Snowbirds & Winter Monthly Rentals
Resort Rentals, a trusted name in coastal getaways, offers the ultimate monthly winter rentals across the picturesque destinations of St. Pete Beach, Madeira Beach, and Treasure Island, and more. Our carefully selected vacation rentals, ranging from beachfront condos to luxurious vacation homes, serve as your home away from home, welcoming snowbirds looking to escape the winter’s chill. Immerse yourself in the laid-back beach lifestyle along these stunning shores, enjoying leisurely strolls, savoring fresh seafood, and taking in breathtaking sunsets. Resort Rentals ensures an unforgettable winter retreat, allowing you to make cherished memories in these sought-after Florida coastal gems.
367 properties available
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. 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, T
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons To Book: * Beachfront Condo with AWESOME Views - Watch Sunset Every Night * Private Balcony Extending off of Living Room and Master Bedroom * Full Condo Water Filtration
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book This Awesome Townhouse! * Short and convenient walk to the sand, only 450 ft!* Spacious Layout, luxurious furnishings, plenty of room for the entire family!* Soarin
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. **ELEVATORS OUT OF SERVICE** Please note that the elevators are currently out of service and not operating. At this time, we do not have a guaranteed timeline for these repairs to be
Top Reasons to Book Dolphin Key 504: * Top Floor Condo with Incredible Intracoastal Views* Easy Beach Access Across the Street* Huge Private Balcony + Beach Gear in Unit* Community Heated Pool + Spa * Grilling Area + Gazebo* Great Location in Indian Shores Beach* Professionally ManagedWelcome to Dolphin Key 504, the ideal waterfront retreat for you
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons To Book:* Beach Front Private Home* Luxurious and Stylish Interior * Top of the Line Appliances and Furnishings* Direct Beachfront Access in your Backyard* Multiple Balconi
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book Sea Club #15:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* P
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book:* Fabulous Resort Amenities: Heated Pool, Hot Hub, and Charcoal BBQ Grills* Spacious Balcony* Private, Charming Community*Close to Great Area Attractions* EV Chargi
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book Land's End 4-201 - Premier:* TOTAL REMODEL 2025 with gorgeous updates! * Bay Front Unit with Gorgeous Views from Private Balcony* Short Walk to the Onsite Heated Po
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book this Lovely Condo: * Spacious Balcony with Pool Views and Electric Grill* Private, Charming Community, Close to Great Area Attractions* Fabulous Resort Amenities: H
Top Reasons to Book This Fabulous House:* Beautiful Views from the balcony of the Intracoastal Waterway* Great Space for Larger Families or Couples * Short Drive to Beach Access * Walking Distance to Great Restaurants and Entertainment* Professionally Managed; 24/7 Service*This property is NOT AVAILABLE for rent to those under the age of 25. No Exc
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION***Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this
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