Haines City vacation rentals

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Top-rated vacation rentals in Haines City

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Guest favorite

Home in Haines City

4.88 out of 5 average rating, 136 reviews

3 Bedroom Executive with Private Pool near Disney

Stunning executive home with a south facing screened in-ground pool overlooking the 2nd hole of the Southern Dunes Golf Course. Only 15 minutes from LEGOLAND and 25 minutes from WALT DISNEY WORLD, this is the perfect place to relax after a busy day at the parks. Impeccably maintained, our villa features upgraded furniture, electronics, mattresses and flooring. Southern Dunes is a gated golf community that prides itself on the quality of its golf course and the security and beauty of its homes.

Nov 18 – 25

G$27,199 GYD per night

Guest favorite

Guesthouse in Lake Alfred

4.95 out of 5 average rating, 119 reviews

Adorable Agave Suite w/ private pool and entrance

Relax & unwind in The Agave Suite, located in a peaceful lake town. This will be your “shome” away from home. Upon entry of the the property you will find a private back entrance, covered parking, private screened in pool and mature trees. Your guesthouse comes equipped with 1 cozy queen size bed, pull-out sofa bed, walk-in shower, kitchenette, smart tv, wifi and more. Looking to explore? We are centrally located to your nearest parks & Florida attractions. Close to fishing docks & bike trails.

Aug 12 – 19

G$18,622 GYD per night

Guest favorite

Home in Haines City

4.95 out of 5 average rating, 139 reviews

Luxury Home 4/3 near Disney, 2 Masters

Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

Sep 18 – 25

G$32,250 GYD per night

Guest favorite

Home in Haines City

4.82 out of 5 average rating, 106 reviews

Southern Dunes Golf Vacation Villa

This picture perfect executive villa has been awarded Trip Advisor’s Certificate of Excellence is located within the Southern Dunes Golf and Country Club. This open concept villa includes 3 bedrooms that can comfortably accommodate up to 6 guests. This villa is located on the prestigious 4.5 Star Southern Dunes Golf Course and offers guests a beautiful private swimming pool, outdoor dining area with a TV and BBQ within a fully gated community accompanied by 24 hr security at the front gate.

Oct 7 – 14

G$27,936 GYD per night

Guest favorite

Vacation home in Haines City

4.9 out of 5 average rating, 108 reviews

Updated Southern Dunes Pool Home on Golf Course

We invite you to Stay at our Updated 3 Bedroom Southern Dunes Pool home with a Golf View located in the award winning Southern Dunes Golf & Country Club. Of all Orlando golf courses in the Central Florida area, Southern Dunes may be the most unique. Located between Disney and Legoland, and Central Florida attractions. So whether it's the theme parks, golfing, beaches, shopping, water sports, fishing, relaxing or all of these, you'll find yourself perfectly placed for a great Florida vacation.

Sep 1 – 8

G$46,843 GYD per night

Guest favorite

Apartment in Auburndale

4.95 out of 5 average rating, 215 reviews

Ariana Place - Tree House Like Lakefront Views

An Upstairs Sumptuous Tree house (like) Apt on Lake Ariana Waterfront. Upper Outside Deck with chairs & table. Quiet and tranquil with Hi-Speed Wifi for Business Travelers, Smart Antenna TV and Incredible Views for Romantic Get-Aways. Located near Disney, Legoland & Busch Gardens in Central Florida. Luxurious Bedding, Full Kitchen with Coffee & Wine Bar. One Complimentary Bottle of Cabernet per Stay. Sorry, No Pets. No Smoking inside Apt but allowed on property. Save 5% monthly

May 27 – Jun 3

G$17,642 GYD per night

Guest favorite

Guesthouse in Winter Haven

4.84 out of 5 average rating, 147 reviews

Adorable 1 bedroom Guesthouse near Lego Land

This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

Jul 27 – Aug 3

G$18,314 GYD per night

Guest favorite

Guesthouse in Lake Hamilton

4.9 out of 5 average rating, 144 reviews

Luxury Cottage Near Legoland & Chain of Lakes

The Old Florida Cottage, in the quaint community of Lake Hamilton, just 5-miles from Legoland, less than an hour from Disney, and minutes away from the only public boat access to Lake Hamilton, is your perfect getaway! Enjoy a fully-equipped kitchen, a luxurious suite and modern bathroom, surrounded by Old Florida decor. We look forward to welcoming you to the cottage, with its own entrance and dedicated parking, located on a quiet street. Your home away from home!

Jul 21 – 28

G$24,339 GYD per night

Guest favorite

Home in Lake Alfred

5.0 out of 5 average rating, 132 reviews

LA Loft, Upstairs private studio

We are so excited to open our loft for guests. Located conveniently between Tampa and Orlando, you get to experience the best of both worlds in Central Florida. Our home is in a quiet, lakeside neighborhood where guests will have the benefit of a separate entrance to the private and spacious upstairs suite. Our loft is designed to comfortably fit one or two people for the perfect getaway. Come and enjoy the best southern hospitality Central Florida has to offer!

Jun 6 – 13

G$18,458 GYD per night

Guest favorite

Cottage in Davenport

4.92 out of 5 average rating, 129 reviews

$79! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

May 26 – Jun 2

G$19,778 GYD per night

Guest favorite

Apartment in Winter Haven

4.91 out of 5 average rating, 114 reviews

Quint & Cozy, Confidently Clean Apartment

This is a unique 2 story antique building that has been completely renovated into 4 small apartments. This property was designed with the porpoise of offering our guest an oasis of peace, tranquility; geared towards meditation and relaxation. Though we are located only few minutes from restaurants, stores, hospitals, universities and much more, once you turn into our street, you will notice the quiet and serine atmosphere of the neighborhood.

Jun 18 – 25

G$20,819 GYD per night

Guest favorite

Cabin in Davenport

4.92 out of 5 average rating, 170 reviews

$89! Cozy Cabin- Disney 20 Miles Away!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions, Theme Parks, and Malls •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •And Much More! Book with us now!

Jul 8 – 15

G$22,163 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Haines City vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Haines City's top sights

Lake Eva Community Park16 locals recommend

Southern Dunes Golf Course19 locals recommend

Manny's Original Chophouse- Haines City86 locals recommend

Sonny's BBQ13 locals recommend

Culver's3 locals recommend

Nikko's Egg City15 locals recommend

Other great vacation rentals in Haines City

Guest favorite

Home in Winter Haven

4.94 out of 5 average rating, 144 reviews

Cozy Family Home Near Legoland

Mar 10 – 17

G$27,655 GYD per night

Superhost

Home in Winter Haven

4.86 out of 5 average rating, 110 reviews

The Flamingo

Oct 22 – 29

G$20,079 GYD per night

Superhost

Home in Davenport

4.87 out of 5 average rating, 135 reviews

Insta-worthy getaway near Disney w/ free parking!💎

Sep 27 – Oct 4

G$22,022 GYD per night

Guest favorite

Home in Davenport

4.87 out of 5 average rating, 122 reviews

Disney getaway

Nov 16 – 23

G$26,786 GYD per night

Guest favorite

Home in Haines City

4.9 out of 5 average rating, 20 reviews

Hermies House

Sep 12 – 19

G$25,444 GYD per night

Superhost

Home in Haines City

5.0 out of 5 average rating, 3 reviews

Golf Course Retreat

Jul 14 – 21

G$32,258 GYD per night

Guest favorite

Home in Haines City

4.88 out of 5 average rating, 25 reviews

Vacation Villa in Haines City

Jul 24 – 31

G$31,265 GYD per night

Guest favorite

Home in Davenport

5.0 out of 5 average rating, 14 reviews

Spacious House Near Attractions

Dec 9 – 16

G$20,563 GYD per night

Show all

Haines City villa rentals

Guest favorite

Villa in Davenport

4.94 out of 5 average rating, 112 reviews

Beautiful 4 Bedroom Pool Villa Near Disney World

Oct 20 – 27

G$38,407 GYD per night

Guest favorite

Villa in Davenport

4.94 out of 5 average rating, 116 reviews

Entire Luxury Villa W/ 6BD Pool, Spa&Private View

Aug 19 – 26

G$57,423 GYD per night

Guest favorite

Villa in Kissimmee

4.96 out of 5 average rating, 167 reviews

4 bed villa w/private pool near Disney, sleeps 6+

Aug 22 – 29

G$31,957 GYD per night

Guest favorite

Villa in Davenport

4.85 out of 5 average rating, 108 reviews

3 bedroom apartment near Disney World

Feb 19 – 26

G$34,460 GYD per night

Guest favorite

Villa in Haines City

4.8 out of 5 average rating, 100 reviews

Sandy's Southern Dunes Villa

Oct 3 – 10

G$23,441 GYD per night

Guest favorite

Villa in Haines City

4.87 out of 5 average rating, 30 reviews

Disneys' Epic Modern Place - with private pool.

Apr 23 – 30

G$41,101 GYD per night

Guest favorite

Villa in Haines City

5.0 out of 5 average rating, 15 reviews

Villa Belle Vue - Paradise Retreat

Jan 14 – 21

G$43,988 GYD per night

Guest favorite

Villa in Haines City

4.89 out of 5 average rating, 88 reviews

Villa Forest Hills Ln with Private Pool

Oct 18 – 25

G$46,953 GYD per night

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Other great vacation rentals in Haines City

Guest favorite

Townhouse in Haines City

4.9 out of 5 average rating, 10 reviews

Modern townhouse Balmoral Resort

Aug 23 – 30

G$25,531 GYD per night

Guest favorite

Guesthouse in Haines City

4.88 out of 5 average rating, 16 reviews

Affordable guest room

Dec 21 – 28

G$10,650 GYD per night

Guest favorite

Apartment in Haines City

4.92 out of 5 average rating, 25 reviews

Cozy and Tranquil 1BR/1BA studio apartment

Feb 8 – 15

G$17,527 GYD per night

Guest favorite

Cottage in Davenport

4.98 out of 5 average rating, 58 reviews

Classic Cottage in country setting

Feb 14 – 21

G$21,139 GYD per night

Guest favorite

Guest suite in Haines City

4.96 out of 5 average rating, 45 reviews

1 BR Lake Apt. Porch, Deck, laundry and Pet area

Sep 29 – Oct 6

G$15,456 GYD per night

Guest favorite

Home in Haines City

5.0 out of 5 average rating, 25 reviews

Gorgeous Newly Renovated Home

Jul 6 – 13

G$36,579 GYD per night

Guest favorite

Guest suite in Davenport

4.94 out of 5 average rating, 65 reviews

NEW Cozy 1 bedroom w/ living room close to Disney

Jan 15 – 22

G$16,325 GYD per night

Guest favorite

Home in Haines City

5.0 out of 5 average rating, 9 reviews

Stunning 4BR home w/Pool

Aug 22 – 29

G$42,662 GYD per night

Show all

Quick stats about vacation rentals in Haines City

Total rentals
830 properties
Rentals with a pool
640 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
670 properties are a good fit for families
Total number of reviews
11K reviews
Nightly prices starting at
G$2,090 GYD before taxes and fees

Frequently Asked Questions

What types of vacation rentals are available in Haines City?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Haines City. From over 110 villa rentals to over 590 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Haines City?
Yes! Work meets play with ease at over 410 vacation rentals in Haines City featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Haines City?
Four-legged friends are welcome in Haines City. Choose from more than 110 vacation rentals for guests traveling with pets.
Are there Haines City vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 640 vacation homes with pools in Haines City, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Haines City?
Experience the best of Haines City with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do villa rentals in Haines City have self check-in?
Absolutely! We offer over 30 villa rentals with self check-in in Haines City. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Haines City have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Haines City. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Haines City have a bbq area?
Absolutely! We offer over 80 house rentals with a bbq area in Haines City. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Haines City have a gym?
Absolutely! We offer over 80 house rentals with a gym in Haines City. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Haines City?
Haines City has more than 490 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Haines City vacation rentals

Top-rated vacation rentals in Haines City

Vacation rentals for every style

Villas

Houses

Hotels

Popular amenities for Haines City vacation rentals

Stay near Haines City's top sights

Other great vacation rentals in Haines City

Home in Winter Haven

Home in Winter Haven

Home in Davenport

Home in Davenport

Home in Haines City

Home in Haines City

Home in Haines City

Home in Davenport

Haines City villa rentals

Villa in Davenport

Villa in Davenport

Villa in Kissimmee

Villa in Davenport

Villa in Haines City

Villa in Haines City

Villa in Haines City

Villa in Haines City

Other great vacation rentals in Haines City

Townhouse in Haines City

Guesthouse in Haines City

Apartment in Haines City

Cottage in Davenport

Guest suite in Haines City

Home in Haines City

Guest suite in Davenport

Home in Haines City

Quick stats about vacation rentals in Haines City

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What types of vacation rentals are available in Haines City?

Are there vacation rentals with a dedicated workspace in Haines City?

Are there pet-friendly vacation rentals in Haines City?

Are there Haines City vacation rentals on Airbnb with pools?

How much does it cost to stay in house rentals in Haines City?

Do villa rentals in Haines City have self check-in?

Do guesthouse rentals in Haines City have wifi?

Do house rentals in Haines City have a bbq area?

Do house rentals in Haines City have a gym?

Are there family-friendly house rentals in Haines City?

Destinations to explore