Exclusive Pinellas Trail Vacation Deals

Pinellas Trail vacation package deals

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $750, price is now $509 per person
$509
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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, along with express check-out. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,204, price is now $751 per person
$751
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,005, price is now $645 per person
$645
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. A rooftop terrace is on site, and self parking and a 24-hour front desk are also offered.
Bradenton Apartments by Landing

Bradenton Apartments by Landing

4.5 out of 5
Save 100% on your flight
Price was $1,346, price is now $876 per person
$876
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
2 outdoor tennis courts, an outdoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills and a virtual front desk are also provided.
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Save 100% on your flight
Price was $887, price is now $595 per person
$595
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tampa (TPA)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and laundry facilities.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $1,789, price is now $1,207 per person
$1,207
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tampa (TPA)
A private beach and an outdoor pool are featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.

Frequently asked questions

How much are vacation packages to Pinellas Trail?
If you love the idea of stress-free planning and great savings, our $509 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

OMG Dream Resort! Heated Pool, Volleyball, Pickleball, Basketball, Golf, Bowling

OMG Dream Resort! Heated Pool, Volleyball, Pickleball, Basketball, Golf, Bowling

Largo FL
$1,228 nightly
The price is $1,368 total per night
$1,368 total
Jun 7 - Jun 8
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Home2 Suites by Hilton Largo

Home2 Suites by Hilton Largo

3 out of 5
10145 Ulmerton Road Largo FL
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $134 total per night
$134 total
May 17 - May 18
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Luxury Retreat Largo - Beaches - 12PPL - Pool Spa

Luxury Retreat Largo - Beaches - 12PPL - Pool Spa

Largo FL
This vacation home features an outdoor pool and a hot tub. Laundry facilities are provided for your convenience.
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.

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