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.
Captiva Beach Resort
South Village
Price was $1,022, price is now $637 per person
$637
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.
Hampton Inn Sarasota - I-75 Bee Ridge
Price was $1,274, price is now $783 per person
$783
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. Free WiFi in public areas, express check-in, and express check-out are also on offer.
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
Save 100% on your flight
Price was $1,752, price is now $1,133 per person
$1,133
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features 2 bars/lounges, a beach bar, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. You'll appreciate the outdoor pool, poolside bar, and concierge services.
FUSION Resort Waterfront Suites
Save 100% on your flight
Price was $1,690, price is now $1,106 per person
$1,106
per person
Jul 1 - Jul 6
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
This aparthotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free self parking and free WiFi. A 24-hour business center, luggage storage, and concierge services are also on offer.
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $1,587, price is now $1,084 per person
$1,084
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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.
Top Bay Pines hotels deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$279 nightly
The price is $315 total per night
$315 total
Apr 26 - Apr 27
Total with 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 Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $182 total per night
$182 total
May 3 - May 4
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free WiFi.
On private beach
Pet friendly
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $265 total per night
$265 total
May 3 - May 4
Total with 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. Enjoy the 2 outdoor pools and perks like free WiFi.
On private beach
Pool
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$290 nightly
The price is $327 total per night
$327 total
May 7 - May 8
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this 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
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
Free Cancellation
Reserve now, pay when you stay
$207 nightly
The price is $234 total per night
$234 total
May 11 - May 12
Total with 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
Island Grand at TradeWinds
5500 Gulf Blvd St. Pete Beach FL
Free Cancellation
Reserve now, pay when you stay
$225 nightly
The price is $254 total per night
$254 total
May 11 - May 12
Total with taxes and fees
A water park, 4 restaurants, and 5 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the children's club, mini golf, and children's pool.
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.
War Veteran Memorial Park
After visiting War Veteran Memorial Park, make a plan to see the other sights and activities in Madeira Beach. Amble around this family-friendly area's beautiful beaches or experience its great live music.
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 marina in this family-friendly area, or check out its lively bars.
Frequently asked questions
Photos of local treasures
Browse Bay Pines vacation photos for more inspiration
