Holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for San Juan rentals with a pool
House rentals with a pool
Home in Luquillo
4.89 out of 5 average rating, 116 reviewsEnchanted Pool Beach House
20–27 Dec
Home in Carolina
4.83 out of 5 average rating, 144 reviewsSerendipity House | Private Pool & Near Airport
2–9 Apr
Home in San Juan
4.9 out of 5 average rating, 163 reviewsSteps to Beach, 3BR/3BA, Own Pool, Parking, Gen
7–14 Jul
Home in Río Grande
4.91 out of 5 average rating, 143 reviews“Hidden Jewel”
22–29 Dec
Home in Luquillo
4.94 out of 5 average rating, 140 reviewsHilltop Villa with Infinity Pool and Ocean View
26 Oct – 2 Nov
Home in San Juan
4.96 out of 5 average rating, 116 reviewsCosta Escondida
17–24 Sept
Home in San Juan
4.98 out of 5 average rating, 149 reviewsUrban Beach Hideaway...a luxury family compound!
10–17 Dec
Home in Carolina
4.91 out of 5 average rating, 139 reviewsThe Coral - A Luxury House
30 Mar – 6 Apr
Apartment rentals with a pool
Apartment in San Juan
4.93 out of 5 average rating, 144 reviewsOcean View & Direct Access to Condado Beach + Pool
30 Aug – 6 Sept
Apartment in San Juan
4.81 out of 5 average rating, 102 reviewsLovely studio in condo with pool at Jose’s Place
23–30 Oct
Apartment in San Juan
4.88 out of 5 average rating, 124 reviewsCondado - Ashford Imperial - Epic ocean views
21–28 Sept
Apartment in Luquillo
4.93 out of 5 average rating, 219 reviewsMiles of Blue‼️ Best Location & Rate in Town‼️
7–14 Feb
Apartment in San Juan
4.82 out of 5 average rating, 164 reviewsHeart of Condado with City View & on the Beach
10–17 Mar
Apartment in San Juan
4.93 out of 5 average rating, 147 reviewsSan Juan-Condado Ashford Ave. Best Studio!
23–30 Jul
Apartment in Carolina
4.93 out of 5 average rating, 120 reviewsThe Beach Hideaway
27 Aug – 3 Sept
Apartment in Luquillo
4.94 out of 5 average rating, 185 reviewsBreathtaking Ocean View Apartment
21–28 Mar
Quick stats about holiday rentals with a pool in San Juan
Total rentals
1.8K properties
Rentals with dedicated workspaces
990 properties have a dedicated workspace
Pet-friendly rentals
360 properties allow pets
Family-friendly rentals
650 properties are a good fit for families
Total number of reviews
105K reviews
Nightly prices starting at
£16 before taxes and fees
Destinations to explore
- Rentals with pools Puerto Rico
- Rentals with pools Puerto Rico
- Flat rentals San Juan
- Rentals with a kayak San Juan
- Loft rentals San Juan
- Rentals with a sauna San Juan
- Boutique hotel rentals San Juan
- Apartment rentals San Juan
- House rentals San Juan
- Family-friendly rentals San Juan
- Fitness-friendly rentals San Juan
- Private suite rentals San Juan
- Serviced apartment rentals San Juan
- Villa rentals San Juan
- Rentals with an EV charger San Juan
- Rentals with a hot tub San Juan
- Waterfront rentals San Juan
- Rentals with a firepit San Juan
- Rentals with beach access San Juan
- Rentals with outdoor seating San Juan
- Beachfront rentals San Juan
- Pet-friendly rentals San Juan
- Rentals with breakfast San Juan
- Hotel rentals San Juan
- Beach house rentals San Juan
- Family-friendly rentals San Juan
- Rentals with lake access San Juan
- Rentals with an accessible-height toilet San Juan
- Rentals with an accessible-height bed San Juan
- Monthly Rentals San Juan
- Townhouse rentals San Juan
- Aparthotel rentals San Juan
- Smoking-friendly rentals San Juan
- Rentals with a washing machine and dryer San Juan
- Rentals with a patio San Juan
- Wheelchair-accessible rentals San Juan
- Guest house rentals San Juan
- Rentals with pools St. Thomas
- Rentals with pools Rincon
- 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