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.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 6
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 8
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Clearwater Beach Marriott Suites on Sand Key

Clearwater Beach Marriott Suites on Sand Key

4 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 21
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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
per person
Jul 22 - Jul 25
found 19 hours ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)

4-night Longboat Key vacations

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
per person
Jul 17 - Jul 21
found 14 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 4 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Sarasota (SRQ)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 6 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 6 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hotel Haya

Hotel Haya

4 out of 5
per person
Jul 17 - Jul 21
found 14 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
per person
Jul 17 - Jul 21
found 14 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Clearwater Beach Marriott Suites on Sand Key

Clearwater Beach Marriott Suites on Sand Key

4 out of 5
Save 100% on your flight
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 6 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Tampa (TPA)

5-night Longboat Key vacations

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham USF (Near Busch Gardens)

La Quinta Inn & Suites by Wyndham USF (Near Busch Gardens)

2.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 28
found 13 hours ago
Roundtrip non-stop flight included
Newark (EWR) 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
per person
Jul 23 - Jul 28
found 13 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 30 - Jul 5
found 10 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
found 23 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
found 22 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 28
found 13 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
found 23 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
voco Sarasota, an IHG Hotel

voco Sarasota, an IHG Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)

6-7 night Longboat Key vacations

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 30 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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
per person
Jul 11 - Jul 17
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 17
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 17
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 30 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 30 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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
per person
Jul 11 - Jul 17
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 30 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Clearwater Beach Marriott Suites on Sand Key

Clearwater Beach Marriott Suites on Sand Key

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 17
found 10 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jun 30 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Postcard Inn On The Beach

Postcard Inn On The Beach

3 out of 5
Save 100% on your flight
per person
Jun 30 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)

Flight deals to Longboat Key

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

Tue, Jul 30 - Thu, Aug 8
PHL
Philadelphia
SRQ
Sarasota
$89 Roundtrip, found 15 hours ago
$89
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Tue, Jul 30 from Philadelphia to Sarasota, returning Thu, Aug 8, priced at $89 found 15 hours ago
Wed, Jul 3 - Mon, Jul 8
EWR
Newark
SRQ
Sarasota
$145 Roundtrip, found 20 hours ago
$145
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Jul 3 from Newark to Sarasota, returning Mon, Jul 8, priced at $145 found 20 hours ago
Tue, Jun 11 - Fri, Jun 14
JFK
New York
SRQ
Sarasota
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Jun 11 from New York to Sarasota, returning Fri, Jun 14, priced at $167 found 6 days 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
The price is $249 per night
$249
per night
Jun 12 - Jun 13
When you stay at Zota Beach Resort in Longboat Key, you'll be on the waterfront, within a 10-minute drive of Coquina Beach and Cortez Beach.
Pool
On private beach
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road, Longboat Key, FL
6.89 mi from city center
The price is $444 per night
$444
per night
Jun 5 - Jun 6
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.
Pool
On private beach
Sea Club I Beach Resort

Sea Club I Beach Resort

3 out of 5
4141 Gulf of Mexico Drive, Longboat Key, FL
1.89 mi from city center
Get rates
When you stay at Sea Club I Beach Resort in Longboat Key, you'll be on the beach, within a 10-minute drive of Coquina Beach and Mote Marine Laboratory & Aquarium.
Pool
Parking included
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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.