Haines City holiday rentals

We found 13,585 holiday rentals — enter your dates for availability
Discover a selection of 31 homes, 20 villas and holiday rentals in Haines City that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Haines City

Showing deals for:11 Dec - 18 Dec

Living area
Pool
Dining
Interior
Exceptional
(43 reviews)

Lake Marion Golf Resort Villa

Kissimmee

7% off
AU$1,065
for 7 nights, 1 villa
AU$152 per night
includes taxes & fees
Lake Marion Golf Resort Villa
The south facing pool feature your own private cabaña.
Solterra has some of the finest resort amenities in Florida. All of them are included free of charge with your rental including the lazy river!
Dining
Welcome center
Exceptional
(95 reviews)

Marvel Villa - 20 minutes to Disney

Davenport

7% off
AU$2,806
for 7 nights, 1 villa
AU$401 per night
includes taxes & fees
Marvel Villa - 20 minutes to Disney
Dining
Pool
Exterior
Private kitchen
Exceptional
(127 reviews)

Access to 3 Private GOLF COURSES+Waterpark+POOL & SPA+Gameroom+THEATER+Disney

Kissimmee

7% off
AU$14,720
for 7 nights, 1 home
AU$2,103 per night
includes taxes & fees
Access to 3 Private GOLF COURSES+Waterpark+POOL & SPA+Gameroom+THEATER+Disney
Pool
Exterior
Living area
Terrace/patio
Wonderful
(11 reviews)

Florida Dream Family Vacation

Haines City

5% off
AU$2,792
for 7 nights, 1 home
AU$399 per night
includes taxes & fees
Florida Dream Family Vacation
Living area
Living area
Pool
Private kitchen
Excellent
(19 reviews)

Luxury Pool/Spa themed home near Disney World/Universal

Davenport

6% off
AU$2,228
for 7 nights, 1 home
AU$318 per night
includes taxes & fees
Luxury Pool/Spa themed home near Disney World/Universal
Coastal decor and open concept living
Welcome to Beautiful Regal Palms Resort! Lazy river, water slide, pools and more
Welcome to Regal Palms Resort! 3 Pools, Lazy River, Waterslide, Restaurant &more
Fresh Coastal Decor! 4 bed/3 bath bright, clean resort home. Sleeps 8.
Exceptional
(251 reviews)

TROPICAL RESORT! 3 Pools, Lazy River, Water Slide +more! 4 BED/3 BATH

Davenport

7% off
AU$1,476
for 7 nights, 1 home
AU$211 per night
includes taxes & fees
TROPICAL RESORT! 3 Pools, Lazy River, Water Slide +more! 4 BED/3 BATH
Resort aerial
Lazy river, splash zone
Fully equipped kitchen
Open concept floor
Exceptional
(17 reviews)

"Escape to Paradise: Luxurious Vacation Home in Davenport, Florida"

Davenport

7% off
AU$3,015
for 7 nights, 1 villa
AU$431 per night
includes taxes & fees
"Escape to Paradise: Luxurious Vacation Home in Davenport, Florida"
Pool
Property grounds
Exterior
Terrace/patio
Exceptional
(47 reviews)

Luxury villa with south facing pool/spa, only 15 mins from Disney!

Davenport

8% off
AU$2,143
for 7 nights, 1 villa
AU$306 per night
includes taxes & fees
Luxury villa with south facing pool/spa, only 15 mins from Disney!
Large Pool area and Spa, not overlooked
Luxury 4 BR 3 BA Villa - Large Pool Area and Spa, not overlooked, Games Room
Drinks at the kitchen counter
Clubhouse at Tower lake - inside
Exceptional
(183 reviews)

Luxury 4 BR /3 BA Villa - Pool/Spa Not Overlooked, Games Room

Haines City

7% off
AU$2,096
for 7 nights, 1 villa
AU$299 per night
includes taxes & fees
Luxury 4 BR /3 BA Villa - Pool/Spa Not Overlooked, Games Room
Bar (on property)
Pool
Lobby
Private kitchen
Excellent
(13 reviews)

Luxury 5BR Home at Windsor Westside Resort 15min Disney

Kissimmee

7% off
AU$2,415
for 7 nights, 1 room
AU$345 per night
includes taxes & fees
Luxury 5BR Home at Windsor Westside Resort 15min Disney
Resort restaurant and bar
Resort water park
Front view
Living area
Exceptional
(114 reviews)

5Star Resort/Clean and Safe/Mins to Parks/WaterPark/Arcade/Bar/Gym/Golf/AC/WiFi

Davenport

6% off
AU$6,222
for 7 nights, 1 home
AU$889 per night
includes taxes & fees
5Star Resort/Clean and Safe/Mins to Parks/WaterPark/Arcade/Bar/Gym/Golf/AC/WiFi
Private kitchen
Pool
Interior
Fitness facility
Exceptional
(35 reviews)

Beautiful Home with a South-Facing Heated Pool-Jacuzzi & BBQ Grill included

Davenport

6% off
AU$3,653
for 7 nights, 1 villa
AU$522 per night
includes taxes & fees
Beautiful Home with a South-Facing Heated Pool-Jacuzzi & BBQ Grill included
Dining
Pool
Exterior
Pool
Exceptional
(87 reviews)

9BR Resort Villa / Private Pool & Spa / Sleeps 22 / Near Disney

Kissimmee

7% off
AU$3,601
for 7 nights, 1 villa
AU$514 per night
includes taxes & fees
9BR Resort Villa / Private Pool & Spa / Sleeps 22 / Near Disney
Interior
Pool
Private kitchen
Exterior
Exceptional
(10 reviews)

Disney, Orlando, Treehouse, Arcade, Pool, Hot Tub!

Davenport

7% off
AU$3,902
for 7 nights, 1 home
AU$557 per night
includes taxes & fees
Disney, Orlando, Treehouse, Arcade, Pool, Hot Tub!
Kitchen bar
Exterior
Interior
Pool
Excellent
(54 reviews)

8 bedrooms, 5 bathrooms. Theater Room + Pool/Spa + WiFi

Davenport

7% off
AU$3,343
for 7 nights, 1 home
AU$478 per night
includes taxes & fees
8 bedrooms, 5 bathrooms. Theater Room + Pool/Spa + WiFi
Fitness facility
Pool
Room
Dining
Exceptional
(32 reviews)

Expansive Luxury home minutes to Disney, close to all parks!

Davenport

7% off
AU$3,423
for 7 nights, 1 room
AU$489 per night
includes taxes & fees
Expansive Luxury home minutes to Disney, close to all parks!
Private kitchen
Interior
Pool
Interior
Exceptional
(30 reviews)

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Winter Haven

6% off
AU$4,257
for 7 nights, 1 home
AU$608 per night
includes taxes & fees
Cheerful 4 Bed, 3 Bath Home with Screened Pool
Formal Dining
Living Room
Kitchen
Pool
Exceptional
(203 reviews)

PRIVATE Pool, 3mi to Disney, Forest view with total privacy, Game room

Kissimmee

7% off
AU$2,467
for 7 nights, 1 home
AU$352 per night
includes taxes & fees
PRIVATE Pool, 3mi to Disney, Forest view with total privacy, Game room
Welcome! Room to spare in this spacious open concept 4 bedroom Resort home
Welcome to Regal Palms Resort with our crystal blue water and towering palms!
Welcome to Regal Palms Resort! 3 Pools, Lazy River, Waterslide, Restaurant &more
Living area
Exceptional
(238 reviews)

TROPICAL RESORT- 3 Pools, Lazy River, Water Slide +more. PREMIUM•SPACIOUS•BRIGHT

Davenport

7% off
AU$1,582
for 7 nights, 1 home
AU$226 per night
includes taxes & fees
TROPICAL RESORT- 3 Pools, Lazy River, Water Slide +more. PREMIUM•SPACIOUS•BRIGHT
Newly Renovated In-Home Arcade Games Room with Large Smart TV
Disney Themed Large Family Movie Theater
Bedroom 1 (King Bed, Ensuite): A serene master suite with a king-size bed, flat-screen TV, and private ensuite — designed for comfort and relaxation.
Open-Concept Lounge: Relax in the stylish main lounge featuring plush sofas, a large smart TV, and a stunning feature wall with modern lighting — perfect for movie nights or family hangouts.
Excellent
(20 reviews)

Upstay Family Retreat w Pool, Theater & Games Room

Kissimmee

7% off
AU$3,594
for 7 nights, 1 home
AU$513 per night
includes taxes & fees
Upstay Family Retreat w Pool, Theater & Games Room
Lobby
Pool
Room
Dining
Exceptional
(12 reviews)

Premium Waterpark Resort Home nr Disney! Lazy River plus New Pool for 2026!

Davenport

7% off
AU$1,907
for 7 nights, 1 home
AU$272 per night
includes taxes & fees
Premium Waterpark Resort Home nr Disney! Lazy River plus New Pool for 2026!
Exterior
Pool
Private kitchen
Dining
Wonderful
(159 reviews)

Charming Home Perfect for Families! 3/3 with Pool

Davenport

8% off
AU$1,694
for 7 nights, 1 home
AU$242 per night
includes taxes & fees
Charming Home Perfect for Families! 3/3 with Pool
Tiki bar
Pool and clubhouse area
On site restaurant
Children’s play area
Exceptional
(68 reviews)

Elite end unit, sleeps 10, 5 min walk to pool, many extras. Close to Disney.

Davenport

7% off
AU$1,866
for 7 nights, 1 home
AU$267 per night
includes taxes & fees
Elite end unit, sleeps 10, 5 min walk to pool, many extras. Close to Disney.
Interior
Interior
Interior
Private kitchen
Exceptional
(26 reviews)

3BDR Vacation Townhouse at the Fountains located near Disney

Davenport

8% off
AU$1,632
for 7 nights, 1 home
AU$233 per night
includes taxes & fees
3BDR Vacation Townhouse at the Fountains located near Disney

  • 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

Explore the lakeside setting in Haines City

Enjoy the churches and other features of Haines City. Renowned for its lake, bird watching and fishing, this city welcomes all visitors. LEGOLAND® Florida and ESPN Wide World of Sports Complex are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Haines City

Are you hoping to find attractions to see in the city? Venture out of your cosy holiday rental and experience everything that makes Haines City a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • LEGOLAND® Florida (8.9 mi / 14.3 km)
  • Disney's Animal Kingdom® Theme Park (17.5 mi / 28.2 km)
  • Disney's Hollywood Studios® (17.7 mi / 28.4 km)
  • Epcot® (18.8 mi / 30.3 km)
  • Walt Disney World® Resort (21.4 mi / 34.5 km)
  • Magic Kingdom® Park (21.6 mi / 34.7 km)

Exploring the natural features in Haines City

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Haines City is a great place to get outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Bok Tower Gardens (12.2 mi / 19.6 km)
  • Northeast Regional Park (15.3 mi / 24.6 km)
  • Lake Tohopekaliga (16.3 mi / 26.3 km)
  • The Circle B Bar Reserve (17.1 mi / 27.5 km)
  • Lake Cecile (17.7 mi / 28.5 km)
  • Kissimmee Lakefront Park (18.5 mi / 29.8 km)

Transport to and around Haines City

The nearest airport is in Kissimmee, FL (ISM-Kissimmee Gateway), located 17.3 mi (27.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Lakeland Intl. Airport (LAL), which is 24.9 mi (40.1 km) away.

Frequently asked questions

What is the best area to stay in Haines City when booking a holiday rental?
When considering a holiday rental in Haines City, Florida, the area around Lake Haines is particularly appealing. This neighbourhood offers a tranquil atmosphere with stunning lake views, making it a great spot for relaxation. You can enjoy picturesque walks along the waterfront and take advantage of the nearby parks, which are ideal for picnics and outdoor activities.Another great area is close to the popular Southern Dunes Golf Club, which attracts golf enthusiasts from all over. The beautifully designed course is not only a top attraction but also provides a scenic backdrop for your stay. Haines City is also conveniently located near major theme parks, allowing for easy day trips to popular attractions.While Haines City is generally quieter compared to its more touristy neighbours, the variety of properties available ensures that you can find something that suits your needs. Whether you're looking for a charming cottage or a modern villa, the options here cater to a range of preferences.
Where are the best areas for renting a beach house in Haines City?
For renting a beach house in Haines City, it's important to note that the area is not directly on the coast but is conveniently located near several beautiful lakes, which offer water-based activities. One of the best options for holiday rentals is around Lake Haines, where you can find charming waterfront properties. These accommodations often come with amenities such as private docks, outdoor seating areas, and barbecue grills, superb for enjoying the warm Florida evenings.In addition to Lake Haines, the nearby Lake Eloise area provides further options for travellers looking for a relaxing getaway. Here, you might find larger homes that are family-friendly, frequently featuring spacious living areas, fully equipped kitchens, and access to community amenities like swimming pools and playgrounds. Many properties in this vicinity also offer stunning views of the lake, making it an ideal choice for those who enjoy fishing, boating, or simply soaking up the sun.Haines City is also close to popular attractions such as Legoland Florida, which can add excitement to your holiday. Rentals in the area often allow easy access to these attractions while providing the comfort of a home base for families or groups.
What is the most popular type of holiday rental accomodation in Haines City?
In Haines City, holiday houses are the most popular type of holiday rental, with around 2,064 options available throughout the area. These spacious properties are often equipped with multiple bedrooms, fully stocked kitchens, and private outdoor spaces, making them ideal for families or larger groups looking to enjoy a cozy feel. Villas are also a popular choice, with approximately 408 available, offering additional luxury features such as private pools and upscale furnishings. For those seeking a more compact option, there are about 72 cottages and 60 condos, as well as 24 apartments, which provide a cozier stay while still including essential amenities like kitchen facilities and comfortable living spaces.
Are there any family house rentals in Haines City?
In Haines City, there is an impressive selection of family house rentals, with around 384 options available for visitors. This area is well-suited for families, offering spacious properties that often include multiple bedrooms, ample living areas, and fully equipped kitchens for convenient meal preparation. Many homes also feature outdoor amenities such as private pools and patios, great for relaxation after a day of exploring.Located near popular attractions like the Legoland Florida Resort and the scenic Lake Eva Park, families can enjoy a variety of activities, from theme park adventures to picnicking and water sports. The locale is also close to several shopping and dining options, ensuring that everything a family might need is within easy reach.
Can I rent a holiday home with a pool or hot tub in Haines City?
In Haines City, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 553 options to choose from. This charming area, located in the heart of Central Florida, offers a range of properties in various neighbourhoods, including the picturesque Lake Haines and the tranquil community of Southern Dunes.Travellers can expect many amenities in these rentals, such as private pools, relaxing hot tubs, and spacious outdoor areas superb for soaking up the sun. Many homes come equipped with fully fitted kitchens, comfortable living spaces, and dining areas, making them ideal for family gatherings or group holidays. Find your rental in Haines City with a pool or a hot tub.
Are there pet-friendly house rentals in Haines City?
In Haines City, travellers will find a good selection of around 75 pet-friendly house rentals, making it a welcoming destination for those wanting to bring their furry companions along. Many of these holiday homes come with convenient amenities such as private pools, spacious backyards, and fully equipped kitchens, superb for families or groups seeking comfort and convenience during their stay.The area is known for its proximity to several parks and outdoor activities, providing ample opportunities for pet owners to enjoy nature walks and recreational play with their pets. The nearby Lake Eva Park is a lovely spot featuring walking trails, picnic areas, and open spaces, ideal for spending quality time outdoors.
Are there any remote work holiday rentals in Haines City?
In Haines City, there is an abundance of remote work holiday rentals available, with around 2,456 options to choose from. This vibrant area in Florida offers a variety of properties that cater specifically to those working remotely. Many of these rentals feature amenities such as high-speed Wi-Fi, dedicated workspaces or desks suitable for productivity, and comfortable living areas, ensuring a conducive environment for work while enjoying a holiday.The town is conveniently located near several attractions, including the beautiful Lake Eva Park, which provides opportunities for relaxation and outdoor activities after a day of work. Additionally, the nearby attractions of Legoland Florida and the scenic landscapes of the surrounding areas make Haines City a superb blend of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Haines City?
In Haines City, popular rental amenities typically include kitchens, which allow guests to prepare their own meals, and private pools, providing a refreshing retreat right at their doorstep. Onsite parking is commonly available, making it convenient for those travelling with vehicles. Additionally, many rentals feature coffee and tea makers, enhancing the comfort of morning routines, and air conditioning to ensure a pleasant climate during the warm Florida days.
When is the best time to visit Haines City for a holiday rental?
September is a wonderful time to visit Haines City, as the summer heat begins to ease, making outdoor activities and sightseeing even more enjoyable. This month offers pleasant temperatures, typically ranging from 20 to 30 degrees Celsius, ideal for leisurely walks around the picturesque Lake Haines or exploring the nearby parks.The peak season for Haines City runs from February to April, drawing visitors eager to take advantage of the vibrant setting and numerous attractions. During this period, you can enjoy everything from outdoor sports to local festivals, all while basking in the lovely Floridian sunshine. However, if you're looking for a quieter experience with good value, November presents a fantastic opportunity. The temperatures remain mild, and you can relish the tranquillity of the area without the hustle and bustle of peak tourist activity.
What are the top attractions in Haines City?
In Haines City, Florida, visitors can enjoy a variety of attractions that cater to different interests. The city is known for its proximity to several beautiful lakes, making it an ideal spot for fishing, boating, and picnicking. Lake Eva Park is a popular location, offering recreational facilities, walking trails, and a playground, great for families.For those interested in theme parks, Haines City is conveniently located near the popular attractions of the Orlando area, including Walt Disney World® and Universal Studios, which are just a short drive away.Additionally, Haines City is home to the Southern Dunes Golf Club, an acclaimed golf course that attracts enthusiasts looking for a challenging game amidst picturesque surroundings. The local area also features a charming downtown with shops and eateries, providing a taste of the community's vibe.
Are all fees included in the Haines City holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Haines City holiday homes with parking?
Stayz offers a wide selection of holiday homes in Haines City with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Haines City holiday homes?
You can find great discounts on holiday homes in Haines City on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Haines City holiday home booking on Stayz?
To find Haines City holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Haines City?
A long-stay holiday home in Haines City is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Haines City holiday home?
Book your Haines City holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Haines City?
Prices for holiday homes in Haines City vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Haines City to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ 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.
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.
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.

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