
House holiday rentals in Roosevelt Roads
Find and book unique houses on Airbnb
Top-rated house rentals in Roosevelt Roads
Guests agree: these houses are highly rated for location, cleanliness and more.

Casa Escape Close to the ferry (Vieques and Culebra)
At CASA ESCAPE you'll be close to everything. You will find several businesses in the center of town, including restaurants, bakeries, pharmacies, a bank and others. You will be 8 minutes from the Vieques and Culebra Ferry Terminal, 3 minutes from Playa Medio Mundo, 3 minutes from Marina Puerto del Rey, 15 minutes from Villa Marina Villa, 20 minutes from Las Croabas and Seven Sea Beach, where you will find a variety of restaurants and recreational activities, 15 minutes from the kiosks and Luquillo Beach and 25 minutes from the Yunque National Forest.

Beautiful House, 24/7 Security, Gated Community
Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 45 min to the airport, 50 min to Old San Juan. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas You must rent a car

Casa Mery
Outdoor shower, rinsing station, beach towels, 8 beach chairs, 2 coolers, lots of kid and adult beach toys, multiple pairs of swim fins, multiple sets of snorkeling gear, well equipped kitchen, air fryer, blender, iron, Pack-N-Play, & full size washer and dryer Short walk from the turquoise blue ocean and fun restaurants at the Malecon in Esperanza! Fully renovated with high quality materials. Located on a 1/3rd of an acre property providing plenty of room for children to run around and play.

Fabulous Ocean Views /Private Infinity Pool /4 BR
Relax at this spacious home with a private heated infinity pool with swim-up bar! With fabulous ocean and rainforest views from two covered decks, this house is family-friendly in a safe gated community only 5 minutes from Luquillo Beach and 15 minutes from the Rainforest. Other nearby activities include world-class golf, bio-bay kayaking, jet skis, ATV, horseback riding, go-karts, snorkeling, scuba diving, ziplining, great restaurants & a casino. Community pool, basketball & tennis courts too!

Enchanted Pool Beach House
Take it easy at this tropical and peaceful getaway with a private pool where is only for the guest staying at the house. The house is 5 minutes away from many beaches like La Pared Beach, Playa Azul, Costa Azul Beach, Balneario La Monserrate Luquillo and Northeast Ecological Corridor. 10 minutes away from Bioluminescent Bay and Seaven Seas Beach in Fajardo. Also 15 minutes away from El Yunque National Forest in Rio Grande and 5 minutes from Caribbean Cinemas Theater, Shopping mall and Pharmacy.

Private Nature Retreat • Hot Tub • Ocean Views
Private countryside retreat in Humacao with distant ocean views, mountain scenery, and peaceful coquí sounds at night. Relax in the hot tub surrounded by nature while staying close to beaches, hiking, local food spots, and authentic Puerto Rico culture. Quiet and private, away from crowded tourist areas yet centrally located for exploring eastern Puerto Rico — ~45 min to El Yunque, ~25 min to Ceiba Ferry, and 10–45 min to beaches depending on the area. Full A/C, fast WiFi, BBQ & self check-in.

⭐️Lakeside & Beach House A/C, WI-FI, NETFLIX+HBO⭐️
Adventurer, traveling solo, traveling for business, with the family or with a group of friends? We welcome all to our cozy house which is located right next to a charming lake where you can relax and enjoy the beautiful views to El Yunque rainforest and the refreshing breeze from the nearby beach. The house is located close to everything that the lovely community of Punta Santiago can offer, the Humacao Nature Preserve area, many locals restaurants with bars and, fast foods. Come to visit us!

Fajardo Guest House
Beautiful fully furnished private house for 5 people, air conditioning in the 3 bedrooms, closed carport for 2 cars, gas BBQ, outdoor patio, Smart TV, Netflix, Wifi, Refrigerator, Washer, dryer, stove, microwave, kitchen utensils. Chairs, towels and beach cooler, first aid kit, blower. PLEASE NOTE: Handle gently our home this way our home will be always available for your return. Sorry our house is not qualified for wheelchairs, as showed in the pictures there are many areas that have steps.

La Casita: Private Heated Pool W/ Ocean Views
Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Hacienda Azucena, Río Grande, Yunque Rainforest
An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

Entire property in Fajardo 5 minutes from ferry
Your East Tropical Escape in Fajardo, Bella!!, Two story house on a corner, private, nice patio with pool, 5 minutes to Vieques and Culebra's ferry. Close to the Bio Bay in Las Croabas, 3 minutes from grocery stores, pharmacies and restaurants. Gated community with security, common areas with a nice pool, tennis, volley ball and basket ball courts, close to beautiful beaches, kayaking, 20 minutes from the Rain Forest (El Yunque), a must see! 1 minute from Marina Puerto Del Rey.

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport
✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels
Popular amenities for house rentals in Roosevelt Roads
House rentals with a pool

Tropical Villa Private pool Wi-Fi and Netflix

Casa Blanca with pool, tropical garden and rooftop

5 bedroom Exclusive Beach Villa- WOW!

Home for 9 with Pool and Solar Panels in Vieques!

Renald's Place

Private Retreat w/ Pool, Stunning Views & Wildlife

Private Dominican-style beach house Vieques, Culebra

Surf Side, Private Salt Water Pool, Ocean View
Weekly house rentals

Lush OceanView Retreat Near Beach & El Yunque

Vieques ocean view eco villa+pool

Casa Margot #1

Tropical Bliss * 10 min to Ferry~Pool~Beach~BBQ

Mares Tropical house near el Malecon

Sandia Beach House: Pool, Views and Fun

Ocean, mountain Views. 5-10 min to beach 1st fl

Rainforest Retreat | El Yunque Views & Fire Pit
Private house rentals

Rare To Find Warm House

Ocean View Hacienda w/AC Saltwater Infinity Pool

Stylish Escape Private Pool near Ferry and Beach

Malpica House Pool & BBQ

Gaviotas in the Sky

*NEW Infinity House near El Yunque (private pool)

Perfect Island House with Salt Water Pool

Aura Luxury House
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £89 | £97 | £99 | £100 | £99 | £97 | £97 | £102 | £95 | £85 | £93 | £90 |
| 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 |
Quick stats about house rentals in Roosevelt Roads

Total holiday rentals
Explore 50 holiday rentals in Roosevelt Roads

Nightly prices starting at
Roosevelt Roads holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 2,720 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Roosevelt Roads holiday rentals include wifi access

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

4.8 Average rating
Roosevelt Roads stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Santo Domingo Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Este Holiday rentals
- Bayahibe Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Juan Dolio Holiday rentals
- Culebra Holiday rentals
- Little Saint James Holiday rentals
- Saint Thomas Holiday rentals
- Rentals with pools Roosevelt Roads
- Rentals with a washing machine and dryer Roosevelt Roads
- Flat rentals Roosevelt Roads
- Pet-friendly rentals Roosevelt Roads
- Family-friendly rentals Roosevelt Roads
- Rentals with a patio Roosevelt Roads
- Rentals with outdoor seating Roosevelt Roads
- Fitness-friendly rentals Roosevelt Roads
- Apartment rentals Roosevelt Roads
- Rentals with beach access Roosevelt Roads
- House rentals Ceiba
- House rentals Puerto Rico
- Flamenco Beach
- Isla Verde Beach West
- Limetree Beach
- Liquillo Beach
- Puerto Rico Convention Center
- Distrito T-Mobile
- Playa las Picuas, Rio Grande
- Magens Bay Beach
- Honeymoon Beach
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Rio Mar Village
- Playa de Luquillo
- La Pared Beach
- Toro Verde Adventure Park
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Sun Bay Beach
- Museo de Arte de Puerto Rico
- Balneario de Luquillo
- Hacienda Campo Rico





