We found 11,567 holiday rentals — enter your dates for availability
If you'd like to stay close to Longboat Key Beaches, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Longboat Key Beaches
Showing deals for:17 July - 24 July
Image gallery for Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard
9.89.8 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value
Frequently asked questions
What are the best holiday rentals near Longboat Key Beaches?
The best holiday rentals near Longboat Key Beaches are typically located directly on the key or in nearby coastal towns in Florida. You will find a wide array of options, from modern condominiums with direct beach access to spacious private holiday houses superb for a relaxed getaway. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties that still offer easy access to the coast. You can find the best holiday rentals near Longboat Key Beaches right along the beautiful coastline.
Many of these properties offer a range of amenities so you can have a comfortable stay, including private pools for a refreshing dip, spacious decks or patios for outdoor living, and balconies with ocean views. These homes are ideal for families, couples, or groups seeking a sunny escape.
Are there any cheap holiday rentals near Longboat Key Beaches?
There are several affordable holiday rentals near Longboat Key Beaches, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around AU$150 per night. You might find great deals during the late autumn and early winter months, such as November, as this is generally considered the off-season. Properties often include amenities such as WiFi, self-parking, and toiletries, providing a good base for your stay. You can find options ranging from cosy studios to small family homes, offering a clean, comfortable place to relax.
To find the best value, consider looking for properties slightly further from the immediate beachfront. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. Many of these properties offer great value, allowing you to enjoy Longboat Key Beaches without overspending. With a little planning, it is absolutely possible to find a comfortable stay near the beaches while keeping costs down.
*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Longboat Key Beaches?
There are over 500 pet-friendly holiday rentals near Longboat Key Beaches, primarily private holiday houses and condos, making it simple to find a suitable stay for you and your animal companion. These properties are mainly found in surrounding towns and offer amenities such as fenced yards, private decks, and easy outdoor access, alongside essential comforts like fully equipped kitchens and Wi-Fi, ensuring a comfortable experience for all guests.
When searching for the best pet-friendly holiday rentals near Longboat Key Beaches, always review the specific house rules for any size restrictions or additional fees. Pets are generally allowed on Longboat Key Beaches, though some areas may have restrictions.
What are the top holiday rentals with pools near Longboat Key Beaches?
There are over 1,600 holiday rentals near Longboat Key Beaches that offer access to swimming pools, with options ranging from private backyard pools to shared community facilities. Properties, including many condos and private homes, are concentrated along the Key itself, providing easy access to the coast. These homes often include full kitchens, multiple bedrooms, Wi-Fi, and outdoor decks, making them suitable for families, couples, or groups seeking a comfortable stay.
When selecting your rental, consider the benefits of each pool type. Private pools offer seclusion and are great for families desiring an exclusive space, while shared pools often come with additional amenities such as fitness centres or hot tubs. Given Florida's climate, many pools are heated, making them enjoyable during cooler months. Checking the pool's heating status and availability for your desired dates will ensure a refreshing dip.
What are the best family holiday rentals near Longboat Key Beaches?
There are over 1425 family-friendly holiday homes near Longboat Key Beaches, primarily condos and private holiday houses, offering ample space and comfort for groups of all sizes. These rentals often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. Many properties feature yards or patios, outdoor play areas for children, and amenities like highchairs and cribs. You can also find homes with WiFi, video games, and pools for additional entertainment.
When choosing the best fit for your family, focus on properties where adults and kids each have space to unwind, and look for homes with practical amenities like well-equipped kitchens to save on dining out. Staying nearby means less travel time and more opportunities to enjoy Longboat Key Beaches.
Are there any luxury holiday rentals near Longboat Key Beaches?
Near Longboat Key Beaches, guests can find several luxury holiday rentals that combine stunning scenery with modern comfort. These properties often feature amenities such as private heated pools, sophisticated air conditioning systems, deep soaking bathtubs, rainfall showerheads, and premium bedding. Many offer private beach access or beautiful lake views, ensuring a truly exclusive experience.
These homes are ideal for families or larger groups, providing ample space and comforts like high-speed WiFi. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Longboat Key Beaches?
Holiday rentals near Longboat Key Beaches offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around £200 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around £350 per night. Upscale options can cost £600 or more per night, especially for properties with premium amenities like a pool or beach access.
Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
*Pricing data are based on past 12 months data.
Where should I stay when visiting Longboat Key Beaches?
When visiting Longboat Key Beaches, several areas offer excellent holiday rental options. The northern end of Longboat Key provides a quieter experience, with properties often featuring direct beach access and a sense of seclusion. This area is great for those seeking relaxation and natural beauty.
Mid-Key offers a balance of tranquillity and convenience, with rentals often close to local shops and dining establishments. Many properties here boast stunning Gulf views and easy access to the pristine sands of Longboat Key Beaches.
The southern end of Longboat Key is popular for its proximity to St. Armands Circle, a renowned area for upscale shopping and fine dining. Properties in this area allow guests to enjoy both the beautiful Longboat Key Beaches and the lively option of nearby attractions.
What is the cheapest month to stay near Longboat Key Beaches?
The cheapest time to find holiday rentals near Longboat Key Beaches is typically during the late Summer to early Autumn (August to October), excluding any major local festivals or events. September is frequently the cheapest month, often providing better deals on properties and homes. Guests can often find lower rates during these months, with various savings compared to peak winter or spring break periods.
Are there any lakefront holiday rentals near Longboat Key Beaches
Lakefront holiday rentals near Longboat Key Beaches are available, primarily situated on nearby freshwater lakes such as Sarasota Bay or other smaller inland lakes. These properties are a short drive from Longboat Key Beaches, offering convenient access to water activities such as kayaking, fishing, paddleboating, 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 lake views and unwind in peaceful surroundings.
Are there any top beachfront holiday rentals near Longboat Key Beaches
Beachfront holiday rentals near Longboat Key Beaches are predominantly found along Gulf of Mexico Drive, offering direct access to the sand. Many properties boast ocean-view balconies, with the gentle lapping of waves just steps from the water. While Longboat Key Beaches are known for their tranquil environment, guests can find lively dining and shopping options a short drive away in nearby St. Armands Circle, providing a balanced experience between relaxation and entertainment.
Guests can often enjoy convenient amenities such as beach chairs, umbrellas, and oceanfront pools, making for an effortless beach stay. Accommodation types range from comfortable ocean-facing rooms to spacious multi-bedroom units with private terraces and extra living space, ideal for various group sizes.
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.