Annual and Long Term Rentals
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.
311 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
Top reasons to book: • All the amenities-Outdoor pool (heated seasonally), Free WiFi, In unit washer and dryer, easy beach access directly across the street. • Unit includes 2 kayaks, 5 bicycles and a one car garage. • Located just a few miles South is the well known John’s Pass Village which is loaded with tons of shopping, restaurants, and entert
Top Reasons to Book:• Stunning Views of the Gulf of Mexico from the moment you enter the condo. • Enjoy the fabulous complex amenities such as the shared outdoor pool, lounge chairs and beach access. • Washer/Dryer in unit Welcome to Ocean Sands 708, your ultimate Gulf front vacation rental in the enchanting Madeira Beach. Prepare to be captivated
Top Reasons to Book: • Enjoy The low density and well-maintained beachside complex with beach access. • Very close proximity to many well know restaurants in the area. • Beautifully decorated throughout to reflect coastal comfort. Pelican Pointe is a unique and well maintained community with only 14 other units sitting right on the beach. You’re
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
Top Reasons to Book: • Enjoy the privacy of the Isla Del Sol community, while still being close to all that the area has to offer.• The white sands and crystal clear waters of St. Pete Beach are just a short drive.• Free Wi-Fi and an in unit washer and dryer included for your convenience.If you are looking for a coastal getaway where you can make
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. Highly desired corner unit at Villa Madeira! This 3 bedroom 2 bathroom
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 amazing, completely remodeled 2-bedroom, 2 bath condo
Top Reasons to Book: • Bring your fur baby too! This beachy cottage is pet-friendly! (additional fees apply) • Cute and newly remodeled with many upgrades. • Amenities include a shared shed with beach gear for the trip, an outdoor heated pool, a BBQ area and poolside tiki huts! • New floors, New Paint, and Updated Furniture as of November 2022.
Top Reasons to Book: • All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, Bicycles, BBQ Grills, Beach Tiki Bar and Café all in one location! • One of very few handicapped accessible units! • Living room and main bedroom accessible to the private beach balcony. • Located less than one mile South of John's Pass. • In-unit fr
**CLOSURE NOTICE: THE POOL WILL BE CLOSED DEC. 3-11, 2023**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). Bright and spacious 3 bedroom, 2 bath
Top reasons to Book: • The large game room which features a pool table and a foosball table! • The furnished outdoor areas are great for gathering together and soaking up the warm Florida sunshine. • John’s Pass Village just a few miles South which is filled with shopping, restaurants, water activities and entertainment for all. This absolutely s
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