Cheap Vacations in Siesta Key

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Siesta Key vacations

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

Crystal Palms Beach Resort

3.5 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Saint Hotel

The Saint Hotel

2 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Silver Sands

Silver Sands

3.5 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Gemma by Brightwild

The Gemma by Brightwild

4.5 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

3-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Siesta Key Palms Resort

Siesta Key Palms Resort

4 out of 5
Save 100% on your flight
per person
Jan 23 - Jan 26
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
per person
Jan 4 - Jan 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 13
found 16 hours ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jan 23 - Jan 26
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Jan 23 - Jan 26
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Barsala at Champions Walk

Barsala at Champions Walk

4 out of 5
Save 100% on your flight
per person
Jan 23 - Jan 26
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
The Wayland Condos By Barsala

The Wayland Condos By Barsala

4 out of 5
Save 100% on your flight
per person
Jan 15 - Jan 18
just found
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jan 5 - Jan 8
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
voco Sarasota, an IHG Hotel

voco Sarasota, an IHG Hotel

3.5 out of 5
Save 100% on your flight
per person
Jan 23 - Jan 26
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
per person
Jan 23 - Jan 26
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)

4-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
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
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Jan 4 - Jan 8
found 17 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jan 22 - Jan 26
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Jan 22 - Jan 26
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Barsala at Champions Walk

Barsala at Champions Walk

4 out of 5
Save 100% on your flight
per person
Jan 22 - Jan 26
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
per person
Jan 5 - Jan 9
found 19 hours ago
Roundtrip flight included
New York (JFK) 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
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
per person
Jan 22 - Jan 26
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

5-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (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
Jan 10 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (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
Jan 2 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Jan 9 - Jan 14
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
La Tortuga

La Tortuga

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

3.5 out of 5
Save 100% on your flight
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Silver Sands

Silver Sands

3.5 out of 5
Save 100% on your flight
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Bilmar Beach Resort

Bilmar Beach Resort

4 out of 5
Save 100% on your flight
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)

6-7 night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Highland Down Town Tampa

Highland Down Town Tampa

3.5 out of 5
Save 100% on your flight
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Wayland Condos By Barsala

The Wayland Condos By Barsala

4 out of 5
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Residence Inn by Marriott Tampa Westshore/Airport

Residence Inn by Marriott Tampa Westshore/Airport

3 out of 5
per person
Jan 7 - Jan 14
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
Jan 7 - Jan 14
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
per person
Jan 7 - Jan 14
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
The Saint Hotel

The Saint Hotel

2 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Element Tampa Midtown

Element Tampa Midtown

3 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 12
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

Flight deals to Siesta Key

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

Tue, Dec 17 - Tue, Dec 24
PHL
Philadelphia
SRQ
Sarasota
$85 Roundtrip, found 1 day ago
$85
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Dec 17 from Philadelphia to Sarasota, returning Tue, Dec 24, priced at $85 found 1 day ago
Tue, Feb 25 - Mon, Mar 3
BOS
Boston
SRQ
Sarasota
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Feb 25 from Boston to Sarasota, returning Mon, Mar 3, priced at $97 found 1 day ago
Wed, Apr 2 - Wed, Apr 9
ORD
Chicago
SRQ
Sarasota
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Chicago to Sarasota, returning Wed, Apr 9, priced at $128 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 $193 per night
$193
includes taxes & fees
$171 per night
Dec 4 - Dec 5
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 9 minutes from Turtle Beach.
Pool
Hot Tub
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
2.62 mi from city center
Get rates
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 $267 per night
$267
includes taxes & fees
$237 per night
Dec 18 - Dec 19
With a stay at Tropical Breeze Resort in Siesta Key (Siesta Key Village), you'll be within a 15-minute drive of Siesta Key Beach and Turtle Beach.
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.