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.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $1,109, price is now $748 per person
$748
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, a terrace, and laundry facilities 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 $1,474, price is now $905 per person
$905
per person
Nov 8 - Nov 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 picnic area are also on offer.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,730, price is now $1,122 per person
$1,122
per person
Dec 5 - Dec 12
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.
4BR Spacious Paradise

4BR Spacious Paradise

3 out of 5
Siesta Key Village
Save 100% on your flight
Price was $1,428, price is now $969 per person
$969
per person
Nov 7 - Nov 14
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 apartment. WiFi in public areas is free. A garden, a picnic area, and barbecue grills are also on offer.
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $2,885, price is now $1,969 per person
$1,969
per person
Dec 14 - Dec 20
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and a safe deposit box.

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 $283 total per night
$283 total
Oct 28 - Oct 29
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
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
$281 nightly
The price is $317 total per night
$317 total
Sep 30 - Oct 1
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
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave Tampa FL
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $124 total per night
$124 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, express check-in, and free airport shuttle. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Pool
Free airport shuttle
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
$206 nightly
The price is $233 total per night
$233 total
Oct 12 - Oct 13
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
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
$90 nightly
The price is $102 total per night
$102 total
Oct 11 - Oct 12
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
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

3 out of 5
650 Bay Esplanade Clearwater Beach FL
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $138 total per night
$138 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free continental breakfast each morning.
Pool
Breakfast included
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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 $748. 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.