The Florida Keys Travel Guide

15 Hotels

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1
  • luxury
  • dining
  • location

Little Palm Island Resort & Spa

$$$$ | MM 28.5 OS, 28500 Overseas Hwy.

There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More

  • luxury
  • dining
  • location

Little Palm Island Resort & Spa

$$$$ | MM 28.5 OS, 28500 Overseas Hwy.

There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More

2
  • luxury
  • dining

Sunset Key Cottages

$$$$ | 245 Front St.

Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More

  • luxury
  • dining

Sunset Key Cottages

$$$$ | 245 Front St.

Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. 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
  • best for nightlife

The Gardens Hotel

$$$$ | 526 Angela St.

Could this be the most luxurious hotel in all of Key West? Yes, indeed. Read More

  • best for nightlife

The Gardens Hotel

$$$$ | 526 Angela St.

Could this be the most luxurious hotel in all of Key West? Yes, indeed. Read More

5
  • luxury

The Moorings Village

$$$$ | MM 81.6 OS, 123 Beach Rd.

It’s all about privacy and solitude at this stunning oceanfront property. Read More

  • luxury

The Moorings Village

$$$$ | MM 81.6 OS, 123 Beach Rd.

It’s all about privacy and solitude at this stunning oceanfront property. Read More

6
  • dining
  • activities

Hawks Cay Resort

$$$ | MM 61 OS, 61 Hawks Cay Blvd.

Hawks Cay is an island unto itself, a sprawling playground for adults and families alike. Read More

  • dining
  • activities

Hawks Cay Resort

$$$ | MM 61 OS, 61 Hawks Cay Blvd.

Hawks Cay is an island unto itself, a sprawling playground for adults and families alike. Read More

7
  • relaxing

Kona Kai Resort, Gallery & Botanic Gardens

$$ | MM 97.8 BS, 97802 Overseas Hwy.

Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More

  • relaxing

Kona Kai Resort, Gallery & Botanic Gardens

$$ | MM 97.8 BS, 97802 Overseas Hwy.

Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More

8
  • dining

Ocean Key Resort & Spa

$$$$ | Zero Duval St.

Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More

  • dining

Ocean Key Resort & Spa

$$$$ | Zero Duval St.

Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More

9
  • 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

C 10

Casa Morada

$$$ | MM 82 BS, 136 Madeira Rd., Islamorada, Florida, 33036, USA

This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More

Casa Morada

$$$ | MM 82 BS, 136 Madeira Rd., Islamorada, Florida, 33036, USA

This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More

H 11

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

M 12

Marquesa Hotel

$$$ | 600 Fleming St., Key West, Florida, 33040, USA

In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More

Marquesa Hotel

$$$ | 600 Fleming St., Key West, Florida, 33040, USA

In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More

O 13

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 14

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 15

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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