Pinellas Trail Vacation Deals: Pinellas Trail, Walsingham Vacations

Pinellas Trail vacation package deals

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

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$372

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Clearwater Suites

Save 100% on your flight

$608

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

An outdoor pool, self parking, and laundry facilities are featured at this hotel. Staff at the 24-hour front desk can provide around-the-clock assistance.

Ocean Club Treasure Island Hotel

Save 100% on your flight

$484

per person

Oct 24 - Oct 27

found 1 day ago

Roundtrip 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.

Wyndham Grand Clearwater Beach

Save 100% on your flight

$652

per person

Oct 18 - Oct 22

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.

GALAXY HOTEL

Downtown St. Petersburg

Save 100% on your flight

$650

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This hotel features a coffee shop, wedding services, and valet parking. WiFi in public areas is free. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space.

RumFish Beach at TradeWinds

Save 100% on your flight

$676

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

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.

Frequently asked questions

How much are vacation packages to Pinellas Trail?

If you love the idea of stress-free planning and great savings, our $372 Pinellas Trail vacation package has got you sorted. With your hotel and flights sorted, organizing your trip around this renowned attraction is easier than ever.

Where can I get the best vacation package deals for Pinellas Trail?

It's simple — head to Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, it's easy to craft a Pinellas Trail package deal that suits your needs.

Why should I book my Pinellas Trail vacation package via Travelocity?

Because you'll never wander alone if you lock in your trip with us, and we offer round-the-clock customer support and first-rate service to boot. Add to that our Price Match Guarantee and a massive range of destinations to pick from. It's our job to help you have the trip of a lifetime.

Top Pinellas Trail hotel deals

Gorgeous private heated pool house, short drive to the beach!

An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Casa de Corazon-A comfortable home with pool in a quiet neighborhood near beach.

A water park and an outdoor pool are featured at this smoke-free vacation home. Enjoy the hot tub and perks like free WiFi. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Hot Tub

Minutes from the Beach! Heated Pool - Hot Tub - GameRoom

This vacation home features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden and barbecue grills are also provided.

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.