Search
Resorts & LodgesVacation RentalsDeals & PackagesTravel Guides
List Your Property
Where the warm waters of the Gulf of Mexico meet the pounding waves of the Atlantic lie the wondrous - and sometimes exotic - Florida Keys. Home to gorgeous sunsets, unbeatable views, and white-sand beaches, the Keys are the perfect setting for a relaxing tropical getaway. Dive into some of these Best Florida Keys Resorts and check in to the vacation of your dreams! Check out some of the Best Florida Keys Resorts! Something beautiful awaits you in the Florida Keys, dive in and check it out now!
1

La Jolla Resort Hotel

Islamorada, Florida

View call direct
+1 (305) 664 - 9213
Set in vintage 1950's Florida style, a stay at La Jolla is a step into yesteryear- but comes with all the modern amenities you'd expect!For those looking for a true island experience, La Jolla has everything they... read more

Set in vintage 1950's Florida style, a stay at La Jolla is a step into yesteryear- but comes with all the modern amenities you'd expect!

For those looking for a true island experience, La Jolla has everything they could ask for. Its central Islamorada location means that you are moments away from many of Islamorada's restaurants, activities, and, of course, beaches. Take a complimentary bicycle, kayak, or paddleboard and do some island exploring, or rent a boat and go a little deeper! La Jolla's friendly and informative staff is always available to help you plan your days or assist you in whatever capacity you require!

close
2

Chesapeake Beach Resort

Islamorada, Florida

View call direct
+1 (305) 664 - 4662
Halfway between Key West and Miami is a tropical escape unlike any other: Chesapeake Beach Resort!Known for spacious, comfortable, and luxurious villas, Chesapeake Beach Resort offers much more than average rooms.... read more

Halfway between Key West and Miami is a tropical escape unlike any other: Chesapeake Beach Resort!

Known for spacious, comfortable, and luxurious villas, Chesapeake Beach Resort offers much more than average rooms. Here, you can enjoy two heated pools, water sports, tennis courts, and one of the best fishing areas in the world! Of course, the rooms themselves aren't bad either. Guests enjoy 37” TVs, Stereo radio/CD/alarm with MP3 docking capabilities and WIFI. Remodeled rooms that include kitchens and bathrooms are a nice touch as well. Okay, it's more than 'not bad' - it's a dream come true!

close
3

Hawks Cay Resort

Duck Key, Florida

View call direct
+1 (888) 443 - 6393
Small and secluded yet central to Miami and Key West, come see what makes guests fall in love with Hawks Cay Resort!With so much going on, it'll be hard to limit your time at Hawks Cay Resort! Fishing, kiteboarding,... read more

Small and secluded yet central to Miami and Key West, come see what makes guests fall in love with Hawks Cay Resort!

With so much going on, it'll be hard to limit your time at Hawks Cay Resort! Fishing, kiteboarding, diving, swimming with dolphins, and kayaking are just the start to the seemingly endless list of activities going on. After a long day of action, pull up a beach chair, open some wine, and watch the glorious sunset on the peaceful waves of the Atlantic. Villas and rentals in various sizes meet your every need, and make vacationing easier than ever!

close
4

Barefeet Rentals

Key Largo, Florida

View call direct
+1 (305) 394 - 9787
Whether your family is interested in exhilarating adventure or serene relaxation, Barefeet Rentals is your Keys' destination of choice!You'll never forget your Keys experience when you stay with Barefeet Rentals.... read more

Whether your family is interested in exhilarating adventure or serene relaxation, Barefeet Rentals is your Keys' destination of choice!

You'll never forget your Keys experience when you stay with Barefeet Rentals. Whether you're snorkeling the coral reefs, diving shipwrecks, swimming with dolphins, or catching the big one on a deep sea fishing excursion, you'll have memories that last a lifetime! As the evening wanes, you'll set sail on a sunset cruise or just dig your toes in the sand and relax watching the gorgeous sunset. IT's the perfect way to end an ideal day in the Keys.

close
5

Parrot Key Resort

Key West, Florida

View call direct
+1 (888) 211 - 0348
Open Key West's tropical treasure at Parrot Key Resort, where rolling waters, sun-soaked beaches, and outstanding amenities welcome you!The beach is always within reach here, meaning a wealth of adventures like... read more

Open Key West's tropical treasure at Parrot Key Resort, where rolling waters, sun-soaked beaches, and outstanding amenities welcome you!

The beach is always within reach here, meaning a wealth of adventures like fishing, diving, and water sports are just outside your door. Set on five acres of idyllic landscape, you can choose to make a splash in any of the four swimming pools, sip a tropical drink at the onsite Cafe Blue, or stroll through the stunning sculpture gardens. Loads of luxury awaits at this resort, which features the largest rooms in the Key West and amenities like balconies, patios, and private sunbathing terraces.

close
6

At Home in Key West

Key West, Florida

View call direct
+1 (305) 296 - 6996
A veritable Mecca for sun and fun seekers, Key West is ideal for both families and couples looking for a romantic escape!Few places in the US feature the amount of tropical beauty and superb properties that At Home... read more

A veritable Mecca for sun and fun seekers, Key West is ideal for both families and couples looking for a romantic escape!

Few places in the US feature the amount of tropical beauty and superb properties that At Home in Key West does. See for yourself: just head to their website and browse their online catalog to find your perfect match. After you do (because you certainly will), get going! Key West is waiting and ready to be experienced. Sample the local Caribbean cuisine, head out on a deep sea fishing trip, or simply relax on the beach and catch a tan. Whatever you do, it'll be an unforgettable experience!

close
7

The Paradise Inn

Key West, Florida

View call direct
+1 (305) 293 - 8007
Welcome to Paradise! After merely one trip here you will honestly believe that this charming Key West destination is paradise on Earth.Located in the quiet setting of Key West's Old Town, the Paradise Inn offers the... read more

Welcome to Paradise! After merely one trip here you will honestly believe that this charming Key West destination is paradise on Earth.

Located in the quiet setting of Key West's Old Town, the Paradise Inn offers the perfect place for unwinding while still being close to all the action. Here you will fall in love with the inn's unique blend of the classic with the modern. Rooms feature beautiful French doors that open up to the bright Florida sunshine, while their charming cottages provide extra comforts such as porches and sundecks. You'll enjoy wireless internet, access to their outdoor pool and jacuzzi, and beautiful gardens.

close
8

NYAH Key West

Key West, Florida

View call direct
+1 (305) 296 - 2131
This incredible Key West destination is a "WeHotel," a particular kind of hotel experience that is meant to accommodate the modern traveler.You can customize your room that will host up to six people and enjoy... read more

This incredible Key West destination is a "WeHotel," a particular kind of hotel experience that is meant to accommodate the modern traveler.

You can customize your room that will host up to six people and enjoy plenty of luxury comforts that you'd expect in a luxury hotel experience. Enjoy modern touches such as charging stations with twin USB ports, a standard outlet at every bed and memory-foam mattresses with 300 thread count cotton linens. Onsite you can enjoy their complimentary continental breakfast beside the pool or on the terrace! Plus, their premier location is just a few blocks from Duval Street.

close
9

The Julia Hotel

Miami Beach, Florida

View call direct
+1 (888) 336 - 9841
Whether you're in search of a romantic rendezvous or looking to create a Florida adventure, the Julia Hotel is the perfect destination.From the upscale, vintage feel to the onsite amenities, everything about your... read more

Whether you're in search of a romantic rendezvous or looking to create a Florida adventure, the Julia Hotel is the perfect destination.

From the upscale, vintage feel to the onsite amenities, everything about your stay at the Julia Hotel is geared toward an unforgettable luxury getaway in Miami Beach. Guests will enjoy a Welcome Mini-Bar, Wine & Cheese Happy Hour, robes, beach towels, beach bags, umbrellas, and a continental breakfast each morning as part of a nightly resort fee. Plan a day trip down to the Florida Keys, or extend your Florida getaway with a short weekend getaway.

close
10

Tranquility Bay

Marathon, Florida

View call direct
+1 (844) 489 - 9665
As the name suggests, Tranquility Bay Beachhouse Resort offers nothing but peace and relaxation for a truly awe-inspiring trip!Kick the standard hotel rooms out the window and vacation in a luxurious two- or... read more

As the name suggests, Tranquility Bay Beachhouse Resort offers nothing but peace and relaxation for a truly awe-inspiring trip!

Kick the standard hotel rooms out the window and vacation in a luxurious two- or three-bedroom beach house instead! Tranquility Bay Beachhouse Resort offers unique homes featuring flat-screen TVs, homemade furniture, and a view that can't be beat. Overlooking the Gulf of Mexico, enjoy award winning dining, two beaches, world-class fishing, snorkeling, two swimming pools, and a beachfront TJ's tiki bar! Come and find your slice of paradise at Tranquility Bay!

close
11

Coral Bay Resort

Islamorada, Florida

View call direct
+1 (305) 664 - 5568
Coral Bay Resort offers the sun, sand, and seclusion to make for a perfect Florida Keys stay!Be awoken by breathtaking sunsets over the Gulf of Mexico from the end of the dock, then return to your cottage, styled... read more

Coral Bay Resort offers the sun, sand, and seclusion to make for a perfect Florida Keys stay!

Be awoken by breathtaking sunsets over the Gulf of Mexico from the end of the dock, then return to your cottage, styled after a historic Keys home. Each one of the cottages at Coral Bay Resort has a distinct tropical flair. Every unit features a covered porch, cable television, and laundry facilities. A variety of room types can accommodate anywhere from one to two people in an Efficiency or up to six in a full cottage. Coral Bay is the key to your Florida Keys fantasy!

close
View call direct
+1 (305) 809 - 8242
Spectacularly positioned on the edge of the Gulf of Mexico and the Atlantic Ocean, Oceans Edge offers guests an unparalleled experience.You'll be practically overwhelmed with the amount of luxury to be found here.... read more

Spectacularly positioned on the edge of the Gulf of Mexico and the Atlantic Ocean, Oceans Edge offers guests an unparalleled experience.

You'll be practically overwhelmed with the amount of luxury to be found here. Oceans Edge Key West features tropical gardens and fine American-Caribbean dining, in addition to its spacious suites and guestrooms. From your well-appointed room you'll have an incredible view of the ocean from your private balcony. Outside, you'll fish, paddle board, snorkel, dive, and kayak to your heart's content. If ocean swimming isn't your thing, unwind and catch a tan beside one of the six oceanfront pools!

close
13

Rock Reef Resort

Key Largo, Florida

View call direct
+1 (305) 852 - 2401
Sun-soaked beaches highlight your casual and tropical stay at Rock Reef Resort!Awake to the caress of tropical breezes, mists of salty air, and gentle Florida sunshine each morning! Spend lazy days beside the waves... read more

Sun-soaked beaches highlight your casual and tropical stay at Rock Reef Resort!

Awake to the caress of tropical breezes, mists of salty air, and gentle Florida sunshine each morning! Spend lazy days beside the waves and sugar-white sand, a tropical drink in your hand. Pass the days with a good book in a hammock under palm trees, fish off the 110-foot pier, build sandcastles with the little ones, and swim in the refreshing waters of Florida Bay. Watch the stunning sunsets from the beachfront cottages, which are fit for every type of traveler. Slip into serenity!

close
statsstats