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Family Vacation in the Florida Keys

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Family Vacation in the Florida Keys: Recommended rentals

Family Vacation in the Florida Keys: find your perfect rental from just $158 per night!

Cabin Marathon
Cabin ∙ 10 guests ∙ 4 bedrooms

Child-friendly beautiful cabin with barbecue, private pool & terrace | Nature view

Marathon, Monroe County, Florida, United States
from $311
per night
Excellent(63 ratings)
from $311
per night
View deal
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

House with private pool

Islamorada, Monroe County, Florida, United States
from $639
per night
Very good(25 ratings)
from $639
per night
View deal
House Islamorada
House ∙ 6 guests ∙ 3 bedrooms

Charming vacation home with private pool | Pets are welcome

Islamorada, Monroe County, Florida, United States
from $253
per night
Outstanding(2 ratings)
from $253
per night
View deal
House Key Colony Beach
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, pool & grill | Nature view

Key Colony Beach, Monroe County, Florida, United States
from $324
per night
Outstanding(59 ratings)
from $324
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented ample house with patio, garden & private pool | Dogs allowed

Marathon, Monroe County, Florida, United States
from $288
per night
Outstanding(85 ratings)
from $288
per night
View deal
House Marathon
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented vacation home with barbeque, garden & patio | Suitable for remote work

Marathon, Monroe County, Florida, United States
from $301
per night
Outstanding(38 ratings)
from $301
per night
View deal
House Key Largo
House ∙ 8 guests ∙ 3 bedrooms

House with terrace, grill & private pool

Key Largo, Monroe County, Florida, United States
from $157
per night
Outstanding(14 ratings)
from $157
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with patio, barbecue & pool | Nature view

Marathon, Monroe County, Florida, United States
from $418
per night
Outstanding(57 ratings)
from $418
per night
View deal
House Marathon
House ∙ 14 guests ∙ 6 bedrooms

House with barbeque, yard & hot tub | Perfect for remote work

Marathon, Monroe County, Florida, United States
from $950
per night
Outstanding(47 ratings)
from $950
per night
View deal
House Marathon
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with barbeque, private pool & yard | Nature view

Marathon, Monroe County, Florida, United States
from $517
per night
Outstanding(19 ratings)
from $517
per night
View deal
House Marathon
House ∙ 8 guests ∙ 4 bedrooms

House with jacuzzi, private pool & barbeque | Nature view

Marathon, Monroe County, Florida, United States
from $268
per night
Very good(114 ratings)
from $268
per night
View deal
House Islamorada
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, garden & private pool | Nature view

Islamorada, Monroe County, Florida, United States
from $376
per night
Very good(3 ratings)
from $376
per night
View deal
House Key Colony Beach
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented vacation home with private pool, BBQ & terrace | City view | Pets allowed

Key Colony Beach, Monroe County, Florida, United States
from $399
per night
Very good(90 ratings)
from $399
per night
View deal
House Marathon
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with barbeque, patio & private pool

Marathon, Monroe County, Florida, United States
from $795
per night
Outstanding(222 ratings)
from $795
per night
View deal
House Key Haven
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped wonderful vacation home with barbeque, jacuzzi & private pool | Perfect for remote work | Pets are welcome

Key Haven, Monroe County, Florida, United States
from $605
per night
from $605
per night
View deal

Family Vacation in the Florida Keys

Visit the Florida Keys for your next family vacation to experience cruises, hotels, and resorts to match anywhere in the world. A family vacation in the Florida Keys gives you a chance to take an iconic road trip from Miami to Key West. Explore the diversity of the Florida Keys by visiting the undersea park in Islamorada. Enjoy the white sand beaches as you relax throughout your vacation, with enough to keep both kids and adults happy.
Best Family Cities to Visit in the Florida Keys

Best Family Cities to Visit in the Florida Keys

Relaxing in state parks, diving, boat charters, and fishing is all possible in the Florida Keys, it just depends on where you go. Here are the best cities to visit with a family on your trip!

  • 1. Key West

    The city is famous for its lively nightlife, beaches, architecture, and water sports. Explore the island's intriguing homes and gardens during a walking tour, or participate in fun activities such as afternoons on the beach, swimming, and enjoy classic American delicacies at the resorts and restaurants around the city, most of which are family-friendly.

  • 2. Key Colony Beach

    Upon visiting Key Colony Beach with the kids, you will be able to get stuck into fishing charters and tours, outdoor activities, as well as water sports and boat tours suitable for young and old. Key Colony Beach is a special city where your family will get to experience tropical paradise on the island.

  • 3. Islamorada

    Explore the village of six islands in Islamorada. Your family will enjoy exploring both the lands and the seas surrounding this city as they participate in sport fishing, a memorable way to spend a day together.

Best Places to Stay for Family Vacation in the Florida Keys

House Key West
from $1,060
per night
House ∙ 2 guests ∙ 3 bedrooms

House with barbeque, yard & patio | Near Southernmost Point | Nature view

4.8
Outstanding(194 ratings)
Key West, Monroe County, Florida, United States
View deal
Condo Key West
from $105
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-oriented condo | Near Southernmost Point | Pet-friendly

Key West, Monroe County, Florida, United States
View deal
House Key West
from $273
per night
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped charming house with patio, barbecue & yard | Near Southernmost Point | City view | Suitable for remote work | Pets allowed

5.0
Outstanding(16 ratings)
Key West, Monroe County, Florida, United States
View deal
Kid-Friendly Beaches in the Florida Keys

Kid-Friendly Beaches in the Florida Keys

Bond with your family on the amazing sandy beaches of the Florida Keys. The kid-friendly beaches in Florida allow you spend quality time with the entire family in safe swimming and diving environments.

  • 1. South Beach

    South Beach provides kids (and adults too) with sun, waves, and sand. The warm and gentle water makes swimming for kids comfortable and safe. Enjoy the lively atmosphere of Key West as you relax on a rented deck chair with a drink in hand and watch your kids play in the sand.

  • 2. Smathers Beach

    Enjoy a warm afternoon on the largest beach in Key West as the children play in the tropical savanna climate. The beach has the nicest sand and kids will enjoy the guided snorkeling experiences on offer. Family-friendly restaurants are also a perk of this beach.

  • 3. Higgs Beach

    Enjoy swimming experiences in the ocean at Higgs Beach and give your kids the perfect summer vacation experience. Higgs Beach is well maintained with clear ocean water. Bond with your family as you relax on the lounge chairs, beach chairs, and umbrellas that are available for hire at reasonable prices.

Recommended Accommodations for Family Vacation in the Florida Keys

House Marathon
from $300
per night
House ∙ 8 guests ∙ 3 bedrooms

House with BBQ, hot tub & private pool | Suitable for remote work

4.5
Excellent(58 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Marathon
from $453
per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly vacation home with hot tub, patio & grill

4.8
Outstanding(52 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Key Colony Beach
from $476
per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped beautiful vacation home with private pool, patio & garden | Pet-friendly

4.4
Very good(31 ratings)
Key Colony Beach, Monroe County, Florida, United States
View deal
What to Pack for Your Family Vacation in Florida

What to Pack for Your Family Vacation in Florida

Florida's climate generally requires casual lightweight clothing that can be easily mixed and matched. Comfort, convenience, and versatility are the key.

  • 1. A Mix of Clothing

    It’s a good idea to take two or more of each piece of clothing, especially swimwear. That way one set can be drying, while the other is being worn. Clothing that can be worn in light layers is always a good idea, as it may get cooler in the evening hours.

  • 2. Saving Space

    If you roll up clothing in your luggage instead of laying them flat, you’ll fit more into your bags overall. Space saver bags you can vacuum excess air out of are great for saving space and weight.

  • 3. Packing with Your Kids

    If you’re flying with your kids, set them up with backpacks including a change of clothes, a swimsuit, necessary medication, and hygiene necessities. Let your kids pick out a treat and their favorite toys to include in their packs. Involve them in the packing process, with your helpful supervision.

  • 4. Enjoying the Florida Sunshine

    To protect everyone from the warm, yet intense sun, be sure to pack sunscreen with a good SPF factor. Hats and sunglasses will also keep you adequately shielded from UV rays.

Top Offers for Family Vacation in the Florida Keys

House Sugarloaf Shores
from $504
per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation home with barbeque, private pool & terrace | Nature view

4.9
Outstanding(62 ratings)
Sugarloaf Shores, Monroe County, Florida, United States
View deal
House Marathon
from $462
per night
House ∙ 10 guests ∙ 4 bedrooms

House with patio, barbeque & yard | Suitable for remote work

5.0
Outstanding(16 ratings)
Marathon, Monroe County, Florida, United States
View deal
House Big Pine Key
from $391
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with private pool, terrace & barbecue

Big Pine Key, Monroe County, Florida, United States
View deal

Information about Family Vacation in the Florida Keys

📏 Average home size 160 m²
🥳 Busiest month May
🛏️ Popular home types House rental and Condo
🌡️ Hottest months July and August
❄️ Coldest months 68 °F in February and January
🌧️ Rainiest months 16 rainy days in September and August

Family Vacation in the Florida Keys: frequently asked questions

Family Vacation in the Florida Keys: What is the price per night for a stay?

The average cost for a vacation home in the Florida Keys is between $483 and $645 per night.

Family Vacation in the Florida Keys: does HomeToGo offer a wide variety of vacation rentals for groups?

House rental in the Florida Keys can fit 7 people.

How many family accommodations are available to rent short-term in the Florida Keys?

You can find more than 14,799 family accommodations in the Florida Keys with prices starting at $158 per night.

Family Vacation in the Florida Keys: what kinds of vacation rentals are available?

We would advise choosing from our selection of House rentals and Condos in the Florida Keys.

How much does a large family house cost to rent in the Florida Keys?

The price of a large vacation rental in the Florida Keys can range from $483 and can go up to $645 per night during the high season in December.

Can you book family home rentals in the Florida Keys feature a pool?

Definitely, more than 77% of family-sized accommodations in the Florida Keys come with a pool.

The Weather in the Florida Keys

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- Rainy days

Average Nightly Rental Prices in the Florida Keys

Click on any bar to see price and availability information

Vacation Rental Price Information in the Florida Keys

Vacation Rental Availability in the Florida Keys

Rental availability information in the Florida Keys

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