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Properties Available 41 properties available
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
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Paradise Along Boca Ciega Bay
House
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (2 Reviews)
Top reasons to Book: • Beach access is a short distance from the property, just across the street for your convenience. • Property includes an on-site pool (heated seasonally) • On the property is a private fishing dock with a cleaning station! • Recent additions include a beverage cooler as well as a coffee bar (with USB charging). Recently added
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Sea Shell 14 - Premier
House
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (66 Reviews)
Top Reasons to Book Gulfside Retreat: * Gorgeous 3-Story Single Family Home with Private Elevator* Easy Walk to the Beach - About 350 Yards* 2 Spacious, Private Balconies with Seating* Quiet Neighborhood Location* Bright, Beautiful and Modern Home* Professionally ManagedWelcome to Gulfside Retreat! This stunning 3-story single-family home bo
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Gulfside Retreat
House
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 9 guests
Rating 5 (3 Reviews)
Top Reasons to Book this Home: * Easy Walk to Beach Access - .1 Mile/3 Minutes!* Single Family Home to Yourself* 2 Private Decks* Great Location - Walking Distance to Restaurants and Shopping* Professionally ManagedWelcome to Beach Please! This spacious and inviting two-story single-family home offers 3 bedrooms and 3 full bathrooms, comfort
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Beach Please
House
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 6 guests
 New Property!
Top Reasons To Book This Home:* Single Family Home all to Yourself* 2 Blocks from the Beach!* Awesome Wrap Around Deck* Dogs Welcome (2 max. Fees Apply)* Private Yard Fully Fenced * Professionally ManagedWelcome to Bates Avenue House, a charming single-family home in Indian Rocks Beach! Enjoy complete privacy with the home all to yourself,
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Bates Avenue House
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (5 Reviews)
Top Reasons to Book this Home:* 180 ft from Public Beach Access* Private Entrance with 4 Parking SpacesAny extra-large vehicles may have to park in city overflow due to restricted space.* Washer and Dryer * Fully Stocked Kitchen* Close to Entertainment * Professionally ManagedBeach Livin Triplex consists of 2 individual 1BR units and a 3BR unit, ea
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Beach Livin - All
House
Bedrooms 5 bedrooms
Bathrooms 4 Full, 1 Half
Guests 11 guests
Rating 4.8 (10 Reviews)
Top Reasons To Book This Fabulous House:* 3BR Family Home with Awesome Bay Views* Two Large, Private Balconies * Great Space for Larger Families or Couples * Walkable to Restaurants, Shopping, and a Park* Professionally Managed; 24/7 ServiceWelcome to your home away from home at Hippie Haven a 3-bedroom 3-bathroom home in the heart of Gulfport. For
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Hippie Haven
House
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 6 guests
Rating 5 (18 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
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

Offer valid for new reservations only and cannot be combined with other discounts. Applies 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: • Direct waterfront views from your private dock! • The location- Walking distance to the sugary white sands of Madeira Beach. • Plenty of comfortable outdoor furnishings to relax and enjoy the warm Florida sunshine. You will love this charming waterfront home with a fishing dock overlooking Boca Ciega Bay! It's in walking
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Coconut Paradise
House
Bedrooms 3 bedrooms
Bathrooms 1 Full
Guests 8 guests
Rating 4.9 (57 Reviews)
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 Appliances-Open Concept with TONS of seating- Huge Patio perfect for loungingDiscover tranquility in our fully furnished 3BR/2BA Cottage, nestled just steps away from the pris
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Beach Life 3
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (23 Reviews)
Top Reasons to Book this Home:* 2 Blocks from the Beach* Private Hot Tub and Fire Pit in Backyard* Ample Space for the whole Family!* Beach EssentialsWelcome to Relax On The Rocks, your ultimate beach home retreat nestled in a serene and welcoming neighborhood. This spacious and inviting home embodies everything you'd expect from a perfect beach va
Relax On The Rocks
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (20 Reviews)
Top reasons to Book: • Covered parking available for two vehicles! • Ocean Kayak for guest use! • 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 entertainmen
Specials Tag Special
Fall Savings

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

Code: "SAVEFORFALL"

Applicable for stays through 11/14/25

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

Gulfside Villas 3
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (44 Reviews)

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