Treasure Island
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.
159 properties available
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
Land's End 10-402 Beach Front - Premier
Condo -
$135 - $648 / per night
2
bedrooms
2
baths
4
guests
5
(129)
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 -
$174 - $608 / per night
2
bedrooms
2
baths
8
guests
5
(6)
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
House -
$530 - $1,542 / per night
4
bedrooms
3
baths
10
guests
4.9
(20)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool, tiki deck, or beach boardwalk. At this time, we do not have a guaranteed date for any of these to be accessible. Please reach out with any questions. Rates lowered!**Top Reasons To Book This Incredible Condo:* Beautiful 135 Degree Beach Vi
Sunset Vistas 313N
Condo -
$155 - $647 / per night
2
bedrooms
2
baths
6
guests
4.7
(7)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**** CONSTRUCTION NOTICE: R
Land's End 9-404 Beach Front - Premier
Condo -
$125 - $803 / per night
2
bedrooms
2
baths
4
guests
4.9
(111)
Top Reasons to Book:-Less than 800 Feet to the Beach-Dog Friendly (Restrictions and additional fees apply)-Private off-street parking-Recently Updated and New Stainless Steel Appliances-Open Concept with TONS of seating- Huge Patio perfect for loungingDiscover tranquility in our fully furnished 5BR/3BA Cottage, nestled just steps away from the pris
Beach Life 5
House -
$314 - $1,278 / per night
5
bedrooms
3
baths
14
guests
5
(6)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
Land's End 6-404 Beach Front
Condo -
$135 - $624 / per night
2
bedrooms
2
baths
4
guests
4.9
(113)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
Land's End 4-202 Bay Front - Premier
Condo -
$115 - $556 / per night
2
bedrooms
2
baths
6
guests
4.9
(30)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons To Book:• Quic
Land's End 1-406 Bay Front - Premier
Condo -
$110 - $551 / per night
2
bedrooms
2
baths
6
guests
4.8
(6)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
Land's End 6-301 Beach Front
Condo -
$135 - $614 / per night
2
bedrooms
2
baths
4
guests
5
(92)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to Book this P
Land's End 5-203 Gulf-Bay Front - Premier
Condo -
$130 - $595 / per night
2
bedrooms
2
baths
4
guests
5
(5)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book: • Sho
Land's End 1-408 Bay Front
Condo -
$105 - $524 / per night
2
bedrooms
2
baths
4
guests
5
(4)