437+ Private Villas and Holiday Rentals in Bermuda |
Bermuda Holiday Rentals
Cottage
- Sandys
- ·
- Somerset Village
- 0.35 mi to center
10.0Exceptional
(155 Reviews)
1 Bedroom
2 Baths
2 Guests
825 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $403/Night
7 Nights - US $2,820
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
10.0Exceptional
(132 Reviews)
1 Bedroom
1 Bath
2 Guests
280 ft²
- Fireplace/Heating
Pool- Ocean View
- Balcony/Terrace
US $230/Night
7 Nights - US $1,608
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
Apartment
- Sandys
- ·
- Somerset Village
- 0.10 mi to center
10.0Exceptional
(127 Reviews)
1 Bedroom
1 Bath
3 Guests
500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $221/Night
7 Nights - US $1,547
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 $285/Night
7 Nights - US $1,995
Cottage
- Bermuda
- ·
- Southampton
- 1.52 mi to center
10.0Exceptional
(104 Reviews)
1 Bedroom
1 Bath
3 Guests
625 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $247/Night
7 Nights - US $1,732
House
- Bermuda
- ·
- St. George's
- 1.77 mi to center
10.0Exceptional
(97 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $430/Night
7 Nights - US $3,008
Luxury Holiday Rentals in Bermuda
Over 428+ Luxury Holiday Rentals in or Near Bermuda
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 $5,848/Night
7 Nights - US $40,934
Hotel
8 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $4,536/Night
7 Nights - US $31,750
Hotel
9.2Exceptional
(56 Reviews)
1 Bath
Hot Tub
Spa- Fireplace/Heating
- Pool
US $3,900/Night
7 Nights - US $27,303
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
- Bermuda
- ·
- Hamilton Parish
- 1.40 mi to center
5 Bedrooms
6 Baths
10 Guests
3003.13 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $2,500/Night
7 Nights - US $17,500
House
10.0Exceptional
(6 Reviews)
4 Bedrooms
1 Bath
8 Guests
4000 ft²
- Private Pool
- Oceanfront
- Spa
- Fireplace/Heating
US $2,482/Night
7 Nights - US $17,376
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $2,116/Night
7 Nights - US $14,813
Villa
9.8Exceptional
(12 Reviews)
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $2,030/Night
7 Nights - US $14,210
House
10.0Exceptional
(8 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,763/Night
7 Nights - US $12,344
Top-Rated Holiday Rentals with a Pool in Bermuda
Over 181+ The Best Private Villas and Holiday Rentals in Bermuda with a Pool
Cottage
10.0Exceptional
(81 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $332/Night
7 Nights - US $2,327
New
Apartment
- Sandys
- ·
- Somerset Village
- 0.14 mi to center
10.0Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $398/Night
7 Nights - US $2,784
New
Apartment
- Sandys
- ·
- Somerset Village
- 0.42 mi to center
10.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $349/Night
7 Nights - US $2,446
Apartment
- Bermuda
- ·
- Southampton
- 1.50 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $378/Night
7 Nights - US $2,648
Hotel
9.8Exceptional
(368 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $634/Night
7 Nights - US $4,440
House
- Bermuda
- ·
- Southampton
- 1.83 mi to center
9.8Exceptional
(177 Reviews)
4 Bedrooms
2 Baths
8 Guests
2100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $1,068/Night
7 Nights - US $7,477
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
Cottage
9.8Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $286/Night
7 Nights - US $2,001
Apartment
- Bermuda
- ·
- St. George's
- 1.44 mi to center
9.8Exceptional
(17 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $264/Night
7 Nights - US $1,849
Pet-Friendly Holiday Rentals in Bermuda
Over 46+ Pet-Friendly Holiday Rentals in or Near Bermuda
Cottage
- Sandys
- ·
- Somerset Village
- 0.36 mi to center
10.0Exceptional
(75 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $403/Night
7 Nights - US $2,820
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
(195 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $433/Night
7 Nights - US $3,034
Cottage
- Sandys
- ·
- Somerset Village
- 0.35 mi to center
9.8Exceptional
(178 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $333/Night
7 Nights - US $2,328
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
Cottage
9.8Exceptional
(110 Reviews)
2 Bedrooms
2 Baths
7 Guests
1600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $855/Night
7 Nights - US $5,982
Cottage
- Sandys
- ·
- Somerset Village
- 0.40 mi to center
9.6Exceptional
(57 Reviews)
2 Bedrooms
1 Bath
6 Guests
1250 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $414/Night
7 Nights - US $2,900
House
9.6Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
8 Guests
1950 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $559/Night
7 Nights - US $3,911
Cottage
- Sandys
- ·
- Somerset Village
- 0.38 mi to center
9.6Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $333/Night
7 Nights - US $2,328
Large Holiday Rentals and Private Villas in Bermuda
Over 32+ Large Holiday Rentals and Private Villas in or Near Bermuda
Cottage
10.0Exceptional
(11 Reviews)
5 Bedrooms
5 Baths
18 Guests
3000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,746/Night
7 Nights - US $12,220
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
- 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
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
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
Villa
- Bermuda
- ·
- Southampton
- 1.26 mi to center
10.0Exceptional
(42 Reviews)
2 Bedrooms
1 Bath
2 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $328/Night
7 Nights - US $2,295
House
- Bermuda
- ·
- Southampton
- 1.04 mi to center
10.0Exceptional
(33 Reviews)
4 Bedrooms
4 Baths
10 Guests
3000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,739/Night
7 Nights - US $12,171
Cottage
10.0Exceptional
(17 Reviews)
4 Bedrooms
4 Baths
11 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,364/Night
7 Nights - US $9,550
Wheelchair Accessible Holiday Homes in Bermuda
Over 49+ Wheelchair Accessible Holiday Homes in or Near Bermuda
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
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 $829/Night
7 Nights - US $5,800
Resort
- Bermuda
- ·
- Hamilton Parish
- 1.28 mi to center
9.4Exceptional
(517 Reviews)
1 Bath
- Spa
- Pool
- Ocean View
- Balcony/Terrace
US $1,689/Night
7 Nights - US $11,824
Cottage
- Bermuda
- ·
- St. George's
- 1.27 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $856/Night
7 Nights - US $5,991
Apartment
8.8Fabulous
(28 Reviews)
2 Bedrooms
1 Bath
6 Guests
3003.13 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Ocean View
US $366/Night
7 Nights - US $2,559
Cottage
- Bermuda
- ·
- St. George's
- 1.27 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $856/Night
7 Nights - US $5,991
Villa
- Sandys
- ·
- Somerset Village
- 0.37 mi to center
1 Bedroom
1 Bath
3 Guests
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $2,871/Night
7 Nights - US $20,097
Villa
- Bermuda
- ·
- St. George's
- 2.22 mi to center
4 Bedrooms
4 Baths
10 Guests
2203 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $1,750/Night
7 Nights - US $12,250
House
3 Bedrooms
6 Baths
12 Guests
2700 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $1,703/Night
7 Nights - US $11,921
Bermuda Private Villas and Holiday Homes Under $200
Over 56+ Bermuda Private Villas and Holiday Homes Under $200
Apartment
9.8Exceptional
(17 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $177/Night
7 Nights - US $1,241
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
Apartment
8.8Fabulous
(94 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $200/Night
7 Nights - US $1,400
Apartment
- Bermuda
- ·
- Southampton
- 1.04 mi to center
9.2Exceptional
(28 Reviews)
1 Bedroom
1 Bath
4 Guests
480 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $194/Night
7 Nights - US $1,357
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
Apartment
- Hamilton Parish
- ·
- Bailey's Bay
- 0.32 mi to center
9.2Exceptional
(23 Reviews)
1 Bedroom
1 Bath
3 Guests
650 ft²
- Balcony/Terrace
Pet Friendly- Kitchen
- Parking
US $200/Night
7 Nights - US $1,398
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
10.0Exceptional
(89 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $130/Night
7 Nights - US $910
Cottage
10.0Exceptional
(48 Reviews)
1 Bedroom
1 Bath
2 Guests
200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $97/Night
7 Nights - US $679
Instantly Bookable Holiday Homes in Bermuda
Over 219+ Instantly Bookable Holiday Homes in or Near Bermuda
Apartment
10.0Exceptional
(95 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $240/Night
7 Nights - US $1,681
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
10.0Exceptional
(15 Reviews)
1 Bedroom
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $526/Night
7 Nights - US $3,683
Apartment
- Bermuda
- ·
- St. George's
- 1.38 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $628/Night
7 Nights - US $4,393
Apartment
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $758/Night
7 Nights - US $5,308
Apartment
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
325 ft²
- Fireplace/Heating
Air Conditioner
Internet
Child Friendly
US $532/Night
7 Nights - US $3,725
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 $216/Night
7 Nights - US $1,515
Apartment
- Bermuda
- ·
- Southampton
- 1.86 mi to center
9.8Exceptional
(144 Reviews)
1 Bedroom
1 Bath
2 Guests
570 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $398/Night
7 Nights - US $2,788
Cottage
- Sandys
- ·
- Somerset Village
- 0.22 mi to center
9.8Exceptional
(105 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $559/Night
7 Nights - US $3,911
Book a Last Minute Place to Stay in Bermuda
About Casai's Private Villas and Holiday Rentals in Bermuda
Discover more than 437 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 582.46 ft², with nightly prices averaging US $754.
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.
Show more
Show less
Top Accommodation Types in Bermuda
| Type | Count |
|---|---|
| Holiday Apartments | 179 |
| 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:
- Charming Private Cottage by the Beach
- Pool House Studio In A Garden Setting + EV chargers
- Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!
- Large studio apartment w/views. Close to beaches
- Charming , Comfortable Cottage Near Amenities
- Modern Beach House @ Tobacco Bay + Twizzy Charger
- Ocean Front Studio, Kayak available - Swimming, bring own snorkle Euipment
- Lovely Garden Setting, Close to Sail GP Site, PGA Port Royal,2 min walk to Beach
- Dreamscape Cottage POOL*VIEWS*MODERN*ELECTRICCARCHARGE
- New cottage with water views
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.
- Water Front property with great views, pool, use of Kayaks, & strong Wi-Fi.
- Cambridge Beaches Resort and Spa
- One bedroom poolside apartment - central, with electric car charging station
- 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.nz holiday rentals are available in Bermuda?
As of 2026, Casai boasts over 437 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
Map
