Poolside Properties

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 329 properties available
Please note that this is a NON SMOKING PROPERTY!Directly across the street from the beach and completely remodeled at the end of 2022! This super cute house consists of 4 individual 1BR units, each with a kitchen, bedroom, living room and full bathroom. The location is perfect for the single traveler, couples, families or a larger group of friends/
Twin Tiki - Full property - 4 Bedroom
House -
$529 - $1,479 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 5 (1)
Top Reasons to Book:• Located just a short bike ride away! - the sugary white sands of St. Pete Beach as well as many restaurants and entertainment. (Enjoy property provided bicycles for an unforgettable experience!)• Comfortably furnished patio overlooking the private outdoor pool area equipped with loungers and a BBQ grill!• French doors leading
Riptide Resort
House
$163 - $428 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
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
$205 - $672 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Top Reasons to Book: • Spacious balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated saltwater swimming pool during your visit. • Located minutes from Florida's main attractions, just North of John's Pass Village. Amazing updates in this large beach front condo at Villa Madeira. The
Villa Madeira 405 - Premier
Condo -
$231 - $555 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (18)
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
$119 - $310 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (47)
Welcome to Upham Beach Inn, a meticulously maintained property situated in the heart of St. Pete Beach! Our 12 charming Suites are thoughtfully furnished and adorned with tasteful decor, ensuring a comfortable and delightful stay.We take pride in representing all 12 Suites and are more than happy to provide additional information for larger groups
Upham Beach Inn - #5 Studio
Apartment
$91 - $269 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Land's End 1-405 Gulf View - Premier
Condo -
$171 - $518 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (43)
Top reasons to Book: • All the Amenities-Beachfront heated pool and hot tub, onsite shuffleboard and shared BBQ grills! • Take in unforgettable beachfront views and warm sunshine from your private balcony. • Very close proximity to several top-rated restaurants St Pete Beach has to offer. This beautiful, completely remodeled 2-bedroom, 2 bath con
Caprice 301
Condo -
$256 - $693 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (74)
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Boardwalk that wraps around the community for your morning exercise or evening stroll. • Located on the peninsula, this community o
Land's End 11-204 Beach Front
Condo -
$178 - $531 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (31)
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico. • Enjoy direct beach access as well as an outdoor heated pool! • Open floor plan with plenty of room for the entire family to
Trillium 1A - Premier
Condo -
$231 - $585 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (148)
Top Reasons to Book: • Take in unforgettable panoramic beachfront views and warm sunshine from your private balcony. • Short drive to St Petersburg- loaded with great museums, shops and restaurants. • Shared outdoor pool on site (heated seasonally). Inside this stunning 4th floor condo, you’ll find the open floorplan, coastal décor, and comfortable
Emerald Isle 403 - Premier
Condo -
$231 - $612 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (11)
Top Reasons to book:• Short proximity to the onsite heated pool.• All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts.• Boardwalk that wraps around the community for your morning exercise or evening stroll.• Located on the peninsula, this community offers
Land's End 11-305 Beach Front - Premier
Condo -
$186 - $570 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (10)

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