Search Deals onSiesta Key Beach Vacation Packages
Siesta Key Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $1,234, price is now $783 per person
$783
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Siesta Key Inn
Save 100% on your flight
Price was $1,517, price is now $904 per person
$904
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
voco Sarasota by IHG
Save 100% on your flight
Price was $1,646, price is now $999 per person
$999
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Azul Resort
Save 100% on your flight
Price was $1,744, price is now $1,083 per person
$1,083
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Tropical Breeze Resort
Save 100% on your flight
Price was $1,262, price is now $792 per person
$792
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
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 our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Siesta Palms By the Beach
Save 100% on your flight
Price was $1,912, price is now $1,201 per person
$1,201
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The Westin Sarasota
Save 100% on your flight
Price was $1,921, price is now $1,213 per person
$1,213
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Casey Key Resorts - Beachfront
Save 100% on your flight
Price was $1,670, price is now $1,077 per person
$1,077
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach hotel in Nokomis. Enjoy free WiFi, free parking, and a private beach. Popular attractions Nokomis Beach and Venice Beach are located nearby.
Anna Maria Beach Resort
Save 100% on your flight
Price was $2,872, price is now $1,870 per person
$1,870
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bradenton Beach and Anna Maria Beach are located nearby.
Captiva Beach Resort
Save 100% on your flight
Price was $1,416, price is now $947 per person
$947
per person
Dec 1 - Dec 8
found 1 day 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.
Stylish Treasure Island Escape
Save 100% on your flight
Price was $5,305, price is now $3,629 per person
$3,629
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this apartment in Treasure Island. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Cottages at Siesta Key Inn
Save 100% on your flight
Price was $1,518, price is now $1,048 per person
$1,048
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Siesta Key Beach and Lido Beach 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. ...
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 ...
The Ringling Beach House
523 Beach Road Siesta Key FL
Stay at this apartment in Siesta Key. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions ...
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 ...
Our House at the Beach by Beachside Mgt
1001 Beach Rd Siesta Key FL
Stay at this condo in Siesta Key. Enjoy free WiFi, laundry facilities, and rowing/canoeing on site. Popular attractions Siesta Key Beach and Lido Beach are located ...
The Inn On Siesta Key
515 Beach Road Siesta Key FL
Book a stay at this beach cottage in Siesta Key. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property ...
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 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
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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