Vacation rentals in Longboat Key

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Top vacation rentals in Longboat Key

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Longboat Key FL
2.85 mi from city center
$349 nightly
The price is $389 total per night
$389 total
Dec 22 - Dec 23
Total with taxes and fees
An outdoor pool is featured at this apartment, along with free WiFi in public areas and a picnic area. Laundry facilities and barbecue grills are also provided.
Pool
Kitchen
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Longboat Key FL
2.85 mi from city center
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A water park and an outdoor pool are featured at this smoke-free condo. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Kitchen
Right on the beach.Renovated ground Floor unit 63.

Right on the beach.Renovated ground Floor unit 63.

Longboat Key FL
1.81 mi from city center
$290 nightly
The price is $320 total per night
$320 total
Dec 23 - Dec 24
Total with taxes and fees
This apartment featured laundry facilities and barbecue grills.
Pool
Kitchen
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
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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
Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Longboat Key FL
2.84 mi from city center
$429 nightly
The price is $478 total per night
$478 total
Dec 22 - Dec 23
Total with taxes and fees
This condo features laundry facilities.
Pool
Kitchen
Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

Longboat Key FL
2.85 mi from city center
$392 nightly
The price is $437 total per night
$437 total
Dec 27 - Dec 28
Total with taxes and fees
This apartment features a picnic area, laundry facilities, and barbecue grills.
Pool
Kitchen
Sunset and Beach view unit 402

Sunset and Beach view unit 402

Longboat Key FL
1.83 mi from city center
$322 nightly
The price is $355 total per night
$355 total
Dec 22 - Dec 23
Total with taxes and fees
This condo featured laundry facilities and barbecue grills.
Pool
Kitchen
Direct Oceanview on LBK: January Availability!

Direct Oceanview on LBK: January Availability!

Longboat Key FL
2.84 mi from city center
$464 nightly
The price is $517 total per night
$517 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
An outdoor pool is featured at this condo, along with laundry facilities and barbecue grills.
Pool
Kitchen
Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat

Longboat Key Florida
0.53 mi from city center
$320 nightly
The price is $357 total per night
$357 total
Dec 29 - Dec 30
Total with taxes and fees
A gym is featured at this condo, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403

Longboat Key FL
1.82 mi from city center
$378 nightly
The price is $416 total per night
$416 total
Dec 22 - Dec 23
Total with taxes and fees
This condo features laundry facilities.
Kitchen
Washer
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Longboat Key FL
2.85 mi from city center
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Free WiFi in public areas, a garden, and a picnic area are available at this condo. Laundry facilities and barbecue grills are also provided.
Pool
Kitchen
Charming 3-bedroom house in delightful Longboat Key with your own tiki bar

Charming 3-bedroom house in delightful Longboat Key with your own tiki bar

Longboat Key FL
5.51 mi from city center
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An outdoor pool is featured at this vacation home, along with a garden and laundry facilities.
Pool
Kitchen
Hidden Bay/Beach Paradise

Hidden Bay/Beach Paradise

Longboat Key FL
1.09 mi from city center
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An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Kitchen
Canal-Front Charmer with Private Beach Access!

Canal-Front Charmer with Private Beach Access!

Longboat Key FL
0.3 mi from city center
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This vacation home featured laundry facilities and barbecue grills.
Washer
Dryer
Charming Longboat Key Bungalow with beach access minutes away…

Charming Longboat Key Bungalow with beach access minutes away…

2 out of 5
Longboat Key FL
0.16 mi from city center
$403 nightly
The price is $450 total per night
$450 total
Dec 22 - Dec 23
Total with taxes and fees
This condo featured laundry facilities and barbecue grills.
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.

The Best Way to Find your Vacation Rentals in Longboat Key

How cheap can a vacation rental in Longboat Key be?

You can find vacation rentals in Longboat Key for as low as $320 per night.

How do you look for the best vacation rental deals in Longboat Key with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Longboat Key so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Longboat Key can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Longboat Key?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Longboat Key vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Longboat Key?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Longboat Key vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Longboat Key?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Longboat Key vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.