
Holiday rentals with a pool in Laguna del Condado
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Top-rated rentals with a pool in Laguna del Condado
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San Juan-Condado Ashford Ave. Best Studio!
We want you to feel like you're at home! 🏡 Just remodeled studio-apartment with an ocean view 🌊. This new and modern open loft studio has all the hotel amenities you need, including: pool 🏊♂️, jacuzzi 🛁, gym 💪, 24/7 Security 🔒. It is located in the heart of Condado, San Juan’s main tourist district 🌆. The most dynamic, trendy, and multicultural city area, close to the spectacular historic Old San Juan City 🏰. Nearby restaurants 🍽️, markets 🛒, and just a block away from the beach 🏖️.
4.91 out of 5 average rating, 226 reviews
Perfect apt for a stay in San Juan!
Cozy 1 br/1 bth apartment. Semi-loft style with sofa bed in living room. Located in San Juan's trendy Condado Beach neighborhood. Building designed by acclaimed architect Henry Klumb, this apartment comes fully equipped and is walking distance to the beach, lagoon, restaurants, cafes, and bars. Condado is just 4 miles from the airport and Old San Juan. There's a large pool and bistro café. Paid parking is available right next door and there are two car rental spots less than a 5 min walk.
4.95 out of 5 average rating, 122 reviews
Beautiful Retreat w. Pool and Perfect Location
What could be better than walking out your door and being only steps from the water right on Ashford Ave, this prime location has it all! Nestled between the beach and the lagoon, this sun-filled, studio apartment has everything you need with inviting spaces, soft earthy décor, a fully equipped kitchen and a luxe king bed. Old San Juan, restaurants and shops are all just mins away or live your best beach lifestyle with kayaking, paddleboarding and so much more all right on your doorstep!
4.94 out of 5 average rating, 136 reviews
Ashford Imperial Condo- Oceanview and Parking
Stay in our remodeled Condado apartment on Ashford Ave, just steps from the beach, top restaurants, bars, casinos, and shopping. Enjoy 24-7 security, pool, and private parking. Only 5 miles from SJU airport. Perfect for beach lovers, Old San Juan explorers, or rainforest adventurers, our apartment puts the island’s highlights at your doorstep. Whether you’re soaking up the sun, tasting local cuisine, or exploring historic streets, this Condado location makes every moment unforgettable.
4.92 out of 5 average rating, 172 reviews
Ocean Park Beachfront & Pool | Steps to the Sand
This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.
4.99 out of 5 average rating, 150 reviews
Centric Paradise Villa | Pool | Cruise ports
WATER & POWER BACKUP — Property equipped with water cistern and backup systems. Our guests are not currently affected by scheduled water rationing. Welcome to our inviting accommodations. Details below. Reach out with any inquiries. This is our spacious suite with a King-size bed and fully equipped kitchenette. Next to Paseo Caribe and Caribe Hilton, dine at nearby restaurants just a 5-min walk away. Between Old San Juan and Condado, experience the heart of the action.
4.84 out of 5 average rating, 108 reviews
Across Vanderbilt • Pool • Designer Condo
Experience one of Condado's most desirable locations in this professionally designed apartment, directly across from the Vanderbilt Hotel. Walk just minutes to the beach, the finest restaurants, cafés and nightlife, to return to relax by the swimming pool—an uncommon luxury in Condado. Whether you're visiting for vacation, working or celebrating a special occasion, you'll enjoy the comfort of a beautifully designed home with every amenity needed for a memorable stay.
4.89 out of 5 average rating, 186 reviews
Sunrises Near Beaches+Power+Private Balcony
WATER & POWER BACKUP — Property equipped with water cistern and backup systems. Our guests are not currently affected by scheduled water rationing. Welcome to our property, a contemporary haven that lives up to its name. Situated on the 5th floor of the Condado Lagoon Villas I, this east-facing condominium is an integral part of the opulent high-end complex that houses the renowned Caribe Hilton Hotel and the stylish award winning Paseo Caribe.
4.8 out of 5 average rating, 110 reviews
Cozy One Bedroom Condado+Pool
Your family will be close to everything when you stay at this centrally-located place, with WiFi in the heart of Condado. Beaches are just 3-5 minutes walking distance, across the luxurious Vanderbilt Hotel. A very convenient location; bus stop, rentals/scooters, bikes and Kayaks next door. Lots of restaurants nearby for all budgets in Ashford Avenue. Lovely pool next to the lagoon. Fully equipped Kitchenet for your convenience.
4.83 out of 5 average rating, 111 reviews
⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️
Stay in the heart of Condado and enjoy beautiful ocean views by day and sparkling city views at night. 🌊🌆 This stylish 19th-floor apartment is surrounded by some of San Juan’s best restaurants, hotels, casinos, beaches and shops, all within walking distance. Located just about 10 minutes from SJU Airport and a short ride from Old San Juan, it’s an ideal home base for enjoying everything the city has to offer. ☀️🇵🇷
4.94 out of 5 average rating, 547 reviews
Villa Estrella PR (near Airport & Beach)
Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.
4.98 out of 5 average rating, 239 reviews
Pelican Suite | Ocean View | Pool | King Bed
Unit 512, a stone's throw from Caribe Hilton and Old San Juan's entrance, offers a fusion of history and luxury. This king suite features a full bath, kitchenette, and laundry. Enjoy DirectTV on the Smart TV or work remotely at our desk. Explore Puerto Rico and relax in comfort at our perfectly situated condo.
4.85 out of 5 average rating, 165 reviewsPopular amenities for Laguna del Condado rentals with a pool
House rentals with a pool

Old San Juan Gem | Backup Power/Water, Pool + Pkg
4.99 out of 5 average rating, 101 reviews
Water Cistern • Mid-Century Modern House
4.9 out of 5 average rating, 125 reviews
Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
4.9 out of 5 average rating, 290 reviews
Casa Aurea - Cozy House in the Metro Center Area
4.96 out of 5 average rating, 102 reviews
Villa Celestial Luxury Home
4.99 out of 5 average rating, 136 reviews
The Leaves Apartments #2
4.86 out of 5 average rating, 175 reviews
Casa Helice 3 min from airport -Placas Solares-
4.94 out of 5 average rating, 114 reviews
Casa Reyes
4.99 out of 5 average rating, 144 reviewsApartment rentals with a pool

Romantic Oceanfront Private Patio Full Generator
4.92 out of 5 average rating, 129 reviews
Condado Beach Vistas… Elevate Your Stay!
4.9 out of 5 average rating, 303 reviews
Palms & Ocean View 1br 1bth + Pool + Beach Access
4.89 out of 5 average rating, 163 reviews
Ocean & City View Studio in Condado, San Juan
4.82 out of 5 average rating, 131 reviews
Stylish Condado 1BR: 2-min walk to the Beach
4.73 out of 5 average rating, 103 reviews
Rare Beachfront Getaway w Pool, Gym, + Balcony!
4.92 out of 5 average rating, 145 reviews
San Juan, Condado Beach view PRIME Location studio
4.9 out of 5 average rating, 168 reviews
Laguna, pool and beach front studio
4.84 out of 5 average rating, 189 reviewsOther holiday rentals with a pool

Casa Lola | Trendy Ocean View Studio
4.92 out of 5 average rating, 412 reviews
Design Suite「 POOL」Walk to Beach | DUNA by DW
4.88 out of 5 average rating, 138 reviews
Blue lagoon
4.93 out of 5 average rating, 113 reviews
King Bed Loft | by Old SJ & Escambrón Beach | Pool
4.93 out of 5 average rating, 136 reviews
Contemporary Condado Beach Studio with Ocean View
4.98 out of 5 average rating, 318 reviews
Apartment with 1 Parking Space
4.9 out of 5 average rating, 248 reviews
Penthouse Beach Retreat
4.98 out of 5 average rating, 114 reviews
Sleek & Chic Studio in amazing location in Condado
4.84 out of 5 average rating, 378 reviewsDestinations to explore
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- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Cond Marbella del Caribe Este
- Playa de Luquillo
- Plaza Las Americas
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- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Hacienda Campo Rico
- Balneario de Luquillo
- Cond Ashford Imperial
- Cond Marina Lanais
- Things to do Laguna del Condado
- Things to do San Juan Region
- Things to do Puerto Rico
- Water sports Puerto Rico
- Outdoors Puerto Rico
- Cultural tours Puerto Rico
- Wildlife Puerto Rico
- Landmarks Puerto Rico
- Cooking Puerto Rico
- Food tours Puerto Rico
- Wellness Puerto Rico
- Art workshops Puerto Rico
- Workouts Puerto Rico





