Fairway Estate Vacations from $387

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Your Fairway Estate Vacation

Fairway Estate is beckoning! Whatever type of break you have in mind, get ready to discover the best of this neighborhood with a Fairway Estate vacation package. Your trip to Fairway Estate wouldn't be complete without a stop at major attractions nearby such as Florida Auto Exchange Stadium - Dunedin Blue Jays, Dunedin Stadium and Dunedin Marina. Don't just wish for it — turn it into a reality! Secure your ideal Fairway Estate vacation with Expedia and get to where you're going your way.

The Latest Fairway Estate Vacation Packages

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

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $716, price is now $387 per person
$387
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Julio is quite the gentleman, and Valeria was very efficient checking us in .. The complementary breakfast was the best I have ever seen in a hotel! Talk about a huge variety of hot and cold options! The pool and workout areas were clean and organized, no icky feelings touching the surfaces of equipment or counters.. rooms are very spacious and modern, and clean... Your feet don't stick to the floor! A+ service...

Reviewed on Dec 1, 2025

Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $1,595, price is now $766 per person
$766
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,002 reviews)
Staff was very friendly and happy to help. The room was clean. The front area was organized, and plenty of snack items were available to purchase.

Reviewed on Nov 24, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,246, price is now $1,227 per person
$1,227
per person
Feb 12 - Feb 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Room was great. Reception awesome. Location awesome. However, the washer stopped working middle of night - resulting in our laundry being stuck (door locked, would not release as water error). We couldn't get fixed. By time maintenance got fixed, we had to check out. TO credit, they mailed our laundry to us, but we needed it the for the next 3 days of our vacaction, and didn't have it available.

Reviewed on Nov 26, 2025

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 $968, price is now $534 per person
$534
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (317 reviews)
Friendly staff, restaurants next door. Small, but decent gym.

Reviewed on Nov 29, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $5,624, price is now $3,152 per person
$3,152
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Excellent, Excellent, Excellent. From the staff, the way the room looked. Everything is included in the room that you would need for your stay. Can't wait to visit again.

Reviewed on Dec 2, 2025

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Where to stay in Fairway Estate

Find the best Fairway Estate areas and neighborhoods for the activities you enjoy most. Learn more about Fairway Estate
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Fairway Estate 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
$206 nightly
The price is $233 total per night from Dec 7 to Dec 8
$233 total
Dec 7 - Dec 8
Total with taxes and fees
9.4/10 Exceptional! (2,850 reviews)
Everything from check in/out, dining, room was great.

Reviewed on Nov 30, 2025

Wyndham Grand Clearwater Beach
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
3050 N Rocky Point Dr W Tampa FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $139 total per night from Dec 18 to Dec 19
$139 total
Dec 18 - Dec 19
Total with taxes and fees
8.2/10 Very Good! (1,021 reviews)
Customer service was great!!!

Reviewed on Nov 30, 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
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
$174 nightly
The price is $196 total per night from Dec 10 to Dec 11
$196 total
Dec 10 - Dec 11
Total with taxes and fees
8/10 Very Good! (2,342 reviews)
Room was clean, comfortable. Staff were polite and helpful. Great access to the beach and pier.

Reviewed on Nov 29, 2025

Hilton Clearwater Beach Resort & Spa
See all 12,468 properties in Fairway Estate
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 Fairway Estate

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

5/5(5 reviews)

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches
Clearwater Beach

Clearwater Beach

4.5/5(44 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

$37
per adult
88% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

$28
per adult
92% of travellers recommend
Dolphin Racer Speedboat Adventure
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.