Roosevelt Roads Holiday Rentals, Puerto Rico: Private House Rentals

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Go beyond your typical stay in Roosevelt Roads

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Our top choices for Roosevelt Roads hotels

A beach with clear turquoise water, sandy shore, and palm trees.

A gated entrance with palm trees, a dirt path, and a view of the sea at sunset.

A balcony with two chairs and a table, overlooking a coastal view with buildings and a clear sky.

A bedroom with a bed, two bedside lamps, a ceiling fan, a television mounted on the wall, and a window with blinds.

1. Sea Gate Hotel

Isabel II

Jose

Rp1.772.397

Rp2.048.998 total

includes taxes & fees

30 Sept - 1 Oct

A beach with clear turquoise waters, waves crashing onto the shore, and a rocky cliff with vegetation in the background.

A bedroom with a bed, nightstands, a window with curtains, a painting on the wall, and a patterned rug.

A living room with a sofa and armchair, an archway leading to a kitchen, and a television on a wooden stand.

A balcony with a blue wall, a wooden bench, a cushioned seating area with pillows, and a view of greenery and mountains.

2. The Vieques Guesthouse

Esperanza

Diana

Rp2.392.736

Rp2.738.486 total

includes taxes & fees

15 Oct - 16 Oct

A modern bedroom with a large bed, a TV mounted on the wall, and a view of greenery outside.

A modern two-story house with a swimming pool, outdoor furniture, and a wooden fence.

A spacious hallway with a wooden bench, a ceiling fan, and a view to an outdoor patio area.

An outdoor patio with multiple tables and chairs, large umbrellas, and a well-maintained lawn.

3. Anchors Hotel

Fajardo

Sandra

Rp2.096.274

Rp3.166.759 total

includes taxes & fees

1 Oct - 2 Oct

A balcony with a view of the ocean and palm trees.

A reception area with a counter, chairs, a wall mural, and a small table with a lamp.

A courtyard with a grassy area, potted plants, and a staircase leading to an upper level.

A beach with waves, a sign on a tree, and a clear sky.

4. Luquillo Sunrise beach Inn

Barrio Pueblo

Ricky

Rp2.345.293

Rp2.706.397 total

includes taxes & fees

5 Oct - 6 Oct

A patio area with a table and chairs, surrounded by greenery.

A two-story house with a red-tiled roof, a covered porch, and yellow flowering plants in the foreground.

A compact living space with a grey sofa, a small coffee table, and a kitchen area with a fridge, microwave, and bar stools.

A hotel room with a bed featuring a sea-themed bedspread, a wooden door, a nightstand with a lamp, and a framed artwork on the wall.

5. Villa Coral

Esperanza

Natalie

Rp1.890.557

Rp2.060.635 total

includes taxes & fees

30 Sept - 1 Oct

A bedroom with a bed, two armchairs, a bedside table, a decorative wall piece, and a small potted plant.

A living room with two dark wooden chairs, a small table, a potted plant, and a decorative lighthouse.

A sign with palm trees and a beach scene, indicating a 'Playa Colorá' location.

Two wooden chairs with cushions, a window with multiple panes, and a wall with a 'Welcome' sign and a 'Playa Colorá' sign.

6. Playa Colorá

Cabezas

carlos

Rp1.691.833

Rp2.289.167 total

includes taxes & fees

30 Sept - 1 Oct

A waterfront property with a dock, a boat, and a building with a balcony.

A waterfront restaurant with outdoor seating, a dock, and a boat.

A bedroom with a bed, a ceiling fan, a nightstand, and a bathroom visible through an open door.

A bar area with a bartender, a computer monitor, and various bar tools.

7. Mamacita's Guest House

Culebra Pueblo

Jeff

Rp2.255.778

Rp2.727.343 total

includes taxes & fees

30 Sept - 1 Oct

A covered outdoor dining area with wooden tables and chairs, overlooking a marina with sailboats.

A coastal landscape with clear turquoise waters, a sandy beach, and a hill with a building.

A two-story building with a sign reading "El Navegante" and a staircase leading to the upper floor.

A bedroom with a bed, a nightstand, a lamp, a window with a view of the sea, and a door leading to an outdoor balcony.

8. El Navegante de Culebra

Culebra Pueblo

Angel Enel

Rp2.742.203

Rp3.560.728 total

includes taxes & fees

30 Sept - 1 Oct

A deck with lounge chairs and colorful umbrellas overlooking a scenic view.

A clear pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a balcony.

A modern bathroom with a large mirror, dark wooden cabinets, a sink, and a towel rack.

A modern bedroom with a large bed, a ceiling fan, a painting on the wall, and a view through the glass door.

9. Old Crow Hotel and Suites

Vieques

Alexis

Rp1.772.397

Rp2.028.589 total

includes taxes & fees

30 Sept - 1 Oct

A bedroom with a canopy bed, a small table with chairs, and a ceiling fan.

A kitchen area with a refrigerator, a bar counter, and a seating area with two stools.

A kitchen with a sink, a coffee maker, and a large plant.

A room with a glass-top table, a white sofa with green and pink cushions, a framed picture on the wall, and a lattice door.

10. Casa de Tortuga

Esperanza

Keli

Rp1.790.121

Rp1.951.248 total

includes taxes & fees

30 Sept - 1 Oct

A beach scene with a palm tree, clear blue water, and a distant island.

A neatly arranged bedroom with a bed, bedside lamps, a wall-mounted air conditioner, and a mirror.

A red building with a white door and a small window.

A paved pathway with a white railing, leading to a scenic view of the sea and mountains.

11. Waterside Inn

Esperanza

J. Hunter

Rp1.649.224

Rp1.797.640 total

includes taxes & fees

30 Sept - 1 Oct

A bar area with a view of the sea, bar stools, and a wooden ceiling.

A building with a blue door labeled "Gift Shop" and a sign indicating "Open Gift Shop."

A paved walkway with a decorative message, palm trees, and a beach in the background.

12. Trade Winds Restaurant & Guesthouse

Esperanza

Alex

Rp1.328.575

Rp1.448.147 total

includes taxes & fees

1 Oct - 2 Oct

A modern living room with two wicker chairs, a dark coffee table, and a potted plant.

A living room with a dark wicker sofa, a small side table, a potted plant, and framed artwork on the wall.

A room with a white wall, a window with blinds, a door, and a seating area with chairs and a table.

A bedroom with a bed, a TV mounted on the wall, and two small tables with decorative items.

13. Playa icacos

Cabezas

Gladys

Rp1.611.270

Rp2.298.745 total

includes taxes & fees

30 Sept - 1 Oct

A room with a sofa, two chairs, a coffee table, and a large abstract painting on the wall.

A hotel room with two beds, a green geometric wall design, a ceiling light, and a TV on the right.

A white multi-story building with multiple windows and air conditioning units, surrounded by lush greenery and a palm tree.

A spacious dining area with wooden tables and chairs, a ceiling fan, and a painting of a beach scene on the wall.

14. Vieques Tropical Guest House

Isabel II

Leticia

Rp1.337.354

Rp1.905.291 total

includes taxes & fees

1 Oct - 2 Oct

A balcony with wicker chairs and a table, overlooking a parking area and a marina with boats.

A living room with a sofa, a dining table with chairs, a TV, and a fan.

A living room with a red sofa, a ceiling fan, a kitchen with a refrigerator, and a blue wall.

A corridor with a tiled floor, a potted plant, and a door with the number 3.

15. Sueños del Mar Vacation Rentals

Cabezas

ruth

Rp2.884.173

Rp3.086.065 total

includes taxes & fees

30 Sept - 1 Oct

A tree trunk with a lizard on it, surrounded by water and palm trees.

A person relaxing on a log by the water with palm trees and a clear sky in the background.

A bedroom with a bed, a bedside table with a plant, a wall-mounted air conditioner, and a macrame wall hanging.

A person at a wooden table with a view of a beach and palm trees.

16. Casa Coral - Hostel

Barrio Pueblo

Lauren

Rp1.734.801

Rp1.890.915 total

includes taxes & fees

30 Sept - 1 Oct

A modern two-story building with a flat roof, multiple balconies, and a surrounding landscape with palm trees and rocks.

A two-story building with a balcony, surrounded by greenery and parked vehicles.

A two-story hotel with a swimming pool, lounge chairs, and umbrellas.

A room with a grey upholstered chair, a wooden table with an open book and glasses, and a window with a view of greenery.

17. Club Vieques - Adults Only Resort - LGBT Friendly

Vieques

Juan

Rp2.944.796

Rp3.338.221 total

includes taxes & fees

11 Oct - 12 Oct

A resort pool area with a view of the ocean, palm trees, and lounge chairs.

A spacious lobby with a view of the ocean, featuring comfortable seating and a ceiling with a unique light design.

A beach with a palm tree and ocean waves.

A well-maintained garden with palm trees, a pathway, and a view of the ocean.

18. Blue Horizon Boutique Resort - Adults Only

Esperanza

Mayra

Rp2.110.258

Rp2.415.165 total

includes taxes & fees

1 Oct - 2 Oct

A modern living room with a fireplace, comfortable seating, and a kitchen area visible through an open door.

An aerial view of a swimming pool with a unique wavy design, surrounded by lounge chairs and small palm trees.

A modern living room with a sofa, a dining table with chairs, and a kitchen area with a refrigerator and a potted plant.

A modern living room with a flat-screen TV, a fireplace, and a large window with a landscape view.

19. Fairfield by Marriott Luquillo Beach

Mata de Plátano

Gabriel

Rp3.180.468

Rp4.067.409 total

includes taxes & fees

4 Oct - 5 Oct

A spacious living area with a large sectional sofa, a round coffee table, and a dining table with chairs. Large windows provide a view of the outdoor patio area.

A dining area with a long table set for multiple guests, wicker chairs, and a bar in the background.

A spacious lobby with a modern design, featuring a large sofa, white armchairs, a patterned rug, and tall columns with woven textures.

A swimming pool area with palm trees and lounge chairs.

20. Wyndham Palmas Beach and Golf Boutique Resort

Humacao

Ani

Rp4.117.690

Rp5.475.632 total

includes taxes & fees

3 Oct - 4 Oct

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Stay near popular Roosevelt Roads attractions

Playa Blanca

6.6/10 (4 reviews)

Why not spend a lazy afternoon at Playa Blanca during your trip to Guayacán?

See properties

Learn more about Roosevelt Roads

Check out the local area in Roosevelt Roads—home to attractions like Ceiba Ferry Terminal and Playa Blanca.

See all hotels in Roosevelt Roads

An aerial view of a tropical island with clear turquoise waters and a sandy beach.

Top Roosevelt Roads Hotel Reviews

Hyatt Regency Grand Reserve Puerto Rico

10/10 Excellent

"Clean restaurants were wonderful, pools were kept nice. Property was well kept."

Luquillo Sunrise beach Inn

10/10 Excellent

"Absolutely will stay here again! Very nice staff. Simple, clean beachfront hotel! Love Playa Costa Azul beach area. Love the Luquillo beach town atmosphere."

Villa Mango

10/10 Excellent

"Me encanta"

Las Casitas Village at El Conquistador

10/10 Excellent

"Excelente hotel, trato y personal muy atento en servicio al cliente."

Park Royal Club Cala managed by Accor

10/10 Excellent

"EXCELENTE SERVICIO DESDE QUE LLEGAMOS !!"

Mamacita's Guest House

10/10 Excellent

"Super place to stay for a few days are a week"

Four Seasons Resort and Residences Puerto Rico

10/10 Excellent

"The staff was extremely warm, super welcoming, and went above and beyond to meet all my needs."

Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

10/10 Excellent

"My stay at Selva was absolutely beautiful. From the moment I arrived, the place felt like home. The breathtaking ocean views from my room were amazing and made the experience even more special. The owner was incredibly down-to-earth, welcoming, and genuinely cool. There’s also a bar on the property with beautiful ocean views, which was the perfect spot to relax, take in the ocean vibes, and enjoy their signature sangria—it was delicious! I also loved how pet-friendly the property is. The cat and dog were such a sweet addition and made the place feel even more welcoming. Overall, my experience was exactly what I had hoped for and more. I’m so grateful I gave this place a chance. I truly enjoyed my stay and would definitely reserve here again. Highly recommended!"

Mata e' Platano Guesthouse

10/10 Excellent

"Without a doubt, our stay at Mata ‘e Platano was amazing! The photos don’t do this property justice—it is even more breathtaking in person. The landscaping and outdoor spaces are beautiful, tranquil, and exceptionally well maintained. The lo-fi music playing throughout the property created the perfect zen atmosphere. The location was ideal: close to El Yunque, beaches, restaurants, and everything we wanted to explore, yet secluded enough to feel peaceful and private. We loved spending our time by the pool, reading, and simply enjoying the serenity. It’s truly perfect for adults looking to relax and disconnect. The kitchen was fully equipped with everything we needed, and the recommendations provided by the property were a wonderful touch. We followed their beach recommendation and visited San Miguel Beach, a remote and absolutely fantastic beach that became one of the highlights of our trip. We were lucky enough to have the entire property to ourselves. Check-in was easy with the access code, and having the gate key made coming and going convenient. And the sweetest surprise? Meeting the neighbors’ two adorable Schnauzers! 🐶 They definitely made our stay even more memorable. Mata ‘e Platano truly feels like a little piece of heaven. If you’re visiting Fajardo and want a beautiful, serene escape close to everything but away from the crowds, don’t miss this place! We absolutely loved our stay and will definitely be back!"

More cheap stays in Roosevelt Roads

Casa de Tortuga

6 Calle Hucar Vieques Vieques

Rp1.790.121

Rp1.951.248 total

30 Sept - 1 Oct

includes taxes & fees

8.4/10 Very good! (486 reviews)

Old Crow Hotel and Suites

Barrio Florida, Carr.201 km 1.3 Vieques Puerto Rico

Rp1.772.397

Rp2.028.589 total

30 Sept - 1 Oct

includes taxes & fees

Sea Gate Hotel

Route 989 Km .04 Vieques

Rp1.772.397

Rp2.048.998 total

30 Sept - 1 Oct

includes taxes & fees

Mamacita's Guest House

Calle Castelar #64 Culebra

Rp2.255.778

Rp2.727.343 total

30 Sept - 1 Oct

includes taxes & fees

8.2/10 Very good! (645 reviews)

The Surfing Turtle

69 Cll Fernández Garcia Luquillo Luquillo

Rp2.193.341

Rp3.017.347 total

30 Sept - 1 Oct

includes taxes & fees

9/10 Wonderful! (198 reviews)

Anchors Hotel

PR 987 BO Fajardo Fajardo

Rp2.096.274

Rp3.166.759 total

1 Oct - 2 Oct

includes taxes & fees

Find hotels in Roosevelt Roads from Rp1.448.147

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Roosevelt Roads

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Roosevelt Roads hotels

1. Sea Gate Hotel

2. The Vieques Guesthouse

3. Anchors Hotel

4. Luquillo Sunrise beach Inn

5. Villa Coral

6. Playa Colorá

7. Mamacita's Guest House

8. El Navegante de Culebra

9. Old Crow Hotel and Suites

10. Casa de Tortuga

11. Waterside Inn

12. Trade Winds Restaurant & Guesthouse

13. Playa icacos

14. Vieques Tropical Guest House

15. Sueños del Mar Vacation Rentals

16. Casa Coral - Hostel

17. Club Vieques - Adults Only Resort - LGBT Friendly

18. Blue Horizon Boutique Resort - Adults Only

19. Fairfield by Marriott Luquillo Beach

20. Wyndham Palmas Beach and Golf Boutique Resort

Stay near popular Roosevelt Roads attractions

Playa Blanca

Learn more about Roosevelt Roads

Top Roosevelt Roads Hotel Reviews

Hyatt Regency Grand Reserve Puerto Rico

Luquillo Sunrise beach Inn

Villa Mango

Las Casitas Village at El Conquistador

Park Royal Club Cala managed by Accor

Mamacita's Guest House

Four Seasons Resort and Residences Puerto Rico

Selva Boutique Hotel - Luquillo Oceanfront Retreat - Adults only

Mata e' Platano Guesthouse

More cheap stays in Roosevelt Roads

Casa de Tortuga

Old Crow Hotel and Suites

Sea Gate Hotel

Mamacita's Guest House

The Surfing Turtle

Anchors Hotel

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