Compare temporary rentals in Florida Keys, FL from 100+ providers!
11096 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Florida Keys, FL
9.7 156 reviews
Summer Sale~new 4/3/pool/40f Dock
apartment, Marathon
This waterfront cabin in Marathon is surrounded by the tranquility of nature and is within walking distance of Crane Point Museum and Nature Center. It has excellent user, location, and cleanliness ratings. The cabin has four bedrooms and three bathrooms, a floor area of 1800 square feet, and can accommodate up to 10 guests. It features a private pool, balcony with scenic views, kitchen with refrigerator and oven, air conditioning, and free WiFi.
9.2 14 reviews
Sunrise Sanctuary - Top Floor Ocean Pointe 2415
apartment, Tavernier
Ocean Pointe 2415 in Key Largo, Florida, offers this two-bedroom, two-bathroom condo with stunning ocean views, a 15-minute walk from Harry Harris Park Beach and within an 11-mile radius of other Key Largo attractions. This 830-square-foot top-floor unit features a fully equipped kitchen, private patio, in-unit laundry, free Wi-Fi, and sleeps up to eight guests, making it ideal for families or groups visiting Tavernier.
9.5 452 reviews
Sept/oct. Save$ Waterfront 4 Bike/2 Kayak King Bed
apartment, Cudjoe Key
This vacation home is located in Summerland Key, just a short walk from Venture Key and Venture Out Keys, offering easy access to local attractions and activities. It has received excellent ratings for location, cleanliness, and overall user experience. The 2-bedroom, 2-bathroom home spans 860 square feet and can comfortably accommodate up to 6 guests. Enjoy a range of amenities including a private pool, spa, tennis court, and a fully equipped kitchen, perfect for creating memorable vacation experiences.
9.6 102 reviews
New Deluxe Duplex Unit, 2 Queen Beds, Unit G-4
apartment, Big Pine Key
This Big Pine Key rental is located in a peaceful area, just a short drive from Bahia Honda State Park. The apartment consistently receives excellent ratings for cleanliness, location, and overall guest experience. The home is spacious enough to comfortably accommodate up to six guests. It features a fully equipped kitchen with a refrigerator and microwave, air conditioning, a swimming pool, a garden, parking, and internet access.
9.9 118 reviews
Ocean View With Dock And Jacuzzi
apartment, Marathon
This ocean-view apartment is ideally located in Marathon, within walking distance of a private "beach-like" area and a short distance from Vaca Cut for boaters. It has excellent user, location, and cleanliness ratings. The apartment has 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, a jacuzzi, a terrace/balcony, a garden, and parking. Guests can also enjoy private ocean views, an outdoor whirlpool spa, exclusive beach access, dock space for boaters, an outdoor lounge area with a TV, and a waterfront location.
10 3 reviews
Ocean Isles Birds Inn Paradise Vaca-25-43
apartment, Marathon
This oceanfront apartment rental in Marathon, Florida boasts direct Atlantic Ocean access and proximity to local fishing docks. The one-bedroom, one-bathroom condo sleeps four guests and features a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden, parking, and an open-concept design with stunning ocean views; nearby amenities include a clubhouse with an ice machine and grilling stations.
10 16 reviews
Stary Net - Ocean Waterfront 3br 3ba Home
apartment, Key Largo
This Wynken Blynken and Nod vacation home in Key Largo is conveniently located 1.7 miles from Bluefin Rock Harbor Marina and within 6 miles of popular attractions like North Nest Key and Jimmy Johnson's Big Chill. This 5-bedroom, 4-bathroom house sleeps 8 guests and features a fully equipped kitchen, barbecue grills, a terrace, and a private garden; enjoy the added convenience of on-site parking and free internet access.
9.8 101 reviews
Chic Coastal Retreat With Pool, Marina, Beach Access & Resort-style Amenities
apartment, Tavernier
This waterfront condo building is located in Tavernier, just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to both relaxation and outdoor activities. It's also conveniently close to healthcare facilities and diving opportunities. This property consistently receives excellent reviews from guests. The apartment features two bedrooms and two bathrooms, accommodating up to six guests comfortably. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, parking, and free Wi-Fi.
9.8 463 reviews
Your Keys Getaway!
apartment, Key Largo
This Key Largo home, situated midway between Key Largo and Islamorada, offers convenient access to restaurants, shopping at the local plazas, Mariners Hospital, beaches, John Pennekamp Coral Reef State Park, and various watersports. The fully renovated two-bedroom, one-bathroom house features a spacious layout, accommodating up to four guests, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a fenced yard, air conditioning, parking, and a breezy veranda.
This newly renovated Key Colony Beach apartment is conveniently located just a short walk from Sunset Park and the Cabana Club, offering easy access to the ocean and Gulf. It consistently receives excellent ratings for its location, cleanliness, and overall user experience. The 3-bedroom, 2-bathroom apartment comfortably accommodates up to 8 guests and features a spacious 1690 square feet of living space. Guests can enjoy a fully equipped kitchen, a private pool, a garden, and a variety of amenities including bikes, kayaks, and a grill for outdoor activities.
9.9 18 reviews
Tranquil Bayside 1br With Sunset Deck & Beach
apartment, Tavernier
This bayside condo in Tavernier offers exclusive private beach access and a sunset deck, conveniently located within 1 mile of local shops, dining, parks, and marinas. This recently updated one-bedroom condo accommodates two guests with a full kitchen, air conditioning, and on-site kayak and paddleboard launch for water activities.
9.9 164 reviews
Slip, Private Ramp, Pool, Trailer Parking, Freezer
apartment, Marathon
This 2-bedroom condo in the Coco Plum community of Marathon is situated just 0.8 miles from Coco Plum Beach and 13 minutes from Sombrero Beach, offering a peaceful escape from the hustle and bustle of Marathon. The property has earned excellent ratings for location, cleanliness, and overall user experience. This 930-square-foot apartment comfortably accommodates up to 4 guests. The condo features a fully equipped kitchen, a private boat ramp, a heated/chilled pool, and a balcony overlooking the courtyard and the slips, making it perfect for a relaxing vacation.
Best family friendly Florida Keys, FL Short term rentals
Among the 11096 accommodations in Florida Keys, FL, here are the 4 best family friendly rentals
10 2 reviews
Modern, Oceanfront Views Apartment In Marathon With A Pool And A Marina
apartment, Marathon
This waterfront Marathon Shores condo offers easy access to the Marathon Air Museum and Crane Point Museum, with Captain Hooks Marina and the Florida Keys Country Club a short drive away. The 850-square-foot unit features one bedroom, two bathrooms, a private pool, and accommodates up to four guests, boasting a full kitchen, concierge service, and on-site amenities including a swimming pool, water park, laundry facilities, and BBQ grills.
No reviews
84 M² Condo ∙ 2 Bedrooms ∙ 6 Guests
apartment, Tavernier
This oceanfront condo is located in South Key Largo, directly on the Atlantic and adjacent to protected mangrove preserves, positioning it between Islamorada and Key Largo. This 900 sq ft, two-bedroom, two-bathroom apartment accommodates up to six guests and features a full kitchen, air conditioning, a swimming pool, jacuzzi, and private terrace, with resort amenities including a cabana bar and marina slip rentals.
9.8 12 reviews
Dolphin Cove~ Charming Waterfront Townhome W Pool
apartment, Marathon
This luxurious waterfront townhome is located within the Bonefish Yacht Club in Marathon, Florida, offering marina views and proximity to Captain Hooks Marina, Sombrero Beach, and Long Key State Park. This three-story, 1,460-square-foot property boasts two king bedrooms with ensuite bathrooms and private balconies, an open-concept living area with a queen-size pull-out sofa, accommodating up to six guests and featuring a private pool, spa, and access to Bonefish Yacht Club amenities.
9.9 199 reviews
Key Largo Sunsets Penthouse On The Ocean
apartment, Key Largo
This Key Largo apartment is conveniently located near popular attractions like Baker's Cay Resort Beach, Jimmy Johnson's Big Chill, and Jacob's Aquatic Center, all within a 2-mile radius. This unit has received excellent ratings for its cleanliness, location, and overall user experience. The apartment features two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and free Wi-Fi.
This Key Colony Beach vacation home boasts direct beach access and is less than 1.2 miles from Coco Plum Beach and Sunset Park Beach, and within 1.9 miles of Curry Hammock State Park. This three-bedroom, two-bathroom house sleeps eight, features a private pool, free WiFi, a fully equipped kitchen, and a balcony, offering easy access to swimming, sunbathing, and exploring nature trails.
10 10 reviews
Nautilus Getaway
apartment, Islamorada, Village of Islands
This 3-bedroom, 3-bathroom house is located on a canal in Islamorada, offering quick access to both the bay and the ocean and close to the village's main attractions. This property has received excellent ratings for location, cleanliness, and user experience. The house features an open floor plan, perfect for families or groups of friends, and comfortably accommodates up to 6 guests. Enjoy the private pool, tennis court, and direct water access for fishing and boating, along with a fully equipped kitchen and a spacious terrace.
9.4 6 reviews
Ocean Front Paradise, 6th Story Balcony Ocean View
apartment, Islamorada, Village of Islands
This Tavernier condo, located three miles from the Florida Keys Dive Center, Old Road Gallery, and Mariners Hospital, offers direct beach access and proximity to Islamorada's attractions. This 1180-square-foot, two-bedroom, two-bathroom unit sleeps four and features a fully equipped kitchen, swimming pool, spa, fitness center, tennis court, and free Wi-Fi.
9.8 26 reviews
Paradise In Beautiful Key Largo!! Amazing Views!!
apartment, Key Largo
This family-friendly vacation home is located just a mile from Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, offering easy access to Key Largo's attractions and a relaxed, tropical atmosphere. It has received excellent user ratings, making it a popular choice for travelers. This two-bedroom, two-bathroom house comfortably sleeps six guests. The property boasts a private pool, a spa, a terrace, a garden, and a fully equipped kitchen, allowing you to enjoy a relaxing and comfortable stay.
Frequently Asked Questions about short term rentals in Florida Keys, FL
What attractions should you visit during a week-long stay in the Florida Keys?
A week in the Florida Keys offers a taste of its diverse offerings. Start in Key Largo, exploring John Pennekamp Coral Reef State Park for snorkeling or diving. Head down to Islamorada, known as the "Sport Fishing Capital of the World," and maybe try a fishing charter. Key West is a must-see, with its iconic Southernmost Point Buoy, Ernest Hemingway Home and Museum, and the vibrant Duval Street. Consider a sunset celebration at Mallory Square. Don't forget to enjoy the beaches along the way, like Bahia Honda State Park, known for its beautiful bridges and calm waters.
What are the best short term rentals in Florida Keys, FL?
What types of short-term rentals are available in the Florida Keys?
If you are looking for accommodations in the Florida Keys you can book short-term rentals which can make a huge difference. The best part about these short-term rentals is that they come in different forms and sizes. Hence, you can choose from different apartments, condos and even townhouses. Also, you can decide what size you prefer for your holidays. If you are with your partner you can choose smaller studio apartments while you can choose bigger condos for a family holiday trip. This would allow you to make the best use of the space available without having to book a hotel room. You can also look for properties that come furnished with all modern bathroom and kitchen facilities and amenities.
What attractions should you visit when you spend a month in the Florida Keys?
A month gives you time for a deeper exploration. Beyond the popular spots, consider visiting the smaller islands and exploring their unique character. Spend time kayaking or paddleboarding through the mangroves. Explore the backcountry on a boat tour, discovering hidden coves and wildlife. Visit the History of Diving Museum in Islamorada. Take a day trip to Dry Tortugas National Park, a remote island with a historic fort and pristine coral reefs. Enjoy the many restaurants and local shops throughout the Keys, from Key Largo to Key West.
What are the best short term rentals with a pool in Florida Keys, FL?
What are the best kid-friendly attractions in the Florida Keys?
1. Founders Park - Located in Islamorada, Founders Park is a great place where kids can enjoy 45 acres of fun and water activities. Here adults and kids can spend time in a splash park, play tennis, basketball and explore various walking trails. 2. Key West Aquarium - Also, when you are exploring the Florida Keys you can visit the Key West Aquarium where you can take the kids to knowing more about marine life in their natural habitat. 3. Calusa Beach - One of the family-friendly beaches in Florida Keys you can take kids here for an adventurous family beach day experience.
Can visitors to the Florida Keys witness any unique natural cycles, like cherry blossom season or autumn colors?
No, the Florida Keys' subtropical climate doesn't experience the dramatic seasonal changes seen further north. You won't find cherry blossoms or vibrant autumn foliage. The Keys offer a more consistent, warm climate year-round, with variations in water temperature and the occasional tropical storm.
What are the best short term rentals with a jacuzzi in Florida Keys, FL?
What's the best neighbourhood to stay close to the city centre?
If you are planning to visit the Florida Keys you can plan to stay in Key West which is probably the best place where you can find plenty of options and facilities. Choosing Key West allows you to explore several hotels and rental accommodations which can make things easier for you. Also, you can explore many beaches and local attractions which would allow you to stay close to them. You can always find plenty of dining and shopping options in Key West and that can make your holidays in Florida Keys better.
What are the most meaningful ways to engage with locals and discover the culture in the Florida Keys?
To connect with the local culture, visit local restaurants and bars, like the Hogfish Bar & Grill in Islamorada, and strike up conversations. Attend a local event or festival. Explore the smaller, less touristy towns and villages. Visit art galleries showcasing local artists. Consider taking a guided tour focusing on the history and culture of the Keys. Many local businesses are family-owned and operated, offering a chance to interact with residents.
What are the best short term rentals for families and kids in Florida Keys, FL?
What are the best shopping malls in the Florida Keys?
1. Duval Square Mall - Located in Key West, Duval Square Mall is one of the best shopping places in the Florida Keys. Here you can enjoy shopping for hours and find dining options as well. 2. Key Largo Shopping Center - If you are staying close to mainland Florida you would want to visit Key Largo Shopping Center where you can shop for hours and enjoy friendly services and delicious food. 3. The Shops at Mallory Square - Mallory Square is one of the premier shopping destinations in Key West and this place can provide you with plenty of shops and boutiques for shopping.
Are there any distinctive cultural activities or hands-on workshops in the Florida Keys?
Yes, several opportunities exist. Many art galleries offer workshops, particularly in Key West. Some resorts and local businesses offer conch shell crafting workshops. You can find opportunities for learning about local fishing techniques or even taking a class on becoming a certified diver. Check local listings for specific offerings during your visit.
What is the best place to book a short-term rental for the Key West Lobsterfest in the Florida Keys?
If you are planning to attend Key West Lobsterfest in the Florida Keys you should book your short-term rental in Key West. This is one of the best towns where you can find plenty of rental accommodations. Hence, you need to evaluate and choose the best apartments and condos you can find here for your stay. These properties are fully furnished with all modern kitchen and bathroom facilities and amenities and therefore you can find the best deals here. Also, the festival happens in Key West and therefore you can stay close to the venue and explore other city attractions when you are done attending the event.
What are some secret spots or hidden treasures to visit in the Florida Keys?
Some lesser-known gems include the mangrove tunnels accessible by kayak or paddleboard in various locations. Explore the quieter beaches away from the main tourist areas. Look for local fishing spots recommended by residents. Discover hidden bars and restaurants off the main streets. The best way to find these is by talking to locals and exploring beyond the well-trodden paths.
What should not be left out of your suitcase if you are going to the Florida Keys?
Pack light clothing, swimwear, sunscreen (high SPF!), sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially if exploring mangrove areas. A reusable water bottle is essential due to the warm climate. If you plan on water activities, pack appropriate gear like snorkeling equipment or water shoes.
What are the most popular festivals in the Florida Keys?
The Florida Keys boast several festivals throughout the year. Key West's Fantasy Fest is a renowned, large-scale costumed celebration held in October. The Conch Republic Independence Celebration in Key West is a quirky and fun event. Numerous smaller festivals and events, like art walks and music festivals, take place throughout the Keys; checking local event calendars closer to your travel dates is recommended.
Where should you try the best local food in the Florida Keys?
The Florida Keys offer diverse culinary experiences. For fresh seafood, many restaurants along the waterfront provide excellent options. Try a local conch fritter or a Key lime pie. Explore smaller, family-run restaurants for authentic Key West cuisine. Look for restaurants featuring locally sourced ingredients. Each island has its own unique culinary scene, so exploring different locations provides a broader taste of the Keys' food.
Nearby regions
Best Florida Keys, FL lodging with a kitchen
9.8 160 reviews
3212 Across From Pool * King & Queen/twin Bunk Bed
apartment, Tavernier
This oceanfront condo is located in Tavernier, Florida, about 60 miles from Miami International Airport and 90 miles from Fort Lauderdale International Airport. It has earned an excellent rating from previous guests. The rental offers two bedrooms and two bathrooms, comfortably sleeping six guests. Enjoy a heated pool, a hot tub, a tropical beach, a marina, a pool bar, a lounge, tennis/pickleball courts, a tiki hut, and parking for two cars.
9.9 84 reviews
Toes In The Sand - 2 Bedroom Condo Sleeps 4
apartment, Tavernier
This oceanfront condo rental in Tavernier, Florida, is located 0.7 miles from Harry Harris Park and within 3 miles of Mariners Hospital and the Florida Keys Dive Center. This 930-square-foot, two-bedroom unit sleeps four guests and boasts a fully equipped kitchen, two bathrooms, in-unit laundry, a private balcony, and access to a swimming pool, jacuzzi, tennis court, and barbecue grills.
9.9 16 reviews
Ocean Views Heated Pool King Suite Ocean Isle
apartment, Marathon
This oceanfront Marathon condo, located in Ocean Isles Fishing Village, offers direct beach access and is approximately 65 minutes from Key West International Airport (EYW). The one-bedroom, two-bathroom unit sleeps four guests and boasts three balconies, a full kitchen with washer/dryer, a king-sized bed, a futon, and access to a heated community pool, clubhouse with grill, and a fish cleaning station.
10 97 reviews
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
apartment, Tavernier
This Tavernier condo rental, located in the Ocean Pointe community, is minutes from downtown Tavernier and a 15-minute drive from John Pennekamp Coral Reef State Park. The fully remodeled two-bedroom, two-bathroom unit sleeps six, boasting a fully equipped kitchen, resort access with a pool and jacuzzi, private beach access, and amenities including a pool table, smart TVs, and 350 Mbps WiFi.
Best Florida Keys, FL lodging with laundry available
9.9 156 reviews
Waterfront Home 37.5-ft Dock, Cabana Club Included
apartment, Key Colony Beach
This Key Colony Beach apartment is located just a short walk from the Atlantic and Gulf of Mexico, offering easy access to the area's beautiful beaches and watersports. The apartment has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. This two-bedroom, two-bathroom rental is perfect for a family or group of four, providing 960 square feet of living space. The apartment features a modern kitchen, a screened porch, and two kayaks for exploring the surrounding waters, along with access to a swimming pool, garden, and ample parking.
9.2 54 reviews
Tropical Escape At Mariners Club 2br Key Largo Condo W/ Pools & Marina
apartment, Key Largo
This Key Largo condo is steps away from Baker's Cay Resort Beach and Bluefin Rock Harbor Marina, with North Nest Key and Jimmy Johnson's Big Chill within a 3-mile radius. The property has received excellent ratings for location, cleanliness, and overall user experience. The 2-bedroom condo offers 1370 square feet of space and can comfortably accommodate up to 6 guests. Enjoy a private pool, a fitness center, a Jacuzzi, a terrace, a garden, concierge services, and a fully equipped kitchen.
9.7 163 reviews
Small Efficiency, 8b
apartment, Marathon
This one-bedroom apartment is located in Marathon, Florida, just 50 yards from the ocean, offering stunning views and easy access to the beach. This cozy unit features a queen-size bed, a futon sofa, a covered porch, and access to a shared pool, making it ideal for couples seeking a relaxing escape.
9.8 177 reviews
Deja Blue Suite [Ocean Pointe 1409]
apartment, Tavernier
This waterfront apartment is located in Tavernier, Florida, just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful Florida Keys waters. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience. This 2-bedroom, 2-bathroom apartment comfortably accommodates up to 6 guests in its 980 square feet of space. The apartment offers a range of amenities for a relaxing stay, including a swimming pool, a spa, a tennis court, and a garden, as well as a fully equipped kitchen and free WiFi.