The Rose


Properties Available 437 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 Home:* Single Family Home with Heated Pool all to Yourself* Spacious and Beautifully Updated* Desk Space Available for Working Vacation* Large Outside Deck
Beach Bound
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (27 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-Beachfront heated pool onsite shuffleboard and shared BBQ grills! • Take in unforgettable beachfront views and warm sunshine from your private
Caprice 306
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (107 Reviews)
Top Reasons to Book this Condo:* Stunning Beachfront Condo * THREE luxurious swimming pools, hot tubs, an outdoor grilling area, fitness center, and beach access. * Direct panoramic views from your private balcony.* 10-minute beach trolley ride to the well-known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainm
Tides 1-211
Condo
Bedrooms 4 bedrooms
Bathrooms 3 Full, 1 Half
Guests 8 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: * Quiet Neighborhood Location in Treasure Island* Quick Drive to the Beach, Only 2 Minutes! * Easy Access on and off the Island* Great Spot for Couples * Pr
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.



Shore Thing
House
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 5 (13 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:• Quick access to the heated pool• Newly updated in January 2024• Top floor unit with wide Intracoastal views• 2 Private balconies to enjoyWelcome to your perfect g
Land's End 1-406 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (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 Sea Club #402:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway*
Sea Club #402 - Isle Be Back
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 5 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: • All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, Bicycles, Beach Tiki Bar and Café all in one location! • One of very few handicapped ac
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.



Sunset Vistas 206S
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 4.9 (80 Reviews)
This 3-bedroom, 3-bathroom multi-level beachfront home is currently undergoing exciting renovations after recent hurricane damage—and it’s on track to return better than ever. Updates are underway throughout the property, including exterior improvements, fresh paint, backyard and landscaping enhancements, new flooring, updated furnishings, a comple
Sunset Beach House
House
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 12 guests
 New Property!
****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
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (53 Reviews)
Top Reasons To Book This Condo:* Easy Beach Access - Across the Street from Beach - Just a Quick 2-Minute Walk (about 0.1 mile)* Heated Pool, Gas Grills and Elevator for Guest Use* Beautifully Updated and Well-Maintained 2-bedroom, 2-bathroom Condo with Private Balcony* Central Location on Madeira Beach - Restaurants Nearby! * Professionally
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 Place #201
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (4 Reviews)
****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
Land's End 7-304 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (30 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 6-205 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (62 Reviews)

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