Compare Longboat Key Villas

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Featured Villas in Longboat Key

Longboat Key Beach Condo. Wallk to Dining. Near Sarasota. Top rated!

Longboat Key Beach Condo. Wallk to Dining. Near Sarasota. Top rated!

Longboat Key FL
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
1 Week left April 18 of a kind home right on the beach then booked till July

1 Week left April 18 of a kind home right on the beach then booked till July

Longboat Key FL
Guests staying at this villa enjoy an outdoor pool, a sauna, and a hot tub. Other amenities at this beach villa include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Direct Beachfront Gulf with Amazing Views

Direct Beachfront Gulf with Amazing Views

Longboat Key FL
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
One-of-a-Kind Villa in Beach Castle Direct Views of the Bay, Walk to Beach

One-of-a-Kind Villa in Beach Castle Direct Views of the Bay, Walk to Beach

Longboat Key FL
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. Friendly staff can provide concierge services, and also offer advice about sightseeing. This smoke-free villa also has a garden.
Pool
Hot Tub
Updated Villa Condo -Steps to Beautiful White-Sand Beach

Updated Villa Condo -Steps to Beautiful White-Sand Beach

Longboat Key FL
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

Longboat Key FL
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Kitchen
Washer
Beach & Pool Access: Gulf Coast Villa w/ Balcony

Beach & Pool Access: Gulf Coast Villa w/ Balcony

3 out of 5
Longboat Key FL
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
Bayside Hideaway At Beach Castle #27 3 Bedroom Villa

Bayside Hideaway At Beach Castle #27 3 Bedroom Villa

3 out of 5
5310 Gulf of Mexico Drive Longboat Key FL
Guests staying at this villa have access to a garden and barbecue grills.
Free WiFi
Outdoor Space
1901 Harbour Links Circle #1 by RVA

1901 Harbour Links Circle #1 by RVA

Longboat Key FL
At this villa, guests have access to features like local meal delivery service.
Pool
Kitchen
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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.

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
    $1,055 nightly
    The price is $1,192 total per night from Jun 30 to Jul 1
    $1,192 total
    Jun 30 - Jul 1
    Total with taxes and fees
    9.8/10 Exceptional! (76 reviews)
    Zota Beach Resort

    Zota Beach Resort

    4711 Gulf of Mexico Dr Longboat Key FL
    $279 nightly
    The price is $315 total per night from Jun 7 to Jun 8
    $315 total
    Jun 7 - Jun 8
    Total with taxes and fees
    9/10 Wonderful! (1,005 reviews)
    The Resort at Longboat Key Club

    The Resort at Longboat Key Club

    220 Sands Point Road Longboat Key FL
    $529 nightly
    The price is $598 total per night from Jun 10 to Jun 11
    $598 total
    Jun 10 - Jun 11
    Total with taxes and fees
    9/10 Wonderful! (714 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
11 Villas
Lowest Price
$315
Highest Price
$1,192
Popular accommodation
Longboat Key Beach Condo. Wallk to Dining. Near Sarasota. Top rated!, 1 Week left April 18 of a kind home right on the beach then booked till July, Direct Beachfront Gulf with Amazing Views , One-of-a-Kind Villa in Beach Castle Direct Views of the Bay, Walk to Beach, Updated Villa Condo -Steps to Beautiful White-Sand Beach, Waterfront Getaway Island Villa at Longboat Key, Beach & Pool Access: Gulf Coast Villa w/ Balcony, Bayside Hideaway At Beach Castle #27 3 Bedroom Villa, 1901 Harbour Links Circle #1 by RVA