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 334 properties available
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 4-405 Bay Front - Premier
Condo -
$161 - $451 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (106)
Top Reasons To Book:* Beach Front Private Home* Luxurious and Stylish Interior * Top of the Line Appliances and Furnishings* Direct Beachfront Access in your Backyard* Multiple Balconies with Breathtaking Views* Detached Guest House for Extra Space and Privacy* Access to Private Fishing DockWelcome to Walks On The Shore, an elegant beachfront singl
Walks On The Shore
House
$770 - $1,743 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half baths
Guests 8 guests
Top Reasons to Book:• Unobstructed view of the gulf from the private balcony• Beach access directly across the street (with crossing light for safety!) About 200 steps to the sand!• Onsite Gym for use• 2-minute walk to the beginning of John's Pass (and Bamboo Beach Bar!), with many restaurants and shops• Free WiFi, outdoor pool and hot tub with a b
Madeira Bay Resort I 1504
Condo - Pet Friendly
$148 - $441 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (27)
Top reasons to Book: • The location- just steps away from, many restaurants, live entertainment, and the sugary white sands of Madeira Beach. • Beach access directly across the street. • Plenty of seating next to the grilling station for outdoor dining and gathering. • Beautifully decorated throughout to reflect coastal comfort. This really cute
Happy Home
House -
$147 - $466 / per night
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.9 (60)
ELEVATOR NOTICE: Elevator in building 1 currently out of order.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
Land's End 1-404 Bay Front - Premier
Condo -
$127 - $412 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (91)
Located on the #1 rated Sunset Beach, The Sunset Beach House is a totally unique, oceanfront oasis. Resting on 100 feet of private coastline, every residence features lanais and balconies overlooking historic Sunset Beach. In October 2020, the entire property was renovated and reimagined as Treasure Island’s only truly boutique experience. New sand
Sunset Beach House - All
House -
$1,423 - $2,740 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 24 guests
Rating 5 (12)
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 -
$170 - $478 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (17)
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 -
$161 - $451 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (11)
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
$650 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
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 3
Condo -
$112 - $308 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (9)
Top reasons to Book: • Recently remodeled with new paint & new tile throughout. • Outdoor pool waterside overlooking the Intercoastal Waterway. • The Manatee Home also offers a two car garage for covered parking during your visit! The Manatee Home, recently remodeled, is a spacious waterfront home with a private pool located in the popular S
Manatee Home - Water Front Pool Home
House -
$250 - $426 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (43)
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 units 1 and 2 - Downstairs
Condo
$191 - $558 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests

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