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.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip 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 28 - Jul 1
found 7 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 21
found 1 day 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 18 - Jul 21
found 1 day 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
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 1
found 7 hours ago
Roundtrip flight included
Newark (EWR) 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 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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 4 - Jul 7
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 1
found 7 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
per person
Jun 28 - Jul 1
found 7 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 18
found 20 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 18
found 20 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)

4-night Longboat Key vacations

Price found within the past 48 hours. Click for updated prices.
voco Sarasota, an IHG Hotel

voco Sarasota, an IHG Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)
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 15
found 1 day ago
Roundtrip 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 15 - Jul 19
found 23 hours ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 19
found 23 hours ago
Roundtrip flight included
Hartford (BDL) 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 11 - Jul 15
found 1 day ago
Roundtrip 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 15
found 1 day ago
Roundtrip flight included
Newark (EWR) 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 15
found 1 day ago
Roundtrip 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 19 - Jul 23
found 3 hours ago
Roundtrip flight included
Hartford (BDL) 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 15 - Jul 19
found 23 hours ago
Roundtrip flight included
Hartford (BDL) 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 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Sarasota (SRQ)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 19 - Jul 23
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)

5-night Longboat Key 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
per person
Jul 11 - Jul 16
found 17 hours ago
Roundtrip non-stop flight included
Newark (EWR) 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 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Bella Sirena Inn

Bella Sirena Inn

2.5 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
La Tortuga

La Tortuga

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Pasa Tiempo Private Waterfront Resort - Adults Only

Pasa Tiempo Private Waterfront Resort - Adults Only

2 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
The Saint Hotel

The Saint Hotel

2 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 21 - Jul 26
found 1 day 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
Jul 11 - Jul 16
found 17 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 11 - Jul 16
found 17 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 21 - Jul 26
found 1 day 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 21 - Jul 26
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.
Chase Suite Hotel Rocky Point Tampa

Chase Suite Hotel Rocky Point Tampa

3 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Silver Sands

Silver Sands

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) 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 15 - Jul 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 5 - Jul 11
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Sirata Beach Resort

Sirata Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Save 100% on your flight
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
Newark (EWR) 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 13 - Jul 19
found 9 hours ago
Roundtrip flight included
Newark (EWR) to Sarasota (SRQ)
Venice Beach Villas

Venice Beach Villas

3 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Sarasota (SRQ)
FUSION Resort Two Bedroom Suites

FUSION Resort Two Bedroom Suites

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
ROOST Tampa

ROOST Tampa

5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 8 hours ago
Roundtrip flight included
Chicago (ORD) 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 - Sat, Aug 17
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 Sat, Aug 17, priced at $89 found 1 day ago
Thu, Jun 20 - Sun, Jun 23
EWR
Newark
SRQ
Sarasota
$145 Roundtrip, found 11 hours ago
$145
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, Jun 20 from Newark to Sarasota, returning Sun, Jun 23, priced at $145 found 11 hours ago
Tue, Jun 11 - Fri, Jun 14
JFK
New York
SRQ
Sarasota
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Jun 11 from New York to Sarasota, returning Fri, Jun 14, priced at $167 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.
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 $419 per night
$419
per night
Jun 12 - Jun 13
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.