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Holiday Rentals with Pools in Bermuda

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    AU$337 Average
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    Travellers to Bermuda are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    12 Matching Rentals in BermudaView all 59 rentals
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    Oceanside Road1 / 12
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    CottagePriv.Pool★Beach5min★StatelyProp★CentrallyLocation★King1 / 22
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Be Pampered! ,Mod 2Bed/r,2Bath/r B&B Suite,Beach,Pool,Tennis+IncludesBreakfast1 / 10
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Private & Romantic! Mod. NEW 1B/R,Apt.,Walk to the Beach,Pool,Tennis,Golf + more1 / 20
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Ocean Views
    • Washer
    • Grill
    • Cable/satellite TV
    • Shared Indoor Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2017
    Bermuda is gorgeous and Watch Hill Manor is a beautiful place to stay. Brian is a superb host and attentive to every need. His breakfasts are amazing.The property, inside and...
    Reviewed 9 October 2017
    My husband and I recently spent 6 nights at Watch Hill Manor in the Brineke Apartment to celebrate our 30th anniversary. Having been to Bermuda several times and always staying...
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    About this property
    Watch Hill Manor is conveniently located only 10 minutes from the Bermuda International Airport. 'Brineke' apartment,(Watch Hill Manor) is very private, and is well situated on Watch Hill, on Knapton Estates Road, overlooking the John Smith's Bay area and the beautiful South Shore and...
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    Location Information
    Smith's Parish, Bermuda HS 01
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just up the road from White Sands Beach and the Rail Trail, Beach Walk's central location near Hamilton is the perfect choice for your vacation or celebrating that special occasion. •Large pool with slide/diving board, BBQ •Premium coastal decor •Fully equipped kitchen w/dishwasher+wine fridge...
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    Location Information
    Paget Parish, Bermuda PG06
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Southern Views on Fairmont Southampton Hotel Property1 / 102
    (20)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Ocean Views
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2017
    Stunning location,great house and everything you could possibly need for a great family vacation.Kim the owner/manager incredibly helpful.We searched for best rental in Bermuda...
    Reviewed 19 October 2017
    The hotel services were perfect, with two especially good restaurants, its own golf course, and a beautiful beach with plenty of umbrellas and chaise lounges, food service, and...
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    About this property
    This spacious 4 bedroom property ( 5 minute walk to famous Horseshoe Bay Beach on private path) with lovely large private pool and garden is ideally located on the grounds of the Fairmont Southampton Hotel, enjoying a commanding presence and stunning panoramic views of the world-famous Horseshoe...
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    Location Information
    Southampton Parish, Bermuda SN 03
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Airy Studio 5 Minute Walk to Hamilton1 / 4
    (10)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Parking
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    Excellent location, just a short walk to all the amenities including the bus and ferry terminals, which we found to be very reliable. The studio has all the basic facilities...
    Reviewed 21 April 2018
    Jack and Linda's property was fantastic! A very very short walk to town and the ferry terminal. As well as two resteraunts only a couple minutes walk. The single bed pull out...
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    About this property
    Hibiscus Hideaway is a self-catered, studio accommodation for tourists and business travelers, located in a serene and very convenient location. A pleasant 5-minute walk into the heart of Hamilton, making all of the amenities easily accessible (shops, restaurants, grocery stores, movie theatre,...
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    Location Information
    Hamilton, Pembroke Parish HM 08
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Pool House in a garden setting1 / 9
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    It was one of the best places we have stayed at while traveling. Definitely a bonus seeing Abby and Tess every morning. Definitely would recommend staying here.
    Reviewed 7 July 2016
    We thoroughly enjoyed our stay at the Pool House. It is a central location, easy to get anywhere from the house. We recommend this place to anyone planning a trip to...
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    About this property
    The pool house is a studio and has a queen bed and its own bathroom + shower. It is next to our house in a spacious yard in a quiet residential neighborhood. Bus stop is a 3 minute walk, beautiful John Smith's Bay beach is a 5 minute walk and a grocery store is a 10 minute walk away. We have 2...
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    Location Information
    Smith's Parish, Bermuda HS01
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Be Pampered! 1Bed/r B&B Suite walk to the Beach,Pool,Tennis,Golf,Incl Brfast1 / 20
    (15)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Washer
    • Shared Indoor Pool
    • Wi-Fi
    • Ocean Views
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2018
    Watch Hill Manor is superb. Located in a beautiful part of Bermuda. The apt was clean and comfortable. The view is amazing . Brian and Ineke are fabulous hosts.... helping with...
    Reviewed 15 October 2017
    If you have a check list for superior getaway accommodations to exceed every expectation than this is the place for you.Hosts. Food. Location. Amenities.Restaurants are close...
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    About this property
    PLEASE NOTE WE DO NOT ACCEPT CHILDREN PLEASE ASK ABOUT YOUNG ADULTS. Watch Hill Manor B & B Suites are conveniently located in Smith's Parish, only 12 minutes from the Bermuda's International Airport. The property is well situated on Watch Hill, on Knapton Estates Road. The property looks East,...
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    Location Information
    Smith's Parish, Bermuda HS 01
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Las Brisas Apartment with Pool and close to beach1 / 10
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This studio is in walking distance from 2 bus lines, the beach, grocery store, and a restaurant. The owners have thought of everything when furnishing the apartment. You don't...
    Reviewed 10 April 2017
    Stayed here for around 3 weeks in February. The apartment was spotless, cozy and comfortable and in an ideal quiet and safe location (Smiths) as it is not too far from the...
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    About this property
    The apartment is close to the beautiful John Smiths Bay beach - an 8 minute walk away. The pool is on the property and around the back from the apartment. The apartment has a queen bed and its own bathroom + shower. It is next to our house in a spacious yard in a quiet residential neighbourhood....
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    Location Information
    Smith's Parish, Bermuda HS01
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Balcony
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfectly located with White Sands beach and the Railway trail only a short walk away, Beach Walk studio's central location is ideal for celebrating your special occasion. Featuring: •Large pool with slide/diving board •Near Elbow Beach •30 min walk to Hamilton •High speed Internet •TV •new pillow...
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    Location Information
    Paget Parish, Bermuda PG06
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully furnished, newly renovated, Bermuda themed, one bedroom, one bathroom, two story townhouse located on Rosemont Avenue. The townhouse has a shared garden and pool. Be sure to check-out the local Banana Patch outside the front door! Interior • Queen bed • Bath with shower • Split unit...
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    Location Information
    Hamilton, Pembroke Parish HM06
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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