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.
Harbourside Resort, a New Hotel Collection Property
Save 100% on your flight
Price was $839, price is now $580 per person
$580
per person
Jul 20 - Jul 25
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Indian Rocks Beach. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions St. Petersburg - Clearwater Beaches and Splash Harbour Water Park are located nearby.
CW Hotel
Save 100% on your flight
Price was $1,382, price is now $787 per person
$787
per person
Jul 20 - Jul 25
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
The Avalon Club
Save 100% on your flight
Price was $2,298, price is now $1,454 per person
$1,454
per person
Jul 20 - Jul 25
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $999, price is now $649 per person
$649
per person
Jul 20 - Jul 25
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Beach Walk are located nearby.
The Don CeSar
Save 100% on your flight
Price was $1,433, price is now $1,003 per person
$1,003
per person
Jul 20 - Jul 25
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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 in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Pelican Pointe Clearwater Beach Hotel
Save 100% on your flight
Price was $825, price is now $583 per person
$583
per person
Jul 20 - Jul 25
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, laundry facilities, and cable TV channels. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Clearwater Beach and Beach Walk 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
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
22.08 km from Downtown Clearwater
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 ...
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
3.89 km from Downtown Clearwater
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 ...
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
3.99 km from Downtown Clearwater
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 ...
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
26.19 km from Downtown Clearwater
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 ...
Opal Sands Resort
430 South Gulfview Blvd Clearwater Beach FL
3.95 km from Downtown Clearwater
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 ...
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
3.86 km from Downtown Clearwater
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 ...
Grand Hyatt Tampa Bay
2900 Bayport Drive Tampa FL
23.43 km from Downtown Clearwater
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean ...
Island Grand at TradeWinds
5500 Gulf Blvd St. Pete Beach FL
26.53 km from Downtown Clearwater
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 ...
Sirata Beach Resort St Pete Beach
5300 Gulf Boulevard St. Pete Beach FL
26.82 km from Downtown Clearwater
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 ...
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4860 West Kennedy Boulevard Tampa FL
26.16 km from Downtown Clearwater
Book a stay at this business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise the ...
The Don CeSar
3400 Gulf Boulevard St. Pete Beach FL
28.85 km from Downtown Clearwater
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 ...
SkyBeach Resort
6800 Sunshine Skyway Lane St. Petersburg FL
30.86 km from Downtown Clearwater
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Popular attractions Pass-a-Grille Beach and Upham ...
Holiday Inn & Suites Clearwater Beach by IHG
521 S Gulfview Blvd Clearwater Beach FL
3.74 km from Downtown Clearwater
Book a stay at this family-friendly hotel in Clearwater Beach. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff in our ...
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.
Sat, Sep 19 - Thu, Oct 1
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$96 Roundtrip, found 4 days ago
$96
Roundtrip
found 4 days ago
Wed, Sep 30 - Sat, Oct 3
LGA
LaGuardia
TPA
Tampa Intl.
$167 Roundtrip, found 8 hours ago
$167
Roundtrip
found 8 hours ago
Tue, Sep 8 - Wed, Sep 16
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$167 Roundtrip, found 3 hours ago
$167
Roundtrip
found 3 hours ago
Tue, Sep 8 - Wed, Sep 16
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$167 Roundtrip, found 3 hours ago
$167
Roundtrip
found 3 hours ago
Sat, Sep 12 - Sat, Sep 19
SWF
Stewart Intl.
TPA
Tampa Intl.
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago