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
Home in Ceiba
4.81 out of 5 average rating, 273 reviewsLuxurious house, east coast, pool, beaches (reserve)
Apr 29 – May 6
Home in Fajardo
4.88 out of 5 average rating, 329 reviewsEntire property in Fajardo 5 minutes from ferry
Dec 11 – 18
Home in Luquillo
4.89 out of 5 average rating, 116 reviewsEnchanted Pool Beach House
Mar 6 – 13
Home in Luquillo
4.94 out of 5 average rating, 140 reviewsHilltop Villa with Infinity Pool and Ocean View
Mar 18 – 25
Home in Fajardo
4.91 out of 5 average rating, 126 reviewsBeautiful Getaway Home | Private Pool | 4BD
Jan 9 – 16
Home in Punta Santiago
4.98 out of 5 average rating, 123 reviewsLake and Beach Village, Humacao
Sep 21 – 28
Home in Fajardo
4.92 out of 5 average rating, 333 reviews❤️PRIVATE POOL,Beach home,BioBay Tour walk distance
Dec 9 – 16
Home in Humacao
4.98 out of 5 average rating, 110 reviews5 bedroom Exclusive Beach Villa- WOW!
Oct 8 – 15
Condo rentals with a pool
Condo in Fajardo
4.96 out of 5 average rating, 109 reviewsThe ReFresh | Warm minimalist seaviewing retreat
Jan 30 – Feb 6
Condo in Fajardo, Puerto Rico
4.83 out of 5 average rating, 278 reviewsAmazing ocean views & close to Bio Bay tours
Aug 30 – Sep 6
Condo in Luquillo
4.94 out of 5 average rating, 186 reviewsBreathtaking Ocean View Apartment
Apr 7 – 14
Condo in Luquillo, Puerto Rico
4.88 out of 5 average rating, 243 reviewsBreathtaking Oceanfront and City View “Playa Luna”
Aug 6 – 13
Condo in Luquillo
4.93 out of 5 average rating, 220 reviewsMiles of Blue‼️ Best Location & Rate in Town‼️
Oct 28 – Nov 4
Condo in Fajardo, Puerto Rico
4.87 out of 5 average rating, 136 reviewsHermoso apartamento frente al mar Ocean Blue Love❤️
Sep 20 – 27
Condo in Luquillo
4.93 out of 5 average rating, 189 reviewsPlaya Azul Beach and Rainforest Paradise
Mar 31 – Apr 7
Condo in Fajardo, Puerto Rico
4.98 out of 5 average rating, 189 reviewsOcean View Luxury Condo
Oct 27 – Nov 3
Quick stats about vacation rentals with a pool in Roosevelt Roads
Total rentals
80 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
3.4K reviews
Nightly prices starting at
$40 before taxes and fees
Destinations to explore
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