
Apartment holiday rentals in Roosevelt Roads
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Roosevelt Roads

Total holiday rentals
Explore 20 holiday rentals in Roosevelt Roads

Nightly prices starting at
Roosevelt Roads holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 1,580 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Roosevelt Roads holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Roosevelt Roads rentals

4.9 Average rating
Roosevelt Roads stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated apartment rentals in Roosevelt Roads
Guests agree: these apartments are highly rated for location, cleanliness and more.

Pristine 4 bdrm (all private) steps to beach/golf
Indulge in a breathtaking getaway nestled in the plush private golf/spa resort, Hyatt Regency Grand Reserve. The only resort in PR to host the Puerto Rico Open. This exquisite 4-bedroom (all bedrooms are private), 3 1/2 bath villa boasts scenic views of the lush El Yunque rainforest, a turquoise sea, 2 Tom Kite golf courses & a private pool. Gated, resort-style villas in Rio Grande, just 25 minutes from the SJU airport, 10 minutes from the El Yunque rain forest, and 35 minutes from San Juan.

Oceanfront Gem • Pool • High-Floor Sea Views
Discover the best of Fajardo in this oceanfront gem—where each day begins with breathtaking Caribbean sunrises and ends to the soothing sound of waves. Nestled in a peaceful, gated community with a pool and free Wi-Fi, this 1-bedroom retreat offers a queen bed, full bath, and sweeping ocean views. Just minutes from El Yunque, beaches, island ferries, seafood spots, and shops. Whether you're here to relax or explore, your perfect tropical escape starts here—book now and make it unforgettable!

Restful Beachfront Private Oasis
Modern and new. Truly front row ocean views from private balcony and living room. Gated entrance with personal parking space. Air conditioned in all rooms & immaculately kept. Beach towels, cooler & chairs provided. Specialty soaps and snacks included. Family games. Pillow top mattresses, plush towels & bedding. Smart TVs, wifi, and stocked kitchen. Walking distance to the Kioskos, close to El Yunque, Hacienda Carabali ATVs, jet skis, bioluminescent bay, golf and more. 35 min to the airport.

Oceanview Penthouse / Private Rooftop • Near Ferry
Wake up to ocean views and unwind on your private rooftop in Puerto Rico’s beautiful east side — just 8 minutes from the Ceiba ferry to Vieques & Culebra. This spacious 3-bedroom, 2-bath penthouse is located in a gated community with on-site security, 2 free parking spaces, and a private rooftop perfect for sunrise coffee, stargazing, and relaxing after a beach day. Minutes from beaches, Luquillo kiosks, El Yunque, Las Croabas, and some of the best experiences on Puerto Rico’s east coast.

Private Rooftop|Ferry&Marina|Airport| Power Backup
This amazing 2-story Penthouse offers breathtaking views of Culebra and Vieques Islands. With 3 bedrooms, 2 bathrooms, a rooftop terrace, and the exclusive distinction of being the only property in the community with a reliable power backup system, it provides all the comforts and conveniences you need. Located near Marina Puerto del Rey, Ceiba Airport, and the Ceiba Ferry Terminal; it definitely offers easy access to a variety of exciting activities. Create unforgettable family memories!

Oceanview Bay View Penthouse Beach/Marina/Ferry
Enjoy your island escape at Vista Bahía Penthouse in Costa Esmeralda, Ceiba. Relax away from the hustle while staying just 3–5 minutes from the marina, beaches, restaurants, and shopping. The condo features 3 air-conditioned bedrooms and a fully equipped kitchen. Wake up to beautiful sunrises and unwind on the private rooftop with panoramic ocean views. At night, guests love watching the incredible star-filled sky. Perfect for relaxing, stargazing, and enjoying the peaceful island breeze.

Beachfront Luxury Apartment w/ Amazing Views
Welcome to Ocean Pearl at Dos Marinas I. Unwind at this luxury oceanfront apartment. A breathtaking view to Icacos, Palomino, Culebra and Vieques. Ocean Pearl is a place for you to retreat, relax, reset and revive yourself. Located close to four marinas,shops and restaurants. Enjoy an Olympic pool, kids’ pool, beach access, Tennis, Pickleball and Basketball courts. The building has a full generator and cistern. Two Fully Equipped bedrooms with AC. Wake up to the Ocean breeze and sound.

Luxury Beach Front Condo Balcony Pool and Jacuzzi
Spacious condo with a king bed and two queen beds! Everything you could want in an apartment with views of the pool including the beach, golf courses, and the forest. The amenities speak for themselves in a peaceful and well-maintained location at Palmas Del Mar. Perfect location to enjoy Tennis, beautiful beaches, local restaurants. Includes a fully stocked kitchen to cook and 24-hour check-in. Monopoly, Jenga, Netflix, Beach Cooler, Beach Board Please check out my reviews on Airbnb!

Fajardo PR Modern Oceanfront Condo Million $ Views
Case del Encanto is a beautiful oceanfront condo that offers quiet comfort, modern amenities, and unrivaled panoramic views of the Atlantic Ocean, El Yunque, and the islands of Icacos, Palominos, Culebra & Vieques. Make this oasis your destination for rainbows, manatees and turtles, soothing tropical breezes, and glorious sunrises/sunsets. Our goal is to create a tropical getaway for sophisticated adults living their best lives enjoying the beauty, nature, and culture of Puerto Rico.

Beachfront Apt. Ocean-Facing Bed & City Views+Pool
Water utility available ✅ 12th floor corner space with Exclusive Bedroom 🛌 facing the ocean and private balcony. Enjoy the best sunrises and sunsets from our location. Direct beach access 🏝️and pool 🏊♂️ Breathtaking ocean and city view’s from all areas of the apartment. Fully equipped apartment & scenic walkable destination with restaurants, bar’s, live music & coffee shops. 30 minutes from SJ and centric from Culebra & Vieques port 🛥️ Bio Bay and El Yunque. Laundry on site.

New luxury Apartment with Ocean view
This unique apartment has a style all its own. Cozy and romantic environment for a couples retreat, family suitable , infants welcomed. Spectacular Ocean and Golf course view and access. Caribbean weather all year around. A 15 minute drive to EL YUNQUE rainforest. Main supermarkets, outlet malls, and great restaurants minutes away. Tourists getaways, like horseback riding, four tracks, bioluminescent kayaking, catamaran rides and small islands tours, all near for booking.

Ocean View Luxury Condo
My wife and I took great time to remodel our apt considering that we were sold on the High floor ocean view, the moonlight view at night, overlooking the marina, and beautiful mountains overlapping the ocean.Our balcony, off course, is our favorite location, where we hear the sound of the waves, the boats in and out of the marina,the manaties on the water, and the breathtaking winds on both sides of your apt.The apt is very romantic and family oriented at the same time.
Popular amenities for Roosevelt Roads apartment rentals
Weekly apartment rentals

Ocean View/Mountain Setting 3 - Owners Suite

Beachfront 2BR/1BA Ocean View Playa Azul Luquillo

Beachfront Top Floor Condo next to Wyndham Hotel

Aqua Blue- Breathtaking Oceanview at Las Croabas

ISLETA MARINA PRIVATE ISLAND, FAJARDO P.R.

Beach View Air BBQ Free Coffee 2 Lanais King Bed

Oceanfront Oasis: Panoramic Views & Marina Access

Your Haven at the Beach
Pet-friendly apartment rentals

Oceanfront Luxury @ Wyndham Rio Mar Resort

Río Grande Condo with Pool Near El Yunque & the Beach

Ocean Villas 8385

Cozy 2BR just steps to beach

Villa @ Marina; Near Beach/Easy Access to Islands

Hidden Treasure Beach Get Away

Modern Beachfront Apartment in Luquillo

East side Puerto Rico condo, near Westin Rio Mar
Apartment rentals with a pool

Apartment with Ocean View near Ceiba FerryTerminal

Pool with a unique view of the ocean and the Marina / Wifi

Exclusive Island | Ocean Views | Private Marina

Modern 3/2 Apt near Marina Puerto Del Rey & Ferry

*Azul Marino* Golf & Ocean View Luxury Condo

Marina’s ll ocean view apartment

Ocean Panoramic Views | Walk to Marina & Tours

Ceiba Retreat #2 Just minutes from the ferry
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £90 | £100 | £90 | £100 | £99 | £94 | £99 | £96 | £92 | £88 | £91 | £100 |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°C |
Destinations to explore
- San Juan Holiday rentals
- Higüey Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Holiday rentals
- Fajardo Holiday rentals
- La Romana Holiday rentals
- Ponce Holiday rentals
- Luquillo Holiday rentals
- Aguadilla Holiday rentals
- Dominicus Holiday rentals
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Magens Bay Beach
- Rio Mar Village
- José Miguel Agrelot Coliseum
- Honeymoon Beach
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Limetree Beach
- San Patricio Plaza
- Isla Verde Beach West
- Mosquito Bay Beach
- Isla Palomino
- Museo de Arte de Puerto Rico
- Balneario de Luquillo





