25 Best Florida Keys Hotels

The string of islands off the coast of Florida, known as the Florida Keys, extend for about 120 miles past Florida’s coast. They’re a popular vacation spot for fishing, snorkeling, diving, and relaxing on the beach, and on the famous Duval Street, visitors can find the southernmost tip of the continental U.S. These little islands are a land of endless summer, with sunshine and a party that never ends. Whether you’re heading to the Keys to soak up some sun, or to relax on the water with a beer while waiting for those fish to bite, chances are you’ll need a place to rest your head at night. Luckily, the Florida Keys has some incredible accommodation options for its visitors, from historic bed and breakfasts to private beach resorts. Photo: franziskahoppe/Fotolia

1.Chesapeake Beach Resort

Chesapeake Beach Resort

Islamorada is located right in the middle of the Keys, making it a great home base for any trip into the Floridian isles. Chesapeake Beach Resort, located on this beautiful island, is a perfect destination for beachgoers and fishing enthusiasts, families or honeymooners, and everything in between. With six acres of beach, swaying palm trees, and tropical gardens, Chesapeake Beach Resort is a full service experience with oceanfront swimming pools, tennis courts, and more. Rooms feature private balconies and tropical themes, and each has a view of either the ocean or the resort’s tropical gardens. Guests looking for even more can choose to rent a full villa for their stay.

83409 Overseas Hwy, Islamorada, FL 33036, Phone: 305-664-4662 Photo: Chesapeake Beach Resort

2.Coconut Bay Resort

Coconut Bay Resort

Bay Harbor and Coconut Bay Resort are situated on a tiny piece of paradise: a 2.5 acre plot of land carefully curated into a tropical garden full of colorful flowers and birds, with a private beach, swimming pool, and 21 adorable and comfortable cottage accommodations for guests during their stays. Each of the cottages is equipped with queen or king sized beds, and many of them have sleeper sofas as well. Coconut Bay Resort has plenty of options for guests traveling with children, couples looking for privacy, or large groups traveling together, from studio apartments to luxurious suites.

97770 Overseas Hwy, Key Largo, FL 33037, Phone: 305-852-5695 Photo: Coconut Bay Resort

3.Coconut Beach Resort

Coconut Beach Resort

Situated on the Atlantic coast of Key West, Coconut Beach Resort is a gorgeous place with old-world architecture, beautiful white verandas for guest enjoyment, and modern, renovated rooms with high ceilings and private balconies. Coconut Beach Resort also boasts an oceanfront spa where guests can get a massage, facial, or other treatment, as well as a private pool and hot tub near a private beach. Guests can grab a drink at the bar and restaurant next door and watch the sunset from the beach, or talk to the knowledgeable concierges about options for activities, including snorkeling, watersports, and the best spots to go fishing.

1500 Alberta St, Key West, FL 33040, Phone: 305-294-0057 Photo: Coconut Beach Resort

More: Things to Do in Florida, Places to Visit in Florida, Florida beaches, Florida vacation spots, Orlando to Jacksonville

4.Glunz Ocean Beach Hotel & Resort

Glunz Ocean Beach Hotel & Resort

There are 46 beautiful rooms at Glunz Ocean beach Hotel and Resort, and all of them offer either island or ocean views from their windows and balconies. Guests can also opt to stay in an oceanfront villa, which each have two floors, two bedrooms, full kitchens, and amazing views from the private patios. Guests can spend their days and evenings relaxing by the pool, or strolling down to the beach where they will find white sands, blue water, and plenty of sunshine. The hotel also offers two private fishing piers, on site rentals for kayaks and bikes, and a hotel spa.

351 E Ocean Dr, Key Colony Beach, FL 33051, Phone: 305-289-0525 Photo: Glunz Ocean Beach Hotel & Resort

More: Things to Do in Columbia, Things to Do in Prescott, Things to Do in Mendocino, Things to Do in Glenwood Springs, Things to Do in Bellingham, Things to Do in St Augustine FL, Things to Do in Galena IL, Things to Do in Boise

5.Havana Cabana Key West

Havana Cabana Key West

This chic hotel is a recent addition to the Florida Keys accommodations lineup, and with its brand new facilities come some great options for visitors. With brand new rooms that are tastefully decorated in relaxing tones of blue and white, daily breakfast for up to two guests, a luxurious swimming pool, and even an on site food truck (Floridita) serving amazing Cuban food, Havana Cabana Key West is a fun and beautiful place to stay during a vacation, business trip, or other traveling adventure. The hotel has the largest pool in Key West, plenty of fun games like Jenga, foosball, and cornhole to keep everyone busy, and even a water concierge who can help guests plan all their watersport activities.

3420 N Roosevelt Blvd, Key West, FL 33040, Phone: 305-294-5541 Photo: Havana Cabana Key West

More: Romantic restaurants in Miami, Best Family resorts in Florida, Spring Break Florida

6.Hyatt Place Marathon-Florida Keys

Hyatt Place Marathon-Florida Keys

Located near Seven Mile Bridge and the site of a historic lighthouse, Hyatt Place Marathon/Florida Keys is a beautiful hotel with 125 guestrooms. Visitors staying at the Hyatt will find not just great accommodations as they would expect from the name, but also a 72 slip marina and the blue waters of the Gulf just steps from the hotel. The Hyatt Place Marathon/Florida Keys has an on site pool and fitness room for guest use, and also serves free breakfast in the mornings. They also have a Bakery Cafe, Fresh 24/7 Market, and other amenities on site for guests who want a snack or a bite to eat.

1996 Overseas Hwy, Marathon, FL 33050, Phone: 305-743-1234 Photo: Hyatt Place Marathon/Florida Keys

More: Italian restaurants NYC, Manhattan wedding venues, Things to Do in Chelsea, Best time to visit New York, Things to Do in Queens NY, Day trips from NYC

7.Island City House Hotel

Island City House Hotel

The Island City House Hotel in Key West has three buildings for guest accommodations, and each is more beautiful than the next. There’s the Arch House, painted a cheery yellow and containing six studios, one bedroom, and two bedroom suites. Then there’s the Island City House, which is the largest building on the property and contains twelve more suites, with beautiful private parlors decorated in an island-Victorian fusion style. The last building is the Cigar House, located next to the swimming pool, which is home to the resort’s six largest luxury suites, with full kitchens and private balconies.

411 William St, Key West, FL 33040, Phone: 305-294-5702 Photo: Island City House Hotel

8.Key Lime Inn in Key West

Key Lime Inn in Key West

Key Lime Inn in Key West does everything in their power to make guests feel right at home from the second they step foot onto the premises. Their vibe is decidedly appropriate for the Florida Keys, with bright colors and a tropical atmosphere, and its location right in the center of Old Town means that visitors have easy access to both the Atlantic Ocean and the Gulf of Mexico. Guests are invited to indulge in a delicious continental breakfast each morning at the Key Lime Inn, offered free of charge to guests staying there and served poolside. Key Lime Inn has 37 guest rooms, flat screen tvs, and high quality wifi.

725 Truman Ave, Key West, FL 33040, Phone: 305-294-5229 Photo: Key Lime Inn in Key West

9.Key West Inn

Key West Inn

Key West Hotels offers great services at all of their locations, but the suites at Key Largo are perfectly suited to help guests get the most from their vacations. Each of the 40 suites on this property have two levels, with a master bedroom, living room with pull out sleeper sofa, full bathrooms, full kitchens, private screened balconies, and more. There is a pool on the premises but also easy access to all that Key Largo has to offer. Concierges at the hotel are more than happy to assist guests in planning their itineraries, and helping them decide whether they should spend their days at the beach, on the water, or hitting the shops on Duval Street.

201 Ocean Drive Key, Key Largo, FL 33037, Phone: 305-451-5081 Photo: worldwide_stock/Fotolia

10.Little Conch Key

Little Conch Key

Accommodations at Little Conch Key include everything from a single room all the way up to a 5 bedroom house, making this island getaway perfect for vacationers of all types, from couples to families to wedding parties. Guests can choose to rent a small beach cottage at the water’s edge, complete with hammocks, picnic tables, and a gorgeous white sand beach just steps from the door, or stay in the Sombrero Beach House, which has six bedrooms, three bathrooms, two fully equipped kitchens, a private pool, and even a private waterfront with a dock. Little Conch Key has properties and accommodations for everyone, and their concierge service is always available to help set up activities.

62250 Overseas Hwy, Marathon, FL 33050, Phone: 305-289-1377 Photo: Little Conch Key

11.Orchid Key Inn

Orchid Key Inn

Orchid Key Inn is located on the famous Duval Street, just two blocks from the famous and historic Ernest Hemingway Home and Museum. Guests staying at the Orchid Key Inn won’t need a car to see and appreciate all that Key West has to offer, from the historic lighthouse, fun and exciting Old Town district, and of course, the sandy beaches and all the activity that awaits there. At Orchid Key Inn, guests will enjoy their comfortable accommodations in a tropical paradise, with brick paved pathways that wind through lush and colorful gardens, cool waterfalls, and other gorgeous features. While enjoying their down time, guests can indulge in a drink at the Orchid Bar, and take part in Orchid Key Inn’s complimentary happy hour each day at sunset.

1004 Duval St, Key West, FL 33040, Phone: 305-296-9915 Photo: Orchid Key Inn

12.Parrot Key Hotel and Resort

Parrot Key Hotel and Resort

Large rooms with water views, relaxing lounge chairs on a sandy beach, and other thoughtful details await at Parrot Key Hotel and Resort in Key West. Located on the Gulf of Mexico, Parrot Key Hotel and Resort features beautiful guest rooms for up to eight guests, some of which have as many as three full bedrooms. The pool surrounded by tropical plants, has lounge chairs to relaxing, and the beachside villas are the perfect spot for a Floridian vacation. Located conveniently to all the action on Duval Street and in Old Town, Parrot Key Hotel has just finished undergoing a major renovation, meaning that all their rooms and amenities are updated to the most modern standards and are ready to help make guests’ trips the best they can be.

2801 N Roosevelt Blvd, Key West, FL 33040, Phone: 305-600-0097 Photo: Parrot Key Hotel and Resort

13.Seascape Resort & Marina

Seascape Resort & Marina

Seascape Resort and Marina is located in Marathon, and guests staying with them will find clean, quaint accommodations for a solo traveler up to a party of six. Situated off the beaten path, Seascape Resort and Marina is a perfect spot to relax and forget about life for awhile, and their facilities make it easy to do so. Seascape has a large pool with lounge chairs that overlooks the waterfront, barbecue facilities for picnics and cookouts, kayaks and paddle boats that are free to use for guests, and even a private dock and boat launch for guests who bring their own boat or rent one for the duration of their trip.

1275 76 ST E., Marathon, FL 33050, Phone: 305-743-6212 Photo: Seascape Resort & Marina

14.Seascape Tropical Inn

Seascape Tropical Inn

Seascape Tropical Inn is a quaint bed and breakfast in Key West, located in a lovely historic house just a short walking distance away from Duval Street. Quaint touches like spiral staircases, cool and tropical color schemes, and a heated pool and spa are just a few of the amenities guests will love about Seascape Tropical Inn. In the mornings, the inn serves breakfast to its guests on a tranquil porch bounded by a tropical garden, with champagne mimosas, and throughout the day guests can help themselves to an honor based lobby bar of beer, wine, and other beverages.

420 Olivia St, Key West, FL 33040, Phone: 305-296-7776 Photo: Seascape Tropical Inn

15.Sugarloaf Lodge

Sugarloaf Lodge

Located on the waterfront in the Great White Heron refuge, this fun and funky lodge is a great place to call home during your travels. The lower keys are very well known for some of the best fishing in the US, and its all totally accessible from Sugarloaf Lodge, which has a fully equipped marina complete with bait and tackle shop, kayak rental, and boat charters. All 31 of the great rooms at Sugarloaf Lodge overlook the water, which is just steps from the lodge, so guests can spend all their time swimming, snorkeling, and sunbathing to their heart’s content. There’s even a Tiki bar on the premises where guests and locals alike can laugh and chat over a cocktail or a beer while watching the sun set over the water.

17001 Overseas Hwy, Sugarloaf Key, FL 33042, Sugarloaf Shores, FL 33042, Phone: 305-745-3211 Photo: Sugarloaf Lodge

16.The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages is a place where guests can feel fully at home for the duration of their stay in the Keys, because The Pelican does everything they can to give their customers the best and most authentic experience. Their bayfront beach is equipped with relaxing hammocks beneath the shade of a palm tree, and the waters of the bay are often home to wildlife like dolphins and manatees. They even have access to a boat ramp for those who come ready to fish or explore on the water, and its convenient location in the heart of Key Largo means that guests will have no problem immersing themselves in the exciting sights and attractions it has to offer.

99446 Overseas Hwy, Key Largo, FL 33037, Phone: 305-451-3576 Photo: The Pelican Key Largo Cottages

17.The Perry Hotel - Key West

The Perry Hotel - Key West

Kayaking through lagoons and spotting dolphins in the water, swimming in the hotel pool or relaxing at its edges with a good book and a comfy lounge chair, or sailing on the water and watching the sky change to stunning shades of fiery red and orange at sunset are just some of the experiences that await at The Perry Hotel. This charming accommodation offers its guests a welcome glass of champagne when they check in, and the experience just escalates from there. The Perry Hotel has two waterfront restaurants, shuttle service into town, on site bike rentals, and even two dog parks for four-legged guests. The hotel has access to the water and plenty of activities offered on it, from fishing to snorkeling.

Key West, 7001 Shrimp Rd, Stock Island, FL 33040, Phone: 305-296-1717 Photo: The Perry Hotel - Key West

18.Avalon Bed & Breakfast

Avalon Bed & Breakfast

Located just steps away from the beach, Avalon Bed and Breakfast offers 19 lovely rooms in a quiet neighborhood just a block form the southernmost point in the continental US. Rooms in this historic house are clean and comfortable, with tropical decor, private bathrooms, and canopy beds. Every morning, guests can relax on Avalon’s shady and beautiful front porch to enjoy some pastries, fresh fruit, cereal, and a nice cup of coffee or tea to get the day started the right way. Avalon Bed and Breakfast is located in the perfect spot: close enough to all the action on Duval Street and Mallory Square, but far enough away that guests can still take advantage of the peace and tranquility of the Keys.

1317 Duval St, Key West, FL 33040, Phone: 305-294-8233 Photo: Avalon Bed & Breakfast

19.Azul Del Mar

Azul Del Mar

This adults-only resort in Key Largo was voted by TripAdvisor as the Best Hidden Gem in the US. With swaying palm trees, a private beach and waterfront area, and gorgeous views of the setting sun in the evening, it’s practically the dictionary definition of paradise. Guests at Azul del Mar will stay in one of the six suites of the villa, built in an Art Deco style and outfitted to fulfill every need. Its small size ensures that guests will feel personally cared for during their stay, and also helps to make sure the beach and other facilities are never crowded, making Azul Del mar a perfect place for a honeymoon or romantic getaway.

104300 Overseas Hwy, Key Largo, FL 33037, Phone: 305-451-0337 Photo: Azul Del Mar

20.Bay View Inn & Marina

Bay View Inn & Marina

Located on Conch Key, which is situated right in the middle of the Florida Keys, Bay View Inn and Marina is a boutique hotel with ten rooms for guests. Visitors staying at the Bay View Inn can choose from four options: a waterfront efficiency room with two queen beds and a private entrance that opens up right to the dock, the second level water view rooms, with private balconies and a great view, a queen suite with a full kitchen, or a full apartment with two queen beds in a separate bedroom, dining room, kitchen, private bathroom, and private balcony. No matter the room choice, all guests will have access to the Bay View Inn and Marina’s salt water pool, private beach, and marina, making this a perfect destination for those bringing their own boat for a fishing trip.

6969, 3 N Conch Ave, Conch Key, FL 33050, Phone: 305-289-1525 Photo: Bay View Inn & Marina

21.Bayside Inn Key Largo

Bayside Inn Key Largo

Bayside Inn Key Largo is a family friendly, pet friendly resort with a private beach and two small piers on the coast of the Florida Bay. Visitors staying at Bayside Inn can enjoy easy access to all that Key Largo has to offer, including John Pennekamp Coral Reef State Park, fishing, boating, swimming with dolphins, and some great nightlife. Back at the inn, they can take advantage of the heated pool, fishing pier, and private beach where they can watch a beautiful sunset. Rooms at Bayside Inn Key Largo are modern and comfortable, and guests can choose from a studio or one bedroom suite for the duration of their stay.

99490 Overseas Hwy, Key Largo, FL 33037, Phone: 305-451-4450 Photo: Bayside Inn Key Largo

22.Big Pine Key Motel

Big Pine Key Motel

Located on Big Pine Key, this motel is a great option for travelers thinking about their budget. The 32 rooms in the motel are clean and basic efficiency units or one bedroom apartments, and they all have A/C and television. There is a restaurant right next to the motel, and guests can show their room key to receive a discount on prices. Big Pine Key Motel is not the fanciest or most luxurious resort on this list, but for those who are looking for a place to rest their heads at night after a full day of sightseeing, swimming, sunbathing, fishing, and other activities, this simple spot might be exactly what they’re looking for.

30725 Overseas Hwy, Big Pine Key, FL 33043, Phone: 305-872-9090 Photo: Big Pine Key Motel

23.DoubleTree Resort by Hilton Hotel Grand Key - Key West

DoubleTree Resort by Hilton Hotel Grand Key - Key West

The DoubleTree Resort by Hilton carries with it the reputation of a well known chain of hotels, and guests staying at their location in Key West can expect all the excellence that comes with that name. From the second they walk in the front doors, guests will be greeted with a freshly baked chocolate chip cookie to welcome them to the hotel, and shown to their room, which happily serves everyone from couples to huge groups of friends or family. The resort includes access to the Tiki Bar, where guests can sit outside and enjoy a delicious cocktail or other beverage, and a huge lagoon pool with shady cabanas for relaxing, socializing, or reading a book.

3990 S Roosevelt Blvd, Key West, FL 33040, Phone: 305-293-1818 Photo: DoubleTree Resort by Hilton Hotel Grand Key - Key West

24.Sea Dell Motel

Sea Dell Motel

Located in Marathon, the Sea Dell Motel is a great way to experience the Florida Keys as they once were: relaxed, laid back, and low key. The colorful, tropically themed rooms are clean and comfortable, with refrigerators and coffeemakers in every room for guest convenience, and a freshwater pool, barbecue area, and picnic area so visitors staying at the Sea Dell can make the most of their time there. It is conveniently located to many Florida Keys attractions, such as the Dolphin Research Center which is just down the road, as well as Crane Point Hammock, a natural preserve where visitors can walk nature trails and view exhibits about the area and its history.

5000 Overseas Hwy, Marathon, FL 33050, Phone: 305-743-5161 Photo: Sea Dell Motel

25.Southwinds Motel

Southwinds Motel

Southwinds Motel has an unbeatable location in Key West, just a quick walk from Duval Street, the southernmost point in the US, beaches, nightlife, shopping, and more. It’s a quaint and comfortable no-frills kind of place that is very friendly for travelers on a budget, and Southwinds welcomes everyone from solo travelers to families traveling with kids. Accommodations are clean and comfortable, and the motel has three pools, a laundry room, and complimentary wifi. Guests looking to go to the beach can borrow a chair and a towel from the motel free of charge, and in the mornings, Southwinds serves continental breakfast for all its guests.

1321 Simonton St, Key West, FL 33040, Phone: 305-296-2215 Photo: Southwinds Motel

25 Best Florida Keys Hotels