Cheap Vacations in Siesta Key

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Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $915, price is now $676 per person
$676
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $2,741, price is now $1,901 per person
$1,901
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,378, price is now $989 per person
$989
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)

3-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Arvilla

Arvilla

2 out of 5
Save 100% on your flight
Price was $443, price is now $333 per person
$333
per person
Apr 28 - May 1
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $988, price is now $692 per person
$692
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,338, price is now $941 per person
$941
per person
May 1 - May 4
found 4 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $852, price is now $611 per person
$611
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $699, price is now $516 per person
$516
per person
May 6 - May 9
found 4 hours ago
Roundtrip flight included
Columbus (CMH) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,636, price is now $1,214 per person
$1,214
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Tampa (TPA)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was $1,065, price is now $795 per person
$795
per person
May 1 - May 4
found 4 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Price was $843, price is now $651 per person
$651
per person
May 1 - May 4
found 4 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Price was $906, price is now $699 per person
$699
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Tampa (TPA)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,307 per person
$1,307
per person
May 6 - May 9
found 4 hours ago
Roundtrip flight included
Columbus (CMH) to Sarasota (SRQ)

4-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $768, price is now $529 per person
$529
per person
May 18 - May 22
found 3 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $969, price is now $674 per person
$674
per person
May 14 - May 18
found 21 hours ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $864, price is now $614 per person
$614
per person
May 18 - May 22
found 3 hours ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,122, price is now $800 per person
$800
per person
May 14 - May 18
found 21 hours ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $951, price is now $679 per person
$679
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,046, price is now $751 per person
$751
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $938, price is now $674 per person
$674
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,056, price is now $764 per person
$764
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

2.5 out of 5
Price was $788, price is now $575 per person
$575
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,744, price is now $1,281 per person
$1,281
per person
May 14 - May 18
found 21 hours ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)

5-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $963, price is now $629 per person
$629
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,484, price is now $1,014 per person
$1,014
per person
May 10 - May 15
found 6 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,084, price is now $748 per person
$748
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,499, price is now $1,730 per person
$1,730
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $2,741, price is now $1,901 per person
$1,901
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,178, price is now $830 per person
$830
per person
Apr 26 - May 1
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $888, price is now $642 per person
$642
per person
May 10 - May 15
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,249, price is now $916 per person
$916
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,160, price is now $1,584 per person
$1,584
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $915, price is now $676 per person
$676
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)

6-7 night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
Price was $507, price is now $363 per person
$363
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $933, price is now $607 per person
$607
per person
May 2 - May 8
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $879, price is now $579 per person
$579
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $915, price is now $627 per person
$627
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,667, price is now $1,145 per person
$1,145
per person
May 2 - May 8
found 10 hours ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $802, price is now $562 per person
$562
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
Save 100% on your flight
Price was $995, price is now $714 per person
$714
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,378, price is now $989 per person
$989
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Sarasota (SRQ)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,241, price is now $905 per person
$905
per person
May 2 - May 8
found 10 hours ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $912, price is now $668 per person
$668
per person
May 14 - May 20
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)

Flight deals to Siesta Key

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

Wed, Apr 22 - Sat, Apr 25
LGA
New York
SRQ
Sarasota
$207 Roundtrip, found 4 hours ago
$207
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Apr 22 from New York to Sarasota, returning Sat, Apr 25, priced at $207 found 4 hours ago
Thu, Jun 4 - Mon, Jun 8
DTW
Detroit
SRQ
Sarasota
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jun 4 from Detroit to Sarasota, returning Mon, Jun 8, priced at $215 found 1 day ago
Fri, May 15 - Sat, May 23
BOS
Boston
SRQ
Sarasota
$236 Roundtrip, found 5 hours ago
$236
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Fri, May 15 from Boston to Sarasota, returning Sat, May 23, priced at $236 found 5 hours 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
$243 nightly
The price is $275 total per night
$275 total
Apr 23 - Apr 24
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.
Pool
Kitchen
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
$367 nightly
The price is $414 total per night
$414 total
Apr 12 - Apr 13
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
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
2.73 mi from city center
$362 nightly
The price is $409 total per night
$409 total
Apr 26 - Apr 27
Total with taxes and fees
With a stay at Azul Resort Siesta Key in Siesta Key (South Village), you'll be a short 4-minute walk from Crescent Beach and within 3 minutes by car from Siesta Key Beach.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Siesta Key
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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.

Top Picks

^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.