Black Friday 2025
372 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, Volleybal
Land's End 11-406 Beach Front - Premier
Condo
2
bedrooms
2
Full
4
guests
4.9
(58 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: • Enjoy The low density and well-maintained beachside complex with beach access. • Very close proximity to many well know restaurants in the area. • Brand new kit
Pelican Pointe 2A
Indian Shores
2
bedrooms
2
Full, 1 Half
6
guests
4.9
(60 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: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and
Trillium 5B - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(74 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 #10:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* P
Sea Club #10 - Seascape
Condo
2
bedrooms
2
Full
4
guests
5
(12 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. ****NOTICE: Major exterior renovation project beginning December 1st, 2025 and to last approx. 10 months. Noise will be associated with the work. Access to areas on grounds/parking wil
Bayshore Yacht & Tennis 409 - Premier
Condo
2
bedrooms
2
Full
6
guests
4.8
(25 Reviews)
***NOTICE: ROOF WORK CURRENLTY IN PROGRESS ON BUILDING 1. ESTIMATED COMPLETION MID DECEMBER 2025, COULD VARY BASED ON WORK. PLEASE CALL FOR DETAILS. ****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
Land's End 1-407 Gulf View - Premier
Condo
2
bedrooms
2
Full
6
guests
4.9
(46 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
Shore Thing
House
1
bedrooms
1
Full
2
guests
5
(10 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: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a block from the easy beach access. •Includes access to a shared dock on
Amadeus 5
Condo
2
bedrooms
2
Full
4
guests
4.9
(78 Reviews)
Top Reasons to Book:* Nearby Beach Access - Only 0.1 Mile Away* Public Park with Tennis and Basketball Court Across the Street* Open Living Space* Great Location with Easy Access to Restaurants, Trolley Stops and Shopping* Bright, Updated Condo* Professionally Managed; 24/7 ServiceWelcome to Indian Oaks #15 - aka Sun and Fun! This charming 1-
Special
New Property Introductory Discount
New Property Introductory Discount
Limited time only Promo Code NEW100
Indian Oaks #15 - Sun and Fun
Condo
1
bedrooms
1
Full
4
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 Bayside Unit:• Dogs Allowed! (Fees and Restrictions apply)• Treasure Island’s newest, boutique condo-resort offers the best of both worlds; beachfront and bay
Oceana 301 East
Condo
2
bedrooms
2
Full
6
guests
5
(39 Reviews)
Top Reasons to Book Trillium 3A: * Beachfront Condo with Amazing Views of Madeira Beach* Beautifully Updated Throughout - Stunning Condo!* Heated Pool and Pool Deck with Lounge Chairs* Smaller, Quaint Beachfront Building with Only 15 Units Total* Perfectly Situated on Madeira Beach - Close to John's Pass Village and Boardwalk* Professionally
Trillium 3A - Premier
Condo
2
bedrooms
2
Full
6
guests
5
(49 Reviews)
Top Reasons To Book Bungalows #6: * Cute Property Across the Street from Beach Access - Only 400 ft away!* Spacious and Charming 2 Bedroom Suite* Heated Pool and Large Pool Deck with Lounge Chairs and Umbrellas* Fun Outdoor Space with Games, Seating and Charcoal Grills* Dogs Allowed - 1 Dog, 50lb Max. Fees Apply* Professionally ManagedWelcom
Special
New Property Introductory Discount
New Property Introductory Discount
Limited time only Promo Code NEW100
The Bungalows #6
Condo
2
bedrooms
1
Full
5
guests
New Property!
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