Cheap Vacations in Siesta Key

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Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Downtown Tampa
Save 100% on your flight
per person
Jul 18 - Jul 22
found 22 hours ago
Roundtrip non-stop 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
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 28
found 13 hours ago
Roundtrip non-stop 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
Jul 31 - Aug 6
found 1 day ago
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
Jul 31 - Aug 6
found 1 day ago
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
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Coral Reef Beach Resort by VRI Americas

Coral Reef Beach Resort by VRI Americas

3.5 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
Jul 18 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)

3-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
per person
Aug 12 - Aug 15
found 12 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Aug 4 - Aug 7
found 1 day ago
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
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
Postcard Inn On The Beach

Postcard Inn On The Beach

3 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
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
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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
Aug 12 - Aug 15
found 12 hours ago
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
per person
Jul 26 - Jul 29
found 18 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

3 out of 5
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
The Godfrey Hotel & Cabanas Tampa

The Godfrey Hotel & Cabanas Tampa

3.5 out of 5
per person
Aug 12 - Aug 15
found 12 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Clearwater Beach Hotel

Clearwater Beach Hotel

2 out of 5
per person
Aug 4 - Aug 7
found 1 day ago
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.
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
per person
Jul 18 - Jul 22
found 22 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
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
Jul 18 - Jul 22
found 22 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
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
Jul 18 - Jul 22
found 1 day ago
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
Jul 17 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
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
Save 100% on your flight
per person
Jul 18 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
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
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

3 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Beachcomber Beach Resort

Beachcomber Beach Resort

2.5 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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
Aug 1 - Aug 5
found 15 hours ago
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.
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
Aug 1 - Aug 6
found 20 hours ago
Roundtrip non-stop 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
Save 100% on your flight
per person
Aug 1 - Aug 6
found 20 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
Aug 1 - Aug 6
found 20 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 28
found 13 hours ago
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
Jul 25 - Jul 30
found 1 day ago
Roundtrip non-stop 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
Jul 16 - Jul 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 28
found 13 hours ago
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
Jul 23 - Jul 28
found 13 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

3 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 28
found 13 hours ago
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
Jul 23 - Jul 28
found 13 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 28
found 13 hours ago
Roundtrip non-stop 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
Jul 23 - Jul 28
found 13 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)

6-7 night Siesta Key vacations

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
per person
Jul 25 - Jul 31
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 6
found 1 day ago
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
Save 100% on your flight
per person
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
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
Jul 17 - Jul 24
found 10 hours ago
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
Jul 31 - Aug 6
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
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
Jul 17 - Jul 24
found 10 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Coral Reef Beach Resort by VRI Americas

Coral Reef Beach Resort by VRI Americas

3.5 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 6
found 1 day ago
Roundtrip 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
Jul 27 - Aug 3
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)

Flight deals to Siesta Key

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

Sun, Jul 14 - Tue, Jul 23
PHL
Philadelphia
SRQ
Sarasota
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jul 14 from Philadelphia to Sarasota, returning Tue, Jul 23, priced at $94 found 1 day ago
Fri, Aug 9 - Sat, Aug 17
ORD
Chicago
SRQ
Sarasota
$111 Roundtrip, found 3 days ago
$111
Roundtrip
found 3 days ago
Select United flight, departing Fri, Aug 9 from Chicago to Sarasota, returning Sat, Aug 17, priced at $111 found 3 days ago
Tue, Jul 30 - Tue, Aug 6
ATL
Atlanta
SRQ
Sarasota
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jul 30 from Atlanta to Sarasota, returning Tue, Aug 6, priced at $137 found 6 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
Jun 17 - Jun 18
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
Jun 19 - Jun 20
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
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 $250 per night
$250
per night
Jul 1 - Jul 2
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.