3 - Island Paradise Cottages - Villa Paradiso

A Private, Spacious and Modern Home Away From Home. Heated Pool. Bikes, Boards, Toys!

2 BR
1 Bath
Sleeps 6

HURRICANE UPDATE: We’re pleased to share that restoration efforts following Hurricanes Helene and Milton are progressing well. For guests visiting in November or December, please note that there may still be some ongoing work, and potentially limited access to certain amenities as the area continues to recover. If you have any questions or need additional details about your stay, please feel free to reach out to us.

Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the main road. The cottages are just a 5 minute walk over to the very best beaches that the Gulf of Mexico has to offer, and you are in very easy walking distance of Johns Pass Village, with many excellent restaurants, activities, and attractions. Access to the bay for paddle boarding and kayaking is just a short walk away through the neighborhood, and you can catch the beach trolley nearby if you need to get a little further away.

Our little piece of paradise is perfectly setup for vacationing and relaxing with lush landscaping, an island style tiki hut for socializing and BBQ grilling, a beautiful heated pool, as well as a full inventory of bikes, kayaks, paddle-boards and games exclusively for our Guests' use.

This cottage, affectionately known as "Villa Paradiso" offers:

-- Private Balcony Area with Outdoor Seating Overlooking the Courtyard

-- Master Bedroom with Two Queen Size Beds

-- Second Bedroom with Queen Bed and Full/Twin Bunk Combo

-- Central Bathroom with Tub/Shower Combo

-- Spacious living room and dining area.

-- Fully equipped kitchen for just about any type of meal preparation. All Stainless Appliances, including a dishwasher!

-- Direct Access out to the Tiki Picnic Area.

-- Free High-Speed WI-FI, Free Cable TV, Free Assigned Parking

-- Year round heated pool with beautiful patio area

-- Thatched Tiki Style picnic area with propane BBQ Grills and plenty of seating

-- On-site Coin operated Washers and Dryers for laundry

-- Free use of our kayaks, paddle-boards, bikes, and games

-- All linens and towels (both Beach and Bath) are provided. 24 hour guest services hotline for any issues or questions.

-- Gas Firepit in the Courtyard for Evening Relaxation.

We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)

A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues.

13215 2nd St E, 3 Madeira Beach, FL 33708

Sleeping Arrangements

Bedroom #1 Queen (2)
Bedroom #2 Queen, Bunk Combo

Bathroom Configuration

Hall: Combo Tub Shower

Property Rules

Check In: After 4pm
Check Out: Before 11am
Smoking: Not Allowed

Amenities

Air Conditioning
Balcony
Cable
Coffee Maker
Covered Patio
Dishwasher
Internet Access
Kitchen
Patio
Refrigerator
Satellite or Cable
Shampoo
Wireless Internet
24 Hour Guest Service
Ac or Air Conditioning
Beach
Beach Towels
Bed Linens
Bike Rental
Blender
Boating
Children Welcome
Children welcome
Cooking Basics
Cooking essentials
Deep Sea Fishing
Deepsea Fishing
Dishes
Disinfected
Essentials
Fishing
Flat Screen TV
Free Parking
Free Wifi
Golf
Grocery
Grocery or Supermarket
Hair Dryer
Hair-Dryer
Hangers
Heating
Hot Water
Iron
Jet Skiing
Laptop-Friendly
Linens High Temp Wash
Microwave
Museum
Museums
Nature viewing
Outdoor seating
Paddleboarding
Parasailing
Parking
Pets Not Allowed
Public Transportation
Restaurant
Self Check-In Checkout
Self Checkin Checkout
Shopping
Shuttle Service
Silverware
Smoke Detector
Supermarket
Swimming
TV
Theme Parks
Towels
Washer Dryer
Water Activities
Water Parks
Water Sports
WiFi
Wifi
Wild life viewing
Wildlife Viewing
Zoo
Fire Pit
Grill
Laundry Room
Pool
Pool Hoist
Private Entrance

Map

Videos

Frequently Asked Questions

Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 years of age.

Reviews

Wow!!!
5/5 stars
This unit is fully updated and decorated beautifully. It is a very large, spacious unit. I was amazed at how large the bedrooms were. Your own outdoor patio comes with this unit as well as an assigned parking spot just a few feet from the unit. The pool is great, just a few steps from unit as well as Tiki Hut. Everything is close by- Beach, John’s Pass- Numerous Bars, Restaurants, Stores. Walk, drive or catch beach trolley and or Uber/Lyft ride. What is really nice about this location is you feel like you have your own piece of paradise without the traffic noise and congestion that is always on Gulf Blvd. The management company is one of the best in the area.
- Tammy
Wonderful beach vacation
5/5 stars
Island Paradise was awesome! We stayed in a 2 bedroom cottage and I was very clean, spacious and fun! Very close to the beach and Johns pass, my kids like to fish and there is a spot across the street to canal fish. We had a lot of fun the pool as a swim jet which was hours of fun for the kids.
- Sean
Great location in a lovely Florida town
5/5 stars
This was a perfect location in a lovely Florida town. We loved the fire pit and pool area at our cottage. We made some great new friends sitting around the community area of this resort. We also loved that the beach plus John’s pass was in walking distance. The cottage had all the necessary amenities of home. We thoroughly enjoyed our time at island paradise!!
- Meg
Enjoyable
5/5 stars
We stayed at unit 3, Villa Paradiso. We had stayed in this unit for 12 years, prior to new ownership around 2021. The new owners raised the prices so high it prohibited our return. However, under the management of ITrip, the prices are more reasonable and we returned for 16 days this year. There has been some very nice improvements throughout the two bedroom unit, including new beds, living room furniture and a remodeled kitchen. The walking distance to the many restaurants at John’s Pass (less than 1/2 mile) and the sandy beaches (1/8 mile) makes this a perfect venue. The pool has been upgraded and a new heater keeps the water at a comfortable 82 degrees. I’d recommend these cottages to others.
- Gary
Beautiful Cottages
5/5 stars
Great location and beautiful cottages
- Demi
Beach stay
5/5 stars
We really enjoyed our stay in the Villa Paradiso.. It was a cute little place tucked right off the street. Only about 5 min walk to beach. Close to walk to restaurants, ice cream, and many shops. We did have an issue when we arrived with the code not working, but the batteries was dead in lock. However they was very quick to come out and change it and get us in our place.
- Michelle
Beachy vibes!
5/5 stars
Loved it! Super beach my feel! Close to John’s pass! Lots of eating out options. 3 min walk to the beach! And a pool perfect size got little kids! Tv in every room! Community area for eating outside and 2 grills! Loved our cottage so much! It was clean!
- Danielle
Villa paradiso
5/5 stars
Excellent stay at villa paradiso. Location was perfect with bars and restaurants on your doorstep and the beach just down the road. Villa was very spacious and well maintained and came with so many extras. I would highly recommend this rental.
- Anna

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Toll Free (888) 944-8747