Remarks: One or more photo(s) has been virtually staged. Siesta Key Seasonal Retreat at The Pointe is available beginning April 18, 2026, with a 3-month minimum stay required. Available April through Mid December 2026... Not Available for Season 2027 ... Attractively priced, this waterfront property offers an exceptional opportunity to spend your winter surrounded by stunning water views on the southernmost tip of Siesta Key. The Pointe features breathtaking vistas of Little Sarasota Bay, the lagoon, and the Gulf of Mexico. Enjoy mornings in your sunlit kitchen overlooking the Gulf or relax on the spacious enclosed, air-conditioned balcony while watching birds and boats drift by. The community offers outstanding amenities, including a heated pool with spa, lighted tennis courts, fitness and community rooms, a clubhouse with kitchen, kayak and fishing access, an outdoor pavilion, and on-site management. Just a 10-minute walk brings you to Turtle Beach, where you can enjoy swimming, shelling, playgrounds, restrooms, a boat launch, and picnic areas. Nearby dining includes Turtle Beach Pub, Ophelia’s on the Bay, and Turtles on Little Sarasota Bay, with Southbridge shops and restaurants also close by. The Siesta Key trolley provides easy access to the Village, ensuring convenience and a truly effortless seasonal getaway. Whether you seek sun, sand, or serene waterfront living, this delightful condo at The Pointe offers an unforgettable stay on beautiful Siesta Key.

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: NEW RENTAL OPPORTUNITY!! **AMAZING FIRST-FLOOR CONDO in The Meadows w/ a Magnificent VIEW of the Lake & Golf Course. NOW AVAILABLE Off-Season ($2,900) or Annual Rentals both beginning April 15, 2026 (Call for Pricing). Comfortably Furnished for your arrival - Recently REMODELED & UPDATED with NEW Coastal Casual Furnishings, Updated Bathrooms & Convenient Living Features. Just bring a suitcase & ENJOY! New Ceiling Fans in Every Room! MINUTES FROM SARASOTA DOWNTOWN & AWARD-WINNING BEACHES! Relax in your flexible glassed & screened Florida Room. Sip morning coffee watching the birds on the lake, or dring evening wine with a sunset water view. Wake up in a spacious & sun-filled Primary Suite featuring amazing lake views, an Ensuite Bathroom & Sliders to the Florida Room. The Primary Bathroom offers a Dressing Area with a large Walk-In Closet, 2 Separate Vanities/Sinks & a Bathroom with a Step-In Shower. The OPEN Living Room & Dining Room features a Wall of Sliders w/ Access to the Florida Room & delightful Lake & Golf Course Views. The Kitchen has abundant cooking space with updated Stainless Steel Appliances, Granite Counters, Casual Dining Area & Sliders leading to a Front Garden Patio. Second Bedroom is furnished with 2 Twin Beds & has access to a 2nd Bathroom, offering a Tub & Shower. Spacious Laundry Room features storage cabinets & side-by-side Washer & Dryer. This Vacation Home is equipped with a range of special Guest Amenities - making your stay so comfortable, you will not want to leave! This is a PERFECT LOCATION to enjoy the Florida Lifestyle! One mile to the UTC Shopping Paradise - featuring a myriad of restaurants, shopping & activities. Just minutes to the Gulf Beaches (Siesta Key, Lido Key & Longboat Key) & downtown Sarasota, offering restaurants/theater/arts/ shops/music. Just Over the Bay, unique St. Armands's Circle also features dining & shopping opportunities. Stay in an Amazing Community - The Wedgewood Heated Pool is across the street. The Meadows is situated on 1,650 scenic acres, with 80 Lakes, 13+ Miles of walking & biking trails, parks & 3 golf courses. Memberships are available at community Tennis Complex, Pickle Ball, Resort Pool & Fitness Center. Restrictions are - no pets, smoking & overnight truck parking. Utilities, Maintenance & Parking Space are provided with rental - $100 cap on electric. Required HOA Rental Application Fee is $150. Rental Deposit is required - Monthly sales & tourist taxes are collected with rent. Be the first to reserve your beautifully-equipped vacation rental with amazing views! Contact us to schedule a showing now!

Listing is courtesy of: FINE PROPERTIES (941-782-0000)

Listing Agent: Michael Mayo (941-855-0599)

Remarks: This adorable 2 bedroom 2 bathroom furnished condo is adorned with a beach theme and features an open floor plan with high ceilings, granite countertops, stainless steel appliances, and beautiful white cabinets with chrome fixtures. This home is fully equipped with a washer & dryer, overhead lighting, fans throughout, flat screen tv's in every room, king size beds, and tile flooring. Also featuring an oversized screened in lanai with a lake view just perfect for your morning cup of coffee! The community grounds are gated and have fountains, gazebos, and bike racks throughout. Community amenities include a tennis court, a pool, spa, gym, clubhouse and kitchen, and a card room. Conveniently located just 1 minute from the Legacy Trail, Lowes, and a shopping plaza with Siesta Key Beach just 6.5 miles away. No pets will be considered. 6 month minimum as per HOA rules and regulations. Call now to book a showing!

Listing is courtesy of: ROSSI & COMPANY INC (941-955-7368)

Listing Agent: Deserea Hardy (941-960-6480)

Remarks: AVAILABLE SEPTEMBER 2026. This is a second-floor condominium, 2 bedroom 2 bathroom. Wait 'til you see you the condo. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No Pets, No Motorcycles.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: AVAILABLE September-November 2026 and then again in April 2027. Pelican Cove is located in South Sarasota. West of the trail!!! This 2/2, 1st Floor unit in Pelican Cove is a must-see. Come live the Florida lifestyle! Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No Pets, No Motorcycles, and No Recreational vehicles/Pick Up Trucks.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: ***AVAILABLE APRIL 2026***. Seasonal rates will apply December through April***Ready to escape the winter, come to Pelican Cove located in South Sarasota! Located on the first floor your 2 bedroom 2 bathroom fully furnished. Steps to one of 6 pools. First floor condo with screened-in lanai that views nature's splendor right outside your patio door! Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No recreation vehicles/No Pickup Trucks No Pets and No Motorcycles.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: AVAILABLE APRIL 2026. This is a great opportunity to live on the beach. Your new home is located on the 4th floor. Open plan, with large tile throughout. The home is furnished with an equipped kitchen. Grab your plate and fork because this property is having your cake and eating it too... Just bring your suitcase and you are set. Not too many condos have this, but your 2-bedroom 2-bath is a split plan. Wait until see the grounds and just a few steps to the Gulf. Very easy to show. The owners are looking for annual lease. But the winter rental PRICES will increase for winter months. Easy to show!!!

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: Available for a long-term lease. HOA requires no less than a 6-month lease. This condo is in a Gated “Resort Like” Community with onsite security. You will be able to walk to Publix, Target, Kohls Costco. Minutes to Siesta Key and the Legacy trail. Amenities include Heated Pool & Spa, Gym, Clubhouse, indoor Racquetball and Basketball and Billiards Room. Your new home is located on the 2nd floor with a private and pond view. Easy access to the pool fitness club and all community actives. Two bedrooms Two bathrooms with laundry inside your home.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: ***AVAILABLE April 11, 2026 thru December 31, 2026*** MINIMUM 2 MONTH RENTAL. BEAUTIFUL 1ST FLOOR UNIT, 2 BEDROOM 2 BATH plus den. IN HIGHLY SOUGHT AFTER PELICAN COVE. Rental rates fluctuate for seasonal rates and off-season rates. December through April, season rates apply. Come live in the Florida Lifestyle! This 75-acre gated waterfront community has it all. Pelican Cove has 6 heated pools, 4 lighted tennis courts, 3 clubhouses that offer a wide range of organized recreational, cultural and social activities, fitness center, fishing, pier, 87 slip marina, kayak launch, walking trails, shuffleboard, basketball all nestled among manicured tropical foliage. Pelican Cove offers what most communities cannot. Just minutes from #1 rated Siesta Key Beach, shopping mall, movie theaters, restaurants and culturally rich downtown Sarasota.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: ANNUAL LEASE- FURNISHED- Pets case by case- **Available NON Furnished as well at $1,800/month** Second story renovated unit with a GOLF Course view! Rent includes: Water, sewer and trash. Great community close to everything with amenities- Clubhouse, Heated Olympic Sized in-ground Pool, and Gaming Area are just around the corner for easy access. The Optional Palm Aire Country Club offers a variety of memberships including a Full Equity, Sports Equity, Tennis Equity and Social Equity. Two beds with attached on-suite full bathrooms. Renovated kitchen with lots of counter space ideal for the chef in the family! Ample cabinetry for storage. Both bathrooms are equipped with large closets. Assigned parking and guest parking available.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Monica Desomma (202-427-4328)

Remarks: Updated 9th floor two bedroom, two bathroom condo in Regency House with serene city view. Located in the heart of downtown Sarasota and just opposite the Bayfront and Marina Jacks, the Regency House is one of the most desirable buildings in Sarasota. Walking distance to the shops, restaurants, theater and the arts. Second bedroom has the versatility of being either a home office or den with NEWLY installed Murphy bed. All window and sliders have been upgraded to hurricane resistant and the former lanai has been enclosed and tiled to add additional square footage to the living room/ dining room area. Newer Bosch washer/dryer has been installed for added convenience. Amenities include 24 hour Concierge, fitness center, clubroom with kitchen and outdoor swimming pool. AVAILABLE 04/01/2026

Listing is courtesy of: ROSSI & COMPANY INC (941-955-7368)

Listing Agent: Annette Colabella (941-321-1467)

Remarks: GREAT VALUE and COASTAL LOCATION CLOSE TO THE TOP-RATED U.S. BEACH ON SIESTA KEY! This large 2 bedroom, 2 bath end-unit condominium home has an open floor plan with an extended living room. It is on the 3rd floor (top floor, no elevator), so no one will be living above for privacy and quiet! The floor plan has split master suites, one on each side of the living area which is centered around the kitchen’s breakfast bar. The oversized living room includes a solarium which is an extension to the living room and has 5 windows that make it light and bright, with a western sunset view! The solarium is commonly used as a den, home office or study. The kitchen is well sized with a pantry and breakfast bar that opens on the side to the dining area. The split plan master bedrooms have en suite bathrooms with walk-in closets, and a linen cabinet in the common bathroom. There is a separate laundry room just off the foyer entry with a full size washer and dryer and some room for storage. The home comes with an assigned, lighted carport (there are unassigned parking spots for guests). The home is within the gated community named “Bella Villino Condominiums” which is located in the award winning, master planned development of “Palmer Ranch”. The community boasts superb amenities not available at comparable properties in this price range and features an elegant clubhouse with resort style heated pool and spa, large fitness center with state of art equipment including cardio machines with a tv, indoor racquetball and basketball, billiards room, and business center. The community has a tennis court, pickleball, car detail area, gas grills with picnic areas, pet stations located around the property, an onsite manager and maintenance staff. It is close to world class beaches, marinas, the popular Legacy Trail (bicycle/jog/walk), shopping, restaurants, golf courses and much more.

Listing is courtesy of: FLORIDA GULFSIDE PROPERTIES INC (941-227-4147)

Listing Agent: Pam Reitnecht (941-227-4146)

Remarks: OPEN FOR RENT 4/1/2026 at $2350 you pay electric, in Sarasota, Palmer Ranch, Pinestone rental. This first floor all tiled unit is tucked in a quite corner of this gated Pinestone community. All new furnishing have been bought for this unit for a seasonal tenant to enjoy. Very private back screened lanai to enjoy with flower garden and trees. The complex is very close to the famous biking or walking Legacy Trail with all kinds of nature wildlife to explore. World know Siesta Key Beach is just a few minute drive to also explore and endure the sunny white sandy beach. This community offers tenant lots of activities to do. Quick work out in the fitness center, Swim is the large heated lap pool, grill with friends pool side, play a little round robin tennis match, Play a quick game of pig at the basketball court or just relax in the hot tub or at the fire pit. Open for off season rental at $2350. a month.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)

Remarks: The Best location DOWNTOWN SARASOTA..... 1350 Main. FURNISHED for LEASE 2/2 is on the 14th Floor. Available as of mid-April 2026 for three months or longer lease April through December 2026. This well lit, spacious and tastefully remodeled condominium features two terraces to enjoy the Florida lifestyle. Updated Kitchen features beautiful quartz countertops and well designed kitchen island for dining and entertaining. Master suite has a walk-in closet and bathroom with a soaking tub and walk in shower. In-unit laundry and assigned garage parking space. Resort-style amenities: 24-Hour Concierge, Fitness Center, BBQ Grills, Heated Pool and Spa, Guest Suite, Social Hall with pool table, and more.

Listing is courtesy of: WAGNER REALTY (941-955-1500)

Listing Agent: Patrice Ivan (941-993-0823)

Remarks: GULF-FRONT VACATION RENTAL! Enjoy stunning Gulf views from the living area and primary bedroom in this beautifully maintained 2-bed, 2-bath condo. The updated kitchen overlooks a bright, comfortable living space featuring gleaming hardwood floors throughout. This turnkey-furnished residence offers an ideal coastal retreat with an unbeatable beachfront location and effortless access to the sand and sunsets. Open from May 1, 2026 to January 31st, 2027. Booked February, March and April 2027, but available in May, 2027.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: DOWNTOWN SARASOTA...ALINARI The most sought after location. This 2 bedroom 2 bathroom condo has been totally updated. Beautiful hardwood floors, shutters throughout. State of the Art kitchen appliances. Granite counter tops, wood cabinets, split floor plan. Enjoy all the amenities this building has to offer, heated swimming pool, fitness center, media room, common area for business meetings or just a fun gathering. Just a few blocks from downtown where you will find a variety of restaurants to choose from, boutique shopping and the Bayfront. A short bike ride to St. Armand's Circle or beautiful Lido Beach. Be the first to live in this pristine property. Call soon for a tour.

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Teresa Ribaudo (941-376-4500)

Remarks: Charming, immaculate, and tastefully furnished ground floor condominium awaits from May 1st to December 31st. This delightful 2-bedroom, 2-bathroom unit exudes comfort with its tasteful decor and abundant natural light. The fully equipped kitchen boasts essential cooking tools and modern appliances, seamlessly blending into the open living and dining space. Both bedrooms feature cozy queen beds, ensuring a restful stay. For added convenience, there's an indoor laundry closet. Admirals Walk offers a resort-style ambiance, complete with a swimming pool, fitness center, clubhouse, and billiard room, all nestled within the gated community. Conveniently located just a short drive from the pristine shores of Siesta Key Beach and the vibrant Downtown area, with easy access to I-75. Tenant will be responsible for electric and WI-FI.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: ***AVAILABLE JANUARY 27, 2027*** Must have 3 MONTH MINIMUM LEASE. Lovely first floor, 2 bedroom Condo in Pinestone. This GATED community is part of Palmer Ranch. Pinestone offers a pool, hot tub, fitness center, tennis courts, community mailbox, clubhouse and grilling area. Conveniently located within a mile of Costco, Publix, Potter Park, Legacy Trail, shopping and dining. No Guard, No Trucks, RV's or Motorcycles. Very well maintained and very clean. Call for details.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass doors that lead to a massive private balcony spanning both the living room and the primary bedroom. Step outside to take in sweeping views of the Gulf—perfect for morning coffee, sunset watching, and even spotting dolphins while you do the dishes. This residence offers 2 bedrooms and 2 full bathrooms, along with generous storage throughout. Free community laundry is conveniently located just down the hallway, and the unit has recently been painted, giving it a fresh, clean feel. Residents of Siesta Towers enjoy extensive amenities including a secure building, large heated Gulf-front pool, private park area, club room with full kitchen, fishing pier, BBQ grills with dining pier, fish/tackle room, bike storage, and a library. Located on the north end of Siesta Key, you are just a short walk to Siesta Key Village with its lively restaurants, shops, and entertainment. World-famous Siesta Beach is also nearby. Off the island, you are only minutes from Sarasota where you can enjoy theaters, opera, Marie Selby Botanical Gardens, museums, and the marina. How many times in life do you get the chance to live right on the beach? Call today to schedule your showing. Note: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Cody Smith (404-991-0209)

Remarks: Nicely remolded 2nd floor Avista of Palm Aire condo. This unit is open and bright with lovely golf course and green belt views. This corner unit has all new wood vinyl flooring with built in dry bar next to dinning area. The kitchen has many cabinets and pantry storage with a desk area to work from. This is an off season rental only, tenant hooks up their own cable and internet services. The tenant will be responsible for refunding the owner for electric and water. The one car detached garage is a great feature for storage. Just a short walk across the street to heated pool and spa with park like setting to enjoy. Off season rental only.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)