Vacation rentals with a pool in Roosevelt Roads

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Top-rated rentals with a pool in Roosevelt Roads

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Guest favorite

Apartment in CEIBA

4.89 out of 5 average rating, 132 reviews

Hacienda Torres Paradise of Nature - Villa Limon

2 bedroom, 1 bathroom apartment in the middle of a 40 acre private property with peaceful ambiance. We have very friendly farm dogs that are loose and will interact with guests. Seasonal fruits are available for your delight when available mangoes avocados, breadfruit, guava, coconuts, starfruit. You will be serenated by birds during the day and coquis at night! 5 min access to highway #53. Near beaches, marinas, restaurants, ferry to Culebra and Vieques islands and Roosevelt Roads Airport.

Apr 14 – 21

G$29,468 GYD per night

Guest favorite

Condo in Machos, Puerto Rico

4.91 out of 5 average rating, 127 reviews

OCEAN VIEW-Vista Bahía Penthouse near Marina-Ferry

Enjoy your island escape at "Vista Bahía Penthouse" in Costa Esmeralda. There is something special about Ceiba – sleeping away from the hustle and bustle of everyday life and only minutes away from multiple activities and places you will enjoy. 3 to 5 minutes to marina, beaches, restaurants, shopping, and more. Wake up to sunrises right outside your window. The condo features 3 bedrooms air-conditioned, kitchen with all the convenience. Relax on the private rooftop with ocean panoramic views!

Dec 25 – Jan 1

G$34,328 GYD per night

Guest favorite

Apartment in Fajardo

4.95 out of 5 average rating, 114 reviews

Vistamar- Stunning Caribbean views & private pool!

Open, spacious and breezy with full length balcony overlooking Puerto del Rey marina and the islands. Relax, swim in our private pool and take in the beautiful Caribbean views. Short drive to east coast beaches, El Yunque Rain Forest, discounts on boat trips to Icacos and Culebra. Located in a quiet gated neighborhood, the entire 2nd floor of a private home, with private entrances, and easy parking. Full kitchen, BBQ, and washer/dryer make for a comfortable stay. Longterm rental available.

Aug 7 – 14

G$45,552 GYD per night

Guest favorite

Apartment in Cabezas

4.96 out of 5 average rating, 104 reviews

Luxury Ocean Front Studio

Luxurious beachfront apartment to spend a beautiful day. It is located next to the Hotel El Conquistador with an incredible view. With a view to the sea, you can see Palomino Island, Icaco Cay, Island Culebra and Vieques. This apartment is unique, romantic and elegant to have a good time. It has different attractions nearby such as the Yunque, Seven Seas Beach,Snorkel and beach tours, Ferry to Culebra and Vieques. Different areas for night activities such as the Bio Bay in the Croabas.

Sep 1 – 8

G$30,357 GYD per night

Superhost

Apartment in Ceiba

4.9 out of 5 average rating, 109 reviews

Mountainside Ocean View Pool/Family Fun Ferry

Experience Puerto Rico's rainforest at our mountaintop apartment. Coqui's and owls create a natural background at night. 1 full apartment including garage parking. Full kitchen, full bedroom, living room converts to a queen bed. 18' pool with ocean view 12' gazebo. 3 acres of trails to hike, trampoline, and zip line for children. kayak and beach equipment. transportation to ferry available. Our boat is also available seek a water adventure. very kid friendly - must be ok with dogs.

Aug 15 – 22

G$15,253 GYD per night

Guest favorite

Condo in Ceiba, Fajardo

4.97 out of 5 average rating, 194 reviews

Rooftop Views "Kasa Playera" Ferry|Marina|Airport

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!

Jun 14 – 21

G$46,088 GYD per night

Guest favorite

Guest suite in Luquillo

5.0 out of 5 average rating, 112 reviews

Casa Encanto - Experience El Yunque Rain Forest

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Pailas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup

Feb 9 – 16

G$71,733 GYD per night

Guest favorite

Apartment in Ceiba

4.94 out of 5 average rating, 217 reviews

El Capitan - Heavenly Paradise Apartments

El Capitán is a semi-detached apartment with a separate entrance from the property's main house. Our retro tropical themed apartment is equipped with A/C, WI-FI, access to the pool area, kitchen, and many other wonderful amenities. With a convenient location, El Capitan is just about 18 minutes away by car from the Ceiba Ferry Terminal, which is were you can take ferries to the islands of Culebra and Vieques and about 45 minutes from El Yunque Rainforest. You'll feel right at home.

Jan 9 – 16

G$18,424 GYD per night

Superhost

Home in Ceiba, Puerto Rico

4.91 out of 5 average rating, 101 reviews

Coastal Getaway with Pool, Game Room & Ocean View

This self-sufficient home offers a tranquil residential vibe alongside quick access to most important places in the East Side. We know how important it is to feel comfortable and relaxed when you arrive back from a long day of sightseeing. This idea is what inspired us to provide everyone that stays a place to recharge, relax and enjoy. Our experiences include: personal chef, decorations for any special occasion and picnic dates. Private boat by referral can also be arranged.

Oct 18 – 25

G$65,723 GYD per night

Guest favorite

Condo in Fajardo

4.9 out of 5 average rating, 168 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.

Jan 5 – 12

G$19,499 GYD per night

Guest favorite

Condo in Fajardo

4.95 out of 5 average rating, 280 reviews

Our slice of paradise

Spacious studio apartment, located on the 22nd floor with stunning views of the East Coast Icacos and Palomino Islands. Unit has cooktop, microwave, and full size refrigerator. Kitchen is also equipped with utensils, crockery and cutlery. The complex has a laundry area on ground floor with washer and dryer for a small fee. It also has a swimming pool, tennis court, basket ball court and 24/7 security. It’s the perfect place to enjoy the breeze and relax.

Sep 19 – 26

G$23,496 GYD per night

Guest favorite

Apartment in Ceiba

4.96 out of 5 average rating, 127 reviews

Escape to Costa Brava

Apartamento tropical con vista relajante al mar desde su balcón y de cada una de sus habitaciones, es tu mejor opción. Disfrute de la tranquilidad y la comodidad de nuestro apartamento. Puede alojar cómodamente 8 personas, lo hemos preparado para que te sientas como en casa. Nuestro objetivo es que tengas unas vacaciones inolvidables y sin preocupaciones, escápate de fin de semana o días de semana.

Jan 16 – 23

G$20,843 GYD per night