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Vacation rentals in Bailey's Bay

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Popular amenities for Bailey's Bay vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great vacation rentals in Bailey's Bay

Top guest favorite
A serene oceanfront cottage is nestled on a rocky shoreline, surrounded by lush greenery and palm trees. The vibrant turquoise water gently laps at the rocks, while a set of stairs leads from the cottage down to a private dock. The structure features a white exterior, blending seamlessly with the coastal landscape.
Cottage in Smith's
4.98 out of 5 average rating, 98 reviews

Cow Polly: Oceanfront luxury with stunning views

AnthonyRating, 5 stars1 month ago
Our nine-night stay at Cow Polly from April 22- May 01 exceeded our wildest expectations and was perfect in every way. The house is exquisitely appointed and decorated, and absolutely every convenience that we could have wished for was at hand to ensure our comfortable stay. Andrea and Daniel were the perfect hosts, communicative and responsive and we will be sure to return in the future.
Top guest favorite
A black labrador rests on green grass, with its tongue out, in the foreground. A charming white cottage with black shutters and a clear blue sky is visible in the background, surrounded by various trees and plants.
Cottage in Smiths
4.97 out of 5 average rating, 35 reviews

Quaint and charming Cottage

MelindaRating, 5 stars2 weeks ago
We enjoyed a lovely home from home in Bermuda. The location was terrific, right off the railway trail. It was so quiet and peaceful. The bed was comfy and the kitchen was well stocked. Tom and Erica were very warm hosts and we enjoyed meeting Kipling their black lab and the newest family (dog) member, Oban. While the beaches were not far away we really enjoyed a swim in the pool every day. Our stay was too short, would love to come back when we can stay longer!
Top guest favorite
Double glass doors open to a scenic outdoor area. Beyond, a lush green lawn leads to a view of the ocean, framed by trees. A cozy wooden deck offers space for relaxation, enhancing the serene atmosphere of the retreat.
Guest suite in Warwick
4.96 out of 5 average rating, 28 reviews

Tehillah - An Adventurer’s Haven

JeanRating, 5 stars3 weeks ago
This was a great spot- directly across the street from the beach where we were married 33 years ago. The room was just as described. The bed was comfy; the bathroom, huge. A small refrigerator and a microwave , plus a hot water kettle. We were able to make instant coffee, peanut butter and jelly sandwiches, and heat up leftovers. We explored the beaches on the south and we were able to catch a bus to St. George and Hamilton easily. On the cloudy and rainy day we went to the zoo and aquarium. Best $10 we ever spent. Alondra provided a bus schedule which we used as our Bible to get around -that was wonderful thank you. there is a store a half a mile down the hill and a half a mile back up or you can take the bus just down the street to another market which we did a couple times. We walked to the Gulf Stream restaurant, which is right across from horseshoe Bay- that was about a 10 minute walk. or the other option is you can take the bus. We will definitely be back.
Top guest favorite
Crystal-clear turquoise waters reveal a rocky shoreline, where a small group of individuals can be seen swimming. The beach is framed by lush greenery and houses dotting the landscape, while waves gently lap against the rocks, creating a serene coastal environment.
Home in St.George's
4.96 out of 5 average rating, 85 reviews

The Beach House at Tobacco Bay + Twizzy Charger

LauraRating, 5 stars1 month ago
David's place is at one of the prettiest beaches in Bermuda... the house is exactly as described The whole house, particularly the kitchen was very well equipped and we like to cook so that was much appreciated. Also there are little touches, like beach chairs, umbrellas, sun lotion, shampoo and conditioner in the bathrooms. We travelled with our daughter and son in law and there was space for all. it's really the nicest part of the island for a relaxing stay.
Top guest favorite
Aerial view showcases a vibrant coastline with turquoise waters surrounding a marina. Several boats are anchored in the harbor near a row of white buildings. Lush greenery and palm trees frame the landscape, creating a serene coastal scene.
Apartment in Smiths
5 out of 5 average rating, 12 reviews

Aqua Mellow - Luxury Apt II

WuelaRating, 5 stars3 weeks ago
Overall, we had a wonderful stay at a lovely place equipped with all the amenities! The bed was so comfortable, and the furnishings were first class! The hosts were extremely quick to respond to every question and request we had, making our vacation enjoyable and stress free. Although we would’ve liked to have been able to walk to the beach or restaurants, we had no problems getting around via taxi and Hitch. Highly recommend this property! *****
Guest favorite
A private wooden deck is positioned at the rear, surrounded by lush greenery and rocky terrain. A wooden gate provides access to the outdoors. A single deck chair with a dark fabric is positioned on the deck, inviting relaxation in a natural setting.
Apartment in Smiths
5 out of 5 average rating, 7 reviews

Petite & Peaceful Studio (Dragonfly)- by the Beach

VivianRating, 5 stars5 months ago
Had a lovely time in Bermuda and staying in this suite. The place was updated, clean, and felt very private. The location was great, being right next to the beach and bus stop. Terenay and her family are so kind and made me feel so welcome during my stay. I would definitely come back and highly recommend staying here!
Top guest favorite
A modern kitchenette is featured with sleek cabinetry and a stylish countertop. An integrated microwave and stove provide convenience. A workspace is set with a comfortable chair, while a wall-mounted television offers entertainment options. Greenery near the window adds a touch of freshness.
Apartment in Pembroke
4.95 out of 5 average rating, 55 reviews

Royal Views

RobertRating, 5 stars1 month ago
Such a lovely stay, and what a fabulous view. we weren't expecting to be overlooking the water quite as much as it was. wow! Inside was spacious, comfortable, well appointed, with zen like modernity as the finishing touch. We'd stay again in a heartbeat!
Guest favorite
A tranquil outdoor seating area is visible, featuring a small round table with two white chairs placed on a grassy area. The view overlooks calm waters reflecting the sky, with lush greenery and tropical palm trees framing the scene.
Apartment in Hamilton
5 out of 5 average rating, 30 reviews

Spectacular one bedroom. A must see.

KarenRating, 5 stars1 month ago
Margaret met us on arrival. Paid for our taxi from the airport. She was lovely and very helpful with any questions we had. She even had some groceries for us to get us started. We loved the private dock which we lounged at often Very quiet and peaceful Would highly recommend this lovely Airbnb
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