Vacation Rentals

New Listing Dec 20th!!! Get it while availability is open. Beachfront 2 bedroom and 2 bath. enjoy the magnificent views of the pristine white sandy beach and the azure water of the Gulf of Mexico from this classic condo on the beach. Take in the magical sunsets over the Gulf of Mexico from your private balcony. Just steps away from your private access to 12 miles of beach... Umbrellas and lounge chairs…

Beautiful beachfront unit on the 5th floor of building 8. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings. This unit is in high demand. RRR-00586.2023 Assigned parking space outside.

Amazing Direct Beach views from your balcony, living room, kitchen, dining room and bedroom in this Islands West Condo. The sunsets are breathtaking. You will love the beach views and fast Wi-Fi. This is a luxury rental. Condo has a single unit washer/dryer in one. There is a Islands West is the ideal location on Longboat as it is located towards the Southern end of the island at the intersection of the…

This condo is on the 3rd floor with a partial Gulf view and golf course view. This is very comfortable 2 bedroom, 2 bath unit. Large Sofa, dining table for 6, breakfast bar, fully equipped kitchen with drip coffee maker and Keurig. Desk for a workspace. King Bed in Primary bedroom and 2 twin beds in second bedroom. Washer/Dryer in condo. The well-maintained and gorgeous grounds include the following amenities: • 24…

Winter booking available. Ritz Carlton GOLD membership included. Enjoy convenience to Ritz managed amenities as you step off your private balcony "walk-down" onto the fire-pit and pool deck. This is the only condo in the entire building with this convenient feature. The building is premium as a Ritz Carlton-managed property! This like-new condo residence offers Travertine floors in the spacious main living areas. The Kitchen is designed for a true gourmet including…

Beautiful beachfront unit on the 2nd floor with lake view and partial Gulf. This is a beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. It just feels like home. It was decorated by Anne Folsom Smith. It has many custom features, including hand crafted furniture, unique kitchen backsplash and sliding stainless doors covering W/D. Completely renovated, with tile floors throughout, high ceilings with upgraded light fixtures, hurricane resistant floor-to-ceiling…

Exquisite beach and Gulf view unit on the 3rd floor of building 3. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. New owner has upgraded unit including tiling, furniture replacement, painting, new kitchen appliances, new linen, TV's and more. This condo also has new windows and doors. This is a new and bright condo ready for your beach adventure. Condo is located in the Gated Beachplace complex with pre-set…

Welcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets coastal charm. Completed in 2025, everything inside and outside this home is brand new! Nestled on a canal off the Intracoastal Waterway, this Lido Key 3-bedroom, 3-bathroom retreat offers a perfect blend of modern amenities and serene waterfront living. Whether you're here for relaxation or adventure, 440 Cleveland Drive has it all. --Outdoor Space Step…

Great beach and Gulf views are breathtaking from your balcony, living room, kitchen and dining room of the Penthouse condo located on the 15th floor of Islands West Complex. You will love the beach views and fast Wi-Fi. Master bedroom with King bed has amazing views of the Bay and the Sarasota Downtown Skyline . The second bedroom has a double bed and twin trundle and enjoys the same wonderful view. .…

Amazing Direct Beach views from your balcony, living room, kitchen, dining room and bedroom in this Islands West Condo. The sunsets are breathtaking. You will love the beach views and fast Wi-Fi. This is a luxury rental. There is an Islands West is the ideal location on Longboat as it is located towards the Southern end of the island at the intersection of the Publix Shopping Center on the Gulf Side. Very…

Beautiful beachfront unit on the 5th floor with lake view and partial Gulf. Beautifully appointed 3 bedroom, 2 bath unit with a real feel of home. King Bed in Master, Queen Bed in 2nd Bedroom and 2 twins in 3rd bedroom. RRR-00586.2023 Come stay a month or more! The well-maintained and gorgeous grounds include the following amenities: • 24 hour manned guard gate. • Private beach access with chairs and umbrellas included…

Beautiful beachview unit on the 3rd floor with lake view and Gulf views. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Very popular unit. This unit has large beds in both bedrooms. Great for 2 couples. Kitchen recently remodeled and all new windows and doors. The online system will only book 12 months out, so please call us directly if you wish to book further in advance. On the…

Arbomar offers a perfect blend of classic Florida charm and modern coastal comfort. Set directly on the Gulf of Mexico, the property delivers a peaceful, boutique atmosphere with beautifully maintained grounds, lush tropical landscaping, and a private stretch of sugar‑white sand just steps from the building. One of the best views on the island ✨ What Guests Love About Unit 604 6th floor offers amazing views. The balcony sunsets are a nightly…

Welcome to Privateer North 305, an exceptional beachfront condo located on the prestigious south end of Longboat Key, behind the gates of the exclusive Longboat Key Club community. This beautifully appointed unit offers breathtaking Gulf and sunset views from not one, but two private balconies. Whether you're looking for a tranquil retreat or an active beachside lifestyle, this property has it all. Amenities Privateer North 305 is designed for comfort and convenience.…

Experience coastal elegance at Beach Harbor Club B207 by FGC, a spacious 2-bedroom, 2-bath retreat on Longboat Key’s serene Gulf of Mexico Drive. This 1,148 sq ft condo offers stunning bay and garden views. Inside, enjoy a fully equipped kitchen with modern appliances including a dishwasher, microwave, and coffee maker, ideal for preparing meals to savor in the dining area or outdoors at the BBQ space. The bright living room features comfortable…

Immerse yourself in beachfront bliss at Lido Bliss: FEBRUARY AND MARCH 2027 NOW AVAILABLE - WITH MEMBERSHIP TO THE RITZ. Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes luxury with Stunning views from Gulf to Bay showcasing the stunning scenery. Ritz Carlton…

Updated top-floor 2 Bedroom + Den with a pullout sleeper with stunning water views from nearly every room. Enjoy the private beach just steps away, featuring 750’ of Gulf frontage and renowned sugary white sand. The open concept layout is perfect for coastal vacationing, complemented by two spacious balconies offering prime seats for breathtaking Gulf sunsets. Experience Coastal Elegance at Club Longboat 332 Discover the ultimate beachfront retreat at Club Longboat 332,…

NEW PROPERTY Dreaming of sunshine, beautiful sandy beaches, and warm turquoise Gulf waters? Your airy and bright 3-bedroom, 2-bathroom Lido Beach paradise is ready to make that dream come true! Located at 180 Emerson Drive, Sarasota, FL, this charming home is available now for weekly rentals. Situated on a fully fenced corner lot, this one-level home offers easy access and is directly adjacent to North Lido Beach Park. With a short walk…

2 Bedroom and 2 Bath condo located in the resort community of Beachplace. Faces the golf course with limited Gulf view and has access to the boardwalks to the Beach. Beachplace sets up chairs and umbrellas daily on the beach to make access very simple and inviting. All NEW furnishings throughout this pristine condo with large tv in living room. The master suite with a king bed offers lush views and access…

Property Newly Available - Fully Remodeled - Direct Beachfront Beautiful beachfront unit on the 3rd floor of building 8. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings. This unit is in high demand. The well-maintained and gorgeous grounds include the following amenities: • 24 hour manned guard gate. • Private beach access with chairs and umbrellas included • Wi-Fi • Lighted tennis courts • Heated pool and…

Great Views! 2 Bedroom and 2 Bath condo located in the resort community of Beachplace Association. Faces the golf course with angled Gulf view and has access to the boardwalk to the Beach. Beachplace sets up chairs and umbrellas daily on the beach to make access very simple and inviting. This is a very bright and cheerful condo The master suite with a king bed offers lush views and access to the…