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NOTICE: Most beaches in front of condo complexes are NOT public beaches as described in the Pinellas County Public Beach closure slated to start Saturday, March 21. The private beach usually extends from the sea wall (which is usually under the sand and not seen, and is in close proximity to the pool and building) to the mean high tide water line. Guests will still be able to use the beach. Private owners (condo or homeowners on the beach, which rights extend to their guests) along the beach are still asked to conform to the CDC guidelines of social distancing by maintaining 6 ft. of separation from others and limiting group gatherings to no more than 10 people.

Due to the current COVID-19 challenge, Teeming Vacation Rentals is still experiencing an unprecedented call volume. Guests who are not checking in within the next 7 days, we kindly ask to email us at travel@teemingvr.com. Please put your arrival date in the subject line of the email and your message will be answered accordingly. We truly appreciate your understanding and patience as our agents are working as quickly as possible to assist guests with all of their vacation rental questions and needs. For more information, read here.

Presenting Island Paradise One and Two Bedroom Villas, Cottages & Apartments

Island Paradise Slideshow

Now Accepting Weddings and Events

Built in the 1940’s, Island Paradise is a charming boutique resort nestled in a quiet residential neighborhood just a 5-minute walk to the beautiful white sand Gulf beaches (Map Link).  This tropical oasis features 8 bright and cheery 1 and 2-bedroom cottages, villas, and apartments, each with its own distinctive style and grace. The simple yet tasteful décor provides the perfect home away from home beach vacation. The Island Paradise resort is totally dog-friendly, a rare and welcome convenience for those who travel with their beloved pooches. Strolling the pathways, the landscape is lined with plumeria blossoms which grow abundantly on the property and provide both beauty and heavenly scent to relish. The resort is laden with amenities, which include a heated spa and sparkling pool. The delightful private courtyard surrounded by exotic and fragrant greenery is the perfect spot to enjoy a cup of coffee in the morning or evening cocktail.  Highlighted by an authentic tiki hut, guests have been known to visit local fish markets and cook up delicious meals on the gas grill provided. Added luxuries are the plentiful parking and on-site laundry facility. Located away from the hustle and bustle of Madeira Beach, local shops, restaurants, and the infamous John’s Pass are within reasonable walking distance of this peaceful retreat. Guests are treated to an extraordinary “Old Vintage Florida” experience while staying in this heavenly haven.

Bonus Feature at Island Paradise! All guests have access to a treasure chest of beach equipment including 4 paddleboards, 4 single kayaks, 2 kids kayaks (including wheeled carriers to roll them to the beach!), 4 boogie boards, 8 beach carts (1 for each unit), 16 beach chairs (2 for each unit), 4 adult bikes, and 2 kids bikes.

Things to Know!

  • Property is self-catering. Only starter supplies provided.
  • One assigned parking spot.
  • Dishwasher in SkyView Villa and Villa Paradiso only.
  • Dog-friendly. Max two dogs under 80lbs. The price is $11.25 per day per dog.
  • No Pit Bulls, Rottweilers, German Shepherds, Huskies, Malamutes, Wolf-dog Hybrids, Chow -Chows, Dobermans, St. Bernards, or Great Danes per complex rules.
  • Dog-Friendly beaches include Bicentennial Park, Fort Desoto Park, and Boca Ciega Millennium Park.

Get to Know the Area!

A unique blend of Florida fishing village, residential community, and tourist destination contribute to an original vibe that is Madeira Beach. Mad Beach, as it’s affectionately referred to, is that curious mixture of history, progress, and stability which, when paired with the perfect weather of Florida’s Gulf Coast, makes for a delightful community. With six public parks, boat-accessible restaurants, charter boats, and dolphin watch cruises, Madeira Beach has something for everyone. Local dining favorites include Dave’s Dockside Grill, Mario’s Ristorante Italiano, and The Angry Pepper. Close to the action and close to the attractions, Madeira Beach is 11 miles from St. Pete, 14 miles from Pier 60 in Clearwater Beach, 13 miles from St. Pete-Clearwater International Airport (PIE), 25 miles from the Tampa International Airport, 35 miles from Busch Gardens, and 100 miles from Orlando Attractions.

If Island Paradise does not fit your needs please visit our companion site StPete/Clearwater Vacation Rentals. Teem up with TeemingVR and book your dream vacation today!

Jeff and Gina Paglialonga Jeff & Gina Paglialonga
Owners of TeemingVR
Island Paradise Cottages of Madeira Beach Map Cottages of Madeira Beach Map
Click to enlarge and download map

Amenities You Will Love