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

25-36 of 42 results
Share
MAP
MANSION @ The Watson House

MANSION @ The Watson House

7 7 14 Key West
From $1,595.00/night
My Southernmost Kentucky Home

My Southernmost Kentucky Home

3 3 6 Key West
From $200.00/night
Ocean Vista 403E @ La Brisa

Ocean Vista 403E @ La Brisa

2 2 4 Key West
From $345.00/night
Paradise Place @ Duval Square

Paradise Place @ Duval Square

2 2.5 6 Key West
From $340.00/night
Petes Cottages

Petes Cottages

4 2 8 Key West
From $595.00/night
Petes East Cottage

Petes East Cottage

2 1 4 Key West
From $325.00/night
Petes West Cottage

Petes West Cottage

2 1 4 Key West
From $340.00/night
Reynolds Retreat

Reynolds Retreat

3 3 6 Key West
From $228.00/night
Sea Orchid @ La Brisa 405E

Sea Orchid @ La Brisa 405E

2 2 4 Key West
From $340.00/night
Shipyard Palms - 20% off April & May new bookings

Shipyard Palms - 20% off April & May new bookings

2 1.5 4 Key West
From $283.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $250.00/night
Tucked Away!

Tucked Away!

4 6 9 Key West
From $400.00/night