Holiday rentals with a pool in Anna's Retreat

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Popular amenities for Anna's Retreat rentals with a pool

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 stars6 days 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 Northside
4.95 out of 5 average rating, 57 reviews

Private Saltwater Poolside Cottage w/View and Gate

JerryRating, 5 stars1 week ago
The view and pool are amazing! The inside was nicely done and well equipped. If you’re looking for something with a view and pool and not far from town, this is a great option.
Guest favourite
Home in Northside
5 out of 5 average rating, 33 reviews

Oceanfront Private Caribbean Resort!

MargaretRating, 5 stars6 days 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!
Guest favourite
Home in Northside
4.95 out of 5 average rating, 107 reviews

Change Your Perspective at Villa Point of View

GinaRating, 5 stars2 months ago
Dionne’s spot was awesome. It was close proximity to any area on the island and easy to find. The view of the harbor was absolutely out of this world and we enjoyed watching storms roll in. The kitchen is well equipped and each room is stocked with towels. Overall, we loved our stay and would happily return to Dionne’s! The symphony of frogs singing each night was the icing on the cake.
Top guest favourite
Home in Saint Thomas
5 out of 5 average rating, 46 reviews

Caribbean Poolside Cottage

SarahRating, 5 stars5 days ago
Michael and Jenny were above and beyond the best hosts we have had from AirBnB. From the beautiful location, amazing recommendations, and easy going demeanor you couldn’t ask for more. Everything about the description is accurate and you can expect the view to be even better in person. They also provided a detailed cottage guide that clearly stated guest expectations and provided amazing recommendations for beaches/restaurants/groceries/etc.
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.
Top guest favourite
Home in Cruz Bay
4.98 out of 5 average rating, 50 reviews

Caribbean Cottage Near the Sea

EmilyRating, 5 stars3 weeks ago
My husband and I spent our honeymoon at St. John and choosing Ramona and Chris’s place was absolutely perfect. Chris met us when we got our rental car and led us to the Airbnb which was so kind and helpful. He gave us a ton of local recommendations and answered any questions we had throughout the week. The views are absolutely breathtaking and are hard to fully capture on their listing pictures! The AC worked wonderfully and the outdoor shower made things feel extra tropical! The place came with a few cat friends that we thoroughly enjoyed and the stairs were the perfect workout in the morning before the beach. We hope to come back to St. John in the near future and will most definitely be back here if it is just the two of us! Thanks for making our trip so memorable with a wonderful home for the week!!
Guest favourite
Home in Northside
4.92 out of 5 average rating, 12 reviews

Honeycomb Hideaway

CherylRating, 5 stars1 month ago
I highly recommend Kia's place at Mahogany Run South. Everything was perfect. I loved that there is a gate to enter for security. Checkin was easy and convenient with a door code. I didn't have to worry about losing the key. I loved the large space. There was plenty of room and it made my stay feel like I was at home and not living in a box for ten days. The kitchen was great. I was able to make breakfast every morning. I also loved all of the small details here and there. Everything was lovely and felt special. I loved the spacious bedroom. I was able to hang up my clothes and put the others in the drawers. I enjoyed lounging in the living room and watching tv. It was great to have a washer and dryer available. I also absolutely loved having an assigned parking spot. No matter what time I returned my space was mine and I didn't have to go hunting for a place to park. Location, location, location. Being close to Magens Bay and Brook's Bar was the best.

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
4.99 out of 5 average rating, 200 reviews

Stunning Ocean View w/Balcony~Shades of Sapphire~

MatthewRating, 5 stars1 week ago
Deb and Rob were gracious hosts who described their apartment accurately in their listing. They were proactive in their communication, check-in was easy, the apartment was perfect for two, and we look forward to returning next year! The location was a five-minute walk from Sapphire Beach and the Marina, where we took Deb and Rob up on their offer to go sailing and snorkeling - worth the additional booking. Thank you again for allowing us to visit your home!
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 stars2 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!
Guest favourite
Apartment in East End
4.97 out of 5 average rating, 198 reviews

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

AlieRating, 5 stars2 weeks ago
We had an amazing time at Ben and Erica’s property! It was a great location to enjoy the amenities at Sapphire beach and the bars and restaurants in nearby Red Hook. It also provided a great jumping off point for catching a boat charter and enjoying the beauty of St. John. The place was incredibly clean and well stocked and we especially enjoyed the view from the balconies. The only complaint we had is that our party of 5 (listed on the reservation) had a little bit of trouble locating the extra linens for the pull out beds. Other than that tiny hiccup we had the absolute best time at Ben and Erica’s condo and would definitely stay again!
Guest favourite
Apartment in East End
4.84 out of 5 average rating, 222 reviews

Villa in Paradise with Private Pool and Generator

ErickRating, 5 stars1 week ago
LISTEN TO YOUR HOST! Laverne strongly recommended we get a rental car — my wife and I love to walk so we didn’t get one — we will not go back to St. Thomas unless we rent a car! Now the space: the pictures don’t do it justice the bedroom, pool area, bathroom, and living room are larger than perceived in photos and the kitchen has ample room for one cook at a time, two if you’re skilled! All areas of the accommodation were spotless and insectless inside! The bed is better than ours at home and we’re still thinking about that one of a kind bathroom and the pool lights! I swear the walls are sound proof, there were families in either side of us with kids and we never heard a peep inside. The property grounds and walkways are well maintained Laverne is a master of instructions. We never had to double text, ask what was meant, clarify our end, it was smoother than we had even hoped and for that we would recommend this place to anyone, especially for their honeymoon like we did!
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!!
Guest favourite
Apartment in Southside
4.94 out of 5 average rating, 122 reviews

Stay in style right on the ocean -Simply the BEST!

KatyaRating, 5 stars1 month ago
Couldn’t have asked for a better stay! The location was PERFECT. The condo was clean and equipped with everything that we needed. The welcome packet that Mike provided was extremely helpful! We will definitely be back!

Quick stats about holiday rentals with a pool in Anna's Retreat

  • Total rentals

    70 properties

  • Nightly prices starting at

    ₹11,250 before taxes and fees

  • Total number of reviews

    310 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

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