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.
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $362, price is now $245 per person
$245
per person
Sep 29 - Oct 2
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Longboat Key Beaches are located nearby.

CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,289, price is now $747 per person
$747
per person
Sep 10 - Sep 17
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 Clearwater Beach and Pier 60 Park are located nearby.
We were on the 7th floor in a suite with a wrap around balcony and we could see the bay and the ocean. It was a easy 5 min walk to the Clearwater beach. Great location, great room and good food at the hotel. We will definitely be coming back.

Reviewed on Jul 27, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $625, price is now $375 per person
$375
per person
Sep 5 - Sep 7
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.
Room was clean. Staff was excellent. Location was great. Would stay again.

Reviewed on Jul 27, 2026

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $440, price is now $264 per person
$264
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Such a great location. Not even a 5 minute walk to the beach. And there is free covered parking on site.

Reviewed on Jul 27, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $698, price is now $447 per person
$447
per person
Sep 3 - Sep 6
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.
Rooms were very clean parking was great. We loved our trip and we will go back again, it was wonderful,

Reviewed on Jul 27, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $400, price is now $258 per person
$258
per person
Sep 5 - Sep 7
found 1 day 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 Clearwater Beach and Pier 60 Park are located nearby.

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $426, price is now $275 per person
$275
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

Resort Sixty-Six

Resort Sixty-Six

2.5 out of 5
Save 100% on your flight
Price was $1,182, price is now $789 per person
$789
per person
Oct 17 - Oct 24
found 5 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bean Point Beach and Coquina Beach 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 $525, price is now $294 per person
$294
per person
Sep 3 - Sep 6
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
Price was $1,046, price is now $586 per person
$586
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $609, price is now $371 per person
$371
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $548, price is now $336 per person
$336
per person
Sep 3 - Sep 6
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.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $968, price is now $574 per person
$574
per person
Sep 28 - Oct 5
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 $1,828, price is now $891 per person
$891
per person
Sep 28 - Oct 5
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 $1,625, price is now $869 per person
$869
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,289, price is now $747 per person
$747
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Top Flight Deals

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

Delta
Sat, Sep 26 - Wed, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 26 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Wed, Sep 30, priced at $209 found 1 day ago
United
Tue, Sep 1 - Wed, Sep 2
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$220 Roundtrip, found 14 hours ago
$220
Roundtrip
found 14 hours ago
Select United flight, departing Tue, Sep 1 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Wed, Sep 2, priced at $220 found 14 hours ago
Bargain Flight
Tue, Sep 15 - Tue, Sep 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$263 Roundtrip, found 18 hours ago
$263
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Tue, Sep 15 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, Sep 22, priced at $263 found 18 hours ago
United
Sun, Oct 18 - Tue, Oct 27
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$280 Roundtrip, found 3 hours ago
$280
Roundtrip
found 3 hours ago
Select United flight, departing Sun, Oct 18 from Detroit Metropolitan Wayne County to Sarasota-Bradenton Intl., returning Tue, Oct 27, priced at $280 found 3 hours ago