Deals on vacations and trips to Longboat Key

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Longboat Key flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Lemon Bay Motel

Lemon Bay Motel

2 out of 5
Englewood Central
Save 100% on your flight
Price was $338, price is now $214 per person
$214
per person
Mar 10 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,538, price is now $1,975 per person
$1,975
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
A private beach and an outdoor pool are featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $833, price is now $529 per person
$529
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $724, price is now $477 per person
$477
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Price was $1,019, price is now $685 per person
$685
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.

Top Longboat Key hotels deals

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
$389 nightly
The price is $440 total per night
$440 total
Feb 7 - Feb 8
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
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
$1,404 nightly
The price is $1,587 total per night
$1,587 total
Feb 5 - Feb 6
Total with taxes and fees
This luxury hotel features a private beach, a full-service spa, and 3 restaurants. There's fun for all ages with a lazy river and a children's club, and supervised childcare is an added bonus. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.
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
$749 nightly
The price is $846 total per night
$846 total
Feb 9 - Feb 10
Total with taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.
On private beach
Pool
Longboat Bay Club

Longboat Bay Club

3.5 out of 5
3200 Gulf of Mexico Dr Longboat Key FL
Get rates
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
Pool
Kitchen
Sea Club I Beach Resort

Sea Club I Beach Resort

3 out of 5
4141 Gulf of Mexico Drive Longboat Key FL
Get rates
An outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Kitchen
Country Club Long Boat Key Beach Villa 2B 3BA Pool

Country Club Long Boat Key Beach Villa 2B 3BA Pool

Longboat Key FL
Get rates
This vacation home features a water park, a garden, and laundry facilities.
Kitchen
Washer
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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.

Popular places to visit

Jewfish Key is a private island that we kayaked around. We saw a couple dolphins playing nearby too, but the main attraction to the public is large sandbar nearby. We rented our kayaks from a place called Kayak Jack's. They were great! You pick a drop-off location and specify a time and your kayaks will be awaiting you, ready for launch! http://www.kayak-jacks.com “You choose the location, We bring the Fun!”

Jewfish Key

Commune with nature and explore the great outdoors at Jewfish Key during your travels in Longboat Key. Wander the beautiful beaches in this relaxing area.

Jewfish Key
The Cannon near St. Thomas Island Marina

Cannons Marina

Explore the waterfront in Longboat Key with a trip to Cannons Marina. Wander the beautiful beaches and seaside in the area.

Cannons Marina
Wildlife reserve

Quick Point Nature Reserve

4/5(6 reviews)

Enjoy the beautiful sunsets and explore Quick Point Nature Reserve, a lovely green space in Longboat Key. While you're in the area, stroll along the beautiful beaches.

Quick Point Nature Reserve

Frequently asked questions

How much are vacation packages to Longboat Key?
Enjoy an unforgettable experience in Longboat Key with a vacation package starting at just $214. Organizing your hotels, flights and tours with Travelocity is so simple. And even better, our great deals will leave you with more savings in your pocket for fun, fun, fun!
Where can I get the best vacation package deals for Longboat Key?
Travelocity will be able to help you lock in an unbeatable Longboat Key package deal. With as many as 400 air carriers and 1,000,000 properties across the globe, we know you'll find the perfect mix.
Why should I book my Longboat Key vacation package via Travelocity?
We've got destinations to suit every type of globetrotter, top-notch service and 24/7 support. And the icing on the cake is we'll match any lower price you discover with our Price Match Guarantee.
Can I save money on my Longboat Key car rental if I book it with hotels and flights?
You certainly can with our Longboat Key vacation packages. With one of these, there are lots of ways to make your hard-earned cash go further. Combine any two or more car, flight, hotel and tour bookings and see the savings start to pile up. With your own set of wheels, all the main sights around Longboat Key are within your reach.

Photos of local treasures

Browse Longboat Key vacation photos for more inspiration

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Jewfish Key is a private island that we kayaked around. We saw a couple dolphins playing nearby too, but the main attraction to the public is large sandbar nearby. We rented our kayaks from a place called Kayak Jack's. They were great! You pick a drop-off location and specify a time and your kayaks will be awaiting you, ready for launch! http://www.kayak-jacks.com “You choose the location, We bring the Fun!”
The Mote is such an interesting aquarium and research center. Thank you to my fellow Trovers for posting pics.
Sunset over the beach on Longboat Key.

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