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Kid-friendly holiday rentals in Williamsburg

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Williamsburg

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

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Guest suite in Orlando

4.85 out of 5 average rating, 107 reviews

✨️Modern Suite with POOL- Close to All Parks!🎡

This brand new beautiful studio with a POOL! is located in Skylake Orlando, a safe and fun neighborhood surrounded by a variety of great restaurants, shops, malls, but most of all close to ALL the parks. 9 min to Sea World, 7 min to Aquatica, 13 min to Disney World, 13 min to Universal Studios and many more fun places to visit. The studio is perfect for 2, it has a laundry, luxurious bathroom and a fully equipped kitchenette. You will also have access to a gorgeous pool and grill in the backyard

31 Dec – 7 Jan

$141 SGD per night

Guest favourite

Tiny home in Orlando

4.98 out of 5 average rating, 101 reviews

Private, Modern & Clean Tiny Home. “La Casita”

Take it easy at this unique and tranquil getaway. This tiny house fits up to 4 guests and comes equipped with everything you would have in a full size home; full sized kitchen, a washer/dryer combo. Queen bed in the main bedroom and two twin beds in the upstairs loft area. We do not recommend smaller children in the loft area. This is in a quiet neighborhood, so please no parties or loud events. We live right next to the tiny home so if you need absolutely anything, don’t be afraid to reach out

26 Aug – 2 Sep

$153 SGD per night

Guest favourite

Guest house in Orlando

4.94 out of 5 average rating, 213 reviews

Modern Guest Studio (Private) Pool / Spa available

Private Guest Studio (Not Shared ) in a Perfect Orlando location, 5 minutes from I-Drive, Universal Studios, Disney World & Premium Shopping Outlets. Very Quiet lovely neighborhood with Biking distance to "Restaurant Row" where all your favorite restaurants are located. Pool & Spa available (Not Shared) All major highways at your finger tips / ride 15 min to Disney! This space has an industrial modern look with high ceilings, Stay and cook with all the amenities including a Washer and Dryer.

14–21 Jul

$176 SGD per night

Guest favourite

Guest suite in Orlando

4.99 out of 5 average rating, 244 reviews

Location, Location, Location near all attractions

This is a poolside in-law apartment with a full kitchen, bedroom, full bath and a living room located in a quiet, residential neighborhood in an upper scale part of town. It has a king size bed & will accommodate 2 adults comfortably. This in-law apartment is an addition that was built onto the back of our home. It is completely closed off from the our main house and has it's own main entrance so it is private. So, you will have the apartment all to yourselves.

11–18 Oct

$198 SGD per night

Guest favourite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 793 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; meemaws-country -cottage which sleeps six.

3–10 Apr

$226 SGD 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.

28 Jul – 4 Aug

$143 SGD per night

Guest favourite

Guest house in Orlando

4.99 out of 5 average rating, 143 reviews

Quaint Guesthouse Near the Attractions

This picturesque hideaway suite is recently remodeled with granite and tile throughout. Ideal for couples, but can comfortably accommodate up to a family of four with a separate king size bedroom plus a king size sleeper sofa in living room. You may choose to prepare meals in the kitchenette, use the BBQ grill, dine in one of the hundreds of nearby restaurants, or order Uber Eats if you prefer to stay home and relax.

18–25 Sep

$145 SGD per night

Guest favourite

Cottage in Kissimmee

4.94 out of 5 average rating, 404 reviews

Entire cottage for 5, close to Disney, Universal!

Great cottage for 5, come stay! One bedroom with a adjustable com-fee queen bed, and a 19" flat screen TV. Loft 1 queen, 1 twin, don't bump your head. Located only minutes from Disney and Universal. Heated pool! Our place is completely updated, new furniture , appliances etc. we also have on property three other cottages Bitty Bungalow. Bitty Bliss, and the Bitty blossom. All are Smoke free, pet free.

13–20 Sep

$119 SGD per night

Guest favourite

Flat in Orlando

4.98 out of 5 average rating, 138 reviews

Entire Lovely & Cozy Centrally Located Place

Enjoy a comfortable experience at this centrally-located place it is Close to Disney, Seaworld, Universal, shopping and Restaurants. Large spacious 1 BR/BA unit 1 Queen size bed and Queen Sofa bed, Access to Entire apartment, Full Kitchen, amenities Swimming Pool and Fitness Center Including free high speed WIFI, cable , Roku, Netflix and Free parking

5–12 Aug

$164 SGD per night

Guest favourite

Guest suite in Orlando

4.97 out of 5 average rating, 384 reviews

Vacation & Oasis Mood with #1 location - Pool

From our family to you, we are welcoming you in our Home into our private Orlando, Florida, Oasis :-) Located a very short commute to some of the world most famous tourist attraction, Disney & Universal studio to the privacy of our fully equipped Guest area. We want to make sure that your stay to our home will be memorable and we want to see you again :-)

19–26 Nov

$154 SGD per night

Guest favourite

Home in Orlando

4.91 out of 5 average rating, 137 reviews

Great location close to Disney

Two Bedrooms, two-bathroom located on International Dr. This Short term rental is located in the center of the action, 2.5 miles to Sea World, 5 miles from Disney world main entrance, 2.7 miles from Orange County Convention center. We are also 1.8miles from the Vineyard vine outlet in Orlando for your shopping.

30 May – 6 Jun

$191 SGD per night

Apartment in Kissimmee

4.81 out of 5 average rating, 101 reviews

2BD/2BA condo close to Disney at Storey Lake #111

A beautiful ground-level vacation condo with a lake-view for you to relax and spend time with your family and friends! With the prime location in Kissimmee near Disney World, major parks and restaurants, shops and so much more, this 2BD/2BA condo unit is designed for your best family vacation.

3–10 Sep

$136 SGD per night

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Popular amenities for Williamsburg family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home in Kissimmee

4.84 out of 5 average rating, 205 reviews

3 bedroom Villa in Kissimmee

22–29 Apr

$162 SGD per night

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 232 reviews

So close to Disney you can feel the magic!

10–17 Aug

$200 SGD per night

Guest favourite

Home in Orlando

4.85 out of 5 average rating, 242 reviews

Lovely Home

13–20 Aug

$183 SGD per night

Guest favourite

Home in Kissimmee

4.9 out of 5 average rating, 294 reviews

Family Home minutes from Disney!

21–28 Aug

$156 SGD per night

Guest favourite

Home in Orlando

4.89 out of 5 average rating, 297 reviews

Paradise suite( pets are not allowed)

8–15 Jan

$99 SGD per night

Guest favourite

Home in Orlando

4.94 out of 5 average rating, 233 reviews

New studio in a newly renovated House

11–18 Jan

$126 SGD per night

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 111 reviews

Magical home! 15 minutes from all parks!

13–20 Feb

$149 SGD per night

Home in Kissimmee

4.81 out of 5 average rating, 125 reviews

Beautiful private home with pool and lake

3–10 Oct

$194 SGD per night

Family-friendly apartment rentals

Guest favourite

Flat in Orlando

4.88 out of 5 average rating, 387 reviews

Little Lulu's House

26 Feb – 5 Mar

$80 SGD per night

Guest favourite

Flat in Orlando

4.91 out of 5 average rating, 237 reviews

Milly’s Cabanas, by FL mall ,airport And parks

23–30 Sep

$98 SGD per night

Guest favourite

Flat in Kissimmee

4.83 out of 5 average rating, 116 reviews

Spacious Apartment near Disney

1–8 Oct

$178 SGD per night

Guest favourite

Flat in Kissimmee

4.89 out of 5 average rating, 188 reviews

Free Water Park luxury 2 Bd Condo near theme parks

29 Sep – 6 Oct

$234 SGD per night

Guest favourite

Flat in Orlando

4.95 out of 5 average rating, 161 reviews

Prívate studio apartment

27 Jun – 4 Jul

$154 SGD per night

Guest favourite

Flat in Kissimmee

4.92 out of 5 average rating, 110 reviews

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

16–23 Oct

$212 SGD per night

Guest favourite

Flat in Kissimmee

4.87 out of 5 average rating, 268 reviews

King Bed Family Condo Orlando Disney Universal

22–29 Sep

$147 SGD per night

Guest favourite

Flat in Orlando

4.9 out of 5 average rating, 136 reviews

Charming 3Bdrm 2Bath Apt in the heart of Orlando

4–11 Mar

$244 SGD per night

Family-friendly apartment rentals

Apartment in Orlando

4.88 out of 5 average rating, 109 reviews

UPSCALE townhouse minutes to all attractions

5–12 Jun

$152 SGD per night

Guest favourite

Apartment in Orlando

4.88 out of 5 average rating, 328 reviews

FantasticView, 1 BR/2BA, 1 MILE TO DISNEY-Sleeps 6

13–20 Nov

$184 SGD per night

Guest favourite

Apartment in Kissimmee

4.96 out of 5 average rating, 155 reviews

Welcome to our Son Shine condo ....

24–31 Mar

$187 SGD per night

Guest favourite

Apartment in Orlando

4.87 out of 5 average rating, 167 reviews

Beautiful Lakeview ★ 1 Mile to Disney ★ 1BDR/2BA

29 Jun – 6 Jul

$171 SGD per night

Guest favourite

Apartment in Kissimmee

4.95 out of 5 average rating, 177 reviews

BRAND NEW CONDO- 2 BR 2 Bath-Great location!

26 Oct – 2 Nov

$204 SGD per night

Guest favourite

Apartment in Orlando

4.87 out of 5 average rating, 200 reviews

Airbnb's Choice- Best at Blue Heron- Stunning View

19–26 Jun

$187 SGD per night

Guest favourite

Apartment in Orlando

4.89 out of 5 average rating, 109 reviews

VCR1-303 Deluxe Condo - Near Major Attractions

28 Sep – 5 Oct

$219 SGD per night

Guest favourite

Apartment in Kissimmee

4.86 out of 5 average rating, 111 reviews

Modern Storey Lake Resort Disney Orlando 3171-107

15–22 Sep

$182 SGD per night

Quick stats about holiday rentals that are kid-friendly in Williamsburg

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$67 SGD before taxes and fees

Destinations to explore