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Vacation rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Juan

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favorite
Apartment in San Juan
Great Ocean View (King Bed/WIFI/ Parking) Condado
Renovated apartment in the heart of Condado. Enjoy Puerto Rico staying on the prime area of Condado. Leave your car behind and walk to all main attractions, on one of the only buildings with 24 hours security and in front of the Marriot. Walk a few steps to the beach, enjoy great restaurants, coffee shops, take a bike to old San Juan. Sleep on a King Bed with pillowtop mattress or enjoy the Comfy sofa bed - Queen Size Bed. Save money with the full kitchen - microwave, fridge, and oven.
Nov 25 – Dec 2
$168 per night
4.97 out of 5 average rating, 181 reviews
Guest favorite
Apartment in San Juan
Best location with pool, steps from beach!
Wake up on your super comfortable king premium bedding looking over a beautiful pool surrounded with gorgeous palm trees. Surprise your significant other preparing her/his breakfast choice in your fully equipped kitchen, get up to date with a super-fast internet connection under your secluded patio roofed pergola. Dive in your private pool, get a hot water outdoor shower before heading to the best beach of San Juan, just 50 yards from your house!
Aug 17 – 24
$350 per night
4.99 out of 5 average rating, 196 reviews
Superhost
Apartment in Carolina
Amazing View Studio
Studio apartment ideal for couples. Beach Front, beautiful view. 5 minutes from airport. Near to hotels, dinning and night life. Fully equiped kitchen, cable TV, Apple TV, wifi, airconditioner. marketplace and CVS crossing the street. Just next to Royal Sonesta Hotel and El Alambique beachfront bar restaurant.
Jul 7 – 14
$132 per night
4.88 out of 5 average rating, 203 reviews

Popular amenities for San Juan rentals with a pool

House rentals with a pool

Superhost
Home in Trujillo Alto
Unique luxury house-Private pool-Power generator
Oct 18 – 25
$306 per night
4.92 out of 5 average rating, 143 reviews
Superhost
Home in Carolina
The Coral - A Luxury House
Nov 14 – 21
$866 per night
4.91 out of 5 average rating, 138 reviews
Superhost
Home in Carolina
»»VillaTrópico««Pvte.Pool 3mn Walk to Beach | 4BD
Jan 4 – 11
$675 per night
4.86 out of 5 average rating, 123 reviews
Guest favorite
Home in Río Grande
Private Beachfront Home - Weather Guarantee*
Jan 12 – 19
$525 per night
4.92 out of 5 average rating, 119 reviews
Guest favorite
Home in San Juan
Urban Beach Hideaway...a luxury family compound!
Oct 22 – 29
$999 per night
4.98 out of 5 average rating, 142 reviews
Guest favorite
Home in San Juan
Costa Escondida
Oct 25 – Nov 1
$768 per night
4.97 out of 5 average rating, 108 reviews
Guest favorite
Home in San Juan
Steps to the Beach★3BR/3BA★Own Pool★BBQ★Parking
Nov 26 – Dec 3
$949 per night
4.89 out of 5 average rating, 160 reviews
Guest favorite
Home in Río Grande
"Joya Escondida"
Feb 2 – 9
$189 per night
4.91 out of 5 average rating, 139 reviews
Guest favorite
Home in Río Grande
Exclusive Oceanfront Villa with Large Pool
Nov 3 – 10
$940 per night
4.99 out of 5 average rating, 112 reviews
Superhost
Home in San Juan
Case Del Sole’ Retreat w/ Solar-Power Backup
Sep 4 – 11
$302 per night
4.81 out of 5 average rating, 187 reviews
Guest favorite
Home in Río Grande
Relaxing Atmosphere In Nature
Jan 27 – Feb 3
$371 per night
4.97 out of 5 average rating, 197 reviews
Guest favorite
Home in Bayamón
Casalta: A Unique Villa Experience in Puerto Rico
Nov 1 – 8
$417 per night
4.95 out of 5 average rating, 136 reviews

Condo rentals with a pool

Superhost
Condo in Carolina
Isla Verde Charming Studio…
Aug 20 – 27
$81 per night
4.8 out of 5 average rating, 153 reviews
Guest favorite
Condo in San Juan
Condado - Ashford Imperial - Epic ocean views
Aug 23 – 30
$110 per night
4.88 out of 5 average rating, 120 reviews
Guest favorite
Condo in San Juan
Breathtaking Ocean View Penthouse
Feb 23 – Mar 2
$293 per night
4.93 out of 5 average rating, 244 reviews
Guest favorite
Condo in Carolina
★Luxurious Beachfront Apt in Isla Verde+free pkg★
Aug 13 – 20
$161 per night
4.94 out of 5 average rating, 310 reviews
Guest favorite
Condo in Carolina
Beachfront ★ King Bed + Washer/D ★ Walk Everywhere
Aug 12 – 19
$195 per night
4.91 out of 5 average rating, 103 reviews
Guest favorite
Condo in San Juan
OCEAN VIEW/BEACHFRONT/CONDADO + POOL
Mar 30 – Apr 6
$200 per night
4.91 out of 5 average rating, 404 reviews
Superhost
Condo in San Juan
Beautiful apartment in Condado with beach access!
Jun 26 – Jul 3
$157 per night
4.84 out of 5 average rating, 262 reviews
Guest favorite
Condo in San Juan
San Juan-Condado Ashford Ave. Best Studio!
May 7 – 14
$127 per night
4.92 out of 5 average rating, 141 reviews
Superhost
Condo in San Juan
Chic Apartment in Ocean Front Condado Condo
May 10 – 15
$135 per night
4.83 out of 5 average rating, 555 reviews
Guest favorite
Condo in Carolina
Beach Front Condo with Endless Ocean Views
May 9 – 16
$350 per night
4.99 out of 5 average rating, 135 reviews
Superhost
Condo in San Juan
Heart of Condado with City View & on the Beach
Nov 12 – 19
$152 per night
4.82 out of 5 average rating, 158 reviews
Guest favorite
Condo in Carolina
ESJ Towers beachfront, airport
Jan 31 – Feb 7
$146 per night
4.9 out of 5 average rating, 357 reviews

Quick stats about vacation rentals with a pool in San Juan

Total rentals

1.8K properties

Rentals with dedicated workspaces

950 properties have a dedicated workspace

Pet-friendly rentals

320 properties allow pets

Family-friendly rentals

640 properties are a good fit for families

Total number of reviews

100K reviews

Nightly prices starting at

$20 before taxes and fees

Destinations to explore

  1. Airbnb
  2. Puerto Rico
  3. San Juan Region
  4. El Cinco
  5. San Juan
  6. Rentals with pools