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

Villa Oasis With Heated Pool  Gateway To Miami & Keys - Florida Keys
9.6 16 reviews

Villa Oasis With Heated Pool Gateway To Miami & Keys

apartment, Leisure City
This detached house in Homestead, Florida, is situated 3.2 kilometres from Schnebly Redland’s Winery & Brewery and 16.1 kilometres from Knaus Berry Farm, with Everglades National Park a 32.2-kilometre drive away and access to the Florida Keys 72.4 kilometres distant.
This 4-bedroom, 3-bathroom property sleeps 10 guests and features a substantial garden with a swimming pool, hot tub, volleyball court, and basketball court, alongside a fully equipped kitchen and Wi-Fi, making it suitable for events.
Quaint Spanish Colonial  House - Florida Keys
9.9 401 reviews

Quaint Spanish Colonial House

apartment, Leisure City
This three-bedroom apartment is situated in Leisure City, a peaceful neighbourhood in Miami-Dade County, just a short drive from the Redland tropical agricultural area and two marinas. The apartment has received excellent ratings for user experience, location, and cleanliness.
The apartment provides 167 square metres of living space, accommodating up to 12 guests, making it ideal for families or groups. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking, ensuring a comfortable and enjoyable stay.
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq - Florida Keys
9.9 335 reviews

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq

apartment, Tavernier
This two-bedroom apartment is situated in the Ocean Pointe Suites gated resort community in Tavernier, directly on the Atlantic Ocean, just minutes from Tavernier Creek, offering direct access to both the bay and the ocean. It has received excellent ratings for its location, cleanliness, and overall experience.
The 78 square metre property comfortably accommodates up to six guests, with two bathrooms and a queen-size Murphy bed in the living room. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, parking, and internet access, as well as access to the resort's private beach, tennis courts, and waterfront café.
Tiny Farm Retreat Near Miami, Nature And Animal Experience - Florida Keys
9.7 198 reviews

Tiny Farm Retreat Near Miami, Nature And Animal Experience

house, Princeton
Maria's Tiny Barn is a one-bedroom house located in Homestead, Florida, approximately 5.5 kilometres from Fruit Spice Park and 10.8 kilometres from the Florida Keys Factory Shops.
The property features a private terrace, a garden, and parking, with a total floor area of 28 square metres and a capacity of seven guests.

Best Florida Keys lodging with a balcony

Garden Cottage Near Miami, Everglades & Florida Keys - Florida Keys
9.5 127 reviews

Garden Cottage Near Miami, Everglades & Florida Keys

apartment, Princeton
This one-bedroom apartment is located in Homestead, Florida, approximately 5.5 kilometres from Fruit Spice Park and 10.8 kilometres from the Florida Keys Factory Shops.
The 46 square metre apartment features a private garden, a fully equipped kitchen with a dishwasher, air conditioning, free private parking, and free Wi-Fi.
Sea View And Sunrise Ocean Pointe 2412 2ba/2br - Florida Keys
9.6 89 reviews

Sea View And Sunrise Ocean Pointe 2412 2ba/2br

apartment, Tavernier
This two-bedroom apartment is located in Ocean Pointe Suites, Tavernier, Florida, halfway between Key Largo and Islamorada, about 800 metres from the Circle K convenience store and Dairy Queen. The property has received excellent user ratings and offers a comfortable and convenient stay for travellers.
The 84 square metre apartment can accommodate up to six guests and features a fully equipped kitchen, two bathrooms, and a spacious living area. Guests can enjoy a range of amenities including a swimming pool, hot tub, tennis courts, and a private beach, as well as direct access to the resort's marina and boat ramp.
Islamorada Paradise Overlooking The Fabulous Florida Bay. - Florida Keys
9.4 11 reviews

Islamorada Paradise Overlooking The Fabulous Florida Bay.

apartment, Islamorada, Village of Islands
This Islamorada apartment, near Florida Bay, is conveniently located 5.1 km from Windley Key and 10.5 km from Upper Matecumbe Key.
The 93 square metre property boasts three bedrooms, two bathrooms, sleeping six guests, and features an equipped kitchen, terrace, swimming pool, tennis court, and free Wi-Fi.
Waterfront Apt Key Largo #3, 10% Off 7+, 5% Off 4+ - Florida Keys
9.6 106 reviews

Waterfront Apt Key Largo #3, 10% Off 7+, 5% Off 4+

apartment, Key Largo
This Key Largo apartment boasts a waterfront location, less than 1.6km from Jimmy Johnson's Big Chill and Jacob's Aquatic Centre, and within 4.8km of Bluefin Rock Harbor Marina and North Nest Key.
The two-bedroom, two-bathroom dwelling sleeps six, offering a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking, and excellent guest reviews; nearby activities include exploring the marina and enjoying the aquatic centre.

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

Ocean View Condo With Balcony/ocean View - Florida Keys
9.2 360 reviews

Ocean View Condo With Balcony/ocean View

apartment, Tavernier
This two-bedroom apartment in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful sands and turquoise waters of the Florida Keys. It has received excellent ratings for location, cleanliness, and user experience.
The 80 square metre property can accommodate up to six guests and features a fully equipped kitchen, a private balcony, a swimming pool, a Jacuzzi, a sauna, a tennis court, and free parking. Guests can also enjoy the outdoor barbecue grills and relax in the spa tub after a day exploring the Keys.
Explore At Hacienda Paraíso Suite 2 | Pool | - Florida Keys
10 129 reviews

Explore At Hacienda Paraíso Suite 2 | Pool |

B&B, Homestead
This Homestead bed and breakfast is located just 5-10 kilometres from charming ranch-style restaurants with live music and is within easy reach of Key Largo, downtown Miami, and the Everglades National Park. The property has received excellent ratings for location, cleanliness, and overall user experience.
The guest house has one bedroom and one bathroom, accommodating up to four guests. Guests can enjoy a private entrance, a tropical swimming pool, a small kitchenette, and shared outdoor spaces with a fireplace and picnic tables.
Marinafront Villa | Pool & Marina Views - Florida Keys
9.9 24 reviews

Marinafront Villa | Pool & Marina Views

apartment, Marathon
This brand-new, one-bedroom waterfront villa in Marathon, Florida, offers serene canal and marina views with convenient access to boat slips, situated centrally between Islamorada and Key West.
This apartment provides resort-style amenities including a swimming pool, fitness centre, and on-site restaurant, with a private balcony overlooking Boot Key Harbour and complimentary daily poolside breakfast.
Coco Plum Beach & Tennis Club & Marina - Florida Keys
9.2 781 reviews

Coco Plum Beach & Tennis Club & Marina

aparthotel, Marathon
Coco Plum Beach & Tennis Club & Marina is a 2-star aparthotel in Marathon, Florida, situated just 1.4 miles from the Florida Keys Aquarium Encounters. The property has received excellent user ratings for its cleanliness, location and overall experience.
These spacious apartments can comfortably accommodate up to six guests and feature a living room, dining room, and a fully equipped kitchen. Coco Plum Beach & Tennis Club & Marina offers a range of amenities, including a swimming pool, tennis court, hot tub, garden, and a bar, ensuring a relaxing and enjoyable stay.

Best Florida Keys lodging with laundry available

Ocean View With Dock And Jacuzzi - Florida Keys
9.9 117 reviews

Ocean View With Dock And Jacuzzi

apartment, Marathon
This two-bedroom apartment in Marathon, Florida is located just 8 houses from the open ocean and a short distance from Vaca Cut, offering easy access to the Gulf. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment can accommodate up to 6 guests and comes equipped with a range of amenities, including a Jacuzzi, a terrace, a garden, and parking. Guests can enjoy breathtaking ocean views from every room and take advantage of the private "beach-like" area across the street, as well as the canal access and dock space, perfect for boating and fishing enthusiasts.
Oceanfront Condo Ocean Pointe Suites. Swimming Pool, Beach. - Florida Keys
9.6 68 reviews

Oceanfront Condo Ocean Pointe Suites. Swimming Pool, Beach.

apartment, Tavernier
This waterfront condominium in Tavernier, Ocean Pointe, is situated at Mile Marker 91 on the ocean side, offering convenient access to John Pennekamp Coral Reef State Park and Windley Key Fossil Reef Geological State Park, just a short drive away.
This recently remodelled two-bedroom, two-bathroom apartment, covering 77 square metres and accommodating up to five guests, features oceanfront views, a fully equipped kitchen, in-unit laundry, complimentary Wi-Fi, and access to a shared swimming pool and jacuzzi within a gated resort complex.
Outstanding Ocean View W/heated Pool Beach Marina - Florida Keys
No reviews

Outstanding Ocean View W/heated Pool Beach Marina

apartment, Tavernier
This waterfront apartment in Tavernier, located within Ocean Pointe Suites on the Atlantic Ocean, offers direct access to a protected mangrove forest and is minutes from fine restaurants, the History of Diving Museum, and Old Road Gallery.
This 79 square meter flat, ideal for up to six guests, features two bedrooms and two bathrooms, a fully equipped kitchen, in-unit laundry, free WiFi, and access to resort amenities including a heated swimming pool, jacuzzi, and private beach, with complimentary parking for two cars.
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.
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