Florida Keys Short term rentals

11096 available short term rental offers

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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

Bright & Sunny Suite W/ Magnificent Ocean Views - Florida Keys
9.8 102 reviews

Bright & Sunny Suite W/ Magnificent Ocean Views

apartment, Tavernier
This Tavernier apartment is located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful and relaxing setting. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The apartment has two bedrooms, two bathrooms, and a floor area of 84 square metres, comfortably accommodating up to six guests. It boasts a range of amenities including a swimming pool, a jacuzzi, a tennis court, and a garden, along with direct beach access and a fully equipped kitchen.
Ocean Front,  Marina, Pool/hot Tub, Private Beach, Bar/cafe - Florida Keys
9.2 156 reviews

Ocean Front, Marina, Pool/hot Tub, Private Beach, Bar/cafe

apartment, Tavernier
This oceanfront apartment in Tavernier is a short distance from John Pennekamp Coral Reef State Park and Indian Key Historic State Park, offering easy access to the area's natural wonders. It has consistently received excellent user ratings, ensuring a comfortable and enjoyable stay.
The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square metres, comfortably accommodating up to four guests. It boasts a range of amenities including a swimming pool, jacuzzi, spa, and private beach access, providing everything you need for a relaxing and enjoyable vacation.
Wake Up Every Day To The Sunrise From The Deck Of This Waterfront Home 2bed Home - Florida Keys
10 2 reviews

Wake Up Every Day To The Sunrise From The Deck Of This Waterfront Home 2bed Home

apartment, Islamorada, Village of Islands
Brand New! 2-bedroom House In Resort is situated in Seabreeze Trailer Park, Islamorada, directly opposite Founders Park, offering beach access and conveniently located a short drive from Islamorada's restaurants and fishing attractions.
This two-bedroom, two-bathroom house sleeps six, boasting full access to Sun Outdoors Islamorada resort amenities including a heated pool, clubhouse, and oceanfront boardwalk, plus proximity to John Pennekamp Coral Reef State Park.
Tiki Time! Private Pool~tiki Hut~kayak~grill~ocean View! - Florida Keys
9.8 147 reviews

Tiki Time! Private Pool~tiki Hut~kayak~grill~ocean View!

apartment, Marathon
This property is situated in Marathon, Florida, just 1.9 kilometres from Crane Point Museum and Nature Center and within 5 kilometres of Florida Keys Country Club, Captain Hooks Marina and Dive Center, Sunset Park Beach, and Fishermen's Community Hospital. The house has received excellent ratings for its location, cleanliness and overall experience.
The house offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It boasts a private pool, a fenced yard, barbecue grills, a fully equipped kitchen, free Wi-Fi, air conditioning, and a terrace or balcony.

Best Florida Keys short term rentals with a balcony

Kayaks, Hot Tub, Dock, Cabana Club - Florida Keys
9.7 53 reviews

Kayaks, Hot Tub, Dock, Cabana Club

apartment, Key Colony Beach
This canal-front apartment in Key Colony Beach is located a short distance from Captain Hooks Marina and Dive Center and Florida Keys Country Club, offering easy access to a variety of activities and attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment spans 117 square metres and comfortably sleeps six guests. It features a fully equipped kitchen, a spacious living room with a queen pull-out sofa, a private balcony overlooking the canal, and a private dock with deep water access.
Escape To Marathon In Large 4br 3ba Canal Front Home Sleep 10 With Heated Pool - Florida Keys
9.6 187 reviews

Escape To Marathon In Large 4br 3ba Canal Front Home Sleep 10 With Heated Pool

apartment, Marathon
This four-bedroom duplex house is situated on Sombrero Beach Road in Marathon, Florida, just a short distance from one of the few beaches in the Florida Keys. The property has received excellent ratings for user experience, location, and cleanliness.
The house spans 164 square metres and comfortably accommodates up to 10 guests. Amenities include a private pool, a fully equipped kitchen, a large dock, a spacious garden, and a shaded eating area, perfect for enjoying the Florida Keys lifestyle.
Marina To Ocean View Key Largo Ocean Pointe 5308 - Florida Keys
9.4 71 reviews

Marina To Ocean View Key Largo Ocean Pointe 5308

apartment, Tavernier
This Tavernier waterfront apartment, situated 1.1 kilometres from Harry Harris Park and within 4.8 kilometres of Mariners Hospital and the Florida Keys Dive Centre, offers stunning views.
The 84 square metre property features three bedrooms, two bathrooms, a sofa bed for a total guest capacity of four, and includes a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and parking.
Seaside Villa~ Charming Beachfront Condo W/ Pool! - Florida Keys
9.5 34 reviews

Seaside Villa~ Charming Beachfront Condo W/ Pool!

apartment, Marathon
Seaside Villa is situated on Coco Plum Island, a peaceful community in Marathon, just a short drive from the Florida Keys' main attractions. The villa has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom villa offers 119 square metres of space and comfortably accommodates up to six guests. The property includes a range of amenities such as a fully equipped kitchen, a private screened balcony with ocean views, a swimming pool, a spa, and a garden.

Frequently asked questions about short term rentals in Florida Keys

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

    A week in the Keys allows for a good overview. Start in Key Largo, exploring John Pennekamp Coral Reef State Park for snorkelling or diving. Head down to Islamorada, known as the 'Sport Fishing Capital of the World', and visit the History of Diving Museum. Key West is a must-see, with the Ernest Hemingway Home and Museum, Mallory Square for the sunset celebration, and Duval Street for its vibrant atmosphere. Consider a day trip to Dry Tortugas National Park for its stunning fort and coral reefs, accessible by ferry.
  • What are the best short term rentals in Florida Keys?

    Among the short term rentals in Florida Keys, Relaxed Boho Vibes & Views [ Ocean Pointe 2315], At Mine | Lovely Suite Steps From Duval Street and Getaway In The Everglades are the most popular ones.

  • What attractions should one visit when spending a month in the Florida Keys?

    A month gives you time to truly explore. Besides the highlights mentioned above, consider exploring the less-visited Keys. Spend time kayaking or paddleboarding through the mangroves in Bahia Honda State Park. Visit the African Queen, the boat from the Humphrey Bogart film, in Key Largo. Explore the backcountry roads, discovering hidden beaches and charming smaller towns. Take a boat trip to explore the backcountry, or visit the numerous smaller museums and art galleries throughout the Keys. Consider visiting the Looe Key National Marine Sanctuary for some excellent diving or snorkeling.
  • 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 colours?

    The Florida Keys don't experience autumn colours in the same way as further north. The subtropical climate means the foliage remains largely evergreen. There's no cherry blossom season either. However, you can witness vibrant blooms of tropical flowers throughout the year, and the changing tides and marine life offer their own natural cycles to observe.
  • 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 Relaxed Boho Vibes & Views [ Ocean Pointe 2315], Waterfront Cabana 6 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 engage with the local culture, visit local restaurants and bars away from the main tourist areas. Chat with the staff at smaller businesses, like the local art galleries and fishing supply shops. Attend local events – check community calendars for festivals and gatherings. Consider taking a guided tour focused on the history and culture of the Keys, possibly a walking tour in Key West or a boat tour focused on the local ecology.
  • 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?

    Yes, there are. Many art galleries offer workshops in painting, pottery, or glassblowing. Several locations offer conch shell crafting workshops, reflecting a traditional Key West craft. Fishing charters are common, offering hands-on experiences. There are also opportunities to learn about local ecology and conservation through guided tours and workshops.
  • What are some secret spots or hidden treasures to visit in the Florida Keys?

    Some lesser-known spots include the mangrove tunnels accessible by kayak in Key Largo, the quiet beaches of Bahia Honda State Park, and the historic lighthouse at the southernmost point of the US. Exploring the backcountry roads on a bicycle can lead to secluded beaches and breathtaking views. Many smaller, family-run restaurants offer authentic Key West cuisine.
  • What should not be left out of your suitcase if you are going to the Florida Keys?

    Pack light, breathable clothing suitable for warm weather. Sunscreen is essential, as is a hat and sunglasses. Swimwear is a must, along with water shoes for exploring beaches and coral reefs. Insect repellent is recommended, especially for evenings. Don't forget a reusable water bottle to stay hydrated in the tropical climate.
  • What are the most popular festivals in the Florida Keys?

    The Fantasy Fest in Key West is a well-known, ten-day costumed celebration in October. Key West also hosts the annual Hemingway Days celebration, honouring the famous author. Smaller, local festivals occur throughout the year celebrating art, food, and local culture – check local listings closer to your travel dates.
  • Where should one try the best local food in the Florida Keys?

    For the best Key Lime Pie, head to Kermit's Key West Key Lime Shoppe in Key West. Many restaurants throughout the Keys serve fresh seafood, a staple of the local cuisine. Look for smaller, family-run restaurants away from the main tourist areas for a more authentic experience. Try the local conch fritters, a Keys specialty.

Nearby regions

Best Florida Keys short term rentals with a kitchen

Ocean Breeze Home - Florida Keys
9.9 89 reviews

Ocean Breeze Home

apartment, Key Largo
This Key Largo apartment, situated on the ground floor of a building in [Specific District Name, if available, otherwise omit], offers convenient access to Key Largo's fishing and diving opportunities, although precise distances to specific landmarks are not specified.
The self-catering flat features a spacious living area, a fully renovated kitchen with dishwasher, a California King bed, a queen-size sofa bed, and a portable crib, accommodating up to four guests and boasting on-site amenities including a spa and fire pit.
Key Largo 2/2 Retreat | Pools  Tennis  Marina - Florida Keys
10 1 review

Key Largo 2/2 Retreat | Pools Tennis Marina

apartment, Key Largo
This Key Largo flat offers a prime waterfront setting on the Overseas Highway within a secure, gated community, providing convenient access to Italian dining and Key Largo Fisheries, all within 500 metres.
This two-bedroom, two-bathroom condo accommodates up to six guests and features air conditioning, a full kitchen, Wi-Fi, and private balcony access, with on-site amenities including a swimming pool, tennis courts, and marina.
Canal-view 2br/2ba Home With Pool, Hot Tub, And Dock Access. - Florida Keys
9.4 58 reviews

Canal-view 2br/2ba Home With Pool, Hot Tub, And Dock Access.

apartment, Cudjoe Key
This canal-front house in the Venture Out community on Cudjoe Key, 35km north of Key West and 52km south of Marathon, offers convenient access to both the Atlantic and Gulf.
The 80 square metre, two-bedroom, two-bathroom property sleeps six, boasting a private dock, swimming pool, Jacuzzi, tennis court, and three bicycles and kayaks for guest use.
Marlin Manor~ Waterfront Home 2min To Open Ocean! - Florida Keys
9.0 17 reviews

Marlin Manor~ Waterfront Home 2min To Open Ocean!

apartment, Marathon
Marlin Manor, a two-bedroom apartment in Marathon Shores, Marathon, Florida, offers convenient access to Captain Hooks Marina and Fish Tales restaurant, both within walking distance, and is also close to Sombrero Beach and Curry Hammock State Park.
This 84-square-metre (904 sq ft) property features a fully equipped kitchen, private dock with kayak and paddleboard access, a spacious deck overlooking the canal, and can accommodate up to six guests, with pet-friendly options available (dogs only, fee applies).

Best Florida Keys short term rentals with laundry available

Dadeland Towers By Miami Vacations - Florida Keys
9.2 1347 reviews

Dadeland Towers By Miami Vacations

aparthotel, Glenvar Heights
Dadeland Towers by Miami Vacations is situated in South Miami, a short walk from Dadeland Mall and the Dadeland North Metrorail station, offering easy access to both shopping and public transport. The aparthotel has consistently received excellent ratings for its location, cleanliness and overall experience.
The self-catering apartments are fully furnished and spacious, providing a comfortable home-from-home. Guests can enjoy a range of facilities including a swimming pool, fitness centre, restaurant, and private parking.
Paradise Awaits, Remodeled, Marina, Pickleball, Tennis, Pools, Salt Water Lagoon - Florida Keys
9.4 63 reviews

Paradise Awaits, Remodeled, Marina, Pickleball, Tennis, Pools, Salt Water Lagoon

apartment, Key Largo
This luxurious yacht is situated in a private community in Key Largo, just minutes from John Pennekamp Coral Reef State Park and a short drive from other attractions like Jimmy Johnson's Big Chill and Bluefin Rock Harbor Marina. The property has received excellent user ratings, highlighting its appeal and quality.
The yacht spans 86 square metres and can comfortably accommodate up to eight guests. It boasts a range of amenities, including a fully-equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, and parking, ensuring a comfortable and enjoyable stay.
Coco Plum Waterfront Hideaway Home In Marathon - Florida Keys
9.9 119 reviews

Coco Plum Waterfront Hideaway Home In Marathon

apartment, Marathon
This four-bedroom, two-bathroom holiday home in Marathon's Coco Plum area is a ten-minute walk (1.6km) from Coco Plum Beach.
The property boasts a private boat dock, fire pit, 4K TV, and accommodates up to ten guests, offering stunning sunset views and family-friendly amenities.
Quiet Marathon Escape | Hurricane Flexibility - Florida Keys
9.9 41 reviews

Quiet Marathon Escape | Hurricane Flexibility

apartment, Marathon
This Marathon holiday home enjoys a peaceful neighbourhood setting near Sombrero Beach, Key Colony Beach, and Coco Plum Beach, offering easy access to the Turtle Hospital and other attractions.
The two-bedroom, two-bathroom property sleeps six, features a fully equipped kitchen with fridge and microwave, air conditioning, a garden, parking, and keyless entry; a comfortable sofa bed with memory foam mattress is also provided.
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