
Oscar Scherer State Park, Osprey
08/19 – 08/27
$234/nighttotal: $1872 (8 )
Vista Hermosa Cabana - Enjoy The Beach Life Here On The Island!!!!
2 2apartment , Siesta Key
This Siesta Key apartment is conveniently located within a mile of Crescent Beach and Siesta Key Beach, and just two miles from Turtle Beach, offering easy access to the island's most popular stretches of white sand. It boasts consistently excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The apartment is spacious, offering 1400 square feet and comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a washing machine, two bathrooms, internet access, and a designated smoking area, ensuring a convenient and enjoyable stay.
The apartment is spacious, offering 1400 square feet and comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a washing machine, two bathrooms, internet access, and a designated smoking area, ensuring a convenient and enjoyable stay.

Oscar Scherer State Park, Osprey
06/22 – 07/04
$133/nighttotal: $1596 (12 )
Lovely Cottage Close To Beach
2 2cottage , Laurel
This 2-bedroom, 1-bathroom bungalow is situated in the charming Lyons Bay neighborhood of Laurel, just a short walk or bike ride from Nokomis Beach. It has received excellent ratings for its location, cleanliness, and user experience.
The bungalow offers a spacious front yard, a covered front porch, and direct access to the intercoastal waterway for kayaking. It also features a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, a spa, and parking. The bungalow can accommodate up to 4 guests and is pet-friendly.
The bungalow offers a spacious front yard, a covered front porch, and direct access to the intercoastal waterway for kayaking. It also features a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, a spa, and parking. The bungalow can accommodate up to 4 guests and is pet-friendly.

Oscar Scherer State Park, Osprey
08/19 – 08/27
$231/nighttotal: $1848 (8 )
Condo On Quiet Cul-de-sac | Heated Pool/spa | Tennis | Putting Green | Short Drive To Beach
2 2apartment , Vamo
This Gulf Gate Estates apartment is just a short drive from Sarasota Square and Pelican Plaza, offering easy access to shopping, dining, and entertainment. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom, two-bathroom apartment offers 1360 square feet of space, comfortably accommodating up to four guests. Enjoy free amenities like internet, a swimming pool, a tennis court, and a barbecue grill for a relaxing and enjoyable vacation.
The two-bedroom, two-bathroom apartment offers 1360 square feet of space, comfortably accommodating up to four guests. Enjoy free amenities like internet, a swimming pool, a tennis court, and a barbecue grill for a relaxing and enjoyable vacation.

Oscar Scherer State Park, Osprey
06/22 – 07/04
$205/nighttotal: $2460 (12 )
Bright Spacious Villa With A Pool 15 Min From Siesta Beach #1 Beach In The Usa
2 2house , Gulf Gate Estates
This Sarasota golf villa is conveniently located near Sarasota Square (0.5 miles), Gulf Gate Golf Club and Gulf Gate Mall (within 3 miles), and Stoneybrook Golf & Country Club and Historic Spanish Point (within 3 miles).
This 1,360-square-foot, smoke-free house sleeps six and boasts two bedrooms, two bathrooms, a private pool, a jacuzzi, a tennis court, and free Wi-Fi, all within easy reach of Sarasota's attractions.
This 1,360-square-foot, smoke-free house sleeps six and boasts two bedrooms, two bathrooms, a private pool, a jacuzzi, a tennis court, and free Wi-Fi, all within easy reach of Sarasota's attractions.

Oscar Scherer State Park, Osprey
10/10 – 10/15
$207/nighttotal: $1035 (5 )
Beechwood Suites B
1 4apartment , Siesta Key
This Siesta Key apartment rental is a short walk from Siesta Key's renowned beaches and offers easy access to local shops and restaurants.
The two-bedroom, two-bathroom condo sleeps six guests and features a private balcony overlooking a heated pool, a fenced-in yard with a BBQ, and private parking.
The two-bedroom, two-bathroom condo sleeps six guests and features a private balcony overlooking a heated pool, a fenced-in yard with a BBQ, and private parking.

Oscar Scherer State Park, Osprey
10/05 – 10/10
$240/nighttotal: $1200 (5 )
Sand Dollar Retreat
2 2house , Osprey
Sand Dollar Retreat in Osprey is located 14-15 miles from the Ringling Museum, 16 miles from the Sarasota International Convention Center, and 7.9 miles from Venice Theatre.
This 850 square foot vacation home sleeps up to 7 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, a full kitchen, free WiFi, a patio with an outdoor fireplace, and outdoor play equipment for children.
This 850 square foot vacation home sleeps up to 7 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, a full kitchen, free WiFi, a patio with an outdoor fireplace, and outdoor play equipment for children.

Oscar Scherer State Park, Osprey
10/10 – 10/15
$332/nighttotal: $1660 (5 )
Pet-friendly Modern Retreat Near Siesta Key
3 4apartment , Osprey
This Osprey, Florida vacation rental is a 13-minute walk from Historic Spanish Point and a 3-minute drive from Sarasota Square Mall.
This pet-friendly 2,000-square-foot home boasts three bedrooms, three bathrooms, sleeps eight, and features a fully equipped kitchen, in-unit laundry, a private garden, and covered parking.
This pet-friendly 2,000-square-foot home boasts three bedrooms, three bathrooms, sleeps eight, and features a fully equipped kitchen, in-unit laundry, a private garden, and covered parking.

Oscar Scherer State Park, Osprey
10/05 – 10/10
$133/nighttotal: $665 (5 )
Studio On Walking Distance To "Kasey Kay" Beach
1 2studio , Laurel
This one-bedroom apartment is located in Nokomis, just a short walk from Nokomis Beach and North Jetty Beach, offering a peaceful escape close to the sand and surf. The apartment has earned excellent ratings for its cleanliness, location, and overall experience.
This rental comfortably accommodates two guests and features a fully equipped kitchen, a private patio, and a washing machine for added convenience. Guests can enjoy free Wi-Fi, beach towels, and a coffee maker, along with access to a garden, parking, and air conditioning.
This rental comfortably accommodates two guests and features a fully equipped kitchen, a private patio, and a washing machine for added convenience. Guests can enjoy free Wi-Fi, beach towels, and a coffee maker, along with access to a garden, parking, and air conditioning.

Oscar Scherer State Park, Osprey
06/22 – 07/04
$118/nighttotal: $1416 (12 )
Great Condo Near Siesta Key Beach
1 2apartment , Gulf Gate Estates
This Sarasota condo in Gulf Gate Estates is located 4 miles from Siesta Key, offering convenient access to Crescent Beach, St. Armands Circle, and the Mall at University Town Center.
This 780 square foot, one-bedroom condo accommodates two guests and features a kitchen with a microwave and dishwasher, air conditioning, a community swimming pool, a garden, and parking, with a balcony providing a water view.
This 780 square foot, one-bedroom condo accommodates two guests and features a kitchen with a microwave and dishwasher, air conditioning, a community swimming pool, a garden, and parking, with a balcony providing a water view.

Oscar Scherer State Park, Osprey
10/05 – 10/10
$176/nighttotal: $880 (5 )
Tiny House Sand Dollar Near Siesta Key
2 2apartment , Gulf Gate Estates
This Gulf Gate Estates home is conveniently located near Gulf Gate Mall, Crescent Beach, and Siesta Key Beach, offering easy access to shopping, dining, and the beautiful Gulf Coast beaches. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This two-bedroom, one-bathroom vacation rental comfortably accommodates up to four guests. The home features a fully equipped kitchen, a patio for relaxing, air conditioning, internet access, and parking, making it ideal for a relaxing getaway.
This two-bedroom, one-bathroom vacation rental comfortably accommodates up to four guests. The home features a fully equipped kitchen, a patio for relaxing, air conditioning, internet access, and parking, making it ideal for a relaxing getaway.

Oscar Scherer State Park, Osprey
10/10 – 10/15
$178/nighttotal: $890 (5 )
Gateway To Siesta Key - 1/2 Mile To The Beach
2 4apartment , Gulf Gate Estates
This Gulf Gate Estates condo is located a half-mile from Siesta Key Beach and a short drive from downtown Sarasota, offering easy access to area attractions.
The two-bedroom, two-bathroom unit sleeps four guests and includes a fully equipped kitchen, in-unit laundry, beach chairs and towels, and access to a community pool.
The two-bedroom, two-bathroom unit sleeps four guests and includes a fully equipped kitchen, in-unit laundry, beach chairs and towels, and access to a community pool.

Oscar Scherer State Park, Osprey
10/10 – 10/15
$265/nighttotal: $1325 (5 )
New Serene Retreat | Private Patio & Pool
2 4apartment , Gulf Gate Estates
This Siesta Key apartment rental, perfect for a relaxing getaway, offers easy access to Siesta Key Village's shops and restaurants and proximity to Crescent Beach and Turtle Beach, renowned for their natural beauty, though precise distances are unspecified.
The two-bedroom, two-bathroom condo sleeps four guests and features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, a swimming pool, and parking; nearby water activities include swimming, sunbathing, and boating.
The two-bedroom, two-bathroom condo sleeps four guests and features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, a swimming pool, and parking; nearby water activities include swimming, sunbathing, and boating.













