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 $866, price is now $607 per person
$607
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,491, price is now $1,041 per person
$1,041
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)

3-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
Price was $697, price is now $475 per person
$475
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 $1,413, price is now $923 per person
$923
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,201, price is now $799 per person
$799
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Tampa (TPA)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $1,244, price is now $837 per person
$837
per person
Feb 27 - Mar 2
found 2 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 $1,160, price is now $798 per person
$798
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $855, price is now $594 per person
$594
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $866, price is now $607 per person
$607
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,058, price is now $750 per person
$750
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $804, price is now $569 per person
$569
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $815, price is now $577 per person
$577
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,119, price is now $794 per person
$794
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
Save 100% on your flight
Price was $878, price is now $628 per person
$628
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)

4-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
The Beachview Inn Clearwater Beach

The Beachview Inn Clearwater Beach

3 out of 5
Save 100% on your flight
Price was $803, price is now $532 per person
$532
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,030, price is now $640 per person
$640
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,620, price is now $1,027 per person
$1,027
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 $1,161, price is now $744 per person
$744
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $863, price is now $570 per person
$570
per person
Mar 13 - Mar 17
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 $1,076, price is now $720 per person
$720
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $887, price is now $598 per person
$598
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,258, price is now $863 per person
$863
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $2,762, price is now $1,910 per person
$1,910
per person
Feb 16 - Feb 20
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $1,491, price is now $1,041 per person
$1,041
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,031, price is now $1,422 per person
$1,422
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,155, price is now $812 per person
$812
per person
Feb 16 - Feb 20
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)

5-night Siesta Key vacations

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

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $745, price is now $474 per person
$474
per person
Feb 20 - Feb 25
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,508, price is now $898 per person
$898
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,505, price is now $909 per person
$909
per person
Mar 8 - Mar 13
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
Save 100% on your flight
Price was $1,403, price is now $855 per person
$855
per person
Mar 8 - Mar 13
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
Price was $805, price is now $496 per person
$496
per person
Feb 26 - Mar 3
found 3 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $2,360, price is now $1,454 per person
$1,454
per person
Feb 26 - Mar 3
found 2 hours 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 $1,016, price is now $635 per person
$635
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,149, price is now $1,349 per person
$1,349
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,120, price is now $717 per person
$717
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,046, price is now $687 per person
$687
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $984, price is now $650 per person
$650
per person
Feb 22 - Feb 27
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)

6-7 night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Seffner Inn and Suites

Seffner Inn and Suites

2.5 out of 5
Price was $834, price is now $583 per person
$583
per person
Mar 8 - Mar 15
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $1,695, price is now $993 per person
$993
per person
Mar 8 - Mar 15
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $1,255, price is now $787 per person
$787
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Chicago (MDW) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $2,384, price is now $1,503 per person
$1,503
per person
Feb 19 - Feb 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,488, price is now $943 per person
$943
per person
Mar 8 - Mar 15
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $1,376, price is now $910 per person
$910
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Landing Palmetto Apartments

Landing Palmetto Apartments

4 out of 5
Save 100% on your flight
Price was $1,588, price is now $1,053 per person
$1,053
per person
Mar 8 - Mar 15
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Sarasota (SRQ)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,125, price is now $1,450 per person
$1,450
per person
Feb 19 - Feb 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
SeaSpray Resort

SeaSpray Resort

4 out of 5
Save 100% on your flight
Price was $2,184, price is now $1,491 per person
$1,491
per person
Mar 9 - Mar 15
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Sarasota (SRQ)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,989, price is now $1,367 per person
$1,367
per person
Feb 19 - Feb 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Landing Tampa Westshore

Landing Tampa Westshore

4.5 out of 5
Save 100% on your flight
Price was $1,756, price is now $1,225 per person
$1,225
per person
Mar 8 - Mar 15
found 10 hours ago
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $1,997, price is now $1,405 per person
$1,405
per person
Mar 3 - Mar 9
found 1 day ago
Roundtrip flight included
Indianapolis (IND) 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 2 - Tue, Feb 3
JFK
New York
SRQ
Sarasota
$157 Roundtrip, found 10 hours ago
$157
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Mon, Feb 2 from New York to Sarasota, returning Tue, Feb 3, priced at $157 found 10 hours ago
Mon, Feb 2 - Tue, Feb 3
EWR
New York
SRQ
Sarasota
$157 Roundtrip, found 10 hours ago
$157
Roundtrip
found 10 hours ago
Select United flight, departing Mon, Feb 2 from New York to Sarasota, returning Tue, Feb 3, priced at $157 found 10 hours ago
Fri, Jan 30 - Sat, Jan 31
LGA
New York
SRQ
Sarasota
$177 Roundtrip, found 3 hours ago
$177
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, Jan 30 from New York to Sarasota, returning Sat, Jan 31, priced at $177 found 3 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
$206 nightly
The price is $233 total per night
$233 total
Jan 21 - Jan 22
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
$241 nightly
The price is $270 total per night
$270 total
Jan 19 - Jan 20
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
$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
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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.