
Key Largo, MM 99
Bungalows Key Largo
Adults-only all-inclusive with no phones by the pool
Explore Hotel
The Florida Keys, USA
Green signs count down from 106 to zero across 42 bridges. Locals give addresses by the number and so should you.
The places to stay

Key Largo, MM 99
Adults-only all-inclusive with no phones by the pool
Explore Hotel
Key Largo, MM 97
Thirteen hectares with the best beach in the upper Keys
Explore Hotel
Key Largo, MM 97 bayside
Bayside marina with rooms angled at the sunset
Explore Hotel






Mallory Square, Key West
Pool deck over the water where the sunset happens
Explore Hotel
By Happi · Last updated September 2026
A little local perspective
$$ to $$$$ — roughly $350-1,500 a night, peaking December to April
The Florida Keys are addressed by mile marker. Green signs count down from MM 106 at the top of Key Largo to MM 0 in Key West, 180 kilometres later, and locals give directions and addresses by the number. It is the most useful piece of geography in the state because the number tells you almost everything about a property before you look at a photograph.
There is one road, US 1, connecting 42 bridges and about 30 inhabited islands. If it closes, and it does in storms, there is no alternative route.
MM 106 to 90, Key Largo. An hour from Miami, the closest to the mainland, and the diving capital of the chain. John Pennekamp is the first undersea park in America and the reef is offshore.
MM 90 to 70, Islamorada. Sportfishing. The channels between the islands funnel tarpon and bonefish and the town has been a fishing destination for a century.
MM 70 to 40, Marathon and the middle Keys. Quieter, family-oriented, with the Seven Mile Bridge at the bottom of it.
MM 40 to 5, the lower Keys. Almost undeveloped. Big Pine has miniature Key deer and Bahia Honda has the only real natural beach in the chain.
MM 5 to 0, Key West. A town rather than a resort strip: Cuban and Bahamian architecture, Duval Street, and a genuine end-of-the-road feeling.
The one thing nobody mentions: the Keys have very little natural sand. These are coral islands fringed by mangrove and rock, and most resort beaches are imported and narrow. Come for the water rather than the beach.
The twelve below run down the chain in order.
Closest to Miami, best diving.
Bungalows Key Largo occupies a private site with all-inclusive adults-only bungalows in mangrove gardens, no televisions and a policy against phones by the pool. It is the most restful property in the chain.
Playa Largo Resort & Spa sits on 13 hectares of hammock with several pools, a good beach for the Keys and full family facilities.
Baker's Cay Resort Key Largo occupies a bayside position with a marina, a large pool and rooms angled at the sunset, which on the bay side of the Keys is the better direction.
The fishing capital, with the best restaurants in the middle chain.
Cheeca Lodge & Spa sits on 11 hectares with a fishing pier, a golf course and a history going back to 1946. It is the classic Islamorada address.
The Islander Resort occupies a stretch of oceanfront with a marina, a pool and a lower rate than its neighbour.
Quieter, family-weighted, at the foot of the Seven Mile Bridge.
Hawks Cay Resort occupies its own island at Duck Key, connected by bridge, with six pools, a marina and a saltwater lagoon. It is the family answer in the Keys.
Isla Bella Beach Resort sits on Knights Key at the northern end of the Seven Mile Bridge with the longest private beach in the chain and a contemporary interior.
Almost undeveloped. Mangrove, deer and the best natural beach.
Little Palm Island Resort & Spa occupies a private island reached only by boat or seaplane, with thatched bungalows, no televisions and no guests under sixteen. It is the most secluded hotel in Florida.
A town, not a strip. Old wooden houses, a working harbour and the end of the road.
Casa Marina Key West occupies a 1920s building on the largest beach in Key West with two pools and a pier. It is the most complete resort in town.
The Reach Key West sits beside it with a smaller beach, a pier and a quieter tone.
Ocean Key Resort & Spa occupies the corner at Mallory Square where the sunset celebration happens, with a pool deck over the water and the best position in Old Town.
Pier House Resort & Spa sits on the harbour with a beach, a spa and the shortest walk to Duval Street.
The guesthouses and converted conch houses across Old Town Key West are excluded, and several are the most likeable places to sleep in the chain. They are guesthouses rather than hotels, which is the standard applied throughout.
Get in the water. Snorkel or dive the reef off Key Largo, which is the only living coral barrier reef in the continental United States. Kayak the mangroves. Fish the flats at Islamorada.
Drive the Seven Mile Bridge and stop at Bahia Honda for the beach, which is the one genuinely natural stretch of sand in the Keys.
In Key West, walk Old Town in the morning, do the Hemingway House and the Truman Little White House, and watch the sunset at Mallory Square once.
Take a boat to the Dry Tortugas, 110 kilometres west of Key West, where a nineteenth-century fort sits on an island with extraordinary snorkelling. It is a full day by ferry or seaplane.
Miami is an hour from Key Largo and four hours from Key West. Key West has its own airport with limited connections.
December to April is the dry season and peak. June to November is hurricane season, with the highest risk from August to October; storms close US 1 and evacuations are ordered for the chain.
Book restaurants in Key West in season. Mosquitoes and no-see-ums are real in the mangrove areas.
Prices shown are sample rates from upcoming dates — not quotes for specific dates. Open a hotel and choose your own dates and guests to see the exact price.
Key Largo for diving, Islamorada for fishing, Marathon for families, Key West for a town. The chain takes four hours end to end.
Not by Caribbean standards. These are coral islands and most resort sand is imported. The water is the point.
Key West for atmosphere and nightlife, the upper Keys for the reef and quiet. Many people split the week.
Six. Three in Key West and three further up, which avoids driving the whole chain twice.