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Holiday homes in Longboat Key (Page 21)

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)
Private Backyard Oasis! Hot Tub & Salt Water Pool! in Sarasota, USA

Private Backyard Oasis! Hot Tub & Salt W...

Holiday home in Sarasota near Longboat Key, Florida , 5363 Foxwood Drive
Situated in Sarasota, within 18 km of John and Mable Ringling Museum of Art and 18 km of The John and Mable Ringling Museum of Art, Backyard Oasis!
  • Parking
  • Family rooms
  • Spa and wellness centre
  • Outdoor pool
  • Swimming pool

no reviews

from $395.88 Show details »

Classic Sarasota Home Less Than 4 Mi to Public Beach in Sarasota, USA

Classic Sarasota Home Less Than 4 Mi to...

Holiday home in Sarasota near Longboat Key, Florida
Located 18 km from The John and Mable Ringling Museum of Art, 12 km from Sarasota Opera and 13 km from Marina Jack Restaurant and Marina, Classic Sara...
  • Parking

Good 2 Reviews 7.5

from $205.00 Show details »

Affordable Tropical Retreat in Sarasota, USA

Affordable Tropical Retreat

Holiday home in Sarasota near Longboat Key, Florida , 5342 Duncanwood Drive
Located in Sarasota, Affordable Tropical Retreat provides accommodation with a private pool.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

Disappointing 2 Reviews 4.5

from $265.00 Show details »

House With Pool In Sunny Sarasota FL in Sarasota, USA

House With Pool In Sunny Sarasota FL

Holiday home in Sarasota near Longboat Key, Florida , 5353 Woodvale Drive
Boasting pool views, House With Pool In Sunny Sarasota FL features accommodation with free bikes, an outdoor swimming pool and a terrace, around 18 km...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $250.00 Show details »

Short distance to Beach, Shopping and Restaurants! in Sarasota, USA

Short distance to Beach, Shopping and Re...

Holiday home in Sarasota near Longboat Key, Florida , Bispham Road
Short distance to Beach, Shopping and Restaurants!, a property with barbecue facilities, is located in Sarasota, 18 km from The John and Mable Ringlin...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $178.80 Show details »

Conch Cottage Pool Home in Sarasota, USA

Conch Cottage Pool Home

Holiday home in Sarasota near Longboat Key, Florida
Set in Sarasota, Conch Cottage Pool Home offers accommodation with a private pool.
  • Parking

no reviews

from $190.57 Show details »

Pet-Friendly Beach Home with Patio, 8mi to Shore in Sarasota, USA

Pet-Friendly Beach Home with Patio, 8mi...

Holiday home in Sarasota 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, Pet-Friendly Beach Home with Patio, 8mi ...
  • Parking
  • Pets allowed
  • Internet facilities
  • Shower
  • Safety deposit box

Exceptional 1 Reviews 10.0

from $119.00 Show details »

Sun-Soaked Sarasota Oasis with Pool and Hot Tub! in Sarasota, USA

Sun-Soaked Sarasota Oasis with Pool and...

Holiday home in Sarasota near Longboat Key, Florida
Boasting a hot tub, Sun-Soaked Sarasota Oasis with Pool and Hot Tub! is set in Sarasota.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 4 Reviews 9.0

from $380.14 Show details »

Beach house on the sailboat water on Little Sarasota Bay in Sarasota, USA

Beach house on the sailboat water on Lit...

Holiday home in Sarasota near Longboat Key, Florida , 8115 Midnight Pass Road
Featuring a spa bath, Beach house on the sailboat water on Little Sarasota Bay is located in Sarasota.
  • Parking
  • Pets allowed

no reviews

from $369.00 Show details »

Cozy family retreat minutes away from Siesta Key in Sarasota, USA

Cozy family retreat minutes away from Si...

Holiday home in Sarasota near Longboat Key, Florida
Cozy family retreat minutes away from Siesta Key in Sarasota provides accommodation with free WiFi, 19 km from John and Mable Ringling Museum of Art, ...
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $239.86 Show details »

Cozy home in Gulf Gate in Sarasota, USA

Cozy home in Gulf Gate

Holiday home in Sarasota near Longboat Key, Florida , 2206 Hively Street
Situated 19 km from John and Mable Ringling Museum of Art, 19 km from The John and Mable Ringling Museum of Art and 13 km from Sarasota Opera, Cozy ho...
  • Parking

Superb 29 Reviews 9.4

from $128.25 Show details »

Pet-Friendly, King Bed, Close to Siesta Beach, Restaurants, Shopping in Sarasota, USA

Pet-Friendly, King Bed, Close to Siesta...

Holiday home in Sarasota near Longboat Key, Florida , Eugene Street
Within 19 km of John and Mable Ringling Museum of Art and 19 km of The John and Mable Ringling Museum of Art, Pet-Friendly, King Bed, Close to Siesta ...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $174.80 Show details »

Welcome to The Bray Escape 4 miles to Siesta Key in Sarasota, USA

Welcome to The Bray Escape 4 miles to Si...

Holiday home in Sarasota near Longboat Key, Florida , 7995 Wright Avenue
Welcome to The Bray Escape 4 miles to Siesta Key, a property with a garden, a bar and a tennis court, is set in Sarasota, 19 km from The John and Mabl...
  • Parking
  • Pets allowed
  • Bar
  • Family rooms

Exceptional 14 Reviews 9.8

from $232.42 Show details »

Village des Pins 3645, 2 Bedrooms, Pool Access, WiFi, Hot Tub, Sleeps 4 in Sarasota, USA

Village des Pins 3645, 2 Bedrooms, Pool...

Holiday home in Sarasota near Longboat Key, Florida , 3645 White Pine Court
Boasting a hot tub, Village des Pins 3645, 2 Bedrooms, Pool Access, WiFi, Hot Tub, Sleeps 4 is set in Sarasota.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 4 Reviews 9.2

from $230.14 Show details »

LUX VILLAs on beautiful Palmer Ranch in Vamo, USA

LUX VILLAs on beautiful Palmer Ranch

Villa in Vamo near Longboat Key, Florida , 3635 White Pine Court
Situated in Vamo, LUX VILLAs on beautiful Palmer Ranch offers a terrace with pool and lake views, as well as a year-round outdoor pool, fitness centre...
  • Parking
  • Restaurant
  • Pets allowed
  • Fitness centre
  • Family rooms

Fabulous 49 Reviews 8.9

from $250.94 Show details »

Sunny Sarasota Oasis with Lanai and Community Pool! in Sarasota, USA

Sunny Sarasota Oasis with Lanai and Comm...

Villa in Sarasota near Longboat Key, Florida
Sarasota Oasis with Lanai and Community Hot Tub! is set in Sarasota, 20 km from The John and Mable Ringling Museum of Art, 15 km from Sarasota Opera, ...
  • Parking

Exceptional 1 Reviews 10.0

from $169.00 Show details »

Bay Tree Beach Side in Sarasota, USA

Bay Tree Beach Side

Holiday home in Sarasota near Longboat Key, Florida
Bay Tree Beach Side is a beachfront property situated in Sarasota, 21 km from John and Mable Ringling Museum of Art and 21 km from The John and Mable ...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $211.23 Show details »

Sunny Sarasota Villa with Lanai Less Than 5 Mi to Beach in Sarasota, USA

Sunny Sarasota Villa with Lanai Less Tha...

Villa in Sarasota near Longboat Key, Florida
Within 20 km of John and Mable Ringling Museum of Art and 21 km of The John and Mable Ringling Museum of Art, Sunny Sarasota Villa with Lanai Less Tha...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 4 Reviews 8.8

from $112.00 Show details »

Sarasota Villa with Pool Access about 4 Mi to Beach! in Sarasota, USA

Sarasota Villa with Pool Access about 4...

Villa in Sarasota near Longboat Key, Florida
Set in Sarasota, 21 km from John and Mable Ringling Museum of Art and 21 km from The John and Mable Ringling Museum of Art, Sarasota Villa with Pool A...
  • Parking
  • Fitness centre

Superb 6 Reviews 9.5

from $183.86 Show details »

3 bedrooms house with private, heated pool 8 miles to Siesta Key Beach, in Sarasota, USA

3 bedrooms house with private, heated po...

Holiday home in Sarasota near Longboat Key, Florida , 4069 Palau Drive
3 bedrooms house with private, heated pool 8 miles to Siesta Key Beach, a property with a terrace, is set in Sarasota, 23 km from John and Mable Ringl...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 2 Reviews 10.0

from $434.83 Show details »

Sarasota - Dunmore 8730 in Sarasota, USA

Sarasota - Dunmore 8730

Holiday home in Sarasota near Longboat Key, Florida , 8730 Dunmore Drive
Located in Sarasota, Sarasota - Dunmore 8730 provides accommodation with a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $428.40 Show details »

SARASOTA VACATION HOME in Sarasota, USA

SARASOTA VACATION HOME

Holiday home in Sarasota near Longboat Key, Florida , 7349 Rangi Drive
Featuring accommodation with a private pool, pool view and a terrace, SARASOTA VACATION HOME is located in Sarasota.
  • Parking
  • Family rooms
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Superb 21 Reviews 9.5

from $280.00 Show details »

New Custom Smart Home Sarasota Family Getaway in Osprey, USA

New Custom Smart Home Sarasota Family Ge...

Holiday home in Osprey near Longboat Key, Florida , 2016 Preymore Street
New Custom Smart Home Sarasota Family Getaway, a property with a terrace, is situated in Osprey, 22 km from The John and Mable Ringling Museum of Art,...
  • Parking
  • Family rooms

Exceptional 5 Reviews 9.8

from $322.50 Show details »

Modern 2/1 in Parrish FL Sleeps 6 Quiet Dead End St 1/2 Acre Wow in Parrish, USA

Modern 2/1 in Parrish FL Sleeps 6 Quiet...

Holiday home in Parrish near Longboat Key, Florida , 7746 118th Avenue East
Situated in Parrish, 41 km from John and Mable Ringling Museum of Art and 41 km from The John and Mable Ringling Museum of Art, Modern 2/1 in Parrish ...
  • Parking
  • Family rooms

Superb 3 Reviews 9.3

from $162.73 Show details »

Cozy 2BR Florida Home Near the Shore! in Osprey, USA

Cozy 2BR Florida Home Near the Shore!

Holiday home in Osprey near Longboat Key, Florida
Set in Osprey, 24 km from John and Mable Ringling Museum of Art, 24 km from The John and Mable Ringling Museum of Art and 11 km from Venice Theatre, C...
  • Parking

no reviews

from $249.33 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