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The 10 Best Villas in Siesta Key, USA

Check out our selection of great villas in Siesta Key

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Boasting air-conditioned accommodation with a heated pool, Salt & Serenity is situated in Siesta Key. The property is around 700 metres from Crescent Beach, 17 km from The John and Mable Ringling Museum of Art and 11 km from Sarasota Opera. Free WiFi is available throughout the property and Siesta Key Beach is 600 metres away.

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
$230.71
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
$322
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
$267.60
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
28 reviews
Price from
$216.19
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
$234.13
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

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 desk. This beachfront property offers access to a balcony, free private parking and free WiFi. The accommodation features a lift and luggage storage space for guests.

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
280 reviews
Price from
$129.60
per night

Featuring air-conditioned accommodation with a patio, Heat of Siesta Village Walk to Beach w heated Pool is located in Siesta Key. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is situated 700 metres from Siesta Key Beach.

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

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8.4
Very Good
5 reviews
Price from
$336
per night

Looking for a villa?

Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.
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Most booked villas 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
     · 28 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.

  • 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.

  • 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

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

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

    Lantana - 5251A is located in Siesta Key, just a 5-minute walk from Siesta Key Beach and 1.2 miles from Crescent Beach.

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

    Sea Breeze - 275 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • 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 Kemp Ridley 1/1 Downstairs
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

    LuLu's Key House Kemp Ridley 1/1 Downstairs offers accommodations in Siesta Key, a 5-minute walk from Siesta Key Beach and 1.2 miles from Crescent Beach.

  • 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.

  • 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.

  • 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.

  • Siesta Heron Suites & Villas
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 280 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.

  • 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.

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

    Mimosa - 5251B offers accommodations in Siesta Key, a 5-minute walk from Siesta Key Beach and 1.2 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.

  • 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.

  • 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

  • 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.

  • Scenic Siesta Key Home about 1 Mi to Village and Beach!
    7.0
    Scored 7.0
    Good
    Rated good
     · 4 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.

  • 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.

  • Honeysuckle - L

    Honeysuckle - L is located in Siesta Key, just a 5-minute walk from Siesta Key Beach and 1.2 miles from Crescent Beach.

  • Sea Coast - 276

    Sea Coast - 276 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • The Coral Reef - L

    The Coral Reef - L offers accommodations in Siesta Key, a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

Traveling by car? These villas in Siesta Key offer free parking!

  • Siesta Key Beach Home

    Siesta Key Beach Home is a recently renovated vacation home in Siesta Key where guests can make the most of the tennis court and bar.

  • CJs on Siesta - 104

    CJs on Siesta - 104 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • Sea Angel - 274

    Sea Angel - 274 is located in Siesta Key, just a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • The Beachy Keen - U

    The Beachy Keen - U 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.

  • 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

  • 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.

  • Jamaica Royale - 49
    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.

FAQ about villas in Siesta Key






Villas That Guests Love in Siesta Key

  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 4 reviews
    Beautiful place to rent for Vacation. The place was Beautifully Decorated, Super Clean, all the Amenities anyone needs. Amazing Location! The front patio view of the Beach was perfect for sun in the afternoon & an evening cocktail before heading into the Village. The Pool Room & Pool were such an Awesome plus since it was a bit Windy on the Beach to lay. We stayed Poolside. We road the Frogger or Uber. Highly Recommend staying here with your Family.
    martin
    Family with young children
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 28 reviews
    Quiet surroundings and proximity to the beach and village
    Kenneth
    Young couple
  • 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
  • 7.9
    Scored 7.9
    Good
    Rated good
     · 13 reviews
    Close to beach, close to trolley stop and the village Room size was good and nice little sitting area outside sliding door
    Theresa
    Travelers with friends
  • 8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 575 reviews
    Great location. Short walk to the excellent white sand beach. Easy walk to the Village Center where shops and restaurants are located. Trolley stop is near the villas. Villa has a Old Florida character.
    Leland
    Young couple
  • 8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 11 reviews
    In the village
    A
    Anonymous
    Family with young children
  • 8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 575 reviews
    Excellent location. Just minutes from the beach and the village. Excellent communication from the property manager. Good pool, use of beach chairs made it an all round good find. It is well appointed with everything we needed.
    Elaine
    Young couple
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 336 reviews
    The unit was great! Very clean! Excellent location. Access to the beach is good and about a 10-15 min walk to the "Village ", but there are plenty of free/tip-based shuttles options.
    Jenn
    Young couple
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 236 reviews
    It was close to the beach and Siesta Key Village
    Spencer
    Young couple
  • Avg. price/night: $315.27
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 363 reviews
    These individual villas/condos are adorable and clean! I love the ease of ground floor access and not being in a high rise. The location is great, with a short walk to the beach or local restaurants. This was my 2nd stay and I will continue to return.
    Jane
    Solo traveler