
Apartment holiday rentals in Roosevelt Roads
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Top-rated apartment rentals in Roosevelt Roads
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Popular amenities for Roosevelt Roads apartment rentals
Weekly apartment rentals

Two Bedroom Apt by Ocean Park beach
Arena's place was perfectly located in a quiet neighborhood next to the beach. The apartment was fully functional. There was a little balcony that we enjoyed in the mornings and evenings. The bedrooms were very quiet and comfortable. They each had a firm queen bed with quality bedding as well as excellent AC and fans. The living area, kitchen and bathroom were adequate but not posh. Those rooms could use some updating, though this was not our priority. We felt fortunate to find this apartment at a reasonable price given the perfect location. Arenas was all we hope for in a host: responsive, professional and friendly. We would stay here again.

Spacious Apartment in the heart of Condado
wonderful experience! Jose's place is spacious, clean and in a great, safe location. very close to the beach and lots of restaurants and bars. it is highly recommended! Jose was also kind enough to allow a late check out due to our flight being late at night. no complains, very happy with the stay and experience!

1 Bdrm Colonial Style Apt w/balcony
Beautiful one-bedroom in Viejo San Juan, just as described. Prime location and easy check-in was great since we arrived late in the evening.

Julia Apartments 1
Julia was very quick to answer and quick to help. The apartment was safe, private, and beautiful. So many amenities, I didn’t even need to bring beach tools, because she had some to use. Place was right next to a super market, hospital, very beautiful beaches and lagoons, as well as chain stores. If i come back to puerto rico, i will be staying at Julias apartments again.

Top Location! Steps from the Beach!
very cute little apartment and in easy walking distance to the beach + many restaurants and shops. the apartment complex does not let you walk in or out in a swim suit though even though we are by the beach, and the guards are very strict about it, so make sure you wear coverups.

El Guano Hills' Million Dollar Ocean View Apt. 1
Our stay was made a great experience from beginning to check out. Juana’s place was very clean and comfortable. It was as described in the photos. Juana was responsive to our inquiries. The views were spectacular. I could have looked at the view all day!

Beautiful Apartment/near Airport & Parking
it was a great stay thank you so much. I didn't get to try your mom's food so I'm going to have to come back a DTB

Posada Amparo - Apartment # 2
Hernán’s place is comfortable and roomy, and equipped with basically all the amenities you would need. The apartment is located in a lively area in Viejo San Juan, so that bars, restaurants, shops, and even parks are all easily walkable. If you’re looking to explore this area of the city, I highly recommend staying here!
Private apartment rentals

Hacienda Torres Paradise of Nature - Coco Villa
Ms. Marta is an excellent host. We (me, hubby & 2 cats), just moved here to Puerto Rico from Pennsylvania. We rented this Airbnb because we wanted to look for a place between here and San Juan. Ms. Marta found out that we were looking for a place to buy/rent in the area and offered us an extended stay to continue looking for a place. (Relieved)! The villa we rented was clean, cozy and private. The linen smelled so good. There is a washer/dryer right on the property for your use. The hospitality was amazing. You want for nothing. When we told Ms. Marta we didn't have any internet service, she immediately responded. She spoke to the owner Mr. Juan, and that same day we had internet service. (Loose cable) Chewy is the awesome grounds keeper. If anything is needed, ask him once, and it's done!! He even brought my husband and I fresh coconut water. Gigantic coconut with a hole drilled on top. Yum. Nature, horses, dogs, singing coqui's and a pool! It felt like home. A must stay!!

Feels like a Resort D' Apartment
Enjoyed my time here at Alex’s airbnb! It was clean, with perfect amount of privacy. Thank you so much for letting us stay here while we enjoyed the island.

Garden beach 2 bed apartment. Great private spot.
Hugo was such a great host! So helpful and responsive when I couldn't find the place. His place is awesome! Just as pictured. He has great suggestions for the area that you receive after booking. Even has hospital info, should you need it! We will definitely come back!

Casa Pavia by VP - Unit 1
Our time in Jose’s apartment during our stay in San Juan was great! While you’ll need a car or Uber to reach the main tourist areas, the location worked well for us. During our stay, we lost our keys at the convention center during a nighttime event (fortunately, we found them), and the host was incredibly helpful and responsive while we were figuring things out. Overall, we had a good experience and would definitely recommend it!

Brisas de Solimar Luquillo Beach Apartment.
We had a great stay overall. We could walk to the beach within a few minutes. We had convenient access to a hose to wash off our beach gear when we got back. Great place for a family as there were enough beds for the kids to each have their own. One little thing to be aware of - the exterior lights on the building and in the parking lot are very bright and left on all night, and the shades don't fully block them out, so bring an eye mask if you are sensitive to light when sleeping.

Casita Girasol- Charming Apartment Close To Beach
Overall great spot especially if you plan on renting a car during your stay. Everything is very close while still have privacy and a peaceful location. Also it was very helpful to have beach equipment like a cooler and chairs available with the Airbnb.

A Love Inn
The house is very clean and cozy, and Mrs. Vanessa is very attentive and helpful. I recommend it to everyone. The neighborhood is very quiet and has beautiful landscapes.

Urban Nest 1 @ Nest in the city!
Had an amazing stay at this Airbnb! The space was not only clean and comfortable but also super aesthetic—perfect for relaxing after a long day. The location was unbeatable, right in the middle of everything, with great food spots and nightlife just steps away. Whether you’re looking to explore the city or enjoy the local party scene, this is the perfect place to stay. Would definitely book again!
Apartment rentals with a hot tub

Sunset Delight
This is my second time renting this Airbnb from Javier.. just as good as I remembered. Javier's place is a getaway for sure.. spent all my mornings on the terrace just listening to all the nature that surrounds you.Great location, I was sad to go. but I'll be back 😉 thank you for everything Javier

Twin Suite café time/billiard/jacuzzi/pool.
The apartment was very comfortable, cute, spotless, and had everything we needed. The outdoor amenities included a sparkling pool, wonderful hot tub, pool table, patio, and grill situated in beautiful, peaceful and private surroundings with views of the mountains in the distance. The host was kind, helpful, and always responsive.

Stunning Ocean front PH -3 bd-2 fl Beach Paradise.
I recently spent 4 nights at John's place for a birthday trip. The views from the balcony are truly breathtaking. We had everything we needed within a walking distance. Some uber drivers seemed to have trouble finding the pick up spot but overall that was only a minor inconvenience. Yolanda was super friendly and helpful. I absolutely recommend.

Romantic central apartment with Wi-fi and jacuzzi
I’m very satisfied whit it !

Welcome to the dream on the Island of Puerto Rico
Excellent stay in that place. I really recommend it 100 x 100 I'll be back soon and I hope it's available 🙃🙃🙂🙂

Swimming pool, WiFi, parking, close to the beach
GREAT location, super cozy feeling and feels right at home! GREAT value for the price, everything necessary was right at one place. Everything was a breeze, VERY secure with security guard for the property, the host is very kind and responsive! We will stay here again the next time we visit if it is available! 5 min walk from the beach!!! Cute balcony and everything necessary is right here 😊

Stunning Ocean Front Resort Villa at las Casitas.
Great condo and great views. Very clean and plenty of space. Access to the two villa pools was nice and being able to purchase drinks from the infinity pool bar was ideal. Although this was advertised, not having access to the Conquistador for food makes it essential to have a car. Luckily the parking is easy - most restaurants are close by and the marina is less than a 10 minute drive with options for charters / excursions. Would definitely recommend.

Aquatika Beachfront Penthouse
This place was perfect for our spring break trip!
Quick stats about flat rentals in Roosevelt Roads
Total rentals
70 properties
Nightly prices starting at
£31 before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
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- Limetree Beach
- Distrito T-Mobile
- Morningstar Beach
- Carabali Rainforest Park
- Punta Bandera Luquillo PR
- Balneario del Escambrón
- Inches Beach
- Toro Verde Adventure Park
- Luis Pena Beach
- Stream Thermal Bath
- Playa Manzanilla
- Playa de Cascajo
- Sugarbird Beach
- Playa Las Palmas
- Vessel
- Playa Icacos
- Sun Bay Beach
- Playa Blanca
- Playa Sardinas
- Playa Media Luna
- Playa Maunabo
- Playa Mala Pascua
- Punta Guilarte Beach
- Blue Beach