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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

Tropical Escape At Mariners Club  2br Key Largo Condo W/ Pools & Marina - Florida Keys, FL
9.2 51 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.
Brand New Oceanfront Townhouse Complex In The Heart Of Marathon! - Florida Keys, FL
9.0 4 reviews

Brand New Oceanfront Townhouse Complex In The Heart Of Marathon!

apartment, Marathon
This Marathon Shores apartment is conveniently located within a 15-minute walk of the Marathon Air Museum, Captain Hooks Marina and Dive Center, and Sunset Park Beach, with Coco Plum Beach and the Marathon Visitor Center less than a mile away.
This one-bedroom, one-bathroom rental sleeps four, offering a fully equipped kitchen, in-unit laundry, a private balcony, free WiFi, and access to an outdoor pool and barbecue grills; enjoy nearby attractions like the Marathon Air Museum.
Aqua Vista Ocean Pointe 3307 - Florida Keys, FL
9.6 4 reviews

Aqua Vista Ocean Pointe 3307

apartment, Tavernier
This Tavernier condo, located 0.7 miles from Harry Harris Park and within 3 miles of Mariners Hospital and the Florida Keys Dive Center, offers stunning oceanfront views.
This 830-square-foot, three-bedroom, two-bathroom unit sleeps five guests and features a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and on-site barbecue grills.
Poolside Paradise - Florida Keys, FL
No reviews

Poolside Paradise

apartment, Leisure City
This Homestead apartment is located near the Coral Castle Museum and Plaza Licenciado Benito Juarez, with Zoo Miami and Audubon Park also nearby.
This 3-bedroom, 2-bathroom residence accommodates up to 12 guests and features a private swimming pool, air conditioning, and a kitchen equipped with a fridge, microwave, and dishwasher.

Best Florida Keys, FL lodging with a balcony

2402 Ocean Pointe - 2 Bedroom Condo Upgraded With Clean Lines And Coastal Colors - Florida Keys, FL
9.2 30 reviews

2402 Ocean Pointe - 2 Bedroom Condo Upgraded With Clean Lines And Coastal Colors

apartment, Tavernier
This Tavernier condo, near Harry Harris Park, Mariners Hospital, and Pigeon Key, offers easy access to recreation, healthcare, and historical sites.
The 850-square-foot unit features two bedrooms, two bathrooms, a sofa bed accommodating up to six guests, and amenities including a pool, jacuzzi, and free Wi-Fi.
July/aug. Save$ Waterfront 4 Bike/2 Kayak King Bed - Florida Keys, FL
9.5 446 reviews

July/aug. 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.
Villa Valbuena Azul Escape 2 Kings Key Largo Pickleball Tennis Pool Lagoon - Florida Keys, FL
9.8 271 reviews

Villa Valbuena Azul Escape 2 Kings Key Largo Pickleball Tennis Pool Lagoon

apartment, Key Largo
This Key Largo apartment is conveniently located just a short drive from John Pennekamp State Park, Pigeon Key, and Windley Key, offering easy access to the area's top attractions. It boasts excellent ratings for location, cleanliness, and overall user experience.
The apartment features two bedrooms, making it ideal for families or groups of friends. Guests can enjoy a private beach, free bikes and kayaks, tennis and pickleball courts, a swimming pool, and a fully equipped kitchen.
Oceanfront Condo With Beach Access, Pool, Balcony, & Tennis - Marina Available - Florida Keys, FL
9.2 104 reviews

Oceanfront Condo With Beach Access, Pool, Balcony, & Tennis - Marina Available

apartment, Tavernier
This oceanfront condo in Tavernier offers direct oceanfront location with sweeping ocean views and beach access, situated seven miles from central Key Largo and near Hurricane Monument and Caribbean Club Bar.
This 740 sq ft condo accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, private deck, in-unit washer/dryer, and access to shared resort amenities including a pool, tennis court, and charcoal grill, with kayak and paddleboard rentals available on-site.

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

Shore Thang At Vaca Cove Unit A 4 Bed 3 Baths, P - Florida Keys, FL
9.4 33 reviews

Shore Thang At Vaca Cove Unit A 4 Bed 3 Baths, P

apartment, Marathon
Vaca Cove offers waterfront accommodations directly facing Shelter Bay, providing access to the ocean and Gulf. This apartment is located in Marathon, Florida. It has excellent user, location, and cleanliness ratings.
This four-bedroom, three-bathroom apartment features an open floor plan living area with a large laundry room and a fully stocked kitchen. It also has waterfront porches with Bonefish Bay views, high-speed wireless internet, five flat-screen TVs, and covered parking for two vehicles and a boat trailer up to 37 feet. Guests can enjoy the shared resort-size saltwater pool with lounge chairs and tiki, as well as a private spa, gas grill, bait freezer, and picnic table under each home.
Stunning Ocean View Private Unit W/ Full Kitchen! - Florida Keys, FL
10 3 reviews

Stunning Ocean View Private Unit W/ Full Kitchen!

apartment, Tavernier
This oceanfront Tavernier vacation rental is conveniently located near Triangle Reef and Rodrigues Key, a one-minute drive from Harry Harris Beach Park.
The two-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with fridge, freezer, and microwave, a private entrance, ocean views, and amenities including a private parking space, smart TV, and BBQ grill; a 5% discount applies for bookings made three months in advance.
Cozyhome Near National Parks Between Miami & Keys - Florida Keys, FL
9.9 204 reviews

Cozyhome Near National Parks Between Miami & Keys

apartment, Homestead
This Homestead vacation rental is located within a 15-minute walk of Losner Park and J.D. Redd Park, and within a 2-kilometer radius of Roby George Park and the Pioneer Florida Museum and Village. The property has received excellent ratings for user experience, location, and cleanliness.
This 3-bedroom, 2-bathroom home can accommodate up to 8 guests. The property includes amenities such as a fully equipped kitchen, laundry facilities, free Wi-Fi, air conditioning, and a backyard with a barbecue grill.
Coastal Comfort In Ocean Point Suites - Florida Keys, FL
9.7 127 reviews

Coastal Comfort In Ocean Point Suites

apartment, Tavernier
This Tavernier apartment is located within walking distance of Tavernier Creek Marina and Tavernier Pier, offering stunning views of the Atlantic Ocean and the Florida Keys mangroves. This accommodation has received excellent ratings for user experience, location, and cleanliness.
The apartment offers 980 square feet of living space, with two bedrooms, two bathrooms, and a capacity for six guests. It boasts a fully equipped kitchen, a private balcony, and access to a resort with a swimming pool, jacuzzi, tennis courts, and a barbecue area, making it an ideal choice for families and groups seeking a relaxing and enjoyable vacation.

Best Florida Keys, FL lodging with laundry available

Coastal Comfort In Tavernier - Pool + Beach Access - Florida Keys, FL
9.7 237 reviews

Coastal Comfort In Tavernier - Pool + Beach Access

apartment, Tavernier
This family-friendly condo building is situated in Tavernier, within walking distance of Baker's Cay Resort Beach (0.8 mi) and Harry Harris Park (0.5 mi). It boasts excellent user, location, and cleanliness ratings.
The spacious 2-bedroom condo offers 900 square feet of living space and can accommodate up to 6 guests. It features a fully equipped kitchen, free WiFi, a sofa bed, and a smoke-free environment. Guests can enjoy the garden, barbecue grills, spa tub, swimming pool, jacuzzi, tennis court, and parking.
Peaceful Dreamscape (Pink) - Florida Keys, FL
9.5 15 reviews

Peaceful Dreamscape (Pink)

apartment, Princeton
This apartment is located in a charming neighborhood in Homestead, Florida, just a couple of blocks from restaurants, BBQ, and cafes, and minutes away from Homestead Hospital, Homestead Speedway, Redland Tropical, and Everglades National Park. This rental has earned excellent ratings for its location, cleanliness, and overall user experience.
The apartment has 4 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests. Amenities include high-speed Wi-Fi, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, parking, and pet-friendly accommodations.
Ocean Shores Villa 1 With Pool And Boat Slip - Florida Keys, FL
9.8 76 reviews

Ocean Shores Villa 1 With Pool And Boat Slip

apartment, Key Largo
This Key Largo waterfront condo is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, with Jacob's Aquatic Center and Bluefin Rock Harbor Marina also within a 3-mile radius. The apartment has excellent user, location, and cleanliness ratings.
The 1,190 square foot Key Largo rental has two bedrooms, two bathrooms, and can sleep up to eight guests. Enjoy amenities like a private pool, a water park, a spa tub, barbecue grills, a fully equipped kitchen, and a garden.
Gorgeous Waterfront Townhome - Florida Keys, FL
9.6 103 reviews

Gorgeous Waterfront Townhome

apartment, Key Largo
Nestled between a saltwater lagoon and John Pennekamp Coral Reef State Park, Kawama Yacht Club offers a unique ambiance with stunning ocean views and easy access to snorkeling, diving, and other water activities. With excellent user, location, and cleanliness ratings, this yacht club provides a comfortable and enjoyable stay for travelers visiting Key Largo.
The yacht features two bedrooms and two bathrooms, as well as a fully equipped kitchen, air conditioning, and a swimming pool. Guests can also enjoy the use of the tennis courts, jetty with sunrise and sunset views, and fire-pits and grills on the beach. The yacht club is also conveniently located near other popular tourist destinations in Key Largo, such as the Dolphin Research Center and the Florida Keys National Marine Sanctuary.
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