
Oscar Scherer State Park, Osprey
08/19 – 08/23
$234/nighttotal: $936 (4 )
Sandy Shores Villa Near Sieta Key And Other Beaches
2 3house , Gulf Gate Estates
This house is a great choice for travelers visiting Gulf Gate Estates. It is located within walking distance of major attractions, such as Sarasota Square and Pelican Plaza, and just 3 miles from Gulf Gate Golf Club and Gulf Gate Mall. The house has received excellent ratings for its location, cleanliness, and user experience.
The house has two bedrooms, two bathrooms, and a floor area of 1400 square feet. It is fully equipped with a kitchen, air conditioning, a swimming pool, a spa tub, a terrace/balcony, a garden, a spa, a tennis court, and parking. Pets are allowed, and the house is family-friendly.
The house has two bedrooms, two bathrooms, and a floor area of 1400 square feet. It is fully equipped with a kitchen, air conditioning, a swimming pool, a spa tub, a terrace/balcony, a garden, a spa, a tennis court, and parking. Pets are allowed, and the house is family-friendly.

Oscar Scherer State Park, Osprey
08/23 – 09/01
$129/nighttotal: $1161 (9 )
Staycation Sanctuary
1 2apartment , Laurel
This charming cottage is located just 1.5 blocks from the Gulf of Mexico and a half mile from the Jetties, a popular spot for dolphin, manatee, and ray sightings. The cottage has received excellent ratings for its cleanliness, location, and overall user experience.
The cottage comfortably sleeps four guests and features a full kitchen, a private garden, and a covered parking space. Enjoy the convenience of an outdoor shower, a grill, and a fenced-in backyard, perfect for relaxing after a day at the beach.
The cottage comfortably sleeps four guests and features a full kitchen, a private garden, and a covered parking space. Enjoy the convenience of an outdoor shower, a grill, and a fenced-in backyard, perfect for relaxing after a day at the beach.

Oscar Scherer State Park, Osprey
08/19 – 08/23
$233/nighttotal: $932 (4 )
Crescent Beach 1011 #3
1 3house , Siesta Key
This vacation home is located in Sarasota, just steps from Crescent Beach and a short drive from Turtle Beach, with Sarasota Opera and Marina Jack Restaurant & Marina both being approximately 7.7 miles away. The property has received excellent ratings for user experience, location, and cleanliness.
The home offers two bedrooms, a living room, a fully equipped kitchen, and two bathrooms. It features a private pool, a terrace, a garden, and a spa, as well as internet access, air conditioning, and parking.
The home offers two bedrooms, a living room, a fully equipped kitchen, and two bathrooms. It features a private pool, a terrace, a garden, and a spa, as well as internet access, air conditioning, and parking.

Oscar Scherer State Park, Osprey
08/23 – 09/01
$265/nighttotal: $2385 (9 )
Beach Club Cute Cottage In C Bldg
2 2house , Siesta Key
This Siesta Key cottage is located in Sarasota, a two-minute walk from Crescent Beach and 1.3 miles from Turtle Beach, with St. Armands Circle and Sarasota Jungle Gardens within 10 miles.
The fully equipped vacation rental boasts a kitchen with a fridge, microwave, and dishwasher, a private pool and Jacuzzi, free parking, and in-unit laundry, accommodating guests 25 and older.
The fully equipped vacation rental boasts a kitchen with a fridge, microwave, and dishwasher, a private pool and Jacuzzi, free parking, and in-unit laundry, accommodating guests 25 and older.

Oscar Scherer State Park, Osprey
08/19 – 08/23
$178/nighttotal: $712 (4 )
2br/2ba Condo Sienna Park
2 3apartment , Gulf Gate Estates
This 2-bedroom condo in Sienna Park is located in Sarasota, about 11 miles from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport, offering a peaceful retreat from the bustling city. The apartment has received excellent ratings for cleanliness, location, and user experience.
The 1090 square foot condo comfortably accommodates up to 6 guests and features a fully equipped kitchen, private patio with garden views, a heated pool, and a range of amenities like a barbecue, garden, and cable TV.
The 1090 square foot condo comfortably accommodates up to 6 guests and features a fully equipped kitchen, private patio with garden views, a heated pool, and a range of amenities like a barbecue, garden, and cable TV.

Oscar Scherer State Park, Osprey
08/19 – 08/23
$249/nighttotal: $996 (4 )
Sand Dollar Retreat
2 3house , 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
08/19 – 08/23
$175/nighttotal: $700 (4 )
Walk To The Beach In Minutes From This Recently Remodeled Condo.
2 3apartment , Laurel
This Laurel apartment is located just a mile from Nokomis Beach and North Jetty Beach, offering a peaceful escape near the beautiful coastline. Guests rave about this accommodation, praising its excellent rating and convenient location. This two-bedroom apartment spans 850 square feet and comfortably accommodates four guests. The apartment comes fully equipped with a kitchen, air conditioning, a terrace, and a garden, plus amenities like free WiFi and a Smart TV, ensuring a comfortable and enjoyable stay.

Oscar Scherer State Park, Osprey
08/23 – 09/01
$206/nighttotal: $1854 (9 )
Cozy Beach Bungalow
2 2apartment , Osprey
This Osprey bungalow offers a prime location, just a short drive from the Gulf of Mexico beaches, golf courses, and MLB spring training venues, with convenient access to St. Armands Circle for shopping and Nokomis Beach and Turtle Beach for natural beauty.
This 800 square foot cottage sleeps up to 7 adults, featuring two bedrooms, one bathroom, a master bedroom with a queen bed, a second bedroom with a bunk bed system, and an office space with a daybed and trundle, all equipped with air conditioning and internet.
This 800 square foot cottage sleeps up to 7 adults, featuring two bedrooms, one bathroom, a master bedroom with a queen bed, a second bedroom with a bunk bed system, and an office space with a daybed and trundle, all equipped with air conditioning and internet.

Oscar Scherer State Park, Osprey
08/23 – 09/01
$171/nighttotal: $1539 (9 )
Siesta Heron Suites & Villas
1 2house , Vamo
The Siesta Heron Suites & Villas are located in Siesta Key, just 1.5 miles from Crescent Beach and a short drive from the John and Mable Ringling Museum of Art. This apartment complex has received high ratings for cleanliness, location, and overall experience.
The Siesta Heron Suites & Villas offer a variety of apartment layouts, all with fully equipped kitchens and comfortable seating areas. Guests enjoy access to a swimming pool, spa, garden, and parking, as well as air conditioning, a terrace or balcony, and internet access.
The Siesta Heron Suites & Villas offer a variety of apartment layouts, all with fully equipped kitchens and comfortable seating areas. Guests enjoy access to a swimming pool, spa, garden, and parking, as well as air conditioning, a terrace or balcony, and internet access.

Oscar Scherer State Park, Osprey
08/23 – 09/01
$126/nighttotal: $1134 (9 )
Short Walk To Beach 4, King Bed, Dog Friendly
1 2apartment , Venice
This Venice, Florida condo, a short walk from Venice Beach and a short bike ride from Historic Downtown Venice, offers easy access to attractions like the South Jetty and Brohard Beach Dog Park.
The one-bedroom, one-bathroom unit sleeps four, features a king-size bed, two TVs (including a 43" Roku smart TV), high-speed internet (up to 600 Mbps), a full kitchen, washer/dryer, dedicated parking, and proximity to marinas, golf courses, and water sports rentals.
The one-bedroom, one-bathroom unit sleeps four, features a king-size bed, two TVs (including a 43" Roku smart TV), high-speed internet (up to 600 Mbps), a full kitchen, washer/dryer, dedicated parking, and proximity to marinas, golf courses, and water sports rentals.

Oscar Scherer State Park, Osprey
08/19 – 08/23
$158/nighttotal: $632 (4 )
Tiny House Siesta
1 3house , Gulf Gate Estates
Tiny House Siesta is located in Sarasota, Florida, just a short distance from Siesta Key Beach and a quick drive to Sarasota's attractions. The property consistently receives very good ratings for user experience, location, and cleanliness.
This tiny house offers a unique, self-catering experience with open floor plans, some featuring two levels. Amenities include a kitchenette, TV, free Wi-Fi, outdoor showers, picnic seating, and the option to rent bikes, scooters, or ride services.
This tiny house offers a unique, self-catering experience with open floor plans, some featuring two levels. Amenities include a kitchenette, TV, free Wi-Fi, outdoor showers, picnic seating, and the option to rent bikes, scooters, or ride services.

Oscar Scherer State Park, Osprey
08/19 – 08/23
$268/nighttotal: $1072 (4 )
Charming Osprey Home
2 3apartment , Osprey
This private duplex in Osprey's Bay Acres neighborhood is 5.7 miles from Nokomis Beach and offers convenient access to Siesta Key, Venice, and St. Armands Circle.
This family-friendly 950 square foot residence features 2 bedrooms, 2 bathrooms, a fully equipped kitchen with a Keurig, air conditioning, a private lanai, and accommodates up to 6 guests with complimentary Wi-Fi and parking.
This family-friendly 950 square foot residence features 2 bedrooms, 2 bathrooms, a fully equipped kitchen with a Keurig, air conditioning, a private lanai, and accommodates up to 6 guests with complimentary Wi-Fi and parking.













