Downtown Clearwater Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Clearwater Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
$607
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Cedar Cove Resort and Cottages
$1,193
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.
Seaside at Anna Maria Island Inn
$1,843
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bradenton Beach are located nearby.
Great place to stay! Friendly staff and beautiful ocean front rooms.
Reviewed on Sep 18, 2026
The Westin Sarasota
Central Sarasota
$857
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
voco Sarasota by IHG
Central Sarasota
$759
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
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
Captiva Beach Resort
South Village
$733
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Don't see what you're looking for?
See all available trips from Columbus to Downtown Clearwater
View all tripsTop Hotel Deals
Residence Inn by Marriott Clearwater Downtown
940 Court Street Clearwater FL
Book a stay at this business-friendly hotel in Clearwater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Hilton Tampa Airport Westshore
2225 N Lois Ave Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and 24-hour room service. Our guests praise the helpful ...
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Fairfield Inn & Suites by Marriott Clearwater Beach
650 Bay Esplanade Clearwater Beach FL
Book a stay at this business-friendly hotel in Clearwater Beach. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful ...
Four Points by Sheraton Suites Tampa Airport Westshore
4400 W Cypress St Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Mint House St. Petersburg Downtown by Kasa
77 11th St N St. Petersburg FL
Book a stay at this business-friendly aparthotel in St. Petersburg. Enjoy free WiFi, valet parking (surcharge), and a picnic area. Our guests praise the helpful ...
The Don CeSar
3400 Gulf Boulevard St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy a full-service spa, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff ...
Island Grand at TradeWinds
5500 Gulf Blvd St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 5 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
Opal Sands Resort
430 South Gulfview Blvd Clearwater Beach FL
Book a stay at this luxury resort in Clearwater Beach. Enjoy a full-service spa, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful ...
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Book a stay at this beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Sirata St. Pete Beach Resort, Tapestry Collection by Hilton
5300 Gulf Boulevard St. Pete Beach FL
Book a stay at this beach hotel in St. Pete Beach. Enjoy an outdoor pool, a beach locale, and breakfast (surcharge). Popular attractions John's Pass Village ...
GALAXY HOTEL
101 3rd Ave N St. Petersburg FL
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Popular attractions Tampa Bay ...
Don't see what you're looking for?
See all available properties in Downtown Clearwater
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Dec 1 - Sat, Dec 5
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$140
Roundtrip
found 2 days ago
Sat, Nov 14 - Tue, Nov 17
BOS
Logan Intl.
TPA
Tampa Intl.
$179
Roundtrip
found 1 hour ago
Wed, Oct 21 - Wed, Oct 28
LGA
LaGuardia
TPA
Tampa Intl.
$199
Roundtrip
found 2 days ago
Tue, Oct 27 - Tue, Nov 10
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$199
Roundtrip
found 4 days ago
Thu, Oct 22 - Fri, Oct 23
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$206
Roundtrip
found 6 days ago
Best points of interest in St. Petersburg - Clearwater
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations