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Holiday homes in Longboat Key (Page 18)

Enjoy your stay and find the best Holiday homes in Longboat Key at affordable prices

Searching for a holiday home in Longboat Key (Florida)? Explore a great selection of vacation homes in Longboat Key to find the one that best fits to your needs, starting from $96.78 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Longboat Key and region (20 miles)
Tropical Fruit Garden in Sarasota, USA

Tropical Fruit Garden

Holiday home in Sarasota near Longboat Key, Florida , 4001 Groveland Ave
Located in Sarasota 5 km from Siesta Key, this Florida Tropical Fruit Garden boasts a year-round, heated outdoor pool and barbecue.
  • Parking
  • Family rooms
  • Allergy-free room
  • Outdoor pool
  • Swimming pool

Superb 28 Reviews 9.1

from $169.00 Show details »

Sarasota - Alvarado 2107 in Sarasota, USA

Sarasota - Alvarado 2107

Holiday home in Sarasota near Longboat Key, Florida , 2107 Alvarado Lane
Situated in Sarasota in the Florida region, Sarasota - Alvarado 2107 has a patio.
  • Parking
  • Fitness centre
  • Spa and wellness centre
  • Internet facilities
  • Shower

Very good 2 Reviews 8.5

from $244.00 Show details »

White Sands Walk to Siesta Beach in Siesta Key, USA

White Sands Walk to Siesta Beach

Holiday home in Siesta Key near Longboat Key, Florida
Situated less than 1 km from Siesta Key Beach, 17 km from John and Mable Ringling Museum of Art and 17 km from The John and Mable Ringling Museum of A...
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

Very good 1 Reviews 8.0

from $172.64 Show details »

Bradenton Escape on 5 Acres with Pool and 2 Fire Pits! in Bradenton, USA

Bradenton Escape on 5 Acres with Pool an...

Holiday home in Bradenton near Longboat Key, Florida
Within 18 km of John and Mable Ringling Museum of Art and 18 km of The John and Mable Ringling Museum of Art, Bradenton Escape on 5 Acres with Pool an...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 2 Reviews 10.0

from $231.14 Show details »

Hidden quiet gem close to everything!!! in Sarasota, USA

Hidden quiet gem close to everything!!!

Holiday home in Sarasota near Longboat Key, Florida , 2215 Alice Road
Offering garden views, Hidden quiet gem close to everything!!! is an accommodation situated in Sarasota, 13 km from The John and Mable Ringling Museum...
  • Parking
  • Family rooms

Superb 55 Reviews 9.1

from $360.20 Show details »

Siesta Bayside Condo in Siesta Key, USA

Siesta Bayside Condo

Holiday home in Siesta Key near Longboat Key, Florida
Siesta Bayside Condo is located in Siesta Key, less than 1 km from Siesta Key Beach, 17 km from John and Mable Ringling Museum of Art, and 17 km from ...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $229.59 Show details »

Siesta Key Beach 5830 #T34 in Siesta Key, USA

Siesta Key Beach 5830 #T34

Holiday home in Siesta Key near Longboat Key, Florida , 5830 Midnight Pass Road
Situated 1.4 km from Siesta Key Beach, 17 km from John and Mable Ringling Museum of Art and 17 km from The John and Mable Ringling Museum of Art, Sies...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 18 Reviews 8.6

from $226.29 Show details »

Oasis with 2 Stand-Alone Casitas and Outdoor Bath in Sarasota, USA

Oasis with 2 Stand-Alone Casitas and Out...

Holiday home in Sarasota near Longboat Key, Florida
Situated 14 km from John and Mable Ringling Museum of Art, 14 km from The John and Mable Ringling Museum of Art and 8.2 km from Sarasota Opera, Oasis ...
  • Parking

no reviews

from $118.00 Show details »

Jamaica Royale 2 Townhome Steps To Beach in Sarasota, USA

Jamaica Royale 2 Townhome Steps To Beach

Holiday home in Sarasota near Longboat Key, Florida
Jamaica Royale 2 Townhome Steps To Beach is a beachfront property located in Sarasota, 1.3 km from Siesta Key Beach and 17 km from John and Mable Ring...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $280.76 Show details »

Siesta Key condo close proximity to beach in Siesta Key, USA

Siesta Key condo close proximity to beac...

Holiday home in Siesta Key near Longboat Key, Florida
Set in Siesta Key, 600 metres from Crescent Beach, 1.4 km from Siesta Key Beach and 17 km from John and Mable Ringling Museum of Art, Siesta Key condo...
  • Parking

no reviews

from $137.00 Show details »

Sarasota Escape with Lanai, Lake and Sunset Views in Sarasota, USA

Sarasota Escape with Lanai, Lake and Sun...

Holiday home in Sarasota near Longboat Key, Florida
Sarasota Escape with Lanai, Lake and Sunset Views is set in Sarasota, 14 km from John and Mable Ringling Museum of Art, 14 km from The John and Mable ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 2 Reviews 8.0

from $244.00 Show details »

Sarasota Getaway with Private Pool and Backyard Oasis! in Sarasota, USA

Sarasota Getaway with Private Pool and B...

Holiday home in Sarasota near Longboat Key, Florida
Within 14 km of John and Mable Ringling Museum of Art and 14 km of The John and Mable Ringling Museum of Art, Sarasota Home with Pool about 5 Miles to...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 2 Reviews 10.0

from $378.71 Show details »

Sea Club II in Siesta Key, USA

Sea Club II

Villa in Siesta Key near Longboat Key, Florida , 5955 Midnight Pass Road
Providing garden views, Sea Club II by Beachside Management in Siesta Key provides accommodation, free bikes, an outdoor swimming pool, a garden, a te...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker

Very good 44 Reviews 8.1

from $291.36 Show details »

Sea Club II 5955 #8E in Siesta Key, USA

Sea Club II 5955 #8E

Holiday home in Siesta Key near Longboat Key, Florida , 5955 Midnight Pass Road
Set 1.4 km from Siesta Key Beach, 17 km from John and Mable Ringling Museum of Art and 17 km from The John and Mable Ringling Museum of Art, Sea Club ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 7 Reviews 8.4

from $287.43 Show details »

Chic Sarasota Cottage Near Beaches and Downtown! in Sarasota, USA

Chic Sarasota Cottage Near Beaches and D...

Holiday home in Sarasota near Longboat Key, Florida
Located in Sarasota, 15 km from John and Mable Ringling Museum of Art, 15 km from The John and Mable Ringling Museum of Art and 9.2 km from Sarasota O...
  • Parking
  • Internet facilities
  • Hairdryer
  • Iron
  • Refrigerator

Superb 4 Reviews 9.5

from $224.33 Show details »

Beautiful property on Siesta Key in Siesta Key, USA

Beautiful property on Siesta Key

Villa in Siesta Key near Longboat Key, Florida , 1234 Derby Lane
Featuring pool views, Beautiful property on Siesta Key offers accommodation with an outdoor swimming pool, a terrace and a tennis court, around 500 me...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 37 Reviews 8.6

from $204.00 Show details »

Siesta Key Bay View in Siesta Key, USA

Siesta Key Bay View

Villa in Siesta Key near Longboat Key, Florida , 1232 Derby Lane
Featuring free bikes, an outdoor swimming pool, and a garden, Siesta Key/ Derby Bay features accommodation in Siesta Key with free WiFi and sea views.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 62 Reviews 7.6

from $290.00 Show details »

Vibrant Sarasota Home Yard and Furnished Deck! in Sarasota, USA

Vibrant Sarasota Home Yard and Furnished...

Holiday home in Sarasota near Longboat Key, Florida
Vibrant Sarasota Home Yard and Furnished Deck! is situated in Sarasota, 15 km from The John and Mable Ringling Museum of Art, 7.2 km from Tatum Ridge ...
  • Parking

Bad 1 Reviews 1.0

from $95.00 Show details »

New Pineapple house near Siesta Beach with a huge private backyard in Sarasota, USA

New Pineapple house near Siesta Beach wi...

Holiday home in Sarasota near Longboat Key, Florida , 2536 Arapaho St
Boasting a garden, a shared lounge, and a terrace, New Pineapple house near Siesta Beach with a huge private backyard offers accommodation in Sarasota...
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Exceptional 1 Reviews 10.0

from $250.00 Show details »

Bay Oaks, 4th floor corner - elevator in Siesta Key, USA

Bay Oaks, 4th floor corner - elevator

Holiday home in Siesta Key near Longboat Key, Florida
Bay Oaks, 4th floor corner - elevator is located in Siesta Key, 2 km from Siesta Key Beach, 18 km from John and Mable Ringling Museum of Art, as well ...
  • Parking
  • Swimming pool
  • Swimming Pool

Pleasant 1 Reviews 6.0

from $145.27 Show details »

Bay Oaks Ground Floor in Siesta Key, USA

Bay Oaks Ground Floor

Holiday home in Siesta Key near Longboat Key, Florida
Bay Oaks Ground Floor is situated in Siesta Key, 2 km from Siesta Key Beach, 18 km from John and Mable Ringling Museum of Art, as well as 18 km from T...
  • Parking
  • Swimming pool
  • Swimming Pool
  • TV
  • Air conditioning

Pleasant 1 Reviews 6.0

from $197.54 Show details »

Bay Oaks - 6157 #E01 in Siesta Key, USA

Bay Oaks - 6157 #E01

Holiday home in Siesta Key near Longboat Key, Florida , 6157 Midnight Pass Road
Situated 2 km from Siesta Key Beach, 18 km from John and Mable Ringling Museum of Art and 18 km from The John and Mable Ringling Museum of Art, Bay Oa...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Okay 15 Reviews 5.7

from $181.35 Show details »

Bay Oaks C Ground Floor in Siesta Key, USA

Bay Oaks C Ground Floor

Holiday home in Siesta Key near Longboat Key, Florida , 6157 Midnight Pass Rd
Bay Oaks C Ground Floor is located in Siesta Key, 2 km from Siesta Key Beach, 18 km from John and Mable Ringling Museum of Art, and 18 km from The Joh...
  • Parking
  • Swimming pool
  • Swimming Pool

Fabulous 2 Reviews 9.0

from $185.39 Show details »

NEW Updated Siesta Key Vacation Rental with Heated Pool Access in Siesta Key, USA

NEW Updated Siesta Key Vacation Rental w...

Holiday home in Siesta Key near Longboat Key, Florida , 6157 Midnight Pass Road
Set in Siesta Key, 400 metres from Crescent Beach, NEW Updated Siesta Key Vacation Rental with Heated Pool Access offers accommodation with a garden, ...
  • Parking
  • Fitness centre
  • Spa and wellness centre
  • Swimming pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $212.51 Show details »

Recently Updated Cozy Siesta Key Beach Villa in Siesta Key, USA

Recently Updated Cozy Siesta Key Beach V...

Holiday home in Siesta Key near Longboat Key, Florida , 1269 Moonmist Circle
Recently Updated Cozy Siesta Key Beach Villa is located in Siesta Key, 2.1 km from Siesta Key Beach, 18 km from John and Mable Ringling Museum of Art,...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $201.00 Show details »

Number of Holiday homes in Longboat Key 527
Number of guest ratings 1278
Average price per night $445.79
Lowest price per night $96.78
Highest price per night $1.286.88

Most popular Holiday-homes in Longboat Key

The most popular Holiday-homes in Longboat Key based on average guest rating (Top 10).

Cheapest Holiday-homes in Longboat Key

The cheapest Holiday-homes in Longboat Key based on room rate per night (Top 10).

Most booked Holiday-homes in Longboat Key

The most booked Holiday-homes in Longboat Key based on popularity with guests (Top 10).

Holiday homes in Longboat Key (Florida), comfortable and familiar

Staying in a holiday or vacation home in Longboat Key can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Longboat Key for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Longboat Key should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com