Luxury Houses for Rent in Sarasota, FL

Enjoy casual coastal living in this inviting 2-bedroom, 2-bath villa featuring a light-filled open layout. Located in the family-friendly Siesta Sands community, this retreat is perfect for relaxing by the pool or taking a short stroll to the serene Crescent Beach. Ideal for memorable vacations, embrace the laid-back island lifestyle and stunning sunsets right at your doorstep in this beautifully positioned getaway.

This charming 1-bed, 1-bath villa in Siesta Key is just a three-minute walk from the #1 beach in the US! Enjoy coastal décor, a fully equipped kitchen, and a private outdoor patio with an electric grill. Relax by the large pool or explore nearby shops and restaurants. The villa features a comfortable king-size bed, in-unit washer/dryer, and family-friendly amenities. Perfect for a memorable getaway, this villa offers all the comforts of home in a tropical paradise.

Experience ultimate comfort in this spacious 2-bedroom, 2-bath villa featuring no shared walls and 1,064 sq ft of beautifully remodeled space. Enjoy modern amenities with a new air conditioning system, upgraded kitchen appliances, stylish furnishings, and luxurious bedding. Relax in the cozy living area or on the lanai, and unwind with entertainment options that include a 65" SMART TV and 32" TVs in each bedroom. Perfect for up to 6 guests, this villa is an ideal retreat on Siesta Key.

Newly furnished and decorated, this charming 2-bedroom, 1.5-bath villa features premium mattresses and comfortable furnishings, accommodating up to 6 guests. Enjoy flat-screen TVs in both bedrooms and relax in the living room with sofa sleepers. Just steps away from a large pool and the award-winning beach, this getaway is also conveniently located near local dining and shops, making it an ideal spot for your next beach vacation.

Enjoy the relaxed coastal lifestyle in this spacious 2-bedroom, 2-bathroom villa, just steps from the stunning Crescent Beach. Accommodating up to 4 guests with a king-size bed and 2 twin beds, this retreat is perfect for a seaside escape. Cool off in the oversized pool or explore nearby shops and dining options, with Siesta Key Village just a short drive away. Experience the soothing Gulf breezes and make lasting memories in this beachfront paradise.

Perfect for a beach getaway, this updated 2-bedroom, 2-bathroom villa comfortably accommodates up to 6 guests. Enjoy modern features like flat screen HD TVs, a roomy master bedroom, and a fully equipped kitchen with stainless steel appliances. Recent renovations include beautiful walk-in showers and granite countertops. A large screened lanai and outdoor hot/cold shower provide fantastic outdoor living, all located steps from the beach and nearby restaurants and shops.

This vibrant 2-bedroom, 2-bath beach villa is newly remodeled and accommodates up to 6 guests. Enjoy a relaxing stay with a king-size bed in the master suite, a fully equipped kitchen, and an inviting living area with large flat-screen TVs. Standout features include a screened-in lanai and easy access to Siesta Key's powdery sands just a minute away. With a range of games, movies, and beach essentials at your fingertips, this tropical retreat is perfect for families seeking fun and relaxation!

Experience ultimate relaxation in this beautifully decorated 2-bedroom, 2-bath unit just steps from Crescent Beach. Enjoy a spacious layout with a king bed in the master and twin beds in the guest room. Modern comforts include a 60" TV and wireless internet. Unwind on the lanai, dive into the large pool, or play games in the recreation room. With convenient access to local shops and restaurants, this home is perfect for a memorable beach getaway.

This charming 2-bedroom, 2-bath villa is just steps from the sandy shores, featuring walk-in showers in both bathrooms. Updated for guest comfort, it includes a large screen TV in the living area and a TV in the master bedroom. Enjoy dining on the lanai with the convenience of an outdoor shower for sandy beach escapes. Close to local shops and restaurants, this vibrant retreat promises a delightful Siesta Key experience.

Embrace beach life in this beautifully upgraded 2-bedroom villa, just a short stroll from Siesta Key Beach. Featuring fresh paint, new windows, and stylish furnishings, enjoy comfort with a queen bed and twin beds in cozy bedrooms. The living area boasts new decor and an HD flat-screen TV. The modern kitchen is equipped with all essential appliances, perfect for crafting gourmet meals. High-speed internet ensures connectivity, making this the ideal getaway for relaxation and fun.

Slip away to this charming 2-bedroom, 2-bath villa, freshly renovated and perfect for up to 6 guests. Enjoy a private entrance leading to a screened lanai and an airy open layout, complete with a large flat-screen TV. Each bedroom features its own flat-screen TV, ensuring everyone has their own space. Just a short stroll to the heated pool and a picturesque walk to the stunning Siesta Key Beach for sun-soaked relaxation and enjoyment.

Enjoy the bliss of coastal living in this charming 2-bedroom, 2-bath villa, perfectly positioned between a lush pool area and the stunning Crescent Beach. Spanning 1,064 square feet, this inviting space features individual decor and the option of a screened lanai for tranquil outdoor dining. With nearby Crescent Beach Village restaurants and shops, experience both relaxation and convenience in this delightful home away from home.

Experience the beauty of Siesta Key in this stunning 2-bedroom, 2-bath villa with 1,064 sq ft of modern elegance. Newly renovated, it features a chic kitchen with quartz countertops, spacious living area with Smart TVs, and inviting screened-in lanai. Perfect for relaxation, this villa comfortably sleeps four and is just steps from the #1 rated beach in the USA, making it an ideal getaway for rest or recreation. Enjoy high-speed internet and outdoor shower for convenience after a day in the sun.

Embrace the ultimate vacation lifestyle in this charming 2-bedroom, 2-bath villa, just steps from the stunning Casa Blanca Crescent Beach. This fully furnished 1,064 sq. ft. haven features a spacious living area, fully equipped kitchen, and an inviting screened-in lanai. Enjoy complimentary beach items and access to an Olympic-sized pool and clubhouse. Perfect for beach lovers seeking relaxation and proximity to local dining and shopping.

Enjoy a vacation stay in this upgraded 2-bedroom, 2-bath villa, just steps from Siesta Key’s award-winning beach. Accommodating up to 6 guests, this property boasts proximity to one of the largest pools on the island and easy access to local shops and restaurants. Located on the free trolley line, it's perfect for exploring Siesta Key Village and Turtle Beach. Relax and make lasting memories in this sun-soaked paradise!

Relax in this newly remodeled 2-bedroom, 1.5-bath villa just steps from Crescent Beach, rated #1 in the USA. Features include a king-size master suite, a second bedroom with a queen and twin bed, and modern amenities like private Wi-Fi and flat screens. Enjoy the heated pool, and the convenience of nearby shops and restaurants for an ideal beach getaway.

This stunning turnkey furnished 4-bedroom, 3.5-bath mainstay spans 2,731 sq ft and accommodates up to 10 guests. The open floor plan features sleek finishes and top-tier appliances, perfect for family gatherings. Enjoy resort-style amenities with a large fenced yard, sparkling pool, spa, and multiple dining options. Just steps from the Legacy Trail and close to Sarasota’s vibrant Main Street and beautiful beaches, it’s the ideal retreat for relaxation and adventure.

Experience the ultimate beach escape in this stylishly updated 2-bedroom villa at Aloha Kai. Spanning 900 sq. ft., it features tile floors, a modern kitchen with granite counters, and a serene enclosed porch. Enjoy easy access to the largest pool on Siesta Key and the renowned Crescent Beach, perfect for sunbathing and sunset strolls. The primary bedroom offers en suite convenience, while the tranquil ambiance invites relaxation in this stunning resort community.

Experience coastal living in this charming 1-bed, 1-bath villa at Aloha Kai, nestled on Siesta Key. Spanning 572 sq ft, this cozy retreat includes in-unit laundry and is part of a family-friendly resort community. Enjoy the largest pool on Siesta Key and easy access to the stunning Crescent Beach, ranked as the top beach in the U.S. Shaded beach pavilions and the beautiful Gulf waters create an idyllic setting for relaxation and unforgettable sunsets.

This beautifully updated 1-bedroom, 1-bath villa offers an ideal beach getaway just steps from Crescent Beach, renowned for its soft white sand and emerald waters. Enjoy serene strolls along the shore and breathtaking sunsets from the screened porch. The Aloha Kai resort features family-friendly amenities including the largest pool on Siesta Key, shaded pavilions, and a relaxing atmosphere perfect for unwinding in paradise. Embrace a true Florida lifestyle in this cozy retreat!

Embrace laid-back living in this 1-bedroom, 1-bath villa featuring beamed ceilings and eclectic decor. The spacious layout flows onto an enclosed porch, perfect for morning coffee. Enjoy the fully equipped kitchen, a convenient walk-in shower, and access to the largest pool on Siesta Key. Nestled in the Aloha Kai resort community, relish the beauty of Crescent Beach, renowned for its stunning quartz sands and breathtaking sunsets, creating the perfect beach getaway.

This beautifully maintained 2-bedroom, 1-bath villa offers an inviting beachside retreat. Enjoy an open-concept layout with stainless steel appliances and a screened porch. Located within a family-friendly resort with the largest pool on Siesta Key, relax and unwind at Crescent Beach, famed for its powdery sands and stunning sunsets. Perfect for those seeking comfort and leisure in a tropical paradise!

Experience beachside living in this light-filled 2-bedroom villa that embodies relaxed coastal charm. An updated kitchen complements vibrant furnishings, while easy access to the Gulf and the largest pool on Siesta Key makes relaxation effortless. The inviting front porch and back patio enhance your outdoor living options. Perfect for families, this 780 sq ft retreat embraces the soothing island atmosphere and offers the ideal backdrop for memorable getaways.

Experience coastal living in this beautifully updated 1-bedroom villa featuring granite countertops, an open layout, and an enclosed front porch for added privacy. Located in the family-friendly Aloha Kai community, enjoy access to the largest pool on Siesta Key and the pristine sands of Crescent Beach just steps away. Perfect for relaxation or exploring one of Florida's top-rated vacation destinations!

Experience coastal living in this beautifully updated 2-bed, 2-bath villa on Siesta Key, featuring a chef’s kitchen and spa-like bathrooms. Enjoy private porch views of shorebirds and dolphins, or relax by the largest pool in the area. Aloha Kai is a gated resort community nestled along the pristine Crescent Beach, known for its white quartz sand and emerald waters. Perfect for a laid-back beach vacation, this retreat offers everything you need for relaxation and recreation.

Experience paradise at this inviting 2-bed, 2-bath villa, perfectly located on Siesta Key's stunning Crescent Beach. Spanning 1,056 sq ft, this property features a spacious, open layout and easy access to the largest pool on the island. Enjoy sun-soaked days just steps from the dazzling white sands and vibrant emerald waters. Ideal for relaxation and making lasting memories, this beach getaway blends comfort and serenity in a serene gated community.

Experience ultimate relaxation in this sun-filled corner villa featuring an open floor plan and custom upgrades. The updated kitchen comes with stainless steel appliances, and in-unit washer/dryer adds convenience. Enjoy a half bath in the master bedroom, three TVs for entertainment, and the community's largest pool. Located in the gated Aloha Kai community, just steps from the renowned Crescent Beach, perfect for creating unforgettable memories in a beautiful paradise.

Villa 10 at Aloha Kai is a charming 1-bedroom, 1-bath retreat surrounded by lush landscaping. This 696 sq. ft. villa features a bright kitchen, spacious bedroom with ample closet space, and a private patio. Enjoy the tranquil screened-in porch and access to the largest pool on Siesta Key. Perfectly positioned near the stunning Crescent Beach, this villa invites relaxation and unforgettable sunsets in a top-tier beach destination.

Enjoy the sun and sand in this charming 1-bedroom, 1-bathroom villa, perfectly situated near the largest pool on Siesta Key and a private beach. With 696 sq. ft. of cozy living space, the villa features a spacious front porch and back patio, ideal for soaking in the coastal vibes. Aloha Kai offers a delightful getaway in the heart of Crescent Beach, where white quartz sands and emerald waters create the perfect backdrop for relaxation and memorable sunsets.

Villa 1 at Aloha Kai offers a serene escape on the stunning Crescent Beach, known for its dazzling quartz sand and emerald waters. This charming 2-bedroom, 1.5-bathroom villa features 887 sq ft of comfortable living, perfect for a relaxed beach getaway. Enjoy the largest pool on the island and unwind under shaded pavilions, while breathtaking sunsets over the Gulf create unforgettable memories. Embrace the ultimate coastal lifestyle in this welcoming, gated resort community.

Experience the enchanting charm of this two-bedroom, one-bath villa, featuring an extended living area and a cozy kitchen with quartz countertops. Enjoy your mornings on the private front porch or relax on the open-air patio. Located in a family-friendly gated community on Crescent Beach, this unit promises easy access to sand and surf, along with the largest pool on Siesta Key, making it an idyllic spot for sun-soaked getaways.

Just steps from Siesta Key's renowned Crescent Beach, this charming 2-bed, 2-bath villa is the perfect getaway. The spacious family room invites relaxation, while the fully equipped kitchen and cozy patio enhance comfort. Accommodating up to five guests, with a king bed in one room and a queen with a twin trundle in the other, this villa also features a convenient in-unit washer/dryer and outdoor shower. Enjoy your slice of paradise in this vibrant coastal retreat!

This updated 1-bedroom, 1-bath villa is an ideal beach getaway in a serene gated community. Enjoy mornings in the airy kitchen or on the private front porch. The spacious living area features designer plantation shutters, while the luxurious spa-inspired bathroom includes a walk-in shower. Experience Siesta Key's pristine Crescent Beach and unwind by the largest pool on the island—all steps from your door.

Villa 53 at Aloha Kai offers a beautifully remodeled escape featuring a stylish updated kitchen and bath, cozy furnishings, and a spacious bedroom with ample closet space. Nestled on Siesta Key's Crescent Beach, ranked the best in the U.S., this delightful community boasts the largest pool on the island, perfect for relaxation. Enjoy effortless beach access and stunning sunsets in this family-friendly, gated resort, making every day feel like a vacation.

Enjoy a tranquil beach escape in this beautifully appointed 2-bed, 1-bath villa, featuring light and bright coastal décor. Located in the sought-after Aloha Kai community, this 744 sq ft residence provides effortless living with access to Siesta Key's stunning white sands and emerald waters. Residents can unwind by the largest pool on the island or relax under shaded beach pavilions. Experience the quintessential Florida vacation lifestyle in this inviting paradise.

Enjoy a beach vacation in this updated 1-bed, 1-bath villa, just steps away from Crescent Beach. Featuring two double beds, it’s perfect for a getaway. Unwind on the porch, swim in the largest pool on Siesta Key, and savor stunning sunsets along the shore. This charming villa offers a family-friendly atmosphere within a gated community, making it an ideal spot to relax and recharge in Florida’s paradise.

Villa 22 at Aloha Kai is a spacious 2-bedroom, 2-bath retreat designed for family fun on Crescent Beach, Siesta Key. Its open floor plan enhances social interaction, while the updated kitchen features a casual dining bar perfect for gatherings. Enjoy the resort community's charm with access to the largest pool on Siesta Key and stunning sunsets over the turquoise Gulf waters. Experience the ultimate beach getaway in this inviting and comfortable setting.

Experience paradise at this meticulously renovated 2-bedroom, 2-bath villa featuring beamed ceilings and an open floor plan, creating a warm ambiance. The primary bedroom offers a coastal-inspired decor and a spa-like bath for ultimate relaxation. Aloha Kai, a family-friendly gated resort on Siesta Key, boasts proximity to the acclaimed Crescent Beach with its pristine sands and inviting waters. Enjoy the largest pool on the island and unwind in a true beach retreat.

Experience the ultimate beach getaway in this charming 1-bedroom, 1-bath villa, ideally located on Siesta Key. Spanning 735 sq ft, this property resides in a family-friendly, gated resort community with access to the largest pool on the island. Enjoy the renowned powdery sands and emerald waters of Crescent Beach, perfect for relaxing strolls and stunning sunsets. Aloha Kai offers a cozy coastal lifestyle that invites both relaxation and adventure.

Embrace island living in this beautifully renovated 2-bed, 1.5-bath villa with modern finishes and an inviting layout. Enjoy new flooring, an updated kitchen with stainless appliances, and comfortable dining spaces. Located in the family-friendly Aloha Kai community on Siesta Key, relax by the largest pool or stroll along Crescent Beach’s renowned white sands. Perfect for beach lovers, this villa offers a wonderful blend of style and serenity in a prime coastal setting.

Embrace beachside bliss in this charming 1-bedroom, 1-bath villa surrounded by lush tropical landscaping and offering a screened-in porch for relaxation. The bright kitchen is well-equipped, and the spacious bedroom features ample closet space. Enjoy easy access to Siesta Key's renowned Crescent Beach and the largest pool on the island, ideal for soaking up the sun or unwinding after a day by the water. Perfect for a serene getaway or long-term stay!

Embrace the beach lifestyle in this charming 1-bed, 1.5-bath villa at Aloha Kai. With 696 sq ft of cozy living space, enjoy the large pool, relaxing front porch, and tranquil back patio for grilling. Located steps from Crescent Beach, known for its soft quartz sand and stunning sunsets, this gated resort community offers the perfect setting for peaceful getaway moments. Ideal for soaking up the sun and unwinding in style.

Villa 29 at Aloha Kai offers a perfect getaway, just steps from Crescent Beach, known for its soft, quartz sand and emerald waters. This cozy 1-bedroom, 1-bathroom villa features a screened porch and a king-size bed for ultimate relaxation. Enjoy the convenience of an in-unit washer and dryer, plus access to the largest pool on Siesta Key. Ideal for a laid-back stay, this family-friendly resort ensures unforgettable sunsets and soothing beach walks.

Experience the charm of this cozy beach villa, perfect for a relaxing getaway. Featuring 2 bedrooms and 1 bath across 672 sq ft, it's beautifully decorated for that casual coastal vibe. Enjoy morning coffee or evening gatherings on the screened porch. Located in the gated Aloha Kai community on Siesta Key, residents can unwind at the largest pool or stroll the stunning Crescent Beach, renowned for its soft quartz sand and mesmerizing sunsets.

Enjoy a peaceful escape in this inviting 2-bedroom, 2-bath villa at Aloha Kai. Spanning 900 sq. ft., the bright and airy interior pairs perfectly with soothing neutral furnishings. Step outside to the lush grounds, pristine beach, and the largest pool on Siesta Key. Perfect for beach lovers, savor your mornings on the porch or unwind by the water, all while soaking in the unmatched beauty of Crescent Beach. A true oasis for relaxation awaits!

Villa 56 at Aloha Kai combines retro charm with modern updates, featuring an inviting interior and a spa-like bath for ultimate relaxation. This 1-bedroom, 1-bath unit spans 802 sq ft and includes convenient in-unit laundry. Enjoy serene sunsets and coastal breezes from your porch or relax at the largest pool on Siesta Key. Located steps from the renowned Crescent Beach, perfect for sun-soaked days and leisurely evening strolls along the shore.

Escape to this spacious 2-bedroom, 2-bath villa with twin bunk beds, ideal for families seeking relaxation on Siesta Key. Enjoy the convenience of in-unit laundry and soak up the sun at the largest pool on the island. Aloha Kai's prime location near Crescent Beach, consistently ranked one of the best, invites peaceful walks and captivating sunsets, making it the perfect backdrop for unforgettable vacations.

Embrace a relaxed beach lifestyle in this charming 1-bed, 1-bath villa. With tropical decor, it invites unwinding by the largest pool on Siesta Key or enjoying quiet moments on the front porch. Just steps from Crescent Beach, this idyllic retreat offers soft white sands and sparkling emerald waters, perfect for sunset strolls and family fun. Experience the tranquil charm of Aloha Kai, a gated community designed for a perfect beach escape.

Experience swanky living in this exquisite two-level townhome, featuring soaring ceilings and two-story windows that flood the space with natural light. With 3 bedrooms and 3.5 baths across 2,608 sq. ft., enjoy high-end finishes, including a sleek European-style kitchen with Fisher & Paykel appliances. Step outside to the saltwater heated pool or relax in the sky lounge. Located steps from Bayfront Park and vibrant local eateries, this community offers unparalleled convenience and luxury in downtown Sarasota.

Experience the ultimate Siesta Key lifestyle in this stunning 2-bedroom, 2-bath home, fully remodeled and professionally furnished. Enjoy a bright open layout, modern kitchen with updated appliances, and a detached garage that doubles as a game room or workspace. Unique features include an RV pad with 50-amp hookup and pump-out station. Just ½ mile from the #1 rated Siesta Key Beach, this coastal retreat offers private outdoor spaces for relaxation and entertainment, perfect for seasonal or year-round living.