
Williamsburg holiday homes
We found 33,978 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Williamsburg to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you need and want for your stay, which might include parking and a pool. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Williamsburg
Showing deals for:1 Aug - 8 Aug
Image gallery for Super Fun House with Amazing Views

1010 out of 10 rating
Exceptional
(37 reviews)
Super Fun House with Amazing Views
Kissimmee, FL
8% off
Price is NZ$31,831
NZ$31,831
NZ$4,547 per night
includes taxes & fees
Image gallery for RATED#1 BEST HOME Near Disney! LUXURY 5BEDROOM 5Bath VILLA ,GATED RESORT ,POOL

9.49.4 out of 10 rating
Exceptional
(115 reviews)
RATED#1 BEST HOME Near Disney! LUXURY 5BEDROOM 5Bath VILLA ,GATED RESORT ,POOL
Kissimmee, FL
7% off
Price is NZ$4,745
NZ$4,745
NZ$678 per night
includes taxes & fees
Image gallery for Family Fun! ☀️ Private Heated Pool & Spa 4mi to Disney! 🦩

1010 out of 10 rating
Exceptional
(14 reviews)
Family Fun! ☀️ Private Heated Pool & Spa 4mi to Disney! 🦩
Kissimmee, FL
8% off
Price is NZ$8,483
NZ$8,483
NZ$1,212 per night
includes taxes & fees
Image gallery for SUMMER SALE! Hogwarts Haven - Universal Epic! Windsor Hills 3BR, near Disney!

1010 out of 10 rating
Exceptional
(42 reviews)
SUMMER SALE! Hogwarts Haven - Universal Epic! Windsor Hills 3BR, near Disney!
Kissimmee, FL
7% off
Price is NZ$2,551
NZ$2,551
NZ$364 per night
includes taxes & fees
Image gallery for Reunion BRAND NEW Fancy Vacation Home

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Reunion BRAND NEW Fancy Vacation Home
Kissimmee, FL
7% off
Price is NZ$5,837
NZ$5,837
NZ$834 per night
includes taxes & fees
Image gallery for Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!

1010 out of 10 rating
Exceptional
(37 reviews)
Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
Kissimmee, FL
8% off
Price is NZ$6,100
NZ$6,100
NZ$871 per night
includes taxes & fees
Image gallery for *NEW* Windsor Hills - Ohana Oasis Pool Home Near Disney 4bd/4ba

9.69.6 out of 10 rating
Exceptional
(18 reviews)
*NEW* Windsor Hills - Ohana Oasis Pool Home Near Disney 4bd/4ba
Kissimmee, FL
8% off
Price is NZ$3,491
NZ$3,491
NZ$499 per night
includes taxes & fees
Image gallery for Prestige 2: Stunning Windsor at Westside, South Facing Pool/Spa, Game Rm

1010 out of 10 rating
Exceptional
(53 reviews)
Prestige 2: Stunning Windsor at Westside, South Facing Pool/Spa, Game Rm
Kissimmee, FL
5% off
Price is NZ$6,047
NZ$6,047
NZ$864 per night
includes taxes & fees
Image gallery for Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport

1010 out of 10 rating
Exceptional
(16 reviews)
Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport
Kissimmee, FL
7% off
Price is NZ$3,284
NZ$3,284
NZ$469 per night
includes taxes & fees
Image gallery for 3 br Disney area condo with a view & FREE resort!

1010 out of 10 rating
Exceptional
(6 reviews)
3 br Disney area condo with a view & FREE resort!
Kissimmee, FL
7% off
Price is NZ$2,209
NZ$2,209
NZ$316 per night
includes taxes & fees
Image gallery for Stylish home, Themed Room with Private Pool

9.89.8 out of 10 rating
Exceptional
(25 reviews)
Stylish home, Themed Room with Private Pool
Davenport, FL
6% off
Price is NZ$3,627
NZ$3,627
NZ$518 per night
includes taxes & fees
Image gallery for Contemporary Villa with Private Heated Pool/Spa!

9.89.8 out of 10 rating
Exceptional
(79 reviews)
Contemporary Villa with Private Heated Pool/Spa!
Clermont, FL
8% off
Price is NZ$3,108
NZ$3,108
NZ$444 per night
includes taxes & fees
Image gallery for Top floor on Disney's doorstep - Great location

9.89.8 out of 10 rating
Exceptional
(180 reviews)
Top floor on Disney's doorstep - Great location
Kissimmee, FL
7% off
Price is NZ$2,172
NZ$2,172
NZ$310 per night
includes taxes & fees
Image gallery for Themed, Family Friendly Townhouse in Champions Gate Resort, Pool, near Disney

1010 out of 10 rating
Exceptional
(30 reviews)
Themed, Family Friendly Townhouse in Champions Gate Resort, Pool, near Disney
Davenport, FL
7% off
Price is NZ$2,972
NZ$2,972
NZ$425 per night
includes taxes & fees
Image gallery for C4 Family Vacation close to Disney Theme Park

8.88.8 out of 10 rating
Excellent
(8 reviews)
C4 Family Vacation close to Disney Theme Park
Kissimmee, FL
7% off
Price is NZ$1,762
NZ$1,762
NZ$252 per night
includes taxes & fees
Image gallery for Resort Mansion w Pool, Hot Tub, Theatre, Games

8.48.4 out of 10 rating
Very good
(10 reviews)
Resort Mansion w Pool, Hot Tub, Theatre, Games
Kissimmee, Florida
8% off
Price is NZ$6,918
NZ$6,918
NZ$988 per night
includes taxes & fees
Image gallery for Corner House near Disney, 5BD Paradise, Gated Resort, Perfect Orlando Getaway!

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Corner House near Disney, 5BD Paradise, Gated Resort, Perfect Orlando Getaway!
Kissimmee, FL
6% off
Price is NZ$3,050
NZ$3,050
NZ$436 per night
includes taxes & fees
Image gallery for 7 Bed, 5 Bath. 15 Mins From Closest Disney Attractions

8.88.8 out of 10 rating
Excellent
(29 reviews)
7 Bed, 5 Bath. 15 Mins From Closest Disney Attractions
Davenport, FL
7% off
Price is NZ$2,684
NZ$2,684
NZ$383 per night
includes taxes & fees
Image gallery for Upstay - Patio Paradise w Pool Spa Games & TikiBar

8.88.8 out of 10 rating
Excellent
(5 reviews)
Upstay - Patio Paradise w Pool Spa Games & TikiBar
Kissimmee, Florida
8% off
Price is NZ$17,395
NZ$17,395
NZ$2,485 per night
includes taxes & fees
Image gallery for 6 Bed, 5 Bath Villa with South Facing Pool, located close to Disney & Universal

9.69.6 out of 10 rating
Exceptional
(78 reviews)
6 Bed, 5 Bath Villa with South Facing Pool, located close to Disney & Universal
Davenport, FL
8% off
Price is NZ$3,971
NZ$3,971
NZ$567 per night
includes taxes & fees
Image gallery for Charming and Cozy 4bd Family Townhouse in Regal Palms Resort

8.88.8 out of 10 rating
Excellent
(5 reviews)
Charming and Cozy 4bd Family Townhouse in Regal Palms Resort
Davenport, FL
7% off
Price is NZ$2,454
NZ$2,454
NZ$351 per night
includes taxes & fees
Image gallery for Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort

1010 out of 10 rating
Exceptional
(7 reviews)
Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort
Kissimmee, FL
7% off
Price is NZ$4,619
NZ$4,619
NZ$660 per night
includes taxes & fees
Image gallery for Our Retro Mod Pod-Disney & Old Town Minutes Away!

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Our Retro Mod Pod-Disney & Old Town Minutes Away!
Kissimmee, FL
10% off
Price is NZ$1,354
NZ$1,354
NZ$193 per night
includes taxes & fees
Image gallery for Family Friendly Vacation Home - Private Pool - Minutes to Disney and Universal

9.89.8 out of 10 rating
Exceptional
(154 reviews)
Family Friendly Vacation Home - Private Pool - Minutes to Disney and Universal
Kissimmee, FL
14% off
Price is NZ$2,108
NZ$2,108
NZ$301 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Williamsburg
Sonder Vista Cay
Sleeps 8 · 3 bedrooms
9.09.0 out of 10
Wonderfulwonderful
197 reviews(197 reviews)
Parc Corniche Condominium Suite Hotel
Sleeps 6 · 1 bedroom
8.08.0 out of 10
Very goodvery good
2,129 reviews(2,129 reviews)
The View Studio Suites and Event Venue
Sleeps 4 · 1 bedroom
8.48.4 out of 10
Very goodvery good
1,035 reviews(1,035 reviews)
FLASH SALE! Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
615 reviews(615 reviews)
Brand New - Vista Cay Reserve 3 Bed 2 Bath - close Universal/Conv Center- SUMMER
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
$87.DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths
Sleeps 6 · 2 bedrooms · 2 bathrooms
7.27.2 out of 10
Goodgood
72 reviews(72 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Williamsburg?
The most in-demand types of holiday homes in Williamsburg are resorts. After something a little different? Bookabach has numerous options to match the needs of our guests, so you’ll see properties in all sizes, and for all budgets. The perfect home away from home is waiting for you — discover yours today.
How much does it cost to rent a holiday home in Williamsburg?
Several things can influence the price of a holiday home in Williamsburg, including the length of stay, season and type of property. Still, all our holiday homes have something in common — incredible value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Williamsburg?
The average price for a holiday home by the beach in Williamsburg will depend on when you’re going and the style and size of property you want. You can quickly and easily find prices on Bookabach by entering your destination and preferred travel dates. Then use the filter tool to select the number of bedrooms and amenities that you prefer, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Williamsburg?
Yes. There are. Pick from 127 holiday homes that welcome pets in Williamsburg on Bookabach. Our furry kids deserve a getaway too, so simply use our search function for pet-friendly holiday homes to find a perfect property where your puppy can be near his favourite humans.
Can I rent a house with a pool in Williamsburg?
Grab your swimsuit and pool noodle, because there are 124 houses with a private pool in Williamsburg. Unwind at one of these sought-after holiday homes and every day will be a pool day. Simply enter your travel dates into Bookabach, then use the “pool” filter to find the perfect place to make a splash!
What are popular home amenities in Williamsburg?
Some of the most popular home amenities people look for in Williamsburg are tennis, a firepit and a garden. Whether you’re taking a trip with your besties, family or even pets, Bookabach holiday homes include the best amenities for making epic memories with the people who matter most.
Are there large group holiday homes in Williamsburg?
There are 31 holiday homes in Williamsburg that can host a group of 10 or more guests. Whether you’re organising time away with extended family or an event like a birthday party, there’s ample room to get your group together under one roof.
Are there holiday homes in Williamsburg that welcome kids?
With 126 family-friendly holiday homes to choose from in Williamsburg, now is a great time to introduce the kiddos to the pleasures of travel. Click on our “Properties good for families” filter to find stays packed with conveniences perfect for holidaying families, like full kitchens, private pools, bunk beds and hot tubs.
What are the top attractions for families in Williamsburg?
Keeping the kids occupied during your stay in Williamsburg is a snap with these leading family-friendly attractions:
- Universal Studios Florida
- Universal Orlando Resort
- Universal’s Islands of Adventure
Are there one-bedroom holiday homes in Williamsburg?
Yes, Williamsburg has 34 one-bedroom homes available. Often located in popular areas thanks to their compact size, a one-bedroom holiday home is great if you’re travelling with a buddy or your partner. And with comforts such as laundry facilities and more privacy than a standard hotel, you’ll be able to kick back and relax while discovering this fabulous destination.
Can I find two-bedroom holiday homes in Williamsburg?
You can select from 64 two-bedroom holiday properties in Williamsburg. Give the kids the second room or fill it with a couple of your besties. There’s space for whoever’s fortunate enough to be joining your adventure.
Are there holiday homes with WiFi in Williamsburg?
Whether you want to keep up with the latest headlines, write a few emails or update your social media, there are 20 holiday homes with WiFi in Williamsburg. Check the “WiFi” box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Williamsburg?
You’ll have your pick of 125 holiday homes with air conditioning in Williamsburg providing that cooling breeze and extra touch of comfort. Just enter your preferred dates of travel and then use our filter tool to help you locate stays with air conditioning.
How old do you have to be to rent a holiday home in Williamsburg?
The minimum age is usually 16, 18 or 21. It can change from one property to another on Bookabach, so look at the rules of your preferred Williamsburg stay before booking your trip.
How long can I rent a holiday home in Williamsburg for?
It’s down to the Williamsburg property. To view a list of options offering extended stays, just enter your dates and number of guests into Bookabach’s search page. You can enjoy having the whole property to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and outdoor spaces to play in. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.