Vacation Rentals

Experience the charm of this elegant 3-bed, 3-bath home, just a short walk from the serene Lido Beach. Featuring a private heated pool, hot tub, and boat dock, this beautifully decorated retreat is perfect for both relaxation and adventure. Enjoy breathtaking water views, a fully equipped kitchen, and cozy living spaces. Just minutes from the vibrant St Armands Circle and downtown Sarasota. We have taken great care to ensure that…...

** Hurricanes update: The condo sustained no damage, but the pool is currently out of service with no estimated time for repairs.** This fabulous penthouse with 3 beds/2baths of 2714 sq ft is located in the Lido Surf and Sand on Lido Beach! It features amazing views: over toward St. Armands, Longboat Key, East looking toward Bird Key, downtown, the mangroves, and also South toward the preserve area and South…...

Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedroom, one den and two FULL bathrooms. Enjoy amenities such as a heated outdoor pool, spa, fitness center, kayak launch, two communal barbecues, elevator access, and secure community entry—all just a short drive from downtown Sarasota. Relax on your balcony overlooking the serene Whitaker Bayou. We have taken great care to ensure that…...

Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedroom, one den and two FULL bathrooms. Enjoy amenities such as a heated outdoor pool, spa, fitness center, kayak launch, two communal barbecues, elevator access, and secure community entry—all just a short drive from downtown Sarasota. Relax on your balcony overlooking the serene Whitaker Bayou. We have taken great care to ensure that…...

Welcome to Village Brooke! This inviting 1-bedroom, 1-bath condo offers a comfortable and modern retreat on the second floor (no elevator). Thoughtfully furnished with a spacious and bright layout, the unit includes a screened balcony, perfect for relaxing. Enjoy community amenities like a heated pool, BBQ area, and tennis court. Centrally located in Sarasota, just a short drive to the renowned Siesta Key Beach, this condo is an excellent choice…...

NEW! Charming 2-Bedroom Condo in The Meadows – Your Coastal Retreat! Escape to this cozy 2-bedroom, 2-bathroom condo - perfectly situated in The Meadows Community which is just a short drive from Sarasota’s renowned Gulf beaches. Designed for comfort and relaxation, this inviting space is ideal for your next getaway. Sip your morning coffee in the Florida room or on the front patio, stroll along scenic trails teeming with wildlife,…...

Welcome to your downtown oasis! This modern 1BR/1BA condo on the 6th floor is fully equipped for a comfortable stay. Enjoy city views from the private balcony, a spacious bedroom with a walk-in closet, an in-unit washer/dryer, and a sleek, updated bathroom. The kitchen has all the essentials—including appliances and cooking utensils—plus a breakfast bar for casual dining. Relax on the cozy couch after a day of exploring, and make…...

Welcome to your tranquil retreat in Bunker Oaks! This beautifully furnished 1-bedroom, 1-bathroom condo offers 428 sq. ft. of comfortable living space, complete with a spacious terrace overlooking the stunning golf course. The upgraded kitchen and cozy living room provide everything you need for a relaxing stay in Sarasota. Enjoy access to the outdoor heated communal pool and explore the nearby trails, all while being just a short drive from…...

Nestled in a gated community, this fully furnished 3BR/3BA home is located in the sought-after Rosedale Country Club community. Step into a luxurious oasis that features an inviting pool courtyard and includes a separate mother-in-law suite with its own bathroom for added privacy. You can enjoy the option to heat the pool for an added monthly fee, and social country club amenities are transferable for an additional charge. We have…...

This fully furnished third-floor waterfront condo is centrally located on the West side of “The Strand” and spreads over 896 sq ft, with a generous 120 sq ft patio overlooking the serene Whitaker Bayou. You will love the beautiful art and comfortable furniture that will make you feel right at home. Enjoy the sun set over the water from the relaxing balcony. This gated community offers a heated communal pool,…...

This peaceful second floor condo (corner unit) in Parkridge features a relaxing living room, large master bedroom with walk-in closet, walk-in Italian shower, screened patio and in-unit washer/dryer. Parkridge is a gated community and provides the convenience of being 5 minutes from the interstate and UTC Mall center. The condo is within walking distance to Youfit, Lockwood Ridge Cinema, and many restaurants. It is also a short drive from University…...

** Hurricanes update: The condo sustained no damage, but the pool is currently out of service with no estimated time for repairs.** This spacious 3-bedroom, 2-bathroom retreat located on the second floor spans 1976 sq ft, and is nestled within the Sands Point condo, an exclusive gated community within The Resort at Longboat Key, located at the pass between LBK and Lido Key. Enjoy private community beach access, a communal…...

Welcome to your Sarasota retreat! This 2 bedrooms/1 bathroom condo, spanning 911 sq ft on the 2nd floor of the 'Garden Plaza' building, offers a light and bright ambiance with contemporary décor. Enjoy the convenience of a prime location West of the Trail, near Siesta Key and shopping centers. The condo boasts an open-plan design, featuring a fully equipped kitchen, a comfortable living room with a smart TV, and a…...

**Hurricane update: The home, pool area and tennis/pickleball courts were not damaged** This fully furnished 3-bedroom, 3-bathroom waterfront townhome on Siesta Key spans 1827 sq ft with an open floor plan and an extra pull-out couch. Nestled in the exclusive Private Harbour Towne community, you'll have access to a deep marina, pool & spa, tennis, pickleball, a fishing pier, clubhouse, and a covered pavilion with grills. Plus, it's only a…...

Enjoy your Sarasota stay in this newly furnished waterfront corner unit on the 4th floor of The Strand, with a private boat slip & lift (additional cost), heated communal pool & gym, a kayak launch, a dog run, 2x barbeques, elevator access and secure community entry. It offers 1359 sq. ft. + 149 sq. ft. of terrace, with a beautiful view of the Whitaker Bayou and the beautiful park of…...

Experience this exceptional 4-bedroom, 3-bathroom vacation retreat spread over 3,134 sq ft, with a tiki bar, private dock, pool and spa with amazing canal views and lush landscaping on Siesta Key. We have taken great care to ensure that you have everything you need to feel at home during your stay. ★Living Areas: As you enter through the ground floor foyer, you will find the staircase, garage entry and hallway…...

Immerse yourself in vacation living with this well maintained ground-floor 2-bedroom, 2-bathroom retreat in a quiet community. Relax in the comfortable living room with a TV (streaming and cable) or step outside to one of the two screened patios with a view of the inviting pool. The fully equipped kitchen is a culinary haven, featuring a stove, oven, microwave, dishwasher, kettle, and a drip-down coffee machine. Gather in the breakfast…...

This is a comfortable 1,747 sq ft house with 3 bedrooms & 2 bathrooms and a private heated pool overlooking the 15th golf course hole. ** This rental requires an HOA application and approval. No fee is required** The entrance door will lead you to the comfortable living room, equipped with couches and a smart TV. It hosts a dining area that seats 4 (2 chairs can be added), a…...

Enjoy your Sarasota stay in this newly furnished corner unit on the 4th floor of The Strand in building B. It offers 1359 sq. ft. + 149 sq. ft. of terrace, with a relaxing pool view! It has 2 spacious bedrooms, 2 modern bathrooms, a fully equipped kitchen, and a spacious living room with 2 sliding doors to the inviting terrace. ★Living Area: As you enter this charming condo, the…...

Enjoy your stay in this beautiful 4 bedroom, 3 bathroom newly built home across 2,292 sq ft on Siesta Key in the gated community “La Linda Siesta Key Estates”. **Hurricane Update: The property remains unaffected and undamaged, with the pool fully operational.** **While the community is still in the process of construction, the home is already fully livable** As you enter through the main door, you will be welcomed by…...

This is a cozy fully furnished condo of 553 sq. ft. that is equipped with colorful taste. It will be perfect to enjoy your stay in Sarasota! Just renovated, it offers 1 bedroom, 1 bathroom, a patio, a fully equipped kitchen and a comfortable living room with a beautiful view of the surrounding vegetation, the pond, and the putting green. Enter the condo (ground floor unit, like a townhome) and…...