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 350 properties available
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. • Located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach. This beautiful, Gulf fr
Land's End 11-204 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (29 Reviews)
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. • Located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach. If you plan a vacation
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Land's End 7-405 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (15 Reviews)
Top reasons to book:• End unit with plenty of privacy located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach.• 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 Court
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Land's End 4-306 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (23 Reviews)
Top Reasons to Book:* Beachfront Condo with Private Balcony* Amazing Sunset Views * Beautiful Updates Throughout* Gated Community with Lots of Onsite Amenities* Professionally ManagedWelcome to Land's End 11-306, your perfect beachfront getaway! This bright and beautifully updated 2-bedroom, 2-bathroom condo is located in a secure, gated community
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Land's End 11-306 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
 New Property!
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. • Located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach. Open and airy with lots
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Land's End 3-206 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (31 Reviews)
Top Reasons to Book this Home:* 180 ft from Public Beach Access* Private Entrance with 1 Parking Space Any extra-large vehicles may have to park in city overflow due to restricted space.* Washer and Dryer * Fully Stocked Kitchen, Walk-in Shower, and Queen Bed* Close to Entertainment Beach Livin Unit #2 offers a charming one-bedroom,
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Beach Livin 2 - 1 Bedroom Downstairs
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 3 guests
Rating 5 (18 Reviews)
Top Reasons to Book this Beautiful Condo:* 2 Private Balconies with Bay and Marina Views* Easy Beach Access Just Across the Street, Approx. 300 ft* Onsite Heated Pool and Hot Tub* Spacious Condo with 3 Bedrooms* Professionally Managed Welcome to Madeira Bay Resort II, unit 606. This beautiful 3-bedroom, 2-bathroom condo is located on the 6th
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Madeira Bay Resort II - 606
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (3 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
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Madeira Bay Resort I 1402
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (22 Reviews)
Top Reasons To Book this Home:* Single Family Home with Heated Pool all to Yourself* Spacious and Beautifully Updated* Desk Space Available for Working Vacation* Large Outside Deck with Seating and Outdoor Dining Space* Quick Walk to the Beach, only 5 minutes! * Professionally ManagedWelcome to Beach Bound, your next perfect beach getaway!
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Beach Bound
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (6 Reviews)
**Please note that due to damages from the recent hurricanes, this property temporarily does not have access to the Saunas. All other onsite amenities are now available! Please reach out with any questions.** Top Reasons to Book: • All the Amenities! Pool, Hot Tub, Sauna, Fishing Docks, Tennis Courts, Shuffleboard, Pickleball, and more all in one
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Bayshore Yacht & Tennis 409 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (25 Reviews)
Top Reasons to Book: • Walking distance to a wide variety of local restaurants and entertainment. • Located just a block from the easy beach access. • Includes access to a shared dock on the intercoastal as well as a waterfront pool! This top floor, corner condo is well equipped with all the comforts of home. A 2 bedrooms, 2 bath condo with tile
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Amadeus 10
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (55 Reviews)
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. • Located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach. This condo is a great b
Specials Tag Special
Fall Savings

Get 10% off when you stay for 4+ nights!

Code: "SAVEFORFALL"


Offer valid for new reservations only and cannot be combined with other discounts. Applies to select properties.

Land's End 11-304 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (45 Reviews)

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