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.


Properties Available 398 properties available
Top Reasons to Book this Home: * Single Family Home with Private Pool* Screened in Florida Room with Beverage Fridge* Tropical Decor, Spacious Living* Spacious Deck Area around Private Pool with Grill* Convenient to St Pete Beach and Treasure Island* Professionally ManagedWelcome to Coquina Hideaway!! This charming 2-bedroom, 1-bathroom single-fam
Coquina Hideaway
House
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 5 (7 Reviews)
Top Reasons to book this Dreamy Beach Escape:• Brand new, luxurious beach house with a super cool vibe• Roof top terrace with loungers and a breathtaking view of the Gulf of Mexico.• Large private balcony hot tub with an attached comfy outdoor seating area• 75" TV in living area• Easy access to an additional bonus room featuring a Queen size bed, a
Sunset Point Beach House
House
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 4.9 (31 Reviews)
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, Volleybal
Land's End 5-303 Gulf-Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (36 Reviews)
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 #103:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway*
Sea Club #103 - Paradise Palms
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (10 Reviews)
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, Volleybal
Land's End 11-407 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (42 Reviews)
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: • Don’t forget your fur baby! This unit is dog friendly (restrictions and fees apply). • Onsite outdoor resort style pool (heated seasonally) with new pool deck fu
Madeira Del Mar 305
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (77 Reviews)
Top Reasons to Book Sea Club #18:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedFloriday’s is a beautiful two-bedroom, two-bathroom condo located on the second story, featuring a covered balcony that overlooks lush community
Sea Club #18 - Floridays
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (5 Reviews)
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:-Less than 400 Feet to the Beach-Dog Friendly (Restrictions and additional fees apply)-Private off-street parking-Recently Updated and New Stainless Steel Appliance
Beach Life 3
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (36 Reviews)
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:• Stunning Beachfront Views!• Low Density and Well-Maintained Beachfront Complex with Beach Access• Single story layout!• Double adjoining balconies.• Very
Pelican Pointe 4C
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (27 Reviews)
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 Beautiful Townhome: * Newly Built in 2025 with Private Elevator* Rooftop Balcony with Views of Gulf and Intracoastal Waterway* Prime Location Just a Quick
Azul Townhomes A1
Madeira Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (8 Reviews)
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. **CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Noise may be experienced while work is ongoing. Beach Access and Pool are OPEN! ***
Villa Madeira 203 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (74 Reviews)
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 #32:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* P
Sea Club #32 - Dolphins Lookout
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (17 Reviews)

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