Entire condo

Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira Beach.

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.

Two single beds with white bedding and decorative pillows, a ceiling fan, and a wall-mounted mirror.

Stunning marina views from the comfort of your home.

Stroll along the picturesque pier, surrounded by charming buildings and bustling waterfront activity.

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

Overview
Amenities
Policies
Location
Host

Exceptional

Entire condo

1 bedroom1 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 sofa bed.

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
Bay Pines VA Medical Center - 8 min drive - 4.3 miles
Pass-a-Grille Beach - 14 min drive - 6.2 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.

Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira Beach.

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 "Sweet Jasmine" offers:

-- Master Bedroom with Two Queen Size Beds and en-suite master bathroom with walk-in shower

-- Spacious living room and dining area

-- Fully equipped kitchen for just about any type of meal preparation

-- 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 a separate bedroom. A TV comes with cable channels, and guests can stay connected with free WiFi. Other standard amenities include a sofa bed and 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

$133 nightly

Jul 23 - Jul 24

Total includes taxes and fees

Kitchen
Free WiFi
Air conditioning
Outdoor Space

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

Bedroom
Bedsheets provided
Sofa bed

Bathroom

1 bathroom
Hair dryer
Shower
Soap
Towels provided

Entertainment

Games
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
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

Happy New Year! 10% off January Bookings

Happy New Year! 10% off January February Bookings

6963

Frequently asked questions

What is there to do near 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.

Is parking available on site at this condo?

No, there isn't parking available at the condo.

Is this condo next to a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, there is no indoor pool at this condo.

What do couples enjoy most about Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira Beach.?

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

Does Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira Beach. have a hot tub?

No, this condo doesn't have a spa tub.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Does this condo allow pets to stay for free?

No, pets aren't allowed at this condo.

Does this condo have connecting rooms?

No, there aren't connecting rooms at this condo.

Where is the closest airport to 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).

Can I book a room with a balcony at Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira Beach.?

Yes, every condo unit at Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira Beach. comes with a balcony.

Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira Beach. Reviews

9.4

Exceptional

9.0/10

Cleanliness

8.6/10

Amenities

8.0/10

Property conditions & facilities

10/10 Excellent

Dawn D., Cuyahoga Falls, Oh

Jun 28, 2024

Liked: Cleanliness

Getaway

Great location. Property as described. Had a garage full of beach items to use. Would stay again.

Stayed 4 nights in Jun 2024

10/10 Excellent

Roxanne A.

Jun 20, 2024

Liked: Cleanliness

Great location!

We had a few kinks but they were addressed quickly. All in all it was a wonderful mini vacation the grandchildren loved it. 1 block from beach and short walk to St. John’s Pass. Cottage was cute and the kitchen equipped for cooking pretty much what ever you want to make.

Stayed 3 nights in Jun 2024

6/10 Okay

MaryJayne W.

May 20, 2024

Just ok

I’ll begin with the positives… great location. Can walk to John’s Pass and the beach access is about a five minute walk. Now the negatives…I killed some pretty big cockroaches and found some already on their backs. Shower was super small and very old. Towels were rough. My last night there there were a group of guys that decided to go to the pool at 11:30pm (pool hours ended at 10:30). The pool was right outside my bedroom window. They didn’t leave until 12:30 and I’m not even sure they were staying there. There weren’t any tv instructions. There was a parking situation. I was told there would be a visitor parking spot and there wasn’t. They did allow the second car to park in the staff parking spot. It’s an ok rental but nothing above and beyond.

Stayed 4 nights in May 2024

10/10 Excellent

Brian S.

May 7, 2024

Liked: Cleanliness

Great Spot

Great spot close to most everything you would need. Beach, social, food, grocery, etc.

Stayed 3 nights in Apr 2024

10/10 Excellent

Megan B.

Apr 1, 2024

Liked: Cleanliness

Compliment

Awesome little spot! We loved that it included kayaks, beach chairs, coolers, bikes, and more. Loved the little pool and fire pit. Good location and close walk to the beach!

Stayed 7 nights in Mar 2024

10/10 Excellent

Suzanne J., Redmond, WA

Mar 10, 2024

Liked: Cleanliness

Sunshine

Great location and unit. So many nice people we met there. Love the outdoor fireplace.

Stayed 4 nights in Mar 2024

8/10 Good

Jackie G.

Feb 3, 2024

Liked: Cleanliness

Soul renewal

When I first saw the cottages I was really happy. The beautiful yellow Spanish design cottage withe the tile roof. Love the architecture of the buildings. The great tiki area, the cute little pool and especially the gas firepit. Great location. Waking distance to the beach, restaurants and John's Pass. Perfect location.

Stayed 63 nights in Dec 2023

8/10 Good

Shealeigh V.

May 12, 2023

Liked: Cleanliness

getaway

my friends and i loved staying here! lovely pool, great outdoor eating area, super SUPER close to the beach. hosts provided all the gear we needed to enjoy several beach days, too. so much fun!

Stayed 4 nights in May 2023

10/10 Excellent

Brandon B.

Apr 28, 2023

Liked: Cleanliness

Perfect location

Literally 5 minutes from the beach. Garage full of stuff for the beach (kayaks, Boogie board, paddle boards, BEACH CRUISERS, cooler, and even beach toys) 10 minute walk to John Pass and bars and grills 2 good bars to check out Salt Water Hippie and The Brass Captain

Stayed 5 nights in Apr 2023

10/10 Excellent

Susan

Traveled with partner

Apr 23, 2023

Liked: Cleanliness, amenities, property conditions & facilities

This was a very quiet area felt save. The cottage was cute. short distance to john's pass and the beach

Stayed 3 nights in Apr 2023

10/10 Excellent

Christine S.

Apr 5, 2023

Liked: Cleanliness

Spring Break 2023

We LOVED our time at your cottage. It had everything we needed, it was comfortable, clean and super cute! Loved the communal areas (I will miss the Tiki Bar -- coffee in the mornings sitting there was awesome -- as were cocktails in the evening) and the location was perfect. Day two we found our blender did not work and it was replaced the very same day. Very responsive! We have been coming to the Madeira Beach area for years and we just happened upon your places at the 11th hour this year -- so very happy we did! Overall great vacation. Thank you for all you do!

Stayed 6 nights in Mar 2023

10/10 Excellent

Jo Lynn Y.

Mar 20, 2023

Liked: Cleanliness

Excellent Location

This comfortable cottage is close to the beach and St. John’s Pass and has all of the amenities needed for a family, including beach equipment, bikes, firepit, and a pool.

Stayed 6 nights in Mar 2023

10/10 Excellent

Marcella M.

Mar 14, 2023

Liked: Cleanliness

Beach cottage

Great location and walking distance from shops and dining.

Stayed 2 nights in Mar 2023

8/10 Good

Nicholas D.

Mar 1, 2023

Liked: Cleanliness

Good

Nice little spot for a retreat

Stayed 4 nights in Feb 2023

10/10 Excellent

Verified traveler

Feb 17, 2023

Liked: Cleanliness

Relaxing and fun!

The property was exactly as described. The location couldn’t have been better - close to the beach, restaurants, and shopping, while staying in a quiet neighborhood.

Stayed 4 nights in Feb 2023

10/10 Excellent

Courtney H.

Jul 6, 2022

Liked: Cleanliness

Beach Trip

This is close to the beach and walkable to the pier.

Stayed 3 nights in Jun 2022

10/10 Excellent

Juliana R.

Jun 27, 2022

Liked: Cleanliness

Cute little cottage close to beach

This cottage was super cute and perfect for my friends small bachelorette party! It was definitely a family friendly location as there were many young kids staying in the adjoining cottages, but it was just three of us staying there and we were barely at the cottage much. My one and only concern is that upon arrival, there was an open box cutter lying on the bathroom sink. Luckily we didn’t have children with us, but it would be scary had a child stumbled upon that as the blade was out. I think this may have been left there by the cleaning crew potentially. Other than that, everything was great! We had some issues with parking but the property manager was quick to respond and helped us tremendously in getting it figured out. Loved it overall!

Stayed 3 nights in Jun 2022

10/10 Excellent

Earl K.

Apr 28, 2022

Liked: Cleanliness

Enjoyed

Great location

Stayed 3 nights in Apr 2022

8/10 Good

Duane H.

Apr 9, 2022

Liked: Cleanliness

Great little cottage

Great little cottage off the beaten path with just a short walk to the beach. Decor was a little dated but clean and well stocked. Outdoor fireplace did not work, but everything else was great!

Stayed 7 nights in Apr 2022

10/10 Excellent

Todd H.

Mar 23, 2022

Liked: Cleanliness

Great value

Nearly everything was perfect. Can't beat the location.

Stayed 6 nights in Mar 2022

10/10 Excellent

Maggie

Mar 20, 2022

Liked: Cleanliness

Can’t beat the location!

The cottage was perfectly located within walking distance to the beach and John’s Pass. The pool was small, but very clean and warm. The cottage was perfect size for a couple and our 12 old son. We loved having the bikes and paddles boards on hand and used them often. Owners/managers were very responsive to questions. The property itself could use some updates, but for the price, it was a great option!

Stayed 4 nights in Mar 2022

10/10 Excellent

Robert H.

Mar 6, 2022

Liked: Cleanliness

Place was convenient to everything and pool was nice

We would stay here again. This worked out very well!

Stayed 3 nights in Feb 2022

10/10 Excellent

diane

Traveled with group, Traveled with family

Feb 28, 2022

Liked: Cleanliness, amenities, property conditions & facilities

There was nothing fancy, it was clean, comfortable and quiet. Perfect setting for a relaxing vacation. Restaurants, beach and many things to do within easy walking distance. Would not hesitate to stay again.

Stayed 14 nights in Feb 2022

8/10 Good

Jessica

Oct 4, 2021

Liked: Amenities

Stayed 4 nights in Sep 2021

8/10 Good

Verified traveler

Traveled with family

Aug 15, 2021

Liked: Cleanliness, amenities, property conditions & facilities

Nice quiet property. Very close to nearby beach. Walking distance. Lots of shopping places nearby. The beach chairs and umbrellas are not adequate for guests. I find this odd. But you can always rent this in beaches. The home is old structures but maintained. Bathroom commode is next wall and very uncomfortable to use. Supplies for tissues and towel papers are low quality. No body wash in shower. We were in sweet jasmine, shower waters goes cold while taking shower, you have to move around the handle back n forth to get hot water to come. Beds are very comfortable. Plenty of pillows, towels and dishes. Front large burner is not working. Other than this challenges, everything is good for the money. We will come again.

Stayed 4 nights in Aug 2021