Top Beach vacation packages in St. Petersburg - Clearwater

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

Clearwater Beach Sheraton Resort on Sand Key

Sand Key

$462

per person

Nov 22 - Nov 24

found 18 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.4/10 Very Good! (1,006 reviews)

Beach is nice and clean. Hot tub is clean and quite place we enjoyed our stay!

Reviewed on Oct 19, 2025

Hyatt Regency Clearwater Beach Resort & Spa

Save 100% on your flight

$518

per person

Dec 23 - Dec 26

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

9.2/10 Wonderful! (2,033 reviews)

Beautiful beach view

Reviewed on Oct 21, 2025

Wyndham Grand Clearwater Beach

$471

per person

Dec 23 - Dec 26

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

9.4/10 Exceptional! (2,723 reviews)

Loved my view of both the Gulf and the pool from my balcony. The front desk personnel were pleasant and very helpful with recommendations of places to eat breakfast and lunch. The hotel was well maintained and very clean. Daily activities at the pool were varied and appropriate for multiple age levels. Pool attendants and wait staff at the pool bar were pleasant and attentive. I felt pampered and cared for by all staff. I loved having the wrist band instead of a key card. Very convenient!!

Reviewed on Oct 23, 2025

Island Grand at TradeWinds

$487

per person

Dec 23 - Dec 26

found 14 hours ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

7.4/10 Good! (1,016 reviews)

Great place to stay

Reviewed on Oct 20, 2025

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

$534

per person

Dec 23 - Dec 26

found 14 hours ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

9/10 Wonderful! (1,017 reviews)

View was amazing, every night was so beautiful, love the spot and food;) Staff was great too;)

Reviewed on Oct 22, 2025

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3 Night Beach vacations in St. Petersburg - Clearwater

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

Wyndham Grand Clearwater Beach

$471

per person

Dec 23 - Dec 26

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

9.4/10 Exceptional! (2,723 reviews)

Loved my view of both the Gulf and the pool from my balcony. The front desk personnel were pleasant and very helpful with recommendations of places to eat breakfast and lunch. The hotel was well maintained and very clean. Daily activities at the pool were varied and appropriate for multiple age levels. Pool attendants and wait staff at the pool bar were pleasant and attentive. I felt pampered and cared for by all staff. I loved having the wrist band instead of a key card. Very convenient!!

Reviewed on Oct 23, 2025

Hyatt Regency Clearwater Beach Resort & Spa

Save 100% on your flight

$518

per person

Dec 23 - Dec 26

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

9.2/10 Wonderful! (2,033 reviews)

Beautiful beach view

Reviewed on Oct 21, 2025

Island Grand at TradeWinds

$487

per person

Dec 23 - Dec 26

found 14 hours ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

7.4/10 Good! (1,016 reviews)

Great place to stay

Reviewed on Oct 20, 2025

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4 Night Beach vacations in St. Petersburg - Clearwater

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

Sirata St. Pete Beach

$637

per person

Dec 23 - Dec 27

found 16 hours ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Tampa (TPA)

7.4/10 Good! (2,411 reviews)

Shouldn’t have to pay to park your car there when paying for a room.

Reviewed on Oct 23, 2025

Hyatt Regency Clearwater Beach Resort & Spa

$860

per person

Dec 23 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (2,033 reviews)

Beautiful beach view

Reviewed on Oct 21, 2025

Wyndham Grand Clearwater Beach

$757

per person

Nov 22 - Nov 26

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Tampa (TPA)

9.4/10 Exceptional! (2,723 reviews)

Loved my view of both the Gulf and the pool from my balcony. The front desk personnel were pleasant and very helpful with recommendations of places to eat breakfast and lunch. The hotel was well maintained and very clean. Daily activities at the pool were varied and appropriate for multiple age levels. Pool attendants and wait staff at the pool bar were pleasant and attentive. I felt pampered and cared for by all staff. I loved having the wrist band instead of a key card. Very convenient!!

Reviewed on Oct 23, 2025

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How do I book the best St. Petersburg - Clearwater beach vacation packages?

Life’s a beach when you dive into our brilliant St. Petersburg - Clearwater beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in St. Petersburg - Clearwater?

A rental steps from the shore creates an amazingly affordable St. Petersburg - Clearwater beach vacation. Seaside sojourns during low season start from $462. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in St. Petersburg - Clearwater?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a St. Petersburg - Clearwater beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a St. Petersburg - Clearwater vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find St. Petersburg - Clearwater beach vacation deals?

Sort your search results by deals to delight in amazing St. Petersburg - Clearwater beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a St. Petersburg - Clearwater beach trip with free cancellation and/or flexible dates?

Just like the St. Petersburg - Clearwater tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my St. Petersburg - Clearwater beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in St. Petersburg - Clearwater. (OK, maybe not that last part.)

Top Beach St. Petersburg - Clearwater Hotels

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave, Clearwater Beach, FL

33 min drive from John's Pass Village & Boardwalk

Enjoy your stay at this spa resort, an excellent choice for soaking up some sun on St. Petersburg - Clearwater Beaches if you're looking for a getaway in Clearwater ...

8/10 Very Good! (2,274 reviews)

Travelers like: on the beach, cabanas, beach bars, beach yoga

Travelers say...

Needs to be updated

Reviewed on Oct 20, 2025

RumFish Beach at TradeWinds

6000 Gulf Blvd, St. Pete Beach, FL

10 min drive from John's Pass Village & Boardwalk

Relax at this resort, a great choice for lounging by the shore on St. Petersburg - Clearwater Beaches if you're searching for a St. Pete Beach vacation. Amenities ...

8.2/10 Very Good! (1,486 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach yoga

Travelers say...

Wonderful views. Stayed in October. Work still be completed on bottom floor rooms. Lots of construction workers. Very few people in the resort area. Felt like we were the only ones there at times. The only complaint we had on the rooms was the floors did not get mopped often. Nightly music and campfire ...

Reviewed on Oct 22, 2025

Wyndham Grand Clearwater Beach

100 Coronado Drive, Clearwater Beach, FL

32 min drive from John's Pass Village & Boardwalk

Lounge by the shoreline in Clearwater Beach, as you'll be close to St. Petersburg - Clearwater Beaches with a stay at this spa hotel. Amenities at Wyndham Grand ...

9.4/10 Exceptional! (2,752 reviews)

Travelers like: on the beach, cabanas, beach towels, outdoor pool

Travelers say...

This hotel is very well staffed, maintained and you can genuinely feel how kind their staff is, it’s like a vibe, they are just so nice, helpful and happy people. I am a clean freak, I was impressed by the cleanliness off the entire hotel, the rooms and all communal areas. Even a restroom that many ...

Reviewed on Oct 19, 2025

See all 13,265 properties in St. Petersburg - Clearwater

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.