Vacation Rentals with Pool in San Juan

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Swimming pool

228 vacation rentals

(16) Very Good 

    19

    Great Condo w/Breathtaking Ocean Views!

    Puerto Rico / San Juan

    San Juan apartment

    1 3 min stay varies

    • 1 bedroom
    • sleeps 3
    • min stay varies
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly
    “Overwhelmingly Underrated!” I traveled to San Juan with a friend for a relaxing spring break. Alberto was incredibly helpful and attentive during the booking process, but we were nervous about how things would go once we arrived at the condo. Upon arr
    …see more

    Price per night from

    $155

    Price per night from

    $155

    (24) Excellent 

      38

      Two Bedroom/2 Bath Apartment w/Pool Condado Beach

      Puerto Rico / San Juan

      San Juan apartment

      2 5 4 nights min

      • 2 bedrooms
      • sleeps 5
      • 4 nights min
      • Beach / lakeside relaxation
      • Nearest beach 0 mi
      • Swimming pool
      “Fantastic Second Visit” We stayed in this apartment last year. We loved it so much that we brought the whole family for our second visit. Amazingly, our stay was even better. Starting with the easy and trustworthy owner, the very attentive property
      …see more

      Price per night from

      $180

      Price per night from

      $180

      (31) Excellent 

        28

        Oceanfront Studio with Pool on Condado Beach

        Puerto Rico / San Juan

        San Juan apartment

        1 2 6 nights min

        • 1 bedroom
        • sleeps 2
        • 6 nights min
        • Beach / lakeside relaxation
        • Nearest beach 0 mi
        • Swimming pool
        “Absolutely perfect for two” We rented from this owner before as she has several apartments in this building. We rented this apartment for our in-laws. They absolutely loved this place and had a great time. The apartment was clean, comfortable and a
        …see more

        Price per night from

        $130

        Price per night from

        $130

        (1) Excellent 

          15

          White Sands - Condo Studio Apartment

          Puerto Rico / San Juan

          San Juan studio

          Studio 4 2 nights min

          • Studio
          • sleeps 4
          • 2 nights min
          • Swimming pool
          • Child Friendly
          • Air conditioning
          “Really great” This place was very nice and peaceful from staff to all the location near by. Everything is near by and the food restaurants are amazing.
          …see more

          Price per night from

          $132

          Price per night from

          $132

          (17) Very Good 

            30

            El Monte Sur Condo Apartment

            San Juan / Hato Rey

            San Juan apartment

            1 4 3 nights min

            • 1 bedroom
            • sleeps 4
            • 3 nights min
            • Swimming pool
            • Air conditioning
            “good experience” We (a family of 4) stayed in the apartment in Jan 2014 for a week. It's safe and clean. The owner is very nice and responsive.
            …see more

            Price per night from

            $126

            Price per night from

            $126

            (34) Excellent 

            Certificate of Excellence

              44

              Ashford Imperial 2301 Elegant Suite

              Puerto Rico / San Juan

              San Juan condo

              1 3 3 nights min

              • 1 bedroom
              • sleeps 3
              • 3 nights min
              • Beach / lakeside relaxation
              • Nearest beach 0.1 mi
              • Swimming pool
              “Very clean apartment and convenient location to shopping and restaurants” The view was amazing from 23rd floor and people were very friendly and helpful in the building which had security entrance and staff on duty 24/7. Great places to eat all meals
              …see more

              Certificate of Excellence

              Price per night from

              $138

              Responds fast!
              avg. 1 hour 1 minutes

              Price per night from

              $138

              (9) Very Good 

                5

                ESJ Towers Ocean View Studio

                Puerto Rico / San Juan

                San Juan apartment

                1 4 5 nights min

                • 1 bedroom
                • sleeps 4
                • 5 nights min
                • Beach / lakeside relaxation
                • Nearest beach 0 mi
                • Swimming pool
                “Rent with Chana at ESJ Azul!” My family and I have been renting from Chana for years! This year was the first year I traveled to Puerto Rico without my parents and Chana made sure I was comfortable. The studio apartment my boyfriend and I stayed in co
                …see more

                Price per night from

                $144

                Price per night from

                $144

                  19

                  Beautiful Beach Front Location 5 minutes from the airport

                  Puerto Rico / San Juan

                  San Juan apartment

                  1 4 3 nights min

                  • 1 bedroom
                  • sleeps 4
                  • 3 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 0.1 mi
                  • Swimming pool

                  Price per night from

                  $115

                  Price per night from

                  $115

                  (1) Average 

                    12

                    Costa del Mar Beach House

                    Puerto Rico / San Juan

                    San Juan house

                    3 8 2 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 2 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 0 mi
                    • Swimming pool

                    Price per night from

                    $401

                    Price per night from

                    $401

                    (4) Excellent 

                      13

                      ESJ Towers two bedroom #1268 best price by owner.

                      Puerto Rico / San Juan

                      San Juan apartment

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Nearest beach 0 mi
                      • Swimming pool
                      • Car not necessary
                      “Great Experience - Wonderful Condo” Chana is a pleasure to deal with. Her Condos yes Condos she has many in this complex are well appointed and very very comfortable. Very competitively priced in relation to the Hotel portion of this complex. You ma
                      …see more

                      Price per night from

                      $212

                      Price per night from

                      $212

                        12

                        Walk to Beach,Golf, Pool in Beautiful Dorado Beach

                        Puerto Rico / San Juan

                        San Juan townhouse

                        3 8 5 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 5 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $172

                        Price per night from

                        $172

                        (11) Very Good 

                        Certificate of Excellence

                          25

                          Cabaña SunJuan - Beach, Ocean & Pool at your Doorstep

                          Puerto Rico / San Juan

                          San Juan apartment

                          1 4 3 nights min

                          • 1 bedroom
                          • sleeps 4
                          • 3 nights min
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child Friendly

                          Certificate of Excellence

                          Price per night from

                          $115

                          Responds fast!
                          avg. 1 hour 14 minutes

                          Price per night from

                          $115

                          (1) Excellent 

                            13

                            Beautiful, Updated & Best Location

                            Puerto Rico / San Juan

                            San Juan studio

                            Studio 2 3 nights min

                            • Studio
                            • sleeps 2
                            • 3 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0.16 mi
                            • Swimming pool

                            Price per night from

                            $94

                            Responds fast!
                            avg. 3 hours 48 minutes

                            Price per night from

                            $94

                              23

                              Ocean Park Luxury Studio Beach Apt, steps to beach & restaurants (103)

                              Puerto Rico / San Juan

                              San Juan apartment

                              1 4 2 nights min

                              • 1 bedroom
                              • sleeps 4
                              • 2 nights min
                              • Nearest beach 0 mi
                              • Swimming pool
                              • Child Friendly

                              Price per night from

                              $98

                              Responds fast!
                              avg. 2 hours 23 minutes

                              Price per night from

                              $98

                              (3) Very Good 

                                8

                                ESJ Towers ocean front 7 floor studio best price!

                                Puerto Rico / San Juan

                                San Juan apartment

                                1 4 3 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 0 mi
                                • Swimming pool

                                Price per night from

                                $131

                                Price per night from

                                $131

                                (9) Very Good 

                                  17

                                  Contemporary Condado Studio Ashford Imperial 1604

                                  Puerto Rico / San Juan

                                  San Juan apartment

                                  4 3 nights min

                                  • sleeps 4
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0 mi
                                  • Swimming pool
                                  “Great Apartment in Perfect Location” My husband and I recently spent 4 nights here. The apartment was a great alternative to a hotel room. We had views of the ocean and plenty of room to spread out. The apartment is perfectly located within walking
                                  …see more

                                  Price per night from

                                  $144

                                  Price per night from

                                  $144

                                  (53) Excellent 

                                    47

                                    LOCATION, LUXURY, COMFORT &PRICE!!!!!!!!!!!!!!!!!

                                    Puerto Rico / San Juan

                                    San Juan apartment

                                    1 2 3 nights min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 3 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 0 mi
                                    • Swimming pool
                                    “I will definitely book this condo again!!!” I took my husband to Puerto Rico for his birthday. The condo was amazing and the owner was really accommodating and super sweet! He helped me make the surprise trip really special and gave us an amazing rund
                                    …see more

                                    Price per night from

                                    $132

                                    Price per night from

                                    $132

                                      18

                                      Ocean Park Luxury Beach Apt., steps to beach & restaurants (1-B)

                                      Puerto Rico / San Juan

                                      San Juan apartment

                                      1 4 2 nights min

                                      • 1 bedroom
                                      • sleeps 4
                                      • 2 nights min
                                      • Nearest beach 0.8 mi
                                      • Swimming pool
                                      • Child Friendly

                                      Price per night from

                                      $115

                                      Responds fast!
                                      avg. 2 hours 23 minutes

                                      Price per night from

                                      $115

                                      (1) Excellent 

                                        28

                                        W/ POWER/WATER! 1bd At Condado Beach

                                        Puerto Rico / San Juan

                                        San Juan apartment

                                        1 2 3 nights min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 3 nights min
                                        • Nearest beach 0.1 mi
                                        • Swimming pool
                                        • Child Friendly

                                        Price per night from

                                        $126

                                        Price per night from

                                        $126

                                          8

                                          One bedroom ESJ Towers Azul all NEW!!! Best Price!

                                          Puerto Rico / San Juan

                                          San Juan apartment

                                          1 4 3 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 3 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $166

                                          Price per night from

                                          $166

                                          (30) Excellent 

                                          Certificate of Excellence

                                            13

                                            Ocean View Condo: Isla Verde, San Juan Puerto Rico

                                            Puerto Rico / San Juan

                                            San Juan apartment

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child Friendly
                                            “Great for both Business and Recreational Travel!!” I'm one of those people who rarely takes time to provide reviews... However, since I have stayed at this apartment multiple times for both business and pleasure always having a perfect experience, I t
                                            …see more

                                            Certificate of Excellence

                                            Price per night from

                                            $115

                                            Price per night from

                                            $115

                                            (6) Excellent 

                                              13

                                              ESJ Towers Studio Apartment Ocean Front Best Price

                                              Puerto Rico / San Juan

                                              San Juan apartment

                                              1 4 4 nights min

                                              • 1 bedroom
                                              • sleeps 4
                                              • 4 nights min
                                              • Beach / lakeside relaxation
                                              • Swimming pool
                                              • Air conditioning
                                              “Unbelievable views - Nicest People to Rent From” I arrived on April Fools Day at 2AM exhausted and tired. The next morning I couldn't figure out how to turn on the TV or close the awning. Chana's husband came on the dime fixing the TV and then his s
                                              …see more

                                              Price per night from

                                              $132

                                              Price per night from

                                              $132

                                              (6) Excellent 

                                                24

                                                Villa Fana- Suite 606- Attention to Details

                                                Puerto Rico / San Juan

                                                San Juan apartment

                                                1 2 4 nights min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 4 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0.2 mi
                                                • Swimming pool

                                                Price per night from

                                                $149

                                                Responds fast!
                                                avg. 3 hours 21 minutes

                                                Price per night from

                                                $149

                                                (23) Very Good 

                                                  38

                                                  Hotel Mare St. Clair-HI FLOOR, GREAT OCEAN VIEW!

                                                  Puerto Rico / San Juan

                                                  San Juan apartment

                                                  1 3 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 3
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0 mi
                                                  • Swimming pool
                                                  “Outstanding value.” Thank You Lionel for keeping us informed and being so well prepared. Arrived to a clean well supplied condo, no surprises it was just as you see on this site. A quick trip to the grocery store and we were ready for our stay. Everyt
                                                  …see more

                                                  Price per night from

                                                  $114

                                                  Responds fast!
                                                  avg. 2 hours 19 minutes

                                                  Price per night from

                                                  $114

                                                  (1) Very Good 

                                                    9

                                                    Penthouse Apartment Rent Vacation

                                                    Puerto Rico / San Juan

                                                    San Juan apartment

                                                    1 4 2 nights min

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • 2 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0.2 mi
                                                    • Swimming pool

                                                    Price per night from

                                                    $126

                                                    Price per night from

                                                    $126

                                                    (36) Excellent 

                                                    Certificate of Excellence

                                                      58

                                                      Ocean Front Cabana - El Condado, San Juan

                                                      Puerto Rico / San Juan

                                                      San Juan apartment

                                                      2 3 nights min

                                                      • sleeps 2
                                                      • 3 nights min
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Car not necessary
                                                      “Excellent accommodations and location!!!” Jose the owner was very nice. Met us at the cabana and showed us the place which is very comfortable for two. It has a sitting room, a bedroom area, a galley kitchen, a bathroom, washer/dryer, beach chairs,and
                                                      …see more

                                                      Certificate of Excellence

                                                      Price per night from

                                                      $103

                                                      Responds fast!
                                                      avg. 17 minutes

                                                      Price per night from

                                                      $103

                                                      (67) Very Good 

                                                        31

                                                        AMAZING-PentHouse-10 Steps to Beach-Roof Pool-Groups-Perfect!

                                                        Puerto Rico / San Juan

                                                        San Juan apartment

                                                        2 8 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0 mi
                                                        • Swimming pool
                                                        “Wonderful” The apartment was amazing. The ocean was just steps away and throughout the day and especilally at night you could hear the waves crashing and lulling you to sleep. The area was quiet, no rowdy neighbours which was nice.
                                                        …see more

                                                        Price per night from

                                                        $250

                                                        Price per night from

                                                        $250

                                                          16

                                                          Newly Remodeled Luxury Apartment

                                                          Puerto Rico / San Juan

                                                          San Juan apartment

                                                          1 2 3 nights min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 3 nights min
                                                          • Swimming pool
                                                          • Air conditioning

                                                          Price per night from

                                                          $144

                                                          Price per night from

                                                          $144

                                                            11

                                                            Totally New One Bedroom Cozy PH with Parking

                                                            Puerto Rico / San Juan

                                                            San Juan apartment

                                                            1 4 1 night min

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • 1 night min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $138

                                                            Responds fast!
                                                            avg. 1 hour 41 minutes

                                                            Price per night from

                                                            $138

                                                              4

                                                              If you were any closer to the beach, there would be sand on the floor!

                                                              Puerto Rico / San Juan

                                                              San Juan apartment

                                                              1 2 7 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Air conditioning

                                                              Price per night from

                                                              $107

                                                              Price per night from

                                                              $107

                                                              (50) Excellent 

                                                                31

                                                                BEAUTIFUL-12 steps to BEACH OCEAN PARK -Private POOL. -Townhouse-max 6. 24/7

                                                                Puerto Rico / San Juan

                                                                San Juan apartment

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 0 mi
                                                                • Swimming pool
                                                                “Our Isla del Encanto home away from home” Our visit to Puerto Rico was absolutely amazing. We loved it so much that we booked a second trip before leaving. It was wonderful to wake up to the sounds of nature and only have to walk a few steps to beach.
                                                                …see more

                                                                Price per night from

                                                                $189

                                                                Price per night from

                                                                $189

                                                                  7

                                                                  Two bedroom ESJ Towers

                                                                  Puerto Rico / San Juan

                                                                  San Juan apartment

                                                                  2 6 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $212

                                                                  Price per night from

                                                                  $212

                                                                  (1) Excellent 

                                                                    11

                                                                    Spectacular Beachfront Property in Isla Verde

                                                                    Puerto Rico / San Juan

                                                                    San Juan condo

                                                                    1 4 4 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 4 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $115

                                                                    Responds fast!
                                                                    avg. 1 hour 30 minutes

                                                                    Price per night from

                                                                    $115

                                                                    (3)  

                                                                      16

                                                                      Ocean Park Luxury Studio Beach Apt, steps to beach & restaurants (1-C)

                                                                      Puerto Rico / San Juan

                                                                      San Juan villa

                                                                      1 2 2 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 2 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.8 mi
                                                                      • Swimming pool

                                                                      Price per night from

                                                                      $98

                                                                      Responds fast!
                                                                      avg. 2 hours 23 minutes

                                                                      Price per night from

                                                                      $98

                                                                        78

                                                                        3 Bedroom 3 Bath, Kitchen steps from Ocean Park Beach and close to SJU Airport

                                                                        Puerto Rico / San Juan

                                                                        San Juan apartment

                                                                        3 11 2 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 11
                                                                        • 2 nights min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $343

                                                                        Price per night from

                                                                        $343

                                                                          27

                                                                          KingsVille Condado Area Studio One Block From The Beach

                                                                          Puerto Rico / San Juan

                                                                          San Juan studio

                                                                          Studio 3 3 nights min

                                                                          • Studio
                                                                          • sleeps 3
                                                                          • 3 nights min
                                                                          • Nearest beach 0.03 mi
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $86

                                                                          Responds fast!
                                                                          avg. 3 hours 45 minutes

                                                                          Price per night from

                                                                          $86

                                                                            36

                                                                            Luxurious San Juan Villa w/ Pool - Walk to Beach!

                                                                            Puerto Rico / San Juan

                                                                            San Juan house

                                                                            6 22 4 nights min

                                                                            • 6 bedrooms
                                                                            • sleeps 22
                                                                            • 4 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $796

                                                                            Responds fast!
                                                                            avg. 21 minutes

                                                                            Price per night from

                                                                            $796

                                                                            (5) Excellent 

                                                                              42

                                                                              Santorini at Ocean Park

                                                                              Puerto Rico / San Juan

                                                                              San Juan house

                                                                              8 18 3 nights min

                                                                              • 8 bedrooms
                                                                              • sleeps 18
                                                                              • 3 nights min
                                                                              • Nearest beach 0.15 mi
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $1,289

                                                                              Price per night from

                                                                              $1,289