Holiday Rentals in Florida Keys, FL

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Florida Keys, FL holiday rentals
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15393 Holiday rentals and Airbnb in Florida Keys, FL

Best family friendly Florida Keys, FL holiday rentals

Among the 15393 accommodations in Florida Keys, FL, here are the 4 best family friendly rentals

Stay Near Jimmy Johnsons Big Chill  Just A 18-min Stroll Away - Florida Keys, FL
9.8 149 reviews

Stay Near Jimmy Johnsons Big Chill Just A 18-min Stroll Away

apartment, Key Largo
This Key Largo apartment is conveniently located within a mile of Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, and within three miles of Jacob's Aquatic Center and Bluefin Rock Harbor Marina, making it a great base for exploring the area. It has received excellent user ratings, and the location and cleanliness have also been rated highly.
The two-bedroom apartment spans 125 square metres and can accommodate up to six guests. It features a private yard, a swimming pool, a tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for all.
Florida Keys Townhouse For Rent 2/2 - Florida Keys, FL
9.4 181 reviews

Florida Keys Townhouse For Rent 2/2

apartment, Key Largo
This family-friendly house is located in Key Largo, just 1.6 kilometres from Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, making it ideal for exploring the area's attractions. It has consistently received excellent ratings from previous guests.
This two-bedroom house is 93 square metres and can accommodate up to five guests. It offers a range of amenities, including a swimming pool, a tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Aquamarine Oceanview+special Rates+ Dock+pool+gym+spa+1535 Star Reviews!!! - Florida Keys, FL
10 159 reviews

Aquamarine Oceanview+special Rates+ Dock+pool+gym+spa+1535 Star Reviews!!!

apartment, Islamorada, Village of Islands
This waterfront apartment is situated in Islamorada's Matecumbe district, just a short distance from Bud n' Mary's Dive Center and Florida Keys Brewing Co., offering stunning views of the ocean and marina. The apartment has received excellent user ratings, indicating a high level of satisfaction among previous guests.
The apartment is spacious, measuring 158 square metres and accommodating up to 6 guests. It features a range of amenities and activities, including a private dock, a heated pool, a hot tub, a fitness centre, lighted tennis courts, a clubhouse, and a well-equipped equipment closet.
2 Bed/2bath Ocean Front Canal -- Bring Your Boat Or Rent One! - Florida Keys, FL
9.9 73 reviews

2 Bed/2bath Ocean Front Canal -- Bring Your Boat Or Rent One!

apartment, Key Colony Beach
This Key Colony Beach beachfront property is located less than 1.6km from Coco Plum Beach and Sunset Park Beach, and under 3.2km from Captain Hooks Marina and Dive Centre and Curry Hammock State Park.
This two-bedroom holiday home, sleeping four with a sofa bed, boasts a fully equipped kitchen, two bathrooms, a private swimming pool, Jacuzzi, terrace, garden, and free Wi-Fi, plus direct beach access and onsite amenities including barbecue grills and a playground.

Best Florida Keys, FL holiday rentals with a pool

Among the 15393 accommodations in Florida Keys, FL, here are the 4 best rentals with a pool

Ocean Front Serenity Awaits - Florida Keys, FL
10 2 reviews

Ocean Front Serenity Awaits

apartment, Marathon
This oceanfront apartment in Marathon, Florida, is situated an 18-kilometre drive from the Upper Matecumbe Key and an 11-minute walk from the Florida Keys Aquarium Encounters.
This 79-square-metre self-catering property boasts a spacious layout with one bedroom, two bathrooms, and can accommodate up to seven guests, offering free Wi-Fi, private parking, a swimming pool, and a patio.
Terra Viva Club - Homestead Pool Farm - Florida Keys, FL
No reviews

Terra Viva Club - Homestead Pool Farm

farm, Homestead
This farm offers a secluded countryside setting in Homestead, located within 1.5 kilometres of the Coral Castle Museum and Seminole Theatre, and close to Plaza Licenciado Benito Juarez Cemetery.
This property features air-conditioned accommodation with private pools, a well-equipped kitchen, free wireless internet, and is ideal for families and pets, with nearby opportunities for diving, snorkelling, and horseback riding.
Aqua Lodge Houseboat "The Grey Lady" - Florida Keys, FL
9.8 79 reviews

Aqua Lodge Houseboat "The Grey Lady"

houseboat, Tavernier
This houseboat is situated in Tavernier, Florida, a 15-minute walk from Baker's Cay Resort Beach and Mariners Hospital, with easy access to the Florida Keys Dive Center and Harry Harris Park. The property has received excellent ratings for its location, cleanliness, and overall experience.
The houseboat offers four bedrooms and two bathrooms, and comes equipped with a kitchen, air conditioning, and a swimming pool. Guests can also enjoy a garden, parking, internet access, and the option to bring their pets.
New Lagoon-front Townhouse With Marina Day Dreams Key Largo - Florida Keys, FL
9.6 14 reviews

New Lagoon-front Townhouse With Marina Day Dreams Key Largo

house, Key Largo
DayDreams Key Largo is a beachfront villa in Key Largo, offering direct coastal access and situated 7.4 kilometres from John Pennekamp State Park and 7.6 kilometres from Dolphin Cove.
This well-appointed 1-bedroom property accommodates up to 15 guests, featuring a living room, kitchen, two bathrooms, a garden, terrace, air conditioning, WiFi, and private parking, with a 11:00 AM check-out.

Frequently asked questions about holiday rentals in Florida Keys, FL

  • What are the must-see sights in the Florida Keys, FL, United States?

    The Florida Keys offer a plethora of sights. Key West is a must, with its iconic Southernmost Point buoy, Ernest Hemingway Home and Museum, and the captivating sunset celebrations at Mallory Square. Further up the Keys, you'll find the stunning Seven Mile Bridge, offering breathtaking views, and the John Pennekamp Coral Reef State Park, perfect for snorkelling or diving amongst vibrant coral reefs. Don't miss the historic architecture and charming shops of Key Largo.
  • What are the best Airbnb and holiday rentals in Florida Keys, FL?

    Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality, Leaward Isle Island Retreat and Relaxed Boho Vibes & Views [ Ocean Pointe 2315] are the most popular Airbnb and holiday rentals in Florida Keys, FL among travellers.

  • What are vacation rentals like in Florida?

    There is a wide range of vacation rentals available in Florida. You can stay in a luxury villa in Cape Coral with stunning views over the water, a townhouse in Orlando, an apartment in Miami, just to name a few of your destinations and options available. We can help you find the perfect Florida vacation rental for you and your budget in seconds.
  • Are there unique natural phenomena in the Florida Keys, FL, United States?

    Absolutely! The Florida Keys are known for their unique coral reef ecosystem, the only living coral barrier reef in the continental United States. Witnessing the diverse marine life is a truly special experience. The area also experiences spectacular sunsets, particularly in Key West, and boasts various bird species, including the occasional sighting of migratory birds.
  • What are the most popular Airbnbs in Florida Keys, FL?

    Among the Airbnbs in Florida Keys, FL, Relaxed Boho Vibes & Views [ Ocean Pointe 2315], Waterfront Cabana 6 and Key Largo Villa - Kawama L1 - 3\/3 are the most popular ones.

  • Are there any unusual vacation rentals in Florida?

    Yes! Stay in a modern castle in Fort Lauderdale, a floating cottage in Sanford, a treehouse in the woods, or even a yurt with its own deck in Port St. Joe. You can find many quirky and unusual vacation rentals in Florida, and we can help you find the one you're looking for!
  • What essentials should you bring along for a trip to the Florida Keys, FL, United States?

    Pack light clothing, swimwear, sunscreen (essential!), a hat, sunglasses, and insect repellent. Comfortable walking shoes are a must, especially if you plan on exploring the many islands. Don't forget your camera to capture the stunning scenery and marine life. If you plan on water activities, bring appropriate gear.
  • What are the best holiday rentals with a pool in Florida Keys, FL?

  • What are the top destinations in Florida?

    Top destinations in Florida include Sarasota, Orlando-Walt Disney World, St. Petersburg, FL, Key West, Naples, and Miami Beach.Florida's beaches are huge attractions, with the most popular being South Beach, Fort Lauderdale Beach, and Clearwater Beach. Of course, theme parks are a big draw for Florida, but you don't just have Walt Disney World, but also the Wizarding World of Harry Potter, Busch Gardens, and Universal Studios Florida. Art and culture lovers may want to visit the Salvador Dali Museum in St. Petersburg or the Hemingway House in Key West. Nature lovers will want to visit Dry Tortugas National Park or the Naples Botanical Garden.
  • What famous events or festivals are happening in the Florida Keys, FL, United States?

    The Florida Keys host several events throughout the year. Key West's Fantasy Fest, a colourful and quirky celebration, is a highlight. The annual Key West Conch Republic Independence Celebration is another popular event, showcasing the local culture and spirit. Many smaller festivals and events are held throughout the Keys, often celebrating local seafood or arts and crafts.
  • What are the best rentals for families and kids in Florida Keys, FL?

  • What dishes should I try in Florida?

    Some typical Florida dishes to try are conch fritters, a type of sea snail that's fried in batter shrimp and grits, fried gator tail, Key lime pie, oysters, and ceviche. However, when in doubt, you can never go wrong with freshly caught fish.
  • Where can you find the best restaurants serving local dishes in the Florida Keys, FL, United States, and what are the must-try specialties?

    The Keys boast many excellent restaurants. In Key West, Louie's Backyard is a popular choice, known for its fresh seafood and stunning waterfront views. Further up the Keys, you'll find many smaller, family-run establishments serving delicious Key lime pie (a must-try!), fresh seafood, and conch fritters. Local seafood is always a great option, reflecting the area's bounty.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys, FL?

  • What are some less-famous attractions in the Florida Keys, FL, United States that are worth a visit?

    Beyond the well-known spots, consider visiting the Bahia Honda State Park, known for its beautiful beaches and historic bridge. The Crane Point Museum in Marathon offers insights into the natural and cultural history of the region. Exploring the backcountry roads and discovering hidden coves and beaches can also be a rewarding experience.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?

    Visiting local markets and interacting with vendors is a great way to engage with the community. Attending smaller local events or festivals offers a chance to experience the Keys' unique culture firsthand. Simply striking up conversations with people you meet – whether in a restaurant, shop, or on the beach – can provide valuable insights.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Florida Keys are renowned for their unique landscape. The islands themselves are low-lying, with mangrove forests, beaches, and the iconic coral reef system. Exploring the diverse habitats, from the shallow waters to the deeper ocean, reveals a fascinating array of natural beauty.
  • How many days are ideal for a trip to the Florida Keys, FL, United States, and what are some itinerary suggestions?

    Seven to ten days allows for a good exploration of the Keys. A possible itinerary could include three days in Key West, two in Key Largo, and a couple of days exploring the middle Keys, visiting Marathon and Islamorada. This allows for relaxation and exploration of the various islands and their offerings. Shorter trips are possible, focusing on specific areas of interest.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Tropical Seahorse At Coral Lagoon ~ Waterfront Villa W Resort Pool - Florida Keys, FL
9.2 116 reviews

Tropical Seahorse At Coral Lagoon ~ Waterfront Villa W Resort Pool

apartment, Marathon
This three-bedroom villa is situated in Coral Lagoon Resort, just next to Key Colony Beach in Marathon, Florida, a short drive from the Seven Mile Bridge and around 50 miles from Key West. It has consistently received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The 133 square metre property comfortably accommodates eight guests with its three bedrooms and two and a half bathrooms. Guests can enjoy a range of amenities including a private pool, a fully equipped kitchen, and a spacious terrace with stunning canal views, making it perfect for relaxing and enjoying the tropical ambiance.
Aqua Lodges At 47th Street - Florida Keys, FL
8.5 245 reviews

Aqua Lodges At 47th Street

house, Marathon
Aqua Lodges at 47th Street in Marathon, Florida offers a two-bedroom lodge, sleeping six, conveniently located 5.8km from the Florida Keys Aquarium Encounters and within 6km of Captain Hook's Marina Dive Centre and A Deep Blue Dive Centre.
This family-friendly property boasts a garden, terrace, parking, air conditioning, and free Wi-Fi, situated approximately 10km from the Seven Mile Bridge.
Spring & Summer Dates Available Licensed Rental Vr #25-0235  No Boats - Florida Keys, FL
10 62 reviews

Spring & Summer Dates Available Licensed Rental Vr #25-0235 No Boats

apartment, Islamorada, Village of Islands
This family-friendly apartment is located on the beach in Islamorada, within a short distance of Islamorada County Park, Founders Park, and the Florida Keys Dive Center. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is spacious, covering 74 square metres and comfortably accommodating up to six guests. It comes with a range of amenities, including a swimming pool, a tennis court, and a fitness centre, ensuring a comfortable and enjoyable stay.
Re-energize At Our Spacious Condo! Enjoy 10% Off Stays Of 7+ Days. Book Now! - Florida Keys, FL
9.6 106 reviews

Re-energize At Our Spacious Condo! Enjoy 10% Off Stays Of 7+ Days. Book Now!

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.

Best Florida Keys, FL holiday rentals with parking

Sunrise Breeze On The Marina [Ocean Pointe 5302] - Florida Keys, FL
9.8 176 reviews

Sunrise Breeze On The Marina [Ocean Pointe 5302]

apartment, Tavernier
This Tavernier beach apartment is conveniently located within a 10-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment offers 85 square metres of space, comfortably accommodating up to 6 guests in its two bedrooms and two bathrooms. This family-friendly apartment includes a range of amenities such as a swimming pool, Jacuzzi, tennis court, and a garden, ensuring a comfortable and enjoyable stay.
Airy Top Floor Blue Heron Suite; Ocean Pointe 3407 - Florida Keys, FL
9.8 120 reviews

Airy Top Floor Blue Heron Suite; Ocean Pointe 3407

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.
Sunrise Escape - Ocean Front Villa - Sleeps 10 - Florida Keys, FL
9.7 181 reviews

Sunrise Escape - Ocean Front Villa - Sleeps 10

house, Key Largo
This townhouse is situated in the exclusive Kawama Yacht Club, just 100 yards from the south beach and overlooking the marina and ocean, offering a tranquil and luxurious setting. It has received excellent ratings for its location, cleanliness, and overall user experience.
The property features three bedrooms and three bathrooms, accommodating up to ten guests. Guests can enjoy a range of amenities, including access to two pools, a marina boat ramp, tennis courts, and a sandy oceanfront beach, as well as a fully equipped kitchen, a private garden, and a fitness centre.
B Watervibe - Florida Keys, FL
9.9 94 reviews

B Watervibe

barge, Marathon
This unique barge accommodation in the Florida Keys, near Marathon, offers a tranquil escape close to various fishing spots and kayaking opportunities.
The self-catering vessel sleeps two guests in one bedroom with one bathroom, boasting air conditioning, parking, and internet access, perfect for romantic getaways.
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