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Welcome to Rocking Sunset Beach House, your luxury coastal retreat in the heart of Sunset Beach—one of Treasure Island's most desirable neighborhoods. Just a 2–3 minute walk to the sugar-white sands of the Gulf of Mexico, this beautifully renovated 3-bedroom home, PLUS Loft and Bonus room combines upscale comfort, thoughtful amenities, and an unbea
Specials Tag 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.

Rocking Sunset Beach House
House
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 10 guests
Rating 5 (3 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: • Covered parking available for two vehicles! • A beautiful, heated pool, direct beach access, an outdoor shower and picnic tables are located beachside onsite. •
Specials Tag 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.

Gulfside Villas 6
House
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (40 Reviews)
Top Reasons To Book This Beautiful Home: * Stunning Waterfront Location Directly on Boca Ciega Bay* Single Family Pool Home with Private Fishing Dock* Large Outdoor Deck Perfect for Dining and Relaxing* Private Office Space - Great for Remote Workers* Professionally Managed, 24/7Welcome to Palms of the Isles, a stunning single family waterfro
Specials Tag 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.

Palms of the Isles
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
 New Property!
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:* Single Family Home all to Yourself* 2 Blocks from the Beach!* Awesome Wrap Around Deck* Dogs Welcome (2 max. Fees Apply)* Private Yard Fully Fence
Specials Tag 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.

Bates Avenue House
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (33 Reviews)
Top Reasons to Book this Home:* 2 Blocks from the Beach* Private Hot Tub and Fire Pit in Backyard* Large Screened In Balcony - Great Place to Relax!* Dog OK - Fees and Restrictions Apply* Ample Space for the whole Family!* Beach Essentials* Professionally ManagedWelcome to Relax On The Rocks, your ultimate beach home retreat nestled in a serene and
Specials Tag 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.

Relax On The Rocks
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (30 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
Specials Tag 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.

Hidden Treasure Beach House
House
Bedrooms 5 bedrooms
Bathrooms 4 Full, 1 Half
Guests 14 guests
Rating 4.9 (64 Reviews)
Top Reasons To Book John's Pass-Time #2:* Beachfront Property with Direct Beach Access* Gulf Views from your Private Balcony* Shared Beachfront Area with Picnic Table, Hammock and Charcoal Grill* Great Location - Walk To John's Pass Village and Boardwalk* Professionally Managed, 24/7Welcome to John's Pass-Time Beach Cottage #2, a peaceful 2-be
Specials Tag 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.

John's Pass-Time Beach Cottage #2
House
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (12 Reviews)
Top reasons to book this Townhouse: • Direct Beach Access Path • Just a short stroll to relax on the beautiful white sands of Treasure Island! • Low density complex, still close to all the action and entertainment! • EV-Electric Vehicle Charger available for our guests! The Sand Dunes Townhome has many interior upgrades with every possible amen
Sand Dunes Townhome C2
House
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 8 guests
Rating 5 (16 Reviews)
Top Reasons To Book This Beautiful Home:* Single Family Home with Pool* Spacious Outdoor Living Area Beautifully Landscaped* Prime Location Just A Short Drive to Upham Beach and Treasure Island Beaches - About a Mile! * Fully Fenced Yard—Perfect for Dogs (Fees/Restrictions Apply)* Professionally Managed, 24/7Welcome to Sunset Dreams, a relaxing co
Specials Tag 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.

Sunset Dreams
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (2 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:-Less than 400 Feet to the Beach-Dog Friendly (Restrictions and additional fees apply)-Private off-street parking-Recently Updated and New Stainless Steel Appliance
Specials Tag 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.

Beach Life 2
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 4.9 (66 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: • Beach access is a short distance from the property, just across the street for your convenience. • Property includes an on-site pool (heated seasonally) • On th
Specials Tag 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.

Sea Shell 14 - Premier
House
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (83 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:* 180 ft from Public Beach Access* Private Entrance with 4 Parking SpacesAny extra-large vehicles may have to park in city overflow due to restricted spac
Specials Tag 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.

Beach Livin - All
House
Bedrooms 5 bedrooms
Bathrooms 4 Full, 1 Half
Guests 12 guests
Rating 4.8 (13 Reviews)

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