Gulf Highlands Vacations from $357

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Your Gulf Highlands Vacation

Your next big adventure is calling out to you with a vacation package to Gulf Highlands. Excitement, fun and good times — you're sure to find it in this neighborhood. Want to explore the sights during your trip to Gulf Highlands? Make sure you check out nearby attractions like Hudson Beach, Werner Boyce Salt Springs State Park and Gulf View Square. Don't just dream it — do it! Reserve your ultimate Gulf Highlands vacation with Expedia and get to where you're going your way.

The Latest Gulf Highlands Vacation Packages

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

Clearwater Suites

2.5 out of 5
Save 100% on your flight
Price was $571, price is now $357 per person
$357
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (19 reviews)
Estuvimos dos noches en el hotel y nos gustó mucho, todo muy limpio lo mismo dentro de la habitación que en la piscina, la atención excelente, la playa super serca del hotel es solo cruzar la calle, está ubicado céntrico, una experiencia satisfactoria la esatacia, lo volvería a repetir!!!

Reviewed on Aug 31, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,392, price is now $814 per person
$814
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (609 reviews)
Renovated, clean rooms, ocean front

Reviewed on Sep 4, 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,556, price is now $933 per person
$933
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (2,592 reviews)
Clean, beautiful facility and room.

Reviewed on Sep 3, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $982, price is now $607 per person
$607
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (445 reviews)
Place was very clean loved how large it was and was in a great location, could walk to everything The only negative thing was the pool seemed to be pictured different on the website and was very small and the rooftop bar really cannot be called a bar. They were out of most of the beers didn’t sell liquor and really was not a bar at all.

Reviewed on Sep 1, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,129, price is now $725 per person
$725
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,056 reviews)
The room was fantastic with a big wrap around balcony. Even though the weather did not cooperate, we all enjoyed chilling on the balcony with many trips to the pool. Beach was great. My only disappointment was they did not have any type of grill anywhere. I brought some really expensive steaks, burgers,hot dogs, which we had to cook in a pan. The staff was fantastic and made sure we had everything we needed

Reviewed on Aug 24, 2025

Where to stay in Gulf Highlands

Find the best Gulf Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Gulf Highlands
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Bayonet Point

3.5/5(171 area reviews)

Shopping, waterfront views, and restaurants highlight some of the notable features of Bayonet Point. Make a stop by Beacon Woods Golf Course while you're exploring.

Find hotels in Bayonet Point

Gulf Highlands Hotel Deals

Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way, Spring Hill, FL
Fully refundableReserve now, pay when you stay
$45 nightly
The price is $50 total per night from Sep 9 to Sep 10
$50 total
Sep 9 - Sep 10
Total with taxes and fees
Motel 6 Spring Hill, FL - Weeki Wachee
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Spring Hill
Get rates
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
36750 Us Highway 19 N, Palm Harbor, FL
$199 nightly
The price is $225 total per night from Sep 7 to Sep 8
$225 total
Sep 7 - Sep 8
Total with taxes and fees
Innisbrook Resort
See all 1,894 properties in Gulf Highlands
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 Gulf Highlands

Low tide sunset over the #GulfofMexico

Werner Boyce Salt Springs State Park

4/5(4 reviews)

You can take time to visit Werner Boyce Salt Springs State Park during your travels to Port Richey. Stroll along the waterfront or visit the shops in this family-friendly area.

Werner Boyce Salt Springs State Park

SunCruz Port Richey Casino

Why not try your luck with a visit to SunCruz Port Richey Casino during your travels in Port Richey? Amble around this family-friendly area's waterfront, or seek out the golf courses.

SunCruz Port Richey Casino

Beacon Woods Golf Course

Enjoy a round of golf in Hudson at Beacon Woods Golf Course. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Beacon Woods Golf Course

Things to do

Tarpon Springs Train Depot at Night

Tarpon Springs: Ghost and Haunted History Tour

$40
per adult
Tarpon Springs: Ghost and Haunted History Tour
Goodacre's "Naiads" at the Sponge Docks

I Came, I Saw... I GREEKED!

$165
per adult
I Came, I Saw... I GREEKED!
2 Hours Kayak Eco Tour in Tarpon Springs

2 Hours Kayak Eco Tour in Tarpon Springs

$54
per adult
2 Hours Kayak Eco Tour in Tarpon Springs
See all activities in Port Richey
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.