Pet Friendly
During the winter and summer season, most properties require a Saturday check-in/check-out date. If your dates are flexible and the search result doesn't return a property that meets your requirements, please adjust your dates accordingly or call our Guest Services Team at 727-363-3336.
33 properties available
Top Reasons to Book:• Direct Beach Front with Gulf Views from Multiple Balconies• Large Outdoor Covered Terrace perfect for Relaxing and Soaking in the Sunsets• Additional Patio Space Perfect for Grilling and Sunbathing• Pet Friendly (2 small dogs or 1 large dog, Additional Fees Apply)• Lower-Level Game Room with Pool Table and Foosball Table• Elev
Seaclusion Beach Townhome
House -
$521 - $1,737 / per night
4
bedrooms
3
baths / 1 half baths
12
guests
4.9
(44)
Top Reasons to book:• Bring your Fur-baby along!• Treasure Island’s newest, boutique condo-resort offers the best of both worlds; beachfront and bayfront.• Watch stunning sunsets from the gulf front, seventh floor “Sunset Roof Top Deck”.• Double amenities provided by two buildings with the view of your choosing.• Luxury furnishings, with all the co
Oceana 301 East
Condo -
$171 - $527 / per night
2
bedrooms
2
baths
6
guests
5
(11)
Top Reasons to Book: • Beach access directly across the street • Pet Friendly (30lbs Max, Additional Cost Apply) • Short stroll away from many shops and restaurants • Complex includes free WiFi • Heated Pool, Hot Tub, and Fitness Center available • Boat slips available on site at the marina • On site fishing and charter boats • Professionally Man
Madeira Bay Resort I 1408
Condo -
$150 - $486 / per night
2
bedrooms
2
baths
6
guests
5
(3)
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 Coin Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed * Gas Grill on grounds* Hulu Live access! Ideal for your next g
Beach Quarters #4
Condo -
$88 - $273 / per night
1
bedrooms
1
baths
4
guests
4.7
(4)
.Top reasons to book: • Don’t forget your fur baby! This unit is pet friendly (restrictions and fees apply). • Onsite outdoor resort style pool (heated seasonally) with new pool deck furniture. • Located just 1.5 miles South is the well known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment! Madeira Del Ma
Madeira Del Mar 305
Condo -
$249 - $727 / per night
3
bedrooms
3
baths
8
guests
5
(54)
Top Reasons to Book this Home:* 2 Blocks from the Beach* Private Hot Tub* Pet Friendly! (1 dog. 30lb max. Additional fee required)* 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
Relax On The Rocks
House -
$325 - $671 / per night
3
bedrooms
2
baths
6
guests
5
(3)
Top Reasons to Book: • Bring your fur baby too! This beachy cottage is pet-friendly! (additional fees apply) *NO DOGS ALLOWED IN POOL AREA* • Amenities include a shared shed with beach gear for the trip, an outdoor heated pool, a BBQ area and poolside tiki huts! • Short walk from the sugary white sands of Madeira Beach. The Cottages at Madeira Be
C7-Dolphin
House -
$149 - $398 / per night
2
bedrooms
1
baths
6
guests
5
(57)
Top Reasons to Book: • Bring your fur baby too! This beachy cottage is pet-friendly! (additional fees apply) *NO DOGS ALLOWED IN POOL AREA* • Amenities include a shared shed with beach gear for the trip, an outdoor heated pool, a BBQ area and poolside tiki huts! • Near by beach access! The Cottages at Madeira Beach are a hard to find treasure
C1-Sea Turtle
House -
$113 - $308 / per night
1
bedrooms
1
baths
4
guests
4.9
(48)
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 Coin Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed * Gas Grill on grounds* Hulu Live access!Ideal for your next ge
Beach Quarters #6
Condo -
$86 - $274 / per night
1
bedrooms
1
baths
4
guests
5
(5)
Top Reasons to Book: • Bring your fur baby too! This beachy cottage is pet-friendly! (additional fees apply) *NO DOGS ALLOWED IN POOL AREA* • Amenities include a shared shed with beach gear for the trip, an outdoor heated pool, a BBQ area and poolside tiki huts! • Short walk from the sugary white sands of Madeira Beach. The Cottages at Madeira Be
C2-Seahorse
House -
$99 - $308 / per night
1
bedrooms
1
baths
4
guests
5
(29)
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 Coin Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed *Gas Grill on grounds*Hulu Live access! Perfect for your next g
Beach Quarters #3
Condo -
$88 - $273 / per night
1
bedrooms
1
baths
4
guests
5
(3)
Top Reasons to Book:-Less than 400 Feet to the Beach-Pet 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
Beach Life 3
House -
$152 - $639 / per night
3
bedrooms
2
baths
6
guests
5
(1)