In This Article

1. The Perry Hotel - Key West

The Perry Hotel - Key West

© The Perry Hotel - Key West

Location:

Key West, Florida

Highlights:

If you’re seeking a laid-back yet luxurious waterfront getaway, The Perry Hotel is the perfect spot to unwind and explore the beauty of Key West. With kayaking, sunset sails, and a welcome glass of champagne to start your stay, it’s a destination that offers both adventure and relaxation.

Recommended For:

Couples, adventure seekers, families with pets, and anyone craving a fun and scenic Key West retreat.

What I Love: ♥

On-the-water activities, two waterfront restaurants, pet-friendly amenities, and a relaxed vibe perfect for sunset lovers.
  • Stay in stylish rooms with beautiful views, some overlooking the waterfront where dolphins and kayakers are often spotted.
  • Enjoy two waterfront restaurants serving delicious cuisine, or sip champagne as you arrive at this charming Key West hotel.
  • Unwind at the pool, or grab a book and lounge by the water’s edge for a perfect, tranquil afternoon.
  • Explore the surrounding waters through fishing, kayaking, or snorkeling, with easy access to the ocean right from the hotel.
  • Travel around town easily with the hotel’s shuttle service, and let your dog enjoy their stay at one of the two pet parks on-site.

Address:

7001 Shrimp Rd, Stock Island, FL 33040
Phone: 305-296-1717

2. Baker's Cay Resort

Baker's Cay Resort

© Baker's Cay Resort

Location:

Key Largo, Florida

Highlights:

For a luxurious and scenic escape in the Florida Keys, Baker's Cay Resort offers a perfect combination of relaxation, adventure, and culinary delights. Situated on the banks of Florida Bay, this resort is your ideal base for exploring the area’s natural beauty and enjoying top-notch amenities.

Recommended For:

Couples, families, nature lovers, and anyone seeking a luxurious, waterfront retreat with easy access to local attractions.

What I Love: ♥

Bayfront views, delicious Creole-Caribbean dining, a full-service spa, and proximity to famous Florida Keys attractions.
  • Stay in comfortable guest rooms or suites with bay views, mini fridges, flat-screen TVs, and coffee makers. Upgraded suites offer private kitchenettes and spacious balconies.
  • Dine at the Creole-Caribbean-style Calusa restaurant or relax at Dry Rocks bar with live music and ocean views.
  • Relax in one of the resort’s two outdoor pools, enjoy a workout in the state-of-the-art gym, or unwind with a treatment at the full-service spa.
  • Explore nearby attractions like John Pennekamp Coral Reef State Park and the Florida Keys Wild Bird Rehabilitation Center.

Address:

97000 Overseas Hwy, Key Largo, FL 33037
Phone: 305-852-5553

3. Parrot Key Hotel and Resort

Parrot Key Hotel and Resort

© Parrot Key Hotel and Resort

Location:

Key West, Florida

Highlights:

If you're looking for a spacious, tropical getaway with stunning Gulf of Mexico views, Parrot Key Hotel and Resort is the place. With newly renovated rooms, relaxing beachfront vibes, and easy access to Key West’s top attractions, it’s an ideal spot for your next vacation.

Recommended For:

Families, groups, couples, and anyone wanting a blend of beach relaxation and close proximity to Key West’s lively Duval Street.

What I Love: ♥

Large rooms with water views, beautiful beachside villas, and a lush pool area surrounded by tropical plants.
  • Stay in spacious rooms, some with up to three full bedrooms, perfect for families or groups of up to eight guests.
  • Relax on the sandy beach with lounge chairs or by the pool surrounded by tropical foliage.
  • Unwind in one of the newly renovated villas, equipped with modern amenities for a truly comfortable stay.
  • Explore all the action on Duval Street and Old Town Key West, just minutes away from the resort.

Address:

2801 N Roosevelt Blvd, Key West, FL 33040
Phone: 305-600-0097

Romantic Florida Keys Hotels:

4. Glunz Ocean Beach Hotel & Resort

Glunz Ocean Beach Hotel & Resort

© Glunz Ocean Beach Hotel & Resort

Location:

Key Colony Beach, Florida

Highlights:

If you’re seeking a tranquil, oceanfront escape with breathtaking views, Glunz Ocean Beach Hotel and Resort offers the perfect getaway. With 46 beautiful rooms, oceanfront villas, and plenty of outdoor activities, it’s the ideal spot for beach lovers and relaxation seekers.

Recommended For:

Couples, families, fishing enthusiasts, and anyone wanting to unwind by the beach in a peaceful setting.

What I Love: ♥

Ocean and island views from every room, private fishing piers, and the relaxed vibe of the pool and beach.
  • Stay in one of 46 comfortable rooms with either island or ocean views, or opt for an oceanfront villa with two floors, two bedrooms, and a full kitchen.
  • Relax by the pool or take a stroll to the beach for white sands, turquoise waters, and endless sunshine.
  • Enjoy private fishing piers, or rent kayaks and bikes to explore the scenic surroundings.
  • Unwind at the hotel’s spa for a full day of relaxation and rejuvenation.

Address:

351 E Ocean Dr, Key Colony Beach, FL 33051
Phone: 305-289-0525

5. Havana Cabana Key West

Havana Cabana Key West

© Havana Cabana Key West

Location:

Key West, Florida

Highlights:

For a fun and stylish stay in Key West, Havana Cabana Key West offers a refreshing blend of modern comfort and vibrant atmosphere. With a luxurious pool, delicious Cuban food, and plenty of games to enjoy, it’s the perfect spot for both relaxation and adventure.

Recommended For:

Couples, families, business travelers, and anyone looking for a lively, comfortable base in Key West.

What I Love: ♥

The largest pool in Key West, fun games like Jenga and cornhole, a Cuban food truck, and watersport concierge services.
  • Stay in one of the newly designed rooms decorated in relaxing blue and white tones, offering a modern, fresh vibe.
  • Start your day with a complimentary breakfast for two guests before heading out to explore.
  • Swim in the largest pool in Key West, or enjoy the outdoor fun with games like Jenga, foosball, and cornhole.
  • Dine at Floridita, the on-site food truck serving delicious Cuban dishes to keep you fueled up.
  • Explore Key West’s watersports with the help of the hotel’s dedicated water concierge, ready to help plan your activities.

Address:

3420 N Roosevelt Blvd, Key West, FL 33040
Phone: 305-294-5541

6. Island City House Hotel

Island City House Hotel

© Island City House Hotel

Location:

Key West, Florida

Highlights:

For a charming stay with a historic vibe, The Island City House Hotel offers three stunning buildings that each bring something unique to your Key West experience. Whether you’re seeking a cozy suite, an island-Victorian fusion parlor, or a spacious luxury suite with a kitchen, this hotel offers a variety of accommodations to suit your needs.

Recommended For:

Couples, families, history lovers, and anyone wanting a blend of classic Key West charm with modern comforts.

What I Love: ♥

The beautifully decorated island-Victorian suites, three distinct buildings with their own character, and the refreshing poolside luxury suites.
  • Stay in the Arch House with bright yellow walls and a range of studios and suites perfect for small or larger groups.
  • Relax in the largest building, the Island City House, featuring twelve suites with private parlors and a mix of island and Victorian decor.
  • Indulge in the luxurious Cigar House, which offers six spacious suites with full kitchens and private balconies right next to the pool.
  • Unwind by the pool or enjoy a leisurely walk to nearby attractions in the heart of Key West.

Address:

411 William St, Key West, FL 33040
Phone: 305-294-5702

Plan Your Trip