Resort Rentals

We invite you to take a tour of our properties to find the perfect Florida vacation rental for your Florida beach vacation. You can check our rates and policies conveniently online. Our dedicated team of professionals is just a click away to assist you in planning your Florida family beach vacation and to provide the support you need to enjoy our tropical islands in one of our comfortable vacation rentals.


Please note that during certain months such as: February, March, June, July, and August, availability may be limited to Saturday-Saturday stays. For the best search results, please select "Flex Dates" in your search to see all possible options for your stay


Properties Available 425 properties available
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book this Bayside Unit:• Dogs Allowed! (Fees and Restrictions apply)• Treasure Island’s newest, boutique condo-resort offers the best of both worlds; beachfront and bay
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



Oceana 305 East
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (49 Reviews)
Top Reasons To Book This Beautiful Home:* Direct Beachfront Location with Private Path to Treasure Island Beaches* Newly Renovated in 2026 with Modern, Upscale Finishes Throughout* Spacious 5-bedroom/4.5 Bathroom Layout—Perfect for Families and Groups* Private Heated Pool, Spa, and Expansive Outdoor Living Space* Outdoor Kitchen with Built-in
Hidden Treasure Beach House
House
Bedrooms 5 bedrooms
Bathrooms 4 Full, 1 Half
Guests 14 guests
Rating 4.9 (61 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons To Book this Home: * Walking distance to Sunset Beach, one of the BEST beaches on Treasure Island!* Fresh New Updates - 2025 * Private Patio with Outside Seating and Gas Gri
Good Vibrations - Beach House
House
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (19 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. 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, Volleybal
Land's End 3-402 Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.6 (8 Reviews)
***POOL CLOSURE - THE POOL WILL BE CLOSED BEGINNING MAY 1ST, 2026 - MORE EXTENSIVE REPAIRS ARE REQUIRED AND CURRENTLY THERE IS NOT A SET REOPEN DATE - WE WILL REMOVE THIS NOTICE WHEN THE POOL HAS REOPENED. ****Top Reasons To Book This Condo:* Prime Location Directly across from John’s Pass Village and Boardwalk with Shops, Dining, and Entertainme
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



Madeira Norte 406 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
 New Property!
*** NOTICE: THE POOL AND GRILLS AT SUNSET CHATEAU ARE CURRENTLY NOT AVAILABLE FOR GUEST USE. At Harbor House there is still active work on grounds. Buildings have gates in place and there will be construction taking place, noise will be associated with this. Parking will vary. Onsite Laundry Room currently closed. ***Top Reasons To Book This Co
Harbor House 26
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (4 Reviews)
****NOTICE: The building is currently undergoing a major exterior renovation project beginning December 1, 2025 and is expected to continue for approximately 10-12 months, length could vary. Construction activity typically takes place Monday–Friday from 8:00 AM to 4:30 PM, and guests may experience noise during these hours. Please note: Access to
Bayshore Yacht & Tennis 216
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (37 Reviews)
Top reasons to Book: • All the Amenities-THREE luxurious swimming pools, hot tubs, an outdoor grilling area, fitness center, and beach access. • Direct panoramic views from your private balcony. • 10 minutes on the beach trolley to the well-known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment!This condo i
Tides 6-563
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (1 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book Sea Club #46:* Close to Beach Access, About 400ft!* Private, Screened in Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock
Sea Club #46 - Coastal Gem
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (26 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. 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
Trillium 5A - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (77 Reviews)
Top Reasons To Book This Condo:* Beach Access Across the Street - Approx. 2-minute walk (about 475 ft)* Heated Pool with Spacious Sun Deck and Lounge Chairs* Dedicated Workspace for Remote Work Convenience* Back Patio Area with Table and Chairs - Great Outdoor Dining Spot!* Bonus Sleeping Area with Extra Full Bed—Great for Families or Groups*
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



Barefoot Beach Resort F106
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (26 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book:• All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, Beach Tiki Bar and Café all in one location!• Living room and main bedroom accessible
Sunset Vistas 603W
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (63 Reviews)

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

I agree