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San Isidro Holiday Rentals

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Our top choices for San Isidro holiday rentals

1. Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop
Culebra
9.4 out of 10, Exceptional, (27 reviews)
"Very cozy and quiet host was excellent 👍 View incredible"
United States
Eduardo
The price is NZ$276
includes taxes & fees
1 Sept - 2 Sept
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

2. Surfers Casita Under New management , high speed WIFI,scenic bay view and breeze

Surfers Casita Under New management , high speed WIFI,scenic bay view and breeze
Culebra
10.0 out of 10, Exceptional, (4 reviews)
"Great little Casita for a couple a small dog. In a good location, walkable to Blac Flamanco for Breakfast and D's Garden. Beautiful view of the bay from the front porch and there's a nice breeze. The house had everything we needed for our 3 night stay. In a nice neighborhood to walk around and see some beautiful views and cool houses."
United States
Alicia
The price is NZ$314
includes taxes & fees
1 Sept - 2 Sept
Surfers Casita Under New management , high speed WIFI,scenic bay view and breeze

3. Chill & Relax at Sun Sand Beach Apartment

Chill & Relax at Sun Sand Beach Apartment
Culebra Pueblo
8.8 out of 10, Excellent, (31 reviews)
"Clean place to rest after beaching all day. Off street parking. Chairs and cooler for beach. Would rent again."
United States
Todd
The price is NZ$369
includes taxes & fees
1 Sept - 2 Sept
Chill & Relax at Sun Sand Beach Apartment

4. Caleta Tortuga scenic view ensenda Honda ,High speed WIFI, beach equipment,

Caleta Tortuga scenic view ensenda Honda ,High speed WIFI, beach equipment,
Culebra
9.0 out of 10, Wonderful, (6 reviews)
"Great clean and nice place to stay. "
United States
H.
The price is NZ$518
includes taxes & fees
1 Sept - 2 Sept
Caleta Tortuga scenic view ensenda Honda ,High speed WIFI, beach equipment,

5. Costa Bonita Private Villa 604

Costa Bonita Private Villa 604
2.5 star property
Culebra
The price is NZ$576
includes taxes & fees
8 Sept - 9 Sept
Costa Bonita Private Villa 604

6. Relax & Unwind with Stunning Views at La Vista apartment in gorgeous Culebra

Relax & Unwind with Stunning Views at La Vista apartment in gorgeous Culebra
Culebra
8.0 out of 10, Very good, (6 reviews)
"It was a great place to stay cold ac a few friendly stray kitties rent a car with 4 wheel drive. Definitely top 5 best experiences of our life"
United States
Micky C.
The price is NZ$291
includes taxes & fees
2 Sept - 3 Sept
Relax & Unwind with Stunning Views at La Vista apartment in gorgeous Culebra

7. Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico

Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico
Flamenco
10.0 out of 10, Exceptional, (12 reviews)
"Our host was amazing, surpassed only by the awe-inspiring view from the property. The interior decor was surprisingly sophisticated for a “camping” experience. Our one-week stay was worth more than worth the price."
United States
Mary M.
The price is NZ$1,283
includes taxes & fees
1 Sept - 2 Sept
Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico

8. Downtown House Movie Night Walk to Beach & Ferry

Downtown House Movie Night Walk to Beach & Ferry
Isabel II
10.0 out of 10, Exceptional, (3 reviews)
"Home was very clean and well appointed. There were even white noise machines and earplugs in each of the bedrooms which was very thoughtful and appreciated due to construction noise in the area."
United States
Vivian R.
The price is NZ$447
includes taxes & fees
13 Sept - 14 Sept
Downtown House Movie Night Walk to Beach & Ferry

9. Casa San Juan entire apartment in downtown Vieques

Casa San Juan entire apartment in downtown Vieques
Isabel II
9.4 out of 10, Exceptional, (100 reviews)
"Cute little apartment! We just needed a place to sleep overnight and it was great for that."
United States
Jason
The price is NZ$296
includes taxes & fees
2 Sept - 3 Sept
Casa San Juan entire apartment in downtown Vieques

10. Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
Bravos de Boston
9.8 out of 10, Exceptional, (31 reviews)
"We stayed one night and it was perfect for what we needed! The property is great, the location is a bit out of the way from everything, but getting a taxi to take us to and from was no issue at all. "
United States
Ashley H.
The price is NZ$591
includes taxes & fees
1 Sept - 2 Sept
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

11. TROPICAL ESCAPE IN VIEQUES NEAR THE BEACHES (WE HAVE WATER)

TROPICAL ESCAPE IN VIEQUES NEAR THE BEACHES (WE HAVE WATER)
Isabel II
9.0 out of 10, Wonderful, (2 reviews)
"Perfect for a short stay. Easy to walk to ferry or food."
United States
Teresa
The price is NZ$316
includes taxes & fees
9 Sept - 10 Sept
TROPICAL ESCAPE IN VIEQUES NEAR THE BEACHES (WE HAVE WATER)

12. Paradise Beach Apartment Vieques 5

Paradise Beach Apartment Vieques 5
Vieques
9.4 out of 10, Exceptional, (9 reviews)
"Vey nice place"
United States
Cullen
The price is NZ$352
includes taxes & fees
2 Sept - 3 Sept
Paradise Beach Apartment Vieques 5

13. 2 Bedroom 1 1/2 Bath Charming In Town Apartment with Great Jungle View Deck!

2 Bedroom 1 1/2 Bath Charming In Town Apartment with Great Jungle View Deck!
Isabel II
9.0 out of 10, Wonderful, (22 reviews)
"Lovely home with a very responsive host. Place had a beautiful jungle view and a nice cool bedroom for sleeping. Perfect for our short stay "
United States
Kaleigh H.
The price is NZ$392
includes taxes & fees
1 Sept - 2 Sept
2 Bedroom 1 1/2 Bath Charming In Town Apartment with Great Jungle View Deck!

14. Tiny house on an acre with ocean view and private infinity pool.

Tiny house on an acre with ocean view and private infinity pool.
Vieques
9.8 out of 10, Exceptional, (37 reviews)
"We loved staying here! It felt private but also still easy to get around to other parts of the island, and the view from three pool was beautiful. The host was very communicative and checked in with us. Check in and out was easy. "
United States
Amy K.
The price is NZ$438
includes taxes & fees
9 Sept - 10 Sept
Tiny house on an acre with ocean view and private infinity pool.

15. La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry

La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry
Isabel II
9.4 out of 10, Exceptional, (3 reviews)
"Loved our stap...easy to get around either with car or on foot"
United States
Pam H.
The price is NZ$376
includes taxes & fees
3 Sept - 4 Sept
La Iguana Morada: A/C, WiFi, BioBay, walk to Ferry

16. Unique & New Open Space Concept in the heart of Viques near the ferry.

Unique & New Open Space Concept in the heart of Viques near the ferry.
Isabel II
9.0 out of 10, Wonderful, (14 reviews)
"Mar Azul is a few steps away, as is the rest of the town of Vieques. Great stay!! Cafe Mesita was a delight!"
United States
Meagan
The price is NZ$357
includes taxes & fees
2 Sept - 3 Sept
Unique & New Open Space Concept in the heart of Viques near the ferry.

17. Paradise Beach Apartment Vieques 4

Paradise Beach Apartment Vieques 4
Vieques
10.0 out of 10, Exceptional, (1 review)
"The property was nice and clean, the location was great, the apartment was only 7 minutes outside of town. Also the host was easy to communicate with."
United States
La Reina H.
The price is NZ$274
includes taxes & fees
1 Sept - 2 Sept
Paradise Beach Apartment Vieques 4

18. 2-bedroom oapartment in beautiful Vieques with AC for relaxing stays.

2-bedroom oapartment in beautiful Vieques with AC for relaxing stays.
Vieques
The price is NZ$707
includes taxes & fees
1 Sept - 2 Sept
2-bedroom oapartment in beautiful Vieques with AC for relaxing stays.

19. Fabulous 3-bedroom apartment in the heart of Vieques just steps from the ferry.

Fabulous 3-bedroom apartment in the heart of Vieques just steps from the ferry.
Isabel II
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay if you want to immerse yourself in the town, or you don’t want to drive, most of the best restaurants are within a few blocks away. Very clean, and the ac in the bedrooms are very powerful"
United States
Bradford
The price is NZ$669
includes taxes & fees
1 Sept - 2 Sept
Fabulous 3-bedroom apartment in the heart of Vieques just steps from the ferry.

20. Paradise Beach House Vieques 2

Paradise Beach House Vieques 2
Vieques
9.0 out of 10, Wonderful, (8 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly as described. The host was very helpful and responsive. We would definitely stay here again!"
United States
Yenis
The price is NZ$370
includes taxes & fees
1 Sept - 2 Sept
Paradise Beach House Vieques 2
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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Top San Isidro Hotel Reviews

Find out more about San Isidro

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Isidro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Isidro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Isidro. Seeing all the best attractions is bound to make you fall in love with San Isidro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Isidro short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in San Isidro?

Yes, there are holiday rentals close to the most popular sights in San Isidro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Isidro has to offer?

BEACH HOUSE W/ POOL: This holiday home rental outside of San Isidro is located on the beach, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What’s there to see and do in San Isidro?

Playa Tortola and Brava Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Playa Cayo Norte and Zoni Beach.

What’s a holiday rental in San Isidro like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Isidro. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.