OUR RATES:
June-November 2025 $2250
December 2025 $3500
January 2025 $4500
February-March 2025 $5500
April 2025 $3900
*Calendar months only.
*Ask for our 6-month plus special rate
*Pet Friendly, Community pool and gym boutique-style condominium community that offers:
WELCOME TO SIESTA SHORE RENTALS
*Your Home Away from Home*
Step into this vibrant and inviting 2/2 apartment, ideally suited for extended stays. The interior boasts a thoughtful blend of style and functionality, with a fully equipped kitchen featuring granite countertops, modern stainless-steel appliances, and generous storage. The sleek tile and laminate flooring flow seamlessly throughout, complemented by the refreshing breeze from the air conditioning and ceiling fans.
The apartment's fresh paint and remodel create a clean and modern ambiance, while the spacious master bedroom offers a serene retreat with a king-size bed and direct access to the lanai. The guest bedroom provides a comfortable queen bed and ample space to unwind.
The open-concept living area fosters a sense of connection and flow, perfect for relaxing or entertaining. With 1122 square feet under air, plus a lanai and quiet backyard, this apartment offers ample space.
*Convenient Amenities*
Rent includes:
- Electricity
- Water
- Sewer
- Trash
- Wi-Fi
- Pest control
- And more!
*Prime Location*
Situated just minutes from stunning Siesta Key beaches and a short bike ride to downtown Sarasota, this condo offers the perfect blend of relaxation and convenience. You'll be close to:
- Siesta Key Beach
- Downtown Sarasota
- Hillview
- Southside Village
- Sarasota Memorial Hospital
- Publix
- Local mall “South Gate Mall”
- Cine Bistro movie theater
- Restaurants Connor’s, Shakespeare’s, Oasis Cafe
- Bars Shakespeare’s
- Fine dining Veronica’s , Libby’s
- Shopping Morton’s
- Southside Elementary
*Pet-Friendly and Community Amenities*
This pet-friendly condo is located in a safe residential neighborhood, ensuring a delightful stay in Sarasota. Enjoy access to a pool and gym for added convenience and enjoyment.
*Move-In Ready*
Recently remodeled, this light and bright unit features an open floor plan freshly painted, and furnishings ready for immediate occupancy. Make this condo your home away from home today!
*CHECK OUR WEBSITE FOR MORE INFORMATION*
*VIRTUAL TOUR AVAILABLE UNDER VIRTUAL TOUR TAB *
Unique Benefits
Oasis on Osprey is a boutique-style condominium community that offers:
- Spacious 1- and 2-bedroom units with unique character
- Light-filled living areas
- Gourmet kitchens with modern appliances
- Private lanais or screened terraces
- Comfortable master suites
- Sparkling pool with sun deck
- Fitness center
- Secure parking lot
- Pet-friendly community
Cherokee Park and Oasis on Osprey offer an unbeatable location.
Nestled in the heart of Cherokee Park, one of Sarasota's most desirable neighborhoods, Oasis on Osprey is a charming condominium community that offers a serene and private retreat. This picturesque neighborhood is known for its:
- Tree-lined streets with majestic oak and pine trees
- Historic homes, including charming bungalows, Craftsman-style houses, and Mediterranean Revival architecture
- Waterfront properties with stunning views of Hudson Bayou
- Quiet and walkable streets, perfect for strolling or biking
- Family-friendly atmosphere with a strong sense of community
- Close proximity to downtown Sarasota's shopping, dining, and cultural attractions
- Short drive to Siesta Key beaches, Sarasota Memorial Hospital, and other amenities
- Excellent schools, including Sarasota High School and Southside Elementary
*A Perfect Blend of Relaxation and Convenience*
Cherokee Park and Oasis on Osprey provide the perfect blend of relaxation and convenience, making it an ideal choice for those seeking a tranquil, yet connected, Sarasota lifestyle.
PETS ARE ALLOWED WITH A NON REFUNDABLE PET FEE
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Jun 01 - Nov 30 2025 | $2,250 | 30 nights | |||
Dec 01 - Dec 31 2025 | $3,500 | 30 nights | |||
Jan 01 - Jan 31 2026 | $4,500 | 30 nights | |||
Feb 01 - Mar 31 2026 | $5,500 | 30 nights |
Fees:
Refundable Security Dep.: $500
Pet Fee: $300
Final cleaning fee: $300
Tax Rate: 13%
Notes:
House Rules
Check in after: 4:00 PM
Check out before: 11:00 AM
Damage and incidentals
You will be responsible for any damage to the rental property caused by you or your party during your stay.
Last updated on February 04, 2025
Member since 2019
Speaks: English, French, Spanish
Teri C.So Peaceful
Love, love staying here. Close to everything, pet friendly, peaceful lane to walk with my dog. My landlady is the best. A new friend for sure. Not the sunniest but just go outside-it’s Florida
Stayed: January 2025 Submitted: January 31, 2025
Owner response
Thank you Terri! Likewise. Looking forward to hosting your next stay. We already miss you!
Lauren M.Perfect stay!
Ana’s property is the perfect place to stay. The unit is very cozy and furnished nicely. The condo property is very quite and neighbors are all nice! As a travel nurse I stayed for 7 months, loved the unit and amenities. Ana took great care in making sure I was comfortable in the unit and always there if I needed anything! You are sure to have an amazing stay if you rent here!!
Stayed: May 2024 Submitted: December 16, 2024
Christina M.A Year to Enjoy
I have had the opportunity to stay at The condos here on S.Osprey Ave in 1 bedroom and 2 bedroom condos, both were wonderful!! . For a year I was able to stay in condo 102A it is a two bedroom two bath very spacious condo with a beautiful screened in Lenai and a large outdoor patio! It is beautifully furnished and equipped with everything you may need! I was able to add my own touches to the lenai with a few fun furnishings and flowers to make it my own. My unit was on the bottom floor easy accessible through the gate from the parking lot or the front door. I travel with my dog and she absolutely loved laying in the Sun on the lenai and in the patio in the mornings we have shade and it's beautiful to set and drink a cup of coffee and just enjoy the florida mornings and evenings. I am only minutes from siesta key beach and only minutes from Publix CVS and beautiful restaurants. You can choosr to walk, bike or drive to any of these locations easily. The condo community is very friendly and quiet.They have a beautiful pool that you can also enjoy! I love it here and hate to have to leave, but know that i am always welcome back! Ana Varone is a wonderful hostess and her and her husband are always just a phone call away to answer questions or assistance as needed! I highly recommend a stay here anytime of the year, you will not regret it!!
Stayed: June 2023 Submitted: June 09, 2024
Neal L.Pleasant Condo
This one bedroom condo is in a great location to Siesta Key, downtown and many restaurants. It has a large living space and bedroom with a comfortable king bed. The backyard is a quiet and restful space. Ana is very responsive to your needs.
Stayed: March 2024 Submitted: April 03, 2024
Jennifer W.Super cute & comfortable
The one bedroom unit I rented was awesome! Super cute and comfortable with all the amenities that I needed for being so far away from home. Ana is a great landlord and super helpful With anything that is needed!! I recommend renting from Ana and the Siesta Shore team!
Stayed: March 2023 Submitted: January 30, 2024
Owner response
Thank you, Jen. We enjoyed having you as our resident for almost 1 year!! I am going to miss you. Looking forward to hosting you in your next assignment in Sarasota. Good luck!
1122 sq. ft.
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