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Holiday rentals with a pool in Williamsburg

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Williamsburg

Guests agree: these homes with a pool 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

5–12 Oct

₹8,391 per night

Guest favourite

Guest suite in Orlando

4.99 out of 5 average rating, 124 reviews

Beautiful studio with pool & close to attractions!

An amazing studio space, attached to the main home, with private entrance, King size bed, full bath, and kitchenette. Recently renovated and very comfortable. New Mitsubishi mini-split AC system and a Nespresso Machine for your morning coffee. Access to pool area, gazebo, and washer/dryer outside! Centrally located: under 20 minutes to the airport, 5 minutes to Florida Mall, 10 minutes to Mall at Millenia, under 20 minutes to Universal Studios, 35 minutes to Disney, and 10 minutes to Downtown!

17–24 Sep

₹7,068 per night

Guest favourite

Apartment in Orlando

4.91 out of 5 average rating, 410 reviews

Cozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds

2:2 2nd floor Condo behind Publix in Lake Cay Shopping Center 3/4 mile from Convention Center and right across from Shingle Creek Resort. 1.25 miles to Hilton; 1.5 miles to Hyatt; 1 mi SeaWorld; 3 mi Universal; 6 mi Disney; 3.5 mi Universal; 1 mi Orlando Eye sits beside Little Lake Cay - pool across from parking and hottub. Walk to Larger Lake Cay and over to the Large Amenity Center of the Resort community which has a gym and large pools. 8 miles to OIA. Highly sought after location pixotw

1–8 Oct

₹12,738 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.

25 Jul – 1 Aug

₹10,591 per night

Guest favourite

Apartment in Orlando

4.87 out of 5 average rating, 201 reviews

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

"Airbnb's Choice" - When it was time for Airbnb to select a home to feature in their Instagram ad campaign, of the hundreds of homes in the Orlando area, they selected this one. "Shouldn't it be your choice as well?" Tastefully and professionally decorated - This is a spacious one-bedroom, two-bath lakefront condominium located at the Blue Heron Beach Resort. It's conveniently located just two blocks off I-4 and just 1 mile from the entrance to Disney with breathtaking views of Lake Bryan.

28 May – 4 Jun

₹11,340 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

₹12,522 per night

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 423 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.

12–19 Apr

₹8,727 per night

Flat in Kissimmee

4.8 out of 5 average rating, 153 reviews

Perfect and Close to Disney!

Welcome to our charming apartment in the heart of The Loop, Kissimmee! Perfectly situated to offer you the ultimate convenience and a comfortable stay, this delightful accommodation is an ideal choice for couples, solo adventurers, extended stay, and business travelers. Whether you're in town for a magical Disney vacation, a business trip, or a romantic getaway, our apartment provides the perfect home base for your adventures.

9–16 May

₹8,485 per night

Guest favourite

Guest suite in Orlando

4.95 out of 5 average rating, 169 reviews

Flor de María beautiful and relaxing GUEST ROOM ☘️☘️

Nice and relaxed Guest room with King side bed!! Our beautiful studio is attached to our house. With entrance and bathroom private. Parking included. You can enjoy areas like pool, grill and fireplace (These areas are shared) Our Space is only for 2 adults. Sorry!!! We not accepting kid’s, baby’s or pest. We are sure!!! You will love our place!!! We offer faster WiFi and Nexflix!!!

4–11 Sep

₹7,418 per night

Guest favourite

Flat in Orlando

4.98 out of 5 average rating, 139 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

16–23 Sep

₹10,348 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 :-)

13–20 Nov

₹9,765 per night

Guest favourite

Home in Orlando

4.85 out of 5 average rating, 127 reviews

Perfect location near Disney and Universal

Two Bedrooms, two-bathroom located on International Drive. This Short term rental is located in the center of the action, 2.5 miles from 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 outlets for your shopping.

14–21 Oct

₹13,836 per night

Holiday rentals for every style

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Popular amenities for Williamsburg rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Kissimmee

4.84 out of 5 average rating, 206 reviews

3 bedroom Villa in Kissimmee

25 Apr – 2 May

₹10,241 per night

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 112 reviews

Magical home! 15 minutes from all parks!

12–19 Apr

₹9,509 per night

Guest favourite

Home in Kissimmee

4.9 out of 5 average rating, 294 reviews

Family Home minutes from Disney!

26 Oct – 2 Nov

₹10,190 per night

Home in Orlando

4.79 out of 5 average rating, 120 reviews

Private Home w/ Pool/3 Bd 2 Bath/Close to Disney

29 Jan – 5 Feb

₹14,379 per night

Guest favourite

Home in Kissimmee

4.87 out of 5 average rating, 110 reviews

No Airbnb Fee! Thematic Rooms Pvt Pool °o° Area #3

16–21 Oct

₹11,685 per night

Home in Kissimmee

4.83 out of 5 average rating, 249 reviews

New Home Next To Disney!

11–18 Feb

₹10,744 per night

Home in Kissimmee

4.79 out of 5 average rating, 258 reviews

3 bedroom Orlando Florida pool home

20–27 Jan

₹10,348 per night

Guest favourite

Home in Kissimmee

4.81 out of 5 average rating, 126 reviews

Beautiful private home with pool and lake

3–10 Oct

₹12,259 per night

Apartment rentals with a pool

Guest favourite

Apartment in Orlando

4.87 out of 5 average rating, 167 reviews

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

8–15 Aug

₹10,824 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

21–28 Nov

₹12,061 per night

Guest favourite

Apartment in Kissimmee

4.98 out of 5 average rating, 291 reviews

Gorgeous❤️ Pool & Lake View Condo near Disney Parks

13–20 Feb

₹11,430 per night

Guest favourite

Apartment in Orlando

4.91 out of 5 average rating, 184 reviews

Deluxe Studio:Lakeview, parking, pool

4–11 Jun

₹8,882 per night

Guest favourite

Apartment in Kissimmee

4.95 out of 5 average rating, 106 reviews

Luxurious Spot 10 Mins Away to Most Attractions!!!

6–13 Sep

₹10,207 per night

Apartment in Orlando

4.86 out of 5 average rating, 118 reviews

Gorgeous 1 Bed 2 Bath Condo just 1 mile to Disney

15–22 May

₹8,898 per night

Guest favourite

Apartment in Orlando

4.98 out of 5 average rating, 143 reviews

Luxury 2B2B APT Near Convention Center, Universal

3–10 Apr

₹14,814 per night

Guest favourite

Apartment in Orlando

4.81 out of 5 average rating, 343 reviews

Luxury Apt on I-Drive & view of Universal Orlando

23–30 Oct

₹7,025 per night

Home rentals with a private pool

Townhouse in Kissimmee

4.82 out of 5 average rating, 192 reviews

Beach House with Private Pool and Clubhouse near Disney

10–17 Sep

₹11,968 per night

Guest favourite

Townhouse in Kissimmee

4.88 out of 5 average rating, 128 reviews

Stellar Five Bedroom Townhome Under Ten Minutes to Disney

19–26 Mar

₹38,701 per night

Guest favourite

Villa in Kissimmee

5.0 out of 5 average rating, 13 reviews

Family Retreat Near Disney with Pool & Hot Tub!

10–17 Sep

₹18,253 per night

Guest favourite

Home in Davenport

4.97 out of 5 average rating, 98 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

17–24 Oct

₹15,491 per night

Villa in Kissimmee

4.79 out of 5 average rating, 224 reviews

Visit Disney World from a Sunny Home with a Pool

16–23 Mar

₹14,883 per night

Home in Davenport

4.61 out of 5 average rating, 23 reviews

Solterra Resort 7br Family Home Pool Near Disney

6–13 Aug

₹26,814 per night

Home in Davenport

4.75 out of 5 average rating, 4 reviews

Luxurious 8br Palms Villa Pool Home-Champions Gate

5–12 Oct

₹30,567 per night

Townhouse in Davenport

4.64 out of 5 average rating, 121 reviews

Modern Oasis Villa W/ Private Pool & Pool Table

10–17 May

₹21,487 per night

Quick stats about holiday rentals with a pool in Williamsburg

Total rentals
530 properties
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
330 properties are a good fit for families
Total number of reviews
17T reviews
Nightly prices starting at
₹1,669 before taxes and fees

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