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Deals on vacations and trips to Belleair
Save when you book Belleair package deals
Belleair flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/c2a1ef6e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Kompose Boutique Hotel
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/6d3b7469_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Carlisle Inn
Pinecraft
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a coffee shop, and a terrace are also on offer.
![The Barrymore Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/10000/2100/2040/4f49db4e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Barrymore Hotel Tampa Riverwalk
Downtown Tampa
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free area shuttle.
![Hyatt House Tampa Airport Westshore](https://images.trvl-media.com/lodging/58000000/57940000/57932000/57931971/9a09c028_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hyatt House Tampa Airport Westshore
Westshore
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
![Bellwether Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/26300/26262/f8c679ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Bellwether Beach Resort
Save 100% on your flight
per person
Jul 22 - Jul 27
just found
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
A private beach, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Top Belleair hotels deals
![RumFish Beach Resort by TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/ff23017c_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
RumFish Beach Resort by TradeWinds
6000 Gulf Blvd, St. Pete Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $229 per night
$229
per night
Jul 2 - Jul 3
2 restaurants, 3 outdoor pools, and 2 spa tubs are among this resort's featured amenities. Enjoy beachfront dining and relax with free beach cabanas and beach umbrellas. Relax with a drink at one of the 2 beach bars and get perks like free WiFi.
Pool
Hot Tub
![Sirata Beach Resort](https://images.trvl-media.com/lodging/1000000/910000/900100/900047/8799cc25_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sirata Beach Resort
5300 Gulf Blvd, St. Pete Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $149 per night
$149
per night
Jul 9 - Jul 10
This resort features 3 restaurants, 2 outdoor pools, and a spa tub. Relax with beach cabanas and enjoy a refreshing drink at one of the 2 beach bars. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/da0937cd_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Wyndham Grand Clearwater Beach
100 Coronado Drive, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $269 per night
$269
per night
Jun 23 - Jun 24
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
![TradeWinds Island Grand](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/404e811b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
TradeWinds Island Grand
5500 Gulf Blvd, St. Pete Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $263 per night
$263
per night
Jul 2 - Jul 3
2 restaurants, 5 outdoor pools, and 2 spa tubs are among this resort's featured amenities. Dine at the beachfront restaurant and relax with free beach cabanas. Bring the family and enjoy the free kid's club, mini golf, and children's pool.
Pool
Hot Tub
![Hilton Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/1891f26b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $249 per night
$249
per night
Jun 30 - Jul 1
This hotel features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.
On private beach
Pool
![Hyatt Regency Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/7c13e4cb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hyatt Regency Clearwater Beach Resort & Spa
301 S Gulfview Blvd, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $318 per night
$318
per night
Jul 2 - Jul 3
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this eco-certified resort. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Hot Tub
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.
Popular places to visit
John's Pass Village & Boardwalk
4.5/5(1,625 reviews)
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.
Tropicana Field
4.5/5(591 reviews)
Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.
Fort De Soto Park
4.5/5(676 reviews)
Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.
Photos of local treasures
Browse Belleair vacation photos for more inspiration