The Florida Keys Travel Guide

17 Hotels

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17 Hotels

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1

Ambrosia Key West

$$$ | 615, 618, 622 Fleming St.

If you desire personal attention, a casual atmosphere, and a dollop of style, stay at these twin inns spread o... Read More

B&B/Inn · Pet Friendly · Family


2

Baker's Cay Resort Key Largo, Curio Collection by Hilton

$$$ | 97000 Overseas Hwy.

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

Resort · Fodor's Choice · Pet Friendly · Family


3

Casa Marina, Curio Collection by Hilton

$$$ | 1500 Reynolds St.

This luxurious property is on the largest private beach in Key West, and it has the same richly appointed lobb... Read More

Resort · Family


4

Casa Morada

$$$ | 136 Madeira Rd.

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

B&B/Inn · Pet Friendly

5

Hawks Cay Resort

$$$ | Duck Key 61 Hawks Cay Blvd.

The 60-acre, Caribbean-style retreat with a full-service spa and six restaurants has plenty to keep the kids o... Read More

Resort · Fodor's Choice · Family


6

Island City House Hotel

$$$ | 411 William St.

A private garden with brick walkways, tropical plants, and a canopy of palms sets this convivial guesthouse ap... Read More

B&B/Inn · Family


7

La Siesta Resort & Marina

$$$ | 80241 Overseas Hwy.

With 6 acres of oceanfront property, accommodations that range from studio units to a glamorous three-bedroom... Read More

Family · Pet Friendly · Resort


8

Marquesa Hotel

$$$ | 600 Fleming St.

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

Hotel · Fodor's Choice

9

NYAH: Not Your Average Hotel

$$$ | 420 Margaret St.

From its charming white picket fence, it may look similar to other Victorian-style Key West B&Bs, but that’s w... Read More

B&B/Inn


10

Playa Largo Resort & Spa, Autograph Collection

$$$ | 97450 Overseas Hwy.

At this luxurious, 14-acre, bayfront retreat, you'll find one of the nicest beaches in the Keys, as well as wa... Read More

Resort · Fodor's Choice · Family


11

Reefhouse Resort & Marina

$$$ | 103800 Overseas Hwy.

Set on 17 acres overlooking Blackwater Sound, this hotel has been given a much-needed refresh, including the r... Read More

Resort · Family


12

Simonton Court

$$$ | 320 Simonton St.

A small world all its own, this adults-only maze of accommodations and four swimming pools makes you feel deli... Read More

B&B/Inn

13

Southernmost Beach Resort

$$$ | 1319 Duval St.

Rooms at this hotel on the quiet end of Duval—a 20-minute walk from downtown—are modern and sophisticated, and... Read More

Hotel · Fodor's Choice · Family


14

The Grand Maloney

$$$ | 529 Caroline St.

It took nearly two years to restore this property—dating from the late 19th century and named after Walter C.... Read More

Hotel


15

The Islands of Islamorada

$$$ | Islamorada 82779 Old Hwy.

Situated right on the Atlantic, this luxury club resort has waterfront villas and hotel suites, all nestled al... Read More

Hotel · Fodor's Choice


16

The Marker

$$$ | 200 William St.

The Marker is a welcome and luxurious option on the waterfront in Old Town, with conch-style architecture and... Read More

Resort

17

Winslow's Bungalows

$$$ | 725 Truman Ave.

Part of the Kimpton Hotel brand, this 1854, Grand Bahama–style house on the National Register of Historic Plac... Read More

Hotel · Pet Friendly · Trusted Brand

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