cake, 64' Sea Wall,
Cook a wonderful dinner in this fully stocked kitchen!
Sun bathe and relax in the sun with these comfy chaise loungers!
Get lost enjoying the canal view and watch nature go by from the balcony!
Bedroom one has a memory foam mattress, 100% cotton sheets,  and 50" Roku TV.
Exceptional
(27 reviews)

Jaw-dropping Canal View Key Largo Boat Slip, Bay

Key Largo

8% off
AU$6,574
for 7 nights, 1 apartment
AU$939 per night
includes taxes & fees
Jaw-dropping Canal View Key Largo Boat Slip, Bay
Interior
Property grounds
Pool
Marina
Exceptional
(12 reviews)

Oasis by the Sea. Key Largo Getaway.

Key Largo

8% off
AU$2,706
for 7 nights, 1 home
AU$387 per night
includes taxes & fees
Oasis by the Sea. Key Largo Getaway.
View from our condo
Interior
Living area
Kitchen
Exceptional
(62 reviews)

Rare Key Largo Moon Bay condo with 3 bdrm & 2.5 baths!! Min 6 night stay please!

Key Largo

8% off
AU$5,399
for 7 nights, 1 apartment
AU$771 per night
includes taxes & fees
Rare Key Largo Moon Bay condo with 3 bdrm & 2.5 baths!! Min 6 night stay please!
Private heated pool with plenty of seating and outdoor games
Situated in a Gated Community
Outdoor Dining
Walking distance to Duck Key Marina, water sports and a small beach.
Exceptional
(42 reviews)

Private Pool Oasis - Centrally Located in Florida Keys

Marathon

8% off
AU$7,856
for 7 nights, 1 home
AU$1,122 per night
includes taxes & fees
Private Pool Oasis - Centrally Located in Florida Keys
Oceanfront  Seating
Second pool
Downstairs area
Kitchen
Exceptional
(17 reviews)

NEW LISTING! Key Largo Oceanside Townhouse with Private Marina, Lagoon, & Pools

Key Largo

8% off
AU$4,081
for 7 nights, 1 home
AU$583 per night
includes taxes & fees
NEW LISTING! Key Largo Oceanside Townhouse with Private Marina, Lagoon, & Pools
Interior
Exterior detail
Pool
Dining
Very good
(6 reviews)

New Keys Cabins. Family sized cabins with full kitchens,

Marathon

8% off
AU$3,537
for 7 nights, 1 cabin
AU$505 per night
includes taxes & fees
New Keys Cabins. Family sized cabins with full kitchens,
Over the rainbow
Pool
Pull out sofa bed w/ comfortable  mattress. Property #2178313 for more reviews
Flat screen Smart TV in living room with HBO & Showtime anytime
Exceptional
(42 reviews)

Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!

Key Colony Beach

8% off
AU$4,594
for 7 nights, 1 home
AU$656 per night
includes taxes & fees
Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!
Marina
Terrace/patio
Pool
Room
Exceptional
(24 reviews)

Resort-style condo short walk from the ocean, includes golf cart.

Key Largo

8% off
AU$5,431
for 7 nights, 1 apartment
AU$776 per night
includes taxes & fees
Resort-style condo short walk from the ocean, includes golf cart.
Interior
Beach
Exterior
Dining
Exceptional
(10 reviews)

Escape Winter in the Florida Keys ☀️ Marathon Snowbird Retreat Few Dates Left!

Marathon

7% off
AU$2,529
for 7 nights, 1 villa
AU$361 per night
includes taxes & fees
Escape Winter in the Florida Keys ☀️ Marathon Snowbird Retreat Few Dates Left!
Stand alone house with attached carport
Pool view from upstairs porch lush landscaping around house
Pool view from upstairs back porch
Custom closet downstairs
Exceptional
(413 reviews)

Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach

Key West

8% off
AU$9,338
for 7 nights, 1 home
AU$1,334 per night
includes taxes & fees
Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
Marina
Exterior
Private kitchen
Living area
Exceptional
(204 reviews)

Finest location in Coral Lagoon. End unit with open water bay and marina views.

Marathon

8% off
AU$7,697
for 7 nights, 1 home
AU$1,100 per night
includes taxes & fees
Finest location in Coral Lagoon. End unit with open water bay and marina views.
Private kitchen
Marina
Pool
Interior
Exceptional
(11 reviews)

R & R in Paradise

Key Largo

7% off
AU$2,814
for 7 nights, 1 home
AU$402 per night
includes taxes & fees
R & R in Paradise
Plenty of comfy seating to plan out your Key Largo adventure!
Relax, unwind, and put your feet up in these cozy chaise loungers!
Room
Close up of the remodeled kitchen with all new appliances!
Exceptional
(58 reviews)

Boater’s Family Retreat in Key Largo with Waterfront Views and Dock Access

Key Largo

8% off
AU$6,599
for 7 nights, 1 apartment
AU$943 per night
includes taxes & fees
Boater’s Family Retreat in Key Largo with Waterfront Views and Dock Access
Private kitchen
Terrace/patio
Room
Marina
Exceptional
(40 reviews)

Waterfront Key Largo Escape with Boat Slip and Beautiful Sunrise Views

Key Largo

8% off
AU$7,148
for 7 nights, 1 apartment
AU$1,021 per night
includes taxes & fees
Waterfront Key Largo Escape with Boat Slip and Beautiful Sunrise Views
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Florida Keys

  • Stunning beaches: The Florida Keys boast beautiful sandy shores, perfect for relaxation and sunbathing.
  • Outdoor adventures: Engage in thrilling activities like snorkelling, diving, and kayaking in vibrant marine environments.
  • Cultural experiences: Discover local history and art in charming towns, including vibrant festivals and lively squares.
  • National parks: Explore breathtaking landscapes and diverse wildlife in protected areas, ideal for nature enthusiasts.
  • Unique accommodations: Enjoy a range of lodging options, from cosy cottages to modern condos, catering to all budgets.

Popular types of accommodation around Florida Keys

Discover the charm of Florida Keys, United States of America, where you can find private holiday homes, cosy cottages, and modern condos. Whether you're seeking budget accommodations or luxury experiences, there's something for everyone. Enjoy free parking and even unique options like an aqua lodge. Explore local attractions, stunning beaches, and vibrant marine life, making your stay truly unforgettable.

  • Private Holiday Homes: The top choice for holiday stays in the Florida Keys, offering spacious and comfortable living for families and groups.
  • Condos: A popular option that combines convenience and amenities, ideal for those seeking a home-away-from-home experience.
  • Cottages: These charming retreats provide a quaint atmosphere, perfect for a relaxing getaway by the water.
  • Apartments: A flexible choice for couples or solo travellers, offering essential facilities in a compact setting.
  • Villas: Luxurious accommodations that provide privacy and upscale features, perfect for indulgent stays.**

Top attractions near Florida Keys

The Florida Keys offer a delightful holiday experience with stunning beaches, outdoor adventures, and family-friendly activities. Visitors can explore captivating national parks, historic civic buildings, and vibrant squares, all while soaking up the local culture. Whether you're seeking relaxation or adventure, the Keys provide a perfect backdrop for unforgettable experiences beneath the sun, making it an ideal destination for travellers of all kinds.

  • Mallory Square: A vibrant hub in Key West, Mallory Square is renowned for its lively atmosphere, featuring street performers, local artisans, and stunning sunset views over the Gulf of Mexico, making it a perfect spot for evening relaxation.
  • Fort Zachary Taylor Historic State Park: This historical site offers a blend of adventure and natural beauty, with opportunities for exploring the well-preserved fort, enjoying picturesque beach scenery, and indulging in outdoor activities like swimming and picnicking.
  • Florida Keys National Marine Sanctuary: A haven for marine enthusiasts, this sanctuary provides thrilling experiences such as snorkelling and diving amidst vibrant coral reefs, making it an ideal destination for family adventures and marine exploration.

Things to do recommended for couples

Seeking a romantic getaway in the Florida Keys? Enjoy a candlelit dinner at a seaside restaurant or take a sunset sail, soaking in the stunning views. Don't miss a leisurely bike ride along the scenic coastline, perfect for couples to connect amidst the beautiful surroundings.

Things to do recommended for families

Families can explore the delightful John Pennekamp Coral Reef State Park, where snorkelling and glass-bottom boat tours reveal vibrant marine life. For a unique experience, visit the Dolphin Research Centre, where kids can interact with friendly dolphins while learning about marine conservation.

Things to do recommended for groups

Explore the vibrant marine life with a group snorkelling trip at John Pennekamp Coral Reef State Park or indulge in a sunset dinner cruise, enjoying the stunning views of the Florida Keys' coastline while savouring local seafood delicacies.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Florida Keys

Whether you're journeying with a group, as a family, with your pets, or planning a longer stay, be sure to apply the appropriate filters. Here are some Stayz booking recommendations for you.

  • Traveling to Florida Keys with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Stayz.
  • Traveling to Florida Keys with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, along with access to age-appropriate facilities such as a private swimming pool. It’s also wise to consider your closeness to attractions suitable for families.
  • Taking your pets with you to Florida Keys: For some, a family holiday isn’t complete without their four-legged companion by their side. If this resonates with you, then explore Stayz properties that welcome pets. Many pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Florida Keys: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Florida Keys

Discover the charm of the Florida Keys, an enchanting island paradise perfect for beach escapes and family adventures. Explore the vibrant Key West, immerse in tropical excursions, and enjoy serene moments on the best islands. From historical sites to romantic coastal retreats, every corner of the Keys offers a unique blend of outdoor and cultural experiences, making it an idyllic destination for a memorable holiday.

  • Key West: Key West is a charming island city located 10km from the heart of the Florida Keys. With its natural island charm, visitors can enjoy a blend of family attractions, urban sophistication and business amenities. The area offers a variety of activities, including exploring the local shopping district and a modern shopping centre. Notable landmarks nearby include sandy beaches and vibrant streets that capture the lively spirit of the city.
  • Old Town Key West: Old Town Key West is a historic neighbourhood situated 11km from the Florida Keys. This area offers a rich mix of city culture, family-friendly attractions and business opportunities. Wander through its quaint streets, explore local shopping areas and enjoy the ambience of a traditional shopping centre. The neighbourhood is renowned for its charming street views, sandy beaches and cosy family-friendly beach spots.
  • Sunset Key: Sunset Key is a delightful neighbourhood located 10km from the Florida Keys. It presents visitors with a fusion of urban appeal, family attractions and business-oriented experiences. Stroll through the local shopping centre and explore nearby shopping areas. The key attractions include beautiful beaches, inviting family beach settings and scenic streets, providing a comprehensive experience for every traveller.

Best time to go to Florida Keys

If you're planning a trip to Florida Keys, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January70.9°F (21.6°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageAverage
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly Low
July84.0°F (28.9°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnySlightly LowSlightly Low
September83.5°F (28.6°C)Light RainMostly SunnySlightly LowSlightly Low
October80.6°F (27.0°C)Light RainMostly SunnySlightly LowAverage
November76.5°F (24.7°C)Light RainMostly SunnyAverageAverage
December73.6°F (23.1°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Stayz is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay often results in significant savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a dedicated area for you to plan new trips, manage your existing arrangements, or review your bookings. The properties you’ve saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover your Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Lively Florida Keys will entice you

Enjoy the live music and other features of Florida Keys. Renowned for its dolphin watching, seaside and bars, this city welcomes all visitors. Florida Keys Beaches and Duval Street are just a couple of the must-see attractions. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Florida Keys

Are you looking for attractions to visit during your stay? Travellers enjoy fun activities like jogging trails, dolphin viewing and fishing. Venture out of your holiday home and check out everything that makes Florida Keys a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Florida Keys Country Club (8.1 mi / 13 km)
  • Blue Hole (14.9 mi / 24 km)

Exploring the beaches and other natural features in Florida Keys

Travellers appreciate the breathtaking sunsets and beautiful ocean views, which is just a taste of what Florida Keys has to offer. Whether you're an active traveller or just want to take in the scenery, Florida Keys is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Florida Keys Beaches (27.7 mi / 44.6 km)
  • Pigeon Key (6.6 mi / 10.6 km)
  • Vaca Key (7 mi / 11.2 km)
  • Sombrero Beach (8.9 mi / 14.3 km)
  • Sunset Park Beach (10.4 mi / 16.7 km)
  • Coco Plum Beach (11.3 mi / 18.2 km)

How to get to and around Florida Keys

The nearest airport is in Marathon, FL (MTH-Florida Keys Marathon), located 8.7 mi (14.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Key West, FL (EYW-Key West Intl.), which is 40.8 mi (65.7 km) away.

Frequently asked questions

What is the best area to stay in Florida Keys when booking a holiday home?
Key West is one of the most preferred areas to select a holiday home in Florida Keys. Searching for some top things to do and see here? Be sure to check out Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens.
What is the most popular type of holiday home accommodation in Florida Keys?
The most desirable types of holiday homes in Florida Keys are houses. Want something different? Stayz offers a variety of options to match our guests' unique needs, so you'll see properties in lots of shapes and sizes. The perfect home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Florida Keys?
The average price for a holiday home in Florida Keys is determined by several factors, like property type, length of stay and time of year. Whether you're dreaming about a villa with space for extended family or a quaint cottage for just you and your sweetheart, just add your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Florida Keys?
When you travel and the size and style of the property will help determine the cost of your beachside escape. Enter your Florida Keys travel dates to view your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the amenities and features you want in your holiday home.
What are popular home amenities in Florida Keys?
When it comes to home amenities that people look for in Florida Keys, a microwave oven, off-street parking options and a fridge are the most popular. With Stayz holiday homes, you'll enjoy choices to suit your taste and style, whether you're on a trip with your partner, your family or even pets.
Are there large group holiday homes in Florida Keys?
Florida Keys has 708 holiday homes that can cater to 10 or more people. These stays come with the space and privacy you need to share good times with your favourite people.
What are the top attractions for families in Florida Keys?
There are loads of cool things to see and do with the family in Florida Keys, including:
  • Mallory Square
  • Duval Street
  • Smathers Beach
Can I find two-bedroom holiday homes in Florida Keys?
Florida Keys has 2 ,243 two-bedroom properties to pick from. Discover a holiday home with all the privacy and space you need at a fantastic price on Stayz.
Are there holiday homes with WiFi in Florida Keys?
You'll have a choice of 2 ,095 holiday homes with WiFi in Florida Keys. If you want to disconnect from daily life during your trip, but still want to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Florida Keys?
The minimum age is usually 16, 18 or 21. It can vary between properties on Stayz, so look at the rules of your preferred Florida Keys holiday home before making a booking.
How long can I rent a holiday home in Florida Keys for?
How long you can rent a holiday home in Florida Keys varies according to the property. Just enter your selected dates to see a list of options offering extended stays. With tons of amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover somewhere perfect to call your home away from home in Florida Keys.