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Holiday homes in Siesta Key (Page 6)

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

Searching for a holiday home in Siesta Key (Florida)? Explore a great selection of vacation homes in Siesta Key to find the one that best fits to your needs, starting from $95 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Siesta Key and region (20 miles)
Cozy family retreat minutes away from Siesta Key in Sarasota, USA

Cozy family retreat minutes away from Si...

Holiday home in Sarasota near Siesta 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 »

Beachy Days in Sarasota, USA

Beachy Days

Holiday home in Sarasota near Siesta Key, Florida
Situated in Sarasota, within 8.8 km of John and Mable Ringling Museum of Art and 8.9 km of The John and Mable Ringling Museum of Art, Beachy Days offe...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $96.78 Show details »

Clematis House near Arlington Park with Heated Pool in Sarasota, USA

Clematis House near Arlington Park with...

Holiday home in Sarasota near Siesta Key, Florida , 2002 Clematis Place
Featuring pool views, Clematis House near Arlington Park with Heated Pool offers accommodation with a terrace and a patio, around 11 km from John and ...
  • Parking
  • Pets allowed
  • Family rooms
  • Indoor pool
  • Swimming pool

Very good 14 Reviews 8.4

from $313.22 Show details »

Sarasota Bungalow with Pergola, Garden and Waterfalls! in Sarasota, USA

Sarasota Bungalow with Pergola, Garden a...

Holiday home in Sarasota near Siesta Key, Florida
Located in the centre of Sarasota, 7.7 km from John and Mable Ringling Museum of Art and 7.8 km from The John and Mable Ringling Museum of Art, Saraso...
  • Parking

no reviews

from $212.14 Show details »

Cozy home in Gulf Gate in Sarasota, USA

Cozy home in Gulf Gate

Holiday home in Sarasota near Siesta 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 »

You Only Live Once in Sarasota, USA

You Only Live Once

Holiday home in Sarasota near Siesta Key, Florida
Set in Sarasota, You Only Live Once offers accommodation with a private pool and free WiFi.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $324.57 Show details »

Anything Is Possible in Sarasota, USA

Anything Is Possible

Holiday home in Sarasota near Siesta Key, Florida
Anything Is Possible is situated in Sarasota, 1.3 km from Longboat Key Beach, and features a patio, garden, and free WiFi.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 4 Reviews 9.0

from $167.81 Show details »

Family Retreat with Pool, Games, Dock, Fishing, Golf home in Sarasota, USA

Family Retreat with Pool, Games, Dock, F...

Holiday home in Sarasota near Siesta Key, Florida
Set in Sarasota, 13 km from John and Mable Ringling Museum of Art and 13 km from The John and Mable Ringling Museum of Art, Family Retreat with Pool, ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 2 Reviews 7.0

from $207.24 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 Siesta 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 Siesta 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 »

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 Siesta 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 »

Sunny Sarasota Abode with Yard about 1 Mi to Dtwn! in Sarasota, USA

Sunny Sarasota Abode with Yard about 1 M...

Holiday home in Sarasota near Siesta Key, Florida
Boasting a spa bath, Sunny Sarasota Abode with Yard about 1 Mi to Dtwn! is set in Sarasota.
  • Parking

no reviews

from $222.67 Show details »

Heated Pool Home - Close to Beaches, Restaurants & More! in Sarasota, USA

Heated Pool Home - Close to Beaches, Res...

Holiday home in Sarasota near Siesta Key, Florida , Rosewood Place
Featuring accommodation with a private pool, pool view and a patio, Heated Pool Home - Close to Beaches, Restaurants & More! is set in Sarasota.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 6 Reviews 9.5

from $268.46 Show details »

Sarasota Getaway Less Than 2 Mi to Downtown and Ocean! in Sarasota, USA

Sarasota Getaway Less Than 2 Mi to Downt...

Holiday home in Sarasota near Siesta Key, Florida
Set in Sarasota, 9 km from John and Mable Ringling Museum of Art, 9 km from The John and Mable Ringling Museum of Art and 3.4 km from Sarasota Opera, ...
  • Parking

Superb 4 Reviews 9.3

from $158.14 Show details »

Downtown Sarasota House By Siesta Key, Golfing and Pinecraft in Sarasota, USA

Downtown Sarasota House By Siesta Key, G...

Holiday home in Sarasota near Siesta Key, Florida , 2922 Arlington Street Rio
Downtown Sarasota House By Siesta Key, Golfing and Pinecraft has garden views, free WiFi and free private parking, situated in Sarasota, 11 km from Jo...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Pleasant 92 Reviews 6.6

from $110.00 Show details »

Bay Tree Beach Side in Sarasota, USA

Bay Tree Beach Side

Holiday home in Sarasota near Siesta 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 »

Pool Home - Close to beaches, food, downtown! in Sarasota, USA

Pool Home - Close to beaches, food, down...

Holiday home in Sarasota near Siesta Key, Florida , Leafy Lane
Featuring pool views, Pool Home - Close to beaches, food, downtown! provides accommodation with an outdoor swimming pool and a patio, around 13 km fro...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 5 Reviews 9.2

from $286.37 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 Siesta 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 Siesta 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 Siesta 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 »

Sarasota Home in Historic District with Patio! in Sarasota, USA

Sarasota Home in Historic District with...

Holiday home in Sarasota near Siesta Key, Florida
Located in the centre of Sarasota, 6.6 km from John and Mable Ringling Museum of Art and 6.6 km from The John and Mable Ringling Museum of Art, Saraso...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $329.00 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 Siesta 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 Siesta 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 »

Family Friendly Home in Sarasota, USA

Family Friendly Home

Holiday home in Sarasota near Siesta Key, Florida , 2520 Bay Street
Located in Sarasota, 8.9 km from The John and Mable Ringling Museum of Art, 3.2 km from Marina Jack Restaurant and Marina and 3.4 km from Sarasota Ope...
  • Parking

Exceptional 6 Reviews 9.8

from $318.75 Show details »

Sarasota Dreams in Sarasota, USA

Sarasota Dreams

Holiday home in Sarasota near Siesta Key, Florida
Sarasota Dreams is situated in Sarasota, 10 km from John and Mable Ringling Museum of Art, and features a patio, garden, and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $102.61 Show details »

Number of Holiday homes in Siesta Key 458
Number of guest ratings 3869
Average price per night $411.83
Lowest price per night $95.00
Highest price per night $1.286.88

Most popular Holiday-homes in Siesta Key

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

Cheapest Holiday-homes in Siesta Key

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

Most booked Holiday-homes in Siesta Key

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

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

Staying in a holiday or vacation home in Siesta 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 Siesta 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 Siesta 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