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The Beach holiday rentals

We found 15 holiday rentals — enter your dates for availability
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Frequently asked questions

What are the best holiday rentals near The Beach?
The best holiday rentals near The Beach in Longboat Key, Florida, are typically located right along the coast or a short stroll away. You will find a wide array of options, predominantly luxurious condominiums offering direct beach access, or spacious private holiday houses. If you are willing to drive a bit further, renting in nearby areas can be an affordable option, though most guests prefer to stay close to the water. You will find the best holiday rentals near The Beach offer stunning views and convenient proximity to the sand and sea.

Many of these properties come with fantastic amenities such as private or communal pools, often heated for year-round enjoyment, and large balconies or decks superb for outdoor dining and enjoying the ocean breeze. These homes are ideal for families or couples seeking a relaxing beach escape.
What are the top holiday rentals with pools near The Beach?
There are approximately 467 holiday rentals near The Beach that feature swimming pools, offering a wide array of choices for guests. Most of these properties are condos and private holiday houses, with options for private backyard pools, shared community pools, and even some indoor facilities. These rentals are concentrated along Longboat Key, providing convenient access to The Beach. Many homes come fully equipped with kitchens, Wi-Fi, and spacious living areas, making them great for families or groups seeking a comfortable and well-appointed stay.

When selecting your holiday rental, consider the benefits of each pool type. Private pools offer exclusive use and are ideal for families desiring seclusion, while shared pools often include access to additional features like hot tubs or fitness centres. For stays during cooler months, looking for properties with heated or indoor options will ensure year-round enjoyment.
What are the best family holiday rentals near The Beach?
There are approximately 388 family-friendly holiday homes available near The Beach in Longboat Key. These properties, primarily condominiums and private holiday houses, offer ample space with multiple bedrooms and bathrooms, ensuring comfort for groups. Key amenities for families often include full kitchens for preparing meals, outdoor play areas like patios, gardens, or secured yards for children, and washer/dryers for convenience. Many also provide entertainment such as books, games, and video games.

When selecting a home for your family, look for properties that offer separate living spaces for adults and children, and practical features like well-equipped kitchens and laundry facilities to simplify your stay. Staying close to The Beach means minimal travel time, allowing more moments for relaxation and enjoyment.
Are there any luxury holiday rentals near The Beach?
There are several luxury holiday rentals near The Beach that combine scenic surroundings with modern comfort. These properties often feature amenities such as private heated pools, spa-style bathrooms, gourmet kitchens, and premium bedding. Many offer stunning lake views or mountain views, and some even include on-site tennis courts or golf facilities.

These homes are ideal for families or larger groups, providing conveniences like air conditioning and entertainment spaces. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
Where should I stay when visiting The Beach?
When visiting The Beach, several excellent areas offer distinct advantages for your stay.

The north end of Longboat Key, near the Longboat Key Club, provides properties with private beach access and proximity to excellent golf and tennis facilities. This area offers a relaxed coastal experience, great for those seeking a tranquil retreat.

Mid-Key properties offer convenient access to dining and shopping options along Gulf of Mexico Drive. These rentals are well-positioned for exploring the island's amenities while still enjoying the immediate proximity to The Beach.

The south end of Longboat Key, closer to St. Armands Circle, provides easy access to boutique shops, art galleries, and upscale restaurants. Properties here offer a blend of beachside living with cultural and culinary experiences just a short drive away.
What is the cheapest month to stay near The Beach?
The cheapest time to find holiday rentals near The Beach is often during the late Autumn (November) and early Winter (January), excluding any major local holiday weeks. November is frequently the single cheapest month, often providing better deals on properties and homes. Guests can often find lower rates during these months, along with greater availability.
Are there any lakefront holiday rentals near The Beach
Lakefront holiday rentals near The Beach offer a fantastic blend of comfort and water-based fun. These properties are primarily found around the various inland waterways and bays of Longboat Key, providing a tranquil escape from the bustling Gulf Coast. These properties are a short drive from The Beach, offering convenient access to water activities such as kayaking, fishing, motorboating, sailing, and 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 stunning water views and unwind in peaceful surroundings.
Are there any top beachfront holiday rentals near The Beach
Beachfront holiday rentals near The Beach offer direct access to the sand, often with stunning ocean views. Many properties are located along Gulf of Mexico Drive, providing easy access to the water. While some areas offer walkability to lively dining and shopping, other locations near The Beach provide quieter spots for relaxation and enjoying the natural surroundings.

Guests can often find properties equipped with amenities such as beach towels, beach sun loungers, and beach umbrellas, ensuring a comfortable day by the water. Accommodation types commonly include condos and private holiday houses, with many offering ocean-facing rooms or units with private terraces.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, 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 Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.