"The best place I've ever been, anytime, anywhere." – Ernest Hemingway, Novelist.
Ernest Hemingway, a Nobel Prize winner, described his beloved Key West home as full of blossoming and striking flowers, tamarind trees, guava trees, and coconut palm trees.
Middle Keys, FL, is a 1,000-island paradise of relaxation and tranquility, with beautiful white sand beaches, a national park, cultural attractions, and tropical gardens. Living in the Middle Keys, FL, has always captured the hearts of travelers worldwide.
Explore one of the all-inclusive resorts across the gorgeous Middle Keys for an unforgettable getaway with family and friends!
Whether searching for a Florida holiday escape with stunning festive decorations or a fun summertime destination, these all-inclusive resorts in the Florida Keys have everything prepared.
Best Resorts in Middle Keys, FL
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Escape to the stunning haven of Middle Keys, FL, where blue oceans and white sand beaches await! Each of the exquisite resorts in the area offers an array of amenities for a truly unforgettable and tranquil vacation.
Whether you seek adventure in the Middle Keys or a secluded retreat, the resorts here provide the perfect base for exploring and fulfilling your vacation desires!
To help you achieve your dream tropical getaway, here are several resorts to check out when you’re in the Middle Keys, FL:
1. Hawks Cay Resort
61 Hawks Cay Blvd., Duck Key, FL 33050
Hawks Cay Resort fascinates its guests with its Caribbean-style design and exquisite amenities.
Indulge in the resort’s offerings, which boast a saltwater lagoon, perfect for swimming and floating. Families will delight in the four pools designed specifically for kids, while those seeking serenity can enjoy the tranquility of the adult-only pool.
If you’re traveling with a larger group, their top-notch accommodations include villas and holiday houses with up to four bedrooms, ensuring ample space for everyone to relax and enjoy their stay! Some villas even have their private splash pool and sleeping accommodations for up to eight people.
Enjoy treatments tailored to your stay at their onsite spa, including skin rescue treatment to help repair scorched skin! You can join an oceanside meditation or pickleball session at Hawks Cay Resort.
Aside from high-quality accommodations and amenities, guests can discover many dining options onsite! Sixty-One Prime and Angler and Ale are two exceptional restaurants, with the latter offering a unique hook-and-cook option for fishermen to savor their freshly caught seafood.
The Hawks Cay Marketplace offers grab-and-go options, packed lunches, and even grocery delivery services for quick and convenient meals!
From accommodations to food, Hawks Cay Resort will not disappoint. So head over now and discover what everyone is talking about!
2. Tranquility Bay Beach House Resort
2600 Overseas Highway, Marathon, FL 33050
Tranquility Bay Beachfront Resort in the Florida Keys provides some of the finest facilities and amenities of an all-inclusive getaway, including a private white-sand beach, a full-service spa, and a poolside cafe.
With its beachfront dining and drinking amenities, the resort also appeals to foodies and outdoor enthusiasts, allowing them to enjoy the stunning water by trying different activities such as kayaking, snorkeling, and diving.
The accommodations for guests have excellent interiors and provide breathtaking views of the island, offering a comfortable stay. Guests may also unwind in the stunning spa or outdoor pools or join an informative excursion to discover what goes on behind the scenes of sea turtle rehabilitation operations.
Their accommodations are meticulously designed with excellent interiors, providing comfort and breathtaking views of the island’s natural beauty.
To further enhance your relaxation, take advantage of their stunning spa and refreshing outdoor pools, allowing you to unwind and rejuvenate during your stay. Other amenities available are the following:
Beach and Water Activities
- Private, 2.5-Acre White-Sand Beach
- Kayaks and Motorized Watercraft
- Beachfront Bar
Dining and Entertainment
- Two Onsite Restaurants
- Nicklaus-Designed Putting Green
- Volleyball Courts
Relaxation and Wellness
- Three Pools, Including A Lagoon-Style Pool and An Adults-Only Pool
- In-Suite Spa Services
- Fully Equipped Fitness Center
Ultimate Comfort
- Air Conditioning for Ultimate Comfort
- Complimentary WiFi
For those interested in unique experiences, the resort also offers educational activities that take you behind the scenes of sea turtle rehabilitation operations. Discover the fascinating work being done to protect and preserve these majestic creatures while gaining a deeper understanding of the local marine ecosystem!
3. Cheeca Lodge and Spa
81801 Overseas Highway, Mile Marker 82, Islamorada, FL 330336
Cheeca Lodge and Spa is elegantly furnished and offers stunning ocean views to its guests. This place is ideal for a relaxed escape or a weekend getaway. It is a haven of elegance, and with its spa services, you can find and enjoy the tranquility you seek!
During your stay, you’ll have access to various recreational activities. From table tennis, fishing, windsurfing, and boating to scuba diving, golf, and a games area, there’s something for everyone to enjoy.
Foodies will also have a great time at Cheeca Lodge and Spa, thanks to its must-try onsite restaurants, including Atlantic’s Edge, Mia Cucina, Nikai Sushi Bar and Restaurant for Asian-inspired cuisine.
4. La Siesta Resort and Villas
80241 Overseas Hwy, Islamorada, FL 33036
La Siesta Resort and Villas offers the perfect packages for adventurous guests looking for enjoyable kayaking or paddle-boarding activities.
If you just want a chill time, the resort also offers an exclusive beachside area to relax and feel the stunning natural scenery surrounding you from all sides! Guests can also enjoy a refreshing and fun splash in the outdoor pool or enjoy leisurely bike rides around the beautiful resort grounds.
5. Amara Cay Resort
80001 Overseas Highway, Islamorada, FL 33036
Amara Cay Resort is one of the best-rated Florida Keys resorts, perfect for adventurers and nature enthusiasts.
Being surrounded by palm trees, fire pits, and a zero-entry pool (a traveler’s favorite), the resort creates a perfect atmosphere for unwinding and relaxation where guests can swing in hammocks and bask in the serene surroundings.
There are also ideal activities that outdoor lovers will surely love! Wild dolphin cruises offer a chance to observe magnificent creatures in their natural habitat. At the same time, nature hikes in the nearby Lignumvitae Key Botanical State Park provide an opportunity to immerse oneself in the beauty of nature.
With its perfect blend of adventure and relaxation, this destination is ideal for travelers seeking an unforgettable vacation experience in the Middle Keys, FL.
Resort Packages in Middle Keys, FL
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Are you looking for a romantic getaway destination in the Middle Keys, feeling spontaneous and looking for a last-minute offer, or planning a much-needed family trip and looking for an excellent resort package? Don’t worry because we did the work for you!
Here are some resort packages you can check before you begin arranging your next fantastic island getaway.
Hawks Cay Resort
Tranquility Bay Beachfront Resort
Cheeca Lodge and Spa
Rental Homes In Middle Keys, FL
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Middle Keys, FL, is not only famous for their beautiful scenery but also for many incredible home rentals to serve as your temporary abode while you’re enjoying your vacation in the area.
Here are some of the best vacation home rentals in the area and compelling reasons why it’s an ideal destination for your next getaway!
66 Coco Plum Dr, Marathon, FL 33050
- Security Deposit: $4,500
- Term: Long-term (6 months)
Amenities
- Bed and Bath: 3 BD and 2 BR
- 2,500 square feet
- Furnished 2nd-floor unit
- Water Views
- Huge Decks
- Off-Street Parking
- In-unit washer and Dryer
- Pets Allowed with Permission
265 66th Street Ocean Marathon, FL 33050
- Security Deposit: $2,500
- Term: 6-month minimum, negotiable lease lengths
Amenities
- 1,071 square feet
- Bedrooms: 3 (Main bedroom with king-size bed and private bathroom, 2 guest bedrooms with queen beds)
- Bathrooms: 2
- Fully equipped 3/2 with above-ground pool and deck
- Open floor design
- Central air conditioning
- Washer/Dryer
- Dishwasher
- Filtered water system
- Fully equipped kitchen
- Linens provided
- Keyless entry
- Smart TVs in the living area and all bedrooms
- Outdoor space downstairs with a privacy gate, bar, grill, outdoor TV, bait freezer, picnic table, chairs
- Plenty of parking is available.
Reminders
- Upfront Payments: First, last, and security deposit required
- Tenant Responsibility: Garbage and recycling collection on scheduled days
- Rent: All utilities included
- Pet Policy: Negotiable, with a pet deposit of $500
- No smoking inside or outside the premises
Final Thoughts
One reason why so many people visit the Middle Keys is that it provides adventure, leisure, or a combination of both. Because of this, many excellent resorts in the area offer vacation packages that suit various guests and budgets.
Middle Keys, FL, is also a perfect place if you want to try exciting and revitalizing experiences, whether you prefer water activities, marine life exploration, or poolside relaxation!
We’re thrilled to share our handpicked selection of the best resorts, vacation packages, deals, and fantastic rental houses to make your vacation with family, friends, and loved ones unforgettable!
If you want to discuss this further, you can contact us at (305) 912-2177 or message us at [email protected].
I am a seasoned real estate professional committed to providing exceptional service to my clients. I have years of experience in the industry and am well-versed in the local market.
Book an appointment today to discuss your real estate needs and let me help you achieve your goals!
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Frequently Asked Questions
Which Florida Key is in the Middle?
The Middle Keys are in what is known as the Heart of the Keys, between Key West and Key Largo. It consists of the following:
- Duck Key
- Fiesta Key
- Pigeon Key
- Grassy Key
- Long Key
- Conch Key
- Key Vaca
- Boot Key
- Craig Key
- Fat Deer Key
- Crawl Key
- Knight’s Key
- Long Point Key
- Key Colony Beach
What is the Prettiest Part of the Florida Keys?
Key Largo is undoubtedly the most beautiful part of the Florida Keys, offering many activities perfect for enthusiastic beachgoers!
What is the Best Area of the Florida Keys?
Islamorada is another beautiful Florida Keys area known for its peacefulness and serene natural beauty.
It is often called the “Sportfishing Capital of the World,” being home to some of Florida’s premier fishing areas.