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3-night Longboat Key vacations

Price found within the past 48 hours. Click for updated prices.
Clearwater Beach Hotel

Clearwater Beach Hotel

2 out of 5
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
per person
Jul 16 - Jul 19
found 5 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
per person
Jul 16 - Jul 19
found 5 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop 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
per person
Jul 3 - Jul 6
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
per person
Jul 25 - Jul 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Coral Reef Beach Resort by VRI Americas

Coral Reef Beach Resort by VRI Americas

3.5 out of 5
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 26
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

4-night Longboat Key vacations

Price found within the past 48 hours. Click for updated prices.
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 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) 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 11 - Jul 15
found 8 hours ago
Roundtrip flight included
Washington (IAD) to Sarasota (SRQ)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Silver Sands

Silver Sands

3.5 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 17 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

5-night Longboat Key vacations

Price found within the past 48 hours. Click for updated prices.
Mari Jean Hotel - Adults Only Gay Hotel

Mari Jean Hotel - Adults Only Gay Hotel

2 out of 5
per person
Jul 3 - Jul 8
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
per person
Jul 3 - Jul 8
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 3 - Jul 8
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 3 - Jul 8
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 3 - Jul 8
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
per person
Jul 3 - Jul 8
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Holiday Inn St. Petersburg West, an IHG Hotel

Holiday Inn St. Petersburg West, an IHG Hotel

3.5 out of 5
per person
Jul 3 - Jul 8
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
per person
Jul 25 - Jul 30
found 8 hours ago
Roundtrip flight included
Washington (IAD) to Tampa (TPA)
AC Hotel Clearwater Beach

AC Hotel Clearwater Beach

3 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

3.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 8
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
per person
Jul 3 - Jul 8
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

6-7 night Longboat Key vacations

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Sarasota

Hyatt Regency Sarasota

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Carlisle Inn

Carlisle Inn

3.5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 1 day ago
$89
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jul 30 from Philadelphia to Sarasota, returning Thu, Aug 8, priced at $89 found 1 day ago
Wed, Jul 3 - Mon, Jul 8
EWR
Newark
SRQ
Sarasota
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 3 from Newark to Sarasota, returning Mon, Jul 8, priced at $145 found 1 day ago
Wed, Jun 5 - Wed, Jun 12
JFK
New York
SRQ
Sarasota
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Jun 5 from New York to Sarasota, returning Wed, Jun 12, priced at $177 found 4 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 $439 per night
$439
per night
Jun 11 - Jun 12
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.