Top 10 Stunning Vacation Rentals in the Florida Keys

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Are you ready to have a great time in the stunning Florida Keys? Well, you better be because endless coastal views, sandy shores, lush palm trees, excellent seafood restaurants, clear waters, and fantastic accommodations await you here.

To guide you to achieve a world-class vacation experience, here are the best Florida Keys vacation rentals you should check out!

Remember, you’re always one click away from experiencing your dream island paradise in the Florida Keys. Seas it!

Private Oceanfront Villa in Islamorada

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The stunning Casa Morada is an exclusive hotel-inspired place in Islamorada, FL. The site offers privacy, perfect for tourists looking for a villa to enjoy and peacefully appreciate the Gulf of Mexico’s beauty.

The place is known for its private island, which you can access by footbridge. For amenities, they offer an infinity pool, sun deck, spa, and access to outdoor activities like kayaking, snorkeling, and more.

You can choose among their oceanfront suites, each with captivating ocean views, expansive living spaces, and private terraces that showcase the exquisite beauty of Islamorada.

Key West Historic Cottage

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The famous Conch House Heritage Inn features the authentic wooden architecture of Conch Architecture. The Inn dates back to the 1880s, and today, it is loved for its perfect blend of historic charm and modern comfort.

If you want to connect with Key West on a deeper level, you should book a stay at Conch House. The Inn has been around the island for longer than your age and mine combined.

Although historic, you should never underestimate the comfort this homey place offers. You can only find elegant antique furnishings here, such as a tropical garden and pool, and spacious guest accommodations are displayed here.

Every room has air conditioning, a flat-screen TV, and a private bathroom with a shower and toiletries supplies.

It is rated as one of the best bed and breakfast accommodations in Key West for couples. The Inn is not located in a secluded area. The nearest attractions/landmarks are Ernest Hemingway Home and Museum and Duval Street.

Waterfront Condo with Marina Views

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You should opt for condos for a hassle-free vacation. Condos of Key Largo won’t trouble you with maintenance as they have impressive and convenient amenities and dependable security. Landings of Key Largo is an excellent choice for a waterfront condo with marina views. Plus, it has so much more to offer. For a background, Landings of Key Largo is a private community that’s a favorite vacation and relocation location for many tourists and homebuyers.

The condos here have updated two-bedroom and bathroom layouts, are equipped with modern kitchen appliances, and have a balcony that overlooks the calm and beautiful Buttonwood Sound (and they are pet-friendly!).

As for amenities, they have a long list that you and your loved ones should try and explore. There are courts, pools, a clubhouse, and BBQ spots.

There are also private docks and boat slips access, and they are near various landmarks such as John Pennekamp Coral Reef State Park and the National Marine Sanctuary.

Secluded Beach House on Little Torch Key

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Looking for a resort paradise? Head straight to Parmer’s Resort!

Parmer’s Resort is a stunning private waterfront resort offering a tropical paradise on earth. It provides charming suites, cottages, and 90-foot beach access, which you will love.

The secluded feel of Parmer’s Resort will allow you to enjoy the beauty of Little Torch Key peacefully. Relax on the beach, have a little boat ride, have cute picnics, or do water sports while here.

Nearby attractions are Bahia Honda State Park and Key Deer Refuge.

Luxury Penthouse in Key Largo

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Ocean Reef Club is known for its luxurious amenities and suites. The club is among Key Largo’s best high-end comfort and convenience providers.

They offer residential condos and vacation rentals. Ocean Reef Club members love and enjoy the privacy and upscale amenities the club offers. There’s world-class golfing, a marina, courts, restaurants, wellness centers, pools, and private aviation!

There’s no other club than Ocean Reef. Be a member to experience unparalleled luxury in paradise.

Quaint Cottage in the Heart of Islamorada

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As one of the best resorts in Islamorada, Angler’s Reef Resort is a true gem. If you haven’t been to Islamorada, picture crystal-clear turquoise water in your mind. It’s the refreshing getaway you need!

Each villa is immaculate, and with its bathroom and kitchen, you’ll have no problem doing your daily routine. Guests can access every water activity they may desire, including private beach access, private parking, and pool access. It’s a fantastic destination, especially for families.

Eco-Friendly Bungalow on Duck Key

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Another excellent Florida Keys vacation spot is the famous Hawks Cay Resort in the stunning Duck Key. Rated as the top resort in Duck Key, this is eco-friendly and energy-efficient.

Hawks Cay Resort offers various villas and rooms from which you can choose. Each of them provides a breathtaking waterfront view. The villas offer top-tier amenities, including private pool access, beach access, backyard, open veranda, boating, and more.

Here, you will have a truly memorable retreat where you can reconnect with nature and get lost in its beauty. Hawks Cay Resort puts effort into conserving nature and the island’s unparalleled beauty.

Have a sweet Caribbean vacation at Hawks Cay Resort because you deserve a vacation!

8. Spacious Family Home in Big Pine Key

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Big Pine Key is an excellent location for homebuyers. The community is welcoming, has plenty of gorgeous residential homes, and is accessible to many attractions and recreational sites. If you plan to relocate to the Florida Keys, Big Pine Key is an ideal neighborhood to call home. Large and spacious homes range in price from $1 million to as much as $5 million. The majority of them have waterfront views or pool access.

Homes in Big Pine Key have internal living spaces ranging from 1,304 to 3,727 sq ft. These properties are ideal for couples or mid to large-sized families.

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Grassy Key neighborhood in Marathon has some of the best oceanfront estates in the Florida Keys. The area offers an alluring blend of peaceful and lively community.

In addition, its location is ideal, as you can access downtown Marathon in 15 minutes. Live near serene beaches and have unlimited access to outdoor recreational activities like kayaking, paddleboarding, swimming, snorkeling, and more.

Live your dream island life here at Grassy Key, where island life is the best!

10. Tiny House Getaway in Key Largo

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Tiny houses in Key Largo are adorable and cozy homes that provide a unique experience on your vacation!

If you’re looking for peculiar yet interesting and extraordinary Florida Keys vacation rentals, you should check out tiny houses! They have the coziest vibe and are charming. At first glance, you might even think they are doll houses.

But when you get inside, you’ll realize that a house offers enough room for individuals and small-sized families. You should also check these out if you want more affordable vacation metals in the Florida Keys.

You can expect twin beds, twin sofa beds, or a queen-size bed. The rooms have a fully equipped kitchen, bathrooms, washers, TVs, a pool, a kayak, and parking lot access.

top stunning florida keys vacation rentals
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Wrap Up

The Florida Keys are undeniably beautiful. With their captivating beauty, people from all over the world want to visit them. As a tourist, you want everything to go smoothly during your vacation, so choosing a vacation rental that will make your life easy and comfortable is essential.

You will have a great time here if you want exclusive access to Florida Keys’s stunning beachfront views or the charm of historic cottages.

For more details about the Florida Keys, call us at 305-912-2177 to get in touch with our team. We’re ready to help you find the best place to stay and live in the Florida Keys!

Frequently Asked Questions

The best time to visit the Florida Keys is from late November to April. To enjoy your vacation, make sure that you visit during the dry season.

Yes. Vacation rental prices vary depending on the location, amenities, and season. To save on rental costs, you should schedule your vacation during off-seasons, negotiate with the landlord, or consider a different location.

Yes. Vacation rentals in the Florida Keys have beach access. Some even have their private islands.

Endless opportunities await you outside your vacation rental in the Florida Keys. You can enjoy water-related activities or sports, dine at seafood restaurants, shop, or pamper in the spas and other wellness centers.

Yes. Vacation rentals throughout the Florida Keys use eco-friendly practices to protect the islands and ocean from environmental damage.