
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 $70 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.

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.

Oceanview Escape
3 bedroom 2.5 bathroom spacious condo. Master suite has private bathroom, 55 inch TV and direct access to balcony. Kitchen is fully equipped. Bright and airy space. 2 car indoor garage. 30 to 35 minutes from the airport. El Yunque rainforest is 15 minutes away. Near Fajardo and Rio Grande. Close to Ceiba for ferry to Culebra and Vieques islands. The Kiosks, beaches, Walmart and supermarket all within 10 minutes of condo by car. Beach chairs, beach towels, umbrella and cooler in the garage.

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.

Oceanfront Luxury @ Wyndham Rio Mar Resort
Have you ever wanted to own a beach? Escape to the Caribbean by renting this newly renovated, 3 bedroom/3 full bathroom tropical beachfront villa with a fully equipped kitchen, at Wyndham Grand Rio Mar Beach Resort & Spa. This lush, 500 acre paradise, has numerous on site amenities including: several pools*, a mile long secluded beach, 10 restaurants/ lounges, two 18-hole golf courses**, 13 tennis courts, fitness center, spa, salon, casino & water sport rentals. 35 minutes from San Juan!

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.

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.

Ocean Plaza Haven | 3BR Stay w/ Views in Luquillo
Welcome to our Ocean Haven nestled amidst the lush greenery of the El Yunque Rainforest, where the natural beauty of the island converges with the serenity of the pristine shores of Luquillo Beach. Our property offers a fusion of nature, culture, and adventure. With 3 bedrooms and 2 1/2 bath, ensuring the utmost comfort for families, friends, and couples. The interiors are thoughtfully designed, offering modern amenities while seamlessly blending with the natural surroundings.

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.

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 condo rentals
Weekly condo rentals

Blue Pearl-1 Beachfront Retreat@Playa La Pared

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

Our slice of paradise

Marina and ocean view with balcony/wifi/pkg/pool

The Felix:Family friendly-pool-3minWalk2Beach-8ppl

Stunning Beachfront Villa in 7 Seas Beach, Fajardo

Ocean view Retreat with water Cistern

Panoramic SEA & Mountain v. Penthouse w. Rooftop
Pet-friendly condo rentals

Ocean View-2Level Penthouse w Balcony • Luquillo

Lux BEACH FRONT 19th Floor 1BR w/Pool & PK

Luxury Beach Front Condo Balcony Pool and Jacuzzi

Hidden Treasure Beach Get Away

Beachside Apt.2 Luquillo, PR -Steps from the sand!

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

Aqua Blue- Breathtaking Oceanview at Las Croabas

The Rising Sun - Private Island Getaway
Condo rentals with a pool

Lovely 2-2 Condo with the best view of Puerto Rico

Beachfront Bliss, Luquillo

Beachfront Boutique Feel @ Wyndham Rio Mar Resort

Ocean View Penthouse with pool, beachfront complex

Spectacular Beach Retreat @ Seven Seas BeachP.R.

Ocean Front Lovely 1-bedroom condo with pool

Apartment with Ocean View near Ceiba FerryTerminal

Pent House | Ocean Views | Ferry Vieques-Culebra
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $122 | $135 | $122 | $135 | $134 | $127 | $134 | $130 | $124 | $119 | $123 | $135 |
| Avg. temp | 78°F | 78°F | 79°F | 80°F | 82°F | 83°F | 83°F | 83°F | 83°F | 83°F | 81°F | 79°F |
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
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Magens Bay Beach
- José Miguel Agrelot Coliseum
- La Pared Beach
- Cond Marbella del Caribe Este
- Playa de Luquillo
- Honeymoon Beach
- Plaza Las Americas
- Punta Bandera Luquillo PR
- San Patricio Plaza
- Limetree Beach
- Isla Verde Beach West
- Isla Palomino
- Museo de Arte de Puerto Rico
- Hacienda Campo Rico
- Balneario de Luquillo
- Cond Ashford Imperial
- Cond Marina Lanais
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





