Cheap Monthly Rentals in Florida Keys: Luxurious Yet Affordable Getaways

Why spend an arm and a leg for a home-away-from-home when you can find cheap monthly rentals in Florida? Affordable paradise homes are a reality in the beautiful coastal region of the United States, where the Florida Keys’ turquoise waters combine with golden sunsets and tranquil settings. 

You may think you’ll only get old tumbledown cabins for cheap, but take a drive down 16 miles of scenic paradise – from Cudjoe Key to Marathon—and you’ll reassess.

Here’s the kicker: you’ll find vacation homes boasting up to 3 bedrooms. Whether you’re looking for a small 2-bedroom place or a more spacious house capable of accommodating a larger group, these monthly rentals have got you covered. 

Imagine waking up to that sunrise view over the water from your cheap rental in Cudjoe Key. Feels good, right? Want a bit more hustle and bustle in your coastal lifestyle? With its wealth of vibrant local culture and activities, the city of Marathon waits for you with open arms.

cheap monthly rentals in florida keys

A Synopsis of Affordable Florida Keys Monthly Rentals

Let me tell you about some affordable Florida Keys monthly rentals. What have we got? Well, there’s a place that sleeps 6, a charming 2-bedroom (2 BR) cottage on the water’s edge, complete with a swimming pool.

If space is what you’re after, there are options that sleep 10 to 12 guests! A 4-bedroom single-family home featuring all the amenities needed to ensure a comfortable stay, including air conditioning, a private boat ramp, access to paddle boards, and even a pool table for that evening rec room action.

Islamorada is a solid bet for those seeking exquisite views and rustic charm. With monthly rentals available, including cozy cottages facing turquoise waters, you will surely fall in love with this paradise. There’s a heated swimming pool waiting for swimsuits of all sizes.

If you prefer being on the water, consider a stay at the Colony Beach area, where short-term rentals offer access to your own dock. Ultimately, whether it’s the action of Duval St in Key West or the serene tranquility of Lower Keys, cheap rentals in the Florida Keys are as diverse as the Keys themselves.

Exploring the Variety of Locations

One of the greatest things about the Florida Keys is how many locations there are to explore, each with its unique flavor and lifestyle. Lower Keys might be defined by tranquility, but that doesn’t mean the rest of the Keys are any less enticing. Majestic palms, turquoise waters, and the laid-back lifestyle color every corner of this U.S. paradise.

For example, let a morning in Cudjoe Key ignite your sense of adventure. Witness the sun revealing itself like a shy child from the oceanic horizon. Then, head to Marathon for a spot of lunch at one of the many buzzing seafood restaurants, their menus teeming with fresh catches of the day. In the Keys, every location you explore is a possible affordable home to embrace.

Lower Keys – Tranquility Redefined

The Lower Keys – that’s where tranquility comes into play. Imagine this: you with your morning cup of Joe, sitting on a porch overlooking the ocean. You can practically hear the silence, broken only by the gentle rush of waves meeting the shore. 

The Lower Keys are perfect for people yearning to escape the rat race and wanting to indulge in a slower, quieter pace of life without breaking the bank.

Key West – A Blend of Serenity and Excitement

Now, let’s switch gears and talk about Key West. If you like to mix peaceful afternoons with a night of excitement, this is your spot.

Daytime offers a relaxed beach atmosphere where the turquoise waters and shady palm trees set the perfect backdrop for a lazy day of lounging. But when the sun dips its head, Duval Street comes alive with music, laughter, and, let’s not forget, the best conch fritters this side of the United States. 

Affordable? You bet. Fun and relaxation? Absolutely. Welcome to Key West, where serenity and excitement unite.

Delving Into Different Rentals in the Lower Keys

Down in the sun-kissed Lower Keys of Florida, quite a few rentals will let you live the dream without busting your wallet wide open. Who says you need to hand over your life savings just to enjoy the rhythmic hum of the ocean or the matte, coral sunsets that would bring tears to a glass eye? Not me, my friend.

The islands of Big Pine Key and Marathon are perfect for anyone looking for peace and quiet. They’re like those postcards you get at the grocery store checkout, only better. 

Clear waters, calm beaches, and the type of wildlife that makes you feel like you’re in a Disney movie. Many homeowners in the Lower Keys rent out their peace of paradise for a minimum of 30 nights, usually starting on the first of the month.

cheap monthly rentals in florida keys

1. Sunny Florida Keys Getaway – For the Summer Soul

If you’re the type that finds joy in waking up to a sunrise over the ocean, the Sunny Florida Keys Getaway is your place. This 2-bedroom house on Little Torch Key sits on the waterfront and has an outdoor grill where you can have yourself a good old-fashioned BBQ cookout. 

Plus, the view of the sunrise here? Just splendid. It makes you feel like you’re right in the center of a watercolor painting. You’ll only have to pay something from $200 to $250 a night which is a steal for this area. 

This rental is top-rated, which is no surprise considering it’s like your very own slice of summer, regardless of the calendar month. It has space for 4 guests, so it’s perfect for families and got a phenomenal rating. So, if you want to catch some rays with your morning coffee, this spot might be just what you need.

2. Little Torch Breeze – Your Keys Waterfront Retreat

Now, let’s talk about the Little Torch Breeze. It’s another 3-bedroom beauty, located in Marathon. To call it a “house” doesn’t do it justice—it’s more of a small beachfront castle. The kind of place where you can kick back and listen to the waves while grilling up some fresh catch of the day.

This spacious house can accommodate up to 6 guests. It has an excellent rating, indicating that those who’ve had the privilege of staying there have found it a real gem. There’s also a fairly large dock right in front of the house, so you can rent a boat and catch some waves while on the waterfront. 

There’s also a large kitchen where you can cook some fresh seafood to enjoy with family and friends and a cute little patio to eat while enjoying the breeze off the water. And the views? Trust me, they’re worth every penny. 

Here’s the real kicker. You get all this for $180 to $250 a night. To put things into perspective, the average nightly rent round here is $722 for house rentals. 

3. Oasis at Bayside – A Tropical Haven

Ever heard of the Oasis, a stylish Largo apartment community nestled smack in the middle of tropical heaven? Yes, you read that right – full–fledged apartments right in the heart of paradise. Then again, they don’t call the Lower Keys ‘paradise’ for no reason. How often can you say you rented an apartment in paradise, huh?

This place screams luxury. Palm trees swaying in the breeze, seagulls writing love letters in the sky, the whole bit. It’s the kind of serenity you can’t put a price tag on. But, thankfully, for this tropical haven, you won’t have to break the bank. You only have to pay $1375 to $2180 per month, depending on the size of the apartment. Who knew paradise could be so affordable?

4. 7 Seas – Your Escape to the Waterworld

If you like to be near water, the 7 Seas house is just the ticket. This place isn’t just close to water; it’s practically surrounded by it. It’s like having your private ocean, if you can imagine that.

Imagine waking up to the sight of the sun shaking hands with the horizon, the ocean serving as the backdrop. It’s simply magical. 

So, if you’ve dreamed of living the maritime life, even for a month, the 7 Seas is your golden ticket to a waterworld adventure. Plus, you only spend $230 per night. Just don’t forget to pack your swim trunks!

5. Heated Private Pool, Beach – For Complete Indulgence

Here’s a slice of paradise that’ll make you doubt its affordability – this property with its private pool and a dock. Picture this: You, lounging around your personal pool, soaking up the Florida sunshine. 

Later in the evening, you stroll on your private dock, enjoying the cool breeze that brings the essence of the ocean along with it. With enough space to sleep eight, it’s an ideal spot for a well-deserved family getaway or just kicking back with your pals.

Behind this property, you’ll find a breathtaking beach view. It’s like having nature’s own wallpaper, but it’s real, just a few steps away. The place offers four bathrooms, so no squabbling over who gets to use it first every morning. It’s a splendid setup that offers luxury without burning a hole in your pocket. You get all of this for $423/night. 

cheap monthly rentals in florida keys

6. Barbados Landing – Flouting the Norms of Expense

Barbados Landing is a place that spits in the eye of high expenses. It blesses you with a refreshing blend of affordability and luxury. Wake up every morning with the sun glistening on the water’s surface, giving an illusion of a golden pathway right from your window to the horizon. But it’s not all dreams and rainbows with the price tags to match.

This place is a pocket-friendly paradise in the Florida Keys region. Barbados Landing has a mesmerizing quality about it. It’s like a magic trick. 

It makes your worries about the bills disappear and jogs your imagination about experiencing an exquisite vacation. The monthly rates start from $4800 and go upto $5200, depending on the time of the year.

7. Buccaneer Boathouse – Flaunting Authentic Florida Keys Charm

The Buccaneer Boathouse’s charm is as authentic as good old Florida Keys. Here, you can experience the local flavor up close and personal. The monthly rates start at $4000, and it’s worth every cent. You’ll enter this place with a smile and leave with an even wider one. The house welcomes you with three bedrooms, making it just right for a cozy family retreat.

Everything about this place oozes authentic Florida Keys charm—from its timeless appeal to its interiors and exteriors. It’s like a time capsule where you can escape from the world and dive into the uniqueness of the Florida Keys culture. If you want to understand the real essence of the Florida Keys, staying at the Buccaneer Boathouse is an excellent place to start.

8. Coral House – Unveil Low-Priced Luxury with Pool and Dock

Let me introduce you to Coral House, which combines affordability with luxury. The place flaunts an inviting pool, a cozy hot tub, and an expansive dock- all without any plush price tags. It’s like finding a gem of a deal among all the overpriced rentals. Coral House offers three bathrooms to sweeten the deal, so no one needs to wait in line to freshen up in the morning.

What’s more, Coral House allows you to indulge in outdoor living, surrounded by the breathtaking beauty of the Florida Lower Keys. With rates between $5100 to $5200, this place is the perfect sanctuary for those who yearn for a break but are restrained by their budget. If you’re looking for a dip in luxury without drowning in bills, Coral House is your answer.

How to Rent a Vacation Home in the Florida Keys

Renting a vacation home in the Florida Keys isn’t rocket science. It’s pretty straightforward. You just need to keep some simple things in mind to ensure you get the most bang for your buck.

First and foremost, understand the rental costs. Feel free to explore various options and compare the prices. Second, think about the time when you wish to visit. The rental booking window plays a significant part in getting the best deals. 

Strategically planning your booking can help you save a decent chunk of change. If you’ve got a fur baby you can’t leave behind, confirm that the property is pet-friendly.

And for all the seasoned snowbirds planning monthly stays in the Lower Keys, I’d say go for it! It’s beautiful out there and a fantastic way to escape the cold. Trust me, it’s going to be a heck of a ride!

Understanding Rental Costs in the Lower Keys

Let’s talk about the price of paradise. You might think that staying the long winter months will cost a huge sum, but in most cases, it will not. Just like everything else, vacation costs fluctuate. 

Many factors influence them, such as their facilities, size, proximity to the beach, etc. Even the time you book adds or subtracts from your total bill. For instance, it’s well-known that renting in January usually costs around $500 to $1000 more than renting in October or November.  But if you know what you’re looking for, rentals can be as modest as $119 per night.

But here’s a hack I found after years of playing footsie with vacation planning – the longer the stay, the sweeter the deal. Hosts often give discounts for stays of 14 days or longer. So, if you’ve got more than a week to spare, you’re in for a real treat. Remember, that’s the price for island paradise!

Rental Booking Window – Getting the Best Deals

Alright, let’s talk about booking. Getting a reasonable price for a suitable property at the right time isn’t easy. You have to pick the right booking window to snatch the best deals. This means you have to be flexible and more than a little watchful. 

Keep a keen eye on rental sites like VRBO, Florida Rentals by Owners, and Florida Rentals to snatch up deals as soon as they’re available. The patient dog may get the fattest bone, but the more watchful dog gets the biggest piece. 

I’m no mathematician, but I’ve seen enough numbers to know a good deal when I see one. And trust me, vacation rentals are waist-deep in sweet deals, just waiting for you to take the bait.

Booking Pet-Friendly Vacation Rentals

No vacation’s complete without your furry buddy, am I right? But finding a place that rolls out the red carpet for your four-legged friend can feel like finding a needle in a haystack. Worry not. Plenty are out there for you and your pet, and the price won’t have you scrambling for change under the couch cushions.

You have options ranging from a cozy three-bedroom joint with a comfy living room that sleeps two to a five-bedroom mansion that’d give Bruce Wayne a run for his money. All are pet-friendly, my friend. Imagine living in Key West, even temporarily, in a beautifully decorated, resort-style accommodation. That’s the dream, right there.

Planning Snowbird Monthly Stays in the Lower Keys

If you’re like me, you’d trade in your snow boots for flip-flops any day. When the mercury takes a nosedive, the Lower Keys is where you want to be. Snowbird monthly stays are perfect for folks wanting to escape the winter chill. I have heard folks say that living in Key West, with its tropical paradise vibe and luxury Key West monthly vacation rentals, is akin to living in a dream. And I agree.

Let me paint you a picture – a sunny day on Higgs Beach, a 5-bath villa waiting for you with all essential amenities and plenty of room to stretch out, just like a cat sunbathing by the window. It’s your very own historic Key West stay for the entire season. So, if you are thinking of heading south for the winter, you’ve got my approval for the Lower Keys.

cheap monthly rentals in florida keys

Frequently Asked Questions

1. Can I rent short-term in Florida?

Yes, you can rent short-term in tourist areas. But, these are hardly the places you want to nest in for snowbird season. If you want to get away from the tourists, you can opt for rentals in residential areas. Alas, these rentals say that you have to stay for at least twenty-eight days if you want to rent the place. 

2. How much does it cost to rent a house in Florida Keys?

The average nightly rate for house rentals is around $722. But, you can find cheaper places if you look around a bit. If you can do some haggling, you can find places starting from $119 a night. 

Conclusion

You’re finally about to set foot in the tapestry of islands called the Florida Keys, also known as the American Caribbean. Just think about it: you’ll be living it up without breaking your bank. 

Whether you’re a sun-worshiper or a water baby, there’s a place that houses your kind. So don’t wait. Book your cheap monthly rental and dive into the melange of tranquility and excitement. If you’re lucky to get a booking slot during November, it’s even better!

Now, who would wanna miss a chance at lounging in a luxurious yet affordable villa in Largo, within walking distance of all the fun? And let me tell you, don’t worry about your furry friends or a family member who might need wheelchair access; most places have you covered. So, what are you waiting for, amigo? Pull up your socks, grab your beach hat, and embark on your affordable vacation to the sun-soaked Florida Keys today.

Emily Bradley

Leave a Comment