Florida's Longboat Key has miles of beaches, oceanfront golf courses, beautiful gardens and nature parks, and unlimited water activities for everyone to enjoy. Explore these vacation rentals options, from beachfront condo rentals and hotels to adorable beach bungalows.

Top vacation rentals in Longboat Key

Dining on your balcony with a view of the Gulf
5.0
Outstanding(170 Reviews)
Condo
 in Longboat Key
Rare 5th-floor Penthouse 60 feet from beach 150 + 5 star reviews
6 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Indulge in a peaceful retreat at Rare 5th-floor Penthouse 60 feet from beach 150 + 5 star reviews , our elegant Condo in Longboat Key. Enjoy amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

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Property grounds
4.8
Outstanding(213 Reviews)
Condo
 in Longboat Key
Luxury Beach Condo with Breathtaking PROMO175-Jan14-19 2024!
6 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Longboat Key? This Condo offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Fireplace, and more.

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Beachfront
Property view
4.5
Excellent(172 Reviews)
Resort
 in Sarasota
Resort at Longboat Key Club
Pool · Kitchen / Kitchenette · Air conditioner

Looking to create some memories in Longboat Key? Look no further than our Resort, Resort at Longboat Key Club. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Beachfront
Property view
4.3
Excellent(972 Reviews)
Hotel
 in Longboat Key
4star
Zota Beach Resort
Pool · Pets allowed · Kitchen / Kitchenette

Soak up the beauty of Longboat Key in our Hotel, Zota Beach Resort. With a range of amenities such as Air conditioner, Fireplace and Internet / Wifi, you'll feel right at home.

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Explore vacation rentals with the most popular amenities in Longboat Key

Vacation rentals with internet & wifi in Longboat Key

Enjoy dining on your outdoor patio with a view of the Gulf.
5.0
Outstanding(115 Reviews)
Condo
 in Longboat Key
1-week open till end April 50 feet from sand Private Island100 review
6 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a Condo in Longboat Key, this Condo for $279 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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View of the Villa from the beach.
5.0
Outstanding(105 Reviews)
Villa
 in Longboat Key
Cancellation -March 16-23rd Only Home like it on Barrier Islands
8 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

This Villa in Longboat Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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Romantic Getaway
4.9
Outstanding(115 Reviews)
Condo
 in Longboat Key
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
6 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Experience the best of Longboat Key with this Condo available for $266. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Beachfront
Property view
4.1
Excellent(67 Reviews)
Inn
 in Longboat Key
Turtle Crawl Inn - Longboat Key
Garden · Pool · Kitchen / Kitchenette

This attractive Inn in Longboat Key, $386 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Longboat Key

Longboat Key travel guide

Let us help you plan your perfect Longboat Key vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Longboat Key, and more.

Frequently asked questions

What is the price range for rentals in Longboat Key?

Vacation rentals in Longboat Key have a price range between $66-$2,250. The average price for rentals in Longboat Key is $262 per night.

What do I need to know before visiting Longboat Key, FL?

Before visiting Longboat Key, FL, it's important to know that it's a barrier island off the Gulf Coast of Florida surrounded by the Gulf of Mexico to the west and Sarasota Bay to the east. It's also important to be aware of:

  • The key is 21 miles long and connects to the mainland via bridges
  • The town of Longboat Key has a variety of restaurants, shops, and activities
  • Weather-wise, it's generally hot and humid in the summer and mild in the winter

Longboat Key is a popular destination for beachgoers and outdoor enthusiasts alike, so it's important to plan ahead to make sure you get the most out of your visit.

What are the top things to do in Longboat Key, FL?

Longboat Key, FL is a beautiful beach destination located on the Gulf Coast of Florida. There is an abundance of activities to do while visiting the area, including:

  • Spending a day at the beach
  • Exploring the nearby Mote Marine Laboratory & Aquarium
  • Golfing at one of the many championship golf courses
  • Shopping and dining at St. Armand's Circle

No matter what you choose to do, Longboat Key is sure to provide a great vacation experience for all.

Where is Longboat Key, FL?

Longboat Key, FL is located on the Gulf Coast of Florida, between Sarasota and Bradenton. It is a barrier island, connected to the mainland by two bridges. The island is 11 miles long and has a population of approximately 8,000 people.

Longboat Key, FL is located on the Gulf Coast of Florida, between Sarasota and Bradenton. It is a barrier island, connected to the mainland by two bridges. The island is 11 miles long and has a population of approximately 8,000 people.

What are the popular shopping destinations in Longboat Key, FL?

Popular shopping destinations in Longboat Key, FL are:

  • The Centre Shops
  • Longboat Key Center
  • St. Armands Circle

The Centre Shops is a great place to find unique gifts and souvenirs, while Longboat Key Center offers a variety of retail stores and restaurants. St. Armands Circle is a great spot to find designer brands and upscale boutiques.

Is Longboat Key, FL safe to travel to?

Longboat Key, FL is generally a safe destination to travel to. Here are some general safety tips to consider:

  • Be aware of your surroundings
  • Keep your valuables secure
  • Be aware of local laws and customs

What is the culture like in Longboat Key, FL?

Longboat Key is a resort community located on the Gulf of Mexico in Florida. It is a popular destination for retirees, snowbirds, and vacationers alike. The culture in Longboat Key is relaxed, welcoming, and vibrant, offering many opportunities for adventure, entertainment, and relaxation. Here are five ways to experience the culture in Longboat Key:
  • Take a stroll along the beach – Longboat Key has some of the most beautiful beaches in the world, and a walk along the shore is a great way to take in the sights and sounds of the area.
  • Dine at one of the many restaurants – Whether you’re looking for a casual seafood spot or a fine dining establishment, Longboat Key has something to suit your taste.
  • Explore local art galleries – From classic works to modern pieces, you’ll find art galleries of all kinds in Longboat Key.
  • Participate in water activities – From deep sea fishing to kayaking, there are plenty of ways to get out on the water and enjoy the abundant wildlife in the area.
  • Attend one of the many festivals – Throughout the year, Longboat Key hosts a variety of festivals, from art shows to seafood feasts, giving you plenty of chances to experience the local culture.

Where can I find affordable accommodation in Longboat Key, FL?

Longboat Key, FL is home to a variety of affordable accommodations that offer great value for travelers. Here are four of the best places to stay in the area:

  • The Beachplace Towers: Located close to the beach and offering great amenities, The Beachplace Towers is a great choice for travelers looking for comfort and convenience.
  • Harborside Motel: Offering rooms for under $100/night, the Harborside Motel is a great budget-friendly option for those looking to save.
  • The Resort at Longboat Key: This luxury resort offers a variety of amenities such as a spa, golf course, and pool.
  • The Waterside Inn: This waterfront hotel is a great option for those looking for a quiet escape right on the beach.

How can I get around in Longboat Key, FL?

You can get around Longboat Key, FL in the following ways:

  • Car
  • Bike
  • Golf Cart
  • Scooter

Rentals are available for all of these modes of transport, making exploring around the area easy and accessible.

What are the must-visit tourist attractions in Longboat Key, FL?

Longboat Key, FL is a great destination for tourists, with plenty of attractions to explore. Here are some of the must-visit attractions in Longboat Key:

  • Mote Marine Laboratory and Aquarium
  • Historic Spanish Point
  • Longboat Key Center for the Arts
  • Longboat Key Beach

These attractions offer a variety of activities and experiences for visitors, from exploring the marine life at Mote Marine Laboratory and Aquarium, to admiring the historic artifacts at Historic Spanish Point, to enjoying the creative works at the Longboat Key Center for the Arts, to relaxing on the beautiful Longboat Key Beach.

What is there to see and do in Longboat Key, Florida?

Not only is Longboat Key known for its golf, exquisite dining, and exciting shopping opportunities but be sure to fit these attractions into your itinerary too:
  • Venture to Quick Point Nature Preserve: Spot crabs, conches, and wading birds in the man-made lagoon and enjoy the serenity of the natural lagoon. Identify the different mangrove species and look at the seagrass beds as you hike the scenic trails and cross over boardwalks.
  • - Visit Cannons Marina: Rent a boat from this family-owned marina. Tour the waters by yourself or under the guidance of a captain. You can even take your four-legged friend along for a fun trip on these pet-friendly boats.
  • - Lounge on Coquina Beach: Sunbathe on this quiet beach. When you've reached your tanning quota, read a book in the shade or enjoy a picnic.

What are the most popular vacation rental amenities in Longboat Key?

  • Internet / Wifi
  • Air conditioner
  • Kitchen / Kitchenette

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