Vacation Rentals with Pool in Puerto Rico

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Filtering by: Swimming pool

789 vacation rentals

(20) Excellent 

    14

    Surf Side Vieques - Salt Water Pool, Ocean View

    Puerto Rico / Isla de Vieques

    Isla de Vieques house

    1 2 min stay varies

    • 1 bedroom
    • sleeps 2
    • min stay varies
    • Swimming pool
    • Air conditioning
    • Private garden
    “Couldn't Be Happier - Wonderful Home Away From Home” It can be tough choosing the perfect rental, but look no further this place is it! House is in a nice quiet area, right across the street from the ocean, you can hear the waves! The heated pool was
    …see more

    Price per night from

    $235

    Price per night from

    $235

    (12) Excellent 

      60

      Maria's - Luxury * Oceanfront * Vacation Rental w/ Private Access to the Beach

      Puerto Rico / Rincon

      Rincon villa

      8 16 3 nights min

      • 8 bedrooms
      • sleeps 16
      • 3 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Child Friendly

      Price per night from

      $1,550

      Price per night from

      $1,550

      (5) Very Good 

        49

        Castle Garden-Newly Remodeled, Luxury Villa with Ocean View in Palmas (SC51)

        Humacao / Palmas Del Mar

        Palmas Del Mar house

        7 18 min stay varies

        • 7 bedrooms
        • sleeps 18
        • min stay varies
        • Swimming pool
        • Ask about children
        • Air conditioning

        Price per night from

        $1,050

        Price per night from

        $1,050

        (24) Excellent 

          19

          Luxury Vacation Condo - Crashboat Beach

          Puerto Rico / Aguadilla

          Aguadilla apartment

          2 5 5 nights min

          • 2 bedrooms
          • sleeps 5
          • 5 nights min
          • Beach / lakeside relaxation
          • Nearest beach 2 mi
          • Swimming pool
          “Beautiful place to stay!!!!” We recently spent 5 days/4 nights and, overall, it is beautiful!!! The apartment was spacious, well appointed and stocked with all we needed. Our hosts, Leonardo & Amy, made the rental process a breeze!!! Would stay here
          …see more

          Price per night from

          $135

          Responds fast!
          avg. 2 hours 17 minutes

          Price per night from

          $135

          (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

            (3) Excellent 

              12

              village with pool.

              Puerto Rico / Guanica

              Guanica villa

              2 6 2 nights min

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

              Price per night from

              $172

              Price per night from

              $172

              (6) Very Good 

                18

                Oceanfront Vacation Rental with Magnificent View

                Puerto Rico / Dorado

                Dorado apartment

                3 8 4 nights min

                • 3 bedrooms
                • sleeps 8
                • 4 nights min
                • Beach / lakeside relaxation
                • Swimming pool
                • Child Friendly

                Price per night from

                $184

                Price per night from

                $184

                (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

                  (8) Excellent 

                    10

                    Beach, Pool and Beautiful Ocean Views

                    Puerto Rico / Isla de Vieques

                    Isla de Vieques villa

                    1 2 min stay varies

                    • 1 bedroom
                    • sleeps 2
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Air conditioning

                    Price per night from

                    $218

                    Price per night from

                    $218

                      20

                      BEACH VILLA 188 Palmas Del Mar

                      Humacao / Palmas Del Mar

                      Palmas Del Mar apartment

                      1 4 2 nights min

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

                      Price per night from

                      $150

                      Price per night from

                      $150

                      (7) Excellent 

                        27

                        Beautiful View

                        Puerto Rico / Rincon

                        Rincon apartment

                        2 4 1 night min

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

                        Price per night from

                        $132

                        Price per night from

                        $132

                        (6) Excellent 

                          39

                          Positano Luxury Beach House (Bottom House - 11 people maximum)

                          Puerto Rico / Vega Baja

                          Vega Baja house

                          3 11 2 nights min

                          • 3 bedrooms
                          • sleeps 11
                          • 2 nights min
                          • Nearest beach 2 mi
                          • Swimming pool
                          • Child Friendly

                          Price per night from

                          $573

                          Responds fast!
                          avg. 2 hours 25 minutes

                          Price per night from

                          $573

                          (2) Excellent 

                            48

                            Vacational Private Island Apartment

                            Puerto Rico / Fajardo

                            Fajardo apartment

                            2 6 2 nights min

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

                            Price per night from

                            $114

                            Responds fast!
                            avg. 27 minutes

                            Price per night from

                            $114

                              21

                              CRESCENT BEACH 204

                              Humacao / Palmas Del Mar

                              Palmas Del Mar apartment

                              1 4 2 nights min

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

                              Price per night from

                              $151

                              Price per night from

                              $151

                              (2) Excellent 

                                16

                                BEACH VILLA 223

                                Humacao / Palmas Del Mar

                                Palmas Del Mar apartment

                                3 6 4 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 4 nights min
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning
                                “Terrific and easy vacation” This was a fairly last-minute vacation that worked out fabulously. Doug Marsters was easy to deal with and took care of all arrangements... the home was perfectly located and well-maintained. We had a terrific trip.
                                …see more

                                Price per night from

                                $275

                                Price per night from

                                $275

                                  18

                                  Exotic Paradise Guesthouse

                                  Puerto Rico / Yabucoa

                                  Yabucoa guest house

                                  8 20 2 nights min

                                  • 8 bedrooms
                                  • sleeps 20
                                  • 2 nights min
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Ski

                                  Price per night from

                                  $167

                                  Price per night from

                                  $167

                                    21

                                    Caribbean Gem 1

                                    Puerto Rico / Guayama

                                    Guayama house

                                    3 8 2 nights min

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

                                    Price per night from

                                    $235

                                    Responds fast!
                                    avg. 3 hours 8 minutes

                                    Price per night from

                                    $235

                                      27

                                      Haciendas del Club garden apartment steps from the pool and beach, WiFi, A/C

                                      Puerto Rico / Cabo Rojo

                                      Cabo Rojo apartment

                                      2 6 min stay varies

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

                                      Price per night from

                                      $126

                                      Responds fast!
                                      avg. 2 hours 53 minutes

                                      Price per night from

                                      $126

                                      (9) Excellent 

                                        22

                                        Tower Lofts at Villa Venti

                                        Puerto Rico / Isla de Vieques

                                        Isla de Vieques house

                                        1 2 2 nights min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 2 nights min
                                        • Beach / lakeside relaxation
                                        • Swimming pool
                                        • Child Friendly
                                        “Jungle living in a modern loft” I stayed in loft 2 for 3 nights of my honeymoon and it was awesome. The 150" Hdtv only has 1 channel, the ocean channel (ok so it's really a massive open window with amazing views of the atlantic). It was amazing to f
                                        …see more

                                        Price per night from

                                        $224

                                        Price per night from

                                        $224

                                        (1) Excellent 

                                          11

                                          Super Condo on the Prettiest Beach in Puerto Rico

                                          Puerto Rico / Luquillo

                                          Luquillo apartment

                                          3 8 3 nights min

                                          • 3 bedrooms
                                          • sleeps 8
                                          • 3 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0 mi
                                          • Swimming pool
                                          “Breathtaking view in a great location” This condo was exactly as advertised (except the views were even better than those pictured. Beautiful view from master bedroom that you can't see in the pics.) Apartment was immaculate and had everything we nee
                                          …see more

                                          Price per night from

                                          $184

                                          Price per night from

                                          $184

                                          (2) Excellent 

                                            33

                                            Garden Bungalow -Paradise With Pool Steps To Beach

                                            Puerto Rico / Isla de Vieques

                                            Isla de Vieques house

                                            3 6 5 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 5 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0.16 mi
                                            • Swimming pool

                                            Price per night from

                                            $281

                                            Price per night from

                                            $281

                                              20

                                              Puerta del Mar, Aguadilla, PR

                                              Puerto Rico / Aguadilla

                                              Aguadilla condo

                                              2 4 7 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 7 nights min
                                              • Beach / lakeside relaxation
                                              • Swimming pool
                                              • Child Friendly

                                              Price per night from

                                              $213

                                              Price per night from

                                              $213

                                              (4) Excellent 

                                                20

                                                Lovely Ocean Front PH- At Jobos & close to Shackss

                                                Puerto Rico / Isabela

                                                Isabela apartment

                                                3 8 3 nights min

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

                                                Price per night from

                                                $373

                                                Price per night from

                                                $373

                                                (4) Excellent 

                                                  18

                                                  Villa @ Wyndham Resort w/ Beach, Golf, Tennis +++

                                                  Puerto Rico / Rio Grande

                                                  Rio Grande villa

                                                  3 9 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 9
                                                  • 7 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 2 mi
                                                  • Swimming pool

                                                  Price per night from

                                                  $315

                                                  Price per night from

                                                  $315

                                                  (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

                                                      (5) Excellent 

                                                        17

                                                        I TO SEA

                                                        Puerto Rico / Quebradillas

                                                        Quebradillas apartment

                                                        3 6 4 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 4 nights min
                                                        • Nearest beach 3 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $189

                                                        Responds fast!
                                                        avg. 3 hours 7 minutes

                                                        Price per night from

                                                        $189

                                                        (5) Average 

                                                          46

                                                          Scenic Golf Resort Villa by the Caribbean Sea

                                                          Puerto Rico / Guayama

                                                          Guayama apartment

                                                          2 6 3 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 3 nights min
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 6 mi
                                                          • Swimming pool

                                                          Price per night from

                                                          $125

                                                          Price per night from

                                                          $125

                                                          (1) Excellent 

                                                            98

                                                            Sands Beachfront Vieques Oceanfront

                                                            Puerto Rico / Isla de Vieques

                                                            Isla de Vieques house

                                                            7 16 3 nights min

                                                            • 7 bedrooms
                                                            • sleeps 16
                                                            • 3 nights min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $630

                                                            Price per night from

                                                            $630

                                                            (1) Excellent 

                                                              21

                                                              Casazul Puerto Rico

                                                              Puerto Rico / Isabela

                                                              Isabela house

                                                              7 20 3 nights min

                                                              • 7 bedrooms
                                                              • sleeps 20
                                                              • 3 nights min
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $859

                                                              Price per night from

                                                              $859

                                                                12

                                                                CRESCENT BEACH 194

                                                                Humacao / Palmas Del Mar

                                                                Palmas Del Mar apartment

                                                                1 6 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 6
                                                                • 2 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $150

                                                                Price per night from

                                                                $150

                                                                  14

                                                                  Marbella Palmas del Mar condo beach front for rent

                                                                  Puerto Rico / Humacao

                                                                  Humacao condo

                                                                  4 8 3 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 3 nights min
                                                                  • Swimming pool
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $516

                                                                  Price per night from

                                                                  $516

                                                                    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) Excellent 

                                                                      24

                                                                      Tropical Ponce Home w/ Private Outdoor Oasis!

                                                                      Puerto Rico / Ponce

                                                                      Ponce house

                                                                      3 6 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Swimming pool

                                                                      Price per night from

                                                                      $207

                                                                      Responds fast!
                                                                      avg. 8 minutes

                                                                      Price per night from

                                                                      $207

                                                                        24

                                                                        ESJ MARE PRIVATE,TWO BD.BATH.APT.ON THE BEACH,LUX!

                                                                        Carolina / Isla Verde

                                                                        Isla Verde apartment

                                                                        2 6 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 3 nights min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $315

                                                                        Price per night from

                                                                        $315

                                                                        (1) Excellent 

                                                                          13

                                                                          Villas del Mar Beach Resort-3

                                                                          Puerto Rico / Loiza

                                                                          Loiza apartment

                                                                          2 7 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 7
                                                                          • 3 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $144

                                                                          Price per night from

                                                                          $144

                                                                          (10) Very Good 

                                                                            11

                                                                            Paradise on the Beach!

                                                                            Puerto Rico / Luquillo

                                                                            Luquillo apartment

                                                                            1 2 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 0.1 mi
                                                                            • Swimming pool
                                                                            “Playa azul” We had a great stay at this place. Luquillo beach is fantastic, especially the view we had from Steve's apt. Spent 1 month and we did not miss anything at all. Staff at the Condo was very kind and helpful. Everything clean and safe. We wil
                                                                            …see more

                                                                            Price per night from

                                                                            $98

                                                                            Price per night from

                                                                            $98

                                                                            (15) Very Good 

                                                                              42

                                                                              Aquatika Best Spot-In Front Of Water Park & Beach

                                                                              Puerto Rico / Loiza

                                                                              Loiza apartment

                                                                              3 8 3 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 8
                                                                              • 3 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              “Excellent facilities and well furnished/clean apartments.” Aquatika is a safe, gated community that has many fun activities in and within itself including a private beach, several swimming pools and a mini golf course. The apartment itself was very we
                                                                              …see more

                                                                              Price per night from

                                                                              $229

                                                                              Responds fast!
                                                                              avg. 3 hours 45 minutes

                                                                              Price per night from

                                                                              $229