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Family-friendly vacation rentals in Haines City

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Haines City

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Davenport

4.86 out of 5 average rating, 205 reviews

Disney World Area Villa Orlando * Pool * Sleeps 10

Luxury Villa in the Disney World Area of Orlando 4 bedrooms sleeping up to 10 guests Situated in the fabulous Lake Wilson Preserve, Walt Disney World is only 8 minutes drive The villa features a Private screened Pool with Sun Deck, perfect for outdoor dining Spacious accommodation and featuring 2 magnificent master suites, with en-suites and walk-in wardrobes, children's themed rooms and games room. Infant pushchair, highchair & cot Free WiFi & Cable TV Laundry and fully equipped kitchen

Oct. 5 – 12

$266 CAD per night

Guest favourite

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.

Oct. 29 – Nov. 5

$272 CAD per night

Guest favourite

Guest suite in Kissimmee

4.83 out of 5 average rating, 509 reviews

Private 2 bedroom w/bathrm in portion of POOL home

Hello travelers, we offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We are happy to continue offering our apartment with a 5-star cleanliness rating. We offer our home to travelers only-we do not accept local reservations.

Jan. 16 – 23

$113 CAD per night

Guest favourite

Cottage in Polk City

4.85 out of 5 average rating, 199 reviews

Cozy Historical Cottage

This lovely cottage of 1,000 sqft of living space, two bedrooms, one bath, dining room. Enjoy the view from the patio overlooking the backyard or relax in the Florida room on a traditional swing. The Van Fleet Trail and Freedom Park are just a few yards away. Popular attractions like Fantasy of Flight, Dinosaur World, Lego Land, and Disney are nearby. The Lakeland Mall is 10 minutes away movies & restaurants. Just a short walk away you'll find two family restaurants. Book your stay today!

Oct. 26 – Nov. 2

$145 CAD per night

Guest favourite

Condo in Davenport

4.97 out of 5 average rating, 152 reviews

Disney Orlando Bahama Bay Resort Theme Parks &More

1st floor Caribbean style condo with fully equipped kitchen, eating area, living room, 3 bedrooms, and 2 full bathrooms. The unit has everything you need including linens, towels & kitchen items. Resort amenities include pools, hot tubs, kids splash pad, tennis court, basketball court, lake, beach area, walking trails and more. We're located near Walt Disney World theme parks, Universal, SeaWorld, restaurants, entertainment and all that Orlando has to offer. Please add us to your WISH LIST.

Nov. 24 – Dec. 1

$215 CAD per night

Guest favourite

Cottage in Lake Wales

4.88 out of 5 average rating, 108 reviews

The "Little ‘Toa" Ideal for short & long stays!

Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.

Jun. 24 – Jul. 1

$215 CAD per night

Guest favourite

Home in Davenport

4.93 out of 5 average rating, 200 reviews

Family pool villa - 20 minutes to Disney!

This family-friendly pool villa includes: • FREE Parking, • FREE High-speed WiFi, • FREE In-villa laundry facilities, and • A fully equipped kitchen! Located in the beautiful gated community of Tuscan Hills. GREAT LOCATION Golf: 3min Disney World: 15-20min Universal Studios: 45min SeaWorld: 20min Discovery Cove: 20min Legoland: 45min Kennedy Space Center: 75min Beaches: 90mi GREAT SHOPPING International Premium Outlets, 189 stores: 35min Vineland Premium Outlets, 160 stores: 25min

Feb. 7 – 14

$268 CAD per night

Guest favourite

Condo in Davenport

4.92 out of 5 average rating, 377 reviews

Mediterranean Resort! 2+2 Condo. 10 mins to Disney

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World & LEGOLAND are close as well. The amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre etc. The very spacious 2-bed/2-bath condo is 1200sqft! Recently renovated/painted/new stainless steel appliances! Sleeps 8. Tile Throughout! Gorgeous Kitchen! 55” Smart TVs. FREE WIFI/Cable/Netflix. A/C. Washer/Dryer.

Dec. 10 – 17

$213 CAD per night

Guest favourite

Home in Davenport

4.87 out of 5 average rating, 109 reviews

Sandy Ridge Villa, Large South Facing Pool & Spa

Superbly situated at the end of a small cul-de-sac with no rear neighbours and conservation views. Our 5 bedroomed villa sleeps a maximum of 10 people. Fully air conditioned. Large south facing pool and spa with sun loungers completely screened. Pool and spa heating at extra cost. Complimentary high speed wireless internet and cable TV in all bedrooms. The garage has been converted to a games room which has a pool table, air hockey table, bar football, table tennis and a dartboard.

May 19 – 26

$275 CAD per night

Guest favourite

Guest suite in Kissimmee

4.86 out of 5 average rating, 567 reviews

Private Studio in POOL home

Hello! We offer a portion of our home with a King sized bed, a large private bathroom with a Jacuzzi tub, and a Harry Potter play area accessed by rock climbing wall. The mini kitchen has a microwave, bread toaster, coffee maker, and refrigerator. There's an internet TV in the apartment with access to Prime. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio with a 5-star cleanliness rating.

Nov. 18 – 25

$116 CAD per night

Guest favourite

Townhouse in Kissimmee

4.92 out of 5 average rating, 226 reviews

Beautiful Farm House Decor near Disney, Sleeps 6

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

Sep. 18 – 23

$205 CAD per night

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 421 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

Feb. 28 – Mar. 7

$192 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

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Stylish accommodations and amenities

Popular amenities for Haines City family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Condo in Champions Gate

4.85 out of 5 average rating, 262 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

Aug. 10 – 17

$199 CAD per night

Guest favourite

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

$272 CAD per night

Guest favourite

Townhouse in Davenport

4.92 out of 5 average rating, 202 reviews

Disney Villa at Regal Palms*Near Pool/Lazy River

May 28 – Jun. 4

$282 CAD per night

Guest favourite

Home in Davenport

4.94 out of 5 average rating, 171 reviews

Star Wars Villa - 5 Bed/4 Bath Star Wars/Frozen Home Private Pool/Spa (Pool Heat Included)

Jan. 10 – 17

$346 CAD per night

Guest favourite

Townhouse in Kissimmee

4.97 out of 5 average rating, 280 reviews

Find a Little Magic in a Townhouse near Disney and Universal

Apr. 11 – 18

$305 CAD per night

Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 161 reviews

Beautiful family home near all attractions.

Jun. 20 – 27

$204 CAD per night

Apartment in Davenport

4.86 out of 5 average rating, 243 reviews

Recently Award Winning Renovated 2+2 Near Disney

Aug. 3 – 10

$211 CAD per night

Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 251 reviews

Disney/Universal Home Away from Home!

Aug. 7 – 14

$252 CAD per night

Family- and pet-friendly home rentals

Guest favourite

Home in Clermont

4.86 out of 5 average rating, 117 reviews

Cozy Family Home near Disney

Jul. 29 – Aug. 5

$234 CAD per night

Guest favourite

Villa in Davenport

4.9 out of 5 average rating, 169 reviews

Beautiful villa home near Disney

Dec. 12 – 19

$463 CAD per night

Guest favourite

Home in Kissimmee

4.89 out of 5 average rating, 176 reviews

PrivateJacuzzi-BBQ-ResortPool-Gym-7mlsDisney

Apr. 25 – May 2

$258 CAD per night

Condo in Kissimmee

4.83 out of 5 average rating, 170 reviews

Disney Adorable Condo in the heart of it ALL! 1/1

Apr. 7 – 14

$191 CAD per night

Guest favourite

Villa in Kissimmee

4.78 out of 5 average rating, 406 reviews

7BD with Movie Theater Pool & Jacuzzi near Disney!

Dec. 5 – 12

$543 CAD per night

Guest favourite

Home in Kissimmee

4.89 out of 5 average rating, 145 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

Dec. 14 – 21

$898 CAD per night

Guest favourite

Villa in Kissimmee

4.85 out of 5 average rating, 370 reviews

Amazing Cozy 4Bed/3Bath, Disney Area, Private Pool

Dec. 6 – 13

$334 CAD per night

Guest favourite

Villa in Kissimmee

4.92 out of 5 average rating, 181 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Jan. 12 – 19

$670 CAD per night

Family-friendly home rentals with a pool

Home in Davenport

4.79 out of 5 average rating, 102 reviews

Mintra’s Villa Pool & Spa

Aug. 28 – Sep. 4

$249 CAD per night

Guest favourite

Cottage in Kissimmee

4.94 out of 5 average rating, 371 reviews

Entire Cottage close to Disney, Universal, Airport

Dec. 4 – 11

$145 CAD per night

Home in Davenport

4.92 out of 5 average rating, 241 reviews

Orlando Disney area home

Dec. 11 – 18

$234 CAD per night

Guest favourite

Home in Davenport

4.81 out of 5 average rating, 131 reviews

Welcoming fully equipped villa in Davenport

Jan. 15 – 22

$214 CAD per night

Guest favourite

Home in Davenport

4.92 out of 5 average rating, 179 reviews

Beautiful 5BD/5BA & Pool 20 min to Disney Orlando

Jun. 15 – 22

$401 CAD per night

Guest favourite

Townhouse in Davenport

4.79 out of 5 average rating, 212 reviews

Family Home near Orlando Area!

May 7 – 14

$296 CAD per night

Home in Kissimmee

4.79 out of 5 average rating, 256 reviews

3 bedroom Orlando Florida pool home

Dec. 10 – 17

$199 CAD per night

Guest favourite

Condo in Kissimmee

4.92 out of 5 average rating, 263 reviews

Beautiful Beach Style Condo minutes from Disney

Nov. 13 – 20

$204 CAD per night

Quick stats about vacation rentals that are family-friendly in Haines City

Total rentals
670 properties
Rentals with dedicated workspaces
340 properties have a dedicated workspace
Rentals with a pool
580 properties have a pool
Pet-friendly rentals
70 properties allow pets
Total number of reviews
8.1K reviews
Nightly prices starting at
$41 CAD before taxes and fees

Destinations to explore