Compare Vacation Rentals & Airbnb in Florida Keys

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Florida Keys vacation rentals
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11639 Rentals and Airbnb in Florida Keys

Best family friendly Florida Keys vacation rentals

Among the 11639 accommodations in Florida Keys, here are the 4 best family friendly rentals

Charming 2beds 2 Baths W/pool 10 Mins From The Beach! - Florida Keys
9.0 20 reviews
Florida Keys
20/06 – 27/06
$374/nighttotal: $2618 (7 )

Charming 2beds 2 Baths W/pool 10 Mins From The Beach!

3 2
apartment , Marathon
This Marathon Shores holiday home is situated within a 2.4km walk of Captain Hooks Marina, Sunset Park Beach, and the Marathon Air Museum.
The three-bedroom, three-bathroom property sleeps six guests, offering a fully equipped kitchen, private patio, swimming pool, and barbecue facilities, all within easy reach of Coco Plum Beach and the Marathon Visitor Centre (within a 2.4km radius).
Spring & Summer Dates Available Licensed Rental Vr #25-0235  No Boats - Florida Keys
10 61 reviews
Florida Keys
20/06 – 27/06
$352/nighttotal: $2464 (7 )

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

2 2
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.
Sunshine Paradise Key Largo Ocean Pointe 4402 - Florida Keys
9.9 103 reviews
Florida Keys
26/07 – 01/08
$515/nighttotal: $3090 (6 )

Sunshine Paradise Key Largo Ocean Pointe 4402

2 4
apartment , Tavernier
This Ocean Pointe Suites condo in Tavernier, near Key Largo and Islamorada, offers a fantastic ocean view and easy access to both locations.
The two-bedroom, two-bathroom apartment sleeps five, features a king-size bed, twin beds, a sofa bed, keyless entry, and access to the Ocean Pointe Marina (subject to restrictions and documentation); nearby activities include boating, diving and snorkelling.
Free Golf Cart Free Kayaks Steps To Pool Pickleball - Florida Keys
9.6 162 reviews
Florida Keys
04/08 – 07/08
$790/nighttotal: $2370 (3 )

Free Golf Cart Free Kayaks Steps To Pool Pickleball

3 4
house , Key Largo
This townhome is located in the Kawama Yacht Club gated community at Mile Marker 100 in Key Largo, approximately 800 metres from Pilot House Marina, 1.6 kilometres from CVS and Walgreens, and 3.2 kilometres from Publix Super Market. It has been rated excellent for location, cleanliness, and user experience.
The townhome spans 102 square metres and comfortably accommodates up to eight guests, with three bedrooms and three bathrooms. It offers a range of amenities, including a fully equipped kitchen, a family room with bunk beds, two heated swimming pools, a children's playground, two tennis/pickleball courts, and a golf cart for use within the community.

Best Florida Keys vacation rentals with a pool

Among the 11639 accommodations in Florida Keys, here are the 4 best rentals with a pool

Beachside Unit 01 - Key Colony, Beachside Unit 01 - Private Atlantic Beach & Pool - Florida Keys
9.6 113 reviews
Florida Keys
20/06 – 27/06
$433/nighttotal: $3031 (7 )

Beachside Unit 01 - Key Colony, Beachside Unit 01 - Private Atlantic Beach & Pool

1 2
apartment , Key Colony Beach
This apartment is located in Key Colony Beach, just a 3-kilometre drive from Curry Hammock State Park and within a 1.6-kilometre walk of Sunset Park Beach and Coco Plum Beach. The apartment has received excellent user ratings for its cleanliness, location, and overall experience.
The apartment is a 43 square metre, one-bedroom property that can comfortably accommodate two guests. Enjoy the private pool, the fully equipped kitchen, and the terrace, where you can relax and enjoy the beautiful surroundings.
Sea Gulls Oceanfront Condo With Large Heated Oceanfront Pool - Florida Keys
9.3 42 reviews
Florida Keys
20/06 – 27/06
$492/nighttotal: $3444 (7 )

Sea Gulls Oceanfront Condo With Large Heated Oceanfront Pool

2 2
apartment , Islamorada, Village of Islands
This two-bedroom apartment is located directly on the waterfront in Islamorada, just over 100 kilometres from Miami and within easy reach of numerous bars, restaurants, shops, and a grocery store. This property has received excellent ratings for its location, user experience, and cleanliness.
The 111 square metre apartment can comfortably accommodate up to four guests and features a fully equipped kitchen, a private balcony, and access to a swimming pool, jacuzzi, fitness centre, and garden. Guests can enjoy a range of amenities and activities, including fishing, diving, kayaking, and boat rentals.
P62 - 3 Bedroom 2 Bath, Private Pool And Beach Membership - Florida Keys
9.7 58 reviews
Florida Keys
20/06 – 27/06
$764/nighttotal: $5348 (7 )

P62 - 3 Bedroom 2 Bath, Private Pool And Beach Membership

3 5
apartment , Key Colony Beach
This waterfront house is located in Key Colony Beach, just a kilometre from Sunset Park Beach and Coco Plum Beach, offering easy access to the beautiful Key Colony Beach coastline. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a private pool, a barbecue grill, and a fully equipped kitchen, allowing you to enjoy a relaxing and enjoyable stay.
Brand New Listing!  Beautiful - Upscale Newly Remodeled Modern Tropical Oasis! - Florida Keys
10 144 reviews
Florida Keys
25/11 – 27/11
$1204/nighttotal: $2408 (2 )

Brand New Listing! Beautiful - Upscale Newly Remodeled Modern Tropical Oasis!

2 6
apartment , 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.

Frequently Asked Questions about vacation rentals in Florida Keys

  • What are the must-see sights in the Florida Keys, 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 Key West Butterfly and Nature Conservatory. Further up the Keys, you'll find the Seven Mile Bridge, a breathtaking engineering marvel, and Bahia Honda State Park, boasting pristine beaches and excellent snorkeling. Don't miss the John Pennekamp Coral Reef State Park, a great place for diving and exploring the only living coral reef in the continental United States.
  • What are the best Airbnb and vacation rentals in Florida Keys?

  • 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, United States?

    Absolutely! The Florida Keys are known for their vibrant coral reefs, a unique ecosystem teeming with marine life. The area also experiences stunning sunsets, often cited as some of the best in the world. Birdwatching is excellent, with many species migrating through or residing in the Keys. The unique geography and climate also contribute to the diverse plant life found throughout the islands.
  • What are the most popular Airbnbs in Florida Keys?

  • 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, United States?

    Pack light clothing, swimwear, sunscreen (high SPF!), sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially if you plan on exploring the more natural areas. A reusable water bottle is crucial, as staying hydrated is important in the Florida Keys' climate. Consider bringing a waterproof bag for electronics and valuables if you plan on watersports.
  • What are the best vacation rentals with a pool in Florida Keys?

  • 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, United States?

    The Florida Keys host several events throughout the year. Key West's Fantasy Fest is a renowned costumed celebration in October. The annual Hemingway Days celebration in July honors the famous author's legacy. Numerous smaller festivals and events related to fishing, music, and art take place throughout the year in various Keys communities.
  • What are the best rentals for families and kids in Florida Keys?

  • 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, United States, and what are the must-try specialties?

    The Florida Keys boast a diverse culinary scene. Key West has numerous excellent restaurants. Try the Blue Heaven for its casual atmosphere and Caribbean-inspired dishes. Latitudes, located at the Cheeca Lodge & Spa in Islamorada, offers stunning sunset views and fresh seafood. Many restaurants feature fresh, locally caught seafood, conch fritters, and Key lime pie—a must-try dessert.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys?

    The best vacation rentals or Airbnb with a jacuzzi in Florida Keys are Leaward Isle Island Retreat, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Key West Villas.

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

    Beyond the well-known spots, consider exploring the smaller islands and quieter beaches. The National Key Deer Refuge provides a chance to see these endangered deer in their natural habitat. The History of Diving Museum in Islamorada offers a fascinating look at diving's past. Exploring the backcountry by kayak or paddleboard reveals hidden coves and mangroves, offering a different perspective of the Keys.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, United States?

    Visiting local markets, like the Key West Green Market, provides a chance to interact with locals and sample local produce. Attending community events and festivals offers insight into local traditions. Striking up conversations with bartenders and staff at smaller, locally-owned establishments can lead to interesting interactions and local insights. Consider taking a guided tour focused on the history and culture of the Keys.
  • What unique natural landscapes and terrain features can travelers explore in the Florida Keys, United States?

    The Florida Keys' unique landscape is defined by its low-lying islands, mangrove forests, and the only living coral reef in the continental US. Exploring the backcountry waterways by boat or kayak reveals hidden mangrove tunnels and diverse birdlife. The beaches vary from the white sands of Bahia Honda State Park to the more rugged shores of other islands. The diverse ecosystems offer a variety of landscapes to explore.
  • How many days are ideal for visiting the Florida Keys, United States, and what are some itinerary suggestions?

    Seven to ten days is ideal to explore the Keys thoroughly. A possible itinerary could involve three days in Key West, two in Islamorada, and two exploring the Upper Keys, including Marathon and Bahia Honda State Park. This allows for relaxation, exploration, and enjoying diverse activities. Adjust the itinerary based on your interests and preferred pace.

Nearby regions

Best Florida Keys vacation rentals with a balcony

Ragged Edge Resort & Marina - Florida Keys
9.5 470 reviews
Florida Keys
08/09 – 10/09
$243/nighttotal: $486 (2 )

Ragged Edge Resort & Marina

1 2
resort , Islamorada, Village of Islands
Ragged Edge Resort & Marina is located in Islamorada, just a short drive from Windley Key and Upper Matecumbe Key, offering easy access to the area's natural beauty. The resort has consistently received excellent ratings for location, cleanliness, and overall experience.
The accommodation features a mix of rooms and suites, some with balconies offering sea views. Guests can enjoy amenities such as a swimming pool, terrace, free bikes, a communal grill, and free Wi-Fi.
Aqua Lodges At 47th Street - Florida Keys
8.4 201 reviews
Florida Keys
22/08 – 23/08
$423/nightfor 1 night

Aqua Lodges At 47th Street

2 2
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.
Romantic 2br W/ Ocean View, Pool & Near Pennekamp - Florida Keys
Florida Keys
22/08 – 23/08
$541/nightfor 1 night

Romantic 2br W/ Ocean View, Pool & Near Pennekamp

3 2
apartment , Tavernier
This Tavernier condo is situated 0.6 km from Harry Harris Park, within 5 km of Mariners Hospital, and less than 10 km from the Florida Keys National Marine Sanctuary Visitor's Centre and Old Road Gallery.
This 79 square metre self-catering apartment sleeps four, boasting two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, a private balcony, air conditioning, on-site laundry facilities, swimming pool and parking.
Key Largo 2br - Ocean View, Beach & Pool - Florida Keys
Florida Keys
22/08 – 23/08
$537/nightfor 1 night

Key Largo 2br - Ocean View, Beach & Pool

2 2
apartment , Tavernier
This Tavernier oceanfront apartment, near Key Largo and Islamorada attractions, offers private sandy beach access.
The 79 square metre property comprises three bedrooms (one king/queen, one twin/queen, plus a sofa bed), two bathrooms, and a fully equipped kitchen including a fridge, microwave, and dishwasher; it sleeps six and includes a swimming pool, terrace, parking, and internet access.

Best Florida Keys vacation rentals with parking

Ocean Oasis At Ocean Pointe - Florida Keys
8.3 5759 reviews
Florida Keys
22/08 – 23/08
$423/nightfor 1 night

Ocean Oasis At Ocean Pointe

2 2
house , Tavernier
Ocean Oasis at Ocean Pointe is situated in Tavernier, a short walk from Harry Harris Park Beach and a short drive from Pigeon Key, offering a tranquil escape in a beautiful location. The property has received very good ratings for its location, cleanliness and overall experience.
This holiday home features a well-equipped kitchen, a private balcony with sea views and a private beach for your enjoyment. Guests can also relax in the hot tub, swim in the pool, or enjoy the garden and outdoor play equipment.
Ocean Cove Condo  Key Largo Locus Maris - Florida Keys
9.9 218 reviews
Florida Keys
08/09 – 10/09
$404/nighttotal: $808 (2 )

Ocean Cove Condo Key Largo Locus Maris

2 2
apartment , Tavernier
This apartment is situated in a gated community on the Atlantic Ocean, between Key Largo and Islamorada, just south of Tavernier, offering a peaceful and secluded setting. The property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom, two-bathroom suite spans 79 square metres and comfortably accommodates up to six guests. The apartment provides a fully equipped kitchen, a terrace, a swimming pool, a jacuzzi, and a garden, as well as access to a bar, sauna, and the beach within the gated community.
Op-2 Ocean View W/heated Pool Beach Marina - Florida Keys
8.4 11 reviews
Florida Keys
25/11 – 27/11
$403/nighttotal: $806 (2 )

Op-2 Ocean View W/heated Pool Beach Marina

1 6
apartment , Tavernier
This beachfront apartment in Tavernier, Florida, offers direct access to the Atlantic Ocean and is minutes from local restaurants and John Pennekamp Coral Reef State Park.
The 79-square-metre (850 sq ft) self-catering property sleeps six guests, boasting two bedrooms, two bathrooms, a fully equipped kitchen, in-unit laundry, and access to resort amenities including a heated pool, jacuzzi, and tennis/pickleball courts.
Discover Florida Keys! Seaside Villa W/ Patio! Marina, Pool, Parking, Breakfast - Florida Keys
8.4 5 reviews
Florida Keys
22/08 – 23/08
$486/nightfor 1 night

Discover Florida Keys! Seaside Villa W/ Patio! Marina, Pool, Parking, Breakfast

1 2
apartment , Islamorada, Village of Islands
This house is located in the heart of Islamorada, directly on the beach, offering easy access to the area's attractions. The surrounding area is vibrant and offers a range of shops, restaurants, and bars.
This one-bedroom house is 27 square metres and can accommodate up to four guests. It includes a range of amenities, including a private beach, a heated pool with ocean views, and a continental breakfast.
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