Cheap Vacations in Sarasota County

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Sarasota County vacations

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

Westwinds Waterfront Resort

3 out of 5
Price was $686, price is now $490 per person
$490
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
South Village
Save 100% on your flight
Price was $1,566, price is now $1,039 per person
$1,039
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Siesta Key Inn

Siesta Key Inn

2 out of 5
South Village
Save 100% on your flight
Price was $833, price is now $553 per person
$553
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,165, price is now $1,444 per person
$1,444
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

4 out of 5
Save 100% on your flight
Price was $2,065, price is now $1,404 per person
$1,404
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,855, price is now $1,263 per person
$1,263
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,130, price is now $800 per person
$800
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,169, price is now $833 per person
$833
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
Save 100% on your flight
Price was $947, price is now $676 per person
$676
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Sunrise Garden Resort

Sunrise Garden Resort

2 out of 5
Price was $1,010, price is now $724 per person
$724
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)

3-night Sarasota County vacations

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

Innisbrook Resort

3.5 out of 5
Price was $670, price is now $485 per person
$485
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Siesta Key Inn

Siesta Key Inn

2 out of 5
Save 100% on your flight
Price was $833, price is now $553 per person
$553
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

4 out of 5
Save 100% on your flight
Price was $2,065, price is now $1,404 per person
$1,404
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,855, price is now $1,263 per person
$1,263
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
Save 100% on your flight
Price was $1,453, price is now $1,034 per person
$1,034
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
Save 100% on your flight
Price was $947, price is now $676 per person
$676
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Westwinds Waterfront Resort

Westwinds Waterfront Resort

3 out of 5
Price was $686, price is now $490 per person
$490
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.5 out of 5
Save 100% on your flight
Price was $1,537, price is now $1,102 per person
$1,102
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $872, price is now $626 per person
$626
per person
Dec 4 - Dec 7
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 $977, price is now $707 per person
$707
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Price was $769, price is now $556 per person
$556
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $700, price is now $508 per person
$508
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)

4-night Sarasota County vacations

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

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $663, price is now $419 per person
$419
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
Save 100% on your flight
Price was $1,361, price is now $960 per person
$960
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Des Moines (DSM) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,359, price is now $861 per person
$861
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,165, price is now $1,444 per person
$1,444
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Westwinds Waterfront Resort

Westwinds Waterfront Resort

3 out of 5
Price was $845, price is now $589 per person
$589
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Price was $832, price is now $588 per person
$588
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,130, price is now $800 per person
$800
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $1,169, price is now $833 per person
$833
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

3 out of 5
Save 100% on your flight
Price was $968, price is now $690 per person
$690
per person
Dec 4 - Dec 8
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,242, price is now $886 per person
$886
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
Save 100% on your flight
Price was $1,134, price is now $810 per person
$810
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Sunrise Garden Resort

Sunrise Garden Resort

2 out of 5
Price was $1,010, price is now $724 per person
$724
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)

5-night Sarasota County vacations

Price found within the past 48 hours. Click for updated prices.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Price was $713, price is now $522 per person
$522
per person
Nov 27 - Dec 2
found 14 hours ago
Roundtrip flight included
St. Louis (STL) to Tampa (TPA)
Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

3 out of 5
Save 100% on your flight
Price was $1,251, price is now $871 per person
$871
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip flight included
Des Moines (DSM) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Price was $991, price is now $768 per person
$768
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip flight included
Des Moines (DSM) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,777, price is now $1,129 per person
$1,129
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,872, price is now $1,870 per person
$1,870
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Azul Resort

Azul Resort

2 out of 5
Save 100% on your flight
Price was $1,495, price is now $976 per person
$976
per person
Nov 27 - Dec 2
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Siesta Key Inn

Siesta Key Inn

2 out of 5
Save 100% on your flight
Price was $1,571, price is now $1,031 per person
$1,031
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
Save 100% on your flight
Price was $1,566, price is now $1,039 per person
$1,039
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Price was $1,223, price is now $870 per person
$870
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Fairfield Inn & Suites by Marriott Clearwater Beach

Fairfield Inn & Suites by Marriott Clearwater Beach

3 out of 5
Price was $911, price is now $655 per person
$655
per person
Nov 17 - Nov 22
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,347, price is now $979 per person
$979
per person
Nov 19 - Nov 24
found 13 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Tampa (TPA)
CW Resort

CW Resort

4 out of 5
Price was $1,178, price is now $858 per person
$858
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

6-7 night Sarasota County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn & Suites Clearwater Beach S-Harbourside by IHG

Holiday Inn & Suites Clearwater Beach S-Harbourside by IHG

3 out of 5
Price was $750, price is now $547 per person
$547
per person
Nov 18 - Nov 24
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,995, price is now $1,217 per person
$1,217
per person
Nov 29 - Dec 5
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
Save 100% on your flight
Price was $2,383, price is now $1,556 per person
$1,556
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,433, price is now $967 per person
$967
per person
Nov 18 - Nov 24
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,321, price is now $894 per person
$894
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

4 out of 5
Save 100% on your flight
Price was $1,563, price is now $1,098 per person
$1,098
per person
Nov 29 - Dec 5
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,879, price is now $1,322 per person
$1,322
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3.5 out of 5
Save 100% on your flight
Price was $1,414, price is now $1,009 per person
$1,009
per person
Nov 29 - Dec 5
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2 out of 5
Save 100% on your flight
Price was $1,281, price is now $918 per person
$918
per person
Nov 29 - Dec 5
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
CW Resort

CW Resort

4 out of 5
Price was $1,441, price is now $1,037 per person
$1,037
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

4 out of 5
Price was $1,247, price is now $920 per person
$920
per person
Nov 29 - Dec 5
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $830, price is now $624 per person
$624
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Top places to visit in Sarasota County

A beach with a wooden pier extending into the turquoise sea, palm trees, and people walking on the pier.
FlightsFlightsHotelsHotels

Sarasota

Sarasota

Flight deals to Sarasota County

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

Mon, Feb 1 - Fri, Feb 5
BOS
Boston
SRQ
Sarasota
$130 Roundtrip, found 2 hours ago
$130
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Mon, Feb 1 from Boston to Sarasota, returning Fri, Feb 5, priced at $130 found 2 hours ago
Sun, Dec 6 - Thu, Dec 10
MDW
Chicago
PGD
Punta Gorda
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Sun, Dec 6 from Chicago to Punta Gorda, returning Thu, Dec 10, priced at $159 found 4 days ago
Fri, May 14 - Mon, May 17
TTN
Trenton
PGD
Punta Gorda
$170 Roundtrip, found 18 hours ago
$170
Roundtrip
found 18 hours ago
Select Allegiant Air flight, departing Fri, May 14 from Trenton to Punta Gorda, returning Mon, May 17, priced at $170 found 18 hours ago

Top rated hotels for your Sarasota County 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
12.04 mi from city center
$162 nightly
The price is $183 total per night
$183 total
Oct 19 - Oct 20
Total with taxes and fees
Located in Siesta Key (South Village), Tropical Beach Resorts is within a 10-minute walk of Safe Harbor Siesta Key and Crescent Beach.
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
14.38 mi from city center
$232 nightly
The price is $262 total per night
$262 total
Nov 1 - Nov 2
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
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
Free Cancellation
Reserve now, pay when you stay
11.6 mi from city center
$88 nightly
The price is $99 total per night
$99 total
Oct 20 - Oct 21
Total with taxes and fees
Located in Sarasota, Spark by Hilton Sarasota Siesta Key Gateway is a 3-minute drive from Siesta Key Beach and 6 minutes from Turtle 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.