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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.
    13 Matching Rentals in BermudaView all 63 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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    Be Pampered! 1Bed/r B&B Suite walk to the Beach,Pool,Tennis,Golf,Incl Brfast1 / 20
    (19)Excellent
    1 Bedroom, 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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    CottagePriv.Pool★Beach5min★StatelyProp★Central Location★King1 / 27
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Secure Parking
    • Grill
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2018
    Our second visit to Banstead, and even better than the first! The cottage was well-equipped for our needs, and Graham and Susan were attentive and accommodating as always. We...
    Reviewed 27 October 2017
    My wife and I recently spent a week at Banstead Cottage to celebrate our 25th anniversary. After many hotel stays and cruises to Bermuda, we decided to try a new way to enjoy...
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    About this property
    •Consistently rated 5★★★★★ •Your OWN Private Pool & Tennis Court •Walk to Hamilton •5 min. ride to Elbow Beach •High speed Internet •New Pillow-top, king-sized bed •Fully equipped + stocked kitchen •Near bus stops to both ends of the island •42' TV •Extremely safe neighbourhood •Laundry service...
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    Location Information
    Paget Parish, Bermuda DV04
    Condo/Apartment - 1 Bathroom, Sleeps 2
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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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    Paget Parish, Bermuda PG06
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Southern Views on Fairmont Southampton Hotel Property1 / 34
    (22)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 3 weeks ago
    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...
    Reviewed 3 weeks ago
    Our family just returned from an incredible week in Bermuda. The house is large with an open plan; plenty of room for 10 people to spread out and relax. The outdoor patio...
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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 10
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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 8 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 21 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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    Location Information
    Smith's Parish, Bermuda HS 01
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 4 weeks ago
    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 22 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
    Smith's Parish, Bermuda HS 01
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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 21 May 2018
    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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    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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    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
    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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    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
    Warwick Parish, Bermuda WK10
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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