Skip to main content

The 10 Best Vacation Rentals in Siesta Key, USA

Check out our selection of great vacation rentals in Siesta Key

Filter by:


Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

BeachPoint Cottages is located across the street from beach access points for Siesta Key . Shopping and dining at Siesta Village is a 3 minutes' walk from the property.

All cottages are air conditioned and include a full kitchen or a kitchenette and 1 or more flat-screen TVs.

Everything - Location, facility, area everything was amazing!

Show more Show less
9.1
Wonderful
235 reviews
Price from
$329
per night

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!

Show more Show less
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

Show more Show less
9.6
Exceptional
5 reviews
Price from
$319
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

Show more Show less
9.8
Exceptional
8 reviews
Price from
$238.80
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!

Show more Show less
9.7
Exceptional
7 reviews
Price from
$226.80
per night

Siesta Cooler: Only Minutes Walk to Siesta Beach! is situated in Siesta Key, 16 km from The John and Mable Ringling Museum of Art, 10 km from Sarasota Opera, as well as 10 km from Marina Jack Restaurant and Marina. The air-conditioned accommodation is 300 metres from Siesta Key Beach, and guests can benefit from private parking available on site and free WiFi. The property is non-smoking and is located 2.1 km from Crescent Beach.

Was a great location. Walkable to beach and the Village. The decor made you feel like you were definitely on a beach vacation!

Show more Show less
9.3
Wonderful
15 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.

Show more Show less
9.5
Exceptional
26 reviews
Price from
$177.72
per night

Featuring air-conditioned accommodation with a private pool, river view and a patio, Luxury Waterfront Views - Heated Pool - 1400sf Duplex - Minutes to the Beach is set in Siesta Key. Situated 400 metres from Crescent Beach, the property offers a tennis court and free private parking. The property is non-smoking and is located 2 km from Siesta Key Beach.

Beautiful spacious apartment. Great for family! Great view & very close to the beach.

Show more Show less
9
Wonderful
24 reviews
Price from
$296
per night

Boasting air-conditioned accommodation with a pool with a view, Stay Siesta Dunes, #300; by Beachside Management is situated in Siesta Key. This property offers access to a balcony, tennis at the tennis court, free private parking and free WiFi. The apartment features a hot tub and a lift.

Loved the location and amenities. The beach access was amazing.

Show more Show less
9.1
Wonderful
19 reviews
Price from
$446.88
per night

Set in Siesta Key, 500 metres from Siesta Key Beach and 600 metres from Crescent Beach, Our House at the Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool offers air-conditioned accommodation with a patio and free WiFi. This apartment also features a heated pool. The property is non-smoking and is situated 17 km from The John and Mable Ringling Museum of Art.

Nice apartment, perfect location close to public beach, just 10 minutes walk.

Show more Show less
9.4
Wonderful
7 reviews
Price from
$258.86
per night

Most booked vacation rentals in Siesta Key this month

Enjoy breakfast in Siesta Key!

  • BeachPoint Cottages
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 235 reviews

    BeachPoint Cottages is located across the street from beach access points for Siesta Key . Shopping and dining at Siesta Village is a 3 minutes' walk from the property.

    location perfect for beach,bars & restaurants.

  • 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 Cooler: Only Minutes Walk to Siesta Beach!
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 15 reviews

    Siesta Cooler: Only Minutes Walk to Siesta Beach! is located in Siesta Key, just 1.3 miles from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

    This property is right in the heart of Siesta Village.

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

  • Luxury Waterfront Views - Heated Pool - 1400sf Duplex - Minutes to the Beach
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 24 reviews

    Luxury Waterfront Views - Heated Pool - 1400sf Duplex - Minutes to the Beach offers accommodations in Siesta Key, a 4-minute walk from Crescent Beach and 1.2 miles from Siesta Key Beach.

    Los cuartos y el apartamento en generas está muy bueno

These vacation rentals in Siesta Key have options with FREE cancellation

  • Siesta Heron Suites & Villas
    Free cancellation options available
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 281 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.

  • Stay Siesta Dunes, #300; by Beachside Management
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 19 reviews

    Featuring free bikes, Stay Siesta Dunes, #300; by Beachside Management features accommodations in Siesta Key.

    Loved the location and amenities. The beach access was amazing.

  • Our House at the Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 7 reviews

    Our House at the Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool is located in Siesta Key, just a 6-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art.

    The location to the beach and the village was great!

  • Our House At The Beach, East Tower, 5th Fl
    Free cancellation options available
    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
    Free cancellation options available
    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
    Free cancellation options available
    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

  • Bianco Sands Resort by Beachside Management
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 164 reviews

    Just a 4-minute walk from Crescent Beach and one mile from Turtle Beach, Bianco Sands Resort by Beachside Management features accommodations in Siesta Key, with free bikes and barbecue facilities.

    Clean and very central for restaurant , beach , shopping

  • The Inn at Turtle Beach (Adults Only)
    Free cancellation options available
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 104 reviews

    This adult-only Siesta Key property features a private hot tub and patio in all studios.

    Location was great. Lots of things to do around the town.

Highly-rated vacation rentals in Siesta Key

  • Mimosa - 5251B
    8.0+ review score
    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.

  • Lantana - 5251A
    8.0+ review score
    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.

  • 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.

  • Coastal Surfside by Beachside Management
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 6 reviews

    Just a 3-minute walk from Siesta Key Beach and 1.1 miles from Crescent Beach, Coastal Surfside by Beachside Management features accommodations in Siesta Key, with free bikes.

  • 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.

  • Avenida Lower
    8.0+ review score
    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.

FAQ about vacation rentals in Siesta Key






Vacation Rentals That Guests Love in Siesta Key

  • 8.2
    Scored 8.2
    Very Good
    Rated very good
     · 35 reviews
    The unit was steps to the beach; small private pool was great. Conveniently located to Village. Parking on site. Quiet. Wagon with beach chairs was nice touch.
    L
    Lisa W
    Young couple
  • 8.0
    Scored 8.0
    Very Good
    Rated very good
     · 5 reviews
    Location was excellent. Right behind the village but away from all the spring break craziness. Perfect!
    David
    Young couple
  • 8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2 reviews
    Clean, close to the beach and village, we’ll supplied.
    David
    Young couple
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 15 reviews
    Everything … we loved everything about our stay here! The unit was extremely clean and comfortable, located in the heart of the village with beach access within a short walking distance. They had everything that you would need for a beach vacation already there for you. And although it is located in the village that is alive with music, people, and traffic, we couldn’t hear any of that while inside.
    J Meredith
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 26 reviews
    The location was perfect for our teen/young adults. Has everything within walking distance. Beach access is just right across the street along with trolley stop for if you want to take a trip to the village
    Billie
    Family with young children
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 336 reviews
    Best thing was location. Perfect location with beach access and walking distance to village. I liked and used the full kitchen.
    I
    Ingrid
    Family with young children
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 336 reviews
    I liked how close the property was to the beach and the village. You can walk everywhere.
    Bachman
    Solo traveler
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 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
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 1 review
    The location is awesome! It’s right in the village so it’s a short walk to get to restaurants, shops and the grocery store. Multiple beach accesses are also within walking distance. Beach chairs, beach towels, toys, coolers, boogie boards and a wagon were all provided! We were celebrating our 15th anniversary and they had cupcakes in the refrigerator decorated for our 15th anniversary! It was such a sweet surprise!! The rental was very clean and very spacious! The private pool is small but was warm and my kids loved it!
    LeighAnna
    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