Treasure Island


Properties Available 179 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 : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 8-301 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (50 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, Volleyball,
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 4-404 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (16 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. This completely remodeled, Bay front condo has a wonderful view of the Intracoastal Waterway. The gorgeous, open, fully equipped kitchen has stainless steel, state of the art appliance
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 3-303 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (47 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 Townhome:- Directly on the Beach- Dog Friendly (Additional Costs Apply) - Two Balconies- Wine Fridge, Large TVs throughout- Close to Restaurants- Professionall
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Beach Haven #C6
Treasure Island Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 8 guests
Rating 4.9 (33 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 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
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Beach Livin 1 - 1 Bedroom Downstairs
Condo Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 3 guests
Rating 5 (14 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
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 3-402 Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.5 (7 Reviews)
Top Reasons To Book This Beautiful Condo: * Beautiful Community Loaded With Amenities - Heated Beachside Pool, Large Pool Deck with Lounge Chairs, Workout Room, Onsite Beach Access, Tennis/Pickleball Courts (Tennis Court Across the Street)* Bright and Spacious 3rd Floor Condo with Private Balcony* Waterfront Community with the Gulf on One Side,
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Mansions By The Sea 306A - Premier
Condo
Bedrooms 1 bedrooms
Bathrooms 2 Full
Guests 3 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. 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
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 4-303 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.6 (23 Reviews)
Top Reasons To Book Sunset Vistas #403S:* Awesome Onsite Amenities - Large Heated Pool, Hot Tub, Fitness Center, Snack Bar, Kiddie Pool and More! * Bright and Spacious Condo with Private Balcony and Gulf Views* Beachfront Property with Direct Beach Access Onsite* Located One Mile From John's Pass Village and Boardwalk, Loaded With Tons of Shop
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Sunset Vistas 403S
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (11 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 Duplex:* Full Property to Yourself - Both Sides! * Quick Drive to the Beach - 2 Minutes* Quiet Neighborhood Location* Large, Private Backyard* Professiona
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Shore La Vie
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (9 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
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 3-206 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (31 Reviews)
Top Reasons To Book This Beautiful Home:* Single Family Home with Private Pool and Soaking Tub - Ultimate Relaxation!* Prime Location Just a Quick 3–5 Minute Walk to Sunset Beach* Fully Updated with High-End Finishes and Furnishings* Rooftop Deck and Balcony with Seating - Great Spot for Evening Unwinding* Close to Restaurants, Tiki Bars, Shop
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Sunny Palms
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (1 Reviews)

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