Vacation rentals with a pool in Anna's Retreat
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Anna's Retreat
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna's Retreat rentals with a pool
House rentals with a pool
Home in East End
5.0 out of 5 average rating, 12 reviewsNew Listing! New remodel steps to beach & pool!
Sep 28 – Oct 5
Home in Northside
5.0 out of 5 average rating, 10 reviewsOceanfront Private Caribbean Resort!
Apr 13 – 20
Home in EAST END
5.0 out of 5 average rating, 36 reviewsPrivate Pool in Paradise!
Nov 22 – 29
Home in Southside
5.0 out of 5 average rating, 71 reviewsEntire villa with beautiful views!
Aug 2 – 9
Home in Southside
5.0 out of 5 average rating, 5 reviewsEasy location, Ocean View, Tesla
Jun 25 – Jul 2
Home in Northside
4.94 out of 5 average rating, 33 reviewsPrivate Saltwater Poolside Cottage w/View and Gate
Nov 6 – 13
Home in East End
5.0 out of 5 average rating, 16 reviewsIsland Daze - Amazing Views
Jul 13 – 20
Home in NorthSide
5.0 out of 5 average rating, 19 reviewsNew Build-Heated Pool, Ocean View, Awesome Patio
Oct 15 – 22
Condo rentals with a pool
Condo in Saint Thomas
4.93 out of 5 average rating, 113 reviews★★★★★ Breathtaking Ocean Views-Private Balcony
Jan 11 – 18
Condo in East End
4.99 out of 5 average rating, 135 reviewsStunning Ocean View w/Balcony~Shades of Sapphire~
Oct 12 – 19
Condo in East End, St. Thomas
4.87 out of 5 average rating, 117 reviewsSeaside Escape at Sapphire Beach Resort
Oct 4 – 11
Condo in East End
4.8 out of 5 average rating, 237 reviewsStylish Beach Condo located on Sapphire Beach
Nov 7 – 14
Condo in East End
4.95 out of 5 average rating, 101 reviewsSea-N-Dipity by the Sea @ Sapphire Resort
Aug 7 – 14
Condo in East End
4.96 out of 5 average rating, 126 reviewsFamily Friendly 3BR with a Killer View!
Nov 6 – 13
Condo in Southside
4.93 out of 5 average rating, 106 reviewsStay in style right on the ocean -Simply the BEST!
Apr 5 – 12
Condo in Saint Thomas
4.86 out of 5 average rating, 162 reviewsYou & Me By The Sea
Dec 16 – 23
Quick stats about vacation rentals with a pool in Anna's Retreat
Total rentals
70 properties
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
290 reviews
Nightly prices starting at
$140 before taxes and fees
Destinations to explore
- Culebra Vacation rentals
- Palmas del Mar Vacation rentals
- Río Grande Vacation rentals
- Dorado Vacation rentals
- Tortola Vacation rentals
- Fajardo Vacation rentals
- Saint Croix Vacation rentals
- Luquillo Vacation rentals
- Condado Beach Vacation rentals
- Cayey Vacation rentals
- Punta Cana Vacation rentals
- San Juan Vacation rentals
- Rentals with pools San Juan
- Rentals with pools St. Thomas
- Rentals with pools Culebra
- Rentals with pools U.S. Virgin Islands
- Guesthouse rentals Anna's Retreat
- Rentals with beach access Anna's Retreat
- Condo rentals Anna's Retreat
- Apartment rentals Anna's Retreat
- Rentals with a hot tub Anna's Retreat
- Fitness-friendly rentals Anna's Retreat
- Rentals with a washer and dryer Anna's Retreat
- Rentals with a patio Anna's Retreat
- Family-friendly rentals Anna's Retreat
- Rentals with outdoor seating Anna's Retreat
- Monthly Rentals Anna's Retreat
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes