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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.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $622, price is now $389 per person
$389
per person
Dec 24 - Dec 27
found 1 day 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.
Clean rooms and staff was perfect very friendly

Reviewed on Oct 11, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,156, price is now $693 per person
$693
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Detroit (DTT) 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.

CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $981, price is now $627 per person
$627
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Detroit (DTT) 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.
Property was very nice but living area of room not very comfortable. Small love seat & chair to watch tv wasn't comfortable.

Reviewed on Oct 12, 2026

Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Save 100% on your flight
Price was $6,552, price is now $4,317 per person
$4,317
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Detroit (DTT) 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.

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $672, price is now $460 per person
$460
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
No complaints at all. Everything and everyone was perfect! We would definitely stay here again.

Reviewed on Oct 11, 2026

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $780, price is now $538 per person
$538
per person
Nov 11 - Nov 16
found 23 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Book a stay at this beach aparthotel in Indian Shores. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk are located nearby.
Will be back!

Reviewed on Oct 8, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $731, price is now $510 per person
$510
per person
Dec 22 - Dec 26
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Pretty new

Reviewed on Oct 11, 2026

Landing Beautiful 2bd, Gym

Landing Beautiful 2bd, Gym

3 out of 5
Save 100% on your flight
Price was $1,151, price is now $805 per person
$805
per person
Jan 4 - Jan 9
found 13 hours ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Stay at this apartment in Palmetto. Enjoy free parking, an outdoor pool, and a 24-hour fitness center. Popular attractions Palmetto Historical Park and Manatee County Agricultural Museum are located nearby.

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 $607, price is now $355 per person
$355
per person
Dec 3 - Dec 7
found 13 hours 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 $881, price is now $555 per person
$555
per person
Dec 1 - Dec 4
found 12 hours ago
Roundtrip flight included
Detroit (DTT) 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 $778, price is now $521 per person
$521
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $651, price is now $437 per person
$437
per person
Nov 20 - Nov 23
found 1 day 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.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $891, price is now $558 per person
$558
per person
Jan 4 - Jan 9
found 12 hours ago
Roundtrip flight included
Cincinnati (CVG) 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 $1,156, price is now $693 per person
$693
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Detroit (DTT) 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 $1,093, price is now $667 per person
$667
per person
Jan 4 - Jan 9
found 12 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $3,611, price is now $2,226 per person
$2,226
per person
Jan 4 - Jan 9
found 13 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)

Top Flight Deals

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

Delta
Tue, Jan 19 - Tue, Feb 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 3 hours ago
$199
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Jan 19 from LaGuardia to Sarasota-Bradenton Intl., returning Tue, Feb 2, priced at $199 found 3 hours ago
Delta
Wed, Dec 2 - Sat, Dec 12
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 22 hours ago
$199
Roundtrip
found 22 hours ago
Select Delta flight, departing Wed, Dec 2 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Sat, Dec 12, priced at $199 found 22 hours ago
Delta
Tue, Jan 5 - Sat, Jan 9
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 2 hours ago
$199
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jan 5 from Logan Intl. to Sarasota-Bradenton Intl., returning Sat, Jan 9, priced at $199 found 2 hours ago
Delta
Sun, Dec 20 - Sat, Dec 26
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$259 Roundtrip, found 15 hours ago
$259
Roundtrip
found 15 hours ago
Select Delta flight, departing Sun, Dec 20 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Sat, Dec 26, priced at $259 found 15 hours ago