Annual and Long Term Rentals
During the winter and summer season, most properties require a Saturday check-in/check-out date. If your dates are flexible and the search result doesn't return a property that meets your requirements, please adjust your dates accordingly or call our Guest Services Team at 727-363-3336.
334 properties available
Top reasons to Book:• Newly Renovated Corner Unit with Lots of Natural Light• Direct panoramic views from your private balcony• Washer and Dryer in unit• Beachside heated pool, hot tub, shared BBQ area and a large pool deck• Several nearby activities, restaurants, and attractions for the entire family• Professionally Managed This newly renovated, b
Top Reasons to Book:* Large Private Balcony with Waterfront Views* Fully Equipped Kitchen with Granite Counter Tops* Washer and Dryer in the Condo* Year Round Heated Waterfront Pool and Hot Tub* Large Resort Bayfront Dock * Professionally Managed Indulge in the comforts of this two-bedroom, two-bathroom corner condo, where you'll find a luxurious K
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Top reasons to book: • Comfortable patio furnishings to allow for lounging and relaxing on the large beachfront balcony! • All the amenities-TWO heated beachfront pools, a 250 feet private pier, a BBQ and cabana area, tiki huts and direct beach access! • Located just a few miles South is the well known John’s Pass Village which is loaded with tons
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Top reasons to Book:• Private and beautifully furnished balcony!• Just a block from beautiful, white sand Madeira Beach!• Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer!• Beautifully decorated throughout.•The location is great too! Close to a variety of restaurants, entertainment,
Top reasons to Book: • Free wifi; Free Parking onsite! • Walk to Caddy’s, a beach bar restaurant offering great food, cold drinks and live entertainment! • Shared outdoor beachfront swimming pool! This 2 bedroom, 2 bath unit is just as cozy as your own home!! Nicely kept condo on the 3rd floor with a unique floor plan that has the master bedroom
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Top Reasons to Book:* Stunning Views from Private Balcony * Heated Beachfront Pool* Hot Tub * Beach Front* In-unit washer and dryer* Professional Managed For a serene and rejuvenating vacation experience with unparalleled Gulf views and top-notch amenities, Surfside South 312 is the ideal choice. This two-bedroom, two-bathroom condo offers a perfec
Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family! • TWO balconies per condo, one facing South overlooking the Gulf and one facing North. • Onsite heated pool; direct beach access. Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an open
Top reasons to Book: • Ground floor for easy access to the onsite pool and BBQ area! • Low density area located in Redington Shores. • Located just 4.5 miles South is the well known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment! Ground floor unit with easy and direct access to the pool with direct Gulf
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