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Holiday homes in Siesta Key

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)
Driftwood Beach Oasis in Siesta Key, USA

Driftwood Beach Oasis

Holiday home in Siesta Key, Florida
Situated in Siesta Key, Driftwood Beach Oasis features accommodation with a private pool.
  • Parking
  • Pets allowed

no reviews

from $400.44 Show details »

Our House At The Beach, East Tower, 5th Fl in Siesta Key, USA

Our House At The Beach, East Tower, 5th...

Holiday home in Siesta Key, Florida
Gulf View at Our House At The Beach is a beachfront property located in Siesta Key, 600 metres from Crescent Beach and 17 km from John and Mable Ringl...
  • Parking
  • Swimming pool
  • Swimming Pool
  • TV
  • Air conditioning

Superb 6 Reviews 9.5

from $227.04 Show details »

Spacious Updated Condo Just 2 Blocks to Siesta Key Beach in Siesta Key, USA

Spacious Updated Condo Just 2 Blocks to...

Holiday home in Siesta Key, Florida , 632 Calle De Otono
Set in Siesta Key, 400 metres from Siesta Key Beach and 1.1 km from Crescent Beach, Spacious Updated Condo Just 2 Blocks to Siesta Key Beach offers ai...
  • Parking

Exceptional 8 Reviews 9.8

from $362.80 Show details »

Walk to Beach, Updated Condo, Private Patio and Grill in Siesta Key, USA

Walk to Beach, Updated Condo, Private Pa...

Holiday home in Siesta Key, Florida , 632 Calle De Otono
Located 1.1 km from Crescent Beach, 17 km from John and Mable Ringling Museum of Art and 17 km from The John and Mable Ringling Museum of Art, Walk to...
  • Parking

Fabulous 9 Reviews 8.9

from $253.47 Show details »

Newly Fully Updated and Modern, Short Walk to BEACH in Siesta Key, USA

Newly Fully Updated and Modern, Short Wa...

Holiday home in Siesta Key, Florida , 632 Calle De Otono
Newly Fully Updated and Modern, Short Walk to BEACH is set in Siesta Key, 1.2 km from Crescent Beach, 17 km from John and Mable Ringling Museum of Art...
  • Parking

Exceptional 7 Reviews 9.7

from $252.25 Show details »

Siesta Key Beach - Tropea 665 #3 in Siesta Key, USA

Siesta Key Beach - Tropea 665 #3

Holiday home in Siesta Key, Florida , 665 Beach Road
Situated less than 1 km from Crescent Beach, 17 km from John and Mable Ringling Museum of Art and 17 km from The John and Mable Ringling Museum of Art...
  • Parking
  • TV
  • Air conditioning
  • Refrigerator
  • Microwave

Very good 21 Reviews 8.3

from $185.20 Show details »

Siesta Key Beach 665 #1 in Siesta Key, USA

Siesta Key Beach 665 #1

Holiday home in Siesta Key, Florida , 665 Beach Road
Siesta Key Beach 665 #1 is situated in Siesta Key, less than 1 km from Crescent Beach, 17 km from John and Mable Ringling Museum of Art, and 17 km fro...
  • Parking
  • TV
  • Air conditioning
  • Refrigerator
  • Microwave

Good 15 Reviews 7.9

from $244.29 Show details »

Salt & Serenity in Siesta Key, USA

Salt & Serenity

Holiday home in Siesta Key, Florida
Situated in Siesta Key, 600 metres from Siesta Key Beach, 700 metres from Crescent Beach and 17 km from John and Mable Ringling Museum of Art, Salt & ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 8 Reviews 9.0

from $243.86 Show details »

Beach Front and Walking Distance to Village in Siesta Key, USA

Beach Front and Walking Distance to Vill...

Holiday home in Siesta Key, Florida , 652 Beach Road
Boasting sea views, Beach Front and Walking Distance to Village offers accommodation with a balcony and a coffee machine, around a few steps from Sies...
  • Parking
  • Fitness centre

Pleasant 4 Reviews 7.0

from $428.90 Show details »

On the Beach, Walk to Village, Watch the Sunsets from Balcony in Siesta Key, USA

On the Beach, Walk to Village, Watch the...

Holiday home in Siesta Key, Florida , 650 Beach Road
Boasting sea views, On the Beach, Walk to Village, Watch the Sunsets from Balcony features accommodation with a balcony and a coffee machine, around 2...
  • Parking
  • Fitness centre

Very good 3 Reviews 8.3

from $479.96 Show details »

Sarasota Architecture Home in Siesta Key, USA

Sarasota Architecture Home

Holiday home in Siesta Key, Florida , 5153 Sandy Cove Ave
Located in Siesta Key, Sarasota Architecture Home provides a private pool.
  • Parking

no reviews

from $466.15 Show details »

Retreat Half-Mile to BeachandSiesta Key Village in Siesta Key, USA

Retreat Half-Mile to BeachandSiesta Key...

Holiday home in Siesta Key, Florida
Located in Siesta Key, 1 km from Siesta Key Beach and 2.5 km from Crescent Beach, Retreat Half-Mile to Beach and Siesta Key Village provides accommoda...
  • Parking

Good 7 Reviews 7.7

from $208.67 Show details »

Sunkissed Pool Home in Siesta Key, USA

Sunkissed Pool Home

Holiday home in Siesta Key, Florida
Set in Siesta Key, Sunkissed Pool Home offers a private pool.
  • Parking

no reviews

from $334.39 Show details »

NEW Location, Location, Location! On the BEACH, Walk to VILLAGE in Sarasota, USA

NEW Location, Location, Location! On the...

Holiday home in Sarasota near Siesta Key, Florida , 524 Beach Road
Featuring a childrens playground and an ATM, NEW Location, Location, Location!
  • Parking
  • Fitness centre
  • Spa and wellness centre

Very good 1 Reviews 8.0

from $496.29 Show details »

White Sands Walk to Siesta Beach in Siesta Key, USA

White Sands Walk to Siesta Beach

Holiday home in Siesta 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 »

Canal-Front Siesta Key Home Heated Pool and Privacy in Siesta Key, USA

Canal-Front Siesta Key Home Heated Pool...

Holiday home in Siesta Key, Florida
Within 1.7 km of Siesta Key Beach and 15 km of John and Mable Ringling Museum of Art, Canal-Front Siesta Key Home Heated Pool and Privacy provides fre...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $427.00 Show details »

Walk to the Beach or Village in minutes! in Siesta Key, USA

Walk to the Beach or Village in minutes!

Holiday home in Siesta Key, Florida , 5304 Calle De La Siesta
Set 300 metres from Siesta Key Beach, 1.8 km from Crescent Beach and 16 km from John and Mable Ringling Museum of Art, Walk to the Beach or Village in...
  • Parking
  • Family rooms
  • Air conditioning
  • Washing machine
  • Private bathroom

Fabulous 1 Reviews 9.0

from $260.85 Show details »

Steps to #1 Beach in America Siesta Beach! in Siesta Key, USA

Steps to #1 Beach in America Siesta Beac...

Holiday home in Siesta Key, Florida , 5306 Calle De La Siesta
Set in Siesta Key in the Florida region, Steps to #1 Beach in America Siesta Beach! has a balcony and garden views.
  • Parking
  • Family rooms

Exceptional 3 Reviews 10.0

from $216.28 Show details »

Ideal Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants in Siesta Key, USA

Ideal Beach Cottage Steps to Siesta Beac...

Holiday home in Siesta Key, Florida , 303 Beach Road Unit #1
Located in Siesta Key in the Florida region, Ideal Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants features a patio.
  • Parking

Disappointing 6 Reviews 4.5

from $197.28 Show details »

Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants in Sarasota, USA

Charming Beach Cottage Steps to Siesta B...

Holiday home in Sarasota near Siesta Key, Florida , 303 Beach Road Unit #2
Located in Sarasota in the Florida region, Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants has a patio.
  • Parking

Pleasant 16 Reviews 6.2

from $198.11 Show details »

Siesta Beach Cottage, Sleeps 6, Walk to Beach, Stores, & Restaurants in Siesta Key, USA

Siesta Beach Cottage, Sleeps 6, Walk to...

Holiday home in Siesta Key, Florida , 303 Beach Road Unit #3
Situated in Siesta Key in the Florida region, Siesta Beach Cottage, Sleeps 6, Walk to Beach, Stores, & Restaurants features a patio.
  • Parking

Pleasant 26 Reviews 6.6

from $177.26 Show details »

Avenida De Cortez 5210 in Siesta Key, USA

Avenida De Cortez 5210

Holiday home in Siesta Key, Florida , 5210 Avenida De Cortez
Set in Siesta Key, Avenida De Cortez 5210 offers a private pool.
  • Parking
  • Fitness centre
  • Spa and wellness centre
  • Outdoor pool
  • Swimming pool

Exceptional 1 Reviews 10.0

from $381.77 Show details »

Siesta Avenida Townhome 5208 in Siesta Key, USA

Siesta Avenida Townhome 5208

Holiday home in Siesta Key, Florida , 5208 Avenida De Cortez
Situated in Siesta Key, Siesta Avenida Townhome 5208 features accommodation with a private pool.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 2 Reviews 10.0

from $324.00 Show details »

Siesta Bayside Condo in Siesta Key, USA

Siesta Bayside Condo

Holiday home in Siesta 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 Village Home Less Than Half Mi to Beach! in Sarasota, USA

Siesta Key Village Home Less Than Half M...

Holiday home in Sarasota near Siesta Key, Florida
Siesta Key Village Home Less Than Half Mi to Beach! is situated in Sarasota, 2.2 km from Crescent Beach, 16 km from John and Mable Ringling Museum of ...
  • Parking

no reviews

from $265.00 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