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 338 properties available
**CONSTRUCTION NOTICE: BUILDING WORK/PAINTING September 2nd, 2024 - Mid December, 2024. Dates could vary. ** Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated swimming pool during your visit. • Located minutes from Florida's main attract
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Villa Madeira 202
Condo
$1,036.00 - $4,837.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (199 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
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Land's End 6-205 Beach Front - Premier
Condo
$938.00 - $4,550.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (121 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool, tiki deck, or beach boardwalk. At this time, we do not have a guaranteed date for any of these to be accessible. Please reach out with any questions. Rates lowered!**Top Reasons to Book this Updated Condo: * Beautiful Water Views and Steps
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Sunset Vistas 404N
Condo
$1,043.00 - $4,081.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.3 (13 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • Short proxim
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Land's End 1-405 Gulf View - Premier
Condo
$700.00 - $3,864.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (49 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevators or pool. At this time, we do not have a guaranteed date for these to be accessible, but we do not anticipate any interference with 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to Book:• Unobstructed v
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Madeira Bay Resort I 1504
Condo Pet Friendly
$770.00 - $3,304.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (59 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or hot tub. At this time, we do not have a guaranteed date for any of these to be accessible. Please reach out with any questions. Rates lowered!** Top Reasons to Book: * Direct Beachfront Condo in the WEST building with Private
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Oceana 203 West
Condo Pet Friendly
$1,050.00 - $5,124.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (122 Reviews)
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico. • Enjoy direct beach access as well as an outdoor heated pool! • Open floor plan with plenty of room for the entire family to
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Trillium 1A - Premier
Condo
$1,155.00 - $5,082.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (178 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • Short proxim
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Land's End 1-402 Bay Front - Premier
Condo
$630.00 - $3,507.00 / per week
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (116 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
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Land's End 10-203 Beach Front - Premier
Condo
$938.00 - $4,529.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (80 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the waterpark. The pool is open. At this time, we do not have a guaranteed date for the waterpark to be accessible, but we do not anticipate any interference with 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to boo
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Harbourside 7718- Premier
Condo
$1,148.00 - $6,076.00 / per week
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 10 guests
Rating 4.9 (268 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
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Land's End 8-301 Beach Front
Condo
$868.00 - $4,305.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (96 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool. At this time, we do not have a guaranteed date for this to be accessible. Please reach out with any questions. Rates lowered!**Top Reasons to Book: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a
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Amadeus 2
Condo
$560.00 - $2,331.00 / per week
Bedrooms 1 bedrooms
Bathrooms 2 Full
Guests 3 guests
Rating 4.8 (88 Reviews)

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