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Holiday Rentals with Pools in Bermuda

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    Travellers to Bermuda are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    14 Matching Rentals in BermudaView all 65 rentals
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    Airy Studio 5 Minute Walk to Hamilton1 / 4
    (11)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    CottagePriv.Pool★Beach5min★StatelyProp★Central Location★King1 / 27
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Contemporary Oceanfront Apartment (Oceanside Road)1 / 12
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    Be Pampered! ,Mod 2Bed/r,2Bath/r B&B Suite,Beach,Pool,Tennis+IncludesBreakfast1 / 10
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Balcony
    • Shared Indoor Pool
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2018
    Just unpack your bags and put your bathing suit on and enjoy the pool, and the beach is close. Our favorite drink is Brian’s rum swizzle he just makes it perfect each time. If...
    Reviewed 21 April 2018
    My wife and I and our daughter and her husband had a great stay in the two-bedroom suite. Everything was as one would expect in a first-class establishment: clean, comfortable...
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    About this property
    PLEASE NOTE WE DO NOT ACCEPT CHILDREN PLEASE ASK ABOUT YOUNG ADULTS. Watch Hill Manor 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
    HS 01, Smith's Parish, Bermuda
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of Bermuda's most sought after vacation rentals, Beach Walk Cottage is ideally situated with a private beach only a 7 minute walk away and also close to Hamilton. This stunning Cottage is the ideal choice for your vacation or celebrating a special occasion. •Large, shared pool with...
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    PG06, Paget Parish, Bermuda
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Southern Views on Fairmont Southampton Hotel Property1 / 34
    (23)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 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 5 October 2018
    I booked this house way back to celebrate my husband's 80th birthday with our three children and spouses. We took our children when they were young to Bermuda several times...
    Reviewed 29 August 2018
    Having lived in Bermuda years ago and returned for vacations a number of times, we can say without hesitation that Southern Views is the best location on the island for a family...
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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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    SN 03, Southampton Parish, Bermuda
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Be Pampered! 1Bed/r B&B Suite walk to the Beach,Pool,Tennis,Golf,Incl Brfast1 / 20
    (23)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 2 weeks ago
    My husband and I had wonderful stay here recently. The views in every direction are stunning, the accommodation is beautifully equipped and very comfortable.Breakfasts are...
    Reviewed 26 September 2018
    We stayed at Watch Hill Manor and what an amazing time we had. Bermuda itself is truely stunning and to top it off staying here was fab. Amazing location and views. The bed was...
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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
    HS 01, Smith's Parish, Bermuda
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Private & Romantic! Mod. NEW 1B/R,Apt.,Walk to the Beach,Pool,Tennis,Golf + more1 / 20
    (8)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 7 August 2018
    This is long overdue review, me and my wife were staying in the apartment about a year ago, August 2017. The property is very conveniently located, halfway between Hamilton and...
    Reviewed 20 June 2018
    We visited Bermuda with another couple last week. It was a first time for both couples. We had decided to book through VRBO because we found hotel rates to be outrageous, but we...
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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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    HS 01, Smith's Parish, Bermuda
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pool House in a garden setting1 / 36
    (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 6 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
    HS01, Smith's Parish, Bermuda
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Las Brisas Apartment with Pool and close to beach1 / 24
    (4)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 24 September 2018
    Las Brisas provides superb accommodation at an idyllic location in Smiths Parish, Bermuda. A beautiful beach can be found only 5 minutes walk away, and in the other direction is...
    Reviewed 23 September 2018
    The apartment was so convenient to everything I wanted. The beach was a short 5 minute walk ...I could hear the waves at night.The pool was great for an early morning and...
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    About this property
    The apartment is close to the beautiful John Smiths Bay beach - an 5 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
    HS01, Smith's Parish, Bermuda
    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
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of Bermuda's most affordable, centrally located vacation rentals, Beach Walk Studio is ideally situated with a private beach only a 7 min.walk away and also close to Hamilton. Private and tucked away down a flight of stairs, the self contained Studio also has its own yard. •Large shared pool...
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    Location Information
    PG06, Paget Parish, Bermuda
    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
    HM06, Hamilton, Pembroke Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Diamond is a multi-dwelling unit nestled in a beautifully scenic, perfectly located safe, quiet neighbourhood made up of friendly people from all over the world. This gorgeous honeymoon ensuite in a shared apartment is on a private accessed upper level in a beautiful 3 bedroom home. It...
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    Location Information
    WK10, Warwick Parish, Bermuda
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated off Hog Bay Level in a quiet neighborhood next to the Hog Bay Nature Reserve. Tastefully furnished apartment accommodates up to 4 persons. It is attached to the main house but has its own private entry and access to a shared pool. Enjoy the patio area around the secluded pool for quiet...
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    Location Information
    SB 01, Sandys Parish, Bermuda
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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