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 37 properties available
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
$126 - $516 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (20)
Top reasons to Book: • The luxurious outdoor setting and amenities cannot be beat. • Gorgeous, heated pool • Inside is your very own private gym with a flat screen TV. • Just a short walk to well-known St. Pete Beach which offers several great restaurants and beach bars. Please note that the minimum rental period for this beautiful water front
Paradise Found
House Pet Friendly
$40 - $650 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Top Reasons to Book this Cozy Cottage:* Perfect Spot for Couples Getaway* Pet-Friendly (additional fees apply) * Only 1 Block to the Beach* Shared Amenities: Shed with Beach Gear, Outdoor Heated Pool, BBQ area, Putting Green and Poolside Tiki Huts*NO DOGS ALLOWED IN POOL AREA*The Cottages at Madeira Beach are a hard to find treasure across from the
C6-Manatee
House - Pet Friendly
$94 - $273 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (45)
Top Reasons to Book:- Directly on the Beach- Pet Friendly (Additional Cost Apply) - Two Balconies- Wine Fridge, Large TVs throughout, and Gas Grill- Close to Restaurants- Professionally Managed This beautiful two-story townhome features 3 bedrooms, 2.5 bathrooms and sleeps up to 8 guests comfortably. Natural light fills the open-concept living room
Beach Haven #C7
House - Pet Friendly
$195 - $794 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half baths
Guests 8 guests
Rating 4.8 (13)
Top Reasons to Book this Cozy Cottage:* Perfect Spot for Couples Getaway* Pet-Friendly (additional fees apply) * Only 1 Block to the Beach* Shared Amenities: Shed with Beach Gear, Outdoor Heated Pool, BBQ area, Putting Green and Poolside Tiki Huts*NO DOGS ALLOWED IN POOL AREA*The Cottages at Madeira Beach are a hard to find treasure across from the
C1-Sea Turtle
House - Pet Friendly
$98 - $287 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (49)
Top reasons to book: • 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!• Don’t forget your fur baby! This unit is pet friendly (restrictions and fees apply). Vacation memories
Madeira Del Mar 205
Condo - Pet Friendly
$196 - $647 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (39)
Top Reasons to Book this Luxury Penthouse Condo: * Luxurious Top Floor Penthouse with 9FT Ceilings and a Spacious 1800 Sq Ft. Floor Plan * Panoramic Intercoastal Views from Oversized 40 Ft Balcony and Expansive Sliding Doors in Living Room and Master *All Beach Necessities including Beach Towels, Chairs, Sand Toys and Beach Cart * Granite Counte
Madeira Del Mar Penthouse #2- Premier
Condo - Pet Friendly
$208 - $663 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (2)
Top Reasons to Book this Cozy Cottage:* Perfect Spot for Couples Getaway* Pet-Friendly (additional fees apply) * Only 1 Block to the Beach* Shared Amenities: Shed with Beach Gear, Outdoor Heated Pool, BBQ area, Putting Green and Poolside Tiki Huts*NO DOGS ALLOWED IN POOL AREA*The Cottages at Madeira Beach are a hard to find treasure across from the
C4-Octopus
House - Pet Friendly
$94 - $273 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (53)
Top Reasons to Book this Cozy Cottage:* Perfect Spot for Couples Getaway* Pet-Friendly (additional fees apply) * Only 1 Block to the Beach* Shared Amenities: Shed with Beach Gear, Outdoor Heated Pool, BBQ area, Putting Green and Poolside Tiki Huts*NO DOGS ALLOWED IN POOL AREA*The Cottages at Madeira Beach are a hard to find treasure across from the
C7-Dolphin
House - Pet Friendly
$115 - $402 / per night
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (62)
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 lounging-Professionally ManagedDiscover tranquility in our fully furnished 2BR/1BA Cottage, nestled just st
Beach Life 2
House - Pet Friendly
$134 - $555 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (6)
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 - Pet Friendly
$164 - $514 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.5 (2)
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 #2
Condo - Pet Friendly
$84 - $259 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.2 (4)

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