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 $507, price is now $352 per person
$352
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $939, price is now $569 per person
$569
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
South Village
Save 100% on your flight
Price was $591, price is now $398 per person
$398
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
South Village
Save 100% on your flight
Price was $843, price is now $583 per person
$583
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Siesta Key Village
Save 100% on your flight
Price was $919, price is now $643 per person
$643
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
Save 100% on your flight
Price was $699, price is now $520 per person
$520
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)

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
Save 100% on your flight
Price was $377, price is now $241 per person
$241
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $2,041, price is now $1,233 per person
$1,233
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $939, price is now $569 per person
$569
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $890, price is now $564 per person
$564
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,367, price is now $895 per person
$895
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $756, price is now $508 per person
$508
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $591, price is now $398 per person
$398
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $561, price is now $378 per person
$378
per person
Apr 20 - Apr 23
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $958, price is now $654 per person
$654
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $535, price is now $368 per person
$368
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
Save 100% on your flight
Price was $843, price is now $583 per person
$583
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 $507, price is now $352 per person
$352
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)

4-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
Price was $447, price is now $321 per person
$321
per person
May 2 - May 6
found 1 hour ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $1,153, price is now $725 per person
$725
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $769, price is now $491 per person
$491
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,808, price is now $1,172 per person
$1,172
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Price was $908, price is now $606 per person
$606
per person
Apr 21 - Apr 25
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $959, price is now $644 per person
$644
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,705, price is now $1,146 per person
$1,146
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $962, price is now $665 per person
$665
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,261, price is now $878 per person
$878
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
Price was $1,875, price is now $1,333 per person
$1,333
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,733, price is now $1,946 per person
$1,946
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Price was $1,628, price is now $1,174 per person
$1,174
per person
Apr 21 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)

5-night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Save 100% on your flight
Price was $765, price is now $504 per person
$504
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $3,232, price is now $1,901 per person
$1,901
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
New York (JFK) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,325, price is now $794 per person
$794
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $915, price is now $555 per person
$555
per person
Apr 9 - Apr 14
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $959, price is now $602 per person
$602
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,139, price is now $723 per person
$723
per person
Apr 26 - May 1
found 23 hours ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $1,303, price is now $841 per person
$841
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Price was $1,510, price is now $1,030 per person
$1,030
per person
Apr 6 - Apr 11
found 5 hours 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 $925, price is now $647 per person
$647
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $974, price is now $684 per person
$684
per person
Apr 23 - Apr 28
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
Price was $1,595, price is now $1,134 per person
$1,134
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Sarasota (SRQ)
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,832, price is now $1,305 per person
$1,305
per person
Apr 7 - Apr 12
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

6-7 night Siesta Key vacations

Price found within the past 48 hours. Click for updated prices.
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Save 100% on your flight
Price was $900, price is now $592 per person
$592
per person
Apr 7 - Apr 13
found 11 hours ago
Roundtrip flight included
Cincinnati (CVG) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,659, price is now $1,490 per person
$1,490
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,033, price is now $646 per person
$646
per person
Apr 15 - Apr 21
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $1,329, price is now $851 per person
$851
per person
Apr 15 - Apr 21
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $997, price is now $658 per person
$658
per person
Apr 15 - Apr 21
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Save 100% on your flight
Price was $1,769, price is now $1,192 per person
$1,192
per person
Apr 6 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Price was $977, price is now $666 per person
$666
per person
Apr 15 - Apr 21
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Save 100% on your flight
Price was $3,296, price is now $2,249 per person
$2,249
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Price was $2,383, price is now $1,642 per person
$1,642
per person
Apr 15 - Apr 21
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $1,181, price is now $816 per person
$816
per person
Apr 15 - Apr 21
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,890, price is now $1,308 per person
$1,308
per person
Apr 11 - Apr 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 $2,373, price is now $1,643 per person
$1,643
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)

Flight deals to Siesta Key

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

Sat, Apr 11 - Wed, Apr 15
PHL
Philadelphia
SRQ
Sarasota
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Philadelphia to Sarasota, returning Wed, Apr 15, priced at $182 found 6 days ago
Sun, Apr 5 - Thu, Apr 9
BOS
Boston
SRQ
Sarasota
$197 Roundtrip, found 10 hours ago
$197
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sun, Apr 5 from Boston to Sarasota, returning Thu, Apr 9, priced at $197 found 10 hours ago
Fri, May 15 - Wed, May 20
EWR
New York
SRQ
Sarasota
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select United flight, departing Fri, May 15 from New York to Sarasota, returning Wed, May 20, priced at $207 found 3 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
2.65 mi from city center
$285 nightly
The price is $322 total per night
$322 total
Mar 10 - Mar 11
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
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
$345 nightly
The price is $390 total per night
$390 total
Mar 10 - Mar 11
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
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
$539 nightly
The price is $610 total per night
$610 total
Mar 23 - Mar 24
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.