Find San Juan Hotels with Private Pools

Magnificent Spanish Revival architecture stunningly opulent interiors and dramatic ocean views frame the graceful facade of one of the most storied hotels in San Juan Puerto Rico. Since its inception in 1919 the Condado Vanderbilt Hotel has catered to sophisticated travelers who place one aspiration above all else to pursue lifestyle of five-star luxury and leisure within some of the worlds most exclusive destinations. Restored to its original grandeur by virtue of a meticulous renovation this cherished landmark stands today as a monument to timeless elegance and style. We invite you to discover Puerto Rico as it is meant to be experienced where bespoke service exquisite amenities and fine dining are a hallmark of every stay. Become part of the Condado Vanderbilt legend during your next escape to San Juan.

With a stay at Villa Azure Ocean Suites in San Juan (Santurce), you'll be a 5-minute drive from Casino del Mar at La Concha Resort and 8 minutes from Pan American Pier. This guesthouse is 3.7 mi (6 km) from Condado Beach and 4.3 mi (7 km) from Puerto Rico Convention Center. Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. This guesthouse also features complimentary wireless internet access, concierge services, and a living plant wall. Guests will find features like a virtual front desk. Make yourself at home in one of the 7 air-conditioned rooms featuring LCD televisions. Your room comes with a pillowtop bed. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and hair dryers.

With a stay at MARU by DW, you'll be centrally located in San Juan, within a 5-minute drive of Pan American Pier and Casino del Mar at La Concha Resort. This luxury aparthotel is 2.2 mi (3.5 km) from Condado Beach and 2.6 mi (4.2 km) from Puerto Rico Convention Center. Pamper yourself with onsite massages or take in the view from a rooftop terrace. Guests will find features like a virtual front desk. Make yourself at home in one of the 4 individually decorated guestrooms, featuring refrigerators and microwaves. Complimentary wireless internet access is available to keep you connected. Bathrooms have complimentary toiletries and hair dryers. Conveniences include irons/ironing boards and blackout drapes/curtains, and housekeeping is provided on request.

Anyone looking for and unforgettable time in Puerto Rico need to look no further than M1 @ HighSoClub.This breathtaking 9 bedroom and 6 bathroom villa (7 bedrooms & 5 bathrooms if 15 guests or less) is located between two of the most popular tourist spots in the heart of San Juan—Ocean Park and Isla Verde—and a couple of blocks from the closest beach (the Ultimo Trolley Beach).In exchange for the privilege of hosting you, our team has taken care of absolutely everything for you!***You can add/remove amenities and the rate will be discounted accordingly***Specifically, some of the amenities included in all non-discounted nightly rates:1. Private Transportation in the San Juan AreaOnly guests with non-discounted rates will enjoy FREE transportation services anywhere in the San Juan Area (see map of coverage) from 5:00 AM to 8:00 PM. Transportation outside of this hours is available, although for a small per person fee.PLEASE MAKE SURE TO SEND AN ITINERARY OF YOUR PLANS (OR ASK US TO BUILD YOU ONE) TO SECURE TRANSPORTATION. FAILURE TO HAVE AN APPROVED ITINERARY AT LEAST 5 DAYS PRIOR TO CHECK IN WILL RESULT IN NO TRANSPORTATION SERVICES.The transportation included in the nightly rate is NOT a 24/7 private chauffer service and should NOT be confused with one. Once we finalize the approved itinerary, we staff the respective routes with the appropriate number of vans and drivers. Thereafter, the driver will arrive to pick you and your guests up at the time indicated in the itinerary and will drive you to the next destination indicated in your itinerary.** Any last-minute detours or changes (if able to accommodate) may incur a small per person fee.**2. Private Chef (Brunches OR Dinners only)You are welcome to check our IG (@HighSoClub) for some of the dinners we prepare for all guests with non-discounted rates. Our team will be treating you and your guests with similar chef-prepared dinners OR brunches. Specifically, 1 brunch OR 1 dinner for every night you stay with us. We will contact you 2-3 weeks prior to your arrival to begin the planning process. Before each and every meal, Chef will arrive to your listing, prepare and serve the meals, clean the area, and depart until the next meal, if any.**BOTH THE CHEF AND INGREDIENTS ARE INCLUDED IN THE NIGHTLY RATE.**3. 50% discount in any of our tours around the islandYou are welcome to check our IG (@HighSoClub) for some of the many tours we offer around the island. The 50% discount that we offer are tours to el Yunque National Forest, Hiking to the top of Mt. Britton observatory in the middle of the rainforest, Natural water slides and cliff jumping, Culebra/Vieques Day Trip, Hiking Pico Rodadero, Blue Pool and Sand caves, Hidden Beaches, and more!All third-party tours (i.e., Jet ski, Boat rental, Zip lining, Horse-back riding, ATV/UTV Rental, etc.) will be paid FULL FARE as they are NOT booked through or via us. These tours are exclusively third-party tours as we do not offer them.4. HousekeepingWith our commitment to safe travel, we not only include cleaning for all reservations, but is actually MANDATORY (at least in all common areas of your listing). Our dedicated staff will make sure your areas are cleaned every other day that you stay with us (i.e., take out the trash, wash and dry towels, refill toiletry, etc.)5. Concierge/Superhost that will take care of you 24/7From the time you book your reservation to the time you leave Puerto Rico; you will have a team of concierges/superhosts at your disposal! Anything and everything that you want or need for your special time in Puerto Rico (i.e. B-day preparations, chef services, reservations, bachelor(ette) parties, party planning, cakes, balloons, flowers, photographers, etc.), please do not hesitate to ask! We truly can get anything on this island.After booking, we will send you a list of our tours as well as third-party tours with their respective prices for you to choose for each day that you are in Puerto Rico. Thereafter, we will build you an itinerary of your daily activities down to every hour of the day as well with hyperlinks for you to simply click an book (or we can even book for you if you’d like), prices, instructions, and special requirements for each and every tour.DISCLAIMER1. We charge a PER PERSON rate. As such, only the people reflected in your reservation will be allowed in your listing and in the Vans (NO EXCEPTIONS). We have staff on site 24/7 specifically to observe this rule is being followed.2. Stay outside of the kitchen when chef and staff are cooking.First violation will result in a warning.Second Violation will result in loss of privileges.3. $50 cash deposit per personThis fee is a hybrid fee that serves as a damage/security deposit (i.e., missing/stolen/broken items; glass in the pool, damages/incidentals, etc.) and an extra cleaning fee (i.e., stained couches, walls; spilling food/drinks or sand in the vans; makeup in towels/pillow cases; cigarette/blunt on the grass/premises, etc.).This deposit needs to be provided 24 hours prior to arrival via cashapp, venmo, or zelle and will be refunded 2-3 days after departure via cashapp, venmo, or zelle.4. Respect the neighborhood and the communityQuiet hours on site will start at 10 PM daily. This means no loud yelling, profanities, music speakers, etc. OUTSIDE of your listing as the police department and/or health department will show up if they are called. If this does happen, this will require your immediate removal from the property without a refund. THIS RULE IS STRICTLY ENFORCEDThis specific listing relates to the ENTIRE FIRST AND SECOND LEVEL (and a back 2-bedroom apartment if more than 15 guests). This beautiful home has state of the art security system with 8+ motion-activated cameras throughout the exterior of the property, two-way video/audio ring bell system, alarms, automatic LED outdoor lights throughout the property, and keyless entry in all doors (including the bedrooms). There’s a private/gated garage on premises with room to park 3 vehicles and 3 more private parking spots outside.Throughout the exterior you'll find a big green yard as well as several lounge areas:1. The exterior backyard has a dining room/patio that comfortably sits fourteen (14) guests and can be used/reserved for any dining, lounging, or events (i.e., bachelor(ette) parties, birthdays, etc.);2. The exterior backyard also has a living room that sits on top of a wood decking under a beautiful lighted pergola and comfortably sits another seven (7) guests.3. There’s a private, and covered, terrace in the second level.4. There are nine (9) bedrooms in this property but will provide seven (7) bedrooms if there are 15 guests or less in your reservation.***BOOKING USING ANY SORT OF DISCOUNT (i.e., non-refundable, last minute, genius, through a third party or booking platform, etc.) WILL AFFECT THE AMENITIES INCLUDED.Rule of Thumb: If requesting within 3 weeks of your check-in date, chances are the rate is discounted and the listing does not include some, or all, of the amenitiesALWAYS CONTACT THE HOST TO SEE IF YOU HAVE A DISCOUNTED RATE OR IF YOU WANT TO CUSTOMIZE THE AMENITIES INCLUDED***With 1000+ 5-star reviews in all platforms, our reputation truly precedes us!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Price increases per person after 14 guests.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Welcome to The Lucky Penny – your island paradise escape. This 5,000-square-foot, three-level home sits just 50 steps from the beach and offers breathtaking rooftop views. Thoughtfully designed and beautifully decorated, every detail has been carefully curated to ensure a comfortable, unforgettable stay.As our personal family residence when not rented, the home reflects warmth, care, and a deep attention to detail. Ideally situated in Ocean Park, you're just minutes from all the attractions.You’ll have the entire three-story home to yourself, featuring 5 spacious bedrooms and 6 bathrooms, a dining table that seats 12, and a fully equipped chef’s kitchen. Multiple seating areas and expansive decks on the 2nd, 3rd, and rooftop levels offer plenty of space to relax. Enjoy a private, year-round heated pool—a true luxury in Puerto Rico—plus an outdoor dining area and BBQ.Comfortably accommodating 10 guests, the home can sleep up to 14 with additional bunk beds. Each large bedroom includes an en-suite bathroom, queen or king bed with memory foam mattresses, premium linens, and ample pillows. Bathrooms come with mirrors that feature built-in Bluetooth speakers. Every room has a 50" LED TV with Roku for Netflix, HBO, and live TV streaming. High-speed 2G fiber optic WiFi covers the entire house.Climate control is top-notch with inverter A/C units throughout, plus a full-home backup generator and water cistern for uninterrupted comfort and peace of mind.The modern interior boasts Italian-imported porcelain tiles, triple-pane soundproof windows for coolness and quiet, and solid teak cabinetry handmade for the kitchen and bathrooms. High-end European fixtures add a touch of elegance. The massive kitchen island is perfect for gathering, and the second-floor lounge includes a pool table for entertainment. Furniture is from Pottery Barn, West Elm, or custom-made.Ocean Park’s prime location sits between Isla Verde and Condado/Old San Juan, offering quick access (5-15 minutes) to top attractions and dining, while providing a safe, gated, and quiet residential neighborhood with 24-hour rotating security. Uber is plentiful and affordable if you prefer not to rent a car, though there’s a driveway with an automatic gate if you do.For your convenience, the home includes beach essentials like chairs, umbrellas, towels, and coolers. Fully furnished and well-equipped, just let me know if you need anything else to make your stay perfect.Please note, the pool is heated to a comfortable 85–87°F to ensure maximum enjoyment while maintaining balanced water chemistry. The entire pool is heated uniformly, so the smaller sitting area cannot be heated separately, though it does feature soothing bubbles for added relaxation.About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).Well behaved under 35 lbs with $150 pet fee please.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Spacious, newly remodeled Villa located in the prestigious Punta Las Marias gated neighborhood. Inside you will find a sun deck, ideal for tanning, bar area and pool; these in combination with the large terrace, will make your stay at Villa Doncella unforgettable. The upstairs has four bedrooms and three bathrooms (two of the bathrooms are en-suite). The master bedroom has a king-sized bed, walk-in closet, and whirlpool bathtub. There is a fifth bedroom, with a queen size bed, located on the first floor. In recent years, a small semi-private beach has formed at the end of the neighborhood; when the tide is low, it is a great place to visit and relax. We also own and manage other properties...please visit sokzo.com for more information. Enjoy...About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

With a stay at The Weekender by Otium in San Juan (Santurce), you'll be a 3-minute drive from Playa Ocean Park and 6 minutes from Plaza las Americas. This hotel is 1.6 mi (2.5 km) from Carolina Beach and 2 mi (3.2 km) from Isla Verde Beach. Enjoy recreational amenities such as an outdoor pool and a fitness center. Additional features at this hotel include complimentary wireless internet access, concierge services, and a communal living room. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Featured amenities include a 24-hour front desk and luggage storage. Make yourself at home in one of the 23 air-conditioned rooms featuring espresso makers and Smart televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with showers feature rainfall showerheads and complimentary toiletries. Conveniences include safes and coffee/tea makers, and housekeeping is provided daily.

Experience Condado beach neighborhood living at its finest. The area characterizes itself as a pedestrian focused community with probably the finest urban beach in the Caribbean.The property is nestled in Ashford Avenue less than one block away from the Condado Beach. There you can enjoy world class kite and windsurfing conditions ( beginners or intermediate lessons are available all year long) or simply enjoy the sunsets while laying in the sand under a privileged climate. After enjoying your swim or day at the beach, head down around the block to: specialty shops, grocery stores, bars, restaurants, cafes, etc. This commercial strip is a great place to mingle with locals or other vacationers and truly experience Puerto Rico. For the more adventurous ones you can rent a cruiser bike and within a 3 mile ride you will enjoy a number of: historic sites, museums & other unique mix of activities and attractions. At the condo’s lobby you will find great places to have breakfast, café with fine pastries, beauty parlor and even places to tapas and wine! The property is a chic studio decorated with great taste. A total renovation was carried out in 2015. Its located at Ashford Imperial Condo, a 24 hour security guard condominium in Ashford Avenue in Condado with a beautiful private pool and library to relax.The recent architectural intervention in the studio, carried in a minimalist modern vocabulary. The unit has all the amenities of a luxury hotel - is equipped with air conditioning systems throughout the apartment. a fully equipped kitchen including brand new appliances, comfy memory foam queen mattress and a rain shower in a totally remodeled bathroom. Open the sliding doors to integrate the ocean and enjoy our great weather under the stars or a coffee in the morning overlooking the ocean. TV enjoyment in the living and dining area is possible through a 42” flat screen by means of: cable TV service or high speed cable internet via Wi-Fi (both included). Enjoy a movie night with our Roku that included Netflix and Amazon Instant Video.For those having a car, the unit houses a designated secure parking space with controlled access. Access from the Airport is very straightforward and less than a 12 minute drive (under normal circumstances). A 10 minute drive from the property will get you to Old San Juan, 90 min. to Rincon (world class surfing and pristine Town), 40 min. to Fajardo (most eastbound Town, great marinas and ferry terminal to Vieques and Culebra Islands).ACCOMODATIONS & EQUIPMENT BEDROOM/BATHROOM: Queen size bed w/ quality mattresses and a/c system in the whole apartment, walking closet and integrated full bathroom. . Living room has a quality sleeper sofa (full size). Bathroom has European type cabinetry w/ storage. The unit has hotel quality linens, plenty of pillows and blankets as well as fresh towels. - Kitchen: has dinning setting for 4 people. Two stools and the counter top and two at a small dinning table.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Welcome to Blessed Home! Your perfect location for a perfect getaway. Stay in this completely private home with pool and gym. Gated community, corner property, garage for one car and free street parking.This home offers 3 private bedrooms and family room with TV. The Master Room and the Queen Room, both has TV with Netflix .Fully equipped kitchen with A/C around the house. Pool with a half bathroom outside, BBQ, patio furniture, floatable, dominoes table and more games for a family day. Self Sufficient Home': Solar panels, Tesla batteries and generator for constant energy. 1,000 Cistern Water Tank for fresh water supply.The spaceGorgeous decoration with special touches for a special stay. WIFI and Tv's on bedrooms and family room also with table games for memorable memories with your love ones.NOTE: Wednesday is pool maintenance day at 8 am. SharpAbout pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:It is prohibited to smoke any type of cigarette, inside any area of ​​the house, if you disobey this regulation you will be billed $500 to your card..If you use de BBQ, it is important that you leave it clean. At least remove used carbon and ashes.,Board games are for everyone's enjoyment. Use them and store them in their respective box. Thank you for your cooperation..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.