Resort Rentals

We invite you to take a tour of our properties to find the perfect Florida vacation rental for your Florida beach vacation. You can check our rates and policies conveniently online. Our dedicated team of professionals is just a click away to assist you in planning your Florida family beach vacation and to provide the support you need to enjoy our tropical islands in one of our comfortable vacation rentals.


Please note that during certain months such as: February, March, June, July, and August, availability may be limited to Saturday-Saturday stays. For the best search results, please select "Flex Dates" in your search to see all possible options for your stay


Properties Available 54 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: • Direct waterfront views from your private dock! • The location- Walking distance to the sugary white sands of Madeira Beach. • Plenty of comfortable outdoor furn
Coconut Paradise
House
Bedrooms 3 bedrooms
Bathrooms 1 Full
Guests 8 guests
Rating 4.9 (57 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* Dogs Welcome - 25lb Weight Limit - Fees/Restrictions Apply* Professionally Managed, 24/7Wel
Palms of the Isles
House Pet Friendly
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 NEW Townhome: * Just Built and Everything is New! - 2025* Easy Walk to Madeira Beach, Approx. 300ft* Private Rooftop Deck with Seating - Great Hangout Spot!
Azul Townhomes A3 - Sunrise
Townhouse
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 12 guests
Rating 5 (14 Reviews)
Top Reasons to Book this AMAZING Townhome: * Brand New Build in 2025* Easy Walk to Madeira Beach, Approx. 300ft* Private Roof Top Deck with Views and Seating - Great Hangout Spot!* Spacious and Comfortable, Great for Families or Larger Groups* Onsite Heated Pool* Professionally Managed Welcome to Azul Townhome B3, a brand-new, four-story town
Azul Townhomes B3
Townhouse
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 11 guests
Rating 5 (19 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
Beach Life 2
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 4.9 (59 Reviews)
Top Reasons to Book Gulfside Retreat: * Gorgeous 3-Story Single Family Home with Private Elevator* Easy Walk to the Beach - About 350 Yards* 2 Spacious, Private Balconies with Seating* Quiet Neighborhood Location* Bright, Beautiful and Modern Home* Professionally ManagedWelcome to Gulfside Retreat! This stunning 3-story single-family home bo
Gulfside Retreat
House
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 9 guests
Rating 5 (21 Reviews)
Top Reasons To Book John's Pass-Time Beach Cottages:* Beachfront Property with Direct Beach Access* Full Property to Yourself - Both Cottages - Great for Larger Families or Friends Traveling Together* Great Private Backyard Beach with Hammock, Grill and Picnic Table* 2 Private Entrances, 2 Great Deck/Patio Spaces* Gulf Views From the Upper Lev
John's Pass-Time Beach Cottage #1 and #2
House
Bedrooms 4 bedrooms
Bathrooms 2 Full
Guests 8 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 This Fabulous House:* 3BR Family Home with Awesome Bay Views* Two Large, Private Balconies * Great Space for Larger Families or Couples * Walkable to Restaurants, S
Hippie Haven
House
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 6 guests
Rating 5 (39 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: • Two private balconies, enjoy panoramic views of the sugary white sands of Indians Shores.• Beautifully decorated throughout to reflect beachside coastal comfort.
Pelican Pointe 3B
Townhouse
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 4 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 Paradise Cove:* AMAZING Single Family Home with Private Pool and Hot Tub (Heating options at an additional cost)* Covered Outside Deck with Couches, TV and Dining T
Paradise Cove
House
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 5 (12 Reviews)
2 mins to beach – beach and intercoastal views – sleeps 14– 5 bed / 4 bath – elevator Top Reasons to Book this Beautiful Townhome: * Newly Built in 2025 with Private Elevator* Rooftop Balcony with Views of Gulf and Intracoastal Waterway* Prime Location Just a Quick Walk to the Beach, About 300 Feet!* Spacious Layout with Plenty of Room for
Azul Townhomes A1
Townhouse Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (14 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
Relax On The Rocks
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (18 Reviews)

Tell us what you're looking for and someone will contact you with available options.

I agree