Deals on vacations and trips to Bay Pines

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Bay Pines flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $829, price is now $550 per person
$550
per person
Oct 8 - Oct 12
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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,095, price is now $673 per person
$673
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop 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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,021, price is now $670 per person
$670
per person
Sep 25 - Sep 28
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.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,099, price is now $732 per person
$732
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,233, price is now $868 per person
$868
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip 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

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$260 nightly
The price is $294 total per night
$294 total
Aug 16 - Aug 17
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.
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
$147 nightly
The price is $167 total per night
$167 total
Jul 30 - Jul 31
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.
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
$199 nightly
The price is $225 total per night
$225 total
Aug 9 - Aug 10
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.
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
$225 nightly
The price is $254 total per night
$254 total
Aug 9 - Aug 10
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
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 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
Jul 27 - Jul 28
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.
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
$254 nightly
The price is $287 total per night
$287 total
Jul 27 - Jul 28
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
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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 $550. 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.