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Apartment holiday rentals in Roosevelt Roads

Find and book unique apartments on Airbnb

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Popular amenities for Roosevelt Roads apartment rentals

Weekly apartment rentals

Guest favourite
Flat in San Juan
4.93 out of 5 average rating, 110 reviews

Two Bedroom Apt by Ocean Park beach

EricRating, 5 stars1 month ago
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.
Superhost
Flat in San Juan
4.74 out of 5 average rating, 183 reviews

Spacious Apartment in the heart of Condado

MartinaRating, 5 stars1 month ago
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!
Guest favourite
Flat in San Juan
4.92 out of 5 average rating, 235 reviews

1 Bdrm Colonial Style Apt w/balcony

KarisaRating, 5 stars1 week ago
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.
Guest favourite
Flat in Alturas de Monte Brisas, Fajardo
4.93 out of 5 average rating, 323 reviews

Julia Apartments 1

LesleyRating, 5 stars1 week ago
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.
Superhost
Flat in San Juan
4.85 out of 5 average rating, 289 reviews

Top Location! Steps from the Beach!

OliviaRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in El Negro
4.82 out of 5 average rating, 136 reviews

El Guano Hills' Million Dollar Ocean View Apt. 1

CarmenRating, 5 stars1 week ago
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!
Superhost
Flat in San Juan
4.85 out of 5 average rating, 269 reviews

Beautiful Apartment/near Airport & Parking

TaniaRating, 5 stars4 days ago
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
Superhost
Flat in San Juan
4.82 out of 5 average rating, 402 reviews

Posada Amparo - Apartment # 2

SofiaRating, 5 stars3 weeks ago
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

Superhost
Flat in Ceiba
4.81 out of 5 average rating, 107 reviews

Hacienda Torres Paradise of Nature - Coco Villa

IrisRating, 5 stars8 months ago
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!!
Guest favourite
Flat in San Juan
4.96 out of 5 average rating, 50 reviews

Feels like a Resort D' Apartment

DewanRating, 5 stars2 weeks ago
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.
Superhost
Flat in Loíza
4.8 out of 5 average rating, 55 reviews

Garden beach 2 bed apartment. Great private spot.

LucieRating, 5 stars2 months ago
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!
Superhost
Flat in San Juan
4.78 out of 5 average rating, 198 reviews

Casa Pavia by VP - Unit 1

KimberlyRating, 5 stars4 days ago
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!
Guest favourite
Flat in Luquillo
4.87 out of 5 average rating, 131 reviews

Brisas de Solimar Luquillo Beach Apartment.

NikolaosRating, 5 stars5 days ago
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.
Superhost
Flat in Carolina
4.88 out of 5 average rating, 49 reviews

Casita Girasol- Charming Apartment Close To Beach

DrissRating, 5 stars2 weeks ago
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.
Top guest favourite
Flat in Guayama
4.73 out of 5 average rating, 48 reviews

A Love Inn

RoxanaRating, 5 stars1 month ago
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.
Superhost
Flat in San Juan
4.8 out of 5 average rating, 30 reviews

Urban Nest 1 @ Nest in the city!

AlexandraRating, 5 stars1 week ago
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

Top guest favourite
Flat in Caguas
4.99 out of 5 average rating, 134 reviews

Sunset Delight

JasminRating, 5 stars5 days ago
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
Superhost
Flat in La Dolores
4.83 out of 5 average rating, 180 reviews

Twin Suite café time/billiard/jacuzzi/pool.

JanetRating, 5 stars1 month ago
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.
Guest favourite
Flat in Cangrejo Arriba
4.88 out of 5 average rating, 101 reviews

Stunning Ocean front PH -3 bd-2 fl Beach Paradise.

JessicaRating, 5 stars3 weeks ago
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.
Flat in Caguas
4.77 out of 5 average rating, 147 reviews

Romantic central apartment with Wi-fi and jacuzzi

JosephRating, 5 stars3 days ago
I’m very satisfied whit it !
Guest favourite
Flat in Vieques
4.87 out of 5 average rating, 104 reviews

Welcome to the dream on the Island of Puerto Rico

FidelRating, 5 stars1 week ago
Excellent stay in that place. I really recommend it 100 x 100 I'll be back soon and I hope it's available 🙃🙃🙂🙂
Top guest favourite
Flat in San Juan
4.89 out of 5 average rating, 171 reviews

Swimming pool, WiFi, parking, close to the beach

LynnRating, 5 stars1 week ago
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 😊
Guest favourite
Flat in Fajardo
4.92 out of 5 average rating, 159 reviews

Stunning Ocean Front Resort Villa at las Casitas.

MichaelRating, 5 stars2 weeks ago
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.
Superhost
Flat in Loiza
4.85 out of 5 average rating, 150 reviews

Aquatika Beachfront Penthouse

SonyaRating, 5 stars3 weeks ago
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

Destinations to explore

  1. Airbnb
  2. Puerto Rico
  3. Ceiba Region
  4. Machos
  5. Roosevelt Roads
  6. Flat rentals