$9,500 per month
- 2 Beds
- 2 Baths
- 1,489 Sq Ft
- Condo for Rent
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242$9,500 per month
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242$7,900 per month
4660 Ocean Blvd Unit Q2, Sarasota, FL 34242
4660 Ocean Blvd Unit Q2, Sarasota, FL 34242$4,500 per month
137 Avenida Messina Unit 2, Sarasota, FL 34242
137 Avenida Messina Unit 2, Sarasota, FL 34242$4,900 per month
199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
199 Whispering Sands Dr Unit 105, Sarasota, FL 34242$6,300 per month
5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242
5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242$2,200 per month
5631 Midnight Pass Rd Unit 1001, Sarasota, FL 34242
5631 Midnight Pass Rd Unit 1001, Sarasota, FL 34242$3,300 per month
4822 Ocean Blvd Unit 2D, Siesta Key, FL 34242
This beautiful, UNFURNISHED, waterfront condo offers a luxurious and tranquil living experience on the shores of the Gulf of America and the Intercoastal waterway. With breathtaking views and a serene environment, this home is the perfect oasis for those seeking sophistication and relaxation. Located on the sought-after shores of Siesta Key, this condo truly captures the essence of coastal
$3,990 per month
4439 Ocean Blvd Unit 2A, Sarasota, FL 34242
Available for seasonal rental or long-term.Your island-style haven on Siesta Key! This home offers 3 bedrooms, 2 full baths in approximately 1,300 sq ft of thoughtfully laid-out living space. Built in 1951, this classic condo blends vintage charm with modern upgrades. Enjoy both the tranquility of island life and convenient access to Sarasota’s amenities and cultural scene. Positioned on
Dalton Hope REALTY ONE GROUP MVP
$6,950 per month
1249 Dockside Place Unit 110, Sarasota, FL 34242
LOCATION< LOCATION< LOCATION! Welcome beach lovers. This 2 bedroom, 2 bath first floor condo with a one car garage on Siesta Key will fulfill all your dreams! Spend the day on the famous Siesta Key Beach (just steps away) then take a sunset boat! Play tennis/pickle ball on the private courts, lounge by the pool or fish out your back door. This condo is being offered turnkey furnished. Updated
Marisa Marino BRIGHT REALTY
$7,000 per month
5880 Midnight Pass Rd Unit 306, Sarasota, FL 34242
AVAILABLE ASAP and SEASON 2026! Rates Vary! Step into paradise at Casarina, a beautifully maintained beachfront community right on Siesta Key’s world-famous Crescent Beach. With 200 feet of private beach access, you’re just steps away from the soft white sands and turquoise waters that make this destination so special.Your third-floor condo retreat comes fully furnished and ready for your
Cole Collins COLDWELL BANKER REALTY
$7,500 per month
5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242
Discover your own slice of paradise at Jamaica Royale! This beautifully updated and tastefully decorated 1-bedroom, 1-bathroom condo is just steps from the refreshing waters of heated Pool #1 and a short stroll to the world-famous, powdery whit e sands of Siesta Key Beach. Enjoy the convenience of your assigned covered parking space located right outside your door.Inside, the condo is
Robert Bevington SHOWTIME REALTY
$7,500 per month
1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
This is a short term rental. Listing reflects peak season rate. Available peak season months: January 2026, February 2026, April 2026. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the
Beth Dilley ASCENDIA REAL ESTATE
$12,000 per month
19 Whispering Sands Dr Unit 302, Sarasota, FL 34242
Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door.Step inside to discover a bright, open layout that
Frank Golio SARASOTA REALTY CENTER LLC
$3,600 per month
1255 Dockside Place Unit 211, Sarasota, FL 34242
Welcome to your ideal Siesta Key retreat! This charming 2-bedroom, 2-bath condo comfortably sleeps up to 6 guests and is just a short walk from the world-famous Siesta Key Beach. Whether you’re looking to relax or stay active, this inviting property offers everything you need for an unforgettable vacation.The Space:Step inside this peaceful condo featuring a spacious main bedroom with
Susan Saltalamacchia CONCESSION REAL ESTATE COMP.
$3,150 per month
1250 N Portofino Dr Unit 302, Sarasota, FL 34242
55+ Harbor View Haven on Siesta Key w/beach access!Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether
Susan Saltalamacchia CONCESSION REAL ESTATE COMP.
$10,000 per month
5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities.From the moment you step into the elegant
Andy Moore GULF COAST REALTY & MANAGEMENT
$8,500 per month
1221 Siesta Bayside Dr Unit 1221A, Sarasota, FL 34242
Beautifully turnkey furnished 2-bedroom, 2-bathroom, ground-floor condo available for monthly rent in a gated, resort-style community on Siesta Key. Just a short 5-minute walk to private access at world-famous Siesta Key Beach, known for its fine quartz sand and turquoise waters. This tropical retreat features a spacious open-concept layout, a fully equipped kitchen, in-unit laundry, private
Sinan Turkomer BROKER & BAKER INTERNATIONAL REALTY
$10,500 per month
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool.At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances
Robert Bevington SHOWTIME REALTY
$5,000 per month
6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
Beachfront Bliss at Casa Mar – Siesta KeyDreaming of a Siesta Key getaway? Welcome to Unit 15 at Casa Mar, a charming 1BR/1BA beachfront condo that offers the perfect mix of relaxation and resort-style fun.Step outside and enjoy exclusive access to Casa Mar’s private stretch of quartz-white sand, complete with lounge chairs for sunbathing and unforgettable Gulf views. Cool off with a swim
Robert Bevington SHOWTIME REALTY
$6,500 per month
1215 S Portofino Dr Unit 202, Sarasota, FL 34242
BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$20,000 per month
22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242
RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exclusive Sandy Cove community — where coastal design meets breathtaking Gulf views in every direction. This professionally managed 3-bedroom, 3-bath residence is fully turnkey furnished and thoughtfully designed for relaxed, upscale living.Every inch of the home has been
Cole Collins COLDWELL BANKER REALTY
$3,500 per month
1700 Cove II Place Unit 310, Sarasota, FL 34242
Available 3500.00 Monthly - September 17th 2026 through December 31st 2026... Available January 2026 - 5,000.00 May be rented weekly. l – Stunning Water Views & Deeded Beach Access | Siesta Keyplus taxes and fees. Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the spacious patio, along with
Robert Bevington SHOWTIME REALTY
$4,500 per month
6006 Midnight Pass Rd Unit 21, Sarasota, FL 34242
Discover your beachside retreat on world-famous Siesta Key! This beautifully updated 1-bedroom, 1-bath ground-floor condo in the sought-after Casa Mar community offers the ultimate in coastal convenience—just a short stroll to private deeded beach access and the whi te sands of Siesta Beach.Step inside to a smoke-free, pet-free unit featuring wood plank flooring, modern leather furnishings, and
Robert Bevington SHOWTIME REALTY
$8,000 per month
1200 E Peppertree Ln Unit 305, Sarasota, FL 34242
3rd floor beautifully appointed. 2 bedroom 2 bath Unit is available Seasonal $7500; Yearly or 6 month rental $4500.000 Underground parking (1) space. Your own private washer and dryer inside unit. Tennis and pickle ball courts. Private Beach with Chairs. 2 heated pools, fitness room, clubhouses, fishing pier. Location is great.
Lisa Beach WATERSIDE REALTY LLC
$8,900 per month
1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242
Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great
Andy Moore GULF COAST REALTY & MANAGEMENT
$2,000 per month
1300 N Portofino Dr Unit 205, Sarasota, FL 34242
Available now through Dec 2025 for $2,000 per month. Available Jan-Mar 2026 for $6,000 per month. Welcome to your dream coastal escape in beautiful Siesta Harbor on Siesta Key! This turnkey furnished; spacious one-bedroom, two-bath condo is available now through October 2025. Perfectly situated along a peaceful canal, it offers stunning water views and a truly relaxing atmosphere. Just a short
Jonathan OSteen O'STEEN GROUP INC
$3,550 per month
1269 Dockside Place Unit 115, Sarasota, FL 34242
A BOATER'S PARADISE! THE BEST OF THE BEACH AND THE BAY!! Great canal front first floor condo with large deck! Best of both worlds - across the street from Siesta Beach and a gated bayside community open to the intracoastal. Large kitchen with granite countertops, open to living/dining room. Bonus Florida room with plantation shuttered sliders that recess for an open air concept. Two bedroom, each
Susan Brooks COLDWELL BANKER SUNSTAR REALTY
$7,500 per month
6006 Midnight Pass Rd Unit 15, Sarasota, FL 34242
No roads to cross to get to the beach! Just listed- This clean, updated, cheery one bedroom/one bath condo in Casa Mar is ready for your beach stay! Covered parking, on-site community laundry rooms, and heated pool are just some of the amenities this Association has to offer. A recently added security gate adds value. This condo is ready for your stay- includes linens & beach towels. Pack your
Robert Bevington SHOWTIME REALTY
$4,995 per month
5770 Midnight Pass Rd Unit 405, Sarasota, FL 34242
Immaculate well maintained 2 beds 2 bath condo situated in the desirable Gulf & Bay Club on Siesta Key. This 4th floor unit is meticulously maintained and tastefully decorated. Amenities include three pools, saunas, fitness center, tennis, basketball, racquetball, & 24hr security. A must see! Wake up to views of the Gulf and enjoy living your Siesta Key dream. AVAILABLE SEPTEMBER-DECEMBER 2025
Pamala Casey CASEY REALTY CORPORATION
$2,500 per month
111 Pass Key Rd Unit 111, Sarasota, FL 34242
Welcome to your perfect beach getaway with this 1 Bedroom 1 Bath Condo in Sandy Cove II, located in beautiful Sarasota, FL. This cozy condo offers a serene escape with a partial ocean view, private beach access, and a fishing pier for those who love to cast a line. Enjoy the convenience of in-unit laundry and make use of the outdoor BBQ for al fresco dining. The clubhouse is perfect for social
Ray Shope ROSEBAY INTERNATIONAL REALTY, INC
$17,000 per month
6006 Midnight Pass Rd Unit 36, Sarasota, FL 34242
Beachfront Bliss at Casa Mar – Siesta KeyDiscover this beautifully updated two-bedroom, two-bathroom beachfront condo in Casa Mar, offering direct access to Crescent Beach, a serene and less crowded alternative to Siesta Key’s main beach.Why You’ll Love This Condo:Prime Beachfront Location – Step right onto the powdery white sands of Crescent BeachClassic Coastal Charm –
Robert Bevington SHOWTIME REALTY
$9,000 per month
4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
Gulf Views!!Siesta Key! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The large
Jane Hunter JENNETTE PROPERTIES INC
$9,500 per month
1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with
Andy Moore GULF COAST REALTY & MANAGEMENT
$6,500 per month
5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
Available August l - October 31 -2025 - 6500.00 per month plus taxes and fees. this Luxury Siesta Key Beach Front Unit in The Exclusive Gulf and Bay Club... - Enjoy Full Gulf of Mexico Views for the entire month in Paradise of Siesta Key Enjoy panoramic views of the #1 beach in the USA, Siesta Key! This beautiful 2 Bedroom, 2 Bathroom unit is fully updated with hardwood floors, granite
Robert Bevington SHOWTIME REALTY
$8,000 per month
1315 Siesta Bayside Dr Unit 1315B, Sarasota, FL 34242
Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size
Andy Moore GULF COAST REALTY & MANAGEMENT
$2,950 per month
5400 Ocean Blvd Unit 1-5, Sarasota, FL 34242
Available 08/01/2025 ANNUALLY OR 2026 SEASONALLY (Dec.-Apr). $4900/mo.This gorgeous 1 bedroom 1 bathroom fully furnished unit in the exclusive Terrace building on Siesta Key beach steps away from Siesta Key Village. Enjoy a swim from the elevated pool and catch a sunset while relaxing with a drink. This first floor condo offers a very large balcony with partial beach views as well as Siesta
Brenda Cozy COLDWELL BANKER REALTY
$3,500 per month
1215 S Portofino Dr Unit 308, Sarasota, FL 34242
BEAUTIFUL WATERFRONT CONDO IN SIESTA HARBOR! CANAL VIEWS • BEACH ACCESS • BOAT SLIPS ON SITE REASONABLY PRICE, CHECK AVAILABILITY. Condo available Fall 2025 — and May through December 2026! Step into coastal luxury in this private, beautifully furnished corner end-unit in the highly sought-after Dolphin Building of Siesta Harbor. Enjoy gorgeous water views of the canal from your enclosed
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
$2,300 per month
1350 N Portofino Dr Unit 207, Sarasota, FL 34242
This stunning one-bedroom, two-bathroom condo in Siesta Harbor in the Tarpon Building is the perfect combination of luxury, convenience, and breathtaking views. Located in a prime location, boating access, canal frontage, and mesmerizing Intracoastal Waterway views. Step inside and be captivated by the modern elegance of this home. The kitchen is a chef's dream, featuring stainless steel
Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC
$6,000 per month
1280 Dolphin Bay Way Unit 204, Sarasota, FL 34242
Enjoy one of the best views on Siesta Key ~ unobstructed WATER VIEWS of the Bay/Intercoastal from your private large covered lanai with all new impact glass doors, and have coffee on your own private brick patio with water views that leads right out to the dock. This seasonal rental is available MAY 1, 2025, but this unit does have a 3 month minimum stay. This spacious unit is one of Siesta Key's
Tony Andrews ANDREWS & ASSOCIATES REALTY
$11,000 per month
1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242
Gulf & Bay Club Bayside offers resort-style amenities, including two heated pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience.Guest reservations include beach tags, giving you private beach
Andy Moore GULF COAST REALTY & MANAGEMENT
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