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The best villas in Siesta Key

Check out our selection of great villas in Siesta Key

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Sea Dream - 171, hotel in Siesta Key

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

The property was immaculate despite the devastation from the hurricane. We felt so cozy & comfortable in the condo. The hosts thought of everything! From complimentary cupcakes to beach chairs & towels, we felt so pampered during our stay.
Scored 9.0
9.0
Rated wonderful
Wonderful
8 reviews
Price from
$420
1 night, 2 adults
Sea Escape - 172, hotel in Siesta Key

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

Close to the beach and Main Street
Scored 8.0
8.0
Rated very good
Very Good
6 reviews
Price from
$420
1 night, 2 adults
2bed/2bath Condo next to Siesta Key ~A Hidden Gem, hotel in Siesta Key

2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodations in Sarasota, a 19-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

Location and cleanliness
Scored 9.0
9.0
Rated wonderful
Wonderful
6 reviews
Price from
$165.75
1 night, 2 adults
Location Siesta 1 mile away Home with HOT SPA, hotel in Siesta Key

Location Siesta 1 mile away Home with HOT SPA is a recently renovated vacation home in Sarasota where guests can make the most of its indoor pool, garden, and shared lounge.

This was one of the best stays that we have had in Sarasota! The location is great. The house amenities were superior. This smart home was gorgeous. We enjoyed the spa, grill, and patio immensely. Everything in the home was clean, smelled amazing, well thought out, and easy to use. We look forward to booking again.⭐️⭐️⭐️⭐️⭐️
Scored 9.1
9.1
Rated wonderful
Wonderful
8 reviews
Price from
$399
1 night, 2 adults
Florinda 3bdr/2bth 2car garage with New Pool, hotel in Siesta Key

Florinda 3bdr/2bth 2car garage with New Pool is located in Sarasota, just 7.8 miles from The John and Mable Ringling Museum of Art and 4.2 miles from Sarasota Opera.

The home was a perfect size for two couples traveling together. The location was perfect! Everything we had planned was within 15 minutes. The pool was a wonderful feature that we took advantage of. I was also impressed with the information given in the property description. Specifically that feather pillows are used in the bedrooms. I am allergic and was grateful that I was able to plan ahead and bring my own pillows instead of making an impromptu shopping trip.
Scored 9.1
9.1
Rated wonderful
Wonderful
30 reviews
Price from
$249
1 night, 2 adults
Bernice 3bd2bth With Heated Pool Near Siesta Key!, hotel in Siesta Key

Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.7 miles from Sarasota Opera.

Excellent.
Scored 9.2
9.2
Rated wonderful
Wonderful
18 reviews
Price from
$219
1 night, 2 adults
Entire Home by Siesta Key/closed to downtown, hotel in Siesta Key

Entire Home by Siesta Key/closed to downtown is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 7 miles from Sarasota Opera.

Had a cozy cottage feel to it.
Scored 9.3
9.3
Rated wonderful
Wonderful
20 reviews
Price from
$97.20
1 night, 2 adults
Welcome to The Bray Escape 4 miles to Siesta Key, hotel in Siesta Key

Welcome to The Bray Escape 4 miles to Siesta Key is a recently renovated vacation home in Sarasota where guests can make the most of the garden and tennis court.

Great kitchen to make your own breakfast!
Scored 9.8
9.8
Rated exceptional
Exceptional
14 reviews
Price from
$263.50
1 night, 2 adults
Hidden quiet gem close to everything!!!, hotel in Siesta Key

Hidden quiet gem close to everything!!! offers accommodations in Sarasota, 8.3 miles from The John and Mable Ringling Museum of Art and 4.8 miles from Sarasota Opera.

Lots of room. Everything we needed. Close to everything
Scored 9.2
9.2
Rated wonderful
Wonderful
48 reviews
Price from
$205.20
1 night, 2 adults
Siesta Key Beach Resort and Suites, hotel in Siesta Key

Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.

Siesta Key Resort and Suites maintenence man John was amazing, he helped us out when we needed ice,information on area, he really didn't need to help us but he did....thank you John
Scored 8.3
8.3
Rated very good
Very Good
985 reviews
Price from
$189
1 night, 2 adults
All villas in Siesta Key
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.

Most booked villas in Siesta Key and surrounding area in the past 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 wonderful
    Wonderful
     · 5 reviews

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

  • Canal Lower-Gorgeous 3 bed 3 bath near SK Village
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 7 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
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 9 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.

    all the apartment was spectacular all like averething

  • Newly Fully Updated and Modern, Short Walk to BEACH
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 8 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
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 43 reviews

    Siesta Key Island Rentals provides an indoor pool and air-conditioned accommodations in Siesta Key, a 4-minute walk from Siesta Key Beach.

    Close to beach, to downtown and all the restaurants.

  • Our House At The Beach, East Tower, 5th Fl
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 6 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
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 7 reviews

    LuLu's Key House Green 1/1 Upstairs is located in Siesta Key, just a 6-minute walk from Siesta Key Beach and 0.4 miles from Crescent Beach.

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

  • Crescent Arms Condominiums
    Scored 9.1
    9.1
    Rated wonderful
    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.

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

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

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

    Sea Foam - 173 offers accommodations in Siesta Key, a 2-minute walk from Siesta Key Beach and 1.4 miles from Crescent Beach.

  • Villa Champagne - 5322
    Scored 10.0
    10.0
    Rated exceptional
    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.

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

    Avenida Sanctuary is located in Siesta Key, just a 4-minute walk from Siesta Key Beach and 0.7 miles from Crescent Beach. This property offers a private pool and free private parking.

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

    Hawk's Sea Nest offers accommodations in Siesta Key, a 6-minute walk from Siesta Key Beach and 0.4 miles from Crescent Beach. This beachfront property offers access to a balcony.

  • Villa Vista Mare - 675
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    Villa Vista Mare - 675 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and a 11-minute walk from Crescent Beach.

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

  • Sea Coast - 276
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

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

  • Dry Dock
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    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.

  • Mimosa - 5251B
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2 reviews

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

  • Sea Dream - 171
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 8 reviews

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

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

  • Sea Angel - 274
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

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

  • Isla Amor - 86
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Isla Amor - 86 is located in Siesta Key, just a 7-minute walk from Siesta Key Beach and one mile from Crescent Beach. This property offers a private pool, free Wifi, and free private parking.

  • Admirals Watch - 673
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 3 reviews

    Admirals Watch - 673 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and a 11-minute walk from Crescent Beach.

    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 wonderful
    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
    Scored 8.9
    8.9
    Rated excellent
    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.

  • Siesta Key Beach - Tropea 665 #3
    Scored 8.4
    8.4
    Rated very good
    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.

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

    Just a 2-minute walk from Siesta Key Beach and 600 yards from Crescent Beach, Beach Way Getaway features accommodations in Siesta Key with a terrace.

  • Siesta Key Beach 665 #1
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 13 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.

    Spacious enough for a family of 4. Very conveniently close to the beach. Great amenities

  • Endless Views - 532
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 1 review

    Endless Views - 532 is located in Siesta Key, just a 5-minute walk from Siesta Key Beach and 0.9 miles from Crescent Beach.

  • Lookout
    Central location
    Scored 7.6
    7.6
    Rated good
    Good
     · 8 reviews

    Just a 3-minute walk from Siesta Key Beach and 0.6 miles from Crescent Beach, Lookout features accommodations in Siesta Key with free bikes.

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

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

  • Siesta Key Waterfront CHRISTMAS WEEK STILL OPENED!!
    Scored 3.5
    3.5
    Rated poor
    Poor
     · 2 reviews

    Siesta Key Waterfront CHRISTMAS WEEK STILL OPENED!! is a recently renovated vacation home in Siesta Key where guests can make the most of its outdoor swimming pool, tennis court, and bar.

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

    Just a 4-minute walk from Siesta Key Beach and 0.8 miles from Crescent Beach, Jellyfish Unit, Walk to Beach & Siesta Key Village, Pet-Friendly features accommodations in Siesta Key with an outdoor...

  • 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.

  • The Sun Dial - 827

    The Sun Dial - 827 offers accommodations in Siesta Key, 1.1 miles from Siesta Key Beach and 1.2 miles from Crescent Beach.

  • Sand Dollar Cottage - 910

    Sand Dollar Cottage - 910 offers accommodations in Siesta Key, a 15-minute walk from Siesta Key Beach and one mile from Crescent Beach.

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

  • Sea Escape - 172
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 6 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
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 12 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.

    location to downtown and beach access was an easy walk

  • Canal 315 - Right in Siesta Key Village!
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 7 reviews

    Canal 315 - Right in Siesta Key Village! offers accommodations in Siesta Key, a 7-minute walk from Siesta Key Beach and 1.3 miles from Crescent Beach.

    Great location to walk to Village and Siesta Key Beach.

  • Canal 313 - Right in Siesta Key Village!
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 18 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!
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 8 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
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 8 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.

  • Beautiful property on Siesta Key
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 40 reviews

    Just a 5-minute walk from Crescent Beach and one mile from Siesta Key Beach, Beautiful property on Siesta Key features accommodations in Siesta Key with a private beach area, an outdoor swimming pool,...

    I liked the neighborhood. It was quiet and peaceful.

  • Crescent Beach Villas
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 23 reviews

    Crescent Beach Villas enjoys a location in Siesta Key, a 3-minute walk from Crescent Beach and one mile from Turtle Beach. Both free Wifi and parking on-site are available at the villa free of charge.

    Close to the beach , great location and privacy , the pool was great !

FAQ about villas in Siesta Key

Villas That Guests Love in Siesta Key

See all
  • Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 464 reviews
    This location was so clean and super close to the beach. It is nice to have a private beach ⛱️ . The trolley was wonderful to get to the village.
    Melissa
    Young couple
  • Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 364 reviews
    The property is so clean and nice and in a great location. Having the wagons with cars and an umbrellas and cooler available is just wonderful. We lived that we could walk almost everywhere and catch the trolley into the village of within two blocks of the property. Already booked a return visit for June 2025 and bringing the kids.
    Kirrena
    Young couple
  • Scored 7.9
    7.9
    Rated good
    Good
     · 24 reviews
    Great location. Very close to trolley stops, within walking distance of the village and very easy access to beach.
    Amanda
    Young couple
  • Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 43 reviews
    Property was in the perfect location! Close walk to the beach and the village! Perfect little beach house with an adorable pool!
    Kristin
    Family with young children
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 543 reviews
    Close to siesta key village and right across the street from the beach.
    monica
    Travelers with friends
  • Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 210 reviews
    The place was perfect!!! Nice and clean. Close to Siesta Key Village and next to the beach. We stayed in cottage 1, and the outside shower was amazing. Have private sitting area and fish pond is right outside out front door. Definitely will be staying again.
    Sandy
    Travelers with friends
  • Scored 8.2
    8.2
    Rated very good
    Very Good
     · 14 reviews
    My husband and I stayed here last November so knew what to expect. The beach wagon comes in so handy when walking to the village for groceries. Both times staying here the place was so clean!
    Tisha
    Family with young children
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 543 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
  • Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 464 reviews
    great location. very clean. free and updated laundry facilities on-site. nice villas.
    Donna
    Young couple
  • Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 364 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