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Best Places to Stay in Florida Keys on the Beach

Florida Keys Places to Stay On the Beach

Welcome to the Florida Keys, where sandy beaches, crystal-clear waters, and stunning sunsets create the perfect setting for a beachfront getaway. From Key Largo to Key West, we have put together the best places to stay in Florida Keys on the beach.

Whether you’re seeking relaxation or adventure, the Florida Keys offer an array of lodging to suit every traveler’s needs. From luxury resorts to quaint beachfront cottages, there’s a place for everyone to experience the bliss of beachfront accommodations.

When it comes to choosing where to stay, the options can feel overwhelming. That’s why we’ve curated a list of the best places to stay in Florida Keys on the beach, ensuring that your vacation is nothing short of extraordinary.

Most of our list are places we have stayed and visited throughout the many years of Florida travel.

You can dive into the vibrant marine life in Key Largo, experience the laid-back charm of Islamorada, or explore the lively streets of Key West. Each destination offers its own unique charm, guaranteeing a memorable and fulfilling stay.

Pack your flip-flops and sunscreen, because the Florida Keys are calling. Discover the perfect beachfront oasis and experience the beauty and tranquility that this tropical paradise has to offer. Your ultimate beachfront destination awaits in the Florida Keys.

Places to stay in Florida Keys on the beach
The beautiful Florida Keys is waiting for you!

Overview of What You Need to Know Before You Go to the Florida Keys

The Florida Keys are a coral cay archipelago located off the southern coast of Florida, forming the southernmost portion of the continental United States.

The Florida Keys, a string of islands stretching off the southern tip of Florida, are a popular destination for tourists from around the world. Each island has its own unique charm and attractions, making it difficult to choose just one to visit.

The Florida Keys extend about 120 miles (193 kilometers) from the southern tip of the Florida peninsula into the Gulf of Mexico and the Atlantic Ocean. The archipelago consists of over 1,700 islands, though only about 43 of them are connected by bridges, making up the main inhabited areas.

The Main Islands in the Florida Keys are:

Key Largo

The northernmost and largest of the keys, Key Largo is known for its diving opportunities, including the John Pennekamp Coral Reef State Park, the first undersea park in the United States.

things you need when flying

Islamorada

 Often called the “Sportfishing Capital of the World,” Islamorada comprises six islands and is renowned for its fishing tournaments and water sports.

Map of the Florida Keys of places to stay in Florida Keys on the Beach
Map of the Florida Keys

Marathon

 Located in the middle of the Keys, Marathon is a hub for boating and family-friendly activities. It’s also home to the famous Seven Mile Bridge, one of the longest bridges in the world.

Lower Keys

 This area includes Big Pine Key, home to the National Key Deer Refuge, where visitors can observe the endangered Key deer in their natural habitat.

Key West

The southernmost and most famous of the keys, Key West is known for its vibrant nightlife, historic sites, and artistic community. It’s also the closest point in the continental United States to Cuba, lying just 90 miles (145 kilometers) south.

Each of the islands fronts the Atlantic Ocean on the southerly side and the Florida Bay (Gulf) on the bayside. The places to stay in Florida Keys on the beach can be on either side. If you prefer the “big” ocean choose the oceanfront. If you want the calmer waters of the bay, choose a place to stay on the bayside of the island.

Overall, the Florida Keys offer a blend of natural beauty, outdoor adventure, and colorful culture, making them a beloved destination for travelers seeking relaxation and exploration.

We will recommend places to stay in Florida Keys on the beach based on one of the above-referenced islands.

places to stay in Islamorada on the beach The Moorings Village
One of the interesting places to stay in Islamorada is The Moorings Village which was the location of the Netflix series Bloodline. Great place but hard to get reservations.

Places to Stay in Key Largo on the Beach

Key Largo is the first island you’ll encounter when driving from mainland Florida, making it the gateway to the Florida Keys. This tropical paradise is known for its clear turquoise waters, vibrant coral reefs, and abundant marine life. Dive or snorkel at the John Pennekamp Coral Reef State Park, the first undersea park in the United States, or take a kayak tour through the mangroves of the Everglades National Park.

When it comes to accommodations, Key Largo offers a mix of luxurious resorts and cozy waterfront cottages. Many resorts have their own private beaches, pools, and water sports facilities, allowing you to make the most of your time in Key Largo.

Our Recommendations for Places to Stay in Key Largo on the Beach

Playa Largo Resort & Spa

places to stay in Key Largo - Playa Largo
Playa Largo Resort in Key Largo.

Located close to John Pennekamp Coral Reef State Park, Playa Largo Resort & Spa, Autograph Collection provides a marina, a beach bar, and a poolside bar. With a beachfront location, beach cabanas, and sun loungers, this resort is the perfect place to soak up some sun. 

Treat yourself to a Swedish massage, a body scrub, or a facial at the onsite spa. At the 3 on-site restaurants, enjoy breakfast, lunch, dinner, light fare, and American cuisine. Enjoy the 24-hour gym, as well as activities like volleyball, snorkeling, and kayaking. 

In addition to a terrace and a firepit, guests can connect to free in-room WiFi. One of the better choices near many attractions. We have enjoyed this resort several times.


Bakers Cay Resort

places to stay on the beach in Key Largo Bakers Cay
Bakers Cay Resort Key Largo

Located on the Gulf of Mexico and surrounded by lush landscaping and nature trails, Baker’s Cay Resort Key Largo, Curio Collection By Hilton offers private beach access. Each guestroom comes standard with a small refrigerator, coffee maker, and ironing facilities. 

A TV, complete with premium cable and in-room movies, is provided. Select rooms feature a balcony. A variety of water sports, including snorkeling, diving, and boat tours are also available at the resort. 

Guests can also enjoy 2 outdoor swimming pools as well as a modern on-site fitness center. The Baker’s Cay Resort is 11 minutes’ drive from John Pennekamp National Marine Sanctuary. Theater of the Sea marine animal park is a 21-minute’ drive away. 

Luxury resort very popular bayside.


Largo Resort

places to stay in Key Largo on the beach Largo Resort
Largo Resort Key Largo

Located in Key Largo, a 19-minute walk from John Pennekamp State Park, Largo Resort has accommodations with free bikes, free private parking, an outdoor swimming pool and a garden. 

7.1 miles from Pigeon Key and 17 miles from Windley Key, the property provides water sports facilities and a private beach area. 

Some accommodations at the property have a patio with a sea view. Great place to stay if you are going to John Pennekamp. Excellent reviews too. Bayside.


Island Bay Resort

Places to stay in Key Largo on the beach Island Bay Resort
Island Bay Resort Key Largo

Located just south of Key Largo, within 1.4 miles of Harry Harris Park Beach and 2.6 miles of Pigeon Key, Island Bay Resort provides accommodations with a garden and free WiFi as well as free private parking for guests who drive. 

Each room at the 3-star hotel has garden views, and guests can enjoy access to a sun terrace. Upper Matecumbe Key is 11 miles away and Windley Key Fossil Reef Geological State Park is 8.3 miles from the hotel. Very reasonable rates on the bayside.

More About Key Largo Florida

Vacation Rentals in Key Largo Florida

Things To Do in Key Largo Florida

Get Your Guide to Key Largo


Places to Stay in Islamorada on the Beach

Located in the upper middle Keys, Islamorada is often referred to as the “Sportfishing Capital of the World.” This charming island is a haven for fishing enthusiasts, offering some of the best fishing opportunities in the region.

Whether you’re a seasoned angler or a beginner, you’ll find plenty of charter boats and fishing guides ready to take you on an unforgettable fishing adventure.

Aside from fishing, Islamorada also boasts beautiful beaches, stunning sunsets, and a laid-back atmosphere.

Our List of Recommended Places to stay in Islamorada Florida on the beach:

Cheeca Lodge & Spa

Places to stay in Islamorada on the beach Cheeca Lodge
Cheeca Lodge Islamorada Florida

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida. It features a 9-hole par 3 golf course, on-site spa, and a 525-foot fishing pier. 

Each guestroom includes dark hardwood furniture and a balcony with views of the resort. Guests can watch movies on the 42-inch flat-screen TV with a DVD player or browse the internet with free WiFi. 

An in-room safe and coffee maker are also provided. One of the best-known oceanfront resorts in the Keys. 

One of the most famous places to stay in Florida Keys on the beach.


Islander Resort

Places to stay in Islamorada on the beach Islander Resort
Islander Resort Islamorada

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and activities. 

Relax and enjoy beautiful views from fully furnished private porches or lanais. Spend the afternoon lounging by the Islander’s 2 on-site swimming pools. 

Enjoy on-site dining at Beachside Bar and Grill.


Post Card Inn Beach Resort & Marina

We are being told this name will change since the property was purchased and remodeled. This is one of our favorite resorts in the Keys for three reasons;places to stay in Islamorada on the beach post card inn

  1. Beautiful oceanfront beach
  2. One of the best Tiki Bars in the Florida Keys
  3. A large marina where you can watch the fishing boats come in

We know the hotel has recently been remodeled and we look forward to our next visit this summer. 

We have stayed here many times and are anxious to see the improvements being advertised.


Amara Cay

Places to stay in islamorada on the beach Amara Cay
Amara Cay Islamorada

Guests can relax on beachside hammocks or enjoy the outdoor pool at Amara Cay Resort. An on-site fitness center is available, as well as a meeting space.

 A flat-screen TV, work desk, and safety deposit box come standard in every guestroom. Bicycle rentals and luggage storage are offered on-site. Sample a custom cocktail at the Tiki Bar or experience Amara Cay Resort’s restaurant, ReelCatch. 

The History of Diving Museum is 3 mi away. Guests will be 8 minutes’ drive from Anne’s beach. Windley Key Fossil Reef Geological State park is 8 minutes’ drive. Oceanside with amazing views.

More About Islamorada Florida

Vacation Rentals in Islamorada

Things To Do in Islamorada

Get Your Guide to Islamorada


Places to Stay in Marathon on the Beach 

Located in the middle of the Florida Keys, Marathon is often considered the heart of the island chain. This family-friendly destination offers a mix of natural beauty and outdoor activities. Visit the picturesque Sombrero Beach, go snorkeling or diving at the stunning coral reefs of the Florida Keys National Marine Sanctuary, or take a leisurely stroll along the historic Seven Mile Bridge.

When it comes to accommodations, Marathon has a variety of options to suit every budget.

Our List of Places to Stay in Marathon on the Beach:

Hawks Cay Resort

places to stay in Marathon Florida on the beach Hawks Cay
Hawks Cay Marathon Florida

Undoubtedly our favorite resort in the Florida Keys for families. 

Hawks Cay is on the ocean side with family-friendly amenities throughout the resort. You have choices of hotel rooms or multi-room suites the whole family can enjoy. 

Featuring a full-service spa, this resort hotel has 5 pools and a tennis court. Fishing, diving, and jet skiing are offered in the clear waters of Hawks Cay. Spa services include massages, body bar treatments, and facials. 

Salon services are also available, and the property houses a fitness center, complete with cardio and strength training machines. Island-themed rooms and cottages feature Caribbean-style wood furniture.

 A flat-screen cable TV, refrigerator and coffee maker are provided. Free WiFi is available. Great restaurants are on-site also. one of the best places to stay in Florida Keys on the beach for families.


Tranquility Bay Resort
places to stay in marathon on the beach Tranquility Bay
Tranquility Bay Marathon Florida

Tranquility Bay Resort offers beachfront accommodations in Marathon, FL. Three pools are located on-site, including an adult-only pool and a heated pool for children. 

Every charming guestroom includes a flat-screen TV, a small refrigerator, and coffee-making facilities. Beach homes feature an in-suite kitchen, 42-inch flat-screen TV, and private laundry facilities. 

Relax with in-room spa services or workout in the on-site fitness room. Water sports, such as kayaking and paddle boarding, are available. Bayside, hotel is very quiet. Our stay here was enjoyable and budget-friendly!


Isla Bella Beach Resort

places to stay in Marathon on the beach Isla Bella Resort
Isla Bella Resort Marathon

Located in Marathon, within 4.3 mi of Conch-Air Florida Keys Scenic Flights and 6.2 mi of Florida Keys Aquarium Encounters, Isla Bella Beach Resort features a private beach area. 

Located around 3.7 mi from Seven Mile Bridge, the resort is also 6.2 mi away from Captain Hook’s Marina Dive Center. A Deep Blue Dive Center is 6.8 mi away. 

At the resort, rooms have a terrace. Rooms are fitted with a flat-screen TV, and certain units at Isla Bella Beach Resort have a balcony. The rooms feature a private bathroom with a bath. 

The property has a full breakfast menu to choose from. Our in-house restaurant serves a variety of Hawaiian Regional Cuisines. The wellness area at the accommodations is consisted of a hot tub and a fitness center. 

Guests at Isla Bella Beach Resort will be able to enjoy activities in and around Marathon, like cycling and fishing. One of the newest resorts in the Keys oceanside at the base of the seven-mile bridge. Beautiful ocean views.


Courtyard by Marriott Faro Blanco Resort

places to stay in marathon florida on the beach Faro Blanco
Faro Blanco Resort Marathon Florida

Faro Blanco Resort offers free WiFi and along with two outdoor pools and a hot tub, the resort features lawn games, kayak, paddleboard, and jet ski. Guests will be 5 5-minute’ walk from the Turtle Hospital and 16 minutes’ drive from the Dolphin Research Center

A microwave, coffee machine, and small refrigerator are featured in each room at this Courtyard by Marriott. A flat-screen TV, desk, and private bathroom with a hairdryer are also included. A 24-hour front desk and a fitness center are available at the property. 

The on-site restaurant, The Bistro, serves breakfast in the morning, dinner and alcoholic beverages in the evening, and specialty beverages brewed with Starbucks® coffee. Conch-Air Florida Keys Scenic Flights and Florida Keys Marathon Airport are each 3.1 mi from Courtyard by Marriott Faro Blanco Resort. 

Bayside and budget-friendly.

More About Marathon Florida

Vacation Rentals in Marathon

Things to Do in Marathon Florida

Get Your Guide to Marathon Florida


Places to Stay in Key West on the Beach

Key West is the southernmost island in the Florida Keys and is known for its vibrant atmosphere and lively nightlife. This island paradise offers a mix of history, culture, and natural beauty.

Explore the iconic Duval Street, lined with shops, bars, and restaurants, or visit the historic Ernest Hemingway Home and Museum. For those seeking outdoor adventures, there are plenty of opportunities for snorkeling, diving, and fishing in the crystal-clear waters surrounding the island.

When it comes to accommodations, hotels in Key West with beachfront aren’t as many as you would think. Many are just a short walk away but we have our favorites that ARE hotels in Key West with beachfront.

Our Recommendations for Places to Stay in Key West on the Beach

Casa Marina Resort by Hilton

One of our favorite resorts for privacy,

stay keys casa marina
Places to stay in Key West on the beach Casa Marina

serenity and great ocean views. Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages and 2 oceanfront pools. Duval Street is 7 minutes drive from the resort. 

Classically-designed rooms offer a flat-screen TV, private bathroom, and coffee-making facilities. A small refrigerator is also provided. Spa al Mare features a selection of massages, facials, and aromatherapies. 

Deep-sea fishing, windsurfing, and water sports activities are easily accessible from Casa Marina Key West. Pick up morning coffee, pastries, and breakfast sandwiches at Flager’s Restaurant. Key West Golf Club is 13 minutes drive and offers 18 holes. 

Bicycling, fishing, kayaking, and more can be enjoyed at Fort Zachary Taylor Historic State Park, 11 minutes’ drive.


Southernmost Beach Resort

Places to stay in Key West on the beach - Southernmost Beach Resort
Southernmost Beach Resort

The southernmost beach resort in Key West boasts not only breathtaking ocean views but also an array of amenities designed to indulge every whim. 

From luxurious suites adorned with coastal-inspired decor to world-class dining experiences featuring fresh seafood and local flavors, every detail has been carefully crafted to ensure an unforgettable stay. 

Adventure-seekers can explore the vibrant coral reefs just offshore through snorkeling or diving excursions, while those seeking relaxation can unwind with a massage at the on-site spa. With its blend of tropical elegance and laid-back island charm, the southernmost beach resort in Key West offers a slice of paradise where every moment is infused with the magic of the Florida Keys.

 Oceanside near the south end of Duval Street.


The Reach Key West by Hilton

Places to stay in Key West on the beach - The Reach
The Reach in Key West by Hilton

Located in Key West’s Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-yard private beach and rooms with a private balcony. Duvall Street is 15 minutes’ walk away. 

A refrigerator and flat-screen TV are standard in each room. The Reach Key West also includes an in-suite refrigerator and bathrobes. Some suites and studios have a sofa bed. 

An outdoor pool is on-site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 5 mi away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 10-minute’ walk from the The Reach Key West.


Pier House Key West

places to stay in key West on the beach Pier House
The Pier House Key West

The only resort we recommend on the bayside of Key West. The reason is the very private, but small, beach the hotel is built around. We have stayed here many times. 

The resort is at the foot of Duval Street and just a couple blocks from Sloppy Joes, The History Museum, Key West Bight Marina and A & B Lobster House one of the best restaurants on the island

Great views of the boats and main waterway coming in and out of Key West. We recommend staying in a room in the atrium with tropical plants and fountains adorning the walkways. 

You can’t miss the Chart Room, a famous small bar that some people say was the site of development plans and cocktails that built the city.

More About Key West

Things To Do in Key West

Vacation Rentals in Key West Florida

Get Your Guide to Key West


Many bed and breakfasts in Key West are located in historic buildings and offer unique rooms with a touch of local charm. However, none are on the beach.

places to stay in Key West on the beach Sunset Key
Another place to stay in Key West on the beach is Sunset Key across the channel from Mallory Square. There are cottages on the island which are available through the Opal Sands Resort in Key West.

Know BEFORE You Book Places to Stay in Florida Keys On the Beach

If you choose a resort or hotel other than the ones above, read the descriptions and locations carefully. We did a Google search for beachfront hotels in the Florida Keys and the results were stunning.

Of the top ten results that came back, only one listing was actually on the beach!

Here are some things you need to know about the Florida Keys and booking accommodations:

  • Location is Everything! Know what you would like to see and do. Make certain the booking you make is close to the attractions you want to see.
  • Check listings carefully. Read the reviews. We have seen luxury rooms turn out to be a studio apartment in the top of a bed & breakfast location without windows!
  • Know your distances. Staying in Key Largo and planning a visit to Key West may take all day. It is a three hour drive one way. There are over 100 miles of islands in the Keys.
  • Airports in the Keys. While Key West has an International Airport, the next closest major airport to the Florida Keys is in Miami. Marathon has a small airport for private planes.
  • When To Visit the Florida Keys. There is never a bad time! However, peak seasons are the middle of January to the middle of April. Prices and crowds are the highest then. Caution is urged in late summer when hurricanes occasionally form. Make certain your reservations can be cancelled if necessary and you can make alternative plans.
places to stay in Florida Keys on the beach Key largo sunset
Don’t miss another beautiful sunset in the Florida Keys. This one in Key Largo.

Plan Your Dream Vacation in the Florida Keys

The Florida Keys offer a beachfront paradise like no other. Whether you’re looking to relax on the sandy beaches, explore the vibrant marine life, or indulge in delicious cuisine, there’s something for everyone in this tropical paradise. From the vibrant streets of Key West to the laid-back charm of Islamorada, each destination in the Florida Keys offers its own unique experiences and accommodations.

When planning your vacation in the Florida Keys, consider your preferences and priorities. Do you prefer luxurious resorts or cozy bed and breakfasts? Are you looking for a lively atmosphere or a peaceful retreat? Take the time to research and choose the perfect accommodation that suits your needs, ensuring that your beachfront getaway is nothing short of extraordinary.

Pack your bags, put on your sunglasses, and get ready to experience the beachfront bliss of the Florida Keys. With its stunning sunsets, crystal-clear waters, and warm hospitality, this tropical paradise is the perfect destination for your dream vacation.

So, what are you waiting for? Start planning your trip to the Florida Keys today and get ready to create memories that will last a lifetime.

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