Resort Rentals - Florida Vacation Rentals Beach Vacation

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.

Properties Available 35 properties available
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 - Pet Friendly
$238 - $610 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (2)
Top Reasons to Book: • Beach access directly across the street • Pet Friendly (30lbs Max, Additional Cost Apply) • Onsite Gym for use • 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
Madeira Bay Resort I 1408
Condo - Pet Friendly
$147 - $484 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
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 Pet Friendly
$236 - $652 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
Top Reasons to book this Beautiful Beachfront unit • 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. •
Oceana 202 West
Condo - Pet Friendly
$205 - $573 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (49)
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
C5-Sea Crab
House - Pet Friendly
$106 - $279 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (30)
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 305 East
Condo - Pet Friendly
$164 - $463 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (11)
Top Reasons to Book this Luxury Penthouse Condo: * Luxurious Top Floor Penthouse with 9FT Ceilings and a Spacious Floor Plan* Panoramic Intercoastal Views from Balcony and Expansive Sliding Doors* Granite Countertops, NEW Flooring, Stainless-Steel Appliances, and Beautiful Walk-In Showers in ALL Bathrooms* Pet Friendly (2 Dogs Max, 25lb Weight Limi
Madeira Del Mar Penthouse #2
Condo Pet Friendly
$251 - $714 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
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
C4-Octopus
House - Pet Friendly
$99 - $279 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (51)
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 - Pet Friendly
$106 - $279 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (48)
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 - Pet Friendly
$164 - $509 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (14)
Top reasons to Book: • A beautiful, shared beachfront pool. • 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 Se
Serenity By The Sea - Beach House
House - Pet Friendly
$331 - $978 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half baths
Guests 8 guests
Rating 4.9 (113)
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 - Pet Friendly
$401 - $1,762 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half baths
Guests 12 guests
Rating 4.9 (46)

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