Best & Cheap Family Friendly Vacations in Key West, FL

Compare family friendly vacation accommodation, From $39/night

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Best & Cheap Family Friendly Vacations in Key West, FL: Top Deals

The Reach Key West, Curio Collection by Hilton
Resort
The Reach Key West, Curio Collection by Hilton
This Resort, The Reach Key West, Curio Collection by Hilton is located in the heart of Key West and provides a luxurious stay with close proximity to popular restaurants such as Salute on the Beach, Fogarty's Restaurant & Bar, Louie's Backyard, and Café Marquesa. It also offers convenient access to various activities like kayaking, snorkeling, swimming, fishing, and sailing. There are also nearby trails for biking and hiking that offer breathtaking views of the area. Pets are allowed here too.
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$980 /night
Almond Tree Inn - Adults Only
Hotel
Almond Tree Inn - Adults Only
4.8 (253 reviews)
This Hotel, Almond Tree Inn - Adults Only, is a pet-friendly accommodation located near the heart of Key West. Guests can explore nearby popular attractions like Mallory Square, Fort Zachary Taylor State Park, and Smathers Beach. Other activities include parasailing, fishing charters, kayaking, sailing, and biking trails. Popular restaurants nearby include El Siboney Restaurant, Mangia Mangia Pasta Café, and The Flaming Buoy Filet Co.
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$585.65 /night
Great View in a private marina!
Guest Suite · 6 Guests · 2 Bedrooms
Great View in a private marina!
5.0 (8 reviews)
This Guest Suite is located in a private marina with beautiful views, perfect for hosting up to 6 people. Popular nearby restaurants include The Stuffed Pig Restaurant & Bar, Hogfish Bar & Grill and The Waterfront Restaurant. Activities such as fishing, boating, kayaking, snorkeling and diving are all available within the area. Additionally, there are various trails, including Cudjoe Key National Wildlife Refuge Trail, Geiger Key Marina Trail and Big Pine Key Trail.
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$886 /night*
Opal Key Resort and Marina
Hotel
Opal Key Resort and Marina
4.4 (2032 reviews)
This Hotel, Opal Key Resort and Marina, is located in the Florida Keys and allows pets. It is close to popular restaurants such as The Fish House, Sushi by Yoshi, and Boondocks Grille & Draft House; activities like fishing, snorkeling, and jet skiing; and trails like Long Key State Park Nature Trail and Windley Key Fossil Reef Geological State Park.
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$599 /night
Hyatt Residence Club Key West, Windward Pointe
Hotel
Hyatt Residence Club Key West, Windward Pointe
This Hotel, Hyatt Residence Club Key West, Windward Pointe, is located in the beautiful city of Key West, Florida. The nearby popular restaurant includes Salute on the Beach and Louie's Backyard. Popular activities include watersports at Smathers Beach and shopping at Mallory Square. Popular trails include Fort Zachary Taylor Historic State Park and the Southernmost Point Monument Trail.
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$693 /night
NYAH
Hotel
NYAH
4.1 (1775 reviews)
This hotel NYAH is located in the heart of Key West, Florida. Popular restaurants near the hotel include Conch Republic Seafood Company, Two Friends Patio Restaurant, and Louie's Backyard. Local activities such as kayaking, snorkeling, and fishing can be enjoyed nearby, as well as trails such as the Bahia Honda State Park Trails and the Fort Zachary Taylor Historic State Park Trails. Pets are allowed at this hotel.
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$100 /night
Casa Marina Key West, A Waldorf Astoria Resort
Resort
Casa Marina Key West, A Waldorf Astoria Resort
This Resort, Casa Marina Key West, A Waldorf Astoria Resort, is located in the heart of Key West and offers access to a variety of popular local spots. Nearby attractions include the Ernest Hemingway Home and Museum, Mallory Square, Duval Street, and Smathers Beach. Popular restaurants include Café Solé, Blue Heaven, and The Cafe. Nature lovers can also explore a number of nearby trails such as the Fort Zachary Taylor Historic State Park Trail and the White Street Pier Nature Trail.
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$642 /night
Eden House
Motel
Eden House
This motel, Eden House, is located in a convenient spot to access popular attractions such as the Turtle Hospital and Fort Zachary Taylor State Park. Nearby restaurants include The Fish House Restaurant & Bar, Louie's Backyard, and The Half Shell Raw Bar. There are several trails nearby for those who want to explore the outdoors including Old Turtle Trail and Nature Trail. Pets are also allowed at this motel.
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$310 /night
Suite Dreams Inn by the Beach
Bed And Breakfast
Suite Dreams Inn by the Beach
This Bed And Breakfast, Suite Dreams Inn by the Beach, is located near the beach in Florida Keys. Popular nearby activities include snorkeling and fishing at John Pennekamp Coral Reef State Park, exploring nature trails at Dagny Johnson Key Largo Hammock Botanical State Park, and sampling local cuisine at Chef Michael’s. Pets are not allowed.
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$910 /night
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Which Price Range Is Considered As A Good Deal in Key West, FL Area?
Vacation House & Condo Rental Price Information in Key West, FL
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The graph shows the percentages of vacation homes in each price bucket. Key West has the largest percentage (18.69%) of homes in $150 - $200 price range.
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How Many Accommodations Are Pets Allowed in Key West, FL?
Pets Allowed vs Not Allowed in Key West, FL
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34.27% of vacation homes in Key West are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Looking for family-friendly restaurants in Key West, FL?
Family-Friendly Restaurants in Key West, FL
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If you’re looking for a delicious meal that the whole family can enjoy, check out these three family-friendly restaurants in Key West. Whether you’re looking for Mexican food, seafood, or Cuban cuisine, there’s something for everyone to enjoy!

  • Garbo's Grill: This casual outdoor restaurant serves up classic Mexican dishes like tacos and burritos with a side of live music.
  • Fury Water Adventures: This waterfront eatery serves up an array of seafood dishes, from seared mahi-mahi to crispy calamari, in a relaxed atmosphere.
  • El Siboney Restaurant: Enjoy some traditional Cuban cuisine, like Ropa Vieja and fried plantains, at this local favorite.
What are some family-friendly activities in Key West, FL?
Family-Friendly Activities in Key West, FL
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Key West is full of fun and exciting activities that the whole family can enjoy! From snorkeling to sightseeing, here are three of our favorite kid-friendly activities in town.

  • Dry Tortugas National Park: Explore one of Florida’s most remote national parks, located 70 miles away from Key West, by boat or seaplane. Don’t forget your snorkel gear so you can swim and explore the many coral reefs around the park.
  • Key West Butterfly & Nature Conservatory: Get up close and personal with hundreds of different species of butterflies in this unique conservatory. Kids will love seeing all of the colorful creatures fluttering around.
  • Sunset Celebration: Every night, head down to Mallory Square dock to experience the nightly Sunset Celebration. Enjoy street performers, art, and amazing views of the sunset over the Gulf of Mexico.
How Many Airports in Key West, FL?
Airports Options in Key West, FL
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Here are the airports that located near Key West:

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