KEY WEST FAMILY VACATION RENTALS

Staying in a Key West family vacation rental gives you the unique opportunity to relax and enjoy each other’s company. When you book a vacation rental for your family, you can cook meals in your own kitchen, play in the pool, or kick back in the living room. Check out our top Key West vacation rentals for family reunions and gatherings.

Key West has many family-friendly activities and events. Depending on the time of year, you can take your family fishing, see a special parade, experience a conch blowing competition, cruise the open water with your kids, go snorkeling together, bring the whole family to a play, or visit the Key West Butterfly and Nature Conservatory.

View All Rentals

13-24 of 49 results
Share
MAP
Catherine House

Catherine House

2 2 4 Key West
From $450.00/night
Ceasar's Paradise

Ceasar's Paradise

5 5.5 10 Key West
From $460.00/night
Coconut Cabana

Coconut Cabana

3 2 6 Key West
From $682.00/night
Colony Conch Casa

Colony Conch Casa

3 2.5 6 Key West
From $207.00/night
Duval Square Courtyard Condo 31

Duval Square Courtyard Condo 31

3 2 8 Key West
From $450.00/night
Duval Square Delight

Duval Square Delight

2 2.5 4 Key West
From $161.00/night
Duval Square Penthouse

Duval Square Penthouse

4 4.5 10 Key West
From $785.00/night
Duval Square Retreat

Duval Square Retreat

2 2.5 4 Key West
From $350.00/night
Elizabeth Retreat

Elizabeth Retreat

3 2 6 Key West
From $222.00/night
Key West Crown Jewel

Key West Crown Jewel

2 2 6 Key West
From $327.00/night
La Brisa #303W

La Brisa #303W

2 2 4 Key West
From $140.00/night
Louisa House

Louisa House

4 3.5 8 Key West
From $775.00/night