Search Deals onSiesta Key Beach Vacation Packages
Siesta Key Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

EVEN Hotel Sarasota-Lakewood Ranch by IHG
Save 100% on your flight
Price was $612, price is now $370 per person
$370
per person
Nov 11 - Nov 18
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mall at University Town Center and Nathan Benderson Park are located nearby.

Haley's at The Anna Maria Island Inn
Price was $1,186, price is now $784 per person
$784
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.

Tropic Isle at Anna Maria Island Inn
Price was $2,133, price is now $1,419 per person
$1,419
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star hotel in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

Driftwood at Anna Maria Island Inn
Price was $1,379, price is now $1,004 per person
$1,004
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this motel in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.

Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,068, price is now $602 per person
$602
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star 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 St. Petersburg - Clearwater Beaches are located nearby.

The Avalon Club
Save 100% on your flight
Price was $2,452, price is now $1,433 per person
$1,433
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star 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 Sand Key Park are located nearby.

Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,797, price is now $1,070 per person
$1,070
per person
Nov 11 - Nov 18
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star beach resort in Holmes Beach. Enjoy free WiFi, a beach locale, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

The Westin Sarasota
Save 100% on your flight
Price was $1,436, price is now $885 per person
$885
per person
Nov 11 - Nov 18
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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.

voco Sarasota by IHG
Save 100% on your flight
Price was $1,030, price is now $638 per person
$638
per person
Nov 11 - Nov 18
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star 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.

Kompose Boutique Hotel
Save 100% on your flight
Price was $662, price is now $418 per person
$418
per person
Nov 11 - Nov 18
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Captiva Beach Resort
Save 100% on your flight
Price was $1,026, price is now $653 per person
$653
per person
Nov 11 - Nov 18
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
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.

Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $842, price is now $540 per person
$540
per person
Nov 11 - Nov 18
found 6 hours 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 daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. 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

Tropical Breeze Resort
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 helpful staff and the clean rooms in ...

Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...

SeaSpray Resort
574 Canal Rd, Siesta Key, FL
Stay at this 4-star aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are ...

The Ringling Beach House
523 Beach Road, Siesta Key, FL
Stay at this 3.5-star apartment in Siesta Key. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...

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 3-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are ...

The Inn On Siesta Key
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 helpful staff and the property ...

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool 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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