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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, (33 reviews)
"Very cozy and quiet host was excellent 👍 View incredible"
United States
Eduardo
The price is NZ$289
includes taxes & fees
18 Oct - 19 Oct
Studio en suite, king/twin beds sleep 3, multi-deck views, early access bag drop

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

Caleta Tortuga scenic view ensenda Honda ,High speed WIFI, beach equipment,
Culebra
9.4 out of 10, Exceptional, (9 reviews)
"Great view, location and very comfortable."
United States
Emiliano
The price is NZ$549
includes taxes & fees
18 Oct - 19 Oct
Caleta Tortuga scenic view ensenda Honda ,High speed WIFI, beach equipment,

3. 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$329
includes taxes & fees
18 Oct - 19 Oct
Surfers Casita Under New management , high speed WIFI,scenic bay view and breeze

4. Chill & Relax at Sun Sand Beach Apartment

Chill & Relax at Sun Sand Beach Apartment
Culebra Pueblo
8.8 out of 10, Excellent, (32 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$382
includes taxes & fees
18 Oct - 19 Oct
Chill & Relax at Sun Sand Beach Apartment

5. SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
Culebra
9.0 out of 10, Wonderful, (66 reviews)
"Perfect place for my family. Had what we needed. Location and everything we need to enjoy our vacation. "
United States
Adriana G.
The price is NZ$659
includes taxes & fees
18 Oct - 19 Oct
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1

6. SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1
Playa Sardinas II
9.0 out of 10, Wonderful, (29 reviews)
"Excellent view quiet peaceful very relaxing cold air inside had a blast "
United States
Randall
The price is NZ$487
includes taxes & fees
17 Nov - 18 Nov
SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1

7. 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$337
includes taxes & fees
21 Oct - 22 Oct
Relax & Unwind with Stunning Views at La Vista apartment in gorgeous Culebra

8. Sea View Villa @ Flamenco Beach, Culebra, Puerto Rico

Sea View Villa @ Flamenco Beach, Culebra, Puerto Rico
Flamenco
10.0 out of 10, Exceptional, (13 reviews)
"Pool was awesome, jacuzzi as well, beaches were amazing! "
United States
Manuel M.
The price is NZ$1,742
includes taxes & fees
28 Oct - 29 Oct
Sea View Villa @ Flamenco Beach, Culebra, Puerto Rico

9. Apto 3A Flamenco Beachfront Villas with Ocean View

Apto 3A Flamenco Beachfront Villas with Ocean View
Flamenco
The price is NZ$606
includes taxes & fees
19 Oct - 20 Oct
Apto 3A Flamenco Beachfront Villas with Ocean View

10. AMAZING Ensenada Honda View @ MAREA 1-1 - Punta Aloe #3

AMAZING Ensenada Honda View @ MAREA 1-1 - Punta Aloe #3
Culebra
6.0 out of 10, (1 review)
The price is NZ$536
includes taxes & fees
17 Nov - 18 Nov
AMAZING Ensenada Honda View @ MAREA 1-1 - Punta Aloe #3

11. SPECTACULAR Ensenada View @ Villa Ilusion Villa 4 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 4 - Punta Aloe #1
Culebra
6.0 out of 10, (2 reviews)
"Amazing view and deck! The deck was such a great feature and great use of space. Everything was neat and tidy. Would highly recommend!!"
United States
trisha h.
The price is NZ$487
includes taxes & fees
27 Oct - 28 Oct
SPECTACULAR Ensenada View @ Villa Ilusion Villa 4 - Punta Aloe #1

12. 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$312
includes taxes & fees
22 Oct - 23 Oct
Casa San Juan entire apartment in downtown Vieques

13. 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$457
includes taxes & fees
19 Oct - 20 Oct
Downtown House Movie Night Walk to Beach & Ferry

14. 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$1,395
includes taxes & fees
30 Oct - 31 Oct
Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico

15. Oceanfront Lux Villa @ Punta Flamenco, Flamenco Beach, Culebra, Puerto Rico

Oceanfront Lux Villa @ Punta Flamenco, Flamenco Beach, Culebra, Puerto Rico
Flamenco
10.0 out of 10, Exceptional, (12 reviews)
"Great property great people nice job "
United States
Chad F.
The price is NZ$2,020
includes taxes & fees
22 Oct - 23 Oct
Oceanfront Lux Villa @ Punta Flamenco, Flamenco Beach, Culebra, Puerto Rico

16. 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)
"Was very clean and host was very responsive and respectful!!! Will definitely stay here again!!"
United States
Adilene Y.
The price is NZ$693
includes taxes & fees
18 Oct - 19 Oct
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

17. Apt 3C Flamenco Beachfront Villas

Apt 3C Flamenco Beachfront Villas
Flamenco
The price is NZ$758
includes taxes & fees
19 Oct - 20 Oct
Apt 3C Flamenco Beachfront Villas

18. Paradise Beach Apartment Vieques 3

Paradise Beach Apartment Vieques 3
Vieques
9.4 out of 10, Exceptional, (10 reviews)
"Rooms were good and spacious "
United States
Mithun
The price is NZ$357
includes taxes & fees
20 Oct - 21 Oct
Paradise Beach Apartment Vieques 3

19. 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)
"Family of four. We needed a place to stay for a night and this was a great place. Very clean, walking distance to the beach, restaurants and grocery shops. I would stay stay there again."
United States
Family A.
The price is NZ$412
includes taxes & fees
22 Oct - 23 Oct
2 Bedroom 1 1/2 Bath Charming In Town Apartment with Great Jungle View Deck!
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.