Discover Your Perfect Haines City Vacation Homes

Best Vacation Homes in Haines City

New
House
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3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $251/Night 7 Nights - US $1,760
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House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 5 Baths 11 Guests 2572.57 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $337/Night 7 Nights - US $2,359
House
Map-icon
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $434/Night 7 Nights - US $3,038
New
House
Map-icon
3 Bedrooms 3 Baths 6 Guests 1505 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $205/Night 7 Nights - US $1,438
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 4 Baths 11 Guests 2098.96 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $348/Night 7 Nights - US $2,439
New
Villa
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4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $189/Night 7 Nights - US $1,322
New
Cottage
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $187/Night 7 Nights - US $1,308
Apartment
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $107/Night 7 Nights - US $746

Haines City Luxury Rentals

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House
Map-icon
5 Bedrooms 3 Baths 10 Guests 1496.18 ft²
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $5,280/Night 7 Nights - US $36,960
House
Map-icon
6 Bedrooms 7 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $932/Night 7 Nights - US $6,523
House
Map-icon
6 Bedrooms 6 Baths 12 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $895/Night 7 Nights - US $6,262
House
Map-icon
5 Bedrooms 5 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $731/Night 7 Nights - US $5,118
House
Map-icon
6 Bedrooms 6 Baths 12 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $712/Night 7 Nights - US $4,986
House
Map-icon
4 Bedrooms 3 Baths 8 Guests 1991 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $686/Night 7 Nights - US $4,801
House
Map-icon
3 Bedrooms 3 Baths 8 Guests 1776 ft²
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
US $676/Night 7 Nights - US $4,733
Villa
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3 Bedrooms 2 Baths 8 Guests 1550 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $673/Night 7 Nights - US $4,714

Haines City Pet Friendly Vacation Rentals

House
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $172/Night 7 Nights - US $1,205
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House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 3 Baths 10 Guests 2884.73 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $271/Night 7 Nights - US $1,899
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $544/Night 7 Nights - US $3,807
Condo
Map-icon
like-icon9.8
Exceptional
(25 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $152/Night 7 Nights - US $1,066
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 1646.88 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $233/Night 7 Nights - US $1,631
House
Map-icon
like-icon9.6
Exceptional
(26 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $157/Night 7 Nights - US $1,098
Condo
Map-icon
like-icon9.6
Exceptional
(24 Reviews)
1 Bedroom 1 Bath 5 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $93/Night 7 Nights - US $648
Condo
Map-icon
like-icon8.0
Excellent
(12 Reviews)
1 Bedroom 1 Bath 4 Guests 960 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $107/Night 7 Nights - US $750

Haines City Large Vacation Homes

Villa
Map-icon
like-icon6.0
Good
(1 Review)
2 Bedrooms 2 Baths 4 Guests 974 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $96/Night 7 Nights - US $669
star-icons-4
Villa
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 3 Baths 10 Guests 1937.5 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $255/Night 7 Nights - US $1,788
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $369/Night 7 Nights - US $2,586
Villa
Map-icon
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $174/Night 7 Nights - US $1,215
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 10 Guests 1732.99 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $301/Night 7 Nights - US $2,107
Villa
Map-icon
like-icon10.0
Exceptional
(99 Reviews)
4 Bedrooms 3 Baths 9 Guests 1550 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $214/Night 7 Nights - US $1,501
Villa
Map-icon
like-icon10.0
Exceptional
(91 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $215/Night 7 Nights - US $1,507
Villa
Map-icon
like-icon10.0
Exceptional
(36 Reviews)
4 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $194/Night 7 Nights - US $1,355

Discover & compare premier experiences around Haines City

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Haines City Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Haines City

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the region offers appealing weather and activities throughout different seasons, making it ideal for planning your stay in this destination.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you can enjoy the warm climate of this destination, making it an ideal time for outdoor activities and exploring the region's scenic beauty.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 50°F to 55°F
spring
Spring (March to May)

Spring attracts visitors with its pleasant weather and blooming landscapes, perfect for enjoying the outdoors and local events in the area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Off-Season Highlights

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Summer (June to August)

The summer months bring hotter weather, but this is a quieter period to find affordable vacation rentals and avoid the crowds while still experiencing the region’s lively summer atmosphere.

Average Temperature Daytime: 88°F to 92°F - Nighttime: 70°F to 75°F
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Fall (September to November)

Fall offers cooler temperatures and a peaceful ambiance, making it an excellent time for those seeking tranquility and lower booking rates in this popular destination.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 60°F to 65°F

Weekly Weather Forecast for Haines City

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private swimming pool to relax and unwind in the warm Florida sun.
  • Make use of spacious outdoor patios or decks for dining and socializing with family and friends.
  • Benefit from lush landscaped yards that provide a peaceful environment and space for outdoor activities.
  • Take advantage of outdoor grilling areas or barbecues, perfect for cooking up local flavors.
  • Experience outdoor sports facilities such as tennis courts or basketball courts, ideal for active visitors.
  • Relax in shaded sitting areas or hammocks, offering a tranquil spot to enjoy the weather.
  • Utilize nearby walking trails or nature paths to explore the scenic surroundings of the area.
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Family Activities

  • Lake Eva Water Park: Enjoy a fun-filled day at this popular water park, perfect for families seeking cooling off and making memories in the region.
  • Southern Dunes Golf Club: Tee off at this family-friendly golf course, offering scenic views and a relaxing outdoor activity suitable for all skill levels.
  • Haines City Community Park: Explore walking trails, playgrounds, and picnic areas in this spacious park that provides a variety of outdoor activities for children and adults alike.
  • Skate World of Haines City: Experience a lively roller skating rink where families can enjoy hours of entertainment and active fun together in this welcoming spot in the area.
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Adult Activities

  • Golfing at Lake Region Yacht & Country Club: Enjoy a relaxing day on the greens at this renowned golf course, offering scenic views and challenging holes just minutes from your vacation rental.
  • Exploring Lake Eva Community Park: Spend time here indulging in outdoor activities like picnicking, fishing, or simply strolling through lush surroundings perfect for unwinding.
  • Visiting Southern Dunes Golf & Country Club: Tee off at this popular destination known for its beautifully maintained fairways and tranquil setting within the area.
  • Participating in local events and festivals: Immerse yourself in regional culture by attending seasonal events that showcase the area's vibrant community spirit and entertainment options.

Haines City Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the area's natural beauty by engaging in nearby parks and lakes for outdoor adventures during your stay.
  • Visit regional dining options: Enjoy authentic flavors and local cuisine by exploring the best restaurants and eateries within this destination.
  • Plan day trips around the region: Make the most of your visit by scheduling excursions to nearby attractions and scenic spots that showcase the area's unique charm.
  • Choose the right vacation rental: Select a well-located property that offers comfort and convenience, allowing easy access to outdoor activities, dining, and exploring here.

Transportation Options

  • Rental Car Services: You can easily access major rental car companies here, providing flexible transportation options to explore the area's attractions and amenities at your own pace.
  • Taxi and Ride-Sharing Services: Reliable taxi and ride-sharing providers are available for convenient point-to-point travel within the region, making it simple to get around without a vehicle.
  • Public Transit: Local bus services operate throughout this destination, offering an economical way to navigate the area and visit nearby points of interest.
  • Shuttle Services: Shuttle services connect key locations such as airports and popular destinations, ensuring smooth and hassle-free transfers during your stay.

Local Customs Options

  • Southern Hospitality: You’ll notice the welcoming spirit and friendliness that are characteristic of this destination’s community, making your stay in local vacation rentals even more inviting.
  • Florida Folk Festivals: Participating in or observing regional celebrations here offers insight into the area’s rich cultural traditions rooted in Southern and Floridian heritage.
  • Engaging in citrus harvesting activities is a popular local pastime, reflecting the region’s long-standing agricultural roots.
  • Boat and Waterway Etiquette: Respectful practices on lakes and rivers are common here, emphasizing the area's close connection to its abundant waterways and outdoor lifestyle.

Haines City Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Haines City?

There are 1039 vacation rentals with private pools near Haines City. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Haines City are best for families?

If you are looking for a family-friendly vacation home in Haines City, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Haines City:

4. How many Rentbyowner vacation rentals are available in Haines City?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1710 in the Haines City area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Haines City. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property you select. It’s recommended to review the individual listing details or contact the property owner directly to understand the terms and any potential fees or restrictions.

6. Are there any additional fees or charges I should be aware of when booking a vacation rental here?

Additional fees, such as cleaning fees or service charges, are often listed explicitly within each property listing. Be sure to read the detailed description or contact the host for clarification before completing your booking.

7. How do I confirm my reservation and what information do I need to provide?

Once you choose your preferred vacation rental, you will need to provide basic contact information and payment details. Confirmation is typically sent via email after completing the booking process, but it’s advisable to verify all details with the property owner.

8. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements can differ by property. Please check the specific listing to see if there are any enforced minimum nights, especially during peak seasons or special events.

9. What amenities are generally included in vacation rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and linens. To ensure the rental meets your needs, review the amenities list on each listing or contact the host directly for specifics.

Haines City Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(133 Reviews)
3 Bedrooms 2 Baths 6 Guests 1500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $176/Night 7 Nights - US $1,231
House
Map-icon
like-icon10.0
Exceptional
(73 Reviews)
4 Bedrooms 3 Baths 8 Guests 2200 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $180/Night 7 Nights - US $1,261
House
Map-icon
like-icon10.0
Exceptional
(51 Reviews)
4 Bedrooms 3 Baths 8 Guests 1816 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $188/Night 7 Nights - US $1,313
House
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $222/Night 7 Nights - US $1,551
House
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $228/Night 7 Nights - US $1,596
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
5 Bedrooms 4 Baths 10 Guests 3300 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $324/Night 7 Nights - US $2,268
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
5 Bedrooms 5 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $207/Night 7 Nights - US $1,450
Villa
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 8 Guests 1696 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $205/Night 7 Nights - US $1,434