Thousand Oaks Vacations from $282

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Your Thousand Oaks Vacation

Make travel planning hassle-free by snapping up a vacation package to Thousand Oaks. We'll handle the minutiae, so you can focus on appreciating everything this neighborhood can offer. Start your trip to Thousand Oaks by visiting nearby attractions such as University of West Florida, DeLuna Lanes Bowling Center and Uncle Sandys Macaw Bird Park. No matter what your ideal Thousand Oaks vacation may look like, you can make it a reality with Expedia.

The Latest Thousand Oaks Vacation Packages

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

Candlewood Suites Pensacola - University Area by IHG

Northeast Pensacola

$282

per person

Dec 3 - Dec 6

found 22 hours ago

Roundtrip flight included

Denver (DEN) to Pensacola (PNS)

9/10 Wonderful! (798 reviews)

Landing Furnished Apartments - Orange Beach

$1,739

per person

Nov 22 - Nov 29

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Pensacola (PNS)

8.6/10 Excellent! (17 reviews)

The apartment was very clean, convenient, and inviting. I will definitely stay here again.

Reviewed on Sep 14, 2026

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Okaloosa Island

Save 100% on your flight

$1,663

per person

Nov 18 - Nov 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Pensacola (PNS)

No reviews

Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views

Crystal Beach

Save 100% on your flight

$2,726

per person

Nov 5 - Nov 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Fort Walton Beach (VPS)

No reviews

Sweet Dream Inn University Park

$631

per person

Oct 30 - Nov 5

found 15 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Pensacola (PNS)

6.2/10 (1,000 reviews)

Reviewed on Sep 10, 2026

Where to stay in Thousand Oaks

Find the best Thousand Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Thousand Oaks

A courthouse with columns, a cannon, and a Christmas tree.

Downtown Pensacola

2 out of top 10 points of interest in this area

Contemporary components integrated in a historical city keep visitors’ interests high. Walk this pedestrian-friendly sector to get to know its diversity.

A sunset over a calm lake with rocky shores and buildings in the background.

Southeast Pensacola

While visiting Southeast Pensacola, you might make a stop by sights like Palafox Shopping Center and Beach Road Shopping Center.

A coastal road leading to a beach with clear turquoise waters.

South Pensacola

While visiting South Pensacola, you might make a stop by sights like Palafox Shopping Center and Pensacola Outlet Mall.

A sandy beach path with wooden fences and tall grasses.

Perdido Key Coves One

While Perdido Key Coves One isn't home to many top sights, Perdido Key State Park and Ono Island are some notable places to visit nearby.

A bridge at sunset with the sun setting behind it.

Northeast Pensacola

2 out of top 10 points of interest in this area

While visiting Northeast Pensacola, you might make a stop by sights like Cordova Mall and Eastgate Shopping Center.

Thousand Oaks Hotel Deals

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL

Fully refundableReserve now, pay when you stay

$229 nightly

$257 total

Sep 16 - Sep 17

Total with taxes and fees

9.6/10 Exceptional! (3,594 reviews)

"We enjoyed our stay! Everyone was helpful and friendly. Our room was very nice and the bed was comfortable. We especially enjoyed the view from the balcony."

Reviewed on Sep 15, 2026

Surf & Sand Hotel

40 Fort Pickens Road Pensacola Beach FL

$140 nightly

$157 total

Sep 20 - Sep 21

Total with taxes and fees

8.8/10 Excellent! (3,283 reviews)

"Great friendly staff. Room clean and bed comfortable needfreshing of stairs and corridors breakfast leaves a lot to be desired overall maybe a B-"

Reviewed on Sep 14, 2026

Paradise inn

21 Via De Luna Dr Pensacola Beach FL

$130 nightly

$146 total

Sep 22 - Sep 23

Total with taxes and fees

9/10 Wonderful! (288 reviews)

"My only complaint was running late and not enjoying our short visit to the fullest. What an amazing place! Will visit again"

Reviewed on Sep 15, 2026

See all 3,521 properties in Thousand Oaks

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.