Vacation Rentals & Apartments in Florida Keys

Vacation Rentals & Apartments in Florida Keys

Start comparing over 4,628 rentals in Florida Keys and book at the best price!

Find Vacation Rentals and Apartments in Florida Keys

Best Vacation Rentals and Apartments in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 6 Guests in Stock Island, Lower Keys
Vacation Rental for 6 Guests in Stock Island, Lower Keys, Picture 1
Vacation Rental for 6 Guests in Stock Island, Lower Keys, Picture 2
Vacation Rental for 6 Guests in Stock Island, Lower Keys, Picture 3
Vacation Rental for 6 Guests in Stock Island, Lower Keys, Picture 4
more...
Stock Island, Lower Keys
Vacation Rental • 6 Guests • 2 Bedrooms
9.3
(47 reviews)
Grand Marina Suite is a full two-bedroom suite, with a full kitchen, living room and outdoor lanai. Each of the two bedrooms feature luxurious king sized beds and en suite bathrooms. There is a sleeper sofa in the living room. Outside of the Suite, our guests are encouraged to take advantage of our on-site pool, beach, sauna and fitness center. -For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras. -Please note the onsite restaurant is no longer open. - Not pet friendly Arrive by boat, plane or car. On-site golf cart re...
from CA$523 / night
Vacation Rental for 4 Guests in Key West, Lower Keys
Vacation Rental for 4 Guests in Key West, Lower Keys, Picture 1
Vacation Rental for 4 Guests in Key West, Lower Keys, Picture 2
Vacation Rental for 4 Guests in Key West, Lower Keys, Picture 3
Vacation Rental for 4 Guests in Key West, Lower Keys, Picture 4
more...
Key West, Lower Keys
Vacation Rental • 4 Guests • 1 Bedroom
9.5
(33 reviews)
This studio apartment is attached to a grand historic conch home and enjoys private access through a street-front courtyard. Enjoy the updated "chef's" kitchen with stainless-steel appliances that’s fully stocked with everything you need! Sip coffee in the morning from your Keurig coffee maker and take in the fresh Florida air in the outdoor seating area. Have an extra guest or 2? No worries! The queen sized pull out sleeper sofa allows for comfortable sleeping for 2 and, allowing for a total of 4 occupants in the unit as a whole. Free WiFi No pets allowed No parking included No smoking One...
from CA$291 / night
Vacation Rental for 8 Guests in Key West, Lower Keys
Vacation Rental for 8 Guests in Key West, Lower Keys, Picture 1
Vacation Rental for 8 Guests in Key West, Lower Keys, Picture 2
Vacation Rental for 8 Guests in Key West, Lower Keys, Picture 3
Vacation Rental for 8 Guests in Key West, Lower Keys, Picture 4
more...
Key West, Lower Keys
Vacation Rental • 8 Guests • 2 Bedrooms
The downstairs bedroom features a king size bed, while the upstairs loft-style bedroom features 2 king size beds for ample sleeping space. There are also two pull out couches located in downstairs living room - allowing for up to 10 guests to reside here. This condo is fully equipped with a full kitchen, living room, dining area and balcony overlooking Duval Street. The kitchen contains a stove, refrigerator, and Keurig coffee machine. The bathroom has a full bathtub and shower. Enjoy central AC, smart TV's, ceiling fans and free wifi after a day on the town. - Private stackable washer &...
from CA$905 / night

Popular Destinations in Florida Keys

    Prices and availability

    Current Vacation rental prices Florida Keys

    CA$879for 13 Dec - 20 Dec
    CA$962 annual average
    Jan
    Feb
    Mar
    Apr
    May
    Jun
    Jul
    Aug
    Sep
    Oct
    Nov
    Dec
    Average price per week

    Current vacation rental availability Florida Keys

    29%for 13 Dec - 20 Dec
    36% annual average
    Jan
    Feb
    Mar
    Apr
    May
    Jun
    Jul
    Aug
    Sep
    Oct
    Nov
    Dec
    Percentage of available rentals

    Discover Your Perfect Vacation Rentals in Florida Keys

    Tropical Paradise Properties with Island Amenities

    Vacation rentals in Florida Keys offer an extraordinary escape to America's Caribbean paradise, where crystal-clear turquoise waters meet vibrant coral reefs and endless sunshine. These distinctive properties showcase authentic island architecture with colorful facades, wraparound porches, and elevated designs that capture cooling ocean breezes. Many feature traditional "gingerbread" architectural details that reflect the Keys' rich maritime heritage, while modern amenities ensure comfortable contemporary living. The vacation homes to rent provide guests with the perfect blend of tropical charm and luxury accommodations.

    Florida Keys properties are renowned for their exceptional outdoor living spaces and water-focused amenities that make the most of this stunning marine environment. Vacation rentals in Florida Keys typically feature expansive decks, private pools, and outdoor kitchens where guests can prepare fresh-caught seafood while enjoying panoramic water views.

    These island retreats offer unique amenities that guests can expect to find:

    • Private heated pools with waterfalls and tropical landscaping
    • Deep-water boat docks and marina access for fishing and diving excursions
    • Outdoor tiki bars and grilling areas perfect for sunset entertaining
    • Private hot tubs positioned for stargazing and sunrise viewing
    • Complimentary kayaks and snorkeling equipment for water adventures
    • Air conditioning and ceiling fans throughout for comfortable island living
    • Full gourmet kitchens with stainless steel appliances
    • Private parking spaces, a premium amenity in the Florida Keys

    Who Should Book Vacation Rentals in Florida Keys

    Perfect Destinations for Water Enthusiasts and Tropical Adventurers

    The Florida Keys attract diverse travelers seeking authentic island experiences, from passionate anglers and diving enthusiasts to families craving tropical adventures and couples desiring romantic getaways. Water sports lovers will discover world-class fishing opportunities in the Gulf Stream, while snorkeling and diving enthusiasts can explore John Pennekamp Coral Reef State Park's vibrant underwater ecosystems. Beach lovers can enjoy pristine shores like Sombrero Beach and Bahia Honda State Park, while nature enthusiasts can kayak through mangrove ecosystems and spot manatees, dolphins, and exotic birds. The ideal time to visit is during the dry season from December through April, when temperatures average 75-85°F (24-29°C) and rainfall is minimal. During this peak season, vacation accommodation in Florida Keys averages CAD $950-$1,100 per night, with excellent availability of 25-35 properties per week, offering travelers plenty of options for their tropical escape.

    Top 5 Must-Experience Attractions in Florida Keys

    Unforgettable Island Adventures and Natural Wonders

    Discover the Florida Keys' most spectacular attractions through these carefully selected destinations that showcase the region's natural beauty, marine life, and cultural heritage:

    1. John Pennekamp Coral Reef State Park
    2. Theater of the Sea
    3. Robbie's of Islamorada
    4. Everglades Alligator Farm
    5. Coral Castle Museum

    John Pennekamp Coral Reef State Park

    America's first undersea park offers world-renowned snorkeling and diving experiences among living coral reefs. Visitors can explore the famous Christ of the Abyss statue submerged 25 feet underwater, or take glass-bottom boat tours to witness colorful tropical fish and sea turtles in their natural habitat.

    Theater of the Sea

    This marine life park provides interactive experiences with dolphins, sea lions, and stingrays through educational programs and swim encounters. The facility combines entertainment with conservation education, offering visitors unforgettable close encounters with marine mammals in natural lagoon settings.

    Robbie's of Islamorada

    A legendary Keys destination where visitors can hand-feed massive tarpon fish directly from the dock while enjoying waterfront dining and shopping. This authentic marina experience includes fishing charters, boat rentals, and the famous hungry tarpon feeding that creates unforgettable photo opportunities.

    Everglades Alligator Farm

    Experience Florida's wildlife up close at this working alligator farm featuring over 2,000 alligators, crocodiles, and native reptiles. Visitors can watch thrilling alligator feeding demonstrations and learn about conservation efforts while exploring walkways through natural habitats.

    Coral Castle Museum

    This mysterious archaeological wonder features massive coral stone sculptures created by one man using unknown techniques. The enigmatic castle showcases intricate rock carvings and megalithic structures that continue to puzzle engineers and visitors alike.

    Florida Keys is home to the only living coral reef system in the continental United States.

    Exceptional Dining Experiences in Florida Keys

    Waterfront Restaurants with Fresh Seafood and Island Flavors

    The Florida Keys offer outstanding culinary experiences featuring fresh-caught seafood, tropical flavors, and stunning waterfront settings. These highly-rated restaurants provide memorable dining experiences:

    • The Fish House (4.6 stars) - Located on the Overseas Highway in Key Largo, this seafood market and restaurant serves the freshest catch daily, featuring traditional Keys-style preparations with waterfront dining and a casual island atmosphere.
    • Lorelei Restaurant & Cabana Bar (4.4 stars) - A beloved Islamorada institution offering spectacular sunset views, live entertainment, and classic Florida Keys cuisine including their famous fish sandwiches and tropical cocktails served right on the water.
    • Snappers Oceanfront Restaurant & Bar (4.4 stars) - This Key Largo waterfront gem specializes in fresh local seafood with panoramic ocean views, featuring an extensive menu of grouper, mahi-mahi, and lobster prepared with Caribbean-inspired flavors.

    Essential Florida Keys Travel Information

    Local Insights and Host Recommendations for Your Stay

    Local hosts consistently recommend embracing the laid-back "island time" mentality that defines the Florida Keys experience. Transportation is uniquely convenient here, as many attractions are easily accessible by bicycle, golf cart, or scooter, which hosts suggest renting for that authentic Keys feeling.

    The region's commitment to marine conservation is evident through coral reef protection programs, and many vacation homes in Florida Keys participate in sustainable tourism practices including solar energy use and water conservation systems. Cultural customs include the famous daily Mallory Square sunset celebration in Key West, where street performers and local artisans gather to honor the spectacular sunsets.

    Hosts particularly emphasize the importance of respecting marine environments during snorkeling and diving activities. The Keys operate on a relaxed schedule where restaurants may close between lunch and dinner, so planning ahead is essential. Many properties offer contactless check-in systems and provide detailed local guidebooks with insider tips for fishing spots, hidden beaches, and the best conch fritter locations. For the ultimate island experience, consider booking waterfront vacation rentals in Florida Keys that provide direct access to world-class fishing, diving, and endless tropical adventures.

    FAQs: Vacation Rentals and Apartments in Florida Keys

    How much do you pay on average for vacation rentals in Florida Keys?

    At an average price of CA$607.96 per night, Florida Keys lies at the upper end of the price range for vacation rentals in the USA.

    When are vacation rentals cheaper in Florida Keys?

    According to our 2020 data, the months that allow you to save the most in Florida Keys are October, September and November, with average prices of CA$521.16, CA$534.39, and CA$554.75, respectively.

    In which months is it more expensive to rent a vacation rental in Florida Keys?

    When booking a vacation rental in Florida Keys, the highest prices can usually be seen in the month of February (with an average of CA$738.52 per night), followed by March (CA$718.5), and April (CA$685.12).

    Are there usually many vacation rentals available in Florida Keys?

    If you decide to put Florida Keys on your bucket list, we suggest organizing your vacation long before you go because it is usually very high in demand, with an annual average of 85% of rentals booked in the year 2020.

    What are the best months for a spontaneous getaway?

    In 2020, the months with the largest number of accommodations available of the year in Florida Keys were September, May and April, with average availabilities of 24.5%, 24%, and 23%, respectively.

    When will it be harder to find an available vacation rental in Florida Keys?

    The months with the lowest properties available in Florida Keys are, in order, February, July, and March with respective average availability figures of 2.6%, 5.75%, and 7%, based on data collected in 2020.

    How many rentals are there in Florida Keys?

    Holidu has around 4100 properties in Florida Keys, provided by 7 different partners.