305 - Skyline

The Best View in the Building! New Resort in the Heart of Madeira Beach.

2 BR
2 Baths
Sleeps 4

A superb view from your private balcony in this new resort situated with easy walking distance to Johns Pass Village, and directly across from the most pristine section of beach in the area.

The master bedroom is furnished with a King size bed, and the second bedroom is furnished with two twins that can be combined to create a second King bed.

All updated and fully equipped kitchen with granite counter tops, fresh and clean bathrooms, large flat screen TV's, free high speed WiFi, and a private washer and dryer in the condo.

Everything you need at a fantastic value!

A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include 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 attractions each and every day. Create exciting memories, have more fun, and truly experience your destination! (Free Fun Program not eligible for stays over 28 days)

13999 Gulf Blvd, 305 Madeira Beach, FL 33708

Sleeping Arrangements

Master King
Guest Twin (2)

Bathroom Configuration

Master: Combo Tub Shower
Hall: Shower

Property Rules

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


Air Conditioning
BBQ Grill
Clothes Dryer
Coffee Maker
Communal Pool
Covered Patio
Internet Access
Satellite or Cable
Washing Machine
Water View
Enhanced Cleaning
Family Friendly
Grocery Or Supermarket
High-Touch Surfaces Disinfected
Linens High Temp Wash
Private Entrance
Public Transportation
Smoke Detector
Outdoor Pool
Self Check-In



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.


great vacation at a great place
5/5 stars
Very nice place Right across from the beach access the condo has everything needed for a great stay we will definitely be coming back again.
- Robert
Skyline of Madeira
5/5 stars
Great place. Easy access. Good communication. I had all the info I needed well ahead of arrival and even received an added text before arrival just to make sure I didn't have any last minutes questions. When I did have a question upon, I received a response to my text almost immediately. Walking distance to the beach, easy parking, and it's nice building. I'd recommend it and will keep it in mind for return trips to the area.
- Austin
Enjoyed our stay
5/5 stars
This was a great vacation for me and my 15 year old grandson. I loved the short walk to the beach and my grandson loved fishing from the dock. The condo had everything we needed for the beach and the kitchen had everything you needed to cook,however so many close restaurants, we ate out mostly. Condo was clean, I would definitely stay here again.
- Donna Johnson Wharton
Family vacation
5/5 stars
I took my kids for a family vacation and was very pleased with this condo. Kitchen was stocked well with items needed for cooking. The balcony was perfect for watching sunrises and it was a short walk across to the beach! Plenty of restaurants in walking distance. No issues and itrip was quick to respond and helpful with any questions. Would definitely go back!
- Heather
Nice place to stay.
5/5 stars
We stayed at this property because of the reasonable price. We really liked it a lot. I would stay here again.
- David
Great Beach Access
5/5 stars
The unit was lovely. I enjoyed the beautiful view from everywhere in the unit. I was very surprised to also see views of the Gulf from the entrance hallway. We had a wonderful time. The beach access was very handy and the water was wonderful.
- Michael
Fee Fo Review
5/5 stars
Great location, nice clean apartment. Lots of amenities.
- Chris
Great location!
5/5 stars
ITrip was very easy to deal with and assisted us with any issues that arose and dealt with promptly. The place was very clean and had everything we needed. It was accessible to lots of places.
- Angie
Fee Fo Review
5/5 stars
Easy to book. And any problems that we had, they were there to resolve asap.
- Angie
Fee Fo Review
4/5 stars
Great area, great condo near the beach.
- Kelly
305 skyline
5/5 stars
We recently stayed at this rental unit and was very pleased. Nicely equipped. Also the location was great! View from balcony overlooked pool and canal which was great.
- Missy
5/5 stars
Our condo with iTrip was perfect! The listing is very thorough and accurate. The condo is fully equipped and we wanted for nothing during our stay, it was definitely like a home away from home. Can't wait to return next winter!
- Susan
Great beach vacation!
5/5 stars
Roomy & clean, beach chairs were nice & we loved fishing off the dock here. Caught several catfish that we released. Easy walk across the street to the beach! Nice part of Madeira Beach, not too busy & lovely sand to walk on. More fishing off the beach, my boys just loved it! We saved some $ by cooking in our condo a few times too. Great coffee shop attached to building!!
- Bethany
Good stay
5/5 stars
Good stay. Great view
- Isaac

Thank you!

- Manager Response
Perfect view!
5/5 stars
Seriously perfect view from the balcony and master bedroom! We spent our 5 days feeling completely at home. This condo has a great location across the street from the beach, walking distance to John's Pass and one of favorite local spots, Mad Beach Fish House! It has everything you need to cook, live, beach accessories, and the coffee and gourmet eatery shop, Sweet Brunettes, downstairs is amazing! Partial covered parking, great bait shop next door with all the fishing advice you ask for. We loved our stay and will be booking again next time we're down to visit my family!
- Holly

Thank you!

- Manager Response
A Great Stay at a Great Place!
5/5 stars
I went with 3 high school friends from many, many years ago to Madeira Beach and our condo at 305-Skyline was the perfect spot for us! The two bedroom, two bath was just what we needed. The location just a short walk to the beach and just a short distance from John's Pass was ideal. We were there for a long weekend and simply loved every minute!
- Judy

Thank you, glad to hear you enjoyed Madeira Beach. We love it too!

- Manager Response
Skyline 305
5/5 stars
Very comfortable. Great parking. Short walk to beach
- Cynthia
Very satisfied
4/5 stars
305 Skyline was a lovely condo. We had 3 adults and a 17 month old. The view from the balcony of the waterway was beautiful, although at low tide there is a slight odor. We felt safe having a toddler on the balcony because the rails are very solid and the bars a close together, which I think is standard building code. The pool was great. It was heated which was ideal because in early may, it was slightly cool at night. Easy walk across Gulf Blvd to the beach. the kitchen was well stocked. LOVE the keyless entry! When there are multiple adults doing different things at different times it is so much easier than keeping track of a key. There was a wasp nest on the balcony, I called the office and someone was there within an hour to take care of it. On a sunday. So they were very responsive. There was an outside grill we used 2 times and a boat dock. Also there is a good coffee shop right outside the elevator. Not open on Mondays. I had an amazing blueberry muffin and latte. 10 minute drive from Publix and less than 5 to Johns pass. You could walk to John's pass, but in the heat of the day might not want to- it is about 1 mile. My only complaint is that the floors were somewhat dirty. Everything else was clean, but I think all of the wood and tile could use a good mopping. our feet were fairly dirty after walking around without shoes. This was the day we got there- so not from us making it dirty. I wish I could give it 4.5 starts, because even that was not really an issue, but I feel it is worth noting. Out stay was wonderful. Lots of pool and beach time, and relaxing on the balcony, looking at the scenic waterway.
- Amanda

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Toll Free (888) 944-8747