Vacation rentals near Florida Keys Beaches

We found 3,063 vacation rentals — enter your dates for availability
Discover a selection of private vacation rentals close to Florida Keys Beaches that can be your home away from home. Whether you're going on vacation with family or friends, vacation rentals have the amenities you need and want for your stay, which might include parking and a garden. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Florida Keys Beaches

Showing deals for:Nov 13 - Nov 20

Image gallery for Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Room
9.0 out of 10, Wonderful, (12 reviews)
Wonderful
(12 reviews)

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Key West

7% off
Price is $236
$1,651 for 7 nights
All fees included
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

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Frequently asked questions

What are the best vacation rentals near Florida Keys Beaches?
The best vacation rentals near Florida Keys Beaches are typically found in popular areas like Long Beach Estates. You will find a great selection of properties, including private vacation homes great for a relaxed getaway and comfortable condos. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. These best vacation rentals near Florida Keys Beaches offer a true island experience.

Many of these properties feature amenities so you can have a comfortable stay, such as a refreshing pool for cooling off, a private patio for outdoor dining, and a balcony with beautiful views. These homes are ideal for families or friends looking for a sunny escape.
Are there any cheap vacation rentals near Florida Keys Beaches?
There are several affordable vacation rentals near Florida Keys Beaches, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around $1536 per month. Some properties even offer better deals in the off-season, such as in November, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as free WiFi, self-parking, and free toiletries, and can range from cozy private vacation homes to comfortable condos, providing a clean, comfortable base for exploration.

To get the best value, consider staying slightly outside the main tourist hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. Many of these properties are pet-friendly, ideal for guests traveling with their furry companions, so you can have a comfortable stay. With a little planning, it is absolutely possible to find a comfortable stay near Florida Keys Beaches while keeping costs down.
What are the best pet-friendly vacation rentals near Florida Keys Beaches?
There are over 900 pet-friendly vacation rentals available near Florida Keys Beaches, offering a wide variety of options for guests traveling with their pets. Many of these properties, predominantly private vacation homes, are located in areas like Long Beach Estates and provide amenities such as fully equipped kitchens, Wi-Fi, and comfortable living spaces. Several rentals also feature private outdoor areas, making them ideal for pets.

When searching for the best pet-friendly vacation rentals near Florida Keys Beaches, it's important to confirm individual property pet policies, including any potential fees or size restrictions. While Florida Keys Beaches are generally welcoming to pets, often allowing them on leashes with ample space to roam, some specific beach areas may have restrictions.
What are the top vacation rentals with pools near Florida Keys Beaches?
There are over 1866 vacation rentals with pools near Florida Keys Beaches, offering a wide range of options from private backyard pools to shared community facilities, many of which are heated or outdoor. Properties are concentrated in areas like Long Beach Estates, and include both private homes and condos. These rentals often feature full kitchens, multiple bedrooms, Wi-Fi, and outdoor spaces, making them excellent choices for families or groups seeking comfort and convenience during their stay.

When selecting your ideal rental, consider whether a private pool for seclusion or a shared pool with potential access to additional amenities like hot tubs better suits your preferences. Many pools are heated, providing comfort even during cooler months, while outdoor options are superb for enjoying the sunny Florida weather. Always check the specific pool type and heating options when making your reservation to ensure it aligns with your needs.
What are the best family vacation rentals near Florida Keys Beaches?
There are over 1540 family-friendly vacation rentals available in the Florida Keys Beaches area, particularly in popular regions like Long Beach Estates. These properties, primarily private homes and condos, provide ample space with multiple bedrooms and bathrooms, ideal for families. Many rentals come equipped with full kitchens, washer/dryers, and outdoor play areas such as yards or gardens, great for children. Entertainment options like video games, books, and even arcade game rooms are often included, alongside essential amenities like cribs and highchairs.

When selecting a family rental, consider homes that offer separate living spaces for adults and children, and prioritize those with well-equipped kitchens to prepare meals and laundry facilities for convenience. Staying close to Florida Keys Beaches means less time traveling and more time enjoying the coastal attractions.
Are there any luxury vacation rentals near Florida Keys Beaches?
Near Florida Keys Beaches, there are several luxury vacation rentals that combine natural beauty with modern comfort. These properties often feature amenities such as private heated pools, private beach access, chef services, and premium bedding. Guests can also find properties with air conditioning, on-site tennis courts, and golf courses nearby.

These homes are ideal for families or larger groups, offering conveniences like climate control and spacious living areas. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
Where should I stay when visiting Florida Keys Beaches?
When visiting Florida Keys Beaches, several areas offer unique advantages for your stay. Long Beach Estates provides convenient access to various beach activities, making it a great choice for those who want to be close to the sand and surf. Properties here often feature direct beach access or are just a short stroll away.

For a more central experience with a wide array of dining and entertainment options, consider staying in Key West. This lively area offers numerous vacation rentals, from charming cottages to larger homes, all within easy reach of Florida Keys Beaches and other local attractions.

If a quieter, more secluded getaway is preferred, properties in Islamorada offer a tranquil setting with beautiful waterfront views. These rentals are great for those looking to enjoy fishing, snorkeling, or simply relaxing by the water.
What is the cheapest month to stay near Florida Keys Beaches?
The cheapest time to find vacation rentals near Florida Keys Beaches is typically during the late Summer to early Autumn (August to October), excluding any major local festivals or hurricane season advisories. September is frequently the single cheapest month, often providing various savings on homes and condos, with rates often 20% less compared to the peak winter season. Guests can usually find lower prices during these months, along with greater availability of properties.
Are there any lakefront vacation rentals near Florida Keys Beaches
Lakefront vacation rentals near Florida Keys Beaches provide a great mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes found throughout the Florida Keys. These properties are a short drive from Florida Keys Beaches, offering convenient access to water activities such as swimming, sailing, fishing, motorboating, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy water views and unwind in peaceful surroundings after exploring local trails.
Are there any top beachfront vacation rentals near Florida Keys Beaches
Beachfront vacation rentals near Florida Keys Beaches provide direct access to the sand, with many properties offering ocean-view balconies and terraces. Guests can find properties in lively areas for dining and shopping, or opt for quieter spots in Long Beach Estates for a more relaxed stay.

Accommodations often include amenities like beach chairs, oceanfront pools, and sometimes onsite dining. Guests can find various unit types, from ocean-facing rooms to multi-bedroom properties with ample living space, suitable for different group sizes.
Are there any monthly vacation rentals near Florida Keys Beaches?
Vrbo offers excellent options for monthly vacation rentals near Florida Keys Beaches, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Florida Keys Beaches.
Are there any last-minute vacation rentals near Florida Keys Beaches?
Vrbo makes it simple to find last-minute vacation rentals near Florida Keys Beaches that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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