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Vacation rentals in Roosevelt Roads

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Top-rated vacation rentals in Roosevelt Roads

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Fajardo

5 out of 5 average rating, 10 reviews

“Casa Vista” Breathtaking views!

This beautiful full bath studio featuring a fully equipped kitchen and stunning views will offer amenities like a tennis court, basketball court, and Olympic-size pool. Perfect for a romantic getaway or a family VA-K with up to two children. Casa Vista, located in a serene beach-side neighborhood within walking distance of cafes, bars, and restaurants. It’s a favorite with its elegant design and proximity to popular PR destinations like El Yunque rainforest, seven seas Beach and Luquillo kiosks

Superhost

Apartment in Loiza

4.84 out of 5 average rating, 63 reviews

Beach Resort Living in Paradise

3BR/2B garden apartment, not a single stair step to get home! in beautiful Aquatika beach resort. This is a beautifully maintained Beach Resort style with pools throughout the entire complex. Beachfront gated community. It features 5 pools,water park that runs on weekends,hot tubs,lazy river,basketball courts, mini golf, tennis & beach volleyball courts. The complex has direct access to a semi private secluded beach! It is perfect for families or couples. Our vacation oasis is waiting for you."

Superhost

Home in Yabucoa

4.78 out of 5 average rating, 45 reviews

Casa Panorama @ Guayanes Beach

Casa Panorama, our stunning bedroom, 2 bathroom home in the beautiful coastal town of Yabucoa, Puerto Rico. Our home is located at the tip top of the mountain of a coastal community on beautiful Guayanes Beach, it boasts a private pool and a rooftop deck with breathtaking ocean views, it's the perfect destination for groups, or couples looking for a luxurious and relaxing stay in the Caribbean. It's a new listing and our other rental in Puerto Rico has 14 of 14 reviews , all with 5 Star ratings

Guest favorite

Condo in Palmas del Mar Candelero Abajo

4.93 out of 5 average rating, 86 reviews

Beach Village Ocean views KING BEDS by Wyndham

Vacation in the renowned Palmas Del Mar Beach Village resort. This amazing top floor Town home boasts 3 bedrooms and 2 full baths and 3 balconies with amazing ocean views of Los Vieques Island. The resort has Golf for a fee , a free kids park nearby bike rentals, and golf carts rentals as well. You can also ride horses at the equestrian center. Take the tennis lessons that you always wanted. 2 king Beds 2 Double beds. Pools are not included but have daily fees. Not guaranteed! Amazing views!

Guest favorite

Apartment in Palmas del Mar

4.88 out of 5 average rating, 50 reviews

Lake view one bedroom retreat

Casual stylish one bedroom apartment located in the exclusive gated beach-community of Palmas del Mar. Private access to tennis courts, kids playground, 15 minute walk to the beach. Live the Palmas lifestyle with lots of activities for couples or families. Charter a boat to explore some of the nearby islands. Rent a golf cart to explore all this community has to offer. Great restaurants, a gourmet market and more. Golf on two world-class golf courses, or relax under the year-round 80° sun.

Guest favorite

Condo in Rio Grande

4.93 out of 5 average rating, 151 reviews

Gorgeous Beach Front View at Ocean Villas, Rio Mar

Enjoy the beach. You’ll love the unobstructed ocean front views as well as the location on the Wyndham Grand Rio Mar Resort. The unique condo boasts eclectic furnishings and local art. The property has an infinity pool, a lap pool, and hot tub. Our villa is close to El Yunque (15 min.), SJU Airport (25 min.), Luquillo kiosks (10 min.) and Fajardo (20 min.). Come to play, explore, or just relax on the beach- a stone's throw away. The condo is fully equipped and there is NO CLEANING FEE!

Guest favorite

Apartment in Humacao

4.92 out of 5 average rating, 13 reviews

65 Crescent Cove - Renovated

Crescent Cove is a controlled access property located within Palmas Del Mar Resort, a unique beachfront resort. The Villa is on a second level and is steps away from the beach and pool. Sleeps 10 and can accommodate small children. It includes a fully equipped kitchen and laundry. The villa has smart TV's in all 3 bedrooms. It is served by central air conditioning, internet and Wi-Fi . Beautifully furnished with renovated kitchens, bathrooms and floors. Spectacular ocean views.

Superhost

Condo in Río Grande

4.92 out of 5 average rating, 131 reviews

Relax and nice beach front apartment

You are going to love my place, it is in the condominium with large green areas, security 24/7, beautiful beach, 2 swimming pools, tennis courts, children's area, outdoor exercise machines. First floor apartment with large terrace with furniture and BBQ facing the sea, equipped kitchen, rooms with air conditioning, washer/dryer, modern living with tv, sound system, DVD and excellent WIFI service, beach towels and chairs...everything you need for a great vacation or remote work

Guest favorite

Condo in Fajardo

4.89 out of 5 average rating, 198 reviews

Stylish Oceanfront Apartment!+Pool +AC 28th floor

Unwind at this beautiful Fajardo beachside condo. Wake up to a beautiful view of a Caribbean sunrise & fall sleep with the sounds of waves crashing against the shore. Enjoy Fajardo’s amazing coastline, nearby islands and cays & the rain forest. Shops and amazing sea food are few minutes drive away, but the area is peaceful & secluded. The property offers pool, gated parking, & free Wifi. The apt consists of 1 BD with a queen bed, 1 BA, a sofa bed. and an amazing ocean view.

Guest favorite

Condo in Fajardo

4.98 out of 5 average rating, 216 reviews

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.

Superhost

Condo in Loíza

4.83 out of 5 average rating, 141 reviews

Remodeled H402 Beach Access Ocean View Penthouse

Beautiful modern penthose villa apartment located at beach front Villas del Mar Beach Resort complex, with views to the ocean from almost every angle. Conveniently located just 25 min. from San Juan Int. Airport with two swimming pools, jacuzzi and beach access among other amenities. Our beach is an small beach but enjoyable with private access and usually used only for residents and guest of our complex. A great place to relax and to enjoy your vacation.

Superhost

Apartment in Río Grande

4.96 out of 5 average rating, 23 reviews

Ocean Breeze and Majestic Views at the Wyndham

* New listing year end 2019* Enjoy the breeze and panoramic views of the ocean in the Wyndham Resort, while relaxing in the spacious balcony that fits the entire family and friends. This beautiful property has been recently decorated with beach taste. It accommodates 9 guests comfortably with a private bathroom in each bedroom. The family room has a large sofa to enjoy a movie in the smart TV with amazon fire. The villa is fully equipped.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Roosevelt Roads vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Stay near Roosevelt Roads's top sights

East Island Excursions106 locals recommend
La Cueva del Mar80 locals recommend
Ceiba Ferry Terminal67 locals recommend
Puerto Del Rey Marina52 locals recommend
La finca Naguabo37 locals recommend
Broadway Sport Bar34 locals recommend

Other great vacation rentals in Roosevelt Roads

Superhost

Condo in Mameyes II

4.78 out of 5 average rating, 82 reviews

Relaxing apartment near beaches @ Rio Grande, PR

Guest favorite

Apartment in Río Grande

4.97 out of 5 average rating, 35 reviews

Trinity Beach Apt

Guest favorite

Apartment in Humacao

4.83 out of 5 average rating, 23 reviews

Beach front Villa Olas

Guest favorite

Home in Punta Santiago

4.98 out of 5 average rating, 145 reviews

Lake and Beach Village, Humacao

Guest favorite

Home in Zarzal

5 out of 5 average rating, 18 reviews

Seaview family retreat in Río Grande PR / H pool

Guest favorite

Condo in Humacao

4.98 out of 5 average rating, 49 reviews

Fantastic Ocean View 2 Bedroom 2 Bath Villa

Guest favorite

Home in Vieques

5 out of 5 average rating, 8 reviews

Martineau Beach Haven

Guest favorite

Home in Fajardo

4.87 out of 5 average rating, 104 reviews

Ocean View Sunset

Show all

Quick stats about vacation rentals in Roosevelt Roads

  • Total rentals

    160 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    90 properties have a pool

Frequently Asked Questions

  • Do apartment rentals in Roosevelt Roads have a kitchen?

    Absolutely! We offer over 60 apartment rentals with a kitchen in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • Are there Roosevelt Roads apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 apartment rentals with pools in Roosevelt Roads, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Roosevelt Roads have wifi?

    Absolutely! We offer over 60 apartment rentals with wifi in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Roosevelt Roads?

    Yes! Work meets play with ease at over 70 vacation rentals in Roosevelt Roads featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Roosevelt Roads have air conditioning?

    Absolutely! We offer over 30 condo rentals with air conditioning in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Roosevelt Roads?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 60 homes with a kitchen, over 60 homes with wifi, over 60 homes with free parking, over 60 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Roosevelt Roads?

    Four-legged friends are welcome in Roosevelt Roads. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Roosevelt Roads?

    Roosevelt Roads has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Roosevelt Roads?

    Experience the best of Roosevelt Roads with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Roosevelt Roads have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. Puerto Rico
  3. Ceiba Region
  4. Machos
  5. Roosevelt Roads