Vacation rentals in Longboat Key

Vacation rentals in Longboat Key

Start comparing over 529 rentals in Longboat Key and book at the best price!

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Highlights Longboat Key

  • Beaches
  • Water activities
  • Nature preserve
  • Golfing
  • Shopping
  • Dining

Best Vacation Rentals in Longboat Key

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 2 Guests in Longboat Key, Sarasota County
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Longboat Key, Sarasota County
Vacation Rental • 657 ft² • 1 Bedroom
9.9
(14 reviews)
The location of the condo is fantastic as you will have access to the luxurious Longboat Key Beach nearly to yourself. The island has very little commercialization and there are no fast food chain, but yet still has all the conveniences wanted. No crowds, only a peaceful and relaxing beach that will feel as if it is your piece of heaven. This is a ground floor condo with one bedroom, one bath and ample parking. The condo contains a full kitchen, king bed, bath/shower, washer/dryer (coin operated), wood deck with dining table. We have a pack and play for the kids. We do not provide an air ma...
from $117 / night
Vacation Rental for 2 Guests in Longboat Key, Manatee County
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Longboat Key, Manatee County
Vacation Rental • 0 ft² • 1 Bedroom
9.2
(19 reviews)
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer coin-operated laundry facilities, BBQ areas, and direct beach access. Relax by the heated community pool, take a stroll along the romantic beaches, or enjoy a short drive to the world famous St. Armand's Circle. This one-bedroom, one-bath Gulf front unit offers beautiful decor and views. Relax on your private screened lanai and escape to paradise.Accommodations: One-bedroom, one-bathroomAmenities: Private Lanai, Grill, Full-size Kitchen...
from $286 / night
Vacation Rental for 2 Guests in Longboat Key, Manatee County
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Longboat Key, Manatee County
Vacation Rental • 2 Guests • 2 Bedrooms
9.2
(589 reviews)
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individ...
from $136 / night

Other holiday ideas and property types in Longboat Key that might be interesting

Prices and availability

Current Vacation rental prices Longboat Key

$449for 22 Jun - 29 Jun
$440 annual average
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Average price per week

Current vacation rental availability Longboat Key

8%for 22 Jun - 29 Jun
23% annual average
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Percentage of available rentals

Vacation rentals in Longboat Key

A tranquil slice of paradise

Nestled along Florida’s central west coast, Longboat Key is a peaceful, low-key destination with an upscale feel. Here you can enjoy top-rated restaurants, pristine gardens, great shopping, and world-class beaches, all without the crowds and traffic of larger more popular destinations.

Finding your perfect Longboat Key vacation rental

Choose from a variety of spectacular vacation rental options in Longboat Key. Oversized rentals are available for large groups and families, while couples can opt for cozy, smaller rentals. The majority of rentals in Longboat Key offer an upscale experience with sleek, modern interiors, tasteful decor, and up-to-date appliances. Book a rental with a private balcony and ocean views. Or splash around in your own private pool. With so many wonderful options available, you may never want to leave your Longboat Key vacation rental!

Vacations in Longboat Key

The area and getting around

Arriving in Longboat Key

Longboat Key is conveniently located just a 12-mile, or 20-minute drive from Sarasota. The closest airport is Sarasota Bradenton International Airport, which has domestic and international flights and is close to downtown Sarasota. Car rental companies are available at the airport and in the town of Sarasota. Taxis, Uber, and Lyft are also available for getting around.

Getting around Longboat Key

Many of the attractions and points of interest in Longboat Key are far apart from each other, so relying on your own two feet to get around is not practical. You will need to rely on a taxi, Uber, or a rental car to get around during your stay. Renting bikes is also a great option for getting around.

Travelers and activities

Longboat Key for couples

Enjoy a romantic afternoon in nature at the Quick Point Nature Preserve. This is a small bayside park with walking trails, some secluded beaches, and a wooden fishing pier that you can walk on. The Mote Marine Laboratory & Aquarium offers a fun day-date activity, where you can learn all about the local marine life from the friendly and knowledgeable staff. There are live exhibits with stingrays, sharks, and manatees too.

Longboat Key for golfers

With its many golf clubs and courses, Longboat Key is known to be a haven for golfers. Longboat Key Golf Club is known to have one of the best golf courses in town on a beautifully landscaped piece of property with a pond and palm trees. Longboat Key Club Harborside Golf Course is another top choice. The 27-hole golf course has a driving range, rentals, nice golf carts, and friendly service.

Legend has it that Longboat Key derived its name from the longboats that the Spaniards used to reach the area.

Top 5 travel tips in Longboat Key

1. Visit the stunning Coquina Beach

Quite possibly the most beautiful public beach in Longboat Key, Coquina Beach boasts beautiful blue waters and snow-white sand. The beach is set on a long island, so you can stroll along the endless shoreline. This is the perfect place to spend a day swimming, sunbathing, and enjoying the coastal atmosphere with your family or significant other.

2. Rent kayaks or paddleboards

Get out on the water and enjoy the spectacular coastal scenery. Kayaks and paddleboards are available for rent at several outfitters around Longboat Key. You can either do a guided trip or you can just rent the equipment and go without a guide. If you get lucky, you might see dolphins!

3. Charter a boat

There are several boat charter companies around Longboat Key where you can rent a yacht or a sailboat for a memorable day trip in the water. Custom charters are available and can be personalized to your needs. Try a dinner and sunset cruise, a fishing charter, or a simple relaxing day out on the boat.

4. Visit Beer Can Island

Beer Can Island is home to a picturesque public beach with powdery white sands and calm turquoise waters. You can either take a kayak or boat to the island, or walk here from Coquina beach. It’s the perfect place for swimming or walking along the shore collecting seashells.

5. The island's best shopping and dining

Longboat Key is known for its top-rated restaurant options and world-class shopping. For shopping, head to Centre Shops of Longboat Key, which has some of the best shops around. Turtle Coffee Bar is the place to get your morning cup of coffee, with deliciously roasted coffee and a laid-back atmosphere. Dine at Harry’s Continental Kitchen for a wonderful fine-dining meal in an ambient setting, this is a perfect date-night option. For fresh seafood, head to the Lazy Lobster Longboat Key which serves delicious seafood dishes in a nice outdoor dining area.

FAQs: Vacation Rentals in Longboat Key

How much does it cost to book a vacation rental in Longboat Key?

Last year, rentals in Longboat Key had an annual average price of around $370 per night.

When are vacation rentals cheaper in Longboat Key?

According to last year, the months that are the cheapest in Longboat Key are November, October and May, with average prices of $327, $332, and $351, respectively.

During which months are vacation rentals more expensive in Longboat Key?

Last year, the month that showed the highest annual average prices in Longboat Key was February, with an average price of $416 per night. This was followed by March, with an average of $411, and then December, with $384.

Are there usually many vacation rentals available in Longboat Key?

If you decide to put Longboat Key on your bucket list, we suggest organizing your vacation long before you go because it is usually very high in demand, with an annual average of 91% of rentals booked the previous year.

When are more vacation rentals available?

Last year, the months with the largest number of properties available of the year in Longboat Key were September, October and November, with average availabilities of 22%, 22%, and 17%, respectively.

How many rentals are there in Longboat Key?

In Longboat Key we work with 4 different providers to give you a choice of 380 properties, so you will not be short of options!

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