Entire condo

Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit.

Choose dates to view prices

Where to?

Dates

July 2025

August 2025

Relax in a serene outdoor seating area surrounded by lush greenery and a thatched-roof structure.

Walk along the beachside boardwalk, flanked by railings, and discover the serene ocean views.

Stunning marina views from the comfort of your home.

Experience the vibrant waterfront area with a hotel featuring a lighthouse sign, surrounded by colorful buildings and opportunities for water-based activities.

Cozy living space with a central dining table for four, comfortable seating area, and modern kitchen.

Overview
Amenities
Policies
Location
Host

Entire condo

2 bedrooms1 bathroomSleeps 4800 sq ft

Popular amenities

Parking available
Kitchen
Outdoor Space
Air conditioning
Barbecue grill
Free WiFi

Explore the area

Madeira Beach, FL

John's Pass Village & Boardwalk
‪5 min walk‬
Hubbards Marina
‪8 min walk‬
Bay Pines VA Medical Center
‪8 min drive‬
Tampa, FL (TPA-Tampa Intl.)
‪42 min drive‬

Room options

About the neighborhood

Madeira Beach

St. Petersburg - Clearwater Beaches is within a 5-minute walk of this condo while other popular sites like John's Pass Village & Boardwalk are within a 15-minute stroll. The condo includes a kitchen, a balcony, and a refrigerator.

View more Condo Rentals in St. Petersburg - Clearwater

What's nearby

John's Pass Village & Boardwalk - 5 min walk - 0.3 miles
Hubbards Marina - 8 min walk - 0.5 miles
St. Petersburg Municipal Beach - 14 min walk - 0.8 miles
Bay Pines VA Medical Center - 8 min drive - 4.3 miles
Upham Beach - 15 min drive - 5.2 miles

Getting around

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

Restaurants

‪Hooters - ‬12 min walk
‪Mad Beach Craft Brewing Company - ‬13 min walk
‪Pirates Pub & Grub - ‬12 min walk
‪Delosa's Pizza - ‬11 min walk
‪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.

Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit.

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 2nd floor unit (stairs required), affectionately known as "Skyview Villa" offers:

-- Private Top Floor Walkaround Balcony area Overlooking the Courtyard and Pool

-- Master Bedroom with King Size Bed

-- Second Bedroom with Twin Bunk Beds

-- 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!

-- 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.

The condo is air-conditioned and features a kitchen and a balcony, and there's space to spread out with 2 bedrooms. A TV comes with cable channels, and guests can stay connected with free WiFi. The condo also includes a coffee maker.

Property manager

iTrip Vacations

Languages

English

Similar properties

Kitchen features a stainless steel refrigerator, microwave, toaster, oven, and sink with a faucet.

Free WiFi
Air conditioning
Parking available
Bar

$163 nightly

Jul 27 - Jul 28

Total includes taxes and fees

Property amenities

Beach

Beach nearby

Internet

Available in the condo: Free WiFi

Parking and transportation

Parking on site

Kitchen

Coffee/tea maker
Dishwasher
Microwave
Refrigerator

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

1 bathroom
Bathtub or shower
Hair dryer
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

Location highlights

Near a zoo

Things to do

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

Pets

This property doesn't allow pets

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

Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a smoke detector.

Property is also known as

Vrbo Property

4 Island Paradise Cottages

Happy New Year! 10% off January Bookings

7013

Frequently asked questions

What is there to do within easy reach of this condo?

This condo in Madeira Beach is within a 10-minute walk of John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches. You'll also find Hubbards Marina and Belleair Beach less than a mile away.

Will I be able to park at this condo?

No, there isn't parking at this condo.

Is this condo associated with a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

What will couples enjoy most about a stay at Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit.?

Couples staying at this condo will value amenities like a kitchen, kitchens in some condo units, as well as a firepit.

Does Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit. have a hot tub?

No, there isn't a spa tub at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay free of charge?

No, pets aren't allowed at this condo.

Are there connecting rooms at this condo?

No, this condo doesn't feature connecting guestrooms.

How close is the airport from this condo?

The closest major airport to this condo is St. Petersburg, FL (SPG-Albert Whitted), which is 11.2 mi away (24 minutes by car). Another top airport is St. Petersburg-Clearwater Intl. Airport (PIE), which is located 18 mi away (29-minute drive).

Are there rooms with balconies that I can book at Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit.?

Yes, every condo unit at Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit. comes with a balcony.

Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit. Reviews

9.6

Exceptional

9.6/10

Cleanliness

10/10 Excellent

brad F.

May 8, 2025

Liked: Cleanliness

Stayed 6 nights in Apr 2025

10/10 Excellent

Vanessa T., Colorado, USA

Apr 18, 2025

Liked: Cleanliness

Stayed 3 nights in Mar 2025

8/10 Good

Danielle B.

Apr 14, 2024

Cute cottage in great location.

Great location where you can walk to beach, Caddy’s, John’s Pass. We had a great time and our 5 year old loved the heated pool! The unit we stayed in is small but we only have a family of 3. Having access to the garage full of beach stuff, toys, etc. was convenient. Bring quarters if you want to do laundry. Only drawbacks are that the kitchen was sparsely appointed and windows don’t have screens so hard to keep windows open during cool nights without bugs coming inside. Would be nice to have recycling provided as well. We had a great time!

Stayed 7 nights in Apr 2024

10/10 Excellent

Erika G.

Apr 3, 2024

Liked: Cleanliness

Lovely and convenient unit

Clean. Responsive. Well appointed. Close to everything. Only gripe is re check in. Traveling from out of state and we arrived earlier than anticipated. Despite the unit being cleaned and empty, we weren’t permitted to check in much earlier. Would’ve paid extra $$ for the ability to do so.

Stayed 3 nights in Mar 2024

10/10 Excellent

Jennifer L.

Mar 17, 2024

Liked: Cleanliness

Incredible Stay!!

We will definitely be back! The location was awesome just a few blocks from St. John's Pass but far enough away you had a little peace and quiet. The pool was heated and perfect for March weather. Our kids loved it! Also, the garage had everything we needed for the beach, including a cart, cooler, sand toys, and more! The bikes were a "cherry on top" bonus. We were very pleased!

Stayed 4 nights in Mar 2024

10/10 Excellent

Kristen M.

Jul 27, 2023

Liked: Cleanliness

Perfectly located adorable cottage!

Well kept and nicely appointed cottage, perfect for a family of 4! The host was responsive and easy to communicate with. The location was perfect to beach access and a short walk to restaurants and shops. Will definitely go back!

Stayed 3 nights in Jul 2023

10/10 Excellent

Dawn G., Enigma, Ga

Jun 22, 2023

Liked: Cleanliness

Beach Vacay 2023

We enjoyed our stay at this property. Everything was very clean and there were lots of beach amenities to use which was great! It was nice walking to John’s Pass for an evening of great food and shopping. The short walk to the beach was amazing too! Communication with the owners was great if we had any problems. We would definitely recommend this property!

Stayed 5 nights in Jun 2023

10/10 Excellent

Kim N.

May 9, 2023

Liked: Cleanliness

Great location and nice for smaller family

Location was great! Having the use of shared bikes was nice. Would suggest not counting on other items to be available if the other renters do not return after each use. A few notes were that dishwasher was broken and shower curtain and rod needs rethought to stop water hitting the wall which management was aware of the wall needing repair. Bunk room was tiny but expected from photo and fine for our needs. Very happy with overall experience for sure.

Stayed 6 nights in Apr 2023

8/10 Good

Keryn E.

Apr 15, 2023

Liked: Cleanliness

Convenient location

Condo was clean and perfect size for our family of four. Great location to beach and John’s Pass. Enjoyed the beach gear!

Stayed 4 nights in Apr 2023

8/10 Good

Donald B.

Apr 13, 2023

Liked: Cleanliness

Nice place, a short walk from the beach

Good location, close to all the fun stuff at John's Pass. 5 min walk to the beach. Clean place. They are very responsive to questions. Enjoyed our stay.

Stayed 7 nights in Apr 2023

10/10 Excellent

Amanda P.

Mar 27, 2023

Liked: Cleanliness

Island Paradise Villa 4

Super cute, bright, lots of natural light. Perfect little villa for our small family.

Stayed 5 nights in Mar 2023

10/10 Excellent

Sherri P.

Mar 9, 2023

Liked: Cleanliness

Couple from Indy

5 stars!! My husband and I came in for the St Pete IndyCar race. Super cute & clean VRBO. Other pros..immediate response from manager, comfortable bed, short walk to beach and free use of beach chairs & bikes! This unit shares common space and pool with a couple other units which would be perfect for a large family who want to be close but also separate. Thanks for the great stay!!

Stayed 6 nights in Mar 2023

10/10 Excellent

Adriane T., Wooster, OH

Jan 30, 2023

Liked: Cleanliness

Cozy and convenient

From our early arrival and check in, to our early check out, the communication was spectacular! We were provided with information that allowed us to check in early with alternate plans to safely store luggage in the event that the property was not ready when we arrived. Everything was very clean. The bed and pillows were some of the most comfortable I’ve ever experienced in a rental property. The location was in an excellent spot and walkable to many attractions, restaurants, and especially to the beach! The property felt very safe, and I would highly recommend staying here to friends and family. If we return to the area, I would consider staying in the cottages again.

Stayed 4 nights in Jan 2023

10/10 Excellent

Michael W.

Jan 16, 2023

Liked: Cleanliness

Review

Very clean

Stayed 3 nights in Jan 2023

10/10 Excellent

Jennifer F.

Nov 15, 2022

Liked: Cleanliness

Great location

Location is fabulous! Walk across the street to the beach and walk a few blocks south and you are at John's pass. Place is small but comfortable. As others have said the 2nd bedroom (bunkbeds) is smaller than imagined, but not a problem for us, it was only used for sleeping. The tub is deeper than I expected and I enjoyed a hot bath each night! We ate out each meal (so many great places in walking distance) so we didn't use the kitchen much, but it appeared to be stocked and had nice appliances. We didn't use the pool, fire pit, or any of the goodies in the storage garage. We wanted to use the paddle boards, but the gulf was rough during our stay and I couldn't figure out how to launch safely from the inlet at any of the open areas within walking distance. Drop off from seawall to water much too steep for us and no dock access. I didn't bother to contact management company, figured if there was a safe clear option it would of been outlined in the email of check in instructions and tips for the area. It was a great vacation.

Stayed 3 nights in Nov 2022

10/10 Excellent

Heather F., Mill Hall. PA

Oct 18, 2022

Liked: Cleanliness

Annual family vacation

Everything was perfect. The condo was stocked with everything you need for a perfect beach trip.

Stayed 10 nights in Oct 2022

10/10 Excellent

Amy R.

Jul 12, 2022

Liked: Cleanliness

Perfect Location

We LOVED the location-a mere 705 steps from our unit to the shore. Everything we needed was there and a shirt ride to get the rest. Having the beach carts was awesome-there was never an issue getting necessary beach supplies (umbrellas, chairs, etc). I will definitely be back with other extended family as everyone could have their own villa. It was located close to everything we wanted to see on the gulf coast-HIGHLY RECOMMEND

Stayed 6 nights in Jun 2022

10/10 Excellent

Elysia C.

Jun 11, 2022

Liked: Cleanliness

LOCATION

Very nice small property!! We didn’t have a car and walked a lot of places and used the trolley which ran by the house!! Had a wonderful time!!

Stayed 5 nights in Jun 2022

10/10 Excellent

Phillip E.

May 25, 2022

Liked: Cleanliness

Great location and clean property

Easy check-in, perfectly clean, and quiet property. I’d rent again. Thank you for having us.

Stayed 2 nights in May 2022

10/10 Excellent

Jill B.

Apr 25, 2022

Liked: Cleanliness

Madeira Beach

Great location to stay. Rental company was amazing and let us check in early!

Stayed 3 nights in Apr 2022

10/10 Excellent

Stacy S.

Apr 14, 2022

Liked: Cleanliness

Had a great time!

Had a flight get cancelled and found a 3 night window to rent here and had a great time! Quiet, close walk to John's Pass, very friendly other guests. We loved the fire pit although it needed some tinkering with at first. My son loved the jet in the pool. Loved that they had coolers and kayaks and chairs to use. The kids bikes didn't work well unfortunately, needed a little oil or a new chain as the salty air had rusted the chains. Convenient laundry. Very nice interior. Highly recommend.

Stayed 3 nights in Apr 2022

10/10 Excellent

Amanda M.

Apr 5, 2022

Liked: Cleanliness

Spring Break Trip

Property was a very close walk to the beach. Lots of kayaks, coolers, paddle boards and bikes to use. Beach wasn’t overly crowded even though it was Spring Break. Loved being able to walk to John’s Pass. There was so much to do. We really enjoyed our stay!

Stayed 6 nights in Mar 2022

10/10 Excellent

Kacey K.

Mar 26, 2022

Liked: Cleanliness

Fantastic location

Location was perfect, short walk to beach and amenities but quiet and relaxed setting. The extras available were really appreciated. Would highly recommend!

Stayed 4 nights in Mar 2022

10/10 Excellent

Melanie T.

Mar 22, 2022

Liked: Cleanliness

Beautiful location

The property is a chore walk to the beach and a short walk to John’s Pass. The property had everything we needed from beach chairs to bikes and BBQ’s. I have no complaints about anything. I would definitely rent again.

Stayed 8 nights in Mar 2022

6/10 Okay

Faith M., Hingham, WI USA

Feb 1, 2022

Disappointed

I can't give an honest review of this property because we didn't get to stay here! We arrived in FL to find someone in our rental. Reviewing our email for check in, we received an email, NOT a call telling us we were moved. I work on a computer all day, I don't check emails often, so this was very disappointing! Our daughter is interested in a school in the area and we were looking for a quiet place to stay for this trip and future trips. We were moved to a large condo complex on a very busy road, NOT what we were looking for! The condo we were moved to was beautiful with beach views, that we appreciated. Overall, with a significant change in location and rental type, it would have been nice to get a call to discuss this in person.

Stayed 3 nights in Jan 2022