
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

Amazing Infinity pool @Coqui Tropical House

Casa Blanca with pool, tropical garden and rooftop

Home for 9 with Pool and Solar Panels in Vieques!

Casa Minnelli,5 minutes from the airport and beach

Unique luxury house-Private pool-Power generator

Coastal Getaway with Pool, Game Room & Ocean View

Nena’s place, Carolina PR w electric generator

La Casa Verde Luquillo
Condo rentals with a pool

Lovely Caribbean Oasis Condo with pool/gym

Relax in modern ocean condo with amazing 270° view

Ocean View Penthouse Condo with A/C in every Room

Lovely Ocean View Apartment

Casa Family 3 bedroom condo with pool & gated area

Perfect Location 3bd2ba CondoVacation/Business

Remodeled H402 Beach Access Ocean View Penthouse

Beachfront Top Floor Condo next to Wyndham Hotel
Quick stats about vacation rentals with a pool in Roosevelt Roads
Total rentals
90 properties
Nightly prices starting at
G$8,359 GYD before taxes and fees
Total number of reviews
3.8K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Praia de Luquillo
- Playa del Dorado
- Distrito T-Mobile
- Liquillo Beach
- Morningstar Beach
- Playa Sun Bay
- Playa el Convento
- Beach Planes
- Playa Maunabo
- Playa de los Cabes
- Carabali Rainforest Park
- Punta Bandera Luquillo PR
- Playa de Cerro Gordo
- Hull Bay Beach
- Mandahl Bay Beach
- Inches Beach
- Playa Media Luna
- Coco Beach Golf Club
- Playa Puerto Real