Holiday rentals with a pool in Road Town

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Popular amenities for Road Town rentals with a pool

House rentals with a pool

Guest favourite
Home in Coral Bay
4.99 out of 5 average rating, 70 reviews

Casa Tua St John

EllenRating, 5 stars1 month ago
We were pleasantly surprised at how quiet and private this home was considering its proximity to restaurants and the main thoroughfare in Coral Bay! It was so convenient for us to get to all the beaches we love to snorkel at AND the very best dinners were at Sharky’s right outside our front gate!! So we did not have to drive to dinner most nights!! We could walk to Crabby’s, practically next door for snorkel rentals. There is also a small market right behind Crabby’s. Any questions we had were answered almost immediately as Jose was living on the premises. We only saw him when we needed help with something. Only concern for Seniors is the winding stairwell to go upstairs to bedrooms and main bathroom. Fortunately, there is a first floor bathroom and shower we also really appreciated being Seniors ourselves!! We LOVED the screened porch surrounding the home and the small pool was refreshing after a snorkel. There is a hose for cleaning sand off everything by the pool.
Guest favourite
Home in VG
4.86 out of 5 average rating, 77 reviews

Sunset Watch-Affordable luxury on a beachfront lot

GregoryRating, 5 stars2 weeks ago
We loved our stay at Sunset Watch Villa in Nail Bay Estates, Virgin Gorda BVI. The unit was comfortable and well equipped. We loved the pool, outdoor sitting areas with great ocean views, and steps down to the private beach. With a rental car, we were within easy reach of Savannah Bay — our favorite beach on the island —Leverick Bay, Spanish Town, and the Baths. Sonny and Ajit were very responsive to all our questions and needs. We definitely recommend Sunset Watch Villa to anyone visiting Virgin Gorda or BVI and hope to come back in the future!
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:)
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 Saint John
5 out of 5 average rating, 88 reviews

Stone Cottage with a pool and gorgeous view

SandyRating, 5 stars2 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.
Top guest favourite
Home in Central
5 out of 5 average rating, 37 reviews

VIewtiful: Virgin Islands Views

DavidRating, 5 stars1 month ago
Viewtiful lived up to its name. Sunsets, sunrises, sunny days, cloudy days – each hour brought new delights. We never tired gazing from our mountaintop abode. The house itself is wonderfully equipped and laid out. The kitchen had all the tools we needed to cook many meals. The living room was comfortable. The bedrooms were spacious and also afforded lovely views. And the hot tub and pool were most refreshing. The many guidebooks and maps were quite useful as we planned our island adventure. The joys of the house itself were surpassed only by the friendliness, efficiency, competence, and availability of our host, Mary-Eileen and her ever helpful husband, David. Mary-Eileen met us in Cruz Bay and led us to the house, explained and showed us everything, made great recommendations, and kept in touch and responded quickly to any and all queries we had. She is an exemplary host and truly enhanced our holiday. She made a wonderful trip even better than we could have possibly expected.
Guest favourite
Home in Central
5 out of 5 average rating, 22 reviews

Villa Carolina. Views for miles! Peaceful. Private

ChrisRating, 5 stars2 months ago
The house and property were absolutely incredible. The view was amazing, especially at sunrise where we could see for miles and miles offshore. The location about 10 minutes outside of Coral Bay was perfect with easy access to restaurants and beaches. We would absolutely love to stay here again!
Top guest favourite
Home in Coral Bay
5 out of 5 average rating, 32 reviews

Villa Madeline | Cozy Hillside Villa W/ Solar

MichaelRating, 5 stars1 day ago
Villa Madeline was the perfect place for our honeymoon! The best little humble abode if you will! The views were breathtaking. Our stay, the host and the home were as everything we asked for and more!

Apartment rentals with a pool

Guest favourite
Apartment in East End
4.91 out of 5 average rating, 186 reviews

Somewhere in the Sun

TeresaRating, 5 stars1 month ago
Loved the place and the location! Met some great people around the apartment complex. We also found sapphire beach to be the best for us on the island
Top guest favourite
Apartment in East End
5 out of 5 average rating, 182 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

LauraRating, 5 stars3 days ago
Deb & Darryl's condo is quite possibly the very BEST location at Sapphire Beach! Being on the ground floor made access to and from the beach so simple (especially with a kid) and the view is still fantastic from the porch - but the view is even BETTER just steps away on the shore! D&D are extremely thoughtful about what they provide to their guests: a stash of masks, snorkels, fins (even two pairs that would fit a child), beach bags, pool noodles/floats, and ample bath AND beach towels. From the small and large coolers (w/ some ice packs ready for use in the freezer), to the Shout laundry spray, the condo was well stocked with all the essentials! *Check the fridge before going to the store!* The music from the bar/restaurant area next door was noticeable (background "thumping") when outside, but it was not heard when inside the condo with the doors closed. Other than a dinghy rental on St. John, we spent most days hanging out at Sapphire- so beautiful with great waves to play in!
Top guest favourite
Apartment in East End
4.95 out of 5 average rating, 117 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

JoshuaRating, 5 stars2 months ago
We had a great time staying at sail away on sapphire beach. Great walkout little condo with easy access to all of St. Thomas. Super close to Red hook, 20 minutes to magens bay and minutes to various other beaches. We took the car ferry a couple times to St. John and that is super close as well. We met lots of nice people in the same complex. The pool is right outside the condo and watching the sunrises every morning was a treat. We stayed with our son who slept on the pullout and we were all comfortable.
Superhost
Apartment in East End
4.82 out of 5 average rating, 131 reviews

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

KarolineRating, 5 stars3 weeks ago
Amazing stay at Ana’s place! Walking distance to the beach and all the restaurants sapphire beach has to offer. Would absolutely come back!! Ana was so responsive with recommendations and help when needed. Thank you!!
Superhost
Apartment in Saint Thomas
4.93 out of 5 average rating, 103 reviews

C'est Jolie - Views! Views! Views!

KyleRating, 5 stars2 weeks ago
Would highly recommend! STUNNING view, well thought of amenities, gourmet kitchen, and fabulous resort. The host was easy to contact and provided clear instructions for check in and checkout procedures! Checkout the resort restaurants for amazing food and atmosphere. We also loved having THREE private pools!
Top guest favourite
Apartment in Saint Thomas
4.92 out of 5 average rating, 143 reviews

★★★★★ Breathtaking Ocean Views-Private Balcony

RexRating, 5 stars1 week ago
If you're staying in St. Thomas, this place is a dream come true. It's in a great location, easy to find/access, and extremely private and peaceful. The host provided great instructions, resources, and local recommendations and made the overall experience very easy. You can tell they have plenty of experience hosting, because anything you will possibly need is in the space--including beach chairs, an umbrella, and snorkels, which were very useful. The kitchen has everything you need to cook, the bed is super comfortable, and all the furniture (especially the patio) are great quality. The view from the house is absolutely stunning, and even the great photos don't do it justice. I can assure you that you will not be disappointed with this place. I've stayed in a lot of Airbnb's, and this might just be my all-time favorite. 10/10 stay! Also-- if you plan to visit St. John (recommend), this place is conveniently close to the Red Hook ferry departure.
Superhost
Apartment in Saint Thomas
4.87 out of 5 average rating, 189 reviews

You & Me By The Sea

AerinRating, 5 stars3 weeks ago
I’m giving a real review Shannon is absolutely lovely she was far more than accommodating for my trip I had arranged things for my girlfriend prior to arriving and she was very helpful flight got delayed so we got to check out later and was perfectly cool about it she’s truly an angel and made this trip amazing for us I really appreciate her and highly recommend anybody to book her truly phenomenal and I definitely plan on coming back if I can give 10 stars I would
Guest favourite
Apartment in East End
4.93 out of 5 average rating, 119 reviews

Beachfront Condo #13802083- October Savings!

EmilyRating, 5 stars2 weeks ago
Great location with access to all the resorts amenities. Kitchen was well stocked and the condo was very clean! We loved our dinner at Sea Salt located on the property. Only thing I didn’t like was the property could be updated and maintained better. The run down, abandoned, pool bar is a complete eye sore when at the pool area. However, the Beach was lovely and Michelle communicated well. Overall I would rate her condo a 5 Star and hope the managment company provides some much needed updates.

Quick stats about holiday rentals with a pool in Road Town

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹6,058 before taxes and fees

  • Total number of reviews

    300 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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