304 - Skyline

Great Views and Value. Two King Size Beds! Located in the Heart of Madeira Beach.

2 BR
2 Baths
Sleeps 6

Located very conveniently in Madeira Beach, this condo at the Skyline of Madeira Beach building offers value and comfort not easily found along the beaches.

With a bay-front pool, plenty of parking, and directly across from the beach, it offers everything you're looking for, all at a very affordable price!

-- Water Facing Private Balcony with Wonderful Eastern Views of the Waterway

-- Open Living Room/Dining Area Layout with Futon-Type Full Size Pullout Couch

-- Fully Equipped Kitchen

-- Master Bedroom with King Size Bed and En-Suite Bathroom with Walk-In Shower

-- Second Bedroom with King Size Bed

-- Full Guest Bathroom with Tub/Shower Just off the Living Room Area

-- Washer and Dryer in your Condo. Beach chairs and towels provided!

Skyline is a quiet and peaceful location in the center of Madeira Beach. Easy walking distance to shops and restaurants, and directly across the street from the clean, beautiful beaches. Docks are available for Guest use at no charge (sorry, trailer parking is not permitted - but is available at local marinas).

Perfect location for a quick Florida getaway, or an extended winter destination.

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.

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)

13999 Gulf Blvd, 304 Madeira Beach, FL 33708

Sleeping Arrangements

Master King
Guest King
Living Sofa Queen

Bathroom Configuration

Master: Combo Tub Shower
Hall: Shower

Property Rules

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


Air Conditioning
Beach towels
Coffee Maker
Communal Pool
Covered Patio
Internet Access
Satellite or Cable
Washing Machine
Water View
24 Hour Guest Service
Ac or Air Conditioning
Beach Towels
Bed Linens
Bike Rental
Children Welcome
Children welcome
Cooking Basics
Cooking essentials
Deep Sea Fishing
Deepsea Fishing
Flat Screen TV
Free Parking
Free Wifi
Grocery or Supermarket
Hair Dryer
Hot Water
Jet Skiing
Linens High Temp Wash
Nature viewing
Outdoor seating
Pets Not Allowed
Public Transportation
Self Check-In Checkout
Self Checkin Checkout
Shuttle Service
Smoke Detector
Theme Parks
Washer Dryer
Water Activities
Water Parks
Water Sports
Wild life viewing
Wildlife Viewing
Beach access
Boat Dock
Pier Fishing



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 (twenty-five) years of age.


Very nice place
5/5 stars
The condo had a great view of the marina and a short walk to the beach. It was very clean and spacious. We had an issue with a coffee maker and it was replaced within 20 mins. Very impressive! We were also 10 mins from John’s pass boardwalk and shopping center, 30 mins from Clearwater, 45 mins from Tampa, and 35 mins from St. Petersburg. It was a perfect middle location and left options for each day we were there. The beach was not crowded at all near the condo which was terrific. I highly recommend this condo as a place to stay for an adventure in Florida!
- Mark
Celebrating bestie 50th birthdays!
5/5 stars
The condo was super clean, spacious, and a spectacular view of the intercostal. Both bedrooms had everything needed for a party if four. Beds are nice, bathrooms are roomy, and the kitchen was stocked for the most part. It would be a good idea to update or replace the utensils, as everything was miss matched. Otherwise, we all had a great time and Skyline 304!
- Leighanne
Third year in a row! Love it.
5/5 stars
The condo is clean, well located and the staff is responsive to your needs. I like the patio view if the inter-coastal. Would stay here again.
- Linda
Always excellent with iTrip
5/5 stars
We've been booking for nearly 10 years at this location and again had a wonderful getaway! iTrip is the best when it comes to great communication, friendly customer-focus, timely responses to renter's needs/requests, and of course professionalism. We highly recommend!!
- Mike & Sue
Skyline 304
5/5 stars
Condo was very nice, the beds were very comfortable. Right across the street from the beach access. The only complaint that we had is that we were told the pool was heated. When we arrived on Wednesday, it was definitely not heated. On Thursday we heard that they turned the heater on and the water would be up to 80 the following day (Friday). On Friday it was warmer, but definitely not warm enough to swim for this time of year (low 70s for the weather). But we had no complaints with the actual condo itself
- Christine
Awesome condo
5/5 stars
Great location and amenities. Easy access and very roomy space. The only thing I think it needs is new curtains. But, that being said I would still stay there again.
- Jean
A nice getaway
5/5 stars
My family and I enjoyed our stay at Skyline. The beach was across the street, there is a Coffee Shop downstairs and overall the property was very nice . Look forward to staying again in the future!
- Lisa
Great Trip to the Beach!
5/5 stars
This is our second time to stay at this Condo. We liked it so much we came back this year. Great location, nice facilities and clean. All you are looking for in a nightly rental. May have to come back in 2024!
- Linda
Skyline 304
5/5 stars
The condo was perfect for our family. It was bright and clean with a bonus of having a closet full of beach gear. We loved having the water view from the balcony and the beach was right across the street. The host was very responsive. The building was quiet and secure and we had no safety concerns. We didn’t take advantage of the pool but it was available. There was a grill on the little pier in the back and you could fish back there if you wanted to. The section of beach closest to us was not crowded and had pretty white sand along with very clear water. The area has several restaurants and convenience stores along with being really close to John’s Pass. There is a cute coffee shop in the building that serves breakfast and lunch. A poke restaurant is on site too. We are looking forward to our return trip and will absolutely stay here again.
- Joanna
Girls Trip
5/5 stars
This is my third time staying at the Skyline, I love it. Close to the beach, nice pedestrian area with shops. Nice pool and facilities all around. We ran into one small problem, Charles and Liz were right on top of it!! Thanks guys!!
- Carrie Mann
Fee Fo Review
5/5 stars
Lovely condo in Madeira Beach. Just the right size for two couples; it had everything that we needed and we noticed that its wheelchair accessible. Location is great - just a short walk or drive to restaurants and entertainment. We very much enjoyed our stay!
- Brenda
Fee Fo Review
4/5 stars
Location was good, rooms, baths, beds all good. Only issue we had was the outlets would trip when using our electrical devices and we would have to go to the electrical box and flip the breakers.
- Beach gower
Fee Fo Review
4/5 stars
No issues all went well. Will book again on this site for 2020
- David
January stay
5/5 stars
Condo is very clean and nice. Did not use the pool. Good location. Nice pier.
- Gebfam
Nice everything
4/5 stars
Excellent location. Perfectly clean. Nice size - perfect for 2 couples. Parking was great to have. Had my in-laws, so the elevator was a life saver. The balcony was nice to have (so I could escape my aforementioned in-laws) Had a wonderful time. Can't give you 5 stars however - would have given you 4 1/2, but it won't let me - The place could use some looking after. The door on the small bedroom squeaked like a bugger - I lubricated it. The bi-fold doors for the pantry and the washing machine both were grinding - I lubricated them, but they still need a bit of tweaking. The stove light is burnt out, was going to replace it, but didn't make it to Walmart. Most of the spot lights in the kitchen are burnt out - like 4 out of 6 of them. Little things like that take away from how great the place is. Otherwise - loved the place I would book with you guys again in a minute - no problems what-so-ever - unless I don't see my damage deposit back soon ;)
- Harold

Thank you for the review. We are glad you enjoyed your stay. We took care of those issues and a reminder guests may report any maintenance issues 24/7 and our friendly staff will be happy to assist.

- Manager Response
Family Christmas Vacation
5/5 stars
The condo was very nice, the only thing we wish they had was a pizza pan, but we made it work! Lol.. Very nice, would stay again.
- Kelly
Escape Carolina Hurricane
5/5 stars
Condo was as advertised. Across the street from Gulf and close to St Johns Pass. The check-in process was all done online. Thanks for a great get away from hurricane at the last minute. Will call on itrips again.
- Graden

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