Treasure Island

183 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. • Located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach.Stay more, SAVE more! We

Special

Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.

*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by September 25, 2026. Travel August 22–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

*Offer is valid on new online bookings when you book by September 25, 2026, for 4-night minimum stays from August 22 through December 31, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 6-203 Beach Front

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 Condo:* 180 ft from Public Beach Access* Private Entrance with 2 Parking Spaces Any extra-large vehicles may have to park in city overflow due to restricted sp

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by September 25, 2026. Travel August 22–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Beach Livin 3 - 3 Bedroom Upstairs

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by September 25, 2026. Travel August 22–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Land's End 1-306 Bay Front- Premier

****NOTICE OF ROOF WORK - BUILDING 7. ROOF WORK WILL BEGIN JUNE 1ST 2026 FOR APPROX 6 WEEKS. *** 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 fabul

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by September 25, 2026. Travel August 22–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Land's End 7-402 Beach Front - Premier

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by September 25, 2026. Travel August 22–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Land's End 10-203 Beach Front - Premier

Top Reasons To Book This Beautiful Condo:* Beachfront Resort with Direct Beach Access Onsite* Private 6th-floor Balcony with Gulf and Treasure Island Views - Best of Both!* Lots of Onsite Amenities - Heated Pool, Hot Tubs, Kiddie Pool, Beach Bar and Cafe, Workout Room* Great Central Location - Close to Restaurants, John's Pass and More* Profes

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by September 25, 2026. Travel August 22–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

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 Condo:* 180 ft from Public Beach Access* Private Entrance with 1 Parking Space Any extra-large vehicles may have to park in city overflow due to restricted spa

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by September 25, 2026. Travel August 22–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Beach Livin 1 - 1 Bedroom Downstairs

Land's End 9-201 Beach Front - Premier

**** CLOSURE NOTICE - THE POOL IS CURRENTLY CLOSED - ETA TO REOPEN IS MID AUGUST. DATES MAY VARY BASED ON WORK/WEATHER ****Top Reasons to Book this Gulf Front Condo:* Amazing Views of The Gulf of Mexico and Sunset Beach* Wrap Around Private Balcony* Gated Community and Onsite Amenities* Spacious and Luxurious * Professionally Managed Locally;

Mansions By The Sea 903B - Premier

****NOTICE OF ROOF WORK - BUILDING 7. ROOF WORK WILL BEGIN JUNE 1ST 2026 FOR APPROX 6 WEEKS. *** Top Reasons to book : •Totally Remodeled in 2024! • 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. • Lo

Land's End 7-406 Beach Front - Premier

Top Reasons To Book This Suite: * Penthouse Location – Only Unit on the Top (3rd) Floor* Beachfront Access – Steps from Beautiful Treasure Island Beach* Private Wrap-Around Deck – Relax, Dine, and Take in Beach Views and Nightly Sunsets* Heated Pool – Perfect for Relaxing After a Day at the Beach* Resort Amenities – Shuffleboard, Cornhole, Grills,

Tropic Terrace Suite 59

Top Reasons to book this Dreamy Beach Escape:• Brand new, luxurious beach house with a super cool vibe• Roof top terrace with loungers and a breathtaking view of the Gulf of Mexico.• Large private balcony hot tub with an attached comfy outdoor seating area• 75" TV in living area• Easy access to an additional bonus room featuring a Queen size bed, a

Sunset Point Beach House

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