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Holiday homes in Siesta Key (Page 2)

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)
Siesta Key Couples Escape - Walk to Beaches! in Sarasota, USA

Siesta Key Couples Escape - Walk to Beac...

Holiday home in Sarasota near Siesta Key, Florida
Siesta Key Couples Escape - Walk to Beaches! is located in Sarasota, 2.2 km from Crescent Beach, 16 km from John and Mable Ringling Museum of Art, as ...
  • Parking

no reviews

from $230.00 Show details »

Avenida Upper in Siesta Key, USA

Avenida Upper

Holiday home in Siesta Key, Florida , 340 Avenida De Mayo, Siesta Key, FL 34242, USA
Situated in Siesta Key, 600 metres from Siesta Key Beach and 2.2 km from Crescent Beach, Avenida Upper offers free WiFi, a garden and air conditioning...
  • Swimming pool
  • Swimming Pool

Pleasant 1 Reviews 6.0

from $330.57 Show details »

Avenida Lower in Siesta Key, USA

Avenida Lower

Holiday home in Siesta Key, Florida , 340 Avenida De Mayo Lower
Set in Siesta Key, 600 metres from Siesta Key Beach and 2.2 km from Crescent Beach, Avenida Lower offers free WiFi, a garden and air conditioning.

Good 7 Reviews 7.9

from $343.00 Show details »

Canal 313 - Right in Siesta Key Village! in Siesta Key, USA

Canal 313 - Right in Siesta Key Village!

Holiday home in Siesta Key, Florida
Located in Siesta Key, Canal 313 - Right in Siesta Key Village! provides accommodation with a private pool and free WiFi.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 15 Reviews 8.6

from $240.35 Show details »

Canal 315 - Right in Siesta Key Village! in Siesta Key, USA

Canal 315 - Right in Siesta Key Village!

Holiday home in Siesta Key, Florida , 315 Canal Road
Situated in Siesta Key, Canal 315 - Right in Siesta Key Village! features accommodation with a private pool and free WiFi.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 7 Reviews 8.0

from $310.02 Show details »

Canal 309 - Right in Siesta Key Village! in Siesta Key, USA

Canal 309 - Right in Siesta Key Village!

Holiday home in Siesta Key, Florida , 309 Canal Road
Set in Siesta Key, Canal 309 - Right in Siesta Key Village! offers a private pool and free WiFi.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 7 Reviews 8.6

from $310.02 Show details »

Jamaica Royale 2 Townhome Steps To Beach in Sarasota, USA

Jamaica Royale 2 Townhome Steps To Beach

Holiday home in Sarasota near Siesta 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 Beach 5830 #T34 in Siesta Key, USA

Siesta Key Beach 5830 #T34

Holiday home in Siesta 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 »

Siesta Key Beach Resort and Suites in Sarasota, USA

Siesta Key Beach Resort and Suites

Villa in Sarasota near Siesta Key, Florida , 5311 Ocean Boulevard
Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

Very good 1099 Reviews 8.3

from $234.90 Show details »

Minorga Sand Dollar on the Key in Sarasota, USA

Minorga Sand Dollar on the Key

Holiday home in Sarasota near Siesta Key, Florida
Minorga Sand Dollar on the Key is set in Sarasota, 2.4 km from Crescent Beach, 15 km from John and Mable Ringling Museum of Art, and 15 km from The Jo...
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $248.34 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, 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 »

Siesta Key Beachside Villas in Sarasota, USA

Siesta Key Beachside Villas

Villa in Sarasota near Siesta Key, Florida , 124 Columbus BLVD
Siesta Key Beachside Villas is located in the heart of Siesta Key.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

Very good 518 Reviews 8.4

from $227.61 Show details »

Sea Club II in Siesta Key, USA

Sea Club II

Villa in Siesta 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, 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 »

Beautiful property on Siesta Key in Siesta Key, USA

Beautiful property on Siesta Key

Villa in Siesta 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, 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 »

Siesta Key Casa Serena with Private Pool and Lanai! in Siesta Key, USA

Siesta Key Casa Serena with Private Pool...

Holiday home in Siesta Key, Florida
Within 1.9 km of Siesta Key Beach and 14 km of John and Mable Ringling Museum of Art, Siesta Key Casa Serena with Private Pool and Lanai! features fre...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 4 Reviews 7.5

from $197.57 Show details »

Bay Oaks Ground Floor in Siesta Key, USA

Bay Oaks Ground Floor

Holiday home in Siesta 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, 4th floor corner - elevator in Siesta Key, USA

Bay Oaks, 4th floor corner - elevator

Holiday home in Siesta 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 - 6157 #E01 in Siesta Key, USA

Bay Oaks - 6157 #E01

Holiday home in Siesta 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, 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, 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, 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 »

Moonmist Fish Tales in Siesta Key, USA

Moonmist Fish Tales

Holiday home in Siesta Key, Florida
Situated 2.2 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, Moon...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $210.55 Show details »

Discover the beauty of Siesta Key at Siesta Villa Whispering Palms in Siesta Key, USA

Discover the beauty of Siesta Key at Sie...

Villa in Siesta Key, Florida , 1331 Moonmist Drive
Discover the beauty of Siesta Key at Siesta Villa Whispering Palms in Siesta Key features accommodation with free WiFi, 2.3 km from Siesta Key Beach, ...
  • Parking

no reviews

from $355.53 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