Cheap Vacations in Siesta Key

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3-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $470, price is now $278 per person
$278
per person
Mar 1 - Mar 4
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $581, price is now $368 per person
$368
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $1,222, price is now $812 per person
$812
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,928, price is now $1,296 per person
$1,296
per person
Mar 16 - Mar 19
found 1 hour ago
Roundtrip non-stop flight included
Austin (AUS) to Sarasota (SRQ)
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
Price was $736, price is now $500 per person
$500
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Save 100% on your flight
Price was $664, price is now $464 per person
$464
per person
Mar 7 - Mar 10
just found
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,050, price is now $734 per person
$734
per person
Mar 16 - Mar 19
found 1 hour ago
Roundtrip non-stop flight included
Austin (AUS) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $1,051, price is now $738 per person
$738
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Save 100% on your flight
Price was $677, price is now $481 per person
$481
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,135, price is now $1,519 per person
$1,519
per person
Mar 6 - Mar 9
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $1,033, price is now $742 per person
$742
per person
Mar 16 - Mar 19
found 1 hour ago
Roundtrip non-stop flight included
Austin (AUS) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,140, price is now $821 per person
$821
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)

4-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Lemon Bay Motel

Lemon Bay Motel

2 out of 5
Save 100% on your flight
Price was $451, price is now $278 per person
$278
per person
Feb 22 - Feb 26
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $536, price is now $311 per person
$311
per person
Feb 24 - Feb 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,323, price is now $773 per person
$773
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $637, price is now $389 per person
$389
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,397, price is now $861 per person
$861
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,863, price is now $1,182 per person
$1,182
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
Save 100% on your flight
Price was $1,109, price is now $705 per person
$705
per person
Feb 24 - Feb 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
Price was $926, price is now $608 per person
$608
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,099, price is now $735 per person
$735
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,289, price is now $866 per person
$866
per person
Feb 24 - Feb 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $3,631, price is now $2,457 per person
$2,457
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $724, price is now $498 per person
$498
per person
Feb 22 - Feb 26
just found
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

5-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Weathered The Storm

Weathered The Storm

3 out of 5
Save 100% on your flight
Price was $478, price is now $276 per person
$276
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,333, price is now $794 per person
$794
per person
Mar 8 - Mar 13
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $999, price is now $630 per person
$630
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
Save 100% on your flight
Price was $523, price is now $330 per person
$330
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Beachview Inn Clearwater Beach

The Beachview Inn Clearwater Beach

3 out of 5
Save 100% on your flight
Price was $921, price is now $591 per person
$591
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
Price was $2,036, price is now $1,328 per person
$1,328
per person
Feb 25 - Mar 2
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $837, price is now $554 per person
$554
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,434, price is now $950 per person
$950
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,270, price is now $1,505 per person
$1,505
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $861, price is now $581 per person
$581
per person
Mar 12 - Mar 17
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Residence Inn by Marriott Sarasota Bradenton

Residence Inn by Marriott Sarasota Bradenton

3 out of 5
Save 100% on your flight
Price was $1,063, price is now $724 per person
$724
per person
Mar 8 - Mar 13
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $1,034, price is now $706 per person
$706
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)

6-7 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
Save 100% on your flight
Price was $1,262, price is now $757 per person
$757
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,541, price is now $850 per person
$850
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,622, price is now $940 per person
$940
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,497, price is now $893 per person
$893
per person
Mar 5 - Mar 11
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
Price was $2,049, price is now $1,237 per person
$1,237
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $2,358, price is now $1,447 per person
$1,447
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
Price was $1,481, price is now $910 per person
$910
per person
Mar 6 - Mar 13
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
Price was $2,473, price is now $1,580 per person
$1,580
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Sarasota (SRQ)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,497, price is now $965 per person
$965
per person
Feb 17 - Feb 23
found 1 day ago
Roundtrip flight included
Austin (AUS) to Tampa (TPA)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $1,622, price is now $1,047 per person
$1,047
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,406, price is now $913 per person
$913
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip flight included
Austin (AUS) to Sarasota (SRQ)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,171, price is now $763 per person
$763
per person
Mar 5 - Mar 11
found 1 day ago
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.

Mon, Feb 23 - Sat, Feb 28
PHL
Philadelphia
SRQ
Sarasota
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Philadelphia to Sarasota, returning Sat, Feb 28, priced at $118 found 1 hour ago
Mon, Feb 2 - Tue, Feb 3
JFK
New York
SRQ
Sarasota
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Feb 2 from New York to Sarasota, returning Tue, Feb 3, priced at $157 found 2 days ago
Mon, Feb 2 - Tue, Feb 3
EWR
New York
SRQ
Sarasota
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select United flight, departing Mon, Feb 2 from New York to Sarasota, returning Tue, Feb 3, priced at $157 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
Free Cancellation
Reserve now, pay when you stay
2.65 mi from city center
$189 nightly
The price is $214 total per night
$214 total
Jan 19 - Jan 20
Total with taxes and fees
Located in Siesta Key (South Village), Tropical Beach Resorts is within a 10-minute walk of Siesta Key Marina and Crescent Beach.
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
$257 nightly
The price is $290 total per night
$290 total
Jan 19 - Jan 20
Total with taxes and fees
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
$197 nightly
The price is $223 total per night
$223 total
Jan 20 - Jan 21
Total with taxes and fees
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.