
Deals on vacations and trips to Bay Pines
Bay Pines flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.


Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.


The Westin Sarasota
Central Sarasota
Save 100% on your flight
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.
Top Bay Pines hotels deals

Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
$238 nightly
The price is $269 total per night
$269 total
Jul 16 - Jul 17
Total includes taxes and fees
This resort 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

Wyndham Grand Clearwater Beach
100 Coronado Drive, Clearwater Beach, FL
Free Cancellation
Reserve now, pay when you stay
$290 nightly
The price is $328 total per night
$328 total
Aug 3 - Aug 4
Total includes taxes and fees
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

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4860 West Kennedy Boulevard, Tampa, FL
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $172 total per night
$172 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and free airport shuttle. Free self parking, a coffee shop, and limo/town car service are also offered.
Free airport shuttle
Parking included

RumFish Beach at TradeWinds
6000 Gulf Blvd, St. Pete Beach, FL
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $238 total per night
$238 total
Aug 10 - Aug 11
Total includes taxes and fees
2 restaurants, 4 outdoor pools, and 2 hot tubs are among this resort's featured amenities. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Hot Tub

Hotel Alba, Tapestry Collection by Hilton
5303 W Kennedy Blvd, Tampa, FL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $144 total per night
$144 total
Aug 4 - Aug 5
Total includes taxes and fees
This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Pool
Pet friendly

Hyatt Regency Clearwater Beach Resort & Spa
301 S Gulfview Blvd, Clearwater Beach, FL
$295 nightly
The price is $333 total per night
$333 total
Aug 10 - Aug 11
Total includes taxes and fees
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

Bay Pines VA Medical Center
Though Bay Pines VA Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Madeira Beach while you are here.

John's Pass Village & Boardwalk
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its lively bars.

Tropicana Field
Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the lively bars while you're in the area.
Frequently asked questions
Photos of local treasures
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