Tanglewood Terrace Vacations from $385

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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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $564, price is now $385 per person
$385
per person
Jul 18 - Jul 21
found 12 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
8.6/10 Excellent! (78 reviews)
Great for older people who want an easily accessible room in a quiet setting. We will be back!

Reviewed on May 7, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $2,551, price is now $1,366 per person
$1,366
per person
Jun 9 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (506 reviews)
The staff was so sweet and accommodating. Everything you could need for an overnight at the beach. Room by the road had traffic noise but we didn’t mind at all!

Reviewed on May 7, 2026

Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $1,283, price is now $803 per person
$803
per person
Jun 9 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (440 reviews)
It was very nice, clean and excellent service

Reviewed on May 8, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $970, price is now $634 per person
$634
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,196 reviews)
Loved the location and the roof top pool and bar!!

Reviewed on May 6, 2026

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,219, price is now $850 per person
$850
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,245 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.

Reviewed on May 8, 2026

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
Aerial view of residential suburbs with private homes located on gulf coast near wildlife wetlands with green vegetation on sea shore.

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.

Find hotels in Gulf Harbors

Tanglewood Terrace Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$320 nightly
The price is $362 total per night from May 19 to May 20
$362 total
May 19 - May 20
Total with taxes and fees
9.4/10 Exceptional! (3,224 reviews)
This hotel is in the perfect location. The beach is so close and umbrellas and chaise lounges are set up daily for your use. If you want the convenience of the pool, the ocean view is still amazing. Everything is walkable from this hotel with plenty of restaurants, bars and shopping in both directions. ...

Reviewed on May 8, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $239 total per night from Jun 7 to Jun 8
$239 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (2,609 reviews)
This is the third time that I have stayed here and I am never disappointed.

Reviewed on May 8, 2026

Hilton Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
$307 nightly
The price is $347 total per night from May 11 to May 12
$347 total
May 11 - May 12
Total with taxes and fees
9.2/10 Wonderful! (2,147 reviews)
Great stay if you want to get a bang for the your Benjamin’s. High quality great vibe great view vacation was amazing perfect and people weren’t stuck up.

Reviewed on May 9, 2026

Hyatt Regency Clearwater Beach Resort and Suites
See all 4,365 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Tanglewood Terrace

Walk bridge at Robert K Rees Memorial Park

Robert K Rees Memorial Park

3/5(1 review)

Commune with nature and explore the great outdoors at Robert K Rees Memorial Park during your travels in New Port Richey. Amble around this family-friendly area's waterfront, or seek out the golf courses.

Robert K Rees Memorial Park

Green Key Beach

4/5(10 reviews)

If a restful vacation is part of your travel plans, Green Key Beach might be the perfect place to seek out during your trip to New Port Richey. Stroll along the waterfront or visit the shops in this family-friendly area.

Green Key Beach

James E. Grey Preserve

3/5(1 review)

Explore the lovely green spaces of James E. Grey Preserve and enjoy the golf courses in New Port Richey. Wander the waterfront in this family-friendly area.

James E. Grey Preserve

Things to do

2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

$54
per adult
80% of travellers recommend
2 Hours Kayak Eco Tour in Tarpon Springs
Tarpon Springs Ghost Tour — Haunted History & True Crime

Tarpon Springs Ghost Tour — Haunted History & True Crime

$40
per adult
Tarpon Springs Ghost Tour — Haunted History & True Crime
Audio Guide to New Port Richey's History and Quirky People

Audio Guide to New Port Richey's History and Quirky People

$7
per adult
Audio Guide to New Port Richey's History and Quirky People
See all activities in New Port Richey
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.