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Florida holiday rentals

We found 154 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Florida that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a pool. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Florida

Showing deals for:2 Oct - 9 Oct

Image gallery for Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!

Walk to Spring Street and brand new Williams Bookstore
10 out of 10, Exceptional, (148 reviews)
Exceptional
(148 reviews)

Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!

Williamstown

7% off
Price is AU$8,639
for 7 nights, 1 home
AU$1,234 per night
includes taxes & fees
Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!

Find spaces that suit your style

  • Peace of mind

    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

Why visit Florida

  • Stunning Natural Reserves: Florida boasts captivating nature reserves and national parks, perfect for outdoor enthusiasts.
  • Adventure and Sports Activities: The city is ideal for adventure and outdoor sports, offering a range of exciting experiences.
  • Family-Friendly Atmosphere: Florida provides a charming setting with activities suitable for families, ensuring memorable moments.
  • Cultural Exploration: Visitors can immerse themselves in local culture through various attractions and community events.
  • Comfortable Accommodations: Enjoy a variety of holiday rental options, including private homes and inviting cabins.

Popular types of accommodation in Florida

If you’re seeking a delightful getaway, Florida, Massachusetts, offers a range of comfortable and convenient holiday rental options. The most popular choices include private holiday homes, inviting condos, and charming cabins, perfect for families looking for a memorable stay. Explore the local attractions and immerse yourself in the community's unique charm, ensuring a relaxing and enjoyable experience for all. Discover the beauty of Florida, where your ideal accommodation awaits.

  • Private Holiday Homes: These spacious and comfortable residences are the most sought-after option for visitors in Florida, offering a home-like atmosphere for families and groups.
  • Condos: Ideal for those seeking modern amenities and a convenient location, condos provide a great balance between luxury and affordability.
  • Cabins: Perfect for nature enthusiasts, cabins offer a rustic charm and a peaceful retreat amidst Florida's beautiful landscapes.
  • Apartments: A practical choice for couples and solo travellers, apartments offer a cosy living space with essential facilities.
  • Cottages: These quaint and charming dwellings are perfect for a tranquil escape, often situated in picturesque settings.**

Top attractions in and around Florida

Florida is an ideal destination for adventure, outdoor, and sports holidays. Within this vibrant city, visitors will discover captivating nature reserves, libraries, and national state parks, offering diverse experiences that cater to outdoor enthusiasts, culture seekers, and families alike. The local attractions provide a blend of natural beauty and cultural interest, ensuring that every traveller finds something memorable to explore during their stay.

  • Natural Bridge State Park: This stunning national park features a remarkable natural limestone bridge and offers scenic vistas, hiking trails, and opportunities for outdoor adventure amidst lush greenery.
  • Mount Greylock State Reservation: A beautiful reserve with the highest peak in Massachusetts, Mount Greylock offers extensive hiking trails, breathtaking views, and rich wildlife, perfect for nature enthusiasts.
  • Reed Brook Preserve: Nestled within Florida, this eco-friendly nature reserve showcases diverse ecosystems, tranquil trails, and a chance to connect with nature while enjoying outdoor activities.

Things to do recommended for couples

Discover the charm of Florida with a leisurely boat ride at sunset and a stroll along scenic coastal paths, perfect for a romantic escape. Enjoy intimate dining and local experiences that capture the essence of the region.

Things to do recommended for families

Families in Florida will delight in local adventures, from sandy beach days to exploring nature trails, offering memorable experiences and enriching family moments.

Things to do recommended for groups

Explore the serene beauty of the Cape Cod National Seashore, enjoy fresh seafood at local eateries, or take a guided tour of historic lighthouses. For a thrilling experience, consider whale watching in the summer months or visiting the vibrant art scene in Provincetown.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Florida

Whether you're journeying with a group, travelling as a family, accompanied by your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Florida with a group: Consider the number of bedrooms required, along with amenities such as a fully equipped kitchen or outdoor space for group gatherings. Fortunately, you can filter for all of these features – and more – on Stayz.
  • Traveling to Florida with young kids: Traveling with young children can be demanding. It is essential to prioritise their comfort and safety, while also ensuring the availability of suitable facilities, such as a private swimming pool. Additionally, it is wise to consider accommodations that are conveniently located near family-friendly attractions.
  • Taking your pets with you to Florida: For some, a family holiday is not complete without their furry companion. If you share this sentiment, consider exploring Stayz properties that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Florida: If you’re seeking holiday lets with special offers for stays of one month or more, you’ve come to the right place. Simply use the appropriate filters to easily discover and save on long-term rentals. You might also want to include options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Florida

Discover Florida, a charming village ideal for adventure and outdoor sports. Immerse yourself in its family-friendly, romantic atmosphere and explore nearby attractions such as the scenic Florida Keys. Enjoy a mix of great local experiences and budget adventures, perfect for those seeking both tranquillity and a dash of excitement in a delightful American setting.

  • Williamstown: Nestled approximately 16km from Florida, Williamstown is a charming city renowned for its vibrant ski and adventure scenes. Visitors flock to this picturesque destination to enjoy exhilarating outdoor activities, particularly at its well-known ski fields and resorts. The city is also home to a historic college university that adds a unique academic charm to the area. Nature enthusiasts will appreciate the stunning mountainous landscapes and serene lakes that surround Williamstown, providing ample opportunities for hiking and relaxation amidst beautiful scenery.
  • North Adams: Situated in close proximity to Florida, North Adams offers a rich tapestry of adventure, culture, and outdoor experiences. The city's thriving arts scene includes various music concerts and public art installations, making it a cultural hub for visitors. The local art museum and cultural centre are must-see attractions, showcasing the area’s artistic spirit. Outdoor adventurers can also indulge in skiing at the nearby ski fields, ensuring that there's something for everyone, whether you are an art lover or an outdoor enthusiast.
  • Drury: Just 1.6km away from Florida, Drury is a quaint village that beckons adventure seekers and sports enthusiasts alike. Known for its proximity to excellent ski fields and resorts, Drury offers thrilling winter sports experiences. The stunning nearby mountains and natural parks serve as a backdrop for outdoor activities, from skiing to hiking, making it a delightful retreat for nature lovers. This small community provides a peaceful escape while remaining close to the excitement of the surrounding areas.

Booking with Stayz is a breeze

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can lead to great savings, as prices often fluctuate. Additionally, consider booking a longer stay, as this can provide substantial discounts. To discover a Stayz property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a dedicated area for creating new journeys, continuing your current plans, or reviewing and organising your existing bookings. Properties you have saved or secured are now categorised into Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Florida

The forests, mountains and gardens display a scene truly unique to Florida. Well known for its camping, hiking and parks, this welcoming city won't disappoint. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Florida

Are you looking for things to do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Florida a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Berkshire East Ski Resort (7.8 mi / 12.5 km)
  • Waubeeka Golf Links (11.6 mi / 18.7 km)
  • Prospect Mountain Cross-Country Ski Center (14.7 mi / 23.7 km)
  • Prospect Mountain Nordic Ski Center (15.2 mi / 24.4 km)
  • Jiminy Peak Mountain Resort (16.2 mi / 26.1 km)
  • The Hermitage Golf Club (17.2 mi / 27.7 km)

Exploring the natural features in Florida

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Florida is a great place to get out in nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Campers Beach (4.3 mi / 7 km)
  • Windsor Lake Park (4.5 mi / 7.2 km)
  • Mount Greylock (8.2 mi / 13.1 km)
  • Mount Greylock State Reservation (8.9 mi / 14.2 km)
  • Harriman Reservoir (12.6 mi / 20.2 km)
  • Mount Greylock State Reservation Visitor Center (12.9 mi / 20.8 km)

Transport options to and around Florida

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 22 mi (35.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Albany, NY (ALB-Albany Intl.), which is 40.9 mi (65.8 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Florida?
The most desirable types of holiday homes in Florida are cottages. Searching for something different? Stayz has a variety of options to match our guests' unique needs, so you'll see holiday homes in all sizes and shapes. The perfect home away from home is waiting for you — grab yours today.
How much does it cost to rent a holiday home in Florida?
A range of factors can affect what you'll pay for a holiday home in Florida, like the season, length of stay and type of property. However, all our holiday homes have one thing in common — amazing value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Florida?
Prices for beach houses in Florida can differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Stayz and the number of guests to view your options and prices. From there you can use the filters to refine your search by ratings, nearby activities and more.
Are there pet-friendly holiday homes in Florida?
You're in luck! There are. You'll have a choice of two holiday homes that allow pets in Florida. Many of our pet-friendly holiday homes come with an outdoor space for your fur baby to have fun in, dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Stayz.
What are popular home amenities in Florida?
A firepit, a nearby river and a barbecue grill are rated the most popular home amenities in Florida. Whether you plan to go on your own, with a partner or a group of family members, Stayz will help you find a holiday home that fits your tastes with all the features you need.
Are there holiday homes in Florida that welcome kids?
Florida has two family-friendly holiday homes. And finding a stay that welcomes little ones is a cinch with our "Properties good for families" filter. As well as having the whole place to yourselves, you can also look forward to conveniences and perks like living rooms, kitchens and pools.
What are the top attractions for families in Florida?
Keep the kids busy at these fun family-friendly attractions in Florida:

  • Massachusetts Museum of Contemporary Art
  • Natural Bridge State Park
  • Western Gateway Heritage State Park

Can I find two-bedroom holiday homes in Florida?
Florida has two two-bedroom holiday properties that you can choose from. Experience a holiday home with all the space and comfort you're looking for at a price that won't break the bank on Stayz.
Are there holiday homes with WiFi in Florida?
Florida has two holiday homes with WiFi, so you'll be able to stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to catching up on social media, these Stayz homes make it a breeze to go online.
How old do you have to be to rent a holiday home in Florida?
The minimum age permitted can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Florida you're considering. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Florida for?
It all depends on the Florida property. To see a list of options offering extended stays, just enter your dates and guest number into Stayz. Enjoy having the place to yourself, along with amenities such as a full kitchen, air conditioning and an outdoor space where the kids can play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.