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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 $372 per person
$372
per person
Sep 20 - Sep 25
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 Turtle Beach are located nearby.
Very clean rooms are huge, we love staying here! Best bang for your buck!

Reviewed on Jul 3, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,241, price is now $698 per person
$698
per person
Sep 20 - Sep 25
found 1 day 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 Anna Maria Beach and Bradenton Beach are located nearby.
Very clean, excellent customer service and staff

Reviewed on Jul 1, 2026

Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $733, price is now $426 per person
$426
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.
The room was a little noisy from the air conditioner and outside noise. The shower was way to high.

Reviewed on Jun 19, 2026

CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $663, price is now $410 per person
$410
per person
Aug 7 - Aug 9
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.

The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $938, price is now $583 per person
$583
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 St. Armands Circle and Lido Beach are located nearby.
Everything was good

Reviewed on Jul 1, 2026

The Marker

The Marker

2 out of 5
Save 100% on your flight
Price was $1,070, price is now $665 per person
$665
per person
Sep 18 - Sep 21
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Clearwater Beach and Sand Key Park are located nearby.

Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $706, price is now $441 per person
$441
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Turtle Beach and Siesta Key Beach are located nearby.
All was good except ice machine was broken. Clean rooms nice pool easy beach access The wagon with chairs and umbrella for the beach was a nice touch. Quiet area.

Reviewed on Jun 24, 2026

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $783, price is now $503 per person
$503
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
We had a wonderful stay at Captiva Beach Resort! The property was spotless and had everything we needed for a comfortable stay. It’s just a short walk to the beach, and the beach was definitely the best part of our trip. We would happily stay here again!

Reviewed on Jul 2, 2026

Siesta Key Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $629, price is now $337 per person
$337
per person
Sep 18 - Sep 21
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,004, price is now $559 per person
$559
per person
Sep 18 - Sep 21
found 5 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 $882, price is now $516 per person
$516
per person
Sep 10 - Sep 13
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Marker

The Marker

2 out of 5
Save 100% on your flight
Price was $1,070, price is now $665 per person
$665
per person
Sep 18 - Sep 21
found 5 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.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $818, price is now $465 per person
$465
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $1,167, price is now $656 per person
$656
per person
Sep 19 - Sep 25
found 1 day 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 $1,241, price is now $698 per person
$698
per person
Sep 20 - Sep 25
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 $1,657, price is now $932 per person
$932
per person
Aug 24 - Aug 31
found 1 day ago
Roundtrip non-stop 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
Sat, Sep 26 - Wed, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 1 day ago
$199
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 $199 found 1 day ago
United
Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select United flight, departing Tue, Nov 10 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Wed, Nov 18, priced at $217 found 1 day ago
American Airlines
Tue, Jul 21 - Tue, Jul 28
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 21 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, Jul 28, priced at $222 found 1 day ago
JetBlue Airways
Mon, Aug 24 - Wed, Sep 9
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Aug 24 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Wed, Sep 9, priced at $258 found 3 days ago