Vacation 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

Superhost
Home in Northside
4.94 out of 5 average rating, 33 reviews

Generator! Beautiful Virgin Island Triplex

JodiRating, 5 stars1 month ago
We had a great stay! Plenty of room for our party of 8 to spread out! Suzy was very responsive to any requests or questions we had.
Top guest favorite
Home in Chocolate Hole
5 out of 5 average rating, 50 reviews

Down Yonder Pool Villa / Full Solar & Battery

JohnRating, 5 stars1 week ago
We had a great week at Down Yonder Villa! The location was convenient to grocery stores and downtown Cruz Bay. We traveled with another couple, and the villa floorpan was perfect - 2 master suites on opposites ends of the house with main living area in between. The kitchen was well equipped with everything we needed and more. The view from the patio of Chocolate Bay is stunning! The best unexpected perk was that everything needed for a beach day was available for our use - chairs, towels, cooler, and even freezer packs for the cooler!
Guest favorite
Home in Coral Bay
5 out of 5 average rating, 69 reviews

Casa Tua St John

EllenRating, 5 stars2 days 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 favorite
Home in St. John
5 out of 5 average rating, 30 reviews

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

AshleyRating, 5 stars4 weeks ago
A stunning location with gorgeous views, this house is an absolute gem! Thank you, Eileen, for all of your local recommendations, responsiveness to all of my questions (we had a lot!), and for sharing your beautiful home with us. Perched on a hill and down a very unassuming road you find this oasis with ocean breezes, sounds of nature, and all of the necessities you could need. Perfect for my family of four, with two young kids. While the location is "on the other side of the island," we didn't mind the drive to Coral Bay or to the main beach area (Trunk, Maho)--- there was so much scenery to take in! We appreciated the beach chairs and towels, along with cooler bags, to make those trips easy. We also loved the beaches near the house, along with hiking the Ram Head Trail. The beds were super comfortable, we slept beautifully. We used the loft and the AC made for an easy sleep. Thank you so much, we will be back!
Guest favorite
Home in Cruz Bay
4.98 out of 5 average rating, 46 reviews

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

LindsayRating, 5 stars2 weeks ago
We had an amazing time at this property and in St. John! We loved our experience so much, we will likely be back soon! Drew and Bailey were both very helpful, and getting the car through Drew was seamless! Thank you again for helping us have an amazing time in St. John!!
Superhost
Home in Coral Bay
4.87 out of 5 average rating, 15 reviews

Waterfall Pool Villa with Private Mini Golf Course

TheresaRating, 5 stars2 months ago
The Villa is beautiful! Jared arranged for us to be met and showed around the villa later in the evening, as out flight was later. The grounds were beautiful and private. We did not want for anything. The space was clean and had everything you might possibly need, including first aid kits, bug spray and a cooler- to name a few. There was plenty of room/space for us with a party of 7. I cannot say enough good about Jared, Keri, the Villa and the Island of St.John! Thank you! Highly recommend! ***Stone Falls Villa***
Guest favorite
Home in Northside
4.95 out of 5 average rating, 105 reviews

Change Your Perspective at Villa Point of View

Eilidh MRating, 5 stars3 weeks ago
One of the best places to stay on the island because you can get to town or country relatively fast and have a phenomenal view as well. Definitely worth the price and definitely coming back!!
Guest favorite
Home in St Thomas
4.92 out of 5 average rating, 13 reviews

Gray Manor 3 - Even more tranquility awaits you

JoanRating, 5 stars3 months ago
We stayed with our sons and families, 10 in total, with a 2 and 1 year old. Norman was very helpful in communicating what was available for the little ones and having crib and pack & play set up. We had two levels of house that could be rented separately but we had both connected by outside stairs. We had enough kitchen cookware and utensils to cook breakfast and dinners at the house. The balcony had comfortable furniture and looks out over Magen Bay, which is beautiful. The house was large with lots of room. Living area had comfortable couch for evening family time. The pool wasn’t heated so was a bit chilly but it was December and sun wasn’t hitting it due to its low position in the sky. The hot tub was nice since we could keep it a bit cooler and kids played in it. Location is not walkable but everything was within a quick drive. The house is older but they have updated it and we had no issues. Appliances are newer. Driveway is steep but manageable. Good value for space and pool.

Condo rentals with a pool

Guest favorite
Condo in East End
4.88 out of 5 average rating, 257 reviews

Ocean View Sapphire Condo-Balcony & King Bed

ChristinaRating, 5 stars2 weeks ago
Emily's place was beautiful and everything as her listing described! Sapphire beach was beautiful, on site dining was delicious. It was conveniently located next to Red Hook and several other areas we planned on visiting. would definitely stay here again and recommend it to others.
Superhost
Condo in Saint Thomas
4.8 out of 5 average rating, 105 reviews

Ocean View Condo

MariaRating, 5 stars6 months ago
This condo was delightful-just as advertised. It was clean, bright, comfortable and welcoming. The kitchen was well equipped and we thoroughly enjoyed the large patio with views of the bay. The condo community was quiet and well maintained. Overall very enjoyable stay!
Top guest favorite
Condo in East End
5 out of 5 average rating, 179 reviews

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

SarahRating, 5 stars3 weeks ago
We loved our stay on Sapphire Beach. The place was exactly as described. Perfect location right on the beach. Beautiful views and nice bar and food options right next door. The pool area was also very nice, and there is a taxi service right on the property which was very convenient. Darryl picked us up from the airport and made sure we felt right at home. This was the perfect spot for our Virgin Island getway. Would highly recommend and can't wait to come back!!
Guest favorite
Condo in St. Thomas
4.95 out of 5 average rating, 127 reviews

Oceanfront Condo Perfect Sunsets Backup Generator!

MerissaRating, 5 stars3 weeks ago
Beautiful views, comfortable and clean! Chris and Carol were excellent hosts. Very informative and communicated well. Responsive and friendly! The bed was comfortable and the condo had everything we needed. The AC worked great!!! Definitely follow the recommended temperature, it stays very comfortable. We did not want to leave!!!! We will definitely be back!!!!
Guest favorite
Condo in East End
5 out of 5 average rating, 21 reviews

Villa Miramar - Beachfront 3 bedroom condo, Pool

KevinRating, 5 stars5 months ago
Great condo. Beautiful view of the water and island. We loved the decorations. Appliances and furnishings were generally up to date. Beds and pillow were comfortable. Just like any other beach place, keep your food sealed in ziplocks or containers to avoid ants. We enjoyed having the gym and pool a few minute walk away. Parking was steps away from the stairs up to the condo. The beach at the condo complex is small and rocky, but there were very nice beaches a few minute drive away. A Rental car is helpful for getting to Red Hook and the grocery store. Overall, our stay was excellent. Although the issue may be resolved after our stay, the shower bathroom had some issues with hot water but the other tub/shower bathroom was fine.
Superhost
Condo in Smith Bay
4.83 out of 5 average rating, 206 reviews

Private Apt with Panoramic Views

SarahRating, 5 stars1 month ago
Jessica's place was absolutely beautiful from the moment you enter the door to the open-air balcony with stunning views of the Caribbean and St. John. Truly amazing to have experienced a space with views like that. We are very grateful. The balcony was also big and had comfortable furniture to relax on. Jessica gave some great advice on where to go locally. The Sun & Sea bar is just some rocky steps away and the service is very nice. We did explore many beaches on St. Thomas and St. John but we knew we had the chance to stay at one of the three pools with great views and sun. We are so excited to go back to St. Thomas and hope to stay at Jessica's again! We did notice and want to point out how strong those winds can be coming in from the east into the room! Even though we didn't want to, we did have to shut the doors to the balcony when the winds were strong. Also, you'll be woken up to a beautiful sunrise with roosters crowing. So thankful to have had the experience!
Guest favorite
Condo in Southside
4.95 out of 5 average rating, 19 reviews

Sea You Soon Retreat- OCEAN VIEWS, pool, Jeep

JulieRating, 5 stars4 days ago
the 2 bedroom condo was well supplied with everything we needed for cooking some meals and a couple of great restaurants within walking distance. water toys, ice chest, pool noodles and snorkeling stuff were a welcomed amenity. The three pools were very nice and quiet the whole time we visited. Easy drive to Red Hook for fishing and snorkeling trips and well as Bolongo Beach being a short walk away. We took advantage of the Jeep that can be rented with the condo. it did a great job!! we will definitely be back again.
Top guest favorite
Condo in Southside
4.99 out of 5 average rating, 82 reviews

Mermaid Hideaway

DeanRating, 5 stars1 month ago
The place was as advertised and had a great view of Bologo Bay and the beach below. We enjoyed an afternoon beverage watching the waves roll in! The beach going amenities were great, we used the cooler, beach chairs and a snorkel mask on our beach days. The kitchen was well stocked and worked for our meals; Food City was about a 10-minute drive towards Redhook. We thought the location suited us well, being in between Charlotte Amalie and the Redhook area allows visitors to get to those areas easily. And it was only about a 20-minute drive to Megans Bay/beach. The host offered extensive and clear instruction for entrance and when leaving and allowed us early check-in, which was nice. The grounds were well maintained and the pool refreshing.

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

  • Total rentals

    70 properties

  • Nightly prices starting at

    ﺩ.ﺇ477 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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