Bermuda Holiday Rentals

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Top Holiday Rentals Destinations in Bermuda

[D]INE or be MASSAGE at AMOUR AMOUR!

[D]INE or be MASSAGE at AMOUR AMOUR!

This family-friendly Southampton Parish apartment building is located on the waterfront, within a 15-minute walk of Gibb's Hill Lighthouse, Sinky Bay Beach and ...
4.8/5Exceptional! (6 reviews)
Beautiful spot, highly recommend.
"Staying at Claudette's was amazing. Incredible views, great location, and she was super friendly, helpful, and accommodating. Will definitely be staying there next time I'm in Bermuda!"

Reviewed on 10 Aug. 2021

[D]INE or be MASSAGE at AMOUR AMOUR!
Spacious Beachfront and Private Resort living

Spacious Beachfront and Private Resort living

Southampton Parish, Southampton Parish
This family-friendly Southampton Parish apartment building is located on the beach, within a 10-minute walk of East Whale Bay and Gibb's Hill Lighthouse. Sinky ...
4.9/5Exceptional! (61 reviews)
Return home
"The Deck House was great and the Wilson’s are a wonderful couple to visit with and are very helpful. Our first 5 days we rented a scooter to get around. We were allowed to park the scooter right outside of the Deck House. The next 8 days we rented a Terazzi electric car. It was better in the rain ..."

Reviewed on 16 Sep. 2021

Spacious Beachfront and Private Resort living
Rosemont Guest Suites

Rosemont Guest Suites

3.5 out of 5
41 Rosemont Avenue, Pembroke Parish
The price is AU$402 per night from 27 Sep. to 27 Sep.
Situated near the beach, this aparthotel is 0.4 mi (0.7 km) from Hamilton Ferry Dock and 2.3 mi (3.6 km) from Elbow Beach. Albuoy's Point Park and The Birdcage ...
4.1/5Very Good! (85 reviews)
"Cozy"

Reviewed on 11 Jul. 2021

Rosemont Guest Suites
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SPECIAL OFFER Romantic - Pool & Ocean View

SPECIAL OFFER Romantic - Pool & Ocean View

5 Brown Estate, Hamilton, Hamilton Parish
Situated on the waterfront, this apartment building is within 2 miles (3 km) of Shelly Bay, Abbot's Cliff Park and Bermuda Aquarium Museum and Zoo (BAMZ). Bermuda ...
5/5Exceptional! (7 reviews)
Lovely bright accommodations, beautiful view and water access, very friendly host!!
"Would happily book this property again!"

Reviewed on 8 Aug. 2021

SPECIAL OFFER Romantic - Pool & Ocean View
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

This family-friendly Devonshire Parish holiday home is located on the waterfront, within 2 mi (3 km) of Ocean View Golf Club, Bermuda Aquarium Museum and Zoo ...
4.9/5Exceptional! (49 reviews)
Warm Hospitality on the Beautiful Ocean!
"We absolutely loved our stay at Jenny and Greg’s beautiful home on the water! From the warm and welcoming host to the perfect sunny weather, our week there could not have been better! As many of the other reviews already said, the house was spacious enough for our family of six, very clean, with ..."

Reviewed on 9 Sep. 2021

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!
Brand New, modern, light, delightful small apartment packed with luxuries

Brand New, modern, light, delightful small apartment packed with luxuries

Situated in Southampton Parish, this apartment building is within a 10-minute walk of Church Bay and Seymour's Pond. Sinky Bay Beach and Cedar Hill are also ...
4.6/5Wonderful! (10 reviews)
Quiet getaway in paradise
"Perfect spot with everything you could need in a place. Great communications with host while onsite. Very close to many of the beaches and close to everything if you choose a scooter like we did (20 mins one way to Dockyard & 20 mins the other to Hamilton). This was a long weekend getaway for my ..."

Reviewed on 2 Aug. 2021

Brand New, modern, light, delightful small apartment packed with luxuries
Private and Dreamy.....Balcony, Wine, Sunset,  Upstairs with its own entrance!

Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!

Located in the heart of Sandys Parish, this historic apartment building is 0.1 mi (0.1 km) from Mangrove Bay and within 3 miles (5 km) of Royal Naval Dockyard ...
4.8/5Exceptional! (27 reviews)
"The apartment is newly renovated with nice character. It’s in excellent condition. We enjoyed the little balcony overlooking Mangrove Bay. Good supermarket, pharmacy and a couple small take out food options nearby. Great place."

Reviewed on 9 Sep. 2021

Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!
Sunset Paradise Cozy Modern 1-Bedroom Apt 4-Guests Near Beach Railway Trail

Sunset Paradise Cozy Modern 1-Bedroom Apt 4-Guests Near Beach Railway Trail

Channel View Lane, #4, Hamilton Parish
The price is AU$421 per night from 7 Oct. to 7 Oct.
This family-friendly Hamilton Parish apartment building is located near the beach, within 1 mi (2 km) of Shelly Bay and Abbot's Cliff Park. Bermuda Aquarium ...
Sunset Paradise Cozy Modern 1-Bedroom Apt 4-Guests Near Beach Railway Trail
Tucks Paradise - Minutes to Beaches

Tucks Paradise - Minutes to Beaches

3 out of 5
8 My Lord's Bay Road, Hamilton Parish, Hamilton
Situated in Hamilton Parish, this holiday home is within 1 mile (2 km) of Abbot's Cliff Park and Shelly Bay. Bermuda Perfumery and Bermuda Aquarium Museum and ...
Tucks Paradise - Minutes to Beaches
Windsong Guest Apartments

Windsong Guest Apartments

3 out of 5
Situated near the beach, this aparthotel is 0.7 mi (1.2 km) from Admiralty House and 2.9 mi (4.7 km) from Elbow Beach. Government House and Spanish Point Park ...
4.2/5Excellent! (62 reviews)
"The property was in excellent condition. We had a studio with all the amenities of home. The owner was onsite and very friendly without being intrusive. I would book this location again in the future, and also recommend it to family and friends."

Reviewed on 30 Jul. 2021

Windsong Guest Apartments
Amazing Property Close To Beaches/Golf Course/Railway Trails

Amazing Property Close To Beaches/Golf Course/Railway Trails

This family-friendly Warwick Parish holiday home is located near the beach, within a 15-minute walk of Marley Beach, Warwick Pond and Belmont Hills Golf Club. ...
4.8/5Exceptional! (41 reviews)
Centrally located condo served us well
"We enjoyed our stay at the condo. Thomasina was a great host. She was quick to respond to our questions, and recommended places to eat and visit during our stay. She also would check in on us during the day to see how we were doing. The condo was spacious for 4 adults, with everything that you would ..."

Reviewed on 19 Sep. 2021

Amazing Property Close To Beaches/Golf Course/Railway Trails
Luxury Villa with Stunning Views of Horseshoe Bay on the Fairmont Hotel Grounds

Luxury Villa with Stunning Views of Horseshoe Bay on the Fairmont Hotel Grounds

The price is AU$3,085 per night from 1 Oct. to 1 Oct.
This family-friendly Southampton Parish resort is located by the ocean, within a 10-minute walk of East Whale Bay and Fairmont Southampton Golf Club. Horseshoe ...
4.9/5Exceptional! (55 reviews)
50th Honeymoon Revisted
"What a perfect home for our family of 10 children and grandchildren. The pool was wonderful and the porch was everything we had hoped it would be! The house is spacious and extremely well equipped! It made for a unforgettable week! Thank you Kim!"

Reviewed on 26 Jul. 2021

Luxury Villa with Stunning Views of Horseshoe Bay on the Fairmont Hotel Grounds
Welcome!!..Visitors, Temp. Workers, and All.....to our beautiful shores.

Welcome!!..Visitors, Temp. Workers, and All.....to our beautiful shores.

This family-friendly Southampton Parish apartment building is located on the waterfront, within 1 mi (2 km) of Fairmont Southampton Golf Club, Horseshoe Bay ...
5/5Exceptional! (25 reviews)
Paradise in the Triangle
"Jean-Marie and Russell Wade were the perfect hosts! Friendly, accommodating and readily available. The home is very clean and comfortable. Lovely gardens, nearby ocean views. Peaceful and quiet. Convenient access to bus station and host is a certified tour guide and taxi driver. Patio barbecue in ..."

Reviewed on 27 May 2021

Welcome!!..Visitors, Temp. Workers, and All.....to our beautiful shores.
Bayshore - Charming 3 Bedroom Home, Great Location with a Pool

Bayshore - Charming 3 Bedroom Home, Great Location with a Pool

Situated on the waterfront, this historic holiday home is within a 15-minute walk of Fairmont Southampton Golf Club and Horseshoe Bay. East Whale Bay and Gibb's ...
Bayshore - Charming 3 Bedroom Home, Great Location with a Pool
Welcome To Paradise 'AAA' - Private Romantic Getaway!

Welcome To Paradise 'AAA' - Private Romantic Getaway!

Situated on the waterfront, this historic apartment building is 0.1 mi (0.1 km) from Mangrove Bay and within 3 miles (5 km) of Royal Naval Dockyard and King's ...
4.9/5Exceptional! (47 reviews)
Great Bermuda Getaway!
"This property was a great hub for an authentic Bermuda getaway. The location was perfect with views from our balcony of Mangrove Bay/Beach. Location was convenient for walking to Grocery store, pharmacy and liquor stores. Easy Ferry access to Dockyard/Hamilton (times vary) just down the street. Bus ..."

Reviewed on 29 Aug. 2021

Welcome To Paradise 'AAA' - Private Romantic Getaway!
Fairhills - Walk to Elbow Beach everyday!!

Fairhills - Walk to Elbow Beach everyday!!

Situated in Paget Parish, this holiday home is within 1 mile (2 km) of Elbow Beach, Paget Marsh and Nature Reserve and Darrell's Wharf. Marley Beach and Par-la-Ville ...
Fairhills - Walk to Elbow Beach everyday!!
Dreamscape Cottage POOL*VIEWS*MODERN*ELECTRICCARCHARGE

Dreamscape Cottage POOL*VIEWS*MODERN*ELECTRICCARCHARGE

Situated in Smith's Parish, this romantic cottage is within 1 mile (2 km) of Bermuda Aquarium Museum and Zoo (BAMZ) and Spittal Pond Nature Reserve. John Smith's ...
4.9/5Exceptional! (51 reviews)
"This was our 6th vacation to Bermuda and our first time staying at a VRBO. This was ideal during Covid giving us privacy and staying away from large groups. The owner, Corinne, kept in touch prior and was the most gracious host when we arrived. The views from the pool are breathtaking and we enjoyed ..."

Reviewed on 8 Aug. 2021

Dreamscape Cottage POOL*VIEWS*MODERN*ELECTRICCARCHARGE
Sunset Paradise Cozy Modern 1-Bedroom Apt 4-Guests Near Beach Railway Trail

Sunset Paradise Cozy Modern 1-Bedroom Apt 4-Guests Near Beach Railway Trail

4 Channel View Lane, Hamilton Parish, Hamilton Parish
The price is AU$421 per night from 7 Oct. to 7 Oct.
This family-friendly Hamilton Parish apartment building is located by the sea, within 1 mi (2 km) of Abbot's Cliff Park and Shelly Bay. Bermuda Aquarium Museum ...
5/5Exceptional! (1 review)
"It was such an excellent choice to stay at this property, it was in close proximity to places I needed to have access to during my sporting activity trip. The property manager was also so understanding, very knowledgeable about the island and very down to earth willing to share whatever experience ..."

Reviewed on 9 Dec. 2019

Sunset Paradise Cozy Modern 1-Bedroom Apt 4-Guests Near Beach Railway Trail
PalmSprings Accommodations - 3 Bedroom Cottage Near Horseshoe Bay

PalmSprings Accommodations - 3 Bedroom Cottage Near Horseshoe Bay

Southampton Parish, Southampton
Situated near the beach, this romantic cottage is within a 15-minute walk of East Whale Bay and Horseshoe Bay. Peel Rock Cove and Angle Beach are also within ...
5/5Exceptional! (2 reviews)
Nice Staycation
"Would rent again!"

Reviewed on 29 Jul. 2020

PalmSprings Accommodations - 3 Bedroom Cottage Near Horseshoe Bay
LOCATION! LOCATION! at $150 Daily, starting Sept. 12th (BEACH Below 5min Walk)

LOCATION! LOCATION! at $150 Daily, starting Sept. 12th (BEACH Below 5min Walk)

5 Cross Bay Road, South Shore, Southampton
Situated by the sea, this historic apartment building is within a 10-minute walk of East Whale Bay and Fairmont Southampton Golf Club. Gibb's Hill Lighthouse ...
4.9/5Exceptional! (35 reviews)
Beautiful Location, Delightful Owners
"Breathtaking view of south shore from the property. Bus stop right in front of the property. Walking distance to private beach, Horseshoe Bay, Gibbs Hill Lighthouse, and Henry VIII and Gulf Stream restaurants as well as restaurants at the Reefs. Very comfortable king bed. Large bathroom. If renting ..."

Reviewed on 16 Sep. 2021

LOCATION! LOCATION! at $150 Daily, starting Sept. 12th (BEACH Below 5min Walk)
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You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bermuda holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bermuda. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Bermuda. Seeing all the best attractions is bound to make you fall in love with Bermuda. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Bermuda short-term rentals, that won’t be hard to do.