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 Luquillo
4.89 out of 5 average rating, 118 reviewsEnchanted Pool Beach House
Apr 28 – May 5
Home in Fajardo
4.91 out of 5 average rating, 126 reviewsBeautiful Getaway Home | Private Pool | 4BD
Mar 29 – Apr 5
Home in Punta Santiago
4.98 out of 5 average rating, 124 reviewsLake and Beach Village, Humacao
Oct 8 – 15
Home in Fajardo
4.92 out of 5 average rating, 333 reviews❤️PRIVATE POOL,Beach home,BioBay Tour walk distance
Sep 19 – 26
Home in Luquillo
4.94 out of 5 average rating, 140 reviewsHilltop Villa with Infinity Pool and Ocean View
Sep 20 – 27
Home in Pitahaya, Puerto Rico
4.86 out of 5 average rating, 125 reviewsCasona Mirimou-Country and Beach House!
Oct 30 – Nov 6
Home in Luquillo, Puerto Rico
4.89 out of 5 average rating, 103 reviewsRenald's Place
Feb 22 – Mar 1
Home in Humacao
4.91 out of 5 average rating, 236 reviewsBeautiful House, 24/7 Security, Gated Community
Oct 6 – 13
Condo rentals with a pool
Condo in Fajardo
4.95 out of 5 average rating, 280 reviewsOur slice of paradise
Nov 2 – 9
Condo in Luquillo, Puerto Rico
4.88 out of 5 average rating, 245 reviewsBreathtaking Oceanfront and City View “Playa Luna”
Aug 10 – 17
Condo in Fajardo
4.96 out of 5 average rating, 111 reviewsThe ReFresh | Warm minimalist seaviewing retreat
Oct 28 – Nov 4
Condo in Luquillo
4.94 out of 5 average rating, 186 reviewsBreathtaking Ocean View Apartment
Sep 6 – 13
Condo in Mata de Plátano
4.97 out of 5 average rating, 105 reviewsRetreat by the Sea!
Sep 18 – 25
Condo in Luquillo
4.93 out of 5 average rating, 221 reviewsMiles of Blue‼️ Best Location & Rate in Town‼️
Nov 11 – 18
Condo in Cabezas, Puerto Rico
4.94 out of 5 average rating, 159 reviewsOceanfront Sea-Esta Studio @ Fajardo
Jun 24 – Jul 1
Condo in Fajardo, Puerto Rico, US
4.84 out of 5 average rating, 279 reviewsAmazing ocean views & close to Bio Bay tours
Nov 4 – 11
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
R739 ZAR before taxes and fees
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