House holiday rentals in Cowpet Bay

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Popular amenities for Cowpet Bay house rentals

House rentals with a pool

Top Guest favourite
Home in NorthSide
5 out of 5 average rating, 46 reviews

Heated Pool, OceanView, Generator, Local Discounts

MeganRating, 5 stars1 week ago
Wonderful place to stay! It felt private and safe. It was a little challenging to get to, but as with anywhere on the island, without the adventure you don’t get the views! Stacie had exceptional communication, including a guide for nearby beaches/restaurants/grocery stores. Very clean. What stood out most were the “extra” amenities. We made use of the beach chairs, beach towels, a pair of snorkeling fins, etc., even the first aid kit! Would highly recommend!
Guest favourite
Home in Cruz Bay
4.9 out of 5 average rating, 49 reviews

2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY

KrissyRating, 5 stars2 months ago
Had a fabulous time here. You could not ask for a better location, or nicer view! Bob's hospitality was next level. All around 10 out of 10! Thanks for making the trip so nice and special :)
Guest favourite
Home in Saint John
5 out of 5 average rating, 88 reviews

Stone Cottage with a pool and gorgeous view

SandyRating, 5 stars3 weeks ago
As other reviews noted, the drive up was intimidating at first, so a jeep is a must. Kim met us in Coral Bay and we followed her up, but once we went up and down it was easy. The view of the sunrise is incredible, and it's remote enough that we didn't see another person the whole time we were there. Skinny Legs is at the bottom of the hill and we went there multiple times, Lime Out is nearby and is also a must. Most beaches are about a 15-20 minute drive; Kim had several recommendations. We'll very likely be back within the next year or so.
Guest favourite
Home in Northside
5 out of 5 average rating, 33 reviews

Oceanfront Private Caribbean Resort!

MargaretRating, 5 stars1 week ago
Sea La Vie was the perfect St. Thomas escape. The space is clean, stylish, and peaceful, with a fully stocked kitchen that made cooking at home a breeze. The pool area was a highlight – quiet, with plenty of lounge chairs and an incredible ocean view that we never got tired of. The hosts were welcoming and responsive, and the location made it easy to explore beaches, restaurants, and local spots. Whether relaxing by the pool or enjoying dinner on the deck, every moment felt like paradise. Highly recommend!
Top Guest favourite
Home in Central
5 out of 5 average rating, 38 reviews

VIewtiful: Virgin Islands Views

MelissaRating, 5 stars6 days ago
We LOVED our 5 night stay at Viewtiful. The views were absolutely stunning in every direction. It was so relaxing to have this private space with so many outdoor options including multiple decks, a pool, and a hot tub. It was so convenient to have all the necessary gear for the beach...chairs, coolers, etc. This end of St. John is very special and we enjoyed being so close to Coral Bay, Maho Bay Beach, and our favorite - Cinnamon Bay Beach. The trek up to the house is an adventure but with our jeep we got the hang of it after the first day. Mary-Eileen was so helpful throughout the trip to guide us and offer recommendations. This property is a little slice of heaven and we hope to visit again soon. Until next time...
Superhost
Home in Northside
4.82 out of 5 average rating, 114 reviews

Texas Embassy

KunguRating, 5 stars2 months ago
Great view! very spacious! We enjoyed our stay & would come back again. It can be a little difficult to locate even with instructions, but once located no additional issues getting into the house. You should definitely rent an SUV or Jeep to get around the island and to get up the driveway at the property. Host was very accommodating as we arrived earlier than expected. The local co-host (Donovan) provided some local food options & less busy beach options.
Guest favourite
Home in Southside
5 out of 5 average rating, 8 reviews

Sea Sun VIlla 3/2 Villa, walk to Limetree Resort

JeffRating, 5 stars1 month ago
This place was absolutely amazing. From the moment we arrived to the moment we left. We arrived early and we were allowed to check in early & greeted at the home with a tour from the host. The view was breathtaking! The pool was a huge addition to our stay. Would definitely recommend this location if you are visiting St. Thomas with family or friends. Everything was close by food, beaches, stores etc.
Guest favourite
Home in Cruz Bay
5 out of 5 average rating, 23 reviews

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...

HelenaRating, 5 stars4 months ago
Loved everything about our stay! The place was beautiful, very close to restaurants/shops/beaches, super clean and comfortable. Theresa and Kyle were fabulous hosts and we would love to stay here again! We would recommend renting a jeep as the hills leading up to the house are steep.

Weekly house rentals

Superhost
Home in Southside
4.77 out of 5 average rating, 53 reviews

Regatta Point! Ocean View Condo!

PauletteRating, 5 stars1 month ago
The unit looked just like the photos; it was pretty, well kept & clean. There’s an amazing view. Located in a quiet area.
Superhost
Home in Coral Bay
4.92 out of 5 average rating, 65 reviews

Charming Aerie Cottage

IlsaRating, 5 stars5 months ago
Beautiful, clean, eclectic villa in a great location!! Host representative met us at check in and walked us through everything. House was super clean and the view was great. Definitely want to arrive during daylight as the driveway is a little tricky the guest time up. Also, recommend 4 wheel drive vehicle. Having the beach chairs and cooler was a great addition for our adventures. Location is great for beaches and islands exploring. Was a great place to spend our 25th wedding anniversary:)
Superhost
Home in St. Thomas
5 out of 5 average rating, 32 reviews

Secluded Villa with Caribbean Sea Views

BryantRating, 5 stars1 week ago
Justins place was everything we wanted and more for our trip to St. Thomas. As soon as you walk in you enter into a gorgeous view of the island. Which you can see from virtually anywhere on the property. The place was very clean, private, and had all the amenities we needed for our stay. Justin provided amazing recommendations which we utilized almost daily especially the food choices. Justin and his team were very communicative and helpful throughout the stay. Overall this place is incredible and I highly recommend it for anyone coming to visit St. Thomas.
Guest favourite
Home in Southside
4.93 out of 5 average rating, 83 reviews

Recently Built House! - 3/3 w/ Amazing View & Deck

DeeAnnRating, 5 stars3 months ago
Jared was a great host! Loved his place and the patio is amazing! Everything you need is provided.
Guest favourite
Home in Coral Bay
4.94 out of 5 average rating, 16 reviews

Sea Cave - Listen to the ocean from your bedroom!

JenniferRating, 5 stars5 days ago
Kevin’s place was beautiful! I didn’t think the view from the porch could actually match the photo but it surpassed it. That view is breathtakingly beautiful! And the sunrise in the morning from the porch is so peaceful. This is a wonderful home to stay in the Coral Bay Area. Our favorite out of all the homes in Coral Bay where we have stayed over the years. This home has everything you need and the grandeur of St John’s natural beauty as well!
Guest favourite
Home in Cruz Bay
4.98 out of 5 average rating, 48 reviews

New 3-bdrm villa, pool, ocean views, & concierge!

WhitneyRating, 5 stars6 days ago
This was probably the best airbnb we’ve stayed in. It was perfect for our family of five. Drew was great and also helped us with a jeep rental. He was extremely communicative with us and made sure we were all set and ready to go when we hopped off the ferry. Bailey sweetly greeted us with a charcuterie platter and showed us around the house. The house is completely true to the listing photos and is absolutely stunning! The deck is large and we enjoyed sitting with coffee each morning looking out at the gorgeous ocean and hillside views. We slept wonderfully in the comfortable beds. The bedroom air conditioners worked perfectly and the cross breezes in the main living area kept the house cool and comfortable. Drew continued to stay in touch throughout the week. He even met us at the house one morning to help us find parking for our boat excursion. I’m already dreaming of our next visit to Back In The Day. Many thanks to Drew, Bailey and the homeowners for a wonderful stay on St. John!
Guest favourite
Home in St. John
5 out of 5 average rating, 14 reviews

Mission Rest - A True Slice of St. John Paradise

KaylaRating, 5 stars3 weeks ago
BLESSED to have been able to stay at Mission Rest. Emily was such a wonderful, prompt and thoughtful communicator before and during our stay. The home was absolutely beautiful and the view can not be beat. Don't let the no a/c deter you, it is 100% not needed, the breeze is perfect and we were always comfortable. Perfect central location! We came with our two teenage children that absolutely loved the house layout and being able to havw the downstairs to themselves. Nothing but a positive experience and we would absolutely recommend this beautiful place and stay here again! We are so thankful to have stayed here and left with life long memories.
Guest favourite
Home in East End
5 out of 5 average rating, 7 reviews

Horizons Cottage w/ Ocean Views!

SriniRating, 5 stars3 weeks ago
Horizons Cottage is beautiful, with fantastic views of the sea and an open plan where you see the sea from everywhere in the house. Jennifer sent plenty of information about the house and the neighborhood before we arrived and Dena assisted us with everything we needed after we arrived. There was a minor problem involving the combination lock to the main door not working when we arrived, but Dena quickly sorted that out. In the interest of full disclosure, I should add that the single beds downstairs were small and not terribly comfortable (as opposed to the king bed which was wonderful) and one of us preferred to sleep upstairs on the couch. This wasn't a huge problem since the whole house is extremely breezy and open. The overall stay was exactly what we had hoped for - a beautiful and warm temporary home-away-from-home that we could settle into for a week.

Private house rentals

Guest favourite
Home in Cruz Bay
4.91 out of 5 average rating, 11 reviews

Eureka Villa -Stunning Views in Paradise 2BR/2.5BA

KellyRating, 5 stars1 month ago
The views were amazing from outside or inside. All the basic amenities were provided. Very serene and private area. We spent most of the evenings on outside porch. (Bring bug spray)
Guest favourite
Home in Cruz Bay
4.94 out of 5 average rating, 16 reviews

The yellow flamingo

HassanRating, 5 stars3 days ago
We loved the place and the island there was so much to do. The place was clean and peaceful with a lot of amenities. I would highly recommend this place and would definitely visit in the future. The home itself was cozy, well-maintained, and had everything we needed for a relaxing stay. It truly felt like a home away from home. Can’t wait to come back!
Guest favourite
Home in Cruz Bay
5 out of 5 average rating, 57 reviews

* 3BR/3 BA LUX Pool Villa*Cruz Bay*Amazing Views

BrianRating, 5 stars2 months ago
We loved our stay in Cruz Bay. We had a party of 6 (2 grandparents, 2 parents, 2 kids ages 7 & 9) and we felt very comfortable. The kids loved swimming in the pool in the afternoons and evenings. The outdoor area was great for lounging in sun or shade with drinks in hand! Everything was clean and worked well. We rented a car to get around and were glad we did as the hill to get to the house is very steep. The host, Linda, is very responsive and extremely helpful before, during and after our trip. Definitely recommend if looking for a place on St. John.
Guest favourite
Home in St. John
5 out of 5 average rating, 32 reviews

La Sirena Secluded Villa w/Pool+NEW Solar backup!

MadelynRating, 5 stars1 month ago
La Sirena is absolutely BEAUTIFUL! The location is private which was perfect for us. Eileen was helpful and answered all of my questions! Few tips she had was to rent a car from St. Thomas, get groceries in St. Thomas (very important if you want variety and to save some money), local beach recommendations, etc! Definitely recommend future guests to follow those tips! The kitchen was stocked with most things a person needs to cook with. La Sirena had storage containers for left overs, a toaster, a blender, a toaster oven, a coffee maker, microwave, grill & grill utensils, coolers for the beach, ice packs, etc! WiFi was great! AT&T did get service at the house, but I did loose reception on the way to the house. The Salt Pond Beach was our favorite place to go! It was absolutely beautiful and the crowd was few (especially compared to the North side). I’m confident anyone would find La Sirena as an awesome place to relax and enjoy the island!
Guest favourite
Home in Central
4.94 out of 5 average rating, 68 reviews

‘Lots Of Knots’ cute Upper Carolina cottage

HannahRating, 5 stars1 week ago
The view is literally breathtaking! It’s even better in person. We were visiting for our honeymoon and it was the perfect little villa! So beautiful that it’s hard to leave. I would definitely stay again!
Superhost
Home in Cruz Bay
4.92 out of 5 average rating, 62 reviews

Spectacular Views - 3-5 bedrooms Cruz Bay, St John

AndrewRating, 5 stars2 months ago
Great houses with pool. Super easy to communicate with. Met us at the dock, drove us to the house, showed us around, answered every question and more. House is great value. Parks 2 cars, ac in every room that will get them colder than you could ever want. Great water pressure in showers, soft comfortable beds and linens, tons of towels, beach chairs snorkels floaties. Amazing view. Like perfect view of crux bay, the ocean, st Thomas island, just stunning. Checkout was very easy. Take trash, turn off ac units. Could not recommend more highly. No negatives.
Guest favourite
Home in Cruz Bay
4.94 out of 5 average rating, 33 reviews

Welcome to Tòti Bella!

AaronRating, 5 stars3 weeks ago
Our family of 5 had a great week at Toti Bella! The owners were very informative and responsive. It was fully stocked with everything you may need from kitchen essentials to beach gear. We loved enjoying our morning coffee on the deck and its beautiful views. The pool was a refreshing way to end the day after hiking, & the beach. With May temperatures in the 90s we were concerned about only having AC in the main floor bedroom but the island breeze made the entire unit very comfortable. We would definitely stay at Toti Bella again!!
Guest favourite
Home in Coral Bay
4.97 out of 5 average rating, 33 reviews

Million Dollar Panoramic Views!Huge Decks & Pool!

Ben & ChrissyRating, 5 stars5 months ago
Very comfortable house with great views in a truly stunning location. We enjoyed the expansive deck, great swimming pool, and ability to walk to a couple of our favorite restaurants (must be physically fit to make the walk back up). Paul was kind, approachable, and responsive. Highly recommended.

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