444+ Private Villas and Holiday Rentals in Bermuda |
Bermuda Holiday Rentals
Apartment
- Bermuda
- ·
- Southampton
- 1.92 mi to center
10.0Exceptional
(160 Reviews)
1 Bedroom
1 Bath
2 Guests
200 ft²
Oceanfront
Hot Tub
Fireplace/Heating
Ocean View
US $199/Night
7 Nights - US $1,391
Apartment
- Bermuda
- ·
- Southampton
- 1.93 mi to center
9.9Exceptional
(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
748.09 ft²
Balcony/Terrace
Breakfast
Kitchen
Parking
US $143/Night
7 Nights - US $1,001
Apartment
- Devonshire Parish
- ·
- Devonshire
- 0.58 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $180/Night
7 Nights - US $1,260
Cottage
- Sandys
- ·
- Somerset Village
- 0.35 mi to center
10.0Exceptional
(153 Reviews)
1 Bedroom
2 Baths
2 Guests
825 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $378/Night
7 Nights - US $2,648
Bed & Breakfast
9.7Exceptional
(135 Reviews)
4 Bedrooms
4 Baths
8 Guests
263.71 ft²
- Oceanfront
- Fireplace/Heating
Pool- Ocean View
US $340/Night
7 Nights - US $2,380
Cottage
10.0Exceptional
(131 Reviews)
1 Bedroom
1 Bath
2 Guests
280 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $244/Night
7 Nights - US $1,707
House
- Bermuda
- ·
- Southampton
- 2.16 mi to center
10.0Exceptional
(129 Reviews)
4 Bedrooms
4 Baths
10 Guests
3500 ft²
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
US $2,191/Night
7 Nights - US $15,338
Apartment
- Sandys
- ·
- Somerset Village
- 0.10 mi to center
10.0Exceptional
(125 Reviews)
1 Bedroom
1 Bath
3 Guests
500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $182/Night
7 Nights - US $1,272
Apartment
- Bermuda
- ·
- Southampton
- 1.30 mi to center
10.0Exceptional
(119 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $240/Night
7 Nights - US $1,682
Luxury Holiday Rentals in Bermuda
Over 435+ Luxury Holiday Rentals in or Near Bermuda
House
- Bermuda
- ·
- Hamilton Parish
- 0.86 mi to center
10.0Exceptional
(16 Reviews)
8 Bedrooms
7 Baths
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $5,611/Night
7 Nights - US $39,279
Hotel
8 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $5,316/Night
7 Nights - US $37,212
Villa
- Bermuda
- ·
- Hamilton Parish
- 1.40 mi to center
9.8Exceptional
(10 Reviews)
5 Bedrooms
5 Baths
9 Guests
5000 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $4,703/Night
7 Nights - US $32,918
Condo
- Bermuda
- ·
- St. George's
- 1.27 mi to center
2 Bedrooms
2 Baths
7 Guests
Child Friendly
Accessibility
Wellness Facilities
Security/Safety
US $4,389/Night
7 Nights - US $30,723
House
- Bermuda
- ·
- Hamilton Parish
- 0.86 mi to center
10.0Exceptional
(9 Reviews)
5 Bedrooms
4 Baths
9 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $3,915/Night
7 Nights - US $27,408
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $3,815/Night
7 Nights - US $26,708
House
- Bermuda
- ·
- Hamilton Parish
- 1.31 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
5 Baths
8 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $3,788/Night
7 Nights - US $26,513
Hotel
- Bermuda
- ·
- St. George's
- 1.82 mi to center
8.4Excellent
(24 Reviews)
1 Bath
Spa- Pool
- Breakfast
- Kitchen
US $3,698/Night
7 Nights - US $25,886
Villa
- Sandys
- ·
- Somerset Village
- 0.62 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
9 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $3,242/Night
7 Nights - US $22,696
Top-Rated Holiday Rentals with a Pool in Bermuda
Over 180+ The Best Private Villas and Holiday Rentals in Bermuda with a Pool
Apartment
- Bermuda
- ·
- Hamilton Parish
- 0.49 mi to center
10.0Exceptional
(117 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $245/Night
7 Nights - US $1,715
Apartment
10.0Exceptional
(83 Reviews)
1 Bedroom
1 Bath
2 Guests
280 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $225/Night
7 Nights - US $1,573
House
10.0Exceptional
(57 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $327/Night
7 Nights - US $2,286
Apartment
- Hamilton Parish
- ·
- Crawl Hill
- 0.38 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $434/Night
7 Nights - US $3,039
Cottage
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $350/Night
7 Nights - US $2,447
Apartment
- Sandys
- ·
- Somerset Village
- 0.14 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $336/Night
7 Nights - US $2,355
Apartment
- Sandys
- ·
- Somerset Village
- 0.42 mi to center
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $284/Night
7 Nights - US $1,989
House
- Bermuda
- ·
- St. George's
- 2.18 mi to center
10.0Exceptional
(13 Reviews)
3 Bedrooms
3 Baths
6 Guests
3000 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $1,724/Night
7 Nights - US $12,070
House
10.0Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,321/Night
7 Nights - US $9,247
Pet-Friendly Holiday Rentals in Bermuda
Over 50+ Pet-Friendly Holiday Rentals in or Near Bermuda
Cottage
- Sandys
- ·
- Somerset Village
- 0.36 mi to center
10.0Exceptional
(73 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $378/Night
7 Nights - US $2,648
Apartment
- Devonshire Parish
- ·
- Devonshire
- 0.75 mi to center
9.5Exceptional
(15 Reviews)
2 Bedrooms
1 Bath
4 Guests
645.83 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $400/Night
7 Nights - US $2,800
Apartment
8.6Fabulous
(192 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $433/Night
7 Nights - US $3,034
Apartment
- Devonshire Parish
- ·
- Devonshire
- 0.79 mi to center
10.0Exceptional
(48 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $188/Night
7 Nights - US $1,314
Apartment
8.9Fabulous
(22 Reviews)
2 Bedrooms
2 Baths
6 Guests
1302.43 ft²
Private Beach- Oceanfront
- Fireplace/Heating
- Ocean View
US $207/Night
7 Nights - US $1,449
Villa
- Sandys
- ·
- Somerset Village
- 0.39 mi to center
10.0Exceptional
(45 Reviews)
8 Bedrooms
5 Baths
16 Guests
4001 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,903/Night
7 Nights - US $13,322
House
10.0Exceptional
(6 Reviews)
4 Bedrooms
1 Bath
8 Guests
4000 ft²
- Private Pool
- Oceanfront
- Spa
- Fireplace/Heating
US $2,239/Night
7 Nights - US $15,673
Cottage
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
794 ft²
- Fireplace/Heating
- Pool
Pet Friendly- Kitchen
US $458/Night
7 Nights - US $3,206
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
440 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $323/Night
7 Nights - US $2,261
Large Holiday Rentals and Private Villas in Bermuda
Over 29+ Large Holiday Rentals and Private Villas in or Near Bermuda
Villa
- Bermuda
- ·
- Southampton
- 1.84 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $1,618/Night
7 Nights - US $11,323
Bed & Breakfast
9.3Exceptional
(135 Reviews)
7 Bedrooms
2 Baths
4 Guests
242.19 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
US $850/Night
7 Nights - US $5,950
Villa
- Bermuda
- ·
- Southampton
- 1.26 mi to center
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Spa
- Ocean View
- Balcony/Terrace
US $300/Night
7 Nights - US $2,100
House
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
9 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,420/Night
7 Nights - US $9,942
Apartment
9.0Exceptional
(167 Reviews)
14 Bedrooms
2 Baths
7 Guests
5704.87 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $325/Night
7 Nights - US $2,275
House
- Bermuda
- ·
- Southampton
- 2.03 mi to center
9.8Exceptional
(45 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,335/Night
7 Nights - US $9,346
Villa
9.8Exceptional
(12 Reviews)
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $2,130/Night
7 Nights - US $14,910
Cottage
9.8Exceptional
(9 Reviews)
5 Bedrooms
5 Baths
18 Guests
3000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,452/Night
7 Nights - US $10,165
House
- Bermuda
- ·
- Southampton
- 1.96 mi to center
9.4Exceptional
(14 Reviews)
5 Bedrooms
4 Baths
15 Guests
5000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,208/Night
7 Nights - US $15,455
Wheelchair Accessible Holiday Homes in Bermuda
Over 50+ Wheelchair Accessible Holiday Homes in or Near Bermuda
Villa
- Sandys
- ·
- Somerset Village
- 0.37 mi to center
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $2,904/Night
7 Nights - US $20,327
Resort
- Bermuda
- ·
- St. George's
- 1.85 mi to center
9.0Exceptional
(47 Reviews)
12 Baths
35 Guests
1399.31 ft²
- Hot Tub
- Spa
- Pool
- Balcony/Terrace
US $1,364/Night
7 Nights - US $9,545
Resort
- Bermuda
- ·
- Hamilton Parish
- 1.28 mi to center
9.4Exceptional
(512 Reviews)
1 Bath
- Spa
- Pool
- Ocean View
- Balcony/Terrace
US $1,918/Night
7 Nights - US $13,427
Apartment
- Sandys
- ·
- Somerset Village
- 0.57 mi to center
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $839/Night
7 Nights - US $5,872
Apartment
8.8Fabulous
(28 Reviews)
2 Bedrooms
1 Bath
6 Guests
3003.13 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Ocean View
US $280/Night
7 Nights - US $1,960
Hotel
10.0Exceptional
(2 Reviews)
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $1,329/Night
7 Nights - US $9,305
Hotel
10.0Exceptional
(2 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $821/Night
7 Nights - US $5,745
Hotel
10.0Exceptional
(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $821/Night
7 Nights - US $5,745
US $2,577/Night
7 Nights - US $18,042
Bermuda Private Villas and Holiday Homes Under $200
Over 59+ Bermuda Private Villas and Holiday Homes Under $200
Apartment
- Paget
- ·
- Mount Pleasant
- 0.23 mi to center
10.0Exceptional
(25 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $199/Night
7 Nights - US $1,394
House
8.5Fabulous
(88 Reviews)
5 Bedrooms
5 Baths
11 Guests
10.76 ft²
- Oceanfront
Skiing- Fireplace/Heating
- Pool
US $188/Night
7 Nights - US $1,317
House
- Bermuda
- ·
- Southampton
- 0.94 mi to center
9.8Exceptional
(36 Reviews)
1 Bedroom
1 Bath
- Private Pool
- Spa
- Pool
- Ocean View
US $200/Night
7 Nights - US $1,400
Apartment
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
4 Guests
- Child Friendly
Laundry
Bedding/Linens- Security/Safety
US $123/Night
7 Nights - US $863
Apartment
8.4Excellent
(13 Reviews)
1 Bedroom
1 Bath
3 Guests
355.21 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $169/Night
7 Nights - US $1,183
Cottage
- Hamilton Parish
- ·
- Crawl Hill
- 0.27 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Air Conditioner
US $177/Night
7 Nights - US $1,236
Apartment
- Devonshire Parish
- ·
- Devonshire
- 0.15 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $188/Night
7 Nights - US $1,317
Apartment
- Sandys
- ·
- Somerset Village
- 0.59 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
Internet- Child Friendly
- Laundry
US $173/Night
7 Nights - US $1,214
Cottage
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $197/Night
7 Nights - US $1,377
Instantly Bookable Holiday Homes in Bermuda
Over 223+ Instantly Bookable Holiday Homes in or Near Bermuda
Cottage
- Bermuda
- ·
- Southampton
- 1.52 mi to center
10.0Exceptional
(103 Reviews)
1 Bedroom
1 Bath
3 Guests
625 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $235/Night
7 Nights - US $1,646
Apartment
9.8Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $330/Night
7 Nights - US $2,307
Cottage
- Bermuda
- ·
- St. George's
- 1.26 mi to center
10.0Exceptional
(96 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $266/Night
7 Nights - US $1,864
Apartment
10.0Exceptional
(95 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $219/Night
7 Nights - US $1,533
House
- Bermuda
- ·
- Southampton
- 1.94 mi to center
10.0Exceptional
(74 Reviews)
3 Bedrooms
4 Baths
8 Guests
2600 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,794/Night
7 Nights - US $12,561
![[A]MOUR AMOUR Lighthouse Views Walk to Beaches Classic Bermuda Charm](https://imgservice.casai.com/640x287/a-mour-amour-lighthous-bm-hamilton-ha-3211343180-0.jpg)
Apartment
- Bermuda
- ·
- Southampton
- 1.55 mi to center
10.0Exceptional
(43 Reviews)
2 Bedrooms
1 Bath
4 Guests
973 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $392/Night
7 Nights - US $2,743
House
- Bermuda
- ·
- Southampton
- 0.49 mi to center
10.0Exceptional
(41 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $321/Night
7 Nights - US $2,245
Cottage
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $531/Night
7 Nights - US $3,716
House
- Bermuda
- ·
- St. George's
- 1.31 mi to center
10.0Exceptional
(22 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $293/Night
7 Nights - US $2,048
Book a Last Minute Place to Stay in Bermuda
About Casai's Private Villas and Holiday Rentals in Bermuda
Discover more than 444 vacation rentals available in Bermuda. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Bermuda.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Bermuda, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Bermuda. On average, places to stay near Bermuda offer 587.32 ft², with nightly prices averaging US $739.
With Casai, finding and comparing holiday rentals in Bermuda is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Bermuda
| Type | Count |
|---|---|
| Holiday Apartments | 185 |
| Vacation Homes | 113 |
| Cottages | 43 |
| Villas | 14 |
Use these Quick Filters to Find a Holiday Rental in Bermuda
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Bermuda.
Weather in Bermuda
View the weather forecast for Bermuda before booking your Bermuda Vacation Rentals to confirm your best time to go.
December - February
High 73°F Low 60°F
March - May
High 77°F Low 59°F
June - August
High 86°F Low 74°F
September - November
High 84°F Low 68°F
Top Attractions Around Bermuda
Casai offers a large selection of top attractions around Bermuda . Research things to do on your vacation before you visit Bermuda.
Other Places to Stay in Bermuda
Frequently Asked Questions About Bermuda?
What are the top holiday rentals in Bermuda?
With numerous options available in Bermuda, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Bermuda:
- Location! Location! SUMMER SAVINGS at 5 Cross Bay Estate, next to Horseshoe Bay
- Charming Private Cottage by the Beach
- Pool House Studio In A Garden Setting + EV chargers
- Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
- Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!
- Large studio apartment w/views. Close to beaches
- Water Front property with great views, pool, use of Kayaks, & strong Wi-Fi.
- Charming , Comfortable Cottage Near Amenities
- Modern Beach House @ Tobacco Bay + Twizzy Charger
- Charming New Waterfront One Bedroom Loft Apartment On Mullet Bay St. George’s
How many holiday rentals have private pools in Bermuda?
Discover a selection of holiday rentals with private pools near Bermuda with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Entire Private Vacation Villa 3 Bedrooms Pool nr Beach in Bermuda.
- Cambridge Beaches Resort and Spa
- 'RIPPLE WATERS' - More for Less - Great One Bedroom Pool House
- Hamilton Princess & Beach Club A Fairmont Managed Hotel
Which holiday homes in Bermuda are best for families?
If you're searching for a family-friendly holiday home in Bermuda, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Bermuda:
How many Casai.com holiday rentals are available in Bermuda?
As of 2026, Casai boasts over 444 properties listed in the Bermuda area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Bermuda.
People Also Ask
Finding the best prices in Bermuda
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