Holiday Rentals in Florida Keys, FL

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Florida Keys, FL holiday rentals
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Best Holiday rentals and Airbnb offers 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

Seashells Getaway - Pool, Boat Slip/parking/ramp - Florida Keys, FL
10 15 reviews

Seashells Getaway - Pool, Boat Slip/parking/ramp

apartment, Marathon
Seashells Getaway, a ground-floor condo in Marathon's Coco Plum neighbourhood, offers easy access to Florida Keys attractions.
This pet-friendly (under 9 kg) one-bedroom apartment sleeps four, boasting a well-equipped kitchen, smart TV, queen sofa bed, access to a heated/chilled pool, and includes beach towels and detergents; boat/trailer parking is available at an extra cost (pre-booking essential).
Parmer's Resort - Florida Keys, FL
8.9 1616 reviews

Parmer's Resort

resort, Big Pine Key
Parmer's Resort is situated in Little Torch Key, just a short drive from the Florida Keys Aquarium Encounters and other popular attractions in Key West. It’s a peaceful retreat, offering a tranquil escape from the hustle and bustle of the city. The resort has received very good user ratings across the board, with guests particularly praising its excellent location and cleanliness.
The accommodation features a shared lounge, an outdoor swimming pool and a garden. Guests can enjoy a continental breakfast each morning and make use of the on-site grill to prepare their own meals. There's also a fitness centre, a bar, free Wi-Fi and a concierge service.
Sep-dec '26 Deals! Lux Oceanfront 1350sf W/ Views! - Florida Keys, FL
9.6 397 reviews

Sep-dec '26 Deals! Lux Oceanfront 1350sf W/ Views!

apartment, Key Largo
This beachfront apartment is located in the heart of Key Largo, within a mile of Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, making it perfect for exploring the area's attractions. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment spans 125 square metres and comfortably accommodates up to six guests in its two bedrooms and two bathrooms. It offers a range of amenities for a relaxing and enjoyable stay, including a private pool, a fully equipped kitchen, free Wi-Fi, and a DVD player, as well as a terrace, garden, and access to a spa, tennis court, and parking.
A Place In The Sun - Florida Keys, FL
9.7 94 reviews

A Place In The Sun

apartment, Tavernier
This waterfront apartment in Tavernier is ideally located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's main attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. Enjoy a range of amenities including a private pool, fenced yard, and a fully equipped kitchen, as well as access to a shared swimming pool, jacuzzi, garden, tennis court, and parking.

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

When Paradise Is Key: Tropical Oceanfront Condo - Florida Keys, FL
9.8 96 reviews

When Paradise Is Key: Tropical Oceanfront Condo

apartment, Tavernier
This beachfront apartment is situated directly on the oceanfront in Tavernier, offering stunning ocean views and easy access to the beach.
The two-bedroom property sleeps up to six guests and boasts a range of amenities including a private beach, swimming pool, Jacuzzi, and a fully equipped kitchen.
Breathtaking Oceanfront Views At Tropical Daze - Florida Keys, FL
9.7 290 reviews

Breathtaking Oceanfront Views At Tropical Daze

apartment, Tavernier
This Tavernier apartment is conveniently located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
Sunshine Paradise Key Largo Ocean Pointe 4402 - Florida Keys, FL
10 2 reviews

Sunshine Paradise Key Largo Ocean Pointe 4402

house, Tavernier
Sunshine Paradise Key Largo Ocean Pointe 4402, a two-bedroom house in Tavernier, Key Largo, offers oceanfront proximity, a 15-minute walk from Harry Harris Park Beach, and is 4.5km from Pigeon Key and 13km from Windley Key.
This 77-square-metre property boasts two bathrooms, sleeps seven guests, and includes a private entrance, swimming pool, Jacuzzi, free Wi-Fi, and a fully equipped kitchen with dishwasher; in-unit laundry facilities are also provided.
Vacation Paradise-relax-enjoy The Sun And Sea - Florida Keys, FL
9.8 183 reviews

Vacation Paradise-relax-enjoy The Sun And Sea

house, Key Largo
This oceanfront townhouse is situated in a gated community at mile marker 100 in Key Largo, just a short distance from the renowned diving spots. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The three-bedroom, three-bathroom townhouse comfortably sleeps up to 10 guests. Guests can enjoy a range of amenities, including a private swimming pool, a terrace, a garden, and a spa, as well as access to multiple community pools, tennis courts, and a playground.

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 iconic sights. Key West is a must, with its historic Duval Street, the Ernest Hemingway Home and Museum, and Mallory Square for the sunset celebration. Further north, you'll find the Seven Mile Bridge, an engineering marvel offering stunning views, and Bahia Honda State Park, known for its beautiful beaches and historic bridge. John Pennekamp Coral Reef State Park provides incredible snorkelling and diving opportunities.
  • What are the best Airbnb and vacation rentals in Florida Keys, FL?

  • 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 renowned for their vibrant coral reefs, a unique ecosystem teeming with marine life. The annual migration of birds through the Keys is also a spectacular sight. You can witness stunning sunsets, especially from Mallory Square in Key West. The unique ecosystem also includes mangrove forests, providing important habitats for many species.
  • What are the most popular Airbnbs in Florida Keys, FL?

    Among the Airbnbs in Florida Keys, FL, Waterfront Cabana 5, Key Largo Villa - Kawama L1 - 3/3 and Getaway In The Everglades 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!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must, as are water bottles to stay hydrated in the Florida heat. Don't forget your camera to capture the stunning scenery, and if you plan on water activities, bring appropriate gear like snorkelling equipment or diving gear.
  • What are the best vacation 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 is a famous costumed celebration held in October. The Conch Republic Independence Celebration in Key West is another quirky and popular event. Numerous smaller festivals and events celebrating local culture and seafood are held throughout the islands, so checking local listings closer to your travel dates is advisable.
  • 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.
  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in the Florida Keys, FL, United States?

    A daily budget will vary greatly depending on your travel style. For a mid-range trip, you should budget approximately £150-£300 per day for a couple. This includes accommodation (ranging from budget-friendly motels to luxury resorts), meals at a mix of restaurants and casual eateries, car rental or taxi fares, and entry fees to attractions. Luxury travel will, of course, cost significantly more.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys, FL?

  • 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 fantastic seafood restaurants. Blue Heaven in Key West is a popular choice, known for its Key lime pie. Latitudes, also in Key West, offers stunning waterfront dining. Many smaller, family-run restaurants throughout the islands serve fresh, locally caught seafood. Key lime pie and conch fritters are must-try local specialties.
  • What are some less-famous attractions in the Florida Keys, FL, United States that are worth a visit?

    Consider visiting the African Queen, a historic boat in Key Largo. Explore the mangrove tunnels by kayak or canoe in various locations throughout the Keys. The History of Diving Museum in Islamorada offers a fascinating insight into the history of diving. These offer a more tranquil experience away from the main tourist hubs.
  • 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 can be a great way to engage with the community. Attending smaller, local festivals or events provides opportunities to meet residents. Spending time in less touristy areas and striking up conversations with people you meet can also offer a glimpse into the local culture. Many restaurants and bars are locally owned, providing authentic interactions.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Florida Keys offer a unique landscape. The islands themselves are low-lying, with beautiful beaches and mangrove forests. The coral reefs are a major attraction, offering diverse underwater landscapes. The diverse ecosystems include seagrass beds, providing habitats for many marine species. Exploring these environments by boat, kayak, or on foot provides a unique experience.
  • 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 is a good timeframe to explore the Keys properly. A possible itinerary could include three days in Key West, exploring its attractions and enjoying the nightlife. Two days in Islamorada, focusing on water activities and exploring the local shops. One day each in Marathon and Key Largo, with time for relaxation and exploring the natural beauty. This is just a suggestion, and you can adjust it to your interests.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Oceanside Spacious Studio Escape - Florida Keys, FL
9.0 1 review

Oceanside Spacious Studio Escape

studio, Marathon
This Marathon studio apartment is conveniently located approximately 1.8 km from Captain Hook's Marina Dive Centre and 3 km from A Deep Blue Dive Centre, a short 11-minute walk from Florida Keys Aquarium Encounters.
The 425-square-metre self-catering apartment boasts a spacious layout, accommodating up to four guests, and includes a fully equipped kitchen, air conditioning, a private balcony, in-unit laundry facilities, free Wi-Fi, and a swimming pool.
79 M² Condo ∙ 3 Bedrooms ∙ 6 Guests - Florida Keys, FL
9.7 24 reviews

79 M² Condo ∙ 3 Bedrooms ∙ 6 Guests

apartment, Islamorada, Village of Islands
This first-floor flat is located in the private, gated Futura Yacht Club community in the Florida Keys, offering direct access to a deep-water marina and bayside beach.
This 79 square metre condominium accommodates up to six guests, featuring three bedrooms, two bathrooms, a full kitchen with a dishwasher, air conditioning, a swimming pool, a balcony, and on-site amenities including tennis and pickleball courts, with ample parking for boat trailers.
Beachy Keen @ Ocean Point - Florida Keys, FL
9.6 23 reviews

Beachy Keen @ Ocean Point

apartment, Tavernier
This two-bedroom apartment is located just 3 kilometres from Baker's Cay Resort Beach and Harry Harris Park in Tavernier, offering easy access to the area's attractions. The property has received excellent user ratings, making it a popular choice for travellers.
The apartment comfortably accommodates up to six guests and features a fully equipped kitchen, a balcony, and a swimming pool. Guests can enjoy free Wi-Fi in public areas, parking for larger vehicles, and the convenience of being located in a smoke-free environment.
Beachside Unit 26 - Palms, Tiki Huts, Sand & Ocean - Florida Keys, FL
9.6 113 reviews

Beachside Unit 26 - Palms, Tiki Huts, Sand & Ocean

apartment, Key Colony Beach
This apartment is located in Key Colony Beach, just 3km from Sunset Park Beach, Curry Hammock State Park, and San Pablo Catholic Church, offering a convenient base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment is a 43 square metre property that comfortably sleeps two guests. The apartment has a fully equipped kitchen, a dining area, a terrace, a garden, a swimming pool, and parking, providing everything you need for a relaxing and enjoyable stay.

Best Florida Keys, FL holiday rentals with parking

Relax At Hacienda Paraiso Unit 3 | Pool | - Florida Keys, FL
10 99 reviews

Relax At Hacienda Paraiso Unit 3 | Pool |

cabin, Homestead
This Homestead guesthouse is conveniently located near ranch-style restaurants with live music, within 8-16km of Key Largo, Miami city centre, and Everglades National Park.
The fully renovated self-catering suite offers a private kitchenette, swimming pool access, and sleeps up to three guests, boasting a picture window and self check-in.
Toes In The Sand - 2 Bedroom Condo Sleeps 4 - Florida Keys, FL
9.6 672 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.
Perfectocean Front/private Elevator/dock/heat Pool - Florida Keys, FL
9.2 79 reviews

Perfectocean Front/private Elevator/dock/heat Pool

house, Marathon
This three-bedroom villa is located in Marathon, Florida Keys, just a short distance from Sombrero and Bahia Honda Beaches, offering easy access to the beautiful turquoise waters of the area. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 130 square metre villa is spread across three levels and includes a private elevator for easy access. The accommodation features a private pool, a rooftop terrace with sunset views, a private boat dock, and a garden, providing a comfortable and enjoyable stay for guests.
New Listing!  Tropical Oasis At The Mariners Club! - Florida Keys, FL
10 156 reviews

New Listing! Tropical Oasis At The Mariners Club!

house, Key Largo
This villa is located in the upscale, gated community of Mariner's Club in Key Largo, just a short walk from the beach and marina, offering a peaceful and luxurious retreat. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This two-bedroom property comfortably accommodates eight guests, providing ample space for families or groups of friends. The villa offers a range of amenities, including a private rooftop terrace, a fully equipped kitchen, and access to a large lagoon-style pool, elevated clubhouse pool, jacuzzi, fishing pier, marina, beach area, fitness center, game room, tennis and pickleball courts, ensuring a memorable and action-packed holiday.
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