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Holiday homes in Siesta Key (Page 8)

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)
Bayou - Osprey in Sarasota, USA

Bayou - Osprey

Holiday home in Sarasota near Siesta Key, Florida
Situated in Sarasota, 1.5 km from Indian Beach and 3.6 km from John and Mable Ringling Museum of Art, Bayou - Osprey features air-conditioned accommod...
  • Parking

no reviews

from $143.71 Show details »

Dog-Friendly Home with Yard about 6 Miles to the Beach! in Sarasota, USA

Dog-Friendly Home with Yard about 6 Mile...

Holiday home in Sarasota near Siesta Key, Florida
Situated in Sarasota, 7.4 km from John and Mable Ringling Museum of Art, 7.4 km from The John and Mable Ringling Museum of Art and 4.3 km from Sarasot...
  • Parking
  • Pets allowed
  • Shower
  • Bath
  • TV

Superb 2 Reviews 9.5

from $157.00 Show details »

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

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

Holiday home in Sarasota near Siesta 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 »

Sunsetter on Sapphire Shores in Sarasota, USA

Sunsetter on Sapphire Shores

Holiday home in Sarasota near Siesta Key, Florida
Featuring air conditioning, Sunsetter on Sapphire Shores is located in Sarasota, 2.4 km from John and Mable Ringling Museum of Art.
  • Parking
  • Pets allowed

Superb 4 Reviews 9.5

from $219.41 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 Siesta 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 »

Renovated Sarasota Home with Private Patio! in Sarasota, USA

Renovated Sarasota Home with Private Pat...

Holiday home in Sarasota near Siesta Key, Florida
Renovated Sarasota Home with Private Patio! is located in Sarasota, 7.4 km from The John and Mable Ringling Museum of Art, 4.7 km from Sarasota County...
  • Parking

Exceptional 6 Reviews 9.8

from $132.00 Show details »

Sarasota Home with Screened Porch, Walk To Zoo! in Sarasota, USA

Sarasota Home with Screened Porch, Walk...

Holiday home in Sarasota near Siesta Key, Florida
Sarasota Home with Screened Porch, Walk To Zoo! is located in Sarasota, 2.4 km from John and Mable Ringling Museum of Art, 2.5 km from The John and Ma...
  • Parking

no reviews

from $299.71 Show details »

Sarasota, FL Bungalow - Bright & Breezy Coastal Vibes - 10 mins to White Sand Beaches home in Sarasota, USA

Sarasota, FL Bungalow - Bright & Breezy...

Holiday home in Sarasota near Siesta Key, Florida
Sarasota, FL Bungalow - Bright & Breezy Coastal Vibes - 10 mins to White Sand Beaches home is situated in Sarasota, 2.2 km from John and Mable Ringlin...
  • Parking

no reviews

from $126.06 Show details »

Conch Cottage Pool Home in Sarasota, USA

Conch Cottage Pool Home

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

no reviews

from $190.57 Show details »

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

Vibrant Sarasota Home Yard and Furnished...

Holiday home in Sarasota near Siesta 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 »

Sapphire Shores - Sarasota Bungalow w/ Heated Pool and Backyard Oasis in Sarasota, USA

Sapphire Shores - Sarasota Bungalow w/ H...

Holiday home in Sarasota near Siesta Key, Florida , 680 41st Street
Sarasota Bungalow with Heated Pool and Backyard Oasis is a property with a private pool, set in Sarasota, within just 1.5 km of John and Mable Ringlin...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $359.88 Show details »

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

Cozy 2BR Florida Home Near the Shore!

Holiday home in Osprey near Siesta 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 »

King Bed & Patio, Minutes to the Beach in Osprey, USA

King Bed & Patio, Minutes to the Beach

Villa in Osprey near Siesta Key, Florida
Set in Osprey, 24 km from John and Mable Ringling Museum of Art and 24 km from The John and Mable Ringling Museum of Art, NEW 2 Bedroom with King Bed ...
  • Parking

no reviews

from $84.60 Show details »

Pool, Hot tub, Close to Beaches, Shopping, More! in Osprey, USA

Pool, Hot tub, Close to Beaches, Shoppin...

Holiday home in Osprey near Siesta Key, Florida , Bayview Avenue
Situated 25 km from John and Mable Ringling Museum of Art, Pool, Hot tub, Close to Beaches, Shopping, More! features accommodation in Osprey with acce...
  • Parking
  • Pets allowed
  • Family rooms
  • Swimming pool
  • Swimming Pool

no reviews

from $297.66 Show details »

Mid-Mod Coastal Home with Pool about 1 Mile to Beach in Sarasota, USA

Mid-Mod Coastal Home with Pool about 1 M...

Holiday home in Sarasota near Siesta Key, Florida
Mid-Mod Coastal Home with Pool about 1 Mile to Beach features a patio and is situated in Sarasota, within just 1.2 km of Indian Beach and 1 km of John...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 3 Reviews 9.3

from $199.00 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 Siesta 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 Modern, Spacious, Comfy, Queen Beds, Backyard Rental in Sarasota, USA

Sarasota Modern, Spacious, Comfy, Queen...

Holiday home in Sarasota near Siesta Key, Florida , 4303 Chestnut Avenue
Sarasota Modern, Spacious, Comfy, Queen Beds, Backyard Rental is set in Sarasota, 7.7 km from The John and Mable Ringling Museum of Art and 7.2 km fro...
  • Parking
  • Family rooms

Fabulous 15 Reviews 8.7

from $199.33 Show details »

Private Villa with outside garden walk to the bay and Ringling Museum minutes from downtown in Sarasota, USA

Private Villa with outside garden walk t...

Villa in Sarasota near Siesta Key, Florida , 515 North Shore Drive
Situated in Sarasota, within 2.2 km of Indian Beach and 400 metres of The John and Mable Ringling Museum of Art, Private Villa with outside garden wal...
  • Parking

Passable 4 Reviews 5.5

from $215.00 Show details »

SARASOTA VACATION HOME in Sarasota, USA

SARASOTA VACATION HOME

Holiday home in Sarasota near Siesta 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 »

Coastal Villa W Amazing Courtyard - Splash Pad! in Sarasota, USA

Coastal Villa W Amazing Courtyard - Spla...

Holiday home in Sarasota near Siesta Key, Florida , 8479 Pinewood Road
Situated in Sarasota in the Florida region, with John and Mable Ringling Museum of Art and The John and Mable Ringling Museum of Art nearby, Villa Del...
  • Parking

Fabulous 16 Reviews 8.6

from $111.29 Show details »

By the Bay in Sarasota, USA

By the Bay

Holiday home in Sarasota near Siesta Key, Florida
Located in Sarasota, 2.7 km from John and Mable Ringling Museum of Art, By the Bay provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Passable 3 Reviews 5.3

from $279.46 Show details »

Spacious OASIS Updated Home 3 bed 2 bath -7 min to Nokomis Beach in Nokomis, USA

Spacious OASIS Updated Home 3 bed 2 bath...

Holiday home in Nokomis near Siesta Key, Florida , 120 Raphael Place
Located in Nokomis, 28 km from The John and Mable Ringling Museum of Art, 8.6 km from Venice Theatre and 22 km from Sarasota Opera, Spacious OASIS Upd...
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 9 Reviews 9.7

from $242.14 Show details »

Casa Margaritaville in Nokomis, USA

Casa Margaritaville

Holiday home in Nokomis near Siesta Key, Florida , Monet Drive
Featuring an outdoor swimming pool, Casa Margaritaville provides accommodation in Nokomis with free WiFi and pool views.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $306.94 Show details »

Saturns At The Beach in Sarasota, USA

Saturns At The Beach

Holiday home in Sarasota near Siesta Key, Florida
Set in Sarasota, within 4.9 km of John and Mable Ringling Museum of Art and 4.9 km of The John and Mable Ringling Museum of Art, Saturns At The Beach ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 9 Reviews 9.3

from $176.57 Show details »

Huge Pool, Roomy, Close to Beaches, Shops, Restaurants! in Nokomis, USA

Huge Pool, Roomy, Close to Beaches, Shop...

Holiday home in Nokomis near Siesta Key, Florida , Monet Place
Set in Nokomis, Huge Pool, Roomy, Close to Beaches, Shops, Restaurants! offers accommodation with a private pool and free WiFi.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $238.80 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