Cheap Vacations in Longboat Key

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3-night Longboat 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 $388, price is now $290 per person
$290
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $657, price is now $427 per person
$427
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $900, price is now $594 per person
$594
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop 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 $2,029, price is now $1,370 per person
$1,370
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Albany (ALB) to Sarasota (SRQ)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $659, price is now $450 per person
$450
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip 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
Price was $839, price is now $583 per person
$583
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $888, price is now $621 per person
$621
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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 $2,328, price is now $1,640 per person
$1,640
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip flight included
Albany (ALB) to Sarasota (SRQ)
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Price was $2,045, price is now $1,478 per person
$1,478
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Price was $999, price is now $733 per person
$733
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Price was $963, price is now $709 per person
$709
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $1,118, price is now $831 per person
$831
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)

4-night Longboat 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 $847, price is now $533 per person
$533
per person
Apr 9 - Apr 13
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,435, price is now $1,548 per person
$1,548
per person
Apr 14 - Apr 18
found 14 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,263, price is now $831 per person
$831
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,763, price is now $1,166 per person
$1,166
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Price was $1,081, price is now $718 per person
$718
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,065, price is now $713 per person
$713
per person
Apr 14 - Apr 18
found 14 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
Save 100% on your flight
Price was $920, price is now $627 per person
$627
per person
Apr 28 - May 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,066, price is now $733 per person
$733
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
Price was $1,945, price is now $1,399 per person
$1,399
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
Save 100% on your flight
Price was $1,450, price is now $1,043 per person
$1,043
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Price was $1,357, price is now $978 per person
$978
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $998, price is now $720 per person
$720
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)

5-night Longboat 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 $923, price is now $614 per person
$614
per person
Apr 18 - Apr 23
found 20 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,207, price is now $782 per person
$782
per person
Apr 13 - Apr 18
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
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 $1,209, price is now $787 per person
$787
per person
Apr 18 - Apr 23
found 20 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $1,116, price is now $733 per person
$733
per person
Apr 7 - Apr 12
found 1 day ago
Roundtrip non-stop 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 $1,434, price is now $943 per person
$943
per person
Apr 22 - Apr 27
found 17 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,019, price is now $1,340 per person
$1,340
per person
Apr 18 - Apr 23
found 20 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,280, price is now $879 per person
$879
per person
Apr 18 - Apr 23
found 20 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,134, price is now $786 per person
$786
per person
Apr 18 - Apr 23
found 20 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
Price was $2,011, price is now $1,421 per person
$1,421
per person
Apr 18 - Apr 23
found 20 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Sarasota (SRQ)
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Price was $939, price is now $666 per person
$666
per person
Apr 18 - Apr 23
found 20 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $3,901, price is now $2,801 per person
$2,801
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Price was $1,815, price is now $1,305 per person
$1,305
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)

6-7 night Longboat 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 $1,078, price is now $666 per person
$666
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop 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 $1,622, price is now $1,078 per person
$1,078
per person
Apr 17 - Apr 23
found 13 hours ago
Roundtrip flight included
Albany (ALB) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,323, price is now $886 per person
$886
per person
Apr 17 - Apr 23
found 13 hours ago
Roundtrip flight included
Albany (ALB) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,546, price is now $1,719 per person
$1,719
per person
Apr 17 - Apr 23
found 13 hours ago
Roundtrip flight included
Albany (ALB) to Sarasota (SRQ)
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,374, price is now $941 per person
$941
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
Price was $1,644, price is now $1,148 per person
$1,148
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
The Hemingway

The Hemingway

4 out of 5
Save 100% on your flight
Price was $1,792, price is now $1,258 per person
$1,258
per person
Apr 26 - May 2
found 7 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 $1,637, price is now $1,155 per person
$1,155
per person
Apr 17 - Apr 23
found 13 hours ago
Roundtrip flight included
Albany (ALB) to Tampa (TPA)
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Save 100% on your flight
Price was $1,050, price is now $746 per person
$746
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Tampa (TPA)
Bradenton Apartments by Landing

Bradenton Apartments by Landing

4.5 out of 5
Save 100% on your flight
Price was $1,287, price is now $916 per person
$916
per person
Apr 20 - Apr 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,820, price is now $1,298 per person
$1,298
per person
Apr 16 - Apr 23
found 1 day ago
Roundtrip flight included
Albany (ALB) to Tampa (TPA)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $1,502, price is now $1,073 per person
$1,073
per person
Apr 17 - Apr 23
found 13 hours ago
Roundtrip flight included
Albany (ALB) to Sarasota (SRQ)

Flight deals to Longboat 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 2 days ago
$182
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Apr 11 from Philadelphia to Sarasota, returning Wed, Apr 15, priced at $182 found 2 days ago
Sat, Apr 25 - Fri, May 1
BOS
Boston
SRQ
Sarasota
$206 Roundtrip, found 2 days ago
$206
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Apr 25 from Boston to Sarasota, returning Fri, May 1, priced at $206 found 2 days ago
Tue, May 5 - Tue, May 12
EWR
New York
SRQ
Sarasota
$207 Roundtrip, found 9 hours ago
$207
Roundtrip
found 9 hours ago
Select United flight, departing Tue, May 5 from New York to Sarasota, returning Tue, May 12, priced at $207 found 9 hours ago

Top rated hotels for your Longboat Key vacation

Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
Free Cancellation
Reserve now, pay when you stay
1.12 mi from city center
$435 nightly
The price is $492 total per night
$492 total
Mar 4 - Mar 5
Total with taxes and fees
When you stay at Zota Beach Resort in Longboat Key, you'll be on the beach, a 1-minute drive from Longboat Key Beaches and 7 minutes from Bradenton Beach.
On private beach
Pool
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive Longboat Key FL
5.05 mi from city center
$1,584 nightly
The price is $1,790 total per night
$1,790 total
Mar 22 - Mar 23
Total with taxes and fees
When you stay at The St. Regis Longboat Key Resort in Longboat Key, you'll be on the beach, a 5-minute drive from Longboat Key Beaches and 7 minutes from St. Armands Circle.
On private beach
Pool
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road Longboat Key FL
Free Cancellation
Reserve now, pay when you stay
6.89 mi from city center
$1,061 nightly
The price is $1,199 total per night
$1,199 total
Mar 17 - Mar 18
Total with taxes and fees
When you stay at The Resort at Longboat Key Club in Longboat Key, you'll be by the ocean, within a 5-minute drive of Lido Beach and St. Armands Circle.
On private beach
Pool
Don't see what you're looking for?
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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.