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The 10 Best Holiday Homes in Siesta Key, USA

Check out our pick of great holiday homes in Siesta Key

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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The holiday home has 2 bedrooms, 2 bathrooms, bed linen, towels, a TV with cable channels, a dining area, a fully equipped kitchen, and a balcony with lake views. The property has an outdoor dining area.

Apartment was very clean and updated. Well stocked. Loved having morning coffee on the side porch facing the pond. Two of the sliding doors. And off their tracks so I called and maIntainence was there the very next morning and fixed them like new!

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9
Superb
8 reviews
Price from
£271
per night

Featuring air-conditioned accommodation with a private pool, Canal Lower-Gorgeous 3 bed 3 bath near SK Village is located in Siesta Key. The property is around 500 metres from Siesta Key Beach, 2.2 km from Crescent Beach and 16 km from The John and Mable Ringling Museum of Art. Providing free WiFi throughout the property, the non-smoking holiday home has a hot tub.

Located perfectly for the main area with shops bars and restaurants and not far from the beach. Spacious and complete with all we needed. Hot tub and pool perfect

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9.6
Exceptional
5 reviews
Price from
£519
per night

The spacious holiday home has 2 bedrooms, a TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster.

Marina Jack Restaurant and Marina is 11 km from the holiday home, while Sarasota County Visitor Information Center and History Museum is 13 km from the property. The nearest airport is Sarasota Bradenton International Airport, 17 km from Spacious Updated Condo Just 2 Blocks to Siesta Key Beach.

all the apartment was spectacular all like averething

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9.8
Exceptional
8 reviews
Price from
£607
per night

The spacious holiday home is equipped with 1 bedroom, a TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster.

Very pretty. Was surprised though that you didn’t have a Keurig. We brought PODS so had to run out and get coffee.

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9.7
Exceptional
7 reviews
Price from
£368
per night

Boasting pool views, Siesta Key Island Rentals provides accommodation with an outdoor swimming pool, an indoor pool and a garden, around 400 metres from Siesta Key Beach. The air-conditioned accommodation is 1.3 km from Crescent Beach. Free private parking is available and the holiday home also features bike hire for guests who want to explore the surrounding area.

The cottage had really everything you need for a vacation by the beach.

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9.5
Exceptional
26 reviews
Price from
£231
per night

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. This holiday home features free private parking and a lift. The John and Mable Ringling Museum of Art is 17 km from the holiday home and Sarasota Opera is 11 km away.

Perfect location with beautiful view. Loved beach right across the street and free rides across the entire key. Beach chairs, umbrella, cooler, and towels all provided.

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9.4
Superb
5 reviews
Price from
£332
per night

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. The property is around 16 km from The John and Mable Ringling Museum of Art, 11 km from Sarasota Opera and 11 km from Marina Jack Restaurant and Marina. Sarasota Jungle Gardens is 15 km away and Mote Marine Laboratory is 17 km from the holiday home.

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

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9.5
Exceptional
8 reviews
Price from
£434
per night

The spacious holiday home is equipped with 2 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. The air-conditioned unit at the property features a bidet and a dressing room. The property has an outdoor dining area.

Location was great! The condo had several extras, chairs, beach toys, beach towels, etc… condo came with the option for up to 6 chairs on the beach at no additional cost which was nice. Nice surprise to have it cleaned and ready for us to check-in a bit early.

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9.1
Superb
10 reviews

Situated in Siesta Key, Siesta Heron Suites & Villas offers a heated pool. There is a private entrance at the holiday home for the convenience of those who stay. The property features a 24-hour front desk.

Quiet, roomy, comfortable sleeping, pool.

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8.3
Very good
282 reviews
Price from
£291
per night

The spacious holiday home is equipped with 2 bedrooms, a TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

Convenient, comfortable, and clean! Spacious for 4 guests. Perfect for a family.

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8.4
Very good
5 reviews
Price from
£223
per night

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.
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Most booked holiday homes in Siesta Key this month

Enjoy breakfast in Siesta Key!

  • Salt & Serenity
    Breakfast options
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 8 reviews

    Boasting air-conditioned accommodation with a heated pool, Salt & Serenity is situated in Siesta Key.

  • Canal Lower-Gorgeous 3 bed 3 bath near SK Village
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 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.

  • Spacious Updated Condo Just 2 Blocks to Siesta Key Beach
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 8 reviews

    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 air conditioning.

  • Newly Fully Updated and Modern, Short Walk to BEACH
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 reviews

    Located in Siesta Key, 400 metres from Siesta Key Beach and 1.2 km from Crescent Beach, Newly Fully Updated and Modern, Short Walk to BEACH offers air conditioning.

  • Siesta Key Island Rentals
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 26 reviews

    Boasting pool views, Siesta Key Island Rentals provides accommodation with an outdoor swimming pool, an indoor pool and a garden, around 400 metres from Siesta Key Beach.

    Close to beach, to downtown and all the restaurants.

  • Our House At The Beach, East Tower, 5th Fl
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 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
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 8 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.

  • Crescent Arms Condominiums
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 10 reviews

    Located just 300 metres from Crescent Beach, Crescent Arms Condominiums provides accommodation in Siesta Key with access to a private beach area, an outdoor swimming pool, as well as a 24-hour front...

    La ubicación en la playa de Siesta Key es excelente!. El departamento es muy confortable

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

  • Canal 313 - Right in Siesta Key Village!
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 11 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!
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 6 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.

  • Avenida Lower
    Budget options available
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 5 reviews

    Boasting air-conditioned accommodation with a private pool, Avenida Lower is set in Siesta Key. It is situated 600 metres from Siesta Key Beach and offers a 24-hour front desk.

  • Retreat Half-Mile to BeachandSiesta Key Village
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 5 reviews

    Located in Siesta Key, 1 km from Siesta Key Beach and 2.5 km from Crescent Beach, Retreat Half-Mile to BeachandSiesta Key Village provides air-conditioned accommodation with a patio and free WiFi.

    excellent location, safe and quiet neighborhood. Very clean and remodeled.

  • Walk to Beach, Updated Condo, Private Patio and Grill
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 9 reviews

    Situated in Siesta Key, 300 metres from Siesta Key Beach and 1.1 km from Crescent Beach, Walk to Beach, Updated Condo, Private Patio and Grill offers air conditioning.

  • Sea Club II 5955 #8E
    Budget options available
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 9 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.

  • Siesta Key Beach - Tropea 665 #3
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 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.

  • Siesta Key - Miramar 1216
    Budget options available
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 5 reviews

    Featuring air-conditioned accommodation with a private pool, Siesta Key - Miramar 1216 is set in Siesta Key. This 4-star holiday home offers a lift and an ATM.

    Beautiful, conveniently located, lots of room, amenities

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

  • Lantana - 5251A
    10.0
    Scored 10.0
    Exceptional
    Rated 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 Foam - 173
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

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

  • Villa Champagne - 5322
    10.0
    Scored 10.0
    Exceptional
    Rated 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.

  • Driftwood Beach Oasis
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in Siesta Key, 200 metres from Siesta Key Beach and 1 km from Crescent Beach, Driftwood Beach Oasis offers air conditioning. This property offers a private pool and free private parking.

  • Monarch Villa - 5542 W
    10.0
    Scored 10.0
    Exceptional
    Rated 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.

  • The Key Canal - 455
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in Siesta Key, The Key Canal - 455 provides accommodation with private pool, free WiFi and free private parking for guests who drive.

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

    Situated in Siesta Key, Dry Dock features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Sea Dream - 171
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

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

  • Sunset Gulf
    Central location
    9.0
    Scored 9.0
    Superb
    Rated 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.

  • Sea Escape - 172
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 2 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
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 5 reviews

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

  • Siesta Heron Suites & Villas
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 283 reviews

    Situated in Siesta Key, Siesta Heron Suites & Villas offers a heated pool. There is a private entrance at the holiday home for the convenience of those who stay.

    El apartamento es amplio. Una buena cocina. En acogedor.

  • On the Beach, Walk to Village, Watch the Sunsets from Balcony
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 3 reviews

    Boasting sea views, On the Beach, Walk to Village, Watch the Sunsets from Balcony features accommodation with a patio, around 200 metres from Siesta Key Beach.

  • Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Featuring air-conditioned accommodation with a private pool, Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village is located in Siesta Key.

  • Mimosa - 5251B
    Central location
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Set in Siesta Key, 400 metres from Siesta Key Beach and 2 km from Crescent Beach, Mimosa - 5251B offers air conditioning.

  • Jamaica Royale - 49
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 6 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.

  • Central - Edgemere 738
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Featuring air-conditioned accommodation with a private pool, Central - Edgemere 738 is set in Siesta Key. The 4-star holiday home is 10 km from Sarasota Opera.

  • Admirals Watch - 673
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

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

  • Siesta Key Beach 665 #1
    7.9
    Scored 7.9
    Good
    Rated good
     · 15 reviews

    Situated in Siesta Key, 100 metres from Siesta Key Beach and less than 1 km from Crescent Beach, Siesta Key Beach 665 #1 offers air conditioning. This 4-star holiday home offers a 24-hour front desk.

    it was clean and cozy and plenty of room for me, my husband and my 3 kids

  • Scenic Siesta Key Home about 1 Mi to Village and Beach!
    7.7
    Scored 7.7
    Good
    Rated good
     · 3 reviews

    Located in Siesta Key, 15 km from The John and Mable Ringling Museum of Art and 10 km from Sarasota Opera, Scenic Siesta Key Home about 1 Mi to Village and Beach!

  • Spanish Siesta
    Central location
    7.6
    Scored 7.6
    Good
    Rated good
     · 11 reviews

    Offering garden views, Spanish Siesta is an accommodation set in Siesta Key, 15 km from The John and Mable Ringling Museum of Art and 10 km from Sarasota Opera.

  • Lookout by Beachside Management
    7.3
    Scored 7.3
    Good
    Rated good
     · 9 reviews

    Featuring air-conditioned accommodation with a private pool, pool view and a patio, Lookout by Beachside Management is located in Siesta Key.

  • Beach Front and Walking Distance to Village
    7.0
    Scored 7.0
    Good
    Rated 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.

  • Vinca - 5251D
    Central location

    Located in Siesta Key, 400 metres from Siesta Key Beach and 2 km from Crescent Beach, Vinca - 5251D offers air conditioning.

  • Plumbago - 5251C

    Set in Siesta Key, 400 metres from Siesta Key Beach and 2 km from Crescent Beach, Plumbago - 5251C offers air conditioning.

  • Mandevilla - U
    Central location

    Located in Siesta Key, 400 metres from Siesta Key Beach and 2 km from Crescent Beach, Mandevilla - U offers air conditioning.

  • Honeysuckle - L

    Located in Siesta Key, 400 metres from Siesta Key Beach and 2 km from Crescent Beach, Honeysuckle - L offers air conditioning.

  • The Hummingbird

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

FAQ about holiday homes in Siesta Key






Holiday homes that guests love in Siesta Key

  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 366 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
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 1 review
    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
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 366 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
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 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
  • 8.0
    Scored 8.0
    Very good
    Rated very good
     · 2 reviews
    The location is excellent. We enjoyed the backyard garden and private pool. Access to the town and to the beach is excellent - everything is within walking distance. We appreciated having access to bikes. The house is clean and well supplied (e.g. dishes, towels, beach cart, furniture).
    Jack
    Solo traveller
  • 6.9
    Scored 6.9
    Pleasant
    Rated pleasant
     · 59 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: £290.62
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 283 reviews
    Very clean.. close to the main beaches and it is comfortable...
    José Roberto
    Family with young children
  • Avg. price/night: £253
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 434 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
  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 336 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
  • 8.4
    Scored 8.4
    Very good
    Rated very good
     · 46 reviews
    Very clean house. Great location across the street from the beach.
    Susanna
    Group