The Heights Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to CA $4,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Holiday Package Deals in The Heights

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

The Fold Hotels Indian Shores

Save 100% on your flight

CA $1,452

per person

Dec 23 - Dec 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

9.2/10 Wonderful! (1,018 reviews)

Such a nice place! Walking distance to the beach. The staff are very friendly and responsive. Our room was very clean and modern. Great stay!!

Reviewed on Sep 10, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

CA $1,696

per person

Nov 26 - Dec 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

CW Resort

Save 100% on your flight

CA $1,461

per person

Nov 26 - Dec 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

Incredible place to stay.highly recommended.

Reviewed on Oct 6, 2026

Stylish Treasure Island Escape

Sunshine Beach

Save 100% on your flight

CA $8,872

per person

Dec 12 - Dec 19

found 19 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Tampa (TPA)

No reviews

Cedar Cove Resort and Cottages

Save 100% on your flight

CA $2,557

per person

Nov 10 - Nov 17

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Tampa (TPA)

9.2/10 Wonderful! (604 reviews)

So clean and anything at all that we needed the staff was more than willing to do great experience

Reviewed on Oct 4, 2026

Where to stay in The Heights

Find the best The Heights areas and neighborhoods for the activities you enjoy most. Learn more about The Heights

A coastal residential area with a marina, houses, and a large body of water.

Gulf Harbors

If you're looking for some top things to see and do in Gulf Harbors and surrounding area, you can visit Green Key Beach and Robert K Rees Memorial Park.

A sunset over a calm lake with a dock and trees silhouetted against the sky.

New Port Richey East

1 out of top 10 points of interest in this area

While there might not be top attractions in New Port Richey East, you can explore the larger area and discover places like James E. Grey Preserve and Richey Suncoast Theater.

A serene lake with a reflection of the sky and clouds, surrounded by a grassy path and trees.

Flor-a-mar

While Flor-a-mar isn't home to many top sights, Green Key Beach and Robert K Rees Memorial Park are some notable places to visit nearby.

Downtown

2 out of top 10 points of interest in this area

While visiting Downtown, you might make a stop by sights like Richey Suncoast Theater and Jimmy Ferraro's Studio Theatre.

Woodlands

Though Woodlands might not have many top sights, you can venture to the surrounding area to see attractions like Green Key Beach and Robert K Rees Memorial Park.

The Heights Hotel Deals

Quality Inn & Suites Conference Center

5316 Us Highway 19 New Port Richey FL

Fully refundable

CA $98

CA $110 total

Nov 1 - Nov 2

includes taxes & fees

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

CA $307

CA $403 total

Oct 28 - Oct 29

includes taxes & fees

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL

Fully refundableReserve now, pay when you stay

CA $326

CA $425 total

Nov 1 - Nov 2

includes taxes & fees

9.4/10 Exceptional! (2,435 reviews)

"Staff was very helpful and friendly. Room was very clean and I had an amazing beach view. The staff in Trópico Rooftop Cantina by the pool were very friendly and the menu was excellent and delicious."

Reviewed on Oct 5, 2026

See all 4,128 properties in The Heights

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.