Set in North Atlantic Ocean, Bermuda is a British territory and a paradise for beach lovers. Here, you can fall in love with breathtaking pink sand shorelines. Some of the most magical of them are Horseshoe Bay, Elbow Beach, Tobacco Bay, and Warwick Long Bay. Adventure seekers should not miss the chance to see the enchanting Crystal and Fantasy Caves in Hamilton Parish. For tourists who are into sightseeing and city walks, the UNESCO World Heritage Site of the historic town of Saint George is a great place. Instagram-savvy vacationers will also love breezing through the picture-perfect streets of Hamilton that are lined with colorful colonial architecture. To find the perfect home away from home for your holiday, browse through this list of the best vacation rentals with private pool in Bermuda.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Fantastic villa with sea views, Southampton Parish (from USD 950)
This villa is suitable for big groups looking for accommodations with the comforts of a home and the amenities of a resort. From the stunning sea views to the stylish interior design, exciting features are in store for travelers. One of the most sought-after amenities of this accommodation is the outdoor pool that overlooks the ocean. The poolside is accentuated by Acapulco chairs and sun beds where you can relax after a soak.
Vacationers who smoke should note that smoking is allowed only in the pool area and the outdoor fireplace.
Top guest reviews
Amenities & Room:
air conditioner instructions would be helpfulpool was super and views gorgeousour family of 6 adults were very comfortable and there was even room for more peopleCleanliness:
also drain basket and filters were clogged and needed to be cleaned as dishes weren’t coming cleanthe house was a nice size for a large group and is very clean and comfortablethis home was spectacular clean spacious and perfect locationclean and spacious location pictures don’t do it justicethis home was better that we expected it had everything we needed and was very cleanHost:
it is a wonderful spot and the host was extremely accommodatingRead more reviewsLocation:
the house was walking distance to the lighthouse grocery store take out restaurant and many other attractionslarge supermarket in walking distance and take out food around the corner would love to stay againbermuda is easy to get around and the villa is an easy walk to beaches and golfit was spacious clean and in a great location on the island
2. Gorgeous villa near Horseshoe Bay, Southampton Parish (from USD 1800)
If you wish to experience the lifestyle of the rich and famous on your holiday, you can start by booking this luxurious lemon-colored villa with million-dollar views of Horseshoe Bay. Besides being a few paces away from the sandy shores, you will also have access to an on-site outdoor pool. The Instagram-worthy pool area is nestled in a beautiful garden with palm trees, colorful blooms, rustic seating, and chic sun beds.
The accommodation also has a hot tub in case you’re in the mood for a bubbly bath.
Top guest reviews
Amenities & Room:
unbeatable views very comfortable accommodationsthe furniture is comfortable with plenty of seatingthe pool patio and terrace areas were perfect for relaxing and taking in the viewsour family thoroughly enjoyed the spaciousness the pool the view the locationkitchen has plenty of seasoning we purchase a redundant supply so don't worry about bringing too muchCleanliness:
the property was as expected very nice clean and spaciousthe house was clean and very comfortable for our group of 8Host:
the host kim was very nice accommodating and extremely responsivekim the owner was super responsive if we needed anythingi highly recommend this property and the ownerskim the owner was a pleasure to deal withand finally the owner kim was incredibly gracious and helpfulRead more reviewsLocation:
location is great- very close to horseshoe bay spectacular view
3. Fabulous retreat near the ocean, Sandys Parish (from USD 459)
If a swimming pool is a must-have feature in your ideal vacation home in Bermuda, check out this upscale guesthouse. While it boasts proximity to the sea, the swimming pool offers guests easy access to a refreshing soak within the premises itself. The pool nestles in a private garden, providing vacationers seclusion and exclusivity. For safety issues, kids under the age of eight and pets are not allowed here.
You’ll have WiFi to help you document all your holiday activities on your socials.
4. Seaside villa with a hot tub, Southampton Parish (from USD 1450)
Make the most of your holiday by staying in this chic getaway right on the sea. The bright interiors with floor-to-ceiling glass windows and tropical touches are just as easy on the eyes. Apart from the aesthetics, the amenities that this three-bedroom abode provides are worth appreciating as well.
The property boasts an outdoor pool overlooking the ocean, inviting guests to enjoy a swim under the starry skies. The hot tub provides additional options for relaxing soaks.
Top guest reviews
Amenities & Room:
everything in the house worked perfectly - tv's washer/dryer a/c etcthe pool is good size surrounded by a fully furnished patio areaand the grill was perfect for breakfast links & baconwe ate many meals at home taking advantage of the well appointed kitchen and enjoying the breathtaking viewsmy children loved the pool and the hot tubCleanliness:
it was very clean we ordered groceries which was a huge time-saverthe cliff was the perfect place to be-the comfort and cleanliness the great pool and well equipped kitchenthe interior is spotless and equipped with everything a family needs to have a successful vacationwe thoroughly enjoyed the home and the spotless condition it was inthe property is spotless and each of the 4 bedrooms was very comfortable and had its own bathroomHost:
the owner is very responsive and helpfulshe was extraordinarily helpful and informativeour host sally was extremely graciousher home and vicinity guide was very helpfuli can say that sally was the absolute best host i've ever encounteredRead more reviewsLocation:
the location is greatthe location near restaurants and the best beach horseshoe bay was perfectthe master bedroom is well equipped with a large walk in closet and huge master bathroom
5. Bungalow 41, Paget (from USD 210)
How would you like to spend your holiday in a beautiful home surrounded by lush greens, making you feel like you’re secluded in a tropical jungle? If you would, Bungalow 41 is the perfect fit for you. This tranquil studio-style accommodation can fit two, making it suitable for couples on a romantic holiday. Apart from standard facilities that include a kitchenette, it features a fantastic outdoor pool with floaters for that perfect lovers-on-vacation selfie. There are alfresco dining facilities, sun beds, and hammocks you can use whenever you need a break from floating in the water.
This property has an outdoor hose that comes in handy for rinsing off sand or showering before plunging into the pool or entering the bungalow.
Top guest reviews
Amenities & Room:
bungalow 41 is a fantastic secluded oasis complete with a wonderful private poolthe bungalow with its private pool and outstanding bed and bath were incrediblebeautiful private cabin with exclusive pool accesswe enjoyed the beautiful bungalow that opened up to the well manicured pool and outdoor spacebungalow 41 was fabulous several nice little touches a fabulous patio with private pool and extremely comfortableCleanliness:
bungalow 41 was spotless and nicely furnishedthe bungalow was very clean and privatethe bungalow is clean and very comfortableher place was clean and perfect for what we neededtina's home is clean comfortable and on a beautiful propertyHost:
tina was a wonderful hosttina was an amazing hosttina is a great hosttina was truly an amazing hosttina is an absolutely fantastic hostRead more reviewsLocation:
tina's place is great perfect location in the center of the island close to everythingperfect location for walking exploring catching the bus to beaches and morethe bungalow is absolutely adorable and the location is just a short walk from townso relaxing and perfectly central to get around the islandbeautiful property in an excellent location
6. Frognal Apartment, Devonshire (from USD 195)
If you are planning to base yourself on the north shore of Devonshire, you might want to consider booking this homey apartment close to the shore. In fact, you can enjoy breathtaking ocean views from the property itself. The private swimming pool is one of the top-selling factors of this rental. You’ll find cozy seats on the poolside where you can cool down while relishing some fruity refreshments.
You can easily explore the capital of Bermuda as Hamilton is only 2 mi (3.2 km) away.
Top guest reviews
Amenities & Room:
with an operational wifi would definitely come backCleanliness:
very clean comfortable beds and just a short bus ride to hamiltonHost:
bryony and llew were exceptional hosts and the apartment was just the bestboth bryony and llew are great hosts and very helpful dan bermudathe hosts are really really nice and arranged for shopping groceries etcyou'll get the whole pool area to yourself very friendly and helpful hostsRead more reviewsLocation:
good location close to bus stops shops not from from cityit was great that a grocery store and bus stops were close byi love that there is a bus stop super close by made getting around super easytwo bus routes make it easy to get around the islandlovely roomy airy place to stay
7. Contemporary villa with a lovely deck, Southampton (from USD 1295)
Do you like spending your vacations in luxury and comfort? Then book this rental for a fabulous getaway. Featuring a seaside location, it treats guests to unforgettable views of the ocean. The contemporary all-white design is just as remarkable, making you feel like holidaying in Santorini.
A luxurious vacation home will not be complete without a swimming pool for exclusive use by guests. Thus, this upscale property also has one set on a large deck facing the ocean. The pool is sleek and sits parallel to the alfresco dining and lounge area.
Top guest reviews
Amenities & Room:
views of the turquoise sea orange sunsets comfortable crisp white beddingloved the views great kitchen for cooking easy taxi accessthe kitchen is well furnished and the sound system tv and amenities are really well donethe decor is perfect for the setting the beds and bedding is comfy(vincent was great) backyard very privategreat tv and sound systemCleanliness:
very clean & comfortablebeds were very comfortable kitchen spotlessly clean and well-equippedthe house was super clean with everything you could possibly needcomfortable clean nicely appointed and spacious for three girlfriends traveling togethertranquil well-appointed immaculately clean and amazing locationHost:
we truly enjoyed the home and the hosts’ attention to detail and servicekaren and richard are amazing host and made sure we where comfortable in their homeyour hosts richard and karen are very responsive to questions/requeststhe hosts were very helpful and responsive prior to and during our visitgreat hosts - highly recommend this propertyRead more reviewsLocation:
perfect accessible locationthe location is wonderful and convenient to restaurants and beaches and transportationthe location was perfect for usthe most beautiful location on the islandamazing location and stylish immaculate home
8. Cozy love nest with a courtyard, Pembroke (from USD 179)
Daydreaming of a romantic holiday with the love of your life? Set the plans in motion by booking this one-bedroom rental. It is dressed in simple furnishings with bright walls and standard home facilities, including kitchen appliances and WiFi.
The star of the show is the lovely pool area that is beautified by the surrounding lush vegetation. When not soaking in the water, you can chill poolside on a lounger while reading a book, browsing the web, or savoring a glass of margarita.
Top guest reviews
Amenities & Room:
the edgehill suites are nice replete with small kitchen amenities wifi and a nice big comfy bedgreat spot good room and lovely poolHost:
owner is very message friendlylana was an excellent hostlana was very helpful and a great hostlana is super nice and a great hostlana was very accommodating and a helpful guideRead more reviewsLocation:
nice place right near hamiltongreat location and very quietthis airbnb is in a great location and shops and stores are all in walking distancelocation is perfect to downtown and a 25-30 min walk to the beachthis is a fantastic location for exploring hamilton bermuda
9. Beach Walk, Paget (from USD 1035)
Suitable for big groups, this property can accommodate families, friends, or colleagues on a team-building getaway. There are no dull days for vacationers staying here as it is a short walk away from a private beach. It also has an on-site pool for those who wish to stay within the premises. The pool area is nestled in a landscaped garden with lovely blooms, sun beds, and alfresco dining facilities.
A diving board and a slide are built into the pool for added fun.
Top guest reviews
Read more reviewsHost:
susan and graham were fantastic hosts and their property is beautifulfrom the time we first considered renting until our last day there they were responsive and helpful
10. Finesse-Lucky 7, Warwick Parish (from USD 793)
This freshly revamped guesthouse boasts a tourist-friendly location as it’s a stroll away from Marley Beach, Astwood Cove, and Southlands Beach. Here, you can enjoy convenient facilities, including a well-equipped kitchen and a balcony perfect for alfresco dining with a view. The French doors in the living space open out to a lovely pool area with a lounge and barbecue equipment. Featuring underwater lighting, the pool illuminates at night, looking fantastic under the starry skies.
The management requires that guests keep the pool gates closed. Diving into the pool from the upper floor is prohibited for safety purposes.
Top guest reviews
Amenities & Room:
the house was beautiful and the upstairs beds were super comfortablewe enjoyed the pool and grillthe pool was a great way to wind down after a day of site seeingCleanliness:
the house was amazingly cleanthe pool was clean and the perfect temperaturethe house was completely spotless and very nicethe place is sparkling cleanthe house is beautiful spacious and clean and had everything we neededHost:
roxana was an amazing hostroxana was a great host very responsive to all our questions and requeststhe hosts were very thoughtful in providing everything guests may need during their staythey’re wonderful hosts we can’t wait to returnthe integrated twizy chargers were super helpfulRead more reviewsLocation:
the location is central to the best beachesgreat location in the centre of the island highly recommendwe had a wonderful vacation at roxi's placeacross the street is a huge park and the beaches are minutes awaythe home was in a nice central location close to hamilton as well as all the beautiful beaches
Indulge in some luxury in Bermuda
Bermuda is a mecca for tourists and is packed with breathtaking beaches, Instagram-worthy streets, and fantastic cuisine. Moreover, vacationers can enjoy excellent accommodations that will help make their stay even more memorable. This list of the best vacation rentals with private pools will come in handy for your upcoming visit.
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