Apartments for Rent in Siesta Beach, Siesta Key, FL

Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the door with its original decor. Mexican tile floors are throughout the entire house with handmade ceramic Mexican accents. The main living room has built-in cabinets and a large firepl

Property Status: Active Welcome to 5223 Shadow Lawn in Sarasota, a 3-bedroom, 2-bath pool home located in the highly desirable Siesta Key area, just 1 mile from the sugar sands of Siesta Key Beach. Located on a quiet cul-de-sac. Inside, you'll find a bright open layout, modern laminate flooring, neutral finishes, and a renovated kitchen with granite countertops, stainless steel appliances. The open living areas flow seamlessly to the screened-in pool and private backyard, creating the ideal indoor-outdoor Florida lifestyle. Enjoy a generous yard ideal for relaxing, entert

Property Status: Active Discover your dream home with this exquisite single family residence available for annual rental. This remarkable property redefines elegance and comfort, featuring stunning one-of-a-kind architecture that combines exceptional design with spacious living. Crafted for discerning tenants who appreciate the finer things in life, the home boasts four generously sized bedrooms and three luxurious bathrooms, complete with walk-in closets for added convenience. The larger primary suite serves as a true retreat, equipped with a lavish jacuzzi sauna, shower,

Property Status: Active SIESTA KEY, Sarasota, Single Family Pool Home…. Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and relaxation. Rear fencing of the carefully landscaped yard adds a privacy element to the enjoyment of these features. Moving from the yard to the indoors, the ch

Property Status: Active Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining options, and entertainment. Situated on a quiet residential street. As you enter this exquisite home, you will find original and restored terrazzo floors, wood beams with modern finishes. The beautifully updated kitchen with stainless steel appliances, wood cabinetry, comes fully stocked with ample cooking utensils, pots and pans, etc. The primary bedroom

Property Status: Active Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Welcome to Leona's Retreat, a beautifully renovated, ground-level bungalow perfectly poised on the intercoastal canal waterway. This charming home offers the ultimate blend of peaceful island living and convenient access to all that Siesta Key has to offer. Step inside to a bright, coastal-styled haven designed for relaxation and comfort. The spacious primary bedroom features a plush king-size bed and a bathroom across the way, provi

Property Status: Active Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key retreat, perfectly located just a leisurely stroll from the vibrant Siesta Key Village (packed with shops, restaurants, and entertainment!) and a short walk to the world-famous Siesta Key Beach, consistent

Property Status: Active This is a short term rental. Listing reflects peak season weekly rate. Discover Key Lime Retreat, an end-unit condo perfectly situated in the heart of Siesta Key. This delightful getaway combines comfort with modern style, ideal for families or a group of friends. Tucked away in a tropical garden setting, you'll enjoy access to a community pool, perfect for a refreshing dip. Everything you need is just a short walk away, from the pristine sands of Siesta Key Beach to vibrant shopping and delicious dining options. Inside, you'll find a thoughtfully d

Available on an Annual Lease. This is a nicely furnished 3 bedroom 2 bath Grand Canal pool home with a deep-water dock on Siesta Key! The home has a foyer entry with etched glass front doors. The open concept floor plan includes living, dining and family rooms which feature pocketing sliding glass doors leading to the large, screened-in lanai, paver deck and sparkling free-form pool overlooking the waterway. The remodeled kitchen features an oversized island with seating for six, wood cabinets, granite countertops, a five-burner gas cooktop, stainless steel appliances and

The advertised rate of $6,310/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 26, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments. Feel at home in this 4-bedroom, 3-bathroom condo in Siesta Key, boasting an enclosed lanai and access to community amenities. This 2nd-floor un

Do you dream of living footsteps from Siesta Key beaches all year round? Come check out this wonderful 1-bedroom and 1 bathroom furnished condo on Siesta Key with a view of the ocean. The condo located at Harbor Towers Yacht and Racquet Club has been completely updated with a new kitchen and modern theme. Enjoy your mornings looking out at the ocean from your screened-in patio. As a tenant you have the opportunity to enjoy sauna, boat slips, two heated pools, three tennis courts, fitness center, paddle board launching site, and much more. Siesta Key Village, along with its

Property Status: Active Prime Siesta Key Location – Fully Furnished Coastal Luxury – Walk to Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail reflects upscale craftsmanship and modern island sophistication. Step outside to your private backyard oasis featuring a large resort-style pool, outdoor s

Property Status: Active This 3 bedroom, 3 bath is a townhouse on the bay side of Midnight Pass and is approximately 100 yards from the Intracoastal waterway. The master bedroom has a king bed, a large TV, a ceiling fan, and an en suite bathroom. The master bathroom has a quartz counter, recessed lighting, and a tub/shower combination. The first guest bedroom has a queen bed, a ceiling fan, and a 3/4 guest bathroom. The third bedroom has 2 twin beds, and the bathroom has a walk-in glass sliding door shower and updated features. The kitchen has recently been fully updated wi

Property Status: Active This 2 bedroom, 2 bath is a bay-side townhouse with interior stairs and is approximately 100 yards from the Intracoastal waterway. The master bedroom is upstairs and offers a king bed, a workspace, and beautiful windows to the green gardens outside. The en suite master bathroom has two sinks and a shower/tub combination. The guest bedroom is upstairs and offers 2 twin beds, and the en suite bathroom has a shower/tub combination. This unit has a large kitchen, making cooking a breeze, and has open sight-lines through to the living room. A formal dini

Property Status: Active Villa 4 at Aloha Kai is the perfect beach getaway—light, bright, and designed to help you rest and relax. Spend your days lounging by the pool, soaking up the sun on the beach, or getting lost in a good book—the choice is yours. All you need is a willingness to unwind; everything else is provided for your comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for i

Property Status: Active Villa 61 at Aloha Kai warmly welcomes you with its cheerful coastal décor, designed to help you forget your worries and simply be happy. Its casual, comfortable style will make you feel right at home, while offering the luxury of both beach and pool access—you’ll just have to decide which you prefer. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its bright whit

Property Status: Active New photos coming soon! Villa 36 at Aloha Kai is perfectly situated on Siesta Key, a popular barrier island on Florida’s West Coast. Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key ranks among Florida’s top vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offer

Property Status: Active Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high standard of living where no detail has been overlooked. Step into a large, open kitchen that will inspire your culinary adventures, featuring state-of-the-art ap

Property Status: Active SIESTA KEY...11 SANDY COVE RD. #8F. This 2 bedroom, 1.5 bathrooms is located in the sought after Sandy Cove Community, just steps away from Siesta Village with its own private beach. Plenty of restaurants and shopping. Enjoy breathtaking Gulf sunsets from this fully turnkey furnished townhouse ready for you to enjoy. Don't miss out on living the Florida life style at its best. Call now for a showing. This little gem will not last long. Office Phone: (941) 953-6000 Copyright © 2026 Sarasota Association of Realtors®. All rights reserved. All informati

Property Status: Active This property is a 30 night minimum. This unit has been completely renovated and offers spectacular views of the Intracoastal waterway and pier! The sliders to the lanai open to the screened-in area for fresh air and seamless indoor/outdoor living. The unit offers easy access to the walking paths that leads to the fishing pier and to the bay-side pool and clubhouse. This condo has 2 bedrooms and 2 full baths. One bedroom has a king-size adjustable bed and a view of the Intracoastal. The other bedroom has a queen-size bed and two twin beds. Both bat

Property Status: Active This property is a 30 night minimum. This 2 bedroom, 2 bath is a first floor garden condo on the bay side of Midnight Pass. The master bedroom has a King bed, a ceiling fan, a 32 inch smart TV, and windows for natural light. The master bathroom has updated granite counters and a walk-in shower with a sliding glass door and a removable shower head. The guest bedroom has a king bed, a ceiling fan and a 32 inch smart TV. The guest bathroom has granite counter tops and a tub/shower combination. The dining table has 6 seats and windows for natural light.

Property Status: Active This property is a 30 night minimum. This 2 bedroom, 1 bath is a second floor garden unit on the bay side of Midnight Pass, and is approximately 15 yards from the Intracoastal waterway. The master bedroom has a queen bed and a 40 inch TV. The master bathroom has a tub/shower combination with a sliding glass door. The guest bedroom has 2 twin beds, a ceiling fan, and window with natural light. The kitchen has granite counter tops and everything you need for a homemade meal. The dining area has 5 seats and is open to the living area. The living room h