Keystone Vacation Packages 2026 from $671

Keystone flight + hotel vacation packages

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

The Fold Hotels Indian Shores

Save 100% on your flight

$671

per person

Dec 4 - Dec 10

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

Save 100% on your flight

$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

Central Sarasota

Save 100% on your flight

$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.

Legacy Hotel at IMG Academy

Save 100% on your flight

$836

per person

Nov 28 - Dec 3

found 22 hours ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

4BR Spacious Paradise

Siesta Key Village

Save 100% on your flight

$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.

Top Keystone hotels deals

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Free Cancellation

Reserve now, pay when you stay

$250 nightly

$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

301 S Gulfview Blvd Clearwater Beach FL

Free Cancellation

Reserve now, pay when you stay

$281 nightly

$317 total

Sep 29 - Sep 30

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.

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$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

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3001 University Center Dr Tampa FL

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$100 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Free perks include buffet breakfast, free self parking, and a theme park shuttle. Free WiFi in public areas, a garden, and luggage storage are also on offer.

Pool

Breakfast included

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL

Free Cancellation

Reserve now, pay when you stay

$206 nightly

$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

4400 W Cypress St Tampa FL

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$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.

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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 Keystone attractions

Crescent Lake

9.0/10 (10 reviews)

Commune with nature and explore the great outdoors at Crescent Lake during your travels in Odessa. Amble around the area's lakeside or visit its shops.

See properties

Frequently asked questions

How much are vacation packages to Keystone?

Travelocity offers package deals to Keystone, including hotels and flights, starting from as low as $671. With all the money you save, you could book some popular tours or possibly even tack on a couple of extra days to your exciting getaway.

How long should my Keystone vacation be?

If you're looking for some guidance, most visitors spend an average of 2 nights vacationing in Keystone. But to discover the true essence of this destination, stay a few extra nights. That way you can explore more and really take in the local vibe.

Where can I get the best vacation package deals for Keystone?

It's hard to top Travelocity when it comes to finding your Keystone package deal. There are at least 400 partner airlines and 1,000,000 worldwide properties to select from. Plan your escape now and get ready to tick another amazing destination off your travel bucket list.

Why should I book my Keystone vacation bundle with Travelocity?

The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you know you'll always get the best deal available.

Will I save money on my Keystone car rental if I book it with hotels and flights?

With a Keystone vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. If you're in the mood to discover the best of this exciting destination, why not make tracks to Universal Studios Florida? This well-known sight is 75 mi from Keystone. With your own rental car, you'll be there soon enough.

Which airport is best for Keystone?

Tampa Intl. Airport (TPA) is 13 mi from the city center and is the starting point for many fun adventures. Alternatively, Sarasota-Bradenton Intl. Airport (SRQ) is 55 mi away from central Keystone and St. Petersburg-Clearwater Intl. Airport (PIE) is 18 mi away from central Keystone.

What is there to do in Keystone?

While taking the path less traveled can be rewarding, you really shouldn't miss the big attractions that make a destination famous. Crescent Lake and Lake Rogers Park are just two of them in Keystone.

Where should I stay when visiting Keystone?

Many people opt to stay at the 4 Bedroom House with a Pool! 15 minutes from the TPA Airport!. It's sure to be a good base for your Keystone escape.