The Florida Keys Travel Guide

12 Hotels

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1
  • dining
  • relaxing

The Reach, A Waldorf Astoria Resort

$$$ | 1435 Simonton St.

You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More

  • dining
  • relaxing

The Reach, A Waldorf Astoria Resort

$$$ | 1435 Simonton St.

You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More

2
  • luxury
  • dining
  • best for nightlife
  • relaxing

Casa Marina, A Waldorf-Astoria Resort

$$$ | 1500 Reynolds St.

If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More

  • luxury
  • dining
  • best for nightlife
  • relaxing

Casa Marina, A Waldorf-Astoria Resort

$$$ | 1500 Reynolds St.

If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More

3
  • luxury
  • dining
  • activities

Cheeca Lodge & Spa

$$ | MM 82 OS

See and be seen at Cheeca Lodge and Spa. Read More

  • luxury
  • dining
  • activities

Cheeca Lodge & Spa

$$ | MM 82 OS

See and be seen at Cheeca Lodge and Spa. Read More

4
  • dining
  • best for nightlife

Pier House Resort and Spa

$$$$ | 1 Duval St.

Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More

  • dining
  • best for nightlife

Pier House Resort and Spa

$$$$ | 1 Duval St.

Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More

5
  • relaxing

Santa Maria Suites

$$$$ | 1401 Simonton St.

Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More

  • relaxing

Santa Maria Suites

$$$$ | 1401 Simonton St.

Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More

6
  • authentic
  • relaxing

Key West Marriott Beachside Hotel

$$$$ | 3841 N. Roosevelt Blvd.

A whopping seven acres on the Gulf of Mexico, this is the place to stay if you love to earn your Marriott poin... Read More

  • authentic
  • relaxing

Key West Marriott Beachside Hotel

$$$$ | 3841 N. Roosevelt Blvd.

A whopping seven acres on the Gulf of Mexico, this is the place to stay if you love to earn your Marriott poin... Read More

7
  • best for nightlife

La Concha Hotel & Spa

$$$ | 430 Duval St.

Historic properties always have their quirks, and La Concha is no exception, but Read More

  • best for nightlife

La Concha Hotel & Spa

$$$ | 430 Duval St.

Historic properties always have their quirks, and La Concha is no exception, but Read More

A 8

Azul Key West

$$ | 907 Truman Ave., Key West, Florida, 33040, USA

The ultramodern—nearly minimalistic—redo of this classic circa-1903 Queen Anne mansion is a break from the sen... Read More

Azul Key West

$$ | 907 Truman Ave., Key West, Florida, 33040, USA

The ultramodern—nearly minimalistic—redo of this classic circa-1903 Queen Anne mansion is a break from the sen... Read More

H 9

Hilton Key Largo Resort

$$ | MM 97 BS, 97000 Overseas Hwy., Key Largo, Florida, 33037, USA

Nestled within a hardwood hammock (localese for uplands habitat where hardwood trees such as live oak grow) ne... Read More

Hilton Key Largo Resort

$$ | MM 97 BS, 97000 Overseas Hwy., Key Largo, Florida, 33037, USA

Nestled within a hardwood hammock (localese for uplands habitat where hardwood trees such as live oak grow) ne... Read More

O 10

Ocean House

$$$ | MM 82 OS, 82885 Old Hwy., Islamorada, Florida, USA

This adults-only boutique hotel is situated right on the Atlantic, yet it's hidden from passersby amid lush ga... Read More

Ocean House

$$$ | MM 82 OS, 82885 Old Hwy., Islamorada, Florida, USA

This adults-only boutique hotel is situated right on the Atlantic, yet it's hidden from passersby amid lush ga... Read More

P 11

Playa Largo Resort and Spa, Autograph Collection

$$$ | 97450 Overseas Hwy., Key Largo, Florida, 33037, USA

This luxurious retreat, the first new hotel in Key Largo in over 21 years, is nestled on 14½ bay-front acres.... Read More

Playa Largo Resort and Spa, Autograph Collection

$$$ | 97450 Overseas Hwy., Key Largo, Florida, 33037, USA

This luxurious retreat, the first new hotel in Key Largo in over 21 years, is nestled on 14½ bay-front acres.... Read More

T 12

Tranquility Bay

$$$$ | MM 48.5 BS, 2600 Overseas Hwy., Marathon, Florida, 33050, USA

Ralph Lauren could have designed the rooms at this stylish, luxurious resort on a nice beach. The 87 two- and... Read More

Tranquility Bay

$$$$ | MM 48.5 BS, 2600 Overseas Hwy., Marathon, Florida, 33050, USA

Ralph Lauren could have designed the rooms at this stylish, luxurious resort on a nice beach. The 87 two- and... Read More

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