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 Coral Bay
4.99 out of 5 average rating, 102 reviewsParadisea 2 Bedroom with pool
Sep 27 – Oct 4
Home in East End
5.0 out of 5 average rating, 12 reviewsNew Listing! New remodel steps to beach & pool!
Jul 11 – 18
Home in Saint Thomas
5.0 out of 5 average rating, 13 reviewsCaribbean Poolside Cottage
Aug 9 – 16
Home in EAST END
5.0 out of 5 average rating, 36 reviewsPrivate Pool in Paradise!
Sep 28 – Oct 5
Home in Northside
5.0 out of 5 average rating, 10 reviewsOceanfront Private Caribbean Resort!
Feb 17 – 24
Home in East End
5.0 out of 5 average rating, 16 reviewsIsland Daze - Amazing Views
Jun 25 – Jul 2
Home in Southside
5.0 out of 5 average rating, 5 reviewsEasy location, Ocean View, Tesla
Jun 21 – 28
Home in Southside
5.0 out of 5 average rating, 71 reviewsEntire villa with beautiful views!
Jul 29 – Aug 5
Condo rentals with a pool
Condo in Saint Thomas
4.93 out of 5 average rating, 113 reviews★★★★★ Breathtaking Ocean Views-Private Balcony
Oct 20 – 27
Condo in Southside
4.93 out of 5 average rating, 106 reviewsStay in style right on the ocean -Simply the BEST!
Nov 25 – Dec 2
Condo in East End
4.95 out of 5 average rating, 101 reviewsSea-N-Dipity by the Sea @ Sapphire Resort
Oct 19 – 26
Condo in East End, St. Thomas
4.87 out of 5 average rating, 118 reviewsSeaside Escape at Sapphire Beach Resort
Oct 4 – 11
Condo in Saint Thomas
4.86 out of 5 average rating, 162 reviewsYou & Me By The Sea
Oct 20 – 27
Condo in East End
5.0 out of 5 average rating, 15 reviewsA Pineapple Margarita
Nov 26 – Dec 3
Condo in East End
5.0 out of 5 average rating, 11 reviewsSapphire Beach Escape II - Million$ Views!
Sep 17 – 24
Condo in East End
5.0 out of 5 average rating, 14 reviewsTropical Tide New - Resort Sapphire Beach @Balcony
Oct 1 – 8
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
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