Fairway Oaks Vacations from $462

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Your Fairway Oaks Vacation

Book a Fairway Oaks vacation package and experience the rhythm and lifestyle of this fascinating neighborhood. With all your travel plans taken care of, the only thing you need to focus on here is having the time of your life. Want to head out and see the sights during your trip to Fairway Oaks? Make sure you check out nearby attractions like Hudson Beach, Show Palace Dinner Theater and Cow Creek. Expedia will help you turn your dream Fairway Oaks vacation into reality, whatever your travel plans or budget.

The Latest Fairway Oaks Vacation Packages

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

voco Sarasota by IHG

Central Sarasota

$462

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,007 reviews)

Cedar Cove Resort and Cottages

$1,370

per person

Oct 17 - Oct 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (568 reviews)

I loved it here, would come back! 5 out of 5 stars! We had everything we needed!

Reviewed on Aug 11, 2026

The Westin Sarasota

Central Sarasota

$847

per person

Oct 17 - Oct 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,151 reviews)

Had a wonderful experience, convenient location

Reviewed on Aug 12, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$806

per person

Oct 31 - Nov 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (1,128 reviews)

Where to stay in Fairway Oaks

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

A wooden pier extending into a calm sea with a sandy beach in the foreground.

Gulf Shores

Gulf Shores might not have many top sights, but Hudson Beach and Beacon Woods Golf Course are two attractions nearby that you can check out.

A beach with sand dunes and tall grasses at sunset.

Hudson Beach Estates

1 out of top 10 points of interest in this area

Though Hudson Beach Estates might not have many top sights, you can venture to the surrounding area to see attractions like Hudson Beach and Gulf View Square.

A boat with colorful flags, a pier, and a crowd of people.

Bayonet Point

1 out of top 10 points of interest in this area

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.

A harbor with multiple sailboats anchored in calm waters under a cloudy sky.

Sea Ranch

While Sea Ranch isn't home to many top sights, Hudson Beach and Gulf View Square are some notable places to visit nearby.

A sunset over a calm body of water with a distant shoreline.

Gulf Coast Acres

2 out of top 10 points of interest in this area

While visiting Gulf Coast Acres, you might make a stop by sights like Colorama Music and Show Palace Dinner Theater.

Fairway Oaks Hotel Deals

Motel 6 Spring Hill, FL - Weeki Wachee

6172 Commercial Way Spring Hill FL

Fully refundableReserve now, pay when you stay

$53 nightly

$59 total

Sep 1 - Sep 2

Total with taxes and fees

7.2/10 Good! (1,570 reviews)

"All the staff was amazing"

Reviewed on Aug 11, 2026

Quality Inn & Suites Tarpon Springs South

38724 US Highway 19 North Tarpon Springs FL

Fully refundable

$83 nightly

$95 total

Sep 7 - Sep 8

Total with taxes and fees

Innisbrook Resort

36750 Us Highway 19 N Palm Harbor FL

$164 nightly

$186 total

Aug 16 - Aug 17

Total with taxes and fees

See all 1,857 properties in Fairway 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.