KEY WEST RENTALS FOR COUPLES

Take a Romantic Island Getaway

Key West, with its special romantic atmosphere, is a perfect place to vacation with your partner. Famous for artistic events, historic architecture, colorful beaches, and fine dining spots, Key West provides everything you could want in a romantic getaway.

Plan an island retreat with the best Key West vacation rentals for couples. From charming cottages near Duval Street with private backyard pools to waterfront studios, our Key West rentals for couples provide the perfect space to spend time with someone you love. Choose a Key West rental for your honeymoon, anniversary, Valentine’s day, or romantic weekend.

View all Rentals

25-35 of 35 results
Share
MAP
Petes Cottages

Petes Cottages

4 2 8 Key West
From $595.00/night
Sunset Suite @ Colony

Sunset Suite @ Colony

1 1 4 Key West
From $221.00/night
Tranquility

Tranquility

1 1 2 Key West
From $318.00/night
Tucked Away - Main house

Tucked Away - Main house

2 4 6 Key West
From $188.00/night
Tucked Away!

Tucked Away!

4 6 9 Key West
From $426.00/night
VILLA @ The Watson House

VILLA @ The Watson House

4 4 8 Key West
From $538.00/night
Vista Fresco

Vista Fresco

2 2 6 Key West
From $269.00/night
Windsor Townhomes #3

Windsor Townhomes #3

3 3.5 6 Key West
From $900.00/night
Windsor Townhomes #4

Windsor Townhomes #4

3 3.5 6 Key West
From $900.00/night
Windsor Townhomes #5

Windsor Townhomes #5

3 3.5 6 Key West
From $900.00/night
Windsor Townhomes #6

Windsor Townhomes #6

3 3.5 6 Key West
From $900.00/night