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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.
CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $328, price is now $218 per person
$218
per person
Dec 8 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The rooms were spacious, clean with a great view of the harbor and bay. It was short walk to the beach. Near everything

Reviewed on Sep 29, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,364, price is now $746 per person
$746
per person
Nov 24 - Nov 28
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $1,235, price is now $734 per person
$734
per person
Dec 19 - Dec 26
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a marina, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $418, price is now $274 per person
$274
per person
Dec 8 - Dec 10
found 1 day 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.

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $816, price is now $548 per person
$548
per person
Nov 24 - Nov 28
found 13 hours 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.

John's Pass Hotel

John's Pass Hotel

2 out of 5
Save 100% on your flight
Price was $702, price is now $479 per person
$479
per person
Dec 19 - Dec 26
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this aparthotel in Madeira Beach. Enjoy free WiFi, a marina, and 4 beach bars. Our guests praise the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $2,885, price is now $1,969 per person
$1,969
per person
Dec 14 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this beach hotel in Bradenton Beach. Enjoy a beach locale, daily housekeeping, and cable TV channels. Popular attractions Coquina Beach and Bradenton Beach are located nearby.

Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
Price was $904, price is now $618 per person
$618
per person
Dec 19 - Dec 26
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Madeira Beach. Enjoy 2 outdoor pools, a beach locale, and a fitness center. 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.

Siesta Key Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $681, price is now $428 per person
$428
per person
Nov 7 - Nov 11
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,364, price is now $746 per person
$746
per person
Nov 24 - Nov 28
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
Price was $881, price is now $535 per person
$535
per person
Dec 10 - Dec 13
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was $816, price is now $548 per person
$548
per person
Nov 24 - Nov 28
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Siesta Key Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $1,235, price is now $734 per person
$734
per person
Dec 19 - Dec 26
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $1,970, price is now $1,138 per person
$1,138
per person
Dec 15 - Dec 22
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,549, price is now $1,539 per person
$1,539
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $4,391, price is now $2,794 per person
$2,794
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Tampa (TPA)

Top Flight Deals

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

JetBlue Airways
Wed, Dec 2 - Sat, Dec 12
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Dec 2 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Sat, Dec 12, priced at $199 found 1 hour ago
Delta
Tue, Jan 19 - Tue, Feb 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jan 19 from LaGuardia to Sarasota-Bradenton Intl., returning Tue, Feb 2, priced at $199 found 1 hour ago
Delta
Tue, Jan 5 - Sat, Jan 9
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$239 Roundtrip, found 1 hour ago
$239
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jan 5 from Logan Intl. to Sarasota-Bradenton Intl., returning Sat, Jan 9, priced at $239 found 1 hour ago
Delta
Sun, Nov 1 - Sat, Nov 7
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Nov 1 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Sat, Nov 7, priced at $259 found 1 day ago