
Vacation rentals with a pool in Roosevelt Roads
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Roosevelt Roads
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Roosevelt Roads rentals with a pool
House rentals with a pool

Privacy, charm, and a peaceful city oasis.

Amazing Infinity pool @Coqui Tropical House

Beautiful Getaway Home | Private Pool | 4BD

Renald's Place

Beautiful House, 24/7 Security, Gated Community

Lake and Beach Village, Humacao

Surf Side, Private Salt Water Pool, Ocean View

Hacienda Azucena, Rio Grande, El Yunque Rain Forest
Condo rentals with a pool

Oceanview Vista Bahía Penthouse near Marina-Ferry

Brisa Fresca, Apartment Luquillo PR!

Ocean View/Mountain Setting 3 - Owners Suite

Lovely Ocean View Apartment

*Azul Marino* Golf & Ocean View Luxury Condo

Breathtaking Ocean View Apartment

Our slice of paradise

Luquillo, Playa Azul Beach Front Apt 20th floor.
Other vacation rentals with a pool

Fruit Farm Retreat NEW Pool & Views

Private Island | 1BR Condo | Oceanview | AC | WiFi

Summer special/your own pool/Large yard/Ferry

Couples getaway

Del Mar y Sol - Vacation Your Way

Davide, Colinas del Yunque *Paraiso Escondido* NEW

Casa Mami y Papi including private suite

Harbor & Sky: Marina-Ferry Hub
Quick stats about vacation rentals with a pool in Roosevelt Roads
Total rentals
90 properties
Nightly prices starting at
R707 ZAR before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Rentals with pools Ceiba
- Rentals with pools Puerto Rico
- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Playa del Dorado
- Praia de Luquillo
- Liquillo Beach
- Distrito T-Mobile
- Playa Sun Bay
- The Saint Regis Bahia Golf Course
- Rio Mar Village
- Playa el Convento
- Toro Verde Adventure Park
- Coco Beach Golf Club
- Playa Maunabo
- Playa Puerto Real
- Beach Planes
- Playa de Cerro Gordo
- Punta Bandera Luquillo PR
- Balneario Condado
- Carabali Rainforest Park
- Cerro Gordo National Park
- Mandahl Bay Beach