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The 10 Best Vacation Homes in Siesta Key, USA

Check out our selection of great vacation homes in Siesta Key

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Review Score

Wonderful: 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
Wonderful
8 reviews
Price from
$237.29
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
$311
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
$276
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.

Great location and great property. We’ve stayed in Siesta Key many times and we usually stay much closer to the beach, but this property was fantastic! It’s a nice quiet area and the beach is a short 5 min walk. The property also has beach chairs, towels and umbrellas you can use - even a cart to pull it all in!

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9.7
Exceptional
7 reviews
Price from
$226.80
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
27 reviews
Price from
$203.69
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
Wonderful
5 reviews
Price from
$233.24
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
$202.90
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
Wonderful
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
$134.40
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
$102
per night

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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Most booked vacation homes in Siesta Key this month

Enjoy breakfast in Siesta Key!

  • Salt & Serenity
    Breakfast options
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 8 reviews

    Salt & Serenity is located in Siesta Key, just a 8-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art. With lake views, this accommodation features a balcony.

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

    10 miles from The John and Mable Ringling Museum of Art in Siesta Key, Canal Lower-Gorgeous 3 bed 3 bath near SK Village provides accommodations with access to a hot tub.

    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

    Spacious Updated Condo Just 2 Blocks to Siesta Key Beach offers accommodations in Siesta Key, a 13-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

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

    Newly Fully Updated and Modern, Short Walk to BEACH offers accommodations in Siesta Key, a 13-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

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

    Just a 4-minute walk from Siesta Key Beach and 0.8 miles from Crescent Beach, Siesta Key Island Rentals features accommodations in Siesta Key, with an indoor pool, a garden, and a tennis court.

    Close to beach, to downtown and all the restaurants.

  • Our House At The Beach, East Tower, 5th Fl
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews

    Our House At The Beach, East Tower, 5th Fl offers accommodations in Siesta Key, a 6-minute walk from Siesta Key Beach and 700 yards from Crescent Beach.

  • Crescent Arms Condominiums
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 10 reviews

    Featuring an outdoor swimming pool, Crescent Arms Condominiums features accommodations in Siesta Key. This beachfront property offers access to a balcony, free private parking, and free Wifi.

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

  • Canal 313 - Right in Siesta Key Village!
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 11 reviews

    Canal 313 - Right in Siesta Key Village! is a recently renovated vacation home in Siesta Key, near Siesta Key Beach. This property offers access to a terrace, free private parking, and free Wifi.

    Right in the middle of town. Kitchen was fully equipped

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

  • Canal 309 - Right in Siesta Key Village!
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 6 reviews

    Canal 309 - Right in Siesta Key Village! is located in Siesta Key, just a 6-minute walk from Siesta Key Beach and 1.3 miles from Crescent Beach.

    The location was excellent, walking distance to everything.

  • Avenida Lower
    Budget options available
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 5 reviews

    Avenida Lower is located in Siesta Key, just 1.4 miles from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

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

    Retreat Half-Mile to BeachandSiesta Key Village is located in Siesta Key, just a 12-minute walk from Siesta Key Beach and 1.5 miles from Crescent Beach.

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

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

    Walk to Beach, Updated Condo, Private Patio and Grill offers accommodations in Siesta Key, a 13-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

  • Jamaica Royale - 49
    Budget options available
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 6 reviews

    Jamaica Royale - 49 is located in Siesta Key, just 11 miles from The John and Mable Ringling Museum of Art and 7.1 miles from Sarasota Opera.

  • Sea Club II 5955 #8E
    Budget options available
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 9 reviews

    Sea Club II 5955 #8E is located in Siesta Key, just a 6-minute walk from Crescent Beach and 0.9 miles from Siesta Key Beach. This 4-star vacation home offers a 24-hour front desk.

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

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

    Siesta Key - Miramar 1216 offers accommodations in Siesta Key, a 5-minute walk from Crescent Beach and one mile from Siesta Key Beach. This 4-star vacation home offers an elevator and an ATM.

    Beautiful, conveniently located, lots of room, amenities

  • Siesta Key Beach 5830 #T34
    Budget options available
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 18 reviews

    Siesta Key Beach 5830 #T34 is located in Siesta Key, just a few steps from Crescent Beach and a 16-minute walk from Siesta Key Beach. This beachfront property offers access to a balcony.

Great access to the city center! Check these vacation homes in Siesta Key

  • Sea Foam - 173
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Sea Foam - 173 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

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

    Villa Champagne - 5322 is located in Siesta Key, just a 9-minute walk from Siesta Key Beach and 0.9 miles from Crescent Beach.

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

    Driftwood Beach Oasis is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 0.6 miles from Crescent Beach. This property offers a private pool and free private parking.

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

    Monarch Villa - 5542 W offers accommodations in Siesta Key, a 2-minute walk from Siesta Key Beach and 0.7 miles from Crescent Beach.

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

    The Key Canal - 455 offers accommodations in Siesta Key, a 4-minute walk from Siesta Key Beach and one mile from Crescent Beach.

  • LuLu's Key House Green 1/1 Upstairs
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 8 reviews

    LuLu's Key House Green 1/1 Upstairs offers accommodations in Siesta Key, 6.7 miles from Sarasota Opera and 6.7 miles from Marina Jack Restaurant and Marina.

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

    Dry Dock offers accommodations in Siesta Key, a 4-minute walk from Siesta Key Beach and 0.9 miles from Crescent Beach. This property offers a private pool, free Wifi, and free private parking.

  • Sea Dream - 171
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Sea Dream - 171 offers accommodations in Siesta Key, a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • Sunset Gulf
    Central location
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Sunset Gulf offers accommodations in Siesta Key, a 3-minute walk from Siesta Key Beach and 0.8 miles from Crescent Beach. 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

    Sea Escape - 172 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • Heat of Siesta Village Walk to Beach w heated Pool
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 5 reviews

    Heat of Siesta Village Walk to Beach w heated Pool is located in Siesta Key, just a 8-minute walk from Siesta Key Beach and 1.5 miles from Crescent Beach.

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

    Siesta Key Beach - Tropea 665 #3 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and a 11-minute walk from Crescent Beach. This 4-star vacation home offers a 24-hour front desk.

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

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

    Siesta Heron Suites & Villas offers accommodations in Siesta Key, 1.5 miles from Crescent Beach and 12 miles from The John and Mable Ringling Museum of Art.

    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

    On the Beach, Walk to Village, Watch the Sunsets from Balcony is located in Siesta Key, just a 1-minute walk from Siesta Key Beach and 0.6 miles from Crescent Beach.

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

    Central - Edgemere 738 is located in Siesta Key, just 10 miles from The John and Mable Ringling Museum of Art and 6 miles from Sarasota Opera. Guests may go for a swim in the private pool.

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

    Admirals Watch - 673 is located in Siesta Key, just a few steps from Siesta Key Beach and a 11-minute walk from Crescent Beach.

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

    Just a 4-minute walk from Siesta Key Beach and 0.8 miles from Crescent Beach, Jellyfish-Flamingo House, Amazing Location On Beach & Walk To Village features accommodations in Siesta Key with an...

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

    Siesta Key Beach 665 #1 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and a 11-minute walk from Crescent Beach. This 4-star vacation 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

    Scenic Siesta Key Home about 1 Mi to Village and Beach! offers accommodations in Siesta Key, 6 miles from Sarasota Opera and 6 miles from Marina Jack Restaurant and Marina.

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

    Spanish Siesta is located in Siesta Key, just 1.4 miles from Siesta Key Beach and 1.4 miles from Crescent Beach. Both free Wifi and private parking are available at the vacation home free of charge.

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

    Offering an outdoor swimming pool and free bikes, Lookout by Beachside Management in Siesta Key is close to Siesta Key Beach and Crescent Beach.

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

    Beach Front and Walking Distance to Village is located in Siesta Key, just a few steps from Siesta Key Beach and a 11-minute walk from Crescent Beach.

  • Vinca - 5251D
    Central location

    Vinca - 5251D offers accommodations in Siesta Key, a 5-minute walk from Siesta Key Beach and 1.2 miles from Crescent Beach.

  • Plumbago - 5251C

    Plumbago - 5251C offers accommodations in Siesta Key, a 5-minute walk from Siesta Key Beach and 1.2 miles from Crescent Beach.

  • Mandevilla - U
    Central location

    Mandevilla - U offers accommodations in Siesta Key, a 5-minute walk from Siesta Key Beach and 1.2 miles from Crescent Beach.

  • Seagull Studio - 117B

    Seagull Studio - 117B is located in Siesta Key, just 1.4 miles from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

  • Heron House
    Central location

    Heron House offers accommodations in Siesta Key, 1.4 miles from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

  • Pelicans Place - 117A

    Pelicans Place - 117A is located in Siesta Key, just a few steps from Siesta Key Beach and 1.4 miles from Crescent Beach.

FAQ about vacation homes in Siesta Key






Vacation Homes That Guests Love in Siesta Key

  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 365 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 traveler
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 365 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 traveler
  • 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 traveler
  • 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: $362.16
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 282 reviews
    Very clean.. close to the main beaches and it is comfortable...
    José Roberto
    Family with young children
  • Avg. price/night: $315.27
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 435 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
    Excellent
    Rated excellent
     · 335 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