Florida Keys Short term rentals

8594 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 8594 accommodations in Florida Keys, here are the 4 best family friendly rentals

Casa Largo - Florida Keys
9.4 199 reviews
Florida Keys
04/08 – 07/08
£375/nighttotal: £1125 (3 )

Casa Largo

2 4
apartment , Key Largo
This waterfront home is situated close to Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, both within a mile, and is within three miles of Jacob's Aquatic Center and Bluefin Rock Harbor Marina, making it an ideal location for exploring Key Largo's attractions. It has received excellent ratings for user experience, location, and cleanliness.
This two-bedroom house offers 71 square metres of space and can accommodate up to eight guests. The property features a fully equipped kitchen, a swimming pool, a Jacuzzi, a terrace, a garden, a tennis court, and parking, providing ample opportunities for relaxation and entertainment.
Experience The Ultimate Florida Keys Getaway. - Florida Keys
9.9 58 reviews
Florida Keys
26/06 – 06/07
£435/nighttotal: £4350 (10 )

Experience The Ultimate Florida Keys Getaway.

1 6
apartment , Marathon
This canal-front house in Marathon, Florida, offers direct water access and is moments away from beaches, a boat ramp, and restaurants.
Sleeping eight guests across three bedrooms and two bathrooms, this newly renovated property boasts a Jacuzzi, fitness centre, five kayaks, a paddleboard, a hot tub, mini-golf, EV charger, bikes, and a private dock, along with a fully equipped kitchen and elevator access.
Oceanfront Condo On The Beach With A Swimming Pool! - Florida Keys
10 106 reviews
Florida Keys
27/06 – 04/07
£228/nighttotal: £1596 (7 )

Oceanfront Condo On The Beach With A Swimming Pool!

3 2
apartment , Marathon
This beachfront flat in Marathon is just a 10-minute walk from Sunset Park Beach, Coco Plum Beach, and Curry Hammock State Park, making it ideal for exploring the area's natural beauty. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The two-bedroom apartment spans 119 square metres and provides a comfortable space for your stay. Guests can enjoy a private pool, a shared outdoor pool, barbecue grills, free WiFi, and a fully equipped kitchen.
Blue House-sleep 11 People-game Room-the Keys-everglades-miami-biscayne Nat Park - Florida Keys
9.8 13 reviews
Florida Keys
26/12 – 03/01
£388/nighttotal: £3104 (8 )

Blue House-sleep 11 People-game Room-the Keys-everglades-miami-biscayne Nat Park

4 10
apartment , Florida City
This Florida City holiday home is conveniently located less than 2 kilometres from the Florida Keys Factory Shops and Prime Outlets Florida City, and within a 15-minute walk of Loren Roberts Park and Fasulo Park.
Sleeping eleven guests, this four-bedroom, four-bathroom property boasts a fully equipped kitchen, in-house laundry, a jacuzzi, and air conditioning, making it ideal for families visiting Florida City.

Best Florida Keys short term rentals with a balcony

Boot Key Harbor Retreat Penthouse - Marathon, Fl - Florida Keys
10 11 reviews
Florida Keys
27/06 – 04/07
£212/nighttotal: £1484 (7 )

Boot Key Harbor Retreat Penthouse - Marathon, Fl

1 2
apartment , Marathon
This waterfront studio apartment in Marathon, Florida, boasts stunning Boot Key Harbour views and is minutes from restaurants, shops, and Sombrero Beach, with Bahia Honda State Park a short 24km drive away.
The self-catering property offers a king-size bed, granite kitchen, private rooftop deck, access to a shared dock (accommodating boats up to 15m), and a spa, sleeping up to two guests.
Tipsy Turtle: Luxurious Waterfront Villa On Duck Key With Stunning Views And Modern Upgrades! - Florida Keys
9.7 90 reviews
Florida Keys
07/07 – 10/07
£275/nighttotal: £825 (3 )

Tipsy Turtle: Luxurious Waterfront Villa On Duck Key With Stunning Views And Modern Upgrades!

2 2
apartment , Duck Key
TIPSY TURTLE, a Duck Key villa in Florida, is situated conveniently outside Marathon, offering easy access to Key Largo and Key West (approximately 160km to either).
This 84 square metre property sleeps four guests in two bedrooms, each with a private bathroom and Smart TV, boasting a fully equipped kitchen, balconies with water views, and ample parking.
Airy Top Floor Blue Heron Suite; Ocean Pointe 3407 - Florida Keys
9.8 117 reviews
Florida Keys
28/09 – 05/10
£189/nighttotal: £1323 (7 )

Airy Top Floor Blue Heron Suite; Ocean Pointe 3407

2 2
apartment , Tavernier
This waterfront property in Tavernier is located within a short walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's natural beauty. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious two-bedroom flat, covering 85 square metres, comfortably accommodates up to six guests. Enjoy a range of amenities including a fully equipped kitchen, a swimming pool, a Jacuzzi, a tennis court, and a spa, making it ideal for a relaxing and enjoyable stay.
Deja Blue Suite - Ocean Pointe 1409 - Florida Keys
9.8 170 reviews
Florida Keys
04/08 – 07/08
£366/nighttotal: £1098 (3 )

Deja Blue Suite - Ocean Pointe 1409

2 4
apartment , Tavernier
This waterfront apartment in Tavernier is conveniently located just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features two bedrooms and two bathrooms, spanning 91 square metres and comfortably accommodating up to six guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, barbecue grills, and a fully equipped kitchen, all set within a beautiful garden area.

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

Key Largo 1br - Beach, Pool & Tropical Views - Florida Keys
10 3 reviews
Florida Keys
07/07 – 10/07
£158/nighttotal: £474 (3 )

Key Largo 1br - Beach, Pool & Tropical Views

1 2
apartment , Tavernier
This one-bedroom holiday flat in Tavernier is located within a 60-hectare beachfront resort offering a private sandy beach and marina, just a short drive from Key Largo and Islamorada.
Guests can enjoy a Jr. Olympic swimming pool, hot tub, on-site Island Grill Café, and fully equipped kitchen, with capacity for four people, ideal for exploring local snorkelling, diving, and fishing opportunities.
Cozy 2br Condo W/ Ocean Views, Pool & Beach - Florida Keys
10 4 reviews
Florida Keys
07/07 – 10/07
£166/nighttotal: £498 (3 )

Cozy 2br Condo W/ Ocean Views, Pool & Beach

2 2
apartment , Tavernier
This two-bedroom Tavernier condo is situated within a tranquil 60-acre resort, offering private sandy beach access and proximity to Key Largo and Islamorada attractions, all within a few kilometres.
The self-catering apartment, sleeping up to six guests, boasts a fully equipped kitchen, in-unit washer/dryer, a swimming pool, jacuzzi and parking, plus nearby access to snorkelling, diving and fishing opportunities.
Beautiful Guest Home On 5 Acres.  Close To Everglades, Biscayne Bay, Fl Keys - Florida Keys
10 109 reviews
Florida Keys
28/09 – 05/10
£123/nighttotal: £861 (7 )

Beautiful Guest Home On 5 Acres. Close To Everglades, Biscayne Bay, Fl Keys

2 2
apartment , Homestead
This Redland guest house is located on a 5-hectare property surrounded by tropical fruit trees, a few kilometres north of Homestead, offering 32 kilometres to Everglades National Park, 32 kilometres to Biscayne National Park and 64 kilometres to Key Largo.
This family-friendly apartment offers 111 square metres of living space with 2 bedrooms, 2 bathrooms, and accommodation for up to 7 guests, featuring a well-equipped kitchen with granite countertops and stainless steel appliances, private gated entry, and SMART TVs with streaming services.
Drop Anchor Resort & Marina - Florida Keys
8.7 1790 reviews
Florida Keys
05/08 – 06/08
£958/nightfor 1 night

Drop Anchor Resort & Marina

5 13
mobile home , Islamorada, Village of Islands
This mobile home is located in Islamorada, just a short walk from Theater of the Sea and a short drive from Indian Key Historic Park, offering a convenient base for exploring the area. The mobile home has received very good ratings for cleanliness and user experience, and the location itself is rated excellent.
The mobile home features a kitchen with a fridge and microwave, air conditioning, and a terrace or balcony. Guests have access to a range of amenities, including a swimming pool, a bar, a tennis court, and a garden, as well as kayaks, paddleboards and Wi-Fi.

Best Florida Keys short term rentals with laundry available

Waterfront Sunway Lagoon  *Huge Private Dock* - Florida Keys
9.9 78 reviews
Florida Keys
26/06 – 06/07
£385/nighttotal: £3850 (10 )

Waterfront Sunway Lagoon *Huge Private Dock*

3 6
apartment , Marathon
This three-bedroom waterfront property in Marathon, Florida, is conveniently located within 1.6km of both the Shady Palm Art Gallery and Fishermen's Community Hospital, and under 3.2km from the Crane Point Museum and Nature Centre and Vaca Key.
The self-catering house boasts a fully equipped kitchen, private balcony with barbecue, swimming pool, parking, and sleeps eight guests with three bedrooms plus a sofa bed, offering excellent value for money.
Gorgeous House, Guaranteed To Beat Any Price For A 3br In Marathon - Florida Keys
9.8 49 reviews
Florida Keys
26/06 – 06/07
£316/nighttotal: £3160 (10 )

Gorgeous House, Guaranteed To Beat Any Price For A 3br In Marathon

3 6
apartment , Marathon
This waterfront property is perfectly positioned just a short distance from Sombrero Beach, Crane Point Museum, and Florida Keys Country Club, offering easy access to the area's attractions. It boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The spacious home, spanning 159 square metres, comfortably accommodates up to 8 guests across its 3 bedrooms and 2 bathrooms. Amenities include a fully equipped kitchen, a relaxing Jacuzzi, a private terrace, a lush garden, and a spa, all designed for a luxurious and unforgettable vacation experience.
Amazing Ocean View At Ocean Pointe W/heated Pool - Florida Keys
9.6 49 reviews
Florida Keys
07/07 – 10/07
£218/nighttotal: £654 (3 )

Amazing Ocean View At Ocean Pointe W/heated Pool

2 2
apartment , Tavernier
This oceanfront apartment is located in Tavernier, just a short distance from the Florida Keys Dive Center and Bluefin Rock Harbor Marina, offering easy access to the area's attractions and activities. It has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
The two-bedroom, two-bathroom apartment spans 78 square metres and comfortably accommodates up to six guests. It offers a range of amenities, including a swimming pool, a jacuzzi, a terrace, and a garden, as well as a fully equipped kitchen and air conditioning.
Key Lime Condo, Key Colony Beach Oceanfront & Pool - Florida Keys
9.8 273 reviews
Florida Keys
07/07 – 10/07
£179/nighttotal: £537 (3 )

Key Lime Condo, Key Colony Beach Oceanfront & Pool

1 2
apartment , Key Colony Beach
This studio apartment is situated directly on the beach in Key Colony Beach, just a short walk from the heated pool and private beach area. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is located on the ground floor, making it easily accessible for all guests. It comfortably sleeps four people and features a fully equipped kitchen with a fridge, freezer, and microwave. Guests can enjoy a range of amenities, including a private beach with lounge chairs, tiki huts, BBQ grills, and a shuffleboard court. They can also rent kayaks and bicycles to explore the surrounding area, including the nearby sandbar accessible by kayak.
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