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Siesta Key Vacation Packages

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Siesta Key Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

4 out of 5
Save 100% on your flight
Price was $602, price is now $325 per person
$325
per person
Jan 23 - Jan 25
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star beach resort in Clearwater Beach. Enjoy 2 restaurants, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,931, price is now $975 per person
$975
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $672, price is now $385 per person
$385
per person
Jan 25 - Jan 31
found 1 day 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.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,108, price is now $673 per person
$673
per person
Dec 20 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,739, price is now $1,101 per person
$1,101
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.
Family Home Tampa

Family Home Tampa

2 out of 5
Save 100% on your flight
Price was $2,232, price is now $1,429 per person
$1,429
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this guesthouse in Tampa. Enjoy free WiFi, free parking, and a garden. Popular attractions Busch Gardens Tampa Bay and Raymond James Stadium are located nearby.
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $619, price is now $399 per person
$399
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Stay at this 3.5-star aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
Bella Sirena Inn

Bella Sirena Inn

2.5 out of 5
Save 100% on your flight
Price was $853, price is now $551 per person
$551
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this motel in St. Pete Beach. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Corey Ave are located nearby.

Siesta Key Vacation Packages 3-4 Night Stays

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

Sailport Waterfront Suites

3.5 out of 5
Rocky Point
Save 100% on your flight
Price was $619, price is now $399 per person
$399
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,590, price is now $852 per person
$852
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,739, price is now $1,101 per person
$1,101
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Bella Sirena Inn

Bella Sirena Inn

2.5 out of 5
Downtown St. Pete Beach
Save 100% on your flight
Price was $853, price is now $551 per person
$551
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Siesta Key Vacation Packages 5-7 Night Stays

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

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $672, price is now $385 per person
$385
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,931, price is now $975 per person
$975
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,122, price is now $669 per person
$669
per person
Dec 15 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,103, price is now $661 per person
$661
per person
Jan 10 - Jan 17
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Wed, Nov 19 - Fri, Dec 5
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 19 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Fri, Dec 5, priced at $154 found 1 day ago
JetBlue Airways
Sat, Apr 18 - Thu, Apr 23
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Apr 18 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Thu, Apr 23, priced at $217 found 1 day ago
Delta
Tue, Mar 3 - Wed, Mar 11
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$227 Roundtrip, found 4 hours ago
$227
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Mar 3 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Mar 11, priced at $227 found 4 hours ago
JetBlue Airways
Tue, Feb 3 - Wed, Feb 11
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$230 Roundtrip, found 2 hours ago
$230
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Feb 3 from Detroit Metropolitan Wayne County to Sarasota-Bradenton Intl., returning Wed, Feb 11, priced at $230 found 2 hours ago