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

13-24 of 31 results
Share
MAP
CasaBella @ Duval Square

CasaBella @ Duval Square

2 2.5 6 Key West
From $325.00/night
Coconut Cabana

Coconut Cabana

3 2 6 Key West
From $600.00/night
Colony Calypso

Colony Calypso

1 1 2 Key West
From $219.00/night
Colony Conch Casa

Colony Conch Casa

3 2.5 6 Key West
From $181.00/night
Duval Square Penthouse

Duval Square Penthouse

4 4.5 10 Key West
From $795.00/night
Elizabeth Retreat

Elizabeth Retreat

3 2 6 Key West
From $220.00/night
Havana Lane

Havana Lane

2 2 4 Key West
From $1,000.00/night
La Brisa #303W

La Brisa #303W

2 2 4 Key West
From $100.00/night
Louisa House

Louisa House

4 3.5 8 Key West
From $573.00/night
Louisas Hideaway

Louisas Hideaway

3 3 6 Key West
From $895.00/night
Namaste

Namaste

1 2 2 Key West
From $395.00/night
Olivia’s Retreat

Olivia’s Retreat

2 2 4 Key West
From $135.00/night