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.

Properties Available 328 properties available
Top Reasons To Book this Waterfront Townhouse: * 2 Open Balconies Overlooking the Intracoastal Waterway* Water Views from Each Bedroom* About 150 Feet from Public Beach Access* HUGE Lounge Area Under the Building with Ping Pong Table, Gas Grill, Bar Area and Stools, Sectional Couch, Swing Chairs, Picnic Table and 2 Flat Screen TV's* Small, Private
Lindy Land FL 203
Treasure Island
$207 - $575 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Top Reasons To Book at Upham Beach Inn:*Close to the Beach - Easy Access*Walking Distance to Restaurants and Shopping*Onsite, Solar Heated Pool*Free Gym Membership During Your Stay*Prime Location to Tampa, St Petersburg and All Area BeachesWelcome to Upham Beach Inn, a well-kept property consisting of 12 individual units right in the heart of St Pe
Upham Beach Inn #11 and #12 2BR Suite
Apartment -
$121 - $499 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 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 o
Land's End 7-405 Beach Front - Premier
Condo -
$153 - $523 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (17)
Top Reasons to Book! • First floor unit with easy pool access! • Short and convenient walk to the sand! • Relaxing pool with sun loungers!Introducing The Royal Orleans, a charming one-bedroom, two-bath condo unit #117 that offers a tropical oasis on the first floor. Nestled next to the courtyard and heated pool, this lovely corner unit boasts a New
Royal Orleans 117
Condo -
$80 - $217 / per night
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (8)
Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family! • TWO balconies per condo, one facing West overlooking the Gulf and one facing East. • Onsite heated pool; direct beach access. Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an open a
Sunset Villas 1
Condo -
$201 - $606 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (109)
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 11-202 Beach Front
Condo -
$146 - $520 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (52)
**POOL CLOSURE CURRENTLY SCHEDULED FOR SEPTEMBER 4th and 5th, 2024. This could vary**Top Reasons to Book this Chic Condo:* Beach Access Located Across the Street* Newly Renovated Unit* All the Amenities: Well Maintained, Seasonally Heated Pool + Large Sundeck* BBQ and Picnic Area for Outdoor Dining Onsite * Boat Friendly Property! (Please inquire
Barefoot On The Shores I
Condo -
$118 - $282 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (13)
Top Reasons to Book: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a block from the easy beach access. •Includes access to a shared dock on the intercoastal as well as a waterfront pool! The Amadeus is a smaller water front building with only 10 condos, centrally located just a block from the easy beach
Amadeus 9
Condo -
$120 - $346 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (37)
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 2A - Premier
Condo -
$173 - $628 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (149)
Top Reasons To Book This Fabulous House:* Only 400ft to Public Beach Access* 4BR Family Home with Awesome Bay Views* Two Large, Private Balconies * Great Space for Larger Family or Couples * Walkable to Restaurants, Shopping, and a ParkImmerse yourself in the laid-back, beach lifestyle in this 4 bedroom, 3 bathroom home in Gulfport. This beautiful
Gulfport Getaway
House -
$212 - $585 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (5)
Top Reasons To Book:* Beautiful Beaches Right Across the Street* Access to Beach Front Pool and Grills Across the Street* Nightly Sunsets to Watch Just a Few Steps Away* Less Than 3 Miles to John's Pass Village* Walking Distance to Caddy's on the BeachEscape to this 1-bedroom, 1-bathroom condo at Harbor House located in the tranquil Sunset Beach co
Harbor House 37
Condo -
$150 - $248 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 4.9 (19)
Top Reasons To Book This Incredible Condo:* Beautiful 135 Degree Beach Views - BEST in the Building* Private Balcony Access from Living Room and Master Bedroom* Perfect Location - Closest to the Beach and Pool* Private Floorplan - No Neighbors on the Bedroom Side of Unit* Beachfront Complex with Great Amenities * Located less than one mile South of
Sunset Vistas 313N
Condo -
$178 - $589 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (5)

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