Tanglewood Terrace Vacations from $696

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Your Tanglewood Terrace Vacation

Take the stress and hassle out of organizing your next break with a Tanglewood Terrace vacation package. Immerse yourself in the sights and sounds of this wonderful neighborhood and experience everything it has to offer. Hoping to head out and see the sights during your trip to Tanglewood Terrace? Pencil in a visit to nearby attractions such as Green Key Beach, Robert K Rees Memorial Park and James E. Grey Preserve. No matter what your ideal Tanglewood Terrace vacation may look like, you can make it a reality with Expedia.

The Latest Tanglewood Terrace Vacation Packages

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

CW Resort

Save 100% on your flight

$696

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (204 reviews)

Beautiful place to stay

Reviewed on Oct 23, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,788

per person

Dec 27 - Jan 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,252 reviews)

Reviewed on Oct 23, 2026

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$848

per person

Dec 8 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,000 reviews)

Cedar Cove Resort and Cottages

$816

per person

Dec 6 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (604 reviews)

Beautiful old florida style resort Beautiful rooms comfortable beds right on the powdery white sand beach and turquoise water

Reviewed on Oct 18, 2026

Landing St. Petersburg Near South Branch Potomac River

Save 100% on your flight

$961

per person

Nov 23 - Nov 30

found 18 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Tampa (TPA)

No reviews

Where to stay in Tanglewood Terrace

Find the best Tanglewood Terrace areas and neighborhoods for the activities you enjoy most. Learn more about Tanglewood Terrace

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.

Tanglewood Terrace Hotel Deals

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$272 nightly

$307 total

Nov 15 - Nov 16

Total with taxes and fees

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$297 nightly

$335 total

Nov 17 - Nov 18

Total with taxes and fees

9.4/10 Exceptional! (2,458 reviews)

"The staff was very accommodating."

Reviewed on Oct 22, 2026

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$198 nightly

$224 total

Nov 8 - Nov 9

Total with taxes and fees

8.2/10 Very Good! (3,078 reviews)

"Loved every moment!"

Reviewed on Oct 21, 2026

See all 4,440 properties in Tanglewood Terrace

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.