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 349 properties available
Top Reasons to Book:* 173 Yards to the Gulfport Beach Recreation Area* 5 Miles to St. Pete Beach* Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed * Gas Grill on grounds* Hulu Live access!Beach Quarters 3BR is a com
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Beach Quarters 3BR - #2, #3, #4
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 12 guests
 New Property!
Top Reasons to Book Madeira Del Mar 301:* 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 furniture.* Short walk to beach! (1 Block)* Located just 1.5 miles South is the well-known John’s Pass Village which is loaded with tons of shopping,
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Madeira Del Mar 301
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (15 Reviews)
**Please note that due to damage from the recent hurricanes this property temporarily has no access to the tiki deck. The pool is open, but it is not currently heated. Some of the areas to access the pool deck/beach access could vary while restoration work continues. Please reach out with any questions. **Top Reasons To Book This Incredible Condo:
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sunset Vistas 313N
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.6 (14 Reviews)
Top Reasons To Book: * Single Family Home on Intracoastal Waterway* Refreshing Heated Pool and Deck with Chairs and Table* Dock for Fishing and Sunbathing* Awesome Intracoastal Waterway Views* 880 Yards to Beautiful Beach Access* Professionally Managed Welcome to Villa at Bahia Shores. This single-family pool home is a true gem, offering eve
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Villa At Bahia Shores-4BR
House
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 12 guests
Rating 5 (1 Reviews)
Top Reasons to Book Madeira Bay Resort #1402:* Easy Beach Access Directly Across the Street* Private Balcony with Gulf Views* Walk to Restaurants, Bars, Ice Cream, Coffee, Bike Rentals and More* Refreshing Onsite Pool and Hot Tub* Gym Available (Building II)* Professionally Managed Welcome to Madeira Bay Resort #1402, a bright and airy 2-bedro
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Madeira Bay Resort I 1402
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (11 Reviews)
Top reasons to Book: • Covered parking available for two vehicles! • A beautiful, heated pool, direct beach access, an outdoor shower and picnic tables are located beachside onsite. • Located just a few miles South is the well-known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment! Gulfside Villas is a ga
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Gulfside Villas 6
House
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (21 Reviews)
Top Reasons to Book this Home:* 180 ft from Public Beach Access* Private Entrance with 2 Parking Spaces Any extra-large vehicles may have to park in city overflow due to restricted space.* Washer and Dryer * Fully Stocked Kitchen, Walk-in Shower* Close to Entertainment Beach Livin Unit #3 offers a charming three-bedroom, two-and-a-ha
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Beach Livin 3 - 3 Bedroom Upstairs
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 4.6 (19 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. Elevators may be experiencing occasional outages. Beach access, the hot tub closest to the pool, and the other onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to bo
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 4-204 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (6 Reviews)
***Please Note: The Elevator is currently not operating****Top Reasons to Book This Awesome Coastal Getaway! • Short and convenient 3-minute walk to the sand • Spacious Layout, luxurious furnishings, plenty of room for the entire family! • Additional outdoor seating for gathering dining and relaxation Enjoy a much-deserved beach vacation at this
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HOTDEALS

Limited time only! 

10% off ANY stay dates for select properties

Promo Code: HOTDEALS

3-21 night stays only

*Cannot be combined with other offers or discounts. Offer applies to new online reservations only and select properties*

Pelican Paradise 16303
House
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 5 (47 Reviews)
Top reasons to book: • Best of Both Worlds – Beach and -Outdoor pool (heated seasonally), Free Spectrum WiFi and Cable, In unit washer and dryer, easy beach access directly across the street.• Unit includes a two-car tandem garage loaded with a propane grill 4 kayaks, Paddleboard, 2 bicycles, beach chairs and plenty of beach gear!• Location,
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Mariner's Pointe 701
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (44 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. Elevators may be experiencing occasional outages. Beach access, the hot tub closest to the pool, and the other onsite amenities are now available! Please reach out with any questions. Rates lowered** This top floor 2
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 3-404 Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (21 Reviews)
If you plan a 3 months plus stay on our beautiful beaches, this condo is for you! Minimum rental period required by the association is 3 months! This is a lovely 2 bedroom/2 bath condo in a great location in St. Pete Beach. The view from the water front balcony is absolutely stunning! The kitchen comes fully equipped with stainless steel applianc
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 
Offer is valid on new online bookings only when you book by May 9, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

St. Pete Beach Yacht and Tennis Club 503
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
 New Property!

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