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Holiday homes in Siesta Key (Page 3)

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)
Sarasota - Alvarado 2107 in Sarasota, USA

Sarasota - Alvarado 2107

Holiday home in Sarasota near Siesta Key, Florida , 2107 Alvarado Lane
Situated in Sarasota in the Florida region, Sarasota - Alvarado 2107 has a patio.
  • Parking
  • Fitness centre
  • Spa and wellness centre
  • Internet facilities
  • Shower

Very good 2 Reviews 8.5

from $244.00 Show details »

NEW Completely remodeled villa with beach and heated pool access in Sarasota, USA

NEW Completely remodeled villa with beac...

Villa in Sarasota near Siesta Key, Florida , 6300 Midnight Pass Rd
NEW Completely remodeled villa with beach and heated pool access is situated in Sarasota, 2.3 km from Siesta Key Beach, 2.7 km from Turtle Beach, and ...
  • Parking
  • Fitness centre

no reviews

from $228.00 Show details »

Crystal Sands & Dreams in Sarasota, USA

Crystal Sands & Dreams

Holiday home in Sarasota near Siesta Key, Florida
Crystal Sands & Dreams is a beachfront property located in Sarasota, 2.3 km from Siesta Key Beach and 2.7 km from Turtle Beach.
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $258.15 Show details »

Crescent Arms Condominiums in Siesta Key, USA

Crescent Arms Condominiums

Holiday home in Siesta Key, Florida , 6312 Midnight Pass Rd. Unit Number 603 S
Featuring an outdoor swimming pool, a shared lounge, and a terrace, Crescent Arms Condominiums provides accommodation in Siesta Key with free WiFi and...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 9 Reviews 9.0

from $252.71 Show details »

Crescent Arms 105N in Sarasota, USA

Crescent Arms 105N

Holiday home in Sarasota near Siesta Key, Florida , 6310 Midnight Pass Road, 105N
Featuring accommodation with a private pool, sea view and a patio, Crescent Arms 105N is located in Sarasota.
  • Parking
  • Family rooms
  • Allergy-free room
  • Outdoor pool
  • Swimming pool

Good 14 Reviews 7.8

from $240.00 Show details »

Hidden quiet gem close to everything!!! in Sarasota, USA

Hidden quiet gem close to everything!!!

Holiday home in Sarasota near Siesta Key, Florida , 2215 Alice Road
Offering garden views, Hidden quiet gem close to everything!!! is an accommodation situated in Sarasota, 13 km from The John and Mable Ringling Museum...
  • Parking
  • Family rooms

Superb 55 Reviews 9.1

from $360.20 Show details »

Midnight Cove 6327 #725 in Sarasota, USA

Midnight Cove 6327 #725

Holiday home in Sarasota near Siesta Key, Florida , 6327 Midnight Pass Road
Midnight Cove 6327 #725 is located in Sarasota, 2.6 km from Siesta Key Beach, 2.8 km from Turtle Beach, as well as 18 km from John and Mable Ringling ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • TV

no reviews

from $210.17 Show details »

Heated Pool Home - Perfect Location - Walk to Beach, Restaurants and More! in Sarasota, USA

Heated Pool Home - Perfect Location - Wa...

Holiday home in Sarasota near Siesta Key, Florida , Beechwood Avenue
Boasting a private pool and garden views, Heated Pool Home - Perfect Location - Walk to Beach, Restaurants and More! is situated in Sarasota.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $389.14 Show details »

Walk To Siesta Beach, Restaurants, Shopping & More! in Sarasota, USA

Walk To Siesta Beach, Restaurants, Shopp...

Holiday home in Sarasota near Siesta Key, Florida , 1641 Redwood Street
Walk To Siesta Beach, Restaurants, Shopping & More! is set in Sarasota, 16 km from John and Mable Ringling Museum of Art, 16 km from The John and Mabl...
  • Parking
  • Pets allowed

Superb 7 Reviews 9.3

from $134.99 Show details »

Walk to Beach, Restaurants, Shopping/Hot Tub! in Sarasota, USA

Walk to Beach, Restaurants, Shopping/Hot...

Holiday home in Sarasota near Siesta Key, Florida , 1641 Redwood Street
Featuring a spa bath, Walk to Beach, Restaurants, Shopping/Hot Tub! is set in Sarasota.
  • Parking
  • Pets allowed

no reviews

from $300.35 Show details »

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! in Sarasota, USA

Bright Sarasota Bungalow - 5 Mi to Siest...

Holiday home in Sarasota near Siesta Key, Florida
Set 12 km from John and Mable Ringling Museum of Art, 12 km from The John and Mable Ringling Museum of Art and 6.3 km from Sarasota Opera, Bright Sara...
  • Parking
  • Internet facilities
  • Hairdryer
  • Refrigerator
  • Fan

Superb 9 Reviews 9.2

from $202.67 Show details »

House of Sun Siesta Key Crescent Beach in Sarasota, USA

House of Sun Siesta Key Crescent Beach

Holiday home in Sarasota near Siesta Key, Florida
House of Sun Siesta Key Crescent Beach is a beachfront property set in Sarasota, 2.3 km from Turtle Beach and 17 km from John and Mable Ringling Museu...
  • Parking
  • Swimming pool
  • Swimming Pool

Fabulous 6 Reviews 8.8

from $431.89 Show details »

Private Cozy Sarasota Home home in Sarasota, USA

Private Cozy Sarasota Home home

Holiday home in Sarasota near Siesta Key, Florida
Situated in Sarasota in the Florida region, Private Cozy Sarasota Home home has a patio.
  • Parking

Superb 12 Reviews 9.2

from $286.86 Show details »

Sarasota Family Home with Private Pool and Lanai! in Sarasota, USA

Sarasota Family Home with Private Pool a...

Holiday home in Sarasota near Siesta Key, Florida
Set in Sarasota, 12 km from John and Mable Ringling Museum of Art, 12 km from The John and Mable Ringling Museum of Art and 6.1 km from Sarasota Opera...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $295.00 Show details »

Shell Beach - The Treehouse 210 in Sarasota, USA

Shell Beach - The Treehouse 210

Holiday home in Sarasota near Siesta Key, Florida , 210 Ogden Street
Boasting a hot tub, Shell Beach - The Treehouse 210 is set in Sarasota.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 2 Reviews 7.5

from $493.19 Show details »

Sarasota Oasis,Charming Home, Heated Saltwater Pool, Screened Pool Area, Private Fencing, Near Siesta Key & Crescent Beach in Sarasota, USA

Sarasota Oasis,Charming Home, Heated Sal...

Holiday home in Sarasota near Siesta Key, Florida , 2469 Britannia Road
Located in Sarasota, 15 km from John and Mable Ringling Museum of Art and 15 km from The John and Mable Ringling Museum of Art, Great Renovated Vacati...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 3 Reviews 7.3

from $206.67 Show details »

Sun and Sea in Siesta Key, USA

Sun and Sea

Villa in Siesta Key, Florida , 1135 Sun N Sea Drive Unit 1 & 2
Featuring free bikes, an outdoor swimming pool, and a garden, Sun and Sea by Beachside Management offers accommodation in Siesta Key with free WiFi an...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 36 Reviews 8.7

from $331.71 Show details »

Fantastic Island House 1 mile to the beach with heated pool in Sarasota, USA

Fantastic Island House 1 mile to the bea...

Holiday home in Sarasota near Siesta Key, Florida , 1770 Dawn Street
Situated in Sarasota, 1770 Dawn Street offers a shared outdoor pool and barbecue.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 10 Reviews 8.4

from $247.04 Show details »

Shell Beach Home 209 in Sarasota, USA

Shell Beach Home 209

Holiday home in Sarasota near Siesta Key, Florida , 209 Faubel Street
Set in Sarasota, Shell Beach Home 209 offers a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • TV

no reviews

from $342.00 Show details »

Beach Club Cute Cottage in C Bldg in Sarasota, USA

Beach Club Cute Cottage in C Bldg

Holiday home in Sarasota near Siesta Key, Florida
Beach Club Cute Cottage in C Bldg is located in Sarasota, 2 km from Turtle Beach, 18 km from John and Mable Ringling Museum of Art, as well as 18 km f...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $214.63 Show details »

New Pineapple house near Siesta Beach with a huge private backyard in Sarasota, USA

New Pineapple house near Siesta Beach wi...

Holiday home in Sarasota near Siesta Key, Florida , 2536 Arapaho St
Boasting a garden, a shared lounge, and a terrace, New Pineapple house near Siesta Beach with a huge private backyard offers accommodation in Sarasota...
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Exceptional 1 Reviews 10.0

from $250.00 Show details »

Home blocks from beach on siesta drive with pool Internal name: 617 in Sarasota, USA

Home blocks from beach on siesta drive w...

Holiday home in Sarasota near Siesta Key, Florida , 617 Siesta Drive
Located in Sarasota, Home blocks from beach on siesta drive with pool Internal name: 617 provides accommodation with a private pool and garden views.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $499.00 Show details »

Vista Hermosa 3rd Floor - Elevator in Sarasota, USA

Vista Hermosa 3rd Floor - Elevator

Holiday home in Sarasota near Siesta Key, Florida
Set 1.8 km from Turtle Beach, 18 km from John and Mable Ringling Museum of Art and 18 km from The John and Mable Ringling Museum of Art, Vista Hermosa...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $413.53 Show details »

Vista Hermosa Steps to the Heated Pool in Sarasota, USA

Vista Hermosa Steps to the Heated Pool

Holiday home in Sarasota near Siesta Key, Florida
Vista Hermosa Steps to the Heated Pool is set in Sarasota, 1.8 km from Turtle Beach, 18 km from John and Mable Ringling Museum of Art, as well as 18 k...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $154.79 Show details »

Point of Rocks Retreat in Sarasota, USA

Point of Rocks Retreat

Holiday home in Sarasota near Siesta Key, Florida
Located in Sarasota, 300 metres from Crescent Beach and 1.8 km from Turtle Beach, Point of Rocks Retreat offers free WiFi, a shared lounge and air con...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $291.29 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