1 . Cheeca Lodge & Spa

Islamorada, Florida

CALL DIRECT: +1 (866) 264 - 0820

WEBSITE

An oceanfront sanctuary in the Florida Keys; Cheeca Lodge & Spa is the definition of luxury!

Luxurious is the only way to describe the amazing accommodations, amenities, and atmosphere of Cheeca Lodge & Spa. Surround yourself in lush gardens, cascading waterfalls, and sparkling swimming pools while you experience ultimate tranquility. Indulge in a captivating, West Indies-style room overlooking the clear waters of the Atlantic Ocean. Then, rejuvenate yourself with a massage at the spa, or test out one of the three onsite dining options. Reserve your tiny piece of heaven, today!

2 . Island Real Estate

Holmes Beach, Florida

CALL DIRECT: +1 (866) 694 - 0971

WEBSITE

Nothing gives you the experience of luxury and comfort quite like a vacation with Island Real Estate on Anna Maria Island.

With an emphasis on waterfront properties and beach homes, Island Real Estate lets you vacation right in the middle of some of the most luxurious spots and beside the most breathtaking white sandy beaches in all of Florida. Plus, since you can pick accommodations sprinkled among Anna Maria Island's three towns: Anna Maria City, Holmes Beach, and Bradenton Beach, you can pick the rental that's just right for you! Whether you're looking for a couples getaway or a family trip, this is the spot!

3 . Chesapeake Beach Resort

Islamorada, Florida

CALL DIRECT: +1 (866) 588 - 0250

WEBSITE

A fishing and family favorite for more than 50 years!

On 6.5 acres of oceanfront beach lies the relaxing and tranquil Chesapeake Beach Resort! Known for its fishing and glorious beaches, Chesapeake is a lush terrain of beauty halfway between Key West and the Florida Keys. Enjoy relaxing in two heated pools, get fit at the outdoor fitness center, play around during some wet-and-wild water sports, or try your reel at some fishing!

4 . South Seas Island Resort

Captiva, Florida

CALL DIRECT: +1 (866) 537 - 5250

WEBSITE

Located on sunny Captiva Island, South Seas Island Resort makes their name on not skimping when it comes to their guests.

When in south Florida, treating yourself just comes with the territory. Tropical temperatures and gorgeous beaches are the prototypical vacation setting, and south Florida has both in spades. South Seas Island Resort takes full advantage of these caveats. There’s so much to do! Take sailing lessons, walk the beautiful two-and-a-half miles of beach, or swim in one of the nearly 20 sparkling swimming pools. Or you could lay down and get a massage. Treat yourself!

5 . Tranquility Bay Beach House Resort

Marathon, Florida

CALL DIRECT: +1 (866) 452 - 5369

WEBSITE

Find Florida Keys elegance and entertainment at the Gulf-front Tranquility Bay Beach House Resort!

Uncover unrivaled seclusion on the Gulf of Mexico shores and sink into serenity at unique two- or three-bedroom beach houses. These chic houses feature locally inspired art, flat-screen televisions, and handmade furniture. Kick up your feet on expansive porches overlooking the sun-kissed beach and Gulf. Enjoy world-class fishing, diving, snorkeling, and more on the jade waters.Please your palate at the Butterfly Cafe or sip cocktails at the beachfront TJ's Tiki Bar. Luxury meets the beach here!

6 . The Seagate Hotel & Spa

Delray Beach, Florida

CALL DIRECT: +1 (888) 334 - 5184

WEBSITE

Enjoy the perfect combination of luxury and leisure at The Seagate Hotel & Spa!

For a destination that stands out above and beyond the rest, look no further than The Seagate Hotel & Spa. Fine dining, sensational shops, the Seagate Spa, a fitness center, and a private Beach Club and Country Club are all yours during your stay! Get a taste of sophistication from the moment you enter the front lobby. Choose from a standard room to a presidential suite to find the perfect fit for you. Each offers its own variety of luxurious amenities! Come and relax at the Seagate Hotel!

7 . Parrot Key Resort

Key West, Florida

CALL DIRECT: +1 (866) 939 - 3715

WEBSITE

Your key to luxury awaits on the sun-soaked shores of Parrot Key Resort!

Just minutes from historic Old Town, this Gulf-front gem features both luxury and leisure. Spacious rooms, suites, and villas showcase patios, porches, and balconies with either Gulf of Mexico or garden views. Surf the web with free W-Fi or surf the Gulf waves. Make a splash in any of the four sparkling swimming pools and stroll through the sculpture gardens. For some off-site excursions, head into Old Town for sensation shopping, delicious dining, and much more. Luxury is around every corner!

8 . Hoteltron Luxury Vacations

Hollywood, Florida

CALL DIRECT: +1 (866) 928 - 2755

WEBSITE
BOOK NOW !
From $259

Yes, at first glance Hoteltron sounds like a futuristic retreat for robots. But it's actually a luxury modern getaway for humans!

A stay at a Hoteltron resort begins and ends with relaxation. From the cozy and lovingly decorated rooms and suites to the gorgeous beach-side setting, once you arrive you’ll eat, sleep, and breath opulence. Each and every unit comes with a fully-equipped kitchen, flat-screen television, and full bath, not to mention your very own porch. Get out and enjoy the weather beach-side or explore the shops and restaurants. Just remember: you have to leave at some point, so don’t get too attached!

9 . Teeming Vacation Rentals

Winter Park, Florida

CALL DIRECT: +1 (727) 565 - 4686

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Experience the ultimate in luxury and rental selection with a stay at Teeming Vacation Rentals.

No matter if your traveling with your family or a in a larger group, Teeming Vacation Rentals has the perfect luxury lodging for you. Their properties are conveniently located by all the major areas of attraction. Each rental is expertly decorated and furnished, to inspire a feeling of luxury for all their guests. The expert and friendly staff is ready to help you find the best rental for your vacation needs. Contact them today to see how they can help you plan your dream Florida experience.

10 . Mayfair Hotel & Spa

Coconut Grove, Florida

CALL DIRECT: +1 (800) 433 - 4555

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Sail around the world without leaving the sunny beaches of Florida at Mayfair Hotel & Spa!

For a taste of Europe, Asia, the Caribbean, Mexico, and South America, The Mayfair Hotel & Spa has perfected the blend to ensure a time that is classy and timeless. Located in the heart of Coconut Grove, this 'artistic masterpiece' blends design elements from all over the world to ensure guests a pampered and unique atmosphere. Awake your senses with a rooftop pool, spa, pet friendly accommodations, restaurant, fitness center and much more! Bask in the Florida sun while sailing the world!

11 . Sand Cay Beach Resort

Longboat Key, Florida

CALL DIRECT: +1 (800) 843 - 4459

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Watch the dolphins dance and play from your gulf-front patio as the sun sets over the glittering waves at Sand Cay Beach Resort. Each condominium provides a splendid view of either the garden and pool area or the gulf while providing a comfortable home away from home. Spend your afternoons exploring the beach and the high seas or shooting across the shuffleboard, and enjoy each tropical evening laughing with friends and family around the BBQ pit. Experience your dream beach vacation at Sand Cay!

12 . Shoreline Island Resort

Madeira Beach, Florida

CALL DIRECT: +1 (866) 903 - 3243

WEBSITE

Bask in the sunshine and tropical landscape of the Florida Gulf Coast at Shoreline Island Resort. From your private beachfront balcony, get lost in the crashing surf and salty breeze. Each spacious accommodation is unique in character and charm, just like each and every guest. Head down to the beach and dig your toes into the sand, or lounge poolside where the Florida sun always shines bright. Grab a partner and hit the links or play a game of shuffleboard before a BBQ around the pit.

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