
House holiday rentals in Roosevelt Roads
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Top-rated house rentals in Roosevelt Roads
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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

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.

Casa Tesoro-pool home. Walk to beaches/restaurants
Newly renovated home with constant ocean breezes and breathtaking views of the Caribbean Sea and Esperanza Keys. This home offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. We are located in the heart of Esperanza, no car is needed as we are less than a 5 minute walk to the Malecon, Restaurants and 2 minutes to the neighborhood Grocery store. Coco, Esperanza and Sun Bay beaches are a short walk away or enjoy your private pool, one of a few in Esperanza.

Casa Margot #2
Rest in a place with a spectacular ocean view . Close to the best places in Fajardo, a few minutes from Marinas, Bakery, Laundry, Restaurants. A few minutes by car from Seven Seas Beach, Bioluminescent Lagoon, Restaurants. The accommodation is located on the second level of the property. Access is from the left side of the property and you will find a small staircase at the back. ➡️ It is preferable to move by car. ➡️ Or you can call an Uber or Taxi also arrive at the Accommodation.

Beautiful Getaway Home | Private Pool | 4BD
We invite you to stay at our home with a private pool in Hacienda Margarita, ideal for families & groups! - 4 bedroom house with ACs, 2.5 bathrooms, BBQ, 2 SmartTVs, Wi-Fi, etc.! - 24/7 neighborhood security & 5 minutes from Luquillo Beach - Generator & Water tank available - Private pool, yard for soccer & volleyball! - Close to Rainforest, Catamarans, Kayaking, Snorkeling tours & more! - Private Chef and Boat tours available - No loud music, parties, or events - We are Airbnb Superhost!

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.

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.

Skirt of EL Yunque (45 mins from Airport)
This Gem provides enchanting blends of breathtaking views and a serene atmosphere. Buckle up, adventurers, because the drive to this property is anything but ordinary! Brace yourselves for a thrilling and pulse-pounding journey that will push your limits. Steep hills that seem to touch the sky, winding roads that twist and turn, along with portions of it so narrow that it feels like navigating through a secret passageway into the Rainforest. NOT HANDICAP ENABLED.

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

Brisas de Ceiba, a Refuge of Love near the Ferry
The ferry is 10-15 minutes away. Also 6 minutes away we have a small airport called (José Aponte) where you are given services to travel by plane to the Virgin Islands including Vieques and Culebra. 7 minutes away you can also visit La Playa Machos and Playa Medio Mundo which are good for hiking. 10 minutes away we have Puerto Rey where they offer excursions to go to Isla Icaco
Popular amenities for house rentals in Roosevelt Roads
House rentals with a pool

A private oasis with local charm.

Amazing Infinity pool @Coqui Tropical House

Home for 9 with Pool and Solar Panels in Vieques!

Saltwater pool+near beaches amazing home

Daddy’s Place Airbnb

Between sea and mountain El Yunque

Fabulous Ocean Views /Private Infinity Pool /4 BR

Casa Tres Luna
Weekly house rentals

Exclusive Villa • Private Lounge & Fire Pit

Lush OceanView Retreat Near Beach & El Yunque

Ocean View Hacienda w/AC Saltwater Infinity Pool

Starfish Ceiba, Entire home with private pool!

The Brisa Haus (near Las Croabas)

Mares Tropical house near el Malecon

Stylish Escape Private Pool near Ferry and Beach

Casa Luz 2BR-1B (Near Ferry & Airport)
Private house rentals

Villa Selva Flor | Rainforest Retreat Near Beaches

Salt Water Pool and Ocean View w/ Generator, Solar

Casa Margot #1

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

El Saco Country House

Friends & Family Getaway Villa- Pickle-ball Court

Casa Larimar with Pool & Solar System near Beach

Villa D’Leon
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $152 SGD | $166 SGD | $169 SGD | $170 SGD | $169 SGD | $166 SGD | $166 SGD | $174 SGD | $162 SGD | $146 SGD | $158 SGD | $153 SGD |
| 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 $77 SGD 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!
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