Search Deals on
Siesta Key Vacation Packages

Build your package with 2 more options

Siesta Key Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $403, price is now $222 per person
$222
per person
Oct 14 - Oct 17
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) 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.

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $379, price is now $227 per person
$227
per person
Oct 14 - Oct 17
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) 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.

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
Save 100% on your flight
Price was $654, price is now $394 per person
$394
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,105, price is now $690 per person
$690
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.
Beautiful private beach. Room was nice. Amenities were great. Housekeeping could have been a little better.

Reviewed on Sep 11, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $517, price is now $327 per person
$327
per person
Oct 14 - Oct 17
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) 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.

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $906, price is now $577 per person
$577
per person
Nov 21 - Nov 25
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) 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 St. Petersburg - Clearwater Beaches are located nearby.

Turtle Beach Resort

Turtle Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $717, price is now $465 per person
$465
per person
Oct 14 - Oct 17
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) 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.
Great location. Friendly staff and nice amentities.

Reviewed on Sep 9, 2026

Via Roma Beach Resort

Via Roma Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,038, price is now $681 per person
$681
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this beach aparthotel in Bradenton Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bradenton Beach and Coquina Beach are located nearby.
An amazing view. Room 20 beachfront. So relaxing. Steps down to the white sandy beach. Beach is amazing. The gulf was super calm and warm. Saw lots of dolphins turtles and manatees. Room had kitchen with all facilities. Trolley just outside so can get around island easy. Pool was great. Easy parking across the road. An amazing stay. Highly recommended. Will definitely return 😎🏝️

Reviewed on Sep 5, 2026

Siesta Key Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $403, price is now $222 per person
$222
per person
Oct 14 - Oct 17
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $379, price is now $227 per person
$227
per person
Oct 14 - Oct 17
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
Save 100% on your flight
Price was $654, price is now $394 per person
$394
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,105, price is now $690 per person
$690
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

Siesta Key Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites St Petersburg Gateway

Sleep Inn & Suites St Petersburg Gateway

3 out of 5
Fossil Park
Save 100% on your flight
Price was $379, price is now $224 per person
$224
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,417, price is now $753 per person
$753
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,023, price is now $580 per person
$580
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
Save 100% on your flight
Price was $1,510, price is now $889 per person
$889
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

Top Flight Deals

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

Delta
Tue, Nov 3 - Tue, Nov 10
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$253 Roundtrip, just found
$253
Roundtrip
just found
Select Delta flight, departing Tue, Nov 3 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Tue, Nov 10, priced at $253 just found
American Airlines
Sun, Nov 1 - Sat, Nov 7
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$259 Roundtrip, just found
$259
Roundtrip
just found
Select American Airlines flight, departing Sun, Nov 1 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Sat, Nov 7, priced at $259 just found
Southwest Airlines
Fri, Dec 11 - Mon, Dec 14
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$319 Roundtrip, found 13 hours ago
$319
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Fri, Dec 11 from Detroit Metropolitan Wayne County to Sarasota-Bradenton Intl., returning Mon, Dec 14, priced at $319 found 13 hours ago
Southwest Airlines
Wed, Feb 10 - Wed, Feb 17
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Feb 10 from LaGuardia to Sarasota-Bradenton Intl., returning Wed, Feb 17, priced at $345 found 1 day ago