Sunset Key Cottages

If sun, sea, and powder white sand is your perfect setting for a romantic break then Key West is the ideal destination for you. Beyond the beaches, there are gorgeous traditional houses, activities a-plenty, and a laidback vibe. For the complete romance package, booking a hotel that offers something a little extra for couples is a good choice. With this in mind, our hotel experts have compiled a collection of the best hotels in Key West for couples. Whether you want all-out luxury (think your own private island) or something a little more discreet — there is something to suit most tastes. So why not browse through our collection to start planning your romantic escape?

For a private island

Sunset Key Cottages

  • Sunset Key Cottages is a luxurious hotel set on a private island, just minutes from the city, but feeling a million miles away! Cottages range from two to four bedrooms and the design throughout has a country club feel. Complete with a spa, exceptional service, gorgeous white sand beach, and a host of on-site activities — settings don't get much more romantic than this!

For a historic stay

Marquesa Hotel

  • Marquesa Hotel is a historic property with whimsical peaked roofs, gingerbread trim, and wooden porches. Romantic rooms boast marble baths, hand-carved beds, and heirloom furnishings. The elegant restaurant, Cafe Marquesa, serves imaginative Neo-American cuisine. A charming hideaway for couples.
  • Southernmost House is a stunning Victorian-era house boasting spectacular sea views and an enviable location on the sophisticated end of Duval street. Romantic rooms are bright and spacious with hardwood floors and four-posters. An atmospheric stay for romance.

For luxury

Winslows Bungalows

  • Winslow's Bungalows is the largest Kimpton hotel on Key West. Chic rooms have bohemian interiors with elegant touches such as summer cane beds and private patios. With three outdoor pools, an atmospheric bar, and verdant gardens — this is a luxurious choice for a romantic getaway.

For a resort

Oceans Edge Hotel and Marina

  • Ocean's Edge Hotel & Marina is a stylish resort located by the sea. Suites are perfectly primed for romance while the spa offers couples' massages. With six swimming pools and watersports activities available, this is ideal for active couples who want everything on-site.
  • Pier House Resort & Spa is a luxury hotel and spa located right on the oceanfront. Spacious rooms are simply styled with floor-to-ceiling windows, antique-style furniture, and crisp white linen. Boasting Key West's only full-service spa and a romantic seaside restaurant — this is a great choice for a couples' escape.

For a boutique

The Gardens Hotel

  • The Gardens Hotel is a stylish boutique hotel set in verdant grounds. The beautifully appointed guestrooms have elegant, dark wood furniture, and unique artwork. Unwind with a cocktail by the outdoor pool or catch a live jazz session in the hotel gardens. A great hideaway for a romantic couples' break.

For a B&B

The Mermaid and The Alligator

  • The Mermaid and The Alligator is an elegant and intimate B&B. Rooms are spacious and stylish with tropical decor, four-poster beds, angled bay windows, and luxury linens. With quiet terraces, a large pool, bicycles to take to the beach, and romantic extras available — this is a quaint base for couples.

Still not sure where to book?

The 8 Best Hotels in Key West for Couples

Marquesa Hotel

Key West (Florida)

Historic property in bustling Key West, with whimsical peaked roofs, gingerbread trim and wooden porches. Rooms have marble baths, hand-carved beds and heirloom furnishings. The elegant restaurant "Cafe Marquesa" serves imaginative Neo-American cuisine with an Asian twist and excellent seafood.

  • Sights nearby - Five blocks from the Gulf of Mexico and within walking distance of the main tourist sights and museums
  • Lively area - Downtown Key West just a block from the main thoroughfare, Duval Street
  • Restrictions on children - No children under 14 allowed
  • Restaurant - Cafe Marquesa
from €200 for 1 room, 1 night including taxes & fees
The Gardens Hotel

Key West (Florida)

This stylish hotel is set in verdant grounds in Key West, Florida. The beautifully appointed guestrooms have elegant, dark wood furniture and unique artwork. Unwind with a cocktail by the outdoor pool or catch a live jazz session in the hotel gardens. A great hideaway for a romantic couples' break.

  • Romantic Break - The relaxed atmosphere at this adults-only hotel is perfect for a couples' retreat; book a massage for a romantic evening in
  • Local exploring - With a prime location close to the best bars and restaurants of Key West, there is plenty to explore local to this hotel
  • Hideaway - Set in a secret garden in the heart of downtown Key West, this hotel makes a great hideaway holiday destination
  • Restrictions on children - Adults-only hotel
from €524 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Southernmost House

Key West (Florida)

A stunning Victorian-era house boasting spectacular sea views and an enviable location on the sophisticated end of Duval street. Romantic rooms are bright and spacious with hardwood floors and four-posters. There's a large pool, breakfast is served, and Key West's main sites are just a stroll away.

  • Romantic Break - An old Victorian house that sings of romance; rooms have four-posters and the property has an exclusive 'hide-away' feel
  • City Style - Set on the quiet end of Duval Street surrounded by art galleries and high-end eateries
  • Adult Only - Must be aged over 18 years
  • Swimming Pool - Outdoor pool
from €274 for 1 room, 1 night including taxes & fees
Ocean Key Resort & Spa

Key West (Florida)

A chic resort set in Key West's most famed nightlife spot (Duval Street). Vibrant suites have a whole lot of character with tropical-inspired colouring, luxury bathrooms and the best have terraces with sea views. There is a fully-fledged spa and three restaurants, one set on a pier. A grown-up stay.

  • Romantic Break - Spacious suites and a spoiling spa offering couples' treatments - this is an ideal choice for a romantic break
  • City Style - Vibrant Floridian style located in Key West's sought after Duval Street
  • Close to nightlife - Just steps from Duval Street's renowned nightlife
  • Swimming Pool - Outdoor pool
from €332 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Sunset Key Cottages

Key West

A luxurious Key West stay. Set on a private island just minutes from the city but feeling a million miles away! Cottages range from two to four bedrooms and the design throughout has a real country club feel. Complete with a spa, exceptional service, a restaurant and a host of on-site activities.

  • Families - Private cottages, some with their own pools, give the feel of a private family holiday with the convenience of hotel amenities
  • Beach Life - Beautiful white sand beaches wrap the tiny island that this resort sits upon
  • Romantic Break - Exclusive and private, the perfect choice for a romantic break
  • Fishing - Charter a deep sea-fishing excursion for the day
from €750 for 1 room, 1 night including taxes & fees
The Mermaid and The Alligator

Key West (Florida)

An elegant and intimate B&B in Key West. Rooms are spacious and stylish with tropical decor, four-poster beds, angled bay windows and luxury linens. Enjoy a homemade breakfast on the lush and tropical terrace. On hot days, relax by the pool or grab a bicycle and explore the beaches of Key West.

  • Romantic Break - Plan a special weekend away with a bottle of Veuve Cliquot Champagne and chocolate-dipped strawberries on arrival
  • Local exploring - The shops, galleries, and restaurants of Duval Street are just three streets away
  • Beach Life - With bicycles to rent, spend an entire day exploring the beaches of Key West
  • Adult Only
from €255 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Pier House Resort & Spa

Key West (Florida)

A luxury hotel and spa located right on the ocean in Key West. Spacious rooms are simply styled with floor-to-ceiling windows, antique-style furniture, and crisp white linen. Boasting Key West's only full-service spa and a romantic seaside restaurant - this is a great choice for a couples' escape.

  • Spa breaks - The Spa at Pier House is Key West's only full-service spa offering a wide range of facials, wraps and massages
  • Active Holiday - Key West is renowned for its watersports from parasailing to jetskiing as well as diving in the coral reefs
  • Restaurant - One Duval offers ocean views and specialises in seafood
  • Whirlpool Bathtub - Book the Presidential Suite for a whirlpool tub
from €360 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Winslow's Bungalows

Key West (Florida)

The largest of the 5 Kimpton hotels on Key West. Chic spacious rooms with artful, bohemian interiors and elegant touches such as summer cane beds and private patios with lush furnishings. The idyllic space has three private pools, an outdoor bar and vibrant gardens. Suitable for groups or couples.

  • Local exploring - Key West offers frequent festivals to tropical open-air bars, the sliver of an island balances revelry and relaxation
  • Groups - The largest of the Kimpton group on Key West with three pools and spacious rooms and suites
  • Swimming Pool - Three outdoor pools
  • Sailing
from €285 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Written by Katie Harris

Sign up to our weekly newsletter

No spam. Only sweet updates about the latest hotel openings and the best places to stay.