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
Save 100% on your flight
Price was $534, price is now $364 per person
$364
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $603, price is now $390 per person
$390
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $621, price is now $413 per person
$413
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)

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 $476, price is now $283 per person
$283
per person
Jan 29 - Feb 1
found 7 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tampa (TPA)
Longboat Bay Club

Longboat Bay Club

3.5 out of 5
Save 100% on your flight
Price was $1,102, price is now $673 per person
$673
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $636, price is now $398 per person
$398
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 $1,533, price is now $965 per person
$965
per person
Jan 9 - Jan 12
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $603, price is now $390 per person
$390
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $741, price is now $481 per person
$481
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Hyatt Place Sarasota Lakewood Ranch

Hyatt Place Sarasota Lakewood Ranch

3 out of 5
Save 100% on your flight
Price was $897, price is now $589 per person
$589
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
Save 100% on your flight
Price was $456, price is now $301 per person
$301
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
Price was $621, price is now $413 per person
$413
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG

2.5 out of 5
Save 100% on your flight
Price was $579, price is now $385 per person
$385
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $544, price is now $364 per person
$364
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $1,032, price is now $699 per person
$699
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)

4-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 $596, price is now $324 per person
$324
per person
Jan 21 - Jan 25
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,903, price is now $1,143 per person
$1,143
per person
Jan 8 - Jan 12
found 6 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $1,762, price is now $1,074 per person
$1,074
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
Save 100% on your flight
Price was $612, price is now $379 per person
$379
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,519, price is now $942 per person
$942
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Residence Inn by Marriott Tampa Westshore/Airport

Residence Inn by Marriott Tampa Westshore/Airport

3 out of 5
Save 100% on your flight
Price was $761, price is now $486 per person
$486
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $838, price is now $546 per person
$546
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $926, price is now $612 per person
$612
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,031, price is now $683 per person
$683
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $977, price is now $648 per person
$648
per person
Jan 8 - Jan 12
found 6 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $983, price is now $666 per person
$666
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
The Gemma by Brightwild

The Gemma by Brightwild

5 out of 5
Save 100% on your flight
Price was $5,407, price is now $3,719 per person
$3,719
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)

5-night Siesta Key vacations

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

Sirata St. Pete Beach

3 out of 5
Save 100% on your flight
Price was $679, price is now $406 per person
$406
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,997, price is now $1,018 per person
$1,018
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was $1,106, price is now $597 per person
$597
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $904, price is now $495 per person
$495
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $896, price is now $498 per person
$498
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $796, price is now $456 per person
$456
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,396, price is now $812 per person
$812
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $2,728, price is now $1,592 per person
$1,592
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $913, price is now $537 per person
$537
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $1,079, price is now $638 per person
$638
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Price was $775, price is now $478 per person
$478
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,096, price is now $1,319 per person
$1,319
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Sarasota (SRQ)

6-7 night Siesta Key vacations

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

Sirata St. Pete Beach

3 out of 5
Save 100% on your flight
Price was $822, price is now $485 per person
$485
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $1,142, price is now $609 per person
$609
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,024, price is now $564 per person
$564
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $977, price is now $545 per person
$545
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Price was $3,026, price is now $1,718 per person
$1,718
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,128, price is now $656 per person
$656
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip 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 $1,763, price is now $1,032 per person
$1,032
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,714, price is now $1,005 per person
$1,005
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip 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 $1,097, price is now $644 per person
$644
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,820, price is now $1,661 per person
$1,661
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 $1,340, price is now $795 per person
$795
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,592, price is now $965 per person
$965
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)

Flight deals to Siesta Key

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

Fri, Jan 9 - Mon, Jan 12
BOS
Boston
SRQ
Sarasota
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, Jan 9 from Boston to Sarasota, returning Mon, Jan 12, priced at $137 found 2 days ago
Sat, Jan 10 - Sat, Jan 17
ORD
Chicago
SRQ
Sarasota
$145 Roundtrip, found 15 hours ago
$145
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Jan 10 from Chicago to Sarasota, returning Sat, Jan 17, priced at $145 found 15 hours ago
Sun, Jan 25 - Wed, Feb 4
JFK
New York
SRQ
Sarasota
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, Jan 25 from New York to Sarasota, returning Wed, Feb 4, priced at $147 found 6 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
$155 nightly
The price is $175 total per night
$175 total
Dec 7 - Dec 8
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
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 7 - Dec 8
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
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 7 - Dec 8
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
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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.