Cheap Vacations in Siesta Key

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Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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
Nov 12 - Nov 18
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 18
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Siesta Key Inn

Siesta Key Inn

2 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Siesta Key Palms Resort

Siesta Key Palms Resort

4 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Capri at Siesta

The Capri at Siesta

3 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)

3-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Tampa Westshore - Airport Area, an IHG Hotel

Holiday Inn Tampa Westshore - Airport Area, an IHG Hotel

3 out of 5
Save 100% on your flight
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip 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
Save 100% on your flight
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip 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
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Hilton Garden Inn Tampa/Riverview/Brandon

Hilton Garden Inn Tampa/Riverview/Brandon

3 out of 5
Save 100% on your flight
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Barsala at Champions Walk

Barsala at Champions Walk

4 out of 5
Save 100% on your flight
per person
Nov 2 - Nov 5
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Carlisle Inn

Carlisle Inn

3.5 out of 5
Save 100% on your flight
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)

4-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Nov 20 - Nov 24
found 19 hours ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Barsala at Champions Walk

Barsala at Champions Walk

4 out of 5
Save 100% on your flight
per person
Nov 20 - Nov 24
found 19 hours ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Nov 20 - Nov 24
found 19 hours ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
per person
Nov 13 - Nov 17
found 1 day ago
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
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)

5-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Save 100% on your flight
per person
Nov 7 - Nov 12
found 20 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
per person
Nov 7 - Nov 12
found 18 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Carlisle Inn

Carlisle Inn

3.5 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
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
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Siesta Key Inn

Siesta Key Inn

2 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Turtle Beach Resort and Inn

Turtle Beach Resort and Inn

3.5 out of 5
Save 100% on your flight
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)

Flight deals to Siesta Key

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

Sun, Oct 13 - Fri, Oct 18
PHL
Philadelphia
SRQ
Sarasota
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Oct 13 from Philadelphia to Sarasota, returning Fri, Oct 18, priced at $58 found 2 days ago
Sat, Nov 9 - Thu, Nov 28
ATL
Atlanta
SRQ
Sarasota
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 9 from Atlanta to Sarasota, returning Thu, Nov 28, priced at $134 found 1 day ago
Fri, Oct 18 - Sat, Oct 26
ORD
Chicago
SRQ
Sarasota
$135 Roundtrip, found 2 days ago
$135
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Oct 18 from Chicago to Sarasota, returning Sat, Oct 26, priced at $135 found 2 days ago

Top rated hotels for your Siesta Key vacation

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
2.62 mi from city center
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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.
Pool
Kitchen
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
Get rates
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.
Pool
Hot Tub
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
0.1 mi from city center
The price is $267 per night
$267
includes taxes & fees
$237 per night
Oct 29 - Oct 30
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.
Pool
Hot Tub
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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.