
Condo vacation rentals in Roosevelt Roads
Find and book unique condos on Airbnb
Quick stats about condo rentals in Roosevelt Roads

Total vacation rentals
Explore 20 vacation rentals in Roosevelt Roads

Nightly prices starting at
Roosevelt Roads vacation rentals start at G$14,643 GYD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Roosevelt Roads vacation rentals include wi-fi 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 condo rentals in Roosevelt Roads
Guests agree: these condos 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.

Beach View Air BBQ Free Coffee 2 Lanais King Bed
Wake up to ocean views just steps from some of Puerto Rico's most beautiful & relaxing beaches. This fully equipped modern residence features air conditioning in every room, comfortable beds, free Puerto Rican coffee, fast mesh Wi-Fi, three Smart TVs, full kitchen, filtered water, washer/dryer, free parking and two ocean-view balconies. Walk to local restaurants and the famous Luquillo Kiosks. Minutes from El Yunque Rainforest, island ferries, snorkeling, kayaking, horseback riding and a casino.

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.

Beachfront Apt. Ocean-Facing Bed & City Views+Pool
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. Easy to get around 🚶♂️🚕

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 VistaBahía 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.

Oceanfront Relaxation | High-Floor w/ Views & Pool
Wake up to stunning Caribbean sunrises and fall asleep to the gentle sound of ocean waves at this oceanfront escape in Fajardo. Located in a quiet, gated community with a pool and free Wi-Fi, this 1-bedroom condo features a queen bed, sofa bed, full bathroom, and panoramic ocean views. You're just minutes from El Yunque, island ferries, fresh seafood, and local shops. Whether you’re seeking adventure or pure relaxation, your perfect getaway starts here—book now and experience paradise!

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!

Villa @ Marina; Near Beach/Easy Access to Islands
You'll love our Villa in Fajardo, Puerto Rico. Minutes away from El Yunque Rain Forest, Fajardo and Luquillo Beaches, top restaurants and most importantly, with easy access to Palomino Island, Icacos Island and the world-famous Flamenco Beach located in Culebra Island. The Villa is located in a gated, clean, safe and quiet community, great for couples and families. Villa Marina has great amenities as well! ***Solar panels, Tesla Powerwall Battery, and Water Tank installed***

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.
Popular amenities for Roosevelt Roads condo rentals
Weekly condo rentals

The Rising Sun - Private Island Getaway

Blue Pearl-2 Beachfront Retreat @Playa Azul

Fajardo PR Modern Oceanfront Condo Million $ Views

Beach Front Villa Inside Wyndham Rio Mar Resort

Cozy BEACH FRONT 1BR w/Pool & PK @Luquillo Beach

Your Haven at the Beach

ISLETA MARINA PRIVATE ISLAND, FAJARDO P.R.

Marina and ocean view with balcony/wifi/pkg/pool
Pet-friendly condo rentals

Aqua Blue- Breathtaking Oceanview at Las Croabas

Modern Beachfront Apartment in Luquillo

Oceanfront Luxury @ Wyndham Rio Mar Resort

Two Marinas II, Fajardo

Aquatika Beach & Waterpark: Garden Condo Loiza, PR

Hidden Treasure Beach Get Away

Río Grande Condo w/ Pool Near El Yunque & Beach”

Beachfront Luxury Paradise
Condo rentals with a pool

Ocean Front Lovely 1-bedroom condo with pool

Marina’s ll ocean view apartment

*Azul Marino* Golf & Ocean View Luxury Condo

Beachfront 2BR/1BA Ocean View Playa Azul Luquillo

Beachfront Top Floor Condo next to Wyndham Hotel

Beach Front near Luquillo (Water tank)

Charming Rainforest Retreat with Ocean View.

Apartment with Ocean View near Ceiba FerryTerminal
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,521 GYD | G$28,241 GYD | G$25,521 GYD | G$29,287 GYD | G$29,078 GYD | G$26,149 GYD | G$28,032 GYD | G$27,195 GYD | G$25,940 GYD | G$24,894 GYD | G$25,731 GYD | G$28,241 GYD |
| 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 Vacation rentals
- Higüey Vacation rentals
- Punta Cana Vacation rentals
- Santo Domingo Este Vacation rentals
- Las Terrenas Vacation rentals
- Santo Domingo Vacation rentals
- Fajardo Vacation rentals
- La Romana Vacation rentals
- Ponce Vacation rentals
- Luquillo Vacation rentals
- Aguadilla Vacation rentals
- Dominicus Vacation rentals
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Magens Bay Beach
- Rio Mar Village
- Honeymoon Beach
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Limetree Beach
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Museo de Arte de Puerto Rico
- Isla Palomino
- Balneario de Luquillo
- Hacienda Campo Rico





