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.
32 properties available
**Please note that there is temporarily no grill access at this property after damages from Hurricanes Helene and Milton. At this time, we do not have an estimate on when this will be available. **Top Reasons to Book:- Directly on the Beach- Dog Friendly (Additional Costs Apply) - Two Balconies- Wine Fridge, Large TVs throughout, and Gas Grill- Clo
Beach Haven #C7
House
3
bedrooms
2
Full, 1 Half
8
guests
4.9
(64 Reviews)
Top Reasons to Book this Home:* 2 Blocks from the Beach* Private Hot Tub and Fire Pit in Backyard* Dog 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 hom
Relax On The Rocks
House
3
bedrooms
2
Full
6
guests
5
(12 Reviews)
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!Ideal for your next getaway
Beach Quarters #6
Condo
1
bedrooms
1
Full
4
guests
4.9
(26 Reviews)
Top Reasons to Book this Beautiful Townhome:* Brand New Townhouse with Modern Design and Amenities* 4 Floors Featuring a Rooftop Deck with Amazing Views* 5 Spacious Bedrooms and 4 Full Bathrooms; Private Elevator* Less than 1-minute Walk to the Beach* Heated Pool with Convenient Outdoor Shower* Walking Distance to Shops, Bars, and Restaurants
Azul Townhomes A5
Madeira Beach
5
bedrooms
4
Full
12
guests
5
(3 Reviews)
Top Reasons to Book: * Beach access directly across the street as well as on site fishing and charter boats. * Gym Available (Building II) * Short stroll away from many shops and restaurants. * Property includes free WiFi and a shared outdoor pool with a beautiful sundeck. * Boat slips available on site at the marina!* Dogs allowed (fees and restri
Madeira Bay Resort I 1502
Condo
2
bedrooms
2
Full
6
guests
4.9
(34 Reviews)
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 2BR is a com
Beach Quarters 2BR #5 and #6
Condo
2
bedrooms
2
Full
8
guests
4.5
(2 Reviews)
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!Ideal for your next getaway
Beach Quarters #5
Condo
1
bedrooms
1
Full
4
guests
5
(37 Reviews)
Top reasons to Book: • beautifully furnished patio and balcony overlooking the Gulf of Mexico! • The location- directly on Sunset beach and a short distance to several well-known restaurants and live entertainment.• Dog friendly! 50lb/dog limit. 2 dogs max. (Fees and restrictions apply) "Serenity By The Sea" is a 3 story beachfront townhome that
Serenity By The Sea - Beach House
House
3
bedrooms
2
Full, 1 Half
8
guests
4.9
(116 Reviews)
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
Beach Quarters 3BR - #2, #3, #4
Condo
3
bedrooms
3
Full
12
guests
New Property!
Top Reasons to book this Bayside Unit: • 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, pools and spas, provided by two buildings with the view of your choosing. • New luxury furnishings,
Special
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*
Oceana 204 East
Condo
2
bedrooms
2
Full
6
guests
4.9
(48 Reviews)
Top Reasons to book this Bayside Unit:• Dogs Allowed! (Fees and Restrictions apply)• 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.•
Oceana 305 East
Condo
2
bedrooms
2
Full
6
guests
5
(35 Reviews)
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! Ideal for your next getawa
Beach Quarters #4
Condo
1
bedrooms
1
Full
4
guests
4.9
(17 Reviews)
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