Deals on vacations and trips to Bay Pines

Choose two or more items and save on your trip:

Bay Pines flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,073, price is now $719 per person
$719
per person
Oct 1 - Oct 6
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This Tudor resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 6 outdoor pools and perks like free WiFi.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,634, price is now $901 per person
$901
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a garden are also provided.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,611, price is now $946 per person
$946
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip 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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,507, price is now $1,490 per person
$1,490
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,672, price is now $1,631 per person
$1,631
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Bay Pines hotels deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$250 nightly
The price is $282 total per night
$282 total
Aug 23 - Aug 24
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

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $163 total per night
$163 total
Sep 3 - Sep 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. Enjoy the outdoor pool and perks like free WiFi.
On private beach
Pool
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $224 total per night
$224 total
Aug 27 - Aug 28
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

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $231 total per night
$231 total
Aug 25 - Aug 26
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this resort. Families will appreciate the children's pool and onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Hot Tub
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Free Cancellation
Reserve now, pay when you stay
$224 nightly
The price is $253 total per night
$253 total
Aug 24 - Aug 25
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
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

3 out of 5
4400 W Cypress St Tampa FL
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $120 total per night
$120 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Free airport shuttle
Don't see what you're looking for?
See all available properties in Bay Pines
View all properties
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.

Stay near popular Bay Pines attractions

War Veteran Memorial Park

8.0/10 (50 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Bay Pines?
With Travelocity vacation packages, you can live it up in Bay Pines for as low as $719. Activities, flights and hotels — we've got you. You're bound to save loads just for bundling your bookings. And with all of that taken care of before you leave, you don't have to worry about a thing.
How long should my Bay Pines vacation be?
Generally, visitors spend 2 nights in Bay Pines. Although, that mightn't be anywhere near enough for you. If you'd love to explore some of the area's hidden gems, why not add another night or two to your travel itinerary?
Where can I get the best vacation package deals for Bay Pines?
You'll find an excellent range of Bay Pines package deals on Travelocity. With 400 air carriers and 1,000,000 properties across the globe, arranging a dream escape will be a breeze.
Why should I book my Bay Pines vacation package via Travelocity?
We take the stress out of travel planning. Whether you're looking for an amazing new place to explore or want to make sure you get the best deal around, we're here to assist. Our 24/7 customer care, high-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.
Can I save money on my Bay Pines car rental if I bundle it with hotels and flights?
With a Bay Pines vacation package, you can bundle your hotel, flight and car bookings and save a ton. When you're ready to discover the best of this fabulous destination, why not make tracks to Universal Studios Florida? This popular attraction is 90 mi from Bay Pines. With your own set of wheels, you'll be there in the blink of an eye.
Which airport is best for Bay Pines?
Tampa Intl. Airport (TPA), 19 mi northeast of downtown Bay Pines, is likely to be where you'll jet into. Your other choices are Sarasota-Bradenton Intl. Airport (SRQ) (30 mi away from central Bay Pines) and St. Petersburg-Clearwater Intl. Airport (PIE) (8 mi away from central Bay Pines).
Where should I stay when visiting Bay Pines?
The St Petersburg Paradise w/ Private Yard & Hot Tub! is recommended by many travelers. Book as soon as possible before it's too late.

Photos of local treasures

Browse Bay Pines vacation photos for more inspiration

A parking lot with two cars, a building with a red-tiled roof, and palm trees.
A sign for the VA Medical Center with palm trees and a clear sky in the background.
A hospital entrance with a covered walkway, palm trees, and a clear sky.
A crosswalk, palm trees, a building, and a clear sky.
A historic building with a red-tiled roof, surrounded by lush green trees and a well-maintained garden.