Find short term rentals in Florida Keys at the best prices

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

Best family friendly Florida Keys Short term rentals

Among the 11096 accommodations in Florida Keys, here are the 4 best family friendly rentals

Light, Bright & Nautical Condo At Ocean Pointe - Florida Keys
9.9 178 reviews

Light, Bright & Nautical Condo At Ocean Pointe

apartment, Tavernier
This waterfront apartment is located in Tavernier, within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful escape close to local attractions. The property has consistently received excellent ratings for cleanliness, location, and user experience, ensuring a comfortable stay.
The apartment spans 88 square metres and comfortably accommodates up to four guests in two bedrooms and two bathrooms. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, and a private balcony, perfect for relaxing and enjoying the Florida Keys lifestyle.
Time To Chill - 3/3 Kawama Townhouse With Free Golf Cart, Kayaks & Bicycles. - Florida Keys
9.6 88 reviews

Time To Chill - 3/3 Kawama Townhouse With Free Golf Cart, Kayaks & Bicycles.

apartment, Key Largo
This three-bedroom townhouse is situated in the Kawama district of Key Largo, just a short walk from the beach and close to local attractions. The property enjoys an excellent user rating, indicating a high level of satisfaction from previous guests.
This spacious property offers 139 square metres of living space and can comfortably accommodate up to eight guests. The townhouse is fully equipped with everything you need for a relaxing and enjoyable stay, including a kitchen, air conditioning, a swimming pool, a spa, and a terrace with stunning views of the water.
Villa Valbuena Ocean Pearl Key Largo Pool Restaurant Marina Pickleball - Florida Keys
9.6 14 reviews

Villa Valbuena Ocean Pearl Key Largo Pool Restaurant Marina Pickleball

apartment, Tavernier
This Tavernier apartment, a short 2km walk from Harry Harris Park Beach, offers easy access to Pigeon Key (5km) and Windley Key Fossil Reef Geological State Park (13.4km).
The recently remodelled one-bedroom flat sleeps up to 11 guests, boasting two bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, a swimming pool, and a jacuzzi, perfect for exploring the Tavernier area.
Toes In The Sand - 2 Bedroom Condo Sleeps 4 - Florida Keys
9.6 670 reviews

Toes In The Sand - 2 Bedroom Condo Sleeps 4

apartment, Tavernier
This apartment is situated in Ocean Pointe Suites, located between Key Largo and Islamorada, just a short distance from Tavernier's main attractions. The property has received excellent ratings for its location, cleanliness and overall experience.
The apartment is perfect for families, with a pull-out sofa bed and convertible chair for comfortable sleeping arrangements. Guests can enjoy a range of amenities, including a heated pool, hot tub, tennis courts, pickleball courts, a playground, BBQ areas, a marina with boat slip rentals, a full kitchen, laundry facilities, free high-speed WiFi and a cooler.

Best Florida Keys lodging with a balcony

Brand New 2bedroom Apartment With Kitchen In Key Largo - Florida Keys
9.5 2 reviews

Brand New 2bedroom Apartment With Kitchen In Key Largo

apartment, Tavernier
This brand new, 55 square metre, one-bedroom flat in Tavernier offers a convenient base, situated 5.15 kilometres from Pigeon Key and 11.09 kilometres from Windley Key, with John Pennekamp State Park 17.7 kilometres away.
This pet-friendly accommodation, suitable for up to seven guests, features a fully equipped kitchen with a fridge and microwave, air conditioning, on-site parking, free WiFi, a washing machine, and an outdoor dining area.
New Oceanside Paradise With Pool And Waterfront Views! - Florida Keys
10 2 reviews

New Oceanside Paradise With Pool And Waterfront Views!

apartment, Key Largo
This beachfront Key Largo holiday home, located in a gated community a short walk from local restaurants and a marina offering jet ski rentals, provides easy access to Key Largo's attractions.
This three-story property boasts 250 square metres of space, featuring three bedrooms, three bathrooms, and capacity for nine guests, plus a private hot tub, rooftop deck, kayaks, and paddleboards.
Beachside Unit 34- Pool, Private Beach And Tiki's! - Florida Keys
9.7 118 reviews

Beachside Unit 34- Pool, Private Beach And Tiki's!

apartment, Key Colony Beach
This apartment is situated in Key Colony Beach, just a 10-minute walk from two beautiful beaches, Sunset Park Beach and Coco Plum Beach, offering easy access to the stunning waters of the Florida Keys. The property has received excellent ratings for location, cleanliness and user experience.
The apartment is a 43 square meter property with one bathroom, comfortably accommodating up to four guests. It offers a fully equipped kitchen, a private balcony, a swimming pool, a garden, and parking.
Bright 2br Condo With Breathtaking Ocean View - Florida Keys
9.4 10 reviews

Bright 2br Condo With Breathtaking Ocean View

apartment, Tavernier
This Tavernier apartment is situated a short walk (approximately 2km) from Harry Harris Park Beach and within 5km of Pigeon Key, offering easy access to local attractions such as Windley Key (13km) and John Pennekamp Coral Reef State Park (18km).
The two-bedroom, two-bathroom property sleeps up to 11 guests and boasts a fully equipped kitchen, in-unit laundry, free Wi-Fi, private parking, a swimming pool, jacuzzi, and a balcony with breathtaking ocean views.

Frequently Asked Questions about short term rentals in Florida Keys

  • What attractions should you visit during a week-long stay in the Florida Keys?

    A week in the Florida Keys allows for 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 consider a fishing charter. Key West is a must-see, with the Ernest Hemingway Home and Museum, Mallory Square for sunset celebrations, and the iconic Southernmost Point Buoy. Don't miss the Seven Mile Bridge, offering stunning views. Consider a day trip to Bahia Honda State Park for beautiful beaches and snorkeling.
  • What are the best short term rentals in Florida Keys?

    Among the short term rentals in Florida Keys, 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 attractions should you visit when you spend a month in the Florida Keys?

    A month gives you time for in-depth exploration. Besides the highlights mentioned above, explore the backcountry by kayak or paddleboard in Everglades National Park's Florida Bay section. Visit the History of Diving Museum in Islamorada. Take a day trip to Dry Tortugas National Park by boat or seaplane for snorkeling and exploring Fort Jefferson. Spend time exploring the smaller keys, like Marathon and Big Pine Key, discovering their unique local businesses and relaxed atmosphere. Consider visiting the Turtle Hospital in Marathon. Enjoy the many beaches and water activities each key offers.
  • What are the best short term rentals with a pool in Florida Keys?

  • Can visitors to the Florida Keys witness any unique natural cycles, like cherry blossom season or autumn colors?

    The Florida Keys don't experience the dramatic autumn foliage changes of the northern US or the cherry blossoms of Japan. However, you can witness vibrant coral reefs teeming with life, especially if you snorkel or dive, and enjoy the subtler seasonal changes in marine life and bird migrations.
  • What are the best short term rentals with a jacuzzi in Florida Keys?

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

  • 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 away from the main tourist areas. Many Keys residents are involved in fishing and boating, so attending local events or festivals associated with these activities offers a glimpse into their lives. Exploring the smaller, less-visited keys will provide opportunities to interact with residents in a more relaxed setting. Check local event listings for community events and farmers' markets.
  • What are the best short term rentals for families and kids in Florida Keys?

  • Are there any distinctive cultural activities or hands-on workshops in the Florida Keys?

    The Florida Keys offer various cultural experiences. You can find conch shell crafting workshops and learn about the history and significance of the conch shell to the Keys' culture. Several art galleries showcase local artists' work, reflecting the Keys' unique style and inspiration from the natural environment. Fishing charters and boat tours are also a way to learn about local maritime traditions.
  • What are some secret spots or hidden treasures to visit in the Florida Keys?

    Some lesser-known gems include the less-crowded beaches on the smaller keys like Big Pine Key or Bahia Honda State Park. Explore the mangrove tunnels by kayak or paddleboard in the backcountry. Discover the local artist studios and galleries tucked away in quieter neighborhoods. The nature trails in various state parks offer opportunities to experience the natural beauty away from the main tourist attractions.
  • 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 reef-safe sunscreen to protect the delicate coral reefs. Bring insect repellent, especially if exploring the backcountry. If planning water activities, include appropriate gear like snorkeling equipment or water shoes.
  • What are the most popular festivals in the Florida Keys?

    The Florida Keys host many events throughout the year. Key West's Fantasy Fest is a well-known, adult-oriented Halloween celebration. The annual Conch Republic Independence Celebration in Key West is a quirky and fun event. Many smaller keys also host festivals related to fishing, boating and local culture throughout the year. Check local event calendars for specific dates and details.
  • Where should you try the best local food in the Florida Keys?

    For authentic Keys cuisine, look for restaurants specializing in fresh seafood. Many restaurants offer conch fritters, a local favorite. Explore smaller, family-owned restaurants on the various keys, as they often offer more unique and flavorful dishes reflecting local traditions. Key West and Islamorada have a wide variety of dining options, ranging from casual eateries to upscale restaurants.

Nearby regions

Best Florida Keys lodging with a kitchen

Waterfront Cabana 6 Key Largo - Florida Keys
9.1 12 reviews

Waterfront Cabana 6 Key Largo

apartment, Key Largo
Waterfront Cabana 6 Key Largo is a self-catering apartment situated in Key Largo, Florida, approximately 7.2 kilometres from John Pennekamp Coral Reef State Park and 7.4 kilometres from Dolphin Cove.
This 39 square metre one-bedroom flat sleeps nine guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and access to outdoor amenities including a patio, picnic area, and sun terrace.
Unforgettable Stay Awaits! Balcony, Pool & Parking - Florida Keys
No reviews

Unforgettable Stay Awaits! Balcony, Pool & Parking

B&B, Layton
This B&B is located in Layton, offering convenient access to local attractions.
This 33 square meter bed and breakfast accommodates two guests and features a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden, and parking, with daily cleaning services included.
Casita 305 - Florida Keys
9.7 277 reviews

Casita 305

apartment, Homestead
Casita 305 is a charming restored Florida cottage located in Homestead, just a short drive from Homestead Bayfront Park and Key Largo, offering easy access to both the city and the stunning Keys. The property has received excellent user ratings for its location, cleanliness and overall experience.
This two-bedroom, one-bathroom cottage comfortably accommodates up to four guests. It features a fully equipped kitchen with modern appliances, a shared laundry facility, a private garden, and a dedicated parking space for boats or RVs. Enjoy the tranquil setting, stunning views from the large windows, and the historic charm of the cottage, which is reminiscent of the area's rich history.
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina - Florida Keys
9.9 293 reviews

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

apartment, Tavernier
This oceanfront apartment is located in Tavernier at mile marker 92, within the gated resort community of Ocean Pointe, directly across from the pool, and is within walking distance of a small grocery store, a restaurant/bar, and a gas station. The apartment has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The accommodation offers 79 square metres of living space, comfortably sleeping up to 6 guests in its two bedrooms and two bathrooms. Guests can enjoy a range of on-site amenities, including a swimming pool, a Jacuzzi, a terrace, a garden, a fitness centre, and parking, alongside direct ocean views, a fully equipped kitchen, and access to a boat ramp and marina.

Best Florida Keys lodging with laundry available

Coastal Comfort In Ocean Point Suites - Florida Keys
9.7 127 reviews

Coastal Comfort In Ocean Point Suites

apartment, Tavernier
This Tavernier apartment is situated just a short walk from the end of the pier, offering stunning views of the Atlantic Ocean and Florida Keys mangroves. It has received excellent ratings for location, cleanliness, and user experience.
The two-bedroom, two-bathroom apartment spans 91 square metres and can comfortably accommodate up to six guests. Amenities include a swimming pool, jacuzzi, tennis courts, a marina, a cafe, and a beach area, providing a range of activities and features for a relaxing getaway.
Turtle Nest 1 Private Beach,pool, 2bed 2bath - Florida Keys
9.8 139 reviews

Turtle Nest 1 Private Beach,pool, 2bed 2bath

apartment, Tavernier
This Ocean Pointe Suites apartment in Key Largo, near Tavernier, boasts direct Atlantic Ocean access and is conveniently located close to Key Largo's water sports activities.
The two-bedroom, two-bathroom property sleeps six, offering a king-size bed, queen bed, and pull-out queen sofa, plus a fully equipped kitchen, private beach access, swimming pool, jacuzzi, and ample on-site amenities including tennis courts, a playground, and boat storage.
Keys Island Villa - Venture Out Home 354 - Florida Keys
9.9 90 reviews

Keys Island Villa - Venture Out Home 354

apartment, Cudjoe Key
This apartment is located in the Venture Out community on Cudjoe Key, just a short distance from the marina and with easy access to both the Atlantic and Gulf waters. The apartment has received excellent ratings for its location, cleanliness and user experience.
This spacious 836 square foot home has two king bedrooms and two bathrooms, comfortably accommodating four guests. Guests can enjoy a range of amenities, including a private dock and patio, two swimming pools, a hot tub, tennis and bocce ball courts, and a convenience store.
Two Spectacular Ocean Views From The Living Room And Master Bedroom Of The Condo - Florida Keys
9.6 231 reviews

Two Spectacular Ocean Views From The Living Room And Master Bedroom Of The Condo

apartment, Tavernier
This Tavernier apartment is located just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches and natural attractions of the Florida Keys. It has been rated excellent by previous guests.
The apartment has two bedrooms and can comfortably accommodate six guests. It comes with a fully equipped kitchen, a balcony, a swimming pool, a jacuzzi, a sauna, a spa, and parking, providing plenty of space and amenities for a relaxing and enjoyable stay.
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