Compare Longboat Key Villas

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Longboat Key

Major Upgrades 1 of a kind home right on the beach

Major Upgrades 1 of a kind home right on the beach

Guests staying at this villa enjoy access to a water park, an outdoor pool, and a sauna. Other amenities at this beach villa include a hot tub, laundry facilities, and a garden.
Pool
Hot Tub
Direct Beachfront Gulf with Amazing Views

Direct Beachfront Gulf with Amazing Views

Guests staying at this villa enjoy an outdoor pool, laundry facilities, and local meal delivery service. Other amenities at this beach villa include barbecue grills and a garden.
Pool
Kitchen
Sparkling Clean, Updated 2BR/1BA Beach Condo. Unbeatable Location.

Sparkling Clean, Updated 2BR/1BA Beach Condo. Unbeatable Location.

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Beach & Pool Access: Gulf Coast Villa w/ Balcony

Beach & Pool Access: Gulf Coast Villa w/ Balcony

3 out of 5
Guests staying at this villa enjoy an outdoor pool, free WiFi in public areas, and barbecue grills. If you decide to drive, there's free parking.
Pool
Kitchen
Bright Breezy Spacious Bayview Condo-Walk to Beach

Bright Breezy Spacious Bayview Condo-Walk to Beach

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include local meal delivery service, a garden, and barbecue grills.
Pool
Hot Tub
Updated Villa Condo -Steps to Beautiful White-Sand Beach

Updated Villa Condo -Steps to Beautiful White-Sand Beach

This villa features an outdoor pool and laundry facilities.
Pool
Kitchen
Waterfront Getaway Island Villa at Longboat Key

Waterfront Getaway Island Villa at Longboat Key

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Kitchen
Washer
Longboat Key 1st Floor 2 bed/2 bath, Bayside Recreation-Beach Across the Street

Longboat Key 1st Floor 2 bed/2 bath, Bayside Recreation-Beach Across the Street

This villa features a gym and laundry facilities.
Washer
Dryer
Beach Villa in Spanish Main

Beach Villa in Spanish Main

This villa features a gym and laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Longboat Key
View all properties
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.

Hotel Options in Longboat Key

    The St. Regis Longboat Key Resort

    The St. Regis Longboat Key Resort

    1601 Gulf Of Mexico Drive, Longboat Key, FL
    $844 nightly
    The price is $954 total per night from Oct 5 to Oct 6
    $954 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9.6/10 Exceptional! (49 reviews)
    Zota Beach Resort

    Zota Beach Resort

    4711 Gulf of Mexico Dr, Longboat Key, FL
    $259 nightly
    The price is $293 total per night from Oct 5 to Oct 6
    $293 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.8/10 Excellent! (1,005 reviews)
    Sea Club I Beach Resort

    Sea Club I Beach Resort

    4141 Gulf of Mexico Drive, Longboat Key, FL
    9/10 Wonderful! (327 reviews)

Luxury Villas

Book luxury villas in Longboat Key
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Longboat Key. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Longboat Key, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Longboat Key
You won’t have a problem finding your own space in Longboat Key. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Longboat Key on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Longboat Key rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Longboat Key Villas essential information

Accommodation
10 Villas
Lowest Price
$293
Highest Price
$954
Popular accommodation
 Major Upgrades 1 of a kind home right on the beach, Direct Beachfront Gulf with Amazing Views , Sparkling Clean, Updated 2BR/1BA Beach Condo. Unbeatable Location., Beach & Pool Access: Gulf Coast Villa w/ Balcony, Bright Breezy Spacious Bayview Condo-Walk to Beach, Updated Villa Condo -Steps to Beautiful White-Sand Beach, Waterfront Getaway Island Villa at Longboat Key, Longboat Key 1st Floor 2 bed/2 bath, Bayside Recreation-Beach Across the Street, Beach Villa in Spanish Main