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Florida Keys, FL short term rentals
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Best Short term and Weekly rentals in Florida Keys, FL

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

Modern, Oceanfront Views Apartment In Marathon With A Pool And A Marina - Florida Keys, FL
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.
84 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Florida Keys, FL
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.
Dolphin Cove~ Charming Waterfront Townhome W Pool - Florida Keys, FL
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.
Key Largo Sunsets Penthouse On The Ocean - Florida Keys, FL
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.

Best Florida Keys, FL lodging with a balcony

P63 - Beautiful, Waterfront Duplex, Walking Distan - Florida Keys, FL
9.5 75 reviews

P63 - Beautiful, Waterfront Duplex, Walking Distan

apartment, Key Colony Beach
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.
Nautilus Getaway - Florida Keys, FL
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.
Ocean Front Paradise, 6th Story Balcony Ocean View - Florida Keys, FL
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.
Paradise In Beautiful Key Largo!! Amazing Views!! - Florida Keys, FL
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?

    Among the short term rentals in Florida Keys, FL, Secret Courtyard Cottage, At Mine | Lovely Suite Steps From Duval Street and Spacious - Private 1 Bed/1 Bath Apt In Everglades are the most popular ones.

  • 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?

    The best short term rentals with a jacuzzi in Florida Keys, FL are Secret Courtyard Cottage, Marco Beach Ocean Suites and Coco Plum Beach & Tennis Club & Marina.

  • 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?

    The best short term rentals for families and kids in Florida Keys, FL are Secret Courtyard Cottage, Upper Bayview North: Waterfront 4 Bedroom Condo At Bayfront Suites & Marina and Marco Beach Ocean Suites.

  • 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

3212 Across From Pool * King & Queen/twin Bunk Bed - Florida Keys, FL
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.
Toes In The Sand - 2 Bedroom Condo Sleeps 4 - Florida Keys, FL
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.
Ocean Views Heated Pool King Suite Ocean Isle - Florida Keys, FL
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.
Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis - Florida Keys, FL
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

Waterfront Home 37.5-ft Dock, Cabana Club Included - Florida Keys, FL
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.
Tropical Escape At Mariners Club  2br Key Largo Condo W/ Pools & Marina - Florida Keys, FL
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.
Small Efficiency, 8b - Florida Keys, FL
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.
Deja Blue Suite  [Ocean Pointe 1409] - Florida Keys, FL
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.
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