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A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!

Condo near St. Petersburg - Clearwater Beaches in Madeira Beach

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A patio area with a wooden table and chairs, a thatched-roof structure, and a fire feature.
A coastal hotel with multiple floors, balconies, and a beach view.
A wooden boardwalk leading to the ocean with a sunset in the background.
A bright, spacious room with a wooden floor, white walls, and a dining area with white chairs and a table.
A marina with multiple boats docked, surrounded by multi-story buildings with balconies, and a clear view of the ocean.

Reviews

9.4 out of 10
Exceptional

Entire condo

2 bedrooms1 bathroomSleeps 6800 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Madeira Beach, FL
  • Place, St. Petersburg - Clearwater Beaches
    ‪4 min walk‬
  • Place, John's Pass Village & Boardwalk
    ‪9 min walk‬
  • Place, Hubbards Marina
    ‪12 min walk‬
  • Airport, Tampa, FL (TPA-Tampa Intl.)
    ‪49 min drive‬

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About the neighborhood

Madeira Beach

Close to the beach.Within a 10-minute walk of the condo, you'll find St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk. Madeira Beach and Hubbards Marina are also within half a mile (1 km).
View more Condo Rentals in St. Petersburg - ClearwaterOpens in a new window

What's nearby

  • St. Petersburg - Clearwater Beaches - 4 min walk - 0.3 miles
  • Madeira Beach - 6 min walk - 0.4 miles
  • John's Pass Village & Boardwalk - 9 min walk - 0.5 miles
  • Hubbards Marina - 12 min walk - 0.7 miles
  • Belleair Beach - 15 min walk - 0.8 miles

Getting around

  • St. Petersburg, FL (SPG-Albert Whitted) - 24 min drive

Restaurants

  • ‪Delosa's Pizza - ‬11 min walk
  • ‪Hooters - ‬13 min walk
  • ‪Sculley's Restaurant - ‬12 min walk
  • ‪Dockside Dave's - ‬2 min drive
  • ‪Caddy's Madeira Beach - ‬14 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!

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



-- Primary bedroom with two queen size beds



-- Second bedroom with queen bed and twin bed



-- Central bathroom with tub/shower combo



-- Cozy living room and dining areas.



-- 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.



-- High-speed WI-FI, Smart TV, & 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 kayaks and beach gear



-- 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)

Included 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. Need a Pack n' Play for your stay? We've got you covered - no charge!

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Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Dishwasher
  • Microwave
  • Refrigerator

Bedrooms

  • 2 bedrooms

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Towels provided

Entertainment

  • TV with cable channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Picnic area

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a zoo

Things to do

  • Golf
  • Heated pool
  • Motor boating
  • Optional golf privileges
  • Water park
  • Wildlife walks
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Parasailing nearby
  • Swimming nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Unit size: 800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a smoke detector in each accommodation.

Property is also known as

Vrbo Property
3 Island Paradise Cottages
Happy New Year! 10% off January Bookings
7012

Frequently asked questions

How close is A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! to the airport?

This condo is 11.2 mi (24-min drive) away from the St. Petersburg, FL (SPG-Albert Whitted) airport, the closest popular airport to the property.

How much does it cost to stay at A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!?

As of Oct 24, 2026, prices found for a 1-night stay for 2 adults at A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! on Oct 29, 2026 start from $465, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! to the beach?

This condo is a short 4-minute walk from St. Petersburg - Clearwater Beaches and 4-minute walk from Madeira Beach. Don't forget your sunscreen!

Does A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!?

No, there is no casino at this condo, but Gulfport Casino (15-min drive) is nearby.

What time is check-in at A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!?

Check-in begins at 4:00 PM.

Is there free parking at A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!?

Free parking is not available at this condo.

Does A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! have a pool?

Yes, there's a heated pool.

Does A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! have a spa?

There are no spa services available at this condo.

How close is A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! to downtown Madeira Beach?

This condo is 1 mi away from Madeira Beach.

A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 27 out of 34 reviews
Rating 8 - Good. 5 out of 34 reviews
Rating 6 - Okay. 1 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 1 out of 34 reviews

9.2/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

From a partner site

10/10 Excellent

Wonderful Cottage

We very much enjoyed our stay at Villa Paradiso. The check-in process was easy and smooth. The cottage was clean and stocked with anything we might need. Being across the street from the beach access was handy so we didn't have to fight to find and pay for beach parking. We walked to John's Pass Village multiple times for shopping and dining. We would definitely stay again!
From a partner site

10/10 Excellent

Wonderful beach cottage!

This is our first time staying and the cottage is perfect, and so close to the beach. There are kayaks, SUP boards, and a fire pit. Management is responsive and friendly if you have any questions. We hope to be back again soon!
From a partner site

10/10 Excellent

Beautiful Cottages

Great location and beautiful cottages
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location location location

Extremely close to the beach. Nice amenities and overall great location.
Stayed 6 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and nice property

My husband, daughter, and grandson stayed in Villa Paridiso for a long weekend during March. We found the location so handy to John’s Pass and the h by villa was so quaint. We would definitely stay here again!
Stayed 5 nights in Mar 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything we expected

Great location and very clean. Host was responsive to all requests.
Stayed 3 nights in May 2023
From a partner site

10/10 Excellent

Wonderful beach vacation

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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great beach spot

Great location, plenty beds and spacious bedrooms, cold AC. Would recommend. Only thing is the power went out in a couple rooms and we had to reset the breaker, and more bathroom supplies (hand soap, body wash, shampoo) would have been nice
Stayed 3 nights in Jun 2024
From a partner site

10/10 Excellent

Great location in a lovely Florida town

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!!
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place with lots of space.

The property was exactly as described. Clean, updated and spacious. Good for several couples, or a larger family with kids. The pool was nice and clean. Our neighbors in the other cottages were friendly! Would stay again!
Stayed 4 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
The property was recently updated, was clean and decorated in a beachy and modern feel. The neighborhood was quiet and the outdoor pool and space was enjoyable. We wished we had more time to hang out by the firepit at night. The kitchen had the basics and the beds were comfortable. We will definitely come here again.
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful

I was so pleased with our stay! The villa’s decor was beautiful! Everything we needed was at our fingertips. We had access to bikes, beach chairs, paddle boards, and much more! I could not have been happier! Wonderful place!
Stayed 4 nights in Jul 2020
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this little cottage and how close it was to the beach and Johns Pass shopping. The interior was clean, pretty and comfortable. Our only complaint inside was that the beds are very hard. The grounds could use some work and the firepit wouldn't light. Bummer. My only other suggestion (and complained about by other guests) is that the pool maintenance come three times a week and in between a lot of debris and insects collect the pool, so it would be perfect if there were a skimmer onsite to clean it up before use. The management is very prompt at answering questions as well. Overall, a very nice place to stay and I would recommend it to others.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property

The property grounds were just as pictured. The atmosphere was calm and inviting and house #3 was cozy and spotless. I absolutely loved having the garage full of 'toys' to play with. We took the kayaks out and rode bikes around the neighborhood. I will be booking a stay here again in the near future.
Stayed 3 nights in Feb 2024
From a partner site

10/10 Excellent

Beachy vibes!

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!
From a partner site

10/10 Excellent

Beach stay

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.
From a partner site

8/10 Good

Spring break family of 5

There was a lot of great things about this stay, a few inconveniences. So the positives.. the location was great. Not far from the beach, a quick walk to John’s pass to help avoid parking fees. The house was cute and clean. I was worried about it being spring break and our area feeling packed, but it wasn’t. The pool is super small, but my boys still enjoyed it. The only inconveniences I have was the laundry. We typically keep our stuff washed to have to avoid going home with a dirty laundry and keep our beach towels clean. There is a laundry area, it was just a pain to have to have to pay for it and need to have quarters. Also there were no laundry baskets in the house so trying to find ways to carry the laundry across the way was inconvenient. Other than that everything else was great!
From a partner site

2/10 Terrible

Not as described...

Unfortunately the Island Paradise Cottages are not as described or pictured. So unfortunate as the property could be great with better management. Upon arrival the unit/Villa Paradiso was missing furniture, mismatched stained bedding, chipping paint, filthy everywhere and the porch looked like a crime scene. The pool was not heated and described in listing and was freezing. The pool area was a dirty disaster. A caretaker popped in for a second and peeked around-never lifted a finger to clean a thing. Was literally onsite for less than 5 minutes. The property had not been cleaned in a decade. The property could be so cute and it's proximity to beach and town is nice, but the other guests also complained of the mess and dirt other than the guy smoking weed at the pool, he thought it was fine.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great room and location
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Toller Urlaub

Top Lage, nette Unterkunft
Stayed 7 nights in Dec 2022
From a partner site

10/10 Excellent

Villa paradiso

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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

We rented 3-Villa Paradiso as a family of 6. The location was great, it is within walking distance to restaurants & shopping and a 5 min walk to the beach. We loved the outdoor fire pit, grill and Tiki-hut for dining and relaxing in the evenings. The beds were comfortable, the kitchen was stocked with everything we needed and having a laundry room available was nice to wash towels mid- week. The pool is small but clean. The garage stocked with beach chairs, coolers, paddle boards & bikes was one of our favorite things about Island Paradise. Overall great place to stay, we would rent again.
Stayed 5 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
This was a great property for our family. Lots of room, beautifully updated and lots of beach accessories for us to use.
Stayed 4 nights in Apr 2022
Verified review

6/10 Okay

Liked: Check-in, location, listing accuracy
Disliked: Cleanliness, communication

Just like the pictures

Cute place. Nice location within walking distance to everything. Only thing was I was not clean at all. I had to call because the floors were filthy not mopped or swept . Wrappers under the beds the walls had coffee stains on them . The cleaners didn't do a good job at all. Get new good cleaners and I would come back. Otherwise nice and roomy and comfortable. Liked that it had Roku. The pool is very small too. But it was a fun vacation.
Stayed 7 nights in Apr 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

One thing would help if they did provide small bottles of shampoo, conditioner and bath gel would be a great plus. Otherwise, I would definitely recommend this place. Great location! I like to travel light so having to bring extra stuff can be a nuisance and a lot of stores don't always carry small bottles of stuff.
Stayed 2 nights in Feb 2022

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