Sunset Key Cottages

For a unique blend of island charm and modern comfort, the top resorts in Key West are the perfect choice for a relaxing getaway. Lush tropical gardens, inviting heated pools, romantic sunsets and luxurious accommodations that cater to both families and couples await. From private island retreats offering a secluded escape to centrally-located resorts with full-service amenities, Key West has a variety of options to suit different tastes and budgets. Whether you're searching for a family-friendly resort or a romantic hideaway, our Gurus have come up with a selection of the top resorts in Key West so you can start planning your ideal island escape.

For a family-friendly resort

Santa Maria Suites Resort

  • Set in gorgeous tropical palm-fringed gardens surrounding two heated outdoor pools, Santa Maria Suites Resort in downtown Key West is a great option for families. Suites are bright and airy, have private balconies and feature fully-equipped kitchens, washing machines and flat-screen TVs. Even better, all children under 13 years stay free of charge when using existing beds.
  • Families are well-catered for at Ocean's Edge Hotel & Marina, a stylish resort and, as the name suggests, right by the sea. Rooms have a cool nautical theme with seaside-inspired soft furnishings — spacious family suites are available. With six swimming pools, fishing packages and a host of watersport activities, there's something for everyone here.

The Capitana

  • The Capitana offers family-friendly waterfront suites, cottages, and guestrooms with furnished balconies overlooking the Gulf on the northern edge of Key West. Some rooms have an additional set of bunk beds for the kids, plus there's a landscaped pool, access to the beach and multiple dining options. 
  • Anyone wanting a quiet spot, yet not too far from the vibrant nightlife, should look at the Parrot Key Hotel & Villas. This sprawling resort set on a white-sand beach offers bright rooms, including family suites, with spacious terraces and sea views. There are four outdoor pools and plenty of activities on offer.
  • Winslow's Bungalows has three pools and spacious rooms and suites, including family options. Snorkel kits are provided to all guests, and family pets are looked after too, with dog bowls, beds and treats provided.

For a private island retreat

Sunset Key Cottages

  • Sunset Key Cottages, some with their own pools, give the feel of a private family holiday with the convenience of hotel amenities. Choose from two to four bedroom units and look out to the beautiful white sand beaches that surround the tiny island this resort sits on. With a spa, exceptional service, a restaurant and a host of on-site activities, it's a dream getaway.

For a couples' escape

Pier House Resort & Spa

  • Pier House Resort & Spa is an adults-only option located right on the ocean. Rooms have floor-to-ceiling windows, antique-style furniture, and crisp white linen; book the Presidential Suite for a whirlpool tub. All the suites have private balconies and the full-service spa offers a wide range of facials, wraps and massages — perfect for a relaxing couples' getaway. 
  • Set in lush gardens, The Marker Key West is a luxurious oceanfront property with three pools, a cool cocktail bar, indulgent suites and top-notch dining. It looks traditional on the outside but step inside and it's chic and contemporary. A sophisticated pick for couples who want to chill out in style. 
  • Just steps from Duval Street's renowned nightlife, Ocean Key Resort & Spa is another chic couples' choice. Vibrant tropical-inspired suites, luxury bathrooms and three restaurants (one set on a pier) await. Plus, there's an expansive spa offering indulgent couples' treatments. Bliss.

Still not sure?

The 9 Top Resorts in Key West

Santa Maria Suites Resort

Key West (Florida)

Downtown Key West resort with tropical palm-fringed gardens surrounding two heated outdoor pools. Carefully appointed suites are bright and airy, have private balconies and feature fully equipped kitchens to cook for family and friends. Alternatively, dine in the sophisticated Japanese restaurant.

  • Restaurant - "Ambrosia" restuarant serves delicately balanced Japanese cuisine.
  • Sights nearby - Ten minutes' walk from the Ernest Hemingway house.
  • Swimming Pool - Two outdoor heated pools
  • On the beach
from $529 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Ocean's Edge Hotel & Marina

Key West (Florida)

This stylish resort is located by the sea in Key West. Guestrooms have a nautical theme, with a royal blue and crisp white colour palette and seaside-inspired soft furnishings. With six swimming pools and watersports activities available, this resort is perfect for a family beach break.

  • Families - Families are well-catered to at this hotel, with family suites available and lots of child-friendly activities
  • Beach Life - Set on the coast in Keys West, Florida, this hotel is perfectly placed for a stress-free beach getaway
  • Active Holiday - A range of watersports are available at the resort, making it a great option for active guests
  • Fishing - Enjoy a family fishing adventure with a hotel package; enquire with your room reservation
from $239 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Parrot Key Hotel & Villas

Key West (Florida)

A sprawling resort set on a white-sand beach. Managing to be both fun and filled with activity yet still have a distinctly tranquil feel. Bright spacious rooms are all white-on-white with large terraces offering sea views. There are options for groups or families too. The perfect sunshine escape.

  • Families - With family suites and plenty of activities on offer this is an ideal family holiday destination
  • Beach Life - A tranquil beach escape within Key West
  • Fishing - Deep sea fishing and inshore fishing can be organised by the hotel
  • Swimming Pool - Four outdoor pools
from $279 for 1 room, 1 night including taxes & fees
Check availability on Expedia

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 $349 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 $789 for 1 room, 1 night including taxes & fees

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 $379 for 1 room, 1 night including taxes & fees
Check availability on Expedia

The Marker Key West

Key West (Florida)

An elegant luxury hotel on Key West's waterfront. Set in verdant gardens, the conch-inspired house feels traditional on the outside but interiors are chic, minimalist, and contemporary. With three pools, a hip outdoor cocktail bar and excellent restaurant, this is a sophisticated stay.

  • Luxury - A luxurious ocean front property set in 2-acres of lush grounds complete with three pools, indulgent suites and elevated dining
  • Active Holiday - Key West is all about the ocean - spend days trying your hand at watersports, sailing, diving or snorkelling
  • Diving - Key West is surrounded by beautiful coral reefs - perfect for diving
  • Restaurant - Island inspired food at the Starboard
from $214 for 1 room, 1 night including taxes & fees

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
  • Restaurant
from $300 for 1 room, 1 night including taxes & fees
Check availability on Expedia

The Capitana

Key West (Florida)

Family-friendly waterfront suites, cottages, and guestrooms with furnished balconies overlooking the Gulf on the northern edge of Key West. All feature breezy, comfortable furnishings and coastal-chic decor. Water views, a landscaped pool, access to the beach and multiple dining options. Superb.

  • Romantic Break - Breezily styled accommodations with chic interiors, plus buzzing bars and cool pool area
  • Families - Families will love the rooms which have an additional set of bunk beds for the kids
  • Beach Life - One of the few properties in Key West with direct access to a beach
  • Restaurant - Poolside Tiki bar, a beach snack bar, and a breakfast restaurant for guests or fine dining at sister hotel Sunset Key Cottages
from $299 for 1 room, 1 night including taxes & fees

Written by Jan Gooderham

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