Cheap Vacations in Siesta Key

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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
Jun 7 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Downtown Tampa
Save 100% on your flight
per person
Jun 7 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
New York (NYC) 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 7 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
per person
Jun 7 - Jun 15
Roundtrip flight included
Newark (EWR) 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 7 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip flight included
Newark (EWR) 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 6 - Jun 9
Roundtrip flight included
Newark (EWR) to Tampa (TPA)

3-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
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip flight included
Newark (EWR) 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 6 - Jun 9
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Beach House Suites by the Don CeSar

Beach House Suites by the Don CeSar

3 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 24 - Jun 27
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
per person
Jun 6 - Jun 9
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
per person
Jun 6 - Jun 9
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Grand Shores West

Grand Shores West

3.5 out of 5
per person
Jun 6 - Jun 9
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)

4-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 5 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 9
Roundtrip flight included
Newark (EWR) 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 6 - Jun 10
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) 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 5 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Postcard Inn On The Beach

Postcard Inn On The Beach

3 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 9
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)

5-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 17 - Jun 22
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Jun 15 - Jun 20
Roundtrip non-stop flight included
New York (NYC) 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 25
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 20
Roundtrip non-stop flight included
New York (NYC) 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 17 - Jun 22
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 8
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 22
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 22
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Postcard Inn On The Beach

Postcard Inn On The Beach

3 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 8
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 20
Roundtrip non-stop flight included
New York (NYC) 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 17 - Jun 22
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
AC Hotel Clearwater Beach

AC Hotel Clearwater Beach

3.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 20
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)

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 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) 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 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Postcard Inn On The Beach

Postcard Inn On The Beach

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) 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 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 30
Roundtrip non-stop flight included
New York (NYC) to Sarasota (SRQ)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
per person
Jun 23 - Jun 30
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Carlisle Inn

Carlisle Inn

3.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Venice Beach Villas

Venice Beach Villas

3 out of 5
per person
Jun 23 - Jun 30
Roundtrip non-stop flight included
New York (NYC) to Sarasota (SRQ)

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 8 hours ago
$78
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Jun 8 from Philadelphia to Sarasota, returning Tue, Jun 11, priced at $78 found 8 hours ago
Thu, May 9 - Sun, May 12
BOS
Boston
SRQ
Sarasota
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 9 from Boston to Sarasota, returning Sun, May 12, priced at $163 found 1 day ago
Tue, Jun 11 - Sat, Jun 15
ORD
Chicago
SRQ
Sarasota
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 11 from Chicago to Sarasota, returning Sat, Jun 15, priced at $166 found 2 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.
Pool
Hot Tub
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 $137 per night
$137
per night
May 7 - May 8
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
Parking included
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 5 - May 6
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.