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 266 properties available
***Discounts available for stays 7 days or longer! Please contact our Guest Services Team for details at 727-363-3336***Or, use one of these promo codes at check out:Limited Time Only! Stay 7 nights or longer and save up to 20%!7-13 nights: Code SunPoint71314 to 20 nights: Code SunPoint142021 nights and longer - Code SunPoint21Restrictions may appl
Promotion available! Promotion available!
Promotion available!
Limited Time Only! Stay 7 nights or longer and save up to 20%!

7-13 nights: Code SunPoint713
14 to 20 nights: Code SunPoint1420
21 nights and longer - Code SunPoint21
New reservations only. Restrictions may apply.
Sunset Point Beach House
House -
$751 - $1,600 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (6)
*More photos of each unit as well as exterior amenities coming shortly!*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 cute house consists of 4 individual 1BR units, each with a kitchen, bedroom, living room and full bathroom. The location is perfect for th
Twin Tiki units 1 and 2 - Downstairs
Condo
$260 - $624 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Top Reasons to book:• Gorgeous interior, completely remodeled end of 2022 • Includes 4 tickets to Splash Harbour Water Park for the duration of stay-additional passes can be purchased at a 50% discount!• Enjoy fabulous on-site amenities including spacious community sundecks, putt putt golf, and arcade for the kiddos, a poolside snack bar, and live
Harbourside 7718 - Premier
Condo -
$297 - $858 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (135)
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 4A - Premier
Condo -
$182 - $486 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (170)
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 3-203 Bay Front - Premier
Condo -
$154 - $452 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (23)
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 of
Land's End 3-405 Bay Front - Premier
Condo -
$154 - $452 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (15)
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 4-401 Bay Front - Premier
Condo -
$154 - $452 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (102)
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! This top floor, corner condo is well equipped with all the comforts of home. A 2 bedrooms, 2 bath condo with tile
Amadeus 10
Condo -
$119 - $361 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (92)
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 6-404 Beach Front
Condo -
$169 - $458 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (98)
Top reasons to Book: • Direct waterfront views from your private dock! • The location- Walking distance to the sugary white sands of Madeira Beach. • Plenty of comfortable outdoor furnishings to relax and enjoy the warm Florida sunshine. You will love this luxurious, yet charming waterfront home with a dock overlooking Boca Ciega Bay! It's in
Coconut Paradise
House -
$126 - $388 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (44)
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 8-204 Beach Front - Premier
Condo -
$182 - $492 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (73)
This stunning Bay front condo has been completely renovated including new windows, sliding doors and new flooring. Fully equipped new kitchen with custom cabinets, granite counter top and stainless steel appliances. Bot bathrooms are remodeled as well with granite counter tops, double sinks in master bath and new walk-in showers in master and guest
Land's End 4-303 Bay Front - Premier
Condo -
$154 - $452 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (11)

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