Holiday Homes in San Juan

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Featured Holiday Homes in San Juan and around

Spanish Duplex / Private Patio / Walk to Ocean
3 bedrooms, desk, iron/ironing board, WiFi
Spanish Duplex / Private Patio / Walk to Ocean
2.0 star property
10.0 out of 10, Exceptional, (1)
"This House in old SAN juan The location is perfect right in the heart of Old San juan i could walk everywhere The place had such a unique charm and exactly like pictures and it was super comfortable. The host was really helpful and made everything easy. I’d definitely stay here again. Highly recommend if you want to experience the best of the city"
The price is €448
includes taxes & fees
25 Nov - 26 Nov
Spanish Duplex / Private Patio / Walk to Ocean
Blessed Home! Perfect location, private with pool
Outdoor pool
Blessed Home! Perfect location, private with pool
10.0 out of 10, Exceptional, (34)
"This trip to Puerto Rico was to celebrate my wife's 50th birthday. As soon as we arrived at the property and opened the garage door, there was a huge Happy Birthday banner hung on the wall and as we went through the house, there were birthday decorations and treats in very single room (there was even a bottle of champagne on ice)!! It was so welcoming and thoughtful and started our trip on an amazing note! This same spirit was constant throughout our week long stay... we were hooked up with an...
Blessed Home! Perfect location, private with pool
Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b 6max
Interior
Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b 6max
9.6 out of 10, Exceptional, (123)
"We had a very lovely, comfortable time staying here! Our host made sure we were well taken care of:)"
Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b 6max
Breezy Spacious House >> CHECK DISCOUNTS FOR SEPTEMBER<<
Beach nearby, beach towels
Breezy Spacious House >> CHECK DISCOUNTS FOR SEPTEMBER<<
9.8 out of 10, Exceptional, (71)
"Let me first say I loved Puerto Rico! Ok so this BNB was nestled in a cute neighborhood with "
Breezy Spacious House >> CHECK DISCOUNTS FOR SEPTEMBER<<
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Outdoor dining
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
9.0 out of 10, Wonderful, (17)
"Cute and cozy"
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Sweet Dalia Isla Verde Studio
Beach
Sweet Dalia Isla Verde Studio
4.8 out of 10, (3)
"The building is run down, but don’t let that deter you. The condo is clean, adorable, and comfortable. The location is excellent, as you are close to the airport and literally one block from the beach. The outside of the building is a three out of 10 but the condo itself is a 10 out of 10!"
The price is €201
includes taxes & fees
17 Nov - 18 Nov
Sweet Dalia Isla Verde Studio
✰Netflix✰WI-FI✰A/C✰15min→Airport❤ of San Juan, PR
Interior
✰Netflix✰WI-FI✰A/C✰15min→Airport❤ of San Juan, PR
8.0 out of 10, Very good, (26)
"Great place!"
The price is €130
includes taxes & fees
19 Nov - 20 Nov
✰Netflix✰WI-FI✰A/C✰15min→Airport❤ of San Juan, PR
Green Island
Beach
Green Island
4.8 out of 10, (12)
"Property was difficult to find according to the address, but the accommodations were nice and clean. The host did not speak English, which made it difficult. Even texting was all in Spanish."
Green Island
Private Heated Pool: Carolina Retreat Near Beach
Terrace/patio
Private Heated Pool: Carolina Retreat Near Beach
9.0 out of 10, Wonderful, (39)
"Great location, easy to access main roadways. We had to provide our own toilet paper once their supply ran out, which was one roll per bathroom in the house. Sparse kitchen utensils for cooking food. Otherwise a great place to stay at for board/corporate retreats, as long as you have a place elsewhere for meetings. After some difficulty in connecting with the actual hosts, they were responsive to our needs via WhatsApp. Be sure to connect with Evolve to be able to communicate with the actual...
Private Heated Pool: Carolina Retreat Near Beach
Next 6 weeks: Discounted Price Night 625.00 - lowered minimum to 3 nights stay.
Beach nearby
Next 6 weeks: Discounted Price Night 625.00 - lowered minimum to 3 nights stay.
9.6 out of 10, Exceptional, (74)
"We were a group of 8. The house was a perfect size. There was plenty of space and there was a bathroom for each bedroom, including 3 en suites. The kitchen was about gathering space. We cooked meals and didn’t lack supplies. The beach towels and beach chairs were a nice touch with a short walk to the beach. The best part was the location. Next door, on each side were restaurants. A hotel district was less than a 2 mile walk. The grocery store was also a short walk away. The only time we used...
Next 6 weeks: Discounted Price Night 625.00 - lowered minimum to 3 nights stay.
Inside Gated Community
Beach towels
Inside Gated Community
9.2 out of 10, Wonderful, (50)
"We had a wonderful time! Great neighborhood, felt safe! Only minor things to complain about. Bathtub drain plug didn’t work, and the gate key may need a new battery but all good! "
Inside Gated Community
Welcome to the Lucky Penny!
Exterior
Welcome to the Lucky Penny!
10.0 out of 10, Exceptional, (73)
"Our entire group loved our stay in this beautiful home. It had everything you could need. Great dishes and pots and pans It was roomy enough for our group of 12 with plenty of room to spare. The beach was fun for the kids and boogie boards at the house came in handy for our kids (big and small). We loved the pool and hot tub. It was the perfect size for staying cool while visiting. It was crazy how cold the home got with the mini splits and how quickly it would cool off. he only downside was...
Welcome to the Lucky Penny!
Villa Mifany guest Suite w/private POOL, outdoor kitchen & BBQ, near the beach
Beach nearby, sun-loungers, beach towels
Villa Mifany guest Suite w/private POOL, outdoor kitchen & BBQ, near the beach
10.0 out of 10, Exceptional, (14)
"Migel and his wife are th most wonderful hosts."
The price is €187
includes taxes & fees
20 Nov - 21 Nov
Villa Mifany guest Suite w/private POOL, outdoor kitchen & BBQ, near the beach
Charming historic Spanish colonial home in exclusive street
Charming historic Spanish colonial home in exclusive street
10.0 out of 10, Exceptional, (51)
"Great location with everything inside to make a great stay"
Charming historic Spanish colonial home in exclusive street
Luxury House in Old San Juan
Interior
Luxury House in Old San Juan
9.8 out of 10, Exceptional, (13)
"Location was great, home was lovely, and our host was wonderful and accommodating. We came in a day early before a cruise and wish we would have come in a few days early. This home is great place and true to Old San Juan."
The price is €730
includes taxes & fees
24 Nov - 25 Nov
Luxury House in Old San Juan
Charming Tropical Villa, Surrounded by Nature with Easy Beach Access & Parking
Beach
Charming Tropical Villa, Surrounded by Nature with Easy Beach Access & Parking
9.2 out of 10, Wonderful, (63)
"This place was so pretty and cozy, definitely would highly recommend."
Charming Tropical Villa, Surrounded by Nature with Easy Beach Access & Parking
CasaMar 3 Bed 3 Bath With Pool
Family House | Outdoor pool
CasaMar 3 Bed 3 Bath With Pool
3.0 star property
8.0 out of 10, Very good, (6)
"Great location …. Very quiet and clean!"
CasaMar 3 Bed 3 Bath With Pool
Ocean View Old San Juan Historic House, CASA LILA
Interior
Ocean View Old San Juan Historic House, CASA LILA
9.8 out of 10, Exceptional, (24)
"We had an incredible stay at this beautiful historic home in the heart of Old San Juan. From the moment we arrived, the experience was flawless. The location couldn’t be better—situated within walking distance to all the major landmarks, charming streets, and vibrant local restaurants. Exploring the city was effortless with everything so close by. The home itself is a stunning piece of history, well preserved but includes all the amenities you could need. The blend of old-world charm and...
Ocean View Old San Juan Historic House, CASA LILA
Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go
Outdoor dining
Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go
9.6 out of 10, Exceptional, (18)
"Perfect 👍"
Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go
Oceanfront 15th Floor 2BR w/Parking @ ESJ Towers
On the beach, sun-loungers, beach towels
Oceanfront 15th Floor 2BR w/Parking @ ESJ Towers
9.4 out of 10, Exceptional, (3)
"I had stayed at ESJ Tower lots of time on the past 35 years. I did noticed some changes that they need to upgrade and fix. But I also noticed that they have lots of construction work going on at the present time. They need to fix the pool and open the lobby bar. They need AC in the lobby. The location and the view is awesome. I always rent with Chana and is awesome. "
Oceanfront 15th Floor 2BR w/Parking @ ESJ Towers
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in San Juan

San Agustin Apartments
Business centre
San Agustin Apartments
3.0 star property
9.2 out of 10, Wonderful, (185)
"The staff was so amazing. They are the saving grace for this place. The apartments aren't anything special to be honest, but the staff are super helpful, very nice, and just an overall joy to be around. "
San Agustin Apartments
Old San Juan Rentals
City view from property
Old San Juan Rentals
3.5 star property
8.6 out of 10, Excellent, (447)
"Great location in the heart of Old San Juan! Apartment was spacious and comfortable. We ended up having to submit the pre-registration form twice to get the check in code, but otherwise a smooth experience. There was a protest out front while we were there which was noisy, but not the property's fault. Would stay again. "
The price is €153
includes taxes & fees
18 Nov - 19 Nov
Old San Juan Rentals
Lofts At San Agustin
City Loft | Balcony
Lofts At San Agustin
3.0 star property
9.2 out of 10, Wonderful, (104)
"Property was very nice and spacious and clean , great for people who want to take in the San Juan scenery. The staff was super nice and approachable. Can be confusing at first when getting dropped off from airport but once you find it you're golden. Only problem with the property and it was so minor was that the outlets ( only like 2 outlets didn't work ) very minor inconvenience besides that great stay would recommend "
Lofts At San Agustin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.