Historic Kenwood Vacation Packages 2026 from $706

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Your Historic Kenwood Vacation

Reserving a Historic Kenwood vacation package is a superb way to become familiar with this unique neighborhood. From its hot spots to its little-known secrets, there's a lot to delve into. Some top nearby attractions to visit during your trip to Historic Kenwood include Salvador Dali Museum, Tropicana Field and Sunken Gardens. Stop dreaming and start doing. When you're ready to lock in your dream vacation to Historic Kenwood, Expedia will help get you there.

The Latest Historic Kenwood Vacation Packages

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

Captiva Beach Resort

South Village

Save 100% on your flight

$706

per person

Oct 29 - Nov 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,309 reviews)

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,242

per person

Dec 8 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (591 reviews)

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$909

per person

Dec 8 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,000 reviews)

It was very comfortable. I love the fact you have transportation to go to the beach and that you gave us the umbrella, towels and chairs. The front desk personnel were very nice and helpful. Thanks

Reviewed on Sep 23, 2026

The Avalon Club

Save 100% on your flight

$949

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (595 reviews)

Our family had a wonderful stay. The location was perfect. We also loved being able to use the hotels umbrellas, chairs & towels at the beach. The suite was more spacious than we expected! The sofa bed was not comfortable, but the regular beds were. Can’t beat the price for the room & view we had. We would absolutely come back!

Reviewed on Sep 21, 2026

VIinoy House

Historic Old Northeast

Save 100% on your flight

$826

per person

Nov 9 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

7.2/10 Good! (5 reviews)

Where to stay in Historic Kenwood

Find the best Historic Kenwood areas and neighborhoods for the activities you enjoy most. Learn more about Historic Kenwood

A modern plaza with a large sculpture, palm trees, and a high-rise building in the background.

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.

A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

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.

Sand Key

1 out of top 10 points of interest in this area

While visiting Sand Key, you might make a stop by sights like Belleair Beach and Sand Key Park.

A beach with people walking along the shore, waves crashing onto the sand, and a city skyline in the background.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.

A sunset over the ocean with a person paddleboarding and a floating structure.

Sunshine Beach

If you're spending some time in Sunshine Beach, St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island are top sights worth seeing.

Historic Kenwood Hotel Deals

Mari Jean Hotel - All Adults Welcome

2349 Central Ave St. Petersburg FL

Fully refundableReserve now, pay when you stay

$84 nightly

$95 total

Oct 1 - Oct 2

Total with taxes and fees

8.8/10 Excellent! (539 reviews)

"Only thing I didn't like was the bedding was kind of too soft for me I need a firm bed. And the bartender's at the pool we're kind of nasty. Standoffish"

Reviewed on Sep 25, 2026

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$276 nightly

$312 total

Sep 29 - Sep 30

Total with taxes and fees

9.4/10 Exceptional! (3,925 reviews)

"This hotel was located in the perfect spot you can walk to restaurants and to shops the beach and the pier was easy to get to I enjoyed my stay there the views of the sunset were amazing the staff was very friendly and accommodating I would definitely recommend this place"

Reviewed on Sep 25, 2026

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$281 nightly

$317 total

Sep 27 - Sep 28

Total with taxes and fees

9.4/10 Exceptional! (2,402 reviews)

"The room was wonderful. So much room and a beautiful view of the ocean from the balcony. The beds were very comfortable and bathrooms were large and luxurious. The pool and hot tub were awesome. Location was great and I will definitely book there again. The employees were absolutely top notch."

Reviewed on Sep 24, 2026

See all 18,370 properties in Historic Kenwood

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.