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Vacation rentals with a pool in Saint Mary

Find and book unique homes with a pool on Airbnb

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Popular amenities for Saint Mary rentals with a pool

House rentals with a pool

A private infinity pool is surrounded by spacious loungers adorned with vibrant striped fabric. The pool area offers a sweeping view of the lush hillside and distant Caribbean waters under a clear blue sky.
Home in AG
4.97 out of 5 average rating, 29 reviews

Cactus House. Uber Peace, Tranquility & OMG Views

GregoryRating, 5 stars1 week ago
One of the best Airbnb rentals we ever stayed at and we’ve been to 20 over the years, the place is amazing, best beaches, I think in the world! the people are friendly, honest, and the island is safe and clean. this property has four bedrooms and five bathrooms all on the same level as the pool, large bedrooms and baths, air conditioning works amazing. The top floor has a very large livingroom, dining area, and kitchen… It is open living… You open all the doors and it’s almost like you’re living outside for the week… The views are amazing whether it’s morning or sunset, we had probably the most relaxing vacation I’ve ever had in my life. We drove around the island 1 day touring and spent the other 5 days at Darkwood Beach, you park your car and walk 30ft and U R in the sand, another 30 feet and U R in some of the nicest water I’ve ever seen, 👍👍…only Con is the stairs getting up to the property, handicap will not make it up,if elderly, they will need to be able to walk up 3 flights
Guest favorite
An inviting outdoor space features a tranquil infinity pool with views of surrounding greenery and distant hills. Sun loungers are positioned beside the pool, with a dining area equipped with a large table and chairs nearby, all under a covered terrace.
Home in Jolly Harbour
5 out of 5 average rating, 7 reviews

Spectacular Caribbean-Sunset-Ocean-view home!

RebeccaRating, 5 stars2 months ago
Wonderful villa, beautiful views, gorgeous pool, lots of space, nicely furnished, beautifully clean, very well kitted out. Had a few issues at beginning but hosts v responsive and keen to sort quickly. Would have been great to have an information booklet / folder with practical info about the villa but also recommendations / opinions about restaurants, beaches, excursions etc. The hosts were very helpful - but just useful to have this kind of thing in any accommodation you stay in. It was a shame about the construction noise - beyond their control I know. Mainly it was in the distance but sometimes it was enough to send us to the beach rather than relaxing at the villa. In the main though a wonderful villa which we all enjoyed being in and particularly the beautiful views during the day and at sunset 🌅 - thank you Patrick and the team for all your help.
Superhost
A serene view of calm waters is provided, showcasing two boats docked alongside a wooden pier. Lush greenery and residential buildings frame the scene, with gentle hills rising in the background under a partly cloudy sky.
Home in Jolly Harbour
4.75 out of 5 average rating, 16 reviews

Townhouse w/golf cart in Jolly Harbour

LukeRating, 5 stars2 months ago
Absolutely perfect stay! My wife, two kids, and I had an amazing time at Elena’s villa. The place was spotless, well-equipped, and had everything we needed for a comfortable stay. Elena went above and beyond—even having basic groceries waiting for us when we arrived, which was such a thoughtful touch after a long trip. Anytime we needed anything, she was quick to respond and incredibly helpful. The location is unbeatable—just a few steps from a beautiful, quiet beach. The AC in every room was a huge bonus, especially after hot days at the beach. We couldn’t have asked for a better experience. Highly recommend and would love to return
Guest favorite
A spacious outdoor area features a large private swimming pool, surrounded by a sun deck furnished with blue lounge chairs. The villa is visible in the background, showcasing a covered balcony with white railings, enhancing the serene atmosphere with lush greenery nearby.
Home in Darkwood
4.93 out of 5 average rating, 56 reviews

Calabash at The Palms

TriciaRating, 5 stars2 months ago
We really enjoyed our time at Calabash. The house was very nice and clean, and Howard and Jenny were great hosts. Sunsets on the deck are gorgeous, our kids loved the pool, and we loved being able to walk down to Darkwood Beach (only about a half mile down the path). The proximity to Jolly Harbour was also great- lots of options for dining close by. Four wheel drive is a must for navigating the road and steep driveway, but I would recommend four wheel drive for anyone wanting to drive anywhere on the island.
An aerial view of Jolly Harbour showcases the vibrant blue waters of the Caribbean Sea, complemented by the green landscape. The marina is dotted with yachts, and residential areas are interspersed along the coast, illustrating the community’s layout and proximity to the beach.
Home in Jolly Harbour
4.5 out of 5 average rating, 14 reviews

Townhouse 5 minutes Beach walk

JohnRating, 5 stars1 month ago
Used this apartment for three days while we did some work on our yacht in the boatyard at Jolly Harbour (we could not stay onboard). Was ideally located and very comfortable base. Sergio’s local contact (Stefan?) was extremely helpful at check in driving us to and from the apartment from the marina also he gave us a lift to the airport when we left (which we paid for) but it was great to know our check out and “taxi” was sorted with this friendly guy.
Top guest favorite
A serene outdoor area features a swimming pool with steps leading in. Sun loungers with orange towels are positioned on the deck, overlooking calm turquoise waters and lush greenery in the background.
Home in Jolly Harbour
4.97 out of 5 average rating, 34 reviews

Boat House Jolly Harbour Marina 17% + U$5 pp Incl

OmaRating, 5 stars1 month ago
Best vacation ever A slice of paradise Our stay at this beautiful villa in Jolly Harbour was amazing The villa was spotless modern and fully equipped with all the tech bells and whistles thanks to the incredible care from Leslie and Keith Everything was clean accessible and thoughtfully arranged The location was unbeatable The beach was stunning just steps away and the dock was perfect for renting a boat to explore the island We celebrated our son's 10th birthday here and it was a memory we will cherish forever The secure gated community gave us peace of mind and we loved the amenities There is a gym across the street and a 9 hole golf course nearby I even enjoyed a round of golf with my son which was a highlight Ita the property manager was excellent always available and quick to respond to all our questions Her support made everything seamless
A private pool glistens in the sunlight, surrounded by tiled decking. Comfortable lounge chairs are positioned along one side, while a dining table and chairs are visible in the shaded area nearby. Lush green plants frame the scene, adding a touch of nature.
Home in Jolly Harbour
4.6 out of 5 average rating, 5 reviews

Casa Serena, villa with private pool

AlexanderRating, 5 stars1 month ago
Jolly Harbour in Antigua offers beautiful nature and a lovely harbour. During the week, the beaches are peaceful as locals are at work, giving you a chance to relax. Weekends can be crowded, especially on popular beaches, but Jolly Harbour’s beaches remain moderate in terms of visitors. It’s a great budget-friendly place for a week or two. While the road in front of the house can be busy with machinery going to nearby construction sites, the pool area is a peaceful retreat overlooking a serene golf course. The road infrastructure is poor, so an SUV is recommended. Additionally, food and drinks, even in grocery stores, can be pricey, with costs much higher than in the UK and quality sometimes lower. Despite these challenges, the natural beauty and peaceful setting make it a fantastic place to stay!
Guest favorite
The exterior of the cottage is shown, featuring light gray wood siding and blue shutters. A welcoming front door is visible, surrounded by potted plants. The grass lawn leads to a scenic view of the water, enhancing the peaceful atmosphere.
Home in Antigua
5 out of 5 average rating, 7 reviews

Hall's Waterfront Cottage

KristenRating, 5 stars1 week ago
Michaels place is magical. Truly the perfect place in the perfect place. It felt like home. We can hardly wait to go back. Michael is the best host. He went over and beyond for us. We made a new friend.

Condo rentals with a pool

Guest favorite
The image captures a serene pool area surrounded by lush gardens and palm trees. Lounge chairs are positioned near the water, and orange umbrellas provide shade. A sunset casts a warm glow over the scene, with distant views of the Caribbean Sea visible in the background.
Condo in Saint John's
4.89 out of 5 average rating, 145 reviews

Halcyon Dream

SuzyRating, 5 stars2 weeks ago
This apartment is in a fantastic location. For those okay with walking it’s really not far to the beach but those with mobility issues will be better off with the car rather than trying to walk. This car parking at the condominium with allocated species so parking was straightforward . The apartment itself is a perfect size for two and it had everything we needed . When we did need to raise an issue, we received a very quick response for which we were grateful. Hal Heights at Dickinson Bay is a pretty good jumping off point for exploring all of the island , and we found ourselves in the company of several other holiday makers so enjoyed the environment too.
Superhost
An empty sandy beach is showcased, with gentle waves lapping at the shore. Lush green foliage is visible in the background, framed by a few scattered clouds. Shadows from palm trees stretch across the sand, creating a serene and tranquil setting.
Condo in Yepton Beach
4.89 out of 5 average rating, 111 reviews

Breeze by the sea

Rikki KeziaRating, 5 stars3 days ago
I had a really great stay! The place was exactly as pictured—clean, comfortable, and beautifully set up. It was right near the beach, which made everything super convenient and relaxing. The whole environment was extremely peaceful, perfect for a quiet getaway. I’d definitely recommend this spot to anyone looking for a calm and scenic place to stay!
A comfortable living area features a brown leather sofa and a round wooden coffee table adorned with a decorative candle holder. Large glass doors framed by light fabric curtains lead to a balcony showcasing views of the outdoors. A flat-screen TV is positioned on a stand nearby.
Condo in Saint John's
4.75 out of 5 average rating, 69 reviews

Seascape Villa 403E Jolly Harbour 2 bedrooms

TessaRating, 5 stars1 month ago
We enjoyed staying at Marjorie's place. We were welcomed with the sweetest papayas and bottles of water. Thank You Marjorie!!! The view from the patio downstairs was serene. The home was clean and had everything you would need for your convenience. If needed, there is a washer and dryer available. We enjoyed dinner at Al Porto, the recommended restaurant. The nearby Epicurean supermarket has everything you needed. We walked/jogged and visited the beach. When it rained we stayed in to watch TV. We had a hiccup with the TV and also an unexpected visit from Kadean, who came by to collect a box which was connected to the T.V. This was a bit uncomfortable but quickly resolved. Craig, our co-host, later came out to help us with the T.V and he was then able to confirm, Kadean's visit. Kadean came by mid-week to change linen and re-fresh. This was an added touch. Everything is as advertised. We absolutely recommend Marjorie's place and would stay here again. Book it!!!!
Top guest favorite
A shaded outdoor patio area features lounge chairs positioned to overlook vibrant tropical gardens and the beach beyond. Decorative ceramic vases are placed nearby, adding to the serene ambiance. Palm trees sway gently in the background, emphasizing the tranquil surroundings.
Condo in Saint John
4.94 out of 5 average rating, 49 reviews

Beachside Condo- Leave Footprints, Take Memories

NickRating, 5 stars1 week ago
Located in the stunning Dickinson Bay, our stay during the low season turned out to be an absolute gem. We managed to snag an incredibly affordable flight from London Gatwick, which made the whole trip even more worthwhile. Despite it being the off-peak time of year, the weather was nothing short of perfect—sunny skies every day with temperatures soaring up to 32°C. Gayle’s apartment was ideally situated just seconds from the beach, making spontaneous swims and sunset walks incredibly easy. The beach itself was breathtaking: powdery white sand, crystal-clear turquoise waters, and rows of palm trees that made every view postcard-perfect. It truly felt like stepping into a dream, and for photography lovers, it's an absolute paradise. Conveniently, a variety of bars and restaurants were within a short 3-minute walk, so we were never far from great food, cocktails, and a laid-back local vibe. It’s an amazing place!
Top guest favorite
A spacious gallery with wooden beams opens to panoramic ocean views, framed by large glass doors. A wooden dining table is set for four, accompanied by a small seating area with wicker chairs. Light streaming in from the outside enhances the serene atmosphere.
Condo in Dickenson Bay
4.95 out of 5 average rating, 19 reviews

10 min to beach! Vintage 1-Bed w/ Pool+Ocean Views

SoniaRating, 5 stars1 month ago
Looking at photos is one thing, but opening the door of Lorraines flat and actually being there was somehign else. Omg!!!! I cannot wait to be back . Lorraines flat is just perfect , the loaction , the decor, the comfort, the space , the facilties to cook . Lorraine left water and snacks and coffee and tea and milk ready for me . The balcony opens up and the whole kitchen and sitting area and balcony become one big open plan area. The view is breathtaking. Lorraine is always present , and replies immediately. Thank you Thank you Thank you . Everything was so nice . The gardens , the pool , Atta the gardener is lovely and tells you all about the garden and the big avocato tree. I could go on and on here but I will let all of you discover the wonders of Lorraines place by yourselves . I will definitely be back very soon . Thank you Lorraine for being and amazing host . And Raymond , too
Superhost
The image shows a large swimming pool surrounded by a well-maintained grassy area. Several loungers are positioned nearby, inviting relaxation under the sun. A canopied shaded area provides shelter from the sun, while a two-story house is seen in the background against a backdrop of lush greenery.
Condo in Saint Mary
4.53 out of 5 average rating, 17 reviews

2 bd 2 Br Villa with a view. 5 beaches close by.

PhilipRating, 5 stars8 months ago
Very nice block of 4 apartments set in well maintained grounds and pool. Air con in all rooms which was great. Was a bit tricky to find as there is no clear sign - but easy once you know! We met guests staying in other apartments when around the pool which was really nice, particularly for our daughter who got to play with other children. A short drive to Jolly Harbour where I played tennis and we used the pool and restaurant. There is a nice community down there who’s made us feel very welcome. Best local beach was Ffryes which was great and 5 mins drive. A couple of good restaurants across the road. We were very pleased with our stay, thank you Lavern, Mo & Michelle!
Guest favorite
A shared swimming pool is surrounded by lush palm trees and vibrant landscaping. Lounge chairs are arranged around the pool area, which is framed by low greenery. Nearby, umbrellas provide shaded seating, enhancing the relaxing outdoor environment.
Condo in s, Antigua
4.96 out of 5 average rating, 68 reviews

Tranquil Beachfront Community

LatoyaRating, 5 stars2 days ago
It was very nice, clean and accommodating. They had daily use owns like tea maker, coffee and fully operational kitchen. Close to the beach and updated
Guest favorite
The bright studio space features a cozy sleeping area with white furnishings and colorful artwork. A seating area includes a vibrant orange sofa, surrounded by large windows offering views of lush tropical gardens and distant ocean scenery. Sunsets and coastal vistas are captured in nearby images.
Condo in Antigua village
4.91 out of 5 average rating, 43 reviews

Antigua 39- The perfect beach studio getaway

JeffRating, 5 stars2 months ago
Lisa’s place is part of Antigua Village, a charming condo-style beach resort right on Dickenson Bay—and honestly, the value and location are hard to beat. The unit itself is a cozy corner spot: clean, well-stocked, and just steps from the beach and a variety of great restaurants. We rented a car to explore the island and visited several beaches, and we kept coming back to the feeling that this was the perfect home base. It’s ideally located for easy day trips around Antigua. While you can occasionally hear neighbors from the balcony, the interior felt private and peaceful. Housekeeping came every other day, and the staff were incredibly friendly and welcoming. Lisa was great—very responsive, proactive, and full of helpful tips to make our stay smooth. We truly enjoyed our time here and would absolutely recommend Lisa’s place to anyone visiting Antigua!

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