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Find the right holiday home for you in Siesta Key

The best holiday homes in Siesta Key

Check out our pick of great holiday homes in Siesta Key

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

Situated in Siesta Key, 100 metres from Siesta Key Beach and less than 1 km from Crescent Beach, Siesta Key Beach - Tropea 665 #3 offers air conditioning.

It was so easy with the door code. We didn’t need to rush on our schedule to meet someone to get the keys. The door code idea is perfect.
Scored 9.3
9.3
Rated superb
Superb
22 reviews
Price from
£350.67
1 night, 2 adults
Sea Dream - 171, hotel in Siesta Key

Situated in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Dream - 171 offers air conditioning.

Scored 9.0
9.0
Rated superb
Superb
8 reviews
Price from
£621.62
1 night, 2 adults
Pink Flamingo Unit, Steps to Beach, Siesta Key Village & Pet-Friendly, hotel in Siesta Key

Boasting a year-round outdoor pool and a hot tub, Pink Flamingo Unit, Steps to Beach, Siesta Key Village & Pet-Friendly is located in Siesta Key, 1.3 km from Crescent Beach and 16 km from The John and...

Scored 9.0
9.0
Rated superb
Superb
5 reviews
Price from
£453.60
1 night, 2 adults
Sea Escape - 172, hotel in Siesta Key

Set in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Escape - 172 offers air conditioning.

Scored 8.1
8.1
Rated very good
Very good
6 reviews
Price from
£621.62
1 night, 2 adults
Location Siesta 1 mile away Home with HOT SPA, hotel in Sarasota

Comprising an indoor pool and a garden, Location Siesta 1 mile away Home with HOT SPA is a recently renovated accommodation in Sarasota situated close to Crescent Beach.

It is a beautiful property in a great location, everything is close by. The owner has made it a pleasure to visit, comfortable clean and has a real homely feel. The unit has everything you could think of and need. You only need to turn up with your clothes and toothbrush and cater for yourself. We were very sad to have to go home. We would highly recommend this place and will be definitely returning.
Scored 9.2
9.2
Rated superb
Superb
9 reviews
Price from
£552.23
1 night, 2 adults
Florinda 3bdr/2bth 2car garage with New Pool, hotel in Sarasota

Located in Sarasota, Florinda 3bdr/2bth 2car garage with New Pool provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Very clean and airy. Everything worked well,lovely big shower in master bedroom. Covered pool great with bonus of no bugs.
Scored 9.0
9.0
Rated superb
Superb
32 reviews
Price from
£437.94
1 night, 2 adults
Bernice 3bd2bth With Heated Pool Near Siesta Key!, hotel in Sarasota

Set in Sarasota, Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored 9.0
9.0
Rated superb
Superb
19 reviews
Price from
£437.94
1 night, 2 adults
House by Siesta Key, hotel in Sarasota

House by Siesta Key, a property with a garden, is set in Sarasota, 11 km from Marina Jack Restaurant and Marina, 13 km from Sarasota County Visitor Information Center and History Museum, as well as 15...

Liked that it was clean. The host was super!
Scored 9.0
9.0
Rated superb
Superb
8 reviews
Price from
£266.60
1 night, 2 adults
Entire Home by Siesta Key/closed to downtown, hotel in Sarasota

Entire Home by Siesta Key/closed to downtown, a property with a garden, is set in Sarasota, 11 km from Marina Jack Restaurant and Marina, 13 km from Sarasota County Visitor Information Center and...

Vivian was a very friendly host. Nice and very clean small house. Close to siesta key beach.
Scored 9.5
9.5
Rated exceptional
Exceptional
22 reviews
Price from
£183.37
1 night, 2 adults
Welcome to The Bray Escape 4 miles to Siesta Key, hotel in Sarasota

Set in Sarasota, 19 km from The John and Mable Ringling Museum of Art and 13 km from Sarasota Opera, Welcome to The Bray Escape 4 miles to Siesta Key offers a garden and air conditioning.

everything was perfect! The house is fully equiped! you only need to bring your clothes and food! We really appreciated having beach chairs, umbrella, towels and sand toys! We loved the location, in a calm street but close to everything. The house is so cute and we definitely felt the beach vibes in it! The hosts were super nice!
Scored 9.7
9.7
Rated exceptional
Exceptional
14 reviews
Price from
£423.77
1 night, 2 adults
All holiday homes in Siesta Key
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Siesta Key this month

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Enjoy breakfast in Siesta Key!

  • Canal Upper-Gorgeous 3 bed 3 bath near SK Village
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 5 reviews

    Boasting air-conditioned accommodation with a private pool, Canal Upper-Gorgeous 3 bed 3 bath near SK Village is set in Siesta Key.

  • Canal Lower-Gorgeous 3 bed 3 bath near SK Village
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 7 reviews

    Featuring air-conditioned accommodation with a private pool, Canal Lower-Gorgeous 3 bed 3 bath near SK Village is located in Siesta Key.

    prime location. everything is within a 5 min walk.

  • Pink Flamingo Unit, Steps to Beach, Siesta Key Village & Pet-Friendly
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 5 reviews

    Boasting a year-round outdoor pool and a hot tub, Pink Flamingo Unit, Steps to Beach, Siesta Key Village & Pet-Friendly is located in Siesta Key, 1.3 km from Crescent Beach and 16 km from The John and...

  • Jamaica Royale - 49
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 8 reviews

    Located in Siesta Key in the Florida region, with Crescent Beach and Siesta Key Beach nearby, Jamaica Royale - 49 offers accommodation with free private parking.

  • Siesta Key Beach - Tropea 665 #3
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 22 reviews

    Situated in Siesta Key, 100 metres from Siesta Key Beach and less than 1 km from Crescent Beach, Siesta Key Beach - Tropea 665 #3 offers air conditioning.

    plenty of room. comfortable beds. close to the beach.

  • Our House At The Beach, East Tower, 5th Fl
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 6 reviews

    Our House At The Beach, East Tower, 5th Fl is a beachfront property located in Siesta Key, 500 metres from Siesta Key Beach and 600 metres from Crescent Beach.

  • LuLu's Key House Green 1/1 Upstairs
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 7 reviews

    Set in Siesta Key in the Florida region, with Siesta Key Beach and Crescent Beach nearby, LuLu's Key House Green 1/1 Upstairs offers accommodation with free WiFi and free private parking.

    Several great places within 5 minute walk for breakfast, lunch and dinner.

  • Sun and Sea
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 29 reviews

    Sun and Sea is set in Siesta Key, 200 metres from Crescent Beach, 2.1 km from Turtle Beach, as well as 18 km from The John and Mable Ringling Museum of Art.

    Great location..close to beach, free trolley. Lovely place!

Save money on holiday homes in Siesta Key – budget options available!

  • Crescent Arms Condominiums
    Budget options available
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 10 reviews

    Boasting sea views, Crescent Arms Condominiums provides accommodation with a private beach area, an outdoor swimming pool and barbecue facilities, around 300 metres from Crescent Beach.

    Great location, very clean, hosts very communicative and helpful, had everything we needed

  • Sea Escape - 172
    Budget options available
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 6 reviews

    Set in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Escape - 172 offers air conditioning.

  • Heat of Siesta Village Walk to Beach w heated Pool
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 12 reviews

    Featuring air-conditioned accommodation with a patio, Heat of Siesta Village Walk to Beach w heated Pool is located in Siesta Key.

    location to downtown and beach access was an easy walk

  • Canal 315 - Right in Siesta Key Village!
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 7 reviews

    Set in Siesta Key, Canal 315 - Right in Siesta Key Village! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

    Great location to walk to Village and Siesta Key Beach.

  • Canal 313 - Right in Siesta Key Village!
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 18 reviews

    Situated in Siesta Key, Canal 313 - Right in Siesta Key Village! features accommodation with private pool, free WiFi and free private parking for guests who drive.

    Right in the middle of town. Kitchen was fully equipped

  • Canal 309 - Right in Siesta Key Village!
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 8 reviews

    Situated in Siesta Key, Canal 309 - Right in Siesta Key Village! features accommodation with private pool, free WiFi and free private parking for guests who drive.

    The location was excellent, walking distance to everything.

  • Siesta Key Island Rentals
    Budget options available
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 45 reviews

    Situated within 400 metres of Siesta Key Beach and 1.3 km of Crescent Beach, Siesta Key Island Rentals provides rooms with air conditioning and a private bathroom in Siesta Key.

    Close to beach, to downtown and all the restaurants.

  • Sea Club II 5955 #8E
    Budget options available
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 6 reviews

    Set in Siesta Key, 500 metres from Crescent Beach and 1.4 km from Siesta Key Beach, Sea Club II 5955 #8E offers air conditioning. This 4-star holiday home offers a 24-hour front desk.

    Very clean, very cozy and comfortable. It was extremely quiet also.

Great access to the city centre! Check these holiday homes in Siesta Key

  • Lantana - 5251A
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Situated in Siesta Key, 400 metres from Siesta Key Beach and 2 km from Crescent Beach, Lantana - 5251A offers air conditioning.

  • Sea Breeze - 275
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Located in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Breeze - 275 offers air conditioning.

  • Villa Champagne - 5322
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Featuring air-conditioned accommodation with a private pool, Villa Champagne - 5322 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

  • Avenida Sanctuary
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Located in Siesta Key, 300 metres from Siesta Key Beach and 1.2 km from Crescent Beach, Avenida Sanctuary offers air conditioning. This property offers a private pool and free private parking.

  • Hawk's Sea Nest
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Set in Siesta Key, 600 metres from Siesta Key Beach and 700 metres from Crescent Beach, Hawk's Sea Nest offers air conditioning.

  • Monarch Villa - 5542 W
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Situated in Siesta Key, 200 metres from Siesta Key Beach and 1.2 km from Crescent Beach, Monarch Villa - 5542 W offers air conditioning.

  • Villa Vista Mare - 675
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 3 reviews

    Offering sea views, Villa Vista Mare - 675 is an accommodation set in Siesta Key, 100 metres from Siesta Key Beach and less than 1 km from Crescent Beach.

  • Sea Foam - 173
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Located in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Foam - 173 offers air conditioning.

  • Dry Dock
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Situated in Siesta Key, 400 metres from Siesta Key Beach and 1.5 km from Crescent Beach, Dry Dock offers air conditioning.

  • Sea Dream - 171
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 8 reviews

    Situated in Siesta Key, 200 metres from Siesta Key Beach and 2.3 km from Crescent Beach, Sea Dream - 171 offers air conditioning.

    Very clean, well decorated, close to shops and food, and beach!

  • Isla Amor - 86
    Central location
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Situated in Siesta Key, Isla Amor - 86 features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Crystal Sands - 657A
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Set in Siesta Key and only 100 metres from Siesta Key Beach, Crystal Sands - 657A offers accommodation with sea views, free WiFi and free private parking.

  • Admirals Watch - 673
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 3 reviews

    Located in Siesta Key, 100 metres from Siesta Key Beach and less than 1 km from Crescent Beach, Admirals Watch - 673 offers air conditioning.

    We loved the view and location. East to walk to town or grab the trolley.

  • Sunset Gulf
    Central location
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Featuring air-conditioned accommodation with a private pool, Sunset Gulf is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

  • Lookout
    Central location
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 8 reviews

    Located in Siesta Key, Lookout provides accommodation with a private pool and sea views. Both free WiFi and parking on-site are available at the holiday home free of charge.

  • Beach Way Getaway
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1 review

    Set in Siesta Key, 200 metres from Siesta Key Beach and 600 metres from Crescent Beach, Beach Way Getaway offers massage services and air conditioning.

  • On the Beach, Walk to Village, Watch the Sunsets from Balcony
    Scored 7.5
    7.5
    Rated good
    Good
     · 2 reviews

    Situated in Siesta Key in the Florida region, On the Beach, Walk to Village, Watch the Sunsets from Balcony has a patio and sea views. This beachfront property offers access to a balcony.

  • Beach Front and Walking Distance to Village
    Scored 7.0
    7.0
    Rated good
    Good
     · 4 reviews

    Boasting sea views, Beach Front and Walking Distance to Village offers accommodation with a patio, around a few steps from Siesta Key Beach. This beachfront property offers access to a balcony.

  • Our House at the Beach Lake House - C113
    Scored 5.0
    5.0
    Rated okay
    Passable
     · 1 review

    Featuring air-conditioned accommodation with a plunge pool, Our House at the Beach Lake House - C113 is set in Siesta Key.

  • Jellyfish Unit, Walk to Beach & Siesta Key Village, Pet-Friendly

    Featuring air-conditioned accommodation with a private pool, Jellyfish Unit, Walk to Beach & Siesta Key Village, Pet-Friendly is set in Siesta Key.

  • Beach Road Condo, Private Deck, Siesta Key Village Beach Walkable

    Boasting air-conditioned accommodation with a patio, Beach Road Condo, Private Deck, Siesta Key Village Beach Walkable is situated in Siesta Key.

  • Pelicans Place - 117

    Set in Siesta Key, a few steps from Siesta Key Beach and 16 km from The John and Mable Ringling Museum of Art, Pelicans Place - 117 offers air conditioning.

  • The Sun Dial - 827

    Featuring air-conditioned accommodation with a private pool, The Sun Dial - 827 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

  • Sand Dollar Cottage - 910

    Boasting air-conditioned accommodation with a private pool, Sand Dollar Cottage - 910 is set in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

  • Serene Siesta Key

    Located in Siesta Key, 400 metres from Siesta Key Beach and 1.2 km from Crescent Beach, Serene Siesta Key provides air-conditioned accommodation with a balcony and free WiFi.

  • Beach Palm Villa - 5533

    Located in Siesta Key, Beach Palm Villa - 5533 provides accommodation with private pool, free WiFi and free private parking for guests who drive.

  • La Contento Casa - 5560

    Set in Siesta Key, La Contento Casa - 5560 offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Canopy Cottage on Siesta Key

    Set in Siesta Key, 15 km from The John and Mable Ringling Museum of Art and 10 km from Sarasota Opera, Canopy Cottage on Siesta Key offers air conditioning.

FAQ about holiday homes in Siesta Key

Holiday homes that guests love in Siesta Key

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  • Scored 7.5
    7.5
    Rated good
    Good
     · 62 reviews
    The house is in a beautiful, peaceful and tranquil setting. A fresh, clean scent was very noticeable upon opening the door on arrival. The house was very clean. Pool off slider of master bedroom was perfect for swimming later in the day when it was too hot to be at the beach. Great water pressure in master shower. Great location for taking the trolley to Siesta Key Village for dinner.
    Lynn
    Family with young children
  • Scored 9.1
    9.1
    Rated superb
    Superb
     · 353 reviews
    We loved our stay at the Twin Palms. The room was spacious and very clean. The pool was warm and we had a great time lounging around. Great staff communication and I appreciated the supply cabinet for extra conditioner. Everyone that we met there was so nice! We plan to stay next year here for a few weeks!
    Jessica
    Young couple
  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews
    The location was perfect! The unit was very clean and the kitchen was stocked with everything we needed. Very good communication leading up to our stay.
    M
    Michelle
    Solo traveller
  • Scored 9.1
    9.1
    Rated superb
    Superb
     · 353 reviews
    very close to beach. provided the chairs and cooler room was very clean and had nice extra towels pool was clean and was very inviting
    S
    SungSook
    Young couple
  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 4 reviews
    Spacious waterfront property within walking distance of the beach. Felt miles away from the traffic and crowds. So many extras from cupcakes upon arrival, to all the things needed for a day at the beach. Modern, updated and very clean. Will recommend and return!!
    J
    Jennifer
    Solo traveller
  • Scored 7.4
    7.4
    Rated good
    Good
     · 48 reviews
    Easy access to private beach, close to everything (in between siesta key village and downtown), easy to access, clean, more than adequate for vacation home, pools were never overcrowded and there were two.
    Olivia
    Family with young children
  • Avg. price/night: £280.33
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 250 reviews
    Very clean.. close to the main beaches and it is comfortable...
    José Roberto
    Family with young children
  • Scored 9.1
    9.1
    Rated superb
    Superb
     · 468 reviews
    We loved everything, villa was cosy and very clean,had everything we needed, access to beach with free use of chairs etc, free access to laundry facilities ,pool lovely not crowded, we felt so relaxed the whole time, Janna was helpful and friendly so glad we chose The Capri at Siesta, cant wait to return..
    julie
    Young couple
  • Avg. price/night: £305.79
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 214 reviews
    Loved the location. Close to the village and across the road from the beach. Room was great! Very clean. Beach chairs and all sorts of equipment available to use.
    Keeley
    Young couple
  • Scored 8.0
    8.0
    Rated very good
    Very good
     · 33 reviews
    Very clean house. Great location across the street from the beach.
    Susanna
    Group