Cheap Vacations in Siesta Key

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Siesta Key vacations

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

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,149, price is now $746 per person
$746
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
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 $2,593, price is now $1,471 per person
$1,471
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)

3-night Siesta Key vacations

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

Saddlebrook Resort

4 out of 5
Price was $603, price is now $258 per person
$258
per person
Jan 16 - Jan 19
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Price was $2,173, price is now $1,073 per person
$1,073
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
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 $2,012, price is now $1,164 per person
$1,164
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,010, price is now $634 per person
$634
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,294, price is now $819 per person
$819
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $926, price is now $619 per person
$619
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
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 $790, price is now $533 per person
$533
per person
Jan 23 - Jan 26
found 18 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $715, price is now $484 per person
$484
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $843, price is now $587 per person
$587
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Inn at the Beach

Inn at the Beach

3 out of 5
Price was $763, price is now $532 per person
$532
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Save 100% on your flight
Price was $690, price is now $482 per person
$482
per person
Jan 16 - Jan 19
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Venice Beach Villas

Venice Beach Villas

3 out of 5
Price was $538, price is now $381 per person
$381
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)

4-night Siesta Key vacations

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

Saddlebrook Resort

4 out of 5
Price was $765, price is now $291 per person
$291
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

4 out of 5
Price was $910, price is now $438 per person
$438
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 $2,593, price is now $1,471 per person
$1,471
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Save 100% on your flight
Price was $964, price is now $551 per person
$551
per person
Jan 29 - Feb 2
just found
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,256, price is now $759 per person
$759
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $671, price is now $411 per person
$411
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip non-stop 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
Price was $690, price is now $445 per person
$445
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,149, price is now $746 per person
$746
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $982, price is now $670 per person
$670
per person
Feb 5 - Feb 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
Price was $882, price is now $617 per person
$617
per person
Jan 21 - Jan 25
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
SkyBeach Resort

SkyBeach Resort

4 out of 5
Save 100% on your flight
Price was $879, price is now $619 per person
$619
per person
Jan 15 - Jan 19
found 10 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $781, price is now $550 per person
$550
per person
Jan 22 - Jan 26
just found
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)

5-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar

3 out of 5
Save 100% on your flight
Price was $546, price is now $367 per person
$367
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $1,151, price is now $442 per person
$442
per person
Jan 26 - Jan 31
found 11 hours ago
Roundtrip flight included
New York (JFK) 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 $2,906, price is now $1,672 per person
$1,672
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $2,572, price is now $1,507 per person
$1,507
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $819, price is now $508 per person
$508
per person
Jan 13 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,042, price is now $663 per person
$663
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Save 100% on your flight
Price was $861, price is now $570 per person
$570
per person
Jan 20 - Jan 25
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
Price was $1,499, price is now $1,007 per person
$1,007
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $627, price is now $422 per person
$422
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $851, price is now $574 per person
$574
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop 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
Price was $1,094, price is now $739 per person
$739
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,143, price is now $774 per person
$774
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

6-7 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
Price was $849, price is now $405 per person
$405
per person
Jan 12 - Jan 19
found 7 hours ago
Roundtrip flight included
Buffalo (BUF) to Tampa (TPA)
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Price was $1,275, price is now $487 per person
$487
per person
Jan 12 - Jan 19
found 7 hours ago
Roundtrip flight included
Buffalo (BUF) to Sarasota (SRQ)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $1,688, price is now $699 per person
$699
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Price was $3,099, price is now $1,630 per person
$1,630
per person
Jan 24 - Jan 31
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $2,538, price is now $1,420 per person
$1,420
per person
Feb 4 - Feb 11
found 14 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Sarasota (SRQ)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,169, price is now $712 per person
$712
per person
Feb 4 - Feb 11
found 14 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $1,043, price is now $644 per person
$644
per person
Jan 23 - Jan 29
found 22 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $2,814, price is now $1,766 per person
$1,766
per person
Jan 23 - Jan 29
found 22 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,475, price is now $929 per person
$929
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
Venice Beach Villas

Venice Beach Villas

3 out of 5
Save 100% on your flight
Price was $1,118, price is now $713 per person
$713
per person
Jan 18 - Jan 25
found 17 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Sleep Inn near Busch Gardens/USF

Sleep Inn near Busch Gardens/USF

2.5 out of 5
Save 100% on your flight
Price was $732, price is now $474 per person
$474
per person
Feb 4 - Feb 11
found 14 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Sarasota (SRQ)
Pier House 60 Clearwater Beach Marina Hotel

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
Save 100% on your flight
Price was $1,183, price is now $768 per person
$768
per person
Jan 12 - Jan 19
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, Jan 18 - Wed, Jan 21
EWR
New York
SRQ
Sarasota
$129 Roundtrip, found 2 days ago
$129
Roundtrip
found 2 days ago
Select United flight, departing Sun, Jan 18 from New York to Sarasota, returning Wed, Jan 21, priced at $129 found 2 days ago
Sun, Jan 25 - Wed, Feb 4
JFK
New York
SRQ
Sarasota
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sun, Jan 25 from New York to Sarasota, returning Wed, Feb 4, priced at $137 found 5 days ago
Fri, Jan 16 - Tue, Jan 20
LGA
New York
SRQ
Sarasota
$160 Roundtrip, found 4 days ago
$160
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Fri, Jan 16 from New York to Sarasota, returning Tue, Jan 20, priced at $160 found 4 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
2.62 mi from city center
$147 nightly
The price is $166 total per night
$166 total
Dec 14 - Dec 15
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
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
6772 Sara Sea Circle Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
2.68 mi from city center
$153 nightly
The price is $171 total per night
$171 total
Dec 14 - Dec 15
Total with taxes and fees
With a stay at Captiva Beach Resort in Siesta Key (South Village), you'll be within a 5-minute drive of Siesta Key Beach and Crescent Beach.
Pool
Kitchen
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
$247 nightly
The price is $279 total per night
$279 total
Dec 14 - Dec 15
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
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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.