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 329 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 4-304 Bay Front - Premier
Condo -
$172 - $517 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (79)
Top reasons to Book: • Free wifi and Free Parking onsite! • Walk to Caddy’s, a beach bar restaurant offering great food, cold drinks and live entertainment! • Shared outdoor beachfront swimming pool! This condo is located in the popular Sunset Beach neighborhood of Treasure Island right on the beach. It has 1-bedroom, 1-bath and was completely re
Sunset Chateau 207
Condo -
$89 - $322 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (19)
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 4-202 Bay Front - Premier
Condo -
$172 - $517 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (23)
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 -
$1,330 - $2,853 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 24 guests
Rating 5 (12)
Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family! • TWO balconies per condo, one facing South overlooking the Gulf and one facing North. • Onsite heated pool & direct beach access. Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an
Sunset Villas 3
Condo -
$193 - $608 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (131)
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
Oceana 301 East
Condo - Pet Friendly
$174 - $534 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (11)
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. This premier condo has a large, screened in balcony facing the beach a
Villa Madeira 204 - Premier
Condo -
$232 - $554 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (33)
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! • New floors, New Paint, and Updated Furniture as of November 2022. The Cottages at M
C3-Star Fish
House - Pet Friendly
$119 - $310 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (27)
Top Reasons To Book this Fabulous Condo: * 3 Blocks from Easy Public Beach Access* Private Balcony with Intracoastal Views* 2 Free Waterpark Passes/Day to Splash Harbour Water Park included* Fabulous On-site Amenities: Spacious Community Sundecks + Putt Putt Golf* Arcade for the Kiddos, Poolside Snack Bar, and Live Music in the Evening*Walking Dis
Harbourside 7716- Splash On The Rocks
Condo
$310 - $552 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Top reasons to Book this Cozy Condo:* 400 Feet to Beach Access* Updated Kitchen and Flooring Throughout* Beach Gear and Fishing Poles Included* Boat Slips are Available * Onsite Waterfront Pool, BBQ Areas and THREE fishing docks* Located close to it all! Grocery Store, Restaurants, Bars and Entertainment all within Walking Distance* Professionally
Westwinds 213
Condo -
$113 - $390 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (37)
The Original Salt Water Suites property is a meticulously maintained property in the heart of North Redington Beach. The owners of the property have furnished and decorated these adorable, one of a kind 1BR and Studio Suites with so much love and attention to detail.We represent all 12 Suites. Please ask us for additional information if you need to
Salt Water Suites 01 - Coconut Palm 1BR Suite
Condo -
$135 - $313 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (7)
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. The big wrap-around balcony and the extra windows and doors give this
Villa Madeira 301 - Premier
Condo -
$231 - $588 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (162)

Tell us what you're looking for and someone will contact you with available options.

I agree