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Siesta Key Beach Vacation Packages

Siesta Key Beach Flight + Hotel Packages

Prices and availability subject to change. Additional terms may apply.
The Avalon Club

The Avalon Club

4 out of 5
per person
May 26 - Jun 2
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, WiFi, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby. Discover genuine guest reviews for The Avalon Club along with the latest prices and availability – book now.
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 20
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 4-star beach resort in Clearwater Beach. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Beach Walk and Pier 60 Park are located nearby. Discover genuine guest reviews for Hyatt Regency Clearwater Beach Resort & Spa along with the latest prices and availability – book now.
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Stay at this 3-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the bar in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby. Discover genuine guest reviews for Thunderbird Beach Resort along with the latest prices and availability – book now.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 30 - Jun 3
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and room service. Our guests praise the pool and the bar in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby. Discover genuine guest reviews for Plaza Beach Hotel Beachfront Resort along with the latest prices and availability – book now.
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Save 100% on your flight
per person
May 30 - Jun 3
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 3-star family-friendly hotel in St. Pete Beach. Enjoy free WiFi, a marina, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby. Discover genuine guest reviews for Bay Palms Waterfront Resort - Hotel and Marina, in Belle Vista neighborhood, along with the latest prices and availability – book now.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Stay at this 4-star beach hotel in Clearwater Beach. Enjoy 3 restaurants, a beach locale, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Beach Walk and Pier 60 Park are located nearby. Discover genuine guest reviews for Wyndham Grand Clearwater Beach along with the latest prices and availability – book now.
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
May 30 - Jun 3
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 3-star family-friendly hotel in St. Pete Beach. Enjoy free WiFi, a marina, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby. Discover genuine guest reviews for Bayview Plaza Waterfront Resort, in Belle Vista neighborhood, along with the latest prices and availability – book now.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Save 100% on your flight
per person
May 26 - May 31
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby. Discover genuine guest reviews for Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel, in Wesley Chapel South neighborhood, along with the latest prices and availability – book now.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 31
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this business-friendly hotel in Tampa. Enjoy breakfast, WiFi, and a fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby. Discover genuine guest reviews for Hotel Tampa Riverwalk, in Downtown Tampa neighborhood, along with the latest prices and availability – book now.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 31
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 3.5-star historic hotel in Tampa. Enjoy free WiFi, breakfast, and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby. Discover genuine guest reviews for Hotel Flor Tampa Downtown, Tapestry Collection by Hilton, in Downtown Tampa neighborhood, along with the latest prices and availability – book now.
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
May 26 - May 31
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the pool and the bar in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby. Discover genuine guest reviews for Hotel Alba, Tapestry Collection by Hilton, in Westshore neighborhood, along with the latest prices and availability – book now.
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
May 26 - Jun 2
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this beach hotel in St. Pete Beach. Enjoy 3 restaurants, a private beach, and breakfast. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Tropicana Field are located nearby. Discover genuine guest reviews for Bellwether Beach Resort along with the latest prices and availability – book now.

3-4 Night Vacations in Siesta Key Beach

Prices and availability subject to change. Additional terms may apply.
The Avalon Club

The Avalon Club

4 out of 5
per person
May 24 - May 27
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 6
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Downtown Tampa
Save 100% on your flight
per person
May 25 - May 29
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

5-7 Night Vacations in Siesta Key Beach

Prices and availability subject to change. Additional terms may apply.
The Avalon Club

The Avalon Club

4 out of 5
per person
May 26 - Jun 2
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 20
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
May 26 - May 31
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
May 26 - Jun 2
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)

Siesta Key Beach Last Minute Hotel Deals

Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
2.5 out of 5
6600 S Tamiami Trl, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the pool in our reviews. ...
Spark by Hilton Sarasota Siesta Key Gateway
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
Stay at this beach motel in Siesta Key. Enjoy free WiFi, free bicycles on site, and onsite parking. Our guests praise the pool and the helpful staff in our reviews. ...
Siesta Key Beach Resort and Suites
The Ringling Beach House
The Ringling Beach House
3.5 out of 5
523 Beach Road, Siesta Key, FL
Stay at this 3.5-star apartment in Siesta Key. Enjoy free WiFi, free parking, and a terrace. Popular attractions Siesta Key Beach and Lido Beach are located ...
The Ringling Beach House
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in ...
Tropical Beach Resorts
Tropical Breeze Resort
Tropical Breeze Resort
3 out of 5
140 Columbus Blvd., Siesta Key, FL
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Tropical Breeze Resort
The Inn On Siesta Key
The Inn On Siesta Key
3.5 out of 5
515 Beach Road, Siesta Key, FL
Stay at this 3.5-star beach cottage in Siesta Key. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the property condition in our ...
The Inn On Siesta Key
Siesta Key Island Rentals
Siesta Key Island Rentals
3 out of 5
516 Canal Road, Siesta Key, FL
Stay at this 3-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are ...
Siesta Key Island Rentals
See all 8,036 properties in Siesta Key Beach
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.

Book the perfect getaway to Siesta Key Beach

With Hotwire, booking your next trip to Siesta Key is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Siesta Key Beach while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Siesta Key Beach flight and hotel package for as low as $293.

Living it up in Siesta Key means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Siesta Key Beach, Siesta Key vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Siesta Key Beach for some of the best accommodations and flight deals.

FAQs about cheap Siesta Key Beach packages:

How to get cheap vacation deals to Siesta Key Beach?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $141.

How much are Siesta Key Beach packages?

Vacation packages to Siesta Key Beach vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $293.

How to find cheap car rentals near Siesta Key Beach?

Hotwire partners with some of the most reliable car rental companies in Siesta Key to bring you the best car rental deals in Siesta Key Beach for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Siesta Key Beach now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Siesta Key Beach right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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