Search Deals onSiesta Key Beach Vacation Packages
Siesta Key Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $852, price is now $605 per person
$605
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Wyndham Grand Clearwater Beach
Price was $1,617, price is now $1,053 per person
$1,053
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The Avalon Club
Save 100% on your flight
Price was $2,078, price is now $1,408 per person
$1,408
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
East Gulf Dockside Beach Homes
Save 100% on your flight
Price was $1,658, price is now $1,152 per person
$1,152
per person
Jun 27 - Jul 4
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach apartment in Indian Rocks Beach. Enjoy free WiFi, free parking, and 6 beach bars. Popular attractions St. Petersburg - Clearwater Beaches and Splash Harbour Water Park are located nearby.
SkyBeach Resort
Price was $1,066, price is now $742 per person
$742
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Popular attractions Pass-a-Grille Beach and Salvador Dali Museum are located nearby.
Turtle Beach Resort
Save 100% on your flight
Price was $3,171, price is now $2,214 per person
$2,214
per person
Jul 1 - Jul 8
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Siesta Key. Enjoy free WiFi, a marina, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Turtle Beach are located nearby.
Captiva Beach Resort
Save 100% on your flight
Price was $1,898, price is now $1,335 per person
$1,335
per person
Jul 1 - Jul 8
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Crystal Palms Beach Resort
Price was $1,161, price is now $823 per person
$823
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Ocean Club Treasure Island Hotel
Price was $2,065, price is now $1,468 per person
$1,468
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Surf Beach Treasure Island Resort
Save 100% on your flight
Price was $1,864, price is now $1,330 per person
$1,330
per person
Jun 20 - Jun 27
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
The Roth Hotel
Save 100% on your flight
Price was $1,549, price is now $1,110 per person
$1,110
per person
Jul 9 - Jul 14
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Treasure Island. Enjoy free WiFi, free parking, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Best Western Plus Yacht Harbor Inn
Price was $1,001, price is now $718 per person
$718
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Dunedin. Enjoy free breakfast, free parking, and a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
3-4 Night Vacations in Siesta Key Beach
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Siesta Key Beach
Price found within the past 48 hours. Click for updated prices.
Siesta Key Beach Last Minute Hotel Deals
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Siesta Key Island Rentals
515 Beach Rd Siesta Key FL
Stay at this vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are located ...
The Ringling Beach House
523 Beach Road Siesta Key FL
Stay at this apartment in Siesta Key. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Siesta ...
SeaSpray Resort
574 Canal Rd Siesta Key FL
Stay at this aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are located ...
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
Siesta Key Beachside Villas
124 Columbus Blvd Siesta Key FL
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the helpful staff and the clean ...
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
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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