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Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
The Avalon Club

The Avalon Club

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 26
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Downtown Tampa
per person
Jun 17 - Jun 21
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 26
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Beachcomber Beach Resort

Beachcomber Beach Resort

2.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 26
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Downtown Tampa
per person
Jun 17 - Jun 21
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)

3-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 9
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
per person
Jul 6 - Jul 9
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
per person
Jun 16 - Jun 19
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Postcard Inn On The Beach

Postcard Inn On The Beach

3 out of 5
per person
Jun 16 - Jun 19
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
per person
Jul 6 - Jul 9
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Adaline

The Adaline

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 9
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
per person
Jul 6 - Jul 9
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)

4-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
The Avalon Club

The Avalon Club

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 26
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Clearwater Beach Hotel

Clearwater Beach Hotel

2 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 14
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
per person
Jun 17 - Jun 21
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 26
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 26
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 26
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
per person
Jun 17 - Jun 21
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Courtyard by Marriott St. Petersburg Downtown

Courtyard by Marriott St. Petersburg Downtown

3 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)

5-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
per person
Jun 29 - Jul 4
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
Clearwater Beach Marriott Suites on Sand Key

Clearwater Beach Marriott Suites on Sand Key

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 14
Roundtrip non-stop flight included
Syracuse (SYR) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
per person
Jun 29 - Jul 4
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
The Cottages at Siesta Key

The Cottages at Siesta Key

2.5 out of 5
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
Turtle Beach Resort and Inn

Turtle Beach Resort and Inn

3.5 out of 5
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
Siesta Key Inn

Siesta Key Inn

2 out of 5
per person
Jun 23 - Jun 28
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)

6-7 night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Beachcomber Beach Resort

Beachcomber Beach Resort

2.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Carlisle Inn

Carlisle Inn

3.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hotel Haya

Hotel Haya

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Hyatt Regency Sarasota

Hyatt Regency Sarasota

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 16
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)

Flight deals to Siesta Key

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

Sat, Jun 8 - Tue, Jun 11
PHL
Philadelphia
SRQ
Sarasota
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Jun 8 from Philadelphia to Sarasota, returning Tue, Jun 11, priced at $78 found 5 days ago
Thu, May 30 - Sat, Jun 8
ORD
Chicago
SRQ
Sarasota
$158 Roundtrip, found 4 days ago
$158
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, May 30 from Chicago to Sarasota, returning Sat, Jun 8, priced at $158 found 4 days ago
Tue, Jun 4 - Tue, Jun 11
EWR
Newark
SRQ
Sarasota
$166 Roundtrip, found 5 days ago
$166
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jun 4 from Newark to Sarasota, returning Tue, Jun 11, priced at $166 found 5 days ago

Top rated hotels for your Siesta Key vacation

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
0.12 mi from city center
The price is $197 per night
$197
per night
May 27 - May 28
With a stay at Siesta Key Beach Resort and Suites in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach.
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
2.62 mi from city center
The price is $145 per night
$145
per night
May 12 - May 13
With a stay at Tropical Beach Resorts in Siesta Key, you'll be in the business district, within a 10-minute walk of Siesta Key Marina and Crescent Beach.
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
0.1 mi from city center
The price is $262 per night
$262
per night
May 12 - May 13
With a stay at Tropical Breeze Resort in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 8 minutes from Sarasota Memorial Hospital.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.