Yacht Club Estates Vacations from $444

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Yacht Club Estates Vacation

Take the fuss out of organizing your next getaway by booking a Yacht Club Estates vacation package. Soak in the sounds and sights of this captivating neighborhood and experience all it has to offer. Your trip to Yacht Club Estates wouldn't be complete without seeing major attractions nearby such as Johns Pass Village & Boardwalk, Upham Beach and Pass-a-Grille Beach. Stop daydreaming and start doing. When you're ready to lock in your vacation to Yacht Club Estates, Expedia will help you get there.

The Latest Yacht Club Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,008 reviews)
I had an incredible stay at Voco. The shower was absolutely amazing—spacious with top-quality products that made it feel like a spa. The bed was extremely comfortable, and the room itself was large, spotless, and beautifully maintained. The staff were wonderful, so friendly and attentive. They even provided us with beach chairs, towels, and an umbrella. I’ll definitely be coming back and highly recommend this hotel.

Reviewed on Jul 28, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (518 reviews)
A very clean hotel. Well worth the money for that fact alone.

Reviewed on Jul 28, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (430 reviews)
Great property and location

Reviewed on Jul 21, 2025

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (2,143 reviews)
Great place to stay .only a few minutes to the beach and downtown in Siesta Key. Great price, clean hotel, friendly staff

Reviewed on Jul 28, 2025

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,025 reviews)
Great location, very clean, great rooftop

Reviewed on Jul 29, 2025

Where to stay in Yacht Club Estates

Find the best Yacht Club Estates areas and neighborhoods for the activities you enjoy most. Learn more about Yacht Club Estates
Pass-a-Grille

Pass-a-Grille

5/5(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Yacht Club Estates Hotel Deals

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
$204 nightly
The price is $231 total per night from Aug 12 to Aug 13
$231 total
Aug 12 - Aug 13
Total includes taxes and fees
8/10 Very Good! (2,067 reviews)
"Amazing!!!!!!! And don’t miss out on the private beach"

Reviewed on Jul 27, 2025

Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Aug 8 to Aug 9
$144 total
Aug 8 - Aug 9
Total includes taxes and fees
8.6/10 Excellent! (2,022 reviews)
"Awesome"

Reviewed on Jul 25, 2025

Hotel Alba, Tapestry Collection by Hilton
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
$306 nightly
The price is $346 total per night from Aug 3 to Aug 4
$346 total
Aug 3 - Aug 4
Total includes taxes and fees
9.2/10 Wonderful! (2,451 reviews)
"nice place"

Reviewed on Jul 27, 2025

Wyndham Grand Clearwater Beach
See all 15,975 properties in Yacht Club Estates
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 Yacht Club Estates

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
The sunset behind the lifeguard tower in combination with a bit of filtering made this image quite unique. #LifeAtExpedia

Clearwater Beach

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
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

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

St. Petersburg - Clearwater Beaches

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

$37
per adult
94% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

$125
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
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.