16 Best Beachfront Rentals in the Florida Keys For a Perfect Vacation

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Are you looking for amazing beachfront rentals in the Florida Keys? Perfect!

The keys are one of the most beautiful places in the sunshine state and an epic winter destination on the East Coast. If you want to make the best of your Florida vacation, staying in a beachfront vacation rental in the Florida Keys is ideal!

Key West is the most popular place to stay in the keys however, if you are after a beach holiday, you may want to consider other places like Marathon or Islamorada.

In this article, you will discover the best beachfront cottages in the Florida Keys but also beach houses for families, condos and cheaper options for couples.

We’ve included a selection of vacation rentals including VRBO and others. That way, you will be sure to find your perfect beachfront rental in the keys!

Beautiful Beachfront Home florida keys rental

IN A RUSH? The best beachfront rental in the keys is this fabulous house in Marathon.

It’s absolutely stunning and has a stellar 9.8/10 rating!

Best Beachfront rentals in Marathon FL

1. Beautiful Beachfront Home in Marathon

Beautiful Beachfront Home florida keys rental

Photo credit: Vrbo. See more photos here.

This beautiful beachfront house in Marathon FL is a spacious villa with 3 bedrooms.

There are a heated pool and a tiki bar!

The house has several floors. Each one of them has its own balcony. From there, the views over the ocean are fantastic! Especially if you go there for sunset!

There is also a backyard where kids can play.

The house is fully equipped. There is everything you may need during your vacation in the Florida keys!

If you are travelling with kids, it’s the perfect holiday house. Not only the famous Sombrero Beach is only a minute away but there is also a volleyball court and playground next to the house.

Click here to see more photos and prices.

2. Sandbar Pearl

Sandbar Pearl is a beautiful holiday home in Marathon FL with a private pool.

The house has 4 bedrooms and direct access to the beach. The terrace is beautiful. There is also a barbecue. You will love having breakfast there, listening to the waves. It’s very relaxing!

The house itself is fully equipped and very pleasant. Loads of natural light!

The views of the ocean are stunning. Whether you are in the house or by the pool, you can see the ocean!

Click here to see more photos and prices.

3. Gulf-front retreat in Marathon

This house is the ultimate oceanfront rental in the Florida keys! It’s located in Marathon, near the Dolphin Research center and right by the beach.

The property itself is stunning and fully equipped.

Coconut tree, beach, hot tub… everything you may want is there! It’s a luxury escape that will suit families and groups of friends.

The beachfront pool is amazing too. You will take loads of beautiful photos there!

Click here to see more photos and prices.

4. Tranquility Bay Resort

Located in Marathon, Tranquility Bay Resort is a beautiful beachfront resort in the Florida Keys.

In terms of proximity to the beach, this is as good as it can get. The house is literally on the beach. From the living room, you can just step outside on the terrace and walk down the stairs to be on the sand.

The house is beautifully decorated and equipped.

You can enjoy the views of the ocean from the rooms and lounge! Pretty cool, right?

There is also a beautiful swimming pool for you to use.

Click here to see more photos and prices.

5. New Built Beach House near Sombrero Beach

Brand New Private 4:3 Single Family florida keys

Photo credit: Vrbo. See more photos here.

If you wish to stay near Sombrero Beach, this beachfront Vrbo in Marathon FL will be perfect for you.

It was built in 2020 which means everything is brand new and modern!

The house actually is on the beach. This means that when you are inside, you only need to grab your towel and go down the stairs to enjoy the beautiful beach.

There are 4 bedrooms which makes it ideal for families and groups of friends.

There is also a pool if you want to enjoy a swim at any time of the day!

It’s a great place to enjoy some peace and quiet, away from the crowds.

Click here to see more photos and prices.

Best Beachfront rentals in Long Key

6. Oceanfront duplex in Long Key

oceanfront vrbo florida keys

Photo credit: Vrbo. See more photos here.

This is just the cutest beachfront rental in the Florida keys!

Located in Long Key (halfway between Islamorada and Marathon), this beautiful beach house features beautiful decor. It’s everything you expect a Floridan house to be!

If you want to stay on the beach, this is definitely as good as it gets!

The house has a deck right on the beach! You only need to walk a few steps and you are on the sand!

It’s a very relaxing place where you can really enjoy your vacation. There are a hammock and loads of seats outside. If you want to work on your tan, that’s the perfect place to do so!

Inside, you will discover a beautiful beach-themed decorated house with 2 bedrooms and 1 bathroom. The kitchen is fully equipped!

Click here to see more photos and prices.

7. Dog-friendly duplex in Long Key

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If you are travelling with a dog and looking for a beautiful dog-friendly beach house in the Florida keys, this will be the perfect place for you!

The house has 4 bedrooms and can host up to 8 people. This makes it the ideal place for a family vacation in Florida.

It’s on the beach which means you only need to go out and your little toes will be in the sand.

The terrace is beautiful. There is a barbecue. You will love having dinner there in the evening!

Click here to see more photos and prices.

Best Beachfront rentals in Islamorada

8. Beachfront Cottage in Islamorada

This beachfront cottage in Islamorada is one of the most beautiful properties in the Florida keys.

If you enjoy taking photos, you will love it! There is a gorgeous infinity pool, perfect for Instagram photos!

The house is fully equipped and the views of the ocean from the rooms are breath-taking.

Palm trees, sand, pool… the perfect tropical getaway!

It’s also very well located as it’s very close to Islamorada downtown!

Click here to see more photos and prices.

9. The Russell Estate in Islamorada

Photo credit: Vrbo. See photos here.

This cottage home in Islamorada is the ideal tropical retreat. It has 3 bedrooms, perfect for families and friends!

The views of the ocean and beach are stunning. It’s very easy to access the beach.

There is also a pool so you can go for a swim at any time!

You will also find a private dock so if you are into fishing, you will love it. It’s a great place to watch the sunset too!

Click here to see more photos and prices.

Best beachfront rental in Key Largo

10. Dolphin Point Villas

Located in Key Largo, the Dolphin Point Villa is an excellent beachfront rental in the Keys.

Each villa comes with a garden, free parking spot and private access to the beach.

Staying in Key largo is a good option for people who want to discover some of Florida’s hidden gems. It only takes a few minutes to get to John Pennekamp State Park where you can go snorkelling and see beautiful corals.

The staff is also very friendly. They will make sure that you are having the perfect vacation in the keys!

Click here to see more photos and prices.

Best Beachfront rentals in Key West

Finding a good oceanfront rental in Key West is a bit harder as there aren’t as many beaches! People usually stay in Key West for the atmosphere and nightlife, less so for the beach.

That having been said, it doesn’t mean it’s impossible. There are a few beaches in Key West and some oceanfront rentals.

11. Sunset Key Cottages in Downtown Key West

The sunset key cottages are the ultimate Key West experience!

They are ideally located downtown which is perfect to go explore Key West. You will get direct access to the beautiful beach and other amenities.

There are an amazing pool, spa center and tennis court! If you are a foodie, you will also enjoy a meal at the restaurant.

The cottages themselves are stunning. The decor is very modern and pretty.

It’s the perfect place to stay in the Florida keys for couples.

Click here to see more photos and prices.

12. Hidden Beach Duplex in Key West

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This beautiful rental is ideally located near the Southernmost Point Buoy, a popular attraction in Key West.

From there, you can easily walk up to Duval Street (only 3 blocks away)

The place itself is so cute! It’s a small home with 1 bedroom sitting on Hidden beach.

You will have direct access to the beach. It’s super easy to go for s swim.

The decor inside is a bit old-school but the location is so great on every level that it makes it up for the decor!

Click here to see more photos and prices.

13. The Galleon Resort Apartment

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This oceanfront rental in Key West is ideally located near Mallory Square.

Every night, Mallory Square hosts the sunset celebration. It’s one of the best places to stay in Key West. It’s lively, beautiful and close to Duval Street.

In terms of location, this Vrbo definitely has it all!

From the deck of the apartment, you can admire the beautiful views of the Gulf of Mexico. You will also have access to the swimming pool and gym.

There are 2 bedrooms.

Click here to see more photos and prices.

14. Paradise Found Cayo Hueso

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Located in the southern part of Key West, this beautiful oceanfront condo in Key West is ideal for people who want to stay in Key West but spend more time at the beach than in town!

The condo is fully renovated and equipped. From the balcony, you can enjoy the beautiful views of the ocean.

You will also have access to the pool and hot tub.

Click here to see more photos and prices.

15. Beach House in Sugarloaf Key

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If you are looking for a fantastic house away from the crowds but not too far from Key West, this beach house is for you!

It’s a typical 2-floor Floridan house with 3 bedrooms, 3 bathrooms and a spacious balcony. It’s located on the beach which means that it’s as close as it can ever get!

You will feel like on a private island! If you are travelling with kids, it’s the perfect place to stay! It’s also only 30 minutes away from Key west which means you can easily go there for an afternoon.

It’s also worth mentioning that the house was fully renovated and is very modern.

Click here to see more photos and prices.

Cheap oceanfront rentals in the Florida Keys

The Florida Keys are usually a pretty expensive place to visit however, there are some budget options out there.

If you are looking for a cheap oceanfront rental in the Florida Keys, this section is for you!

16. Waterfront studio in Conch Key

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This is definitely the best budget oceanfront Vrbo in the Florida keys! It’s located in Conch Key, which is between Islamorada and Marathon.  You will be completely surrounded by the water which is very nice. That said, you won’t find a beach per se. This is oceanfront, not beachfront.

The apartment is beautifully decorated and fully equipped. There is 1 bedroom which makes it ideal for couples looking for a romantic getaway in the keys or a honeymoon!

You will also find boat rentals nearby.

Click here to see more photos and prices.

So, are you ready to enjoy an awesome and relaxing vacation in the Florida keys?

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