Santa Barbara Vacations from $609

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Your Santa Barbara Vacation

The stress-free way to experience this vibrant city is with a custom-made Santa Barbara vacation package. Stay in the neighborhood of Jaguas, which is great for nature, watersports and hiking or go someplace else — our package deals are all about you. There's plenty to do and see during a trip to Santa Barbara, including The Outlet Ruta 66 and Hipodromo Camarero. Your perfect Santa Barbara vacation is just clicks away. Explore flights, hotels and more on Expedia for an adventure that's tailored just for you.

The Latest Santa Barbara Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Lazy Parrot Inn

Save 100% on your flight

$609

per person

Oct 30 - Nov 4

found 20 hours ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (1,003 reviews)

Staff was the best! Restaurant closed Monday and Tuesday. Pool and spa good!

Reviewed on Sep 16, 2026

Hotel Puerto Valdes

San Juan Antiguo

Save 100% on your flight

$953

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

8.8/10 Excellent! (733 reviews)

WALD HAUS by DW

Save 100% on your flight

$1,726

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (11 reviews)

The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.

Reviewed on Aug 13, 2026

Serena Boutique Hotel

Save 100% on your flight

$709

per person

Dec 2 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Juan (SJU)

9.4/10 Exceptional! (293 reviews)

Recomendado 100%

Reviewed on Sep 13, 2026

Casa Wilson Inn

Condado

Save 100% on your flight

$1,001

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (809 reviews)

I loved the place, only thing, there is not parking. Hard to find one around it! But the rest was excellent!!!

Reviewed on Sep 20, 2026

Where to stay in Santa Barbara

Find the best Santa Barbara areas and neighborhoods for the activities you enjoy most. Learn more about Santa Barbara

A densely packed urban area with colorful buildings and a clear sky.

Old San Juan

The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Castillo de San Cristobal might round out your trip.

A sandy beach with palm trees, a rocky breakwater, and calm ocean waves.

Condado

1 out of top 10 points of interest in this area

Oceanfront and upscale, Condado boasts picturesque beaches alongside hotels, nightclubs, casinos, and shops. Stroll through La Ventana al Mar park, and enjoy easy access to public transport via T21 and D53 bus routes.

A beach with a boat, palm trees, and a city skyline in the background.

Isla Verde

1 out of top 10 points of interest in this area

White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.

The Museo de Arte de Puerto Rico with a red-tiled roof, white columns, and palm trees.

Santurce

3 out of top 10 points of interest in this area

Bask in the sun on Atlantic Ocean beaches and experience vibrant nightlife at La Placita de Santurce, while exploring museums like the Museum of Art of Puerto Rico. Enjoy easy access to public transportation via bus lines and the Tren Urbano.

A beach with palm trees and high-rise buildings in the background.

Ocean Park

Upscale beachfront community with trendy beachgoers, Ocean Park offers kitesurfing and windsurfing opportunities. Stroll along Calle Loíza for bars, restaurants, and boutiques or unwind at nearby Parque Barbosa.

Santa Barbara Hotel Deals

Embassy Suites by Hilton San Juan Hotel & Casino

8000 Tartak Street Carolina

Fully refundableReserve now, pay when you stay

$209 nightly

$232 total

Sep 27 - Sep 28

Total with taxes and fees

9/10 Wonderful! (4,954 reviews)

"The first room smelled out moisture and mildew. The AC wouldn’t shut off so the switched my room. The 2nd room was okay, but for the cost they are extremely dated and need a deep cleaning. The rug had a large red stain and I had to ask housekeeping to mop the bathroom floor. The breakfast was okay. ..."

Reviewed on Sep 21, 2026

The Royal Sonesta San Juan

5961 Isla Verde Avenue Carolina

Fully refundableReserve now, pay when you stay

$301 nightly

$328 total

Oct 4 - Oct 5

Total with taxes and fees

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

Fully refundableReserve now, pay when you stay

$371 nightly

$412 total

Sep 22 - Sep 23

Total with taxes and fees

9.4/10 Exceptional! (1,836 reviews)

"Wonderful historical property very well maintained with a fantastic staff"

Reviewed on Sep 21, 2026

See all 5,056 properties in Santa Barbara

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.