Condo - Rating 5 (44 Reviews)

Skyline of Madeira 306


Bedroom 2 bedrooms
Bathroom 2 full
Guests 6 guests
Pets Not Allowed Pets Not Allowed
Flexible Dates Flexible

  • Address: 13999 Gulf Blvd
  • Location: Madeira Beach
  • Type: Condo

Description Description
Top Reasons To Book This Condo:

* Quick and Easy Walk to the Beach - Approx. 175ft Away!

* Shared Heated Pool for Year-Round Enjoyment

* Spacious Pool Deck with Lounge Chairs for Relaxing and Soaking Up the Sun

* Onsite fishing Dock Right on the Intracoastal Waterway

* Awesome Waterway Views from your Private Balcony

* Professionally Managed, 24/7

Welcome to Skyline of Madeira 306, a bright and cozy 2-bedroom, 2-bathroom condo offering beautiful Intracoastal Waterway views and a prime location just across the street from Madeira Beach access for an easy, quick walk to the sand.

The inviting living room features balcony access, a large smart TV, comfortable couch (folds down to sofa sleeper if needed), and recliner—perfect for relaxing after a day at the beach. The open living, dining, and kitchen area includes a dining table for four plus additional seating at the kitchen counter, creating a great space to gather and enjoy meals together. The spacious kitchen is fully equipped with all major appliances, cookware, dishes, and utensils, making it easy to feel right at home whether cooking in or enjoying takeout.

The master bedroom offers a king bed, smart TV, ample closet space, and an attached bathroom with a tub/shower combo. The guest bedroom includes a queen bed and smart TV, with a nearby guest bathroom featuring a walk-in shower. A dedicated desk space adds convenience for remote work or planning your beach days. Additional features include an in-unit washer and dryer and a private balcony off the living room with stunning Intracoastal views and overlooking the pool area—an ideal spot to unwind and take in the coastal scenery.

The Bed Set Up:

Master Bedroom - King Bed. Attached Bathroom

Guest Bedroom - Queen Bed.

Living Room - Sofa Sleeper

Washer/Dryer in Condo

Desk/Chair for Remote Workers

Skyline of Madeira is a fantastic waterfront location set along the Intracoastal Waterway in Madeira Beach, offering a peaceful coastal setting with beautiful water views and easy access to everything the area has to offer. The beach is just across the street—about 175 feet away—making it a quick and simple walk via a convenient crosswalk located right at the corner of Gulf Boulevard and 140th Avenue, providing safe and direct access to the sand. Onsite amenities include a shared heated pool and a spacious pool deck with lounge chairs, perfect for relaxing in the Florida sunshine. Guests can also enjoy the fishing dock on the Intracoastal Waterway, a great spot to unwind or try their luck fishing while taking in the scenic surroundings.

Here you are ideally located right behind Corner Kitchen and Coffee House, a local favorite serving coffee, light eats, with inviting outdoor seating and occasional live entertainment. Just a short stroll down the block is Candy Kitchen, offering homemade ice cream, fudge, Italian ice, and nostalgic old-fashioned candies. Nearby dining includes Lisa’s Cafe, known for casual breakfast and lunch comfort food, and Caddy’s Madeira Beach, a lively beachfront spot with tropical drinks, seafood, live music, and direct Gulf views. Just minutes away, John’s Pass Village and Boardwalk offers waterfront dining like fresh seafood restaurants, casual cafes, ice cream shops, boat rentals, water sports, shopping, and year-round events and entertainment for all ages.

To the north, a short drive brings you to Clearwater Beach famous for its vibrant pier, wide beaches, restaurants, and sunset celebrations. To the south, St. Pete Beach offers beach bars, resorts, waterfront dining, and charming areas like Pass-a-Grille. Just 20–25 minutes inland is downtown St. Petersburg, home to the world-renowned Dalí Museum, the scenic St. Pete Pier, plus museums, nightlife, and an energetic dining scene. Tampa has tons to offer from Busch Gardens, ZooTampa, The Florida Aquarium and the Tampa International Airport - All within an hour drive.

With beach access nearby and endless stretches of coastline in every direction, Skyline of Madeira #306 is the perfect spot for relaxation, comfort and adventure.

Availability Calendar Availability Calendar
Clear Dates

Bedding Bedding
User User
Guest Bedroom
Sleeps: 2
1 Queen

User User
Master Bedroom
Sleeps: 2
1 King

Attached Bathroom


Amenities 83 Amenities
  • Adventure
  • Air Conditioning
  • Balcony
  • Bay Front
  • Bay View
  • Beach
  • Beach Access across Street
  • Beach Combing
  • Bed Linens
  • Bird Watching
  • Boating
  • Botanical Garden
  • Cable
  • Coffee Maker
  • Cycling
  • DeepSea Fishing
  • Desk
  • Desk Chair
  • Dining table
  • Dishes & Silverware
  • Dishwasher
  • Dock/Fishing
  • Dryer
  • Elevator
  • Family
  • Fishing
  • Fishing - Bay
  • Fishing - Surf
  • Free Parking
  • Free wifi
  • Golf
  • Hangers
  • Heated Pool
  • Heating
  • Hospital
  • Hot Water
  • Iron & Ironing Board
  • Jet Skiing
  • Laptop Friendly
  • Living Room
  • Long Term Stays Allowed
  • Marina
  • Microwave
  • Miniature Golf
  • Museums
  • Near Ocean
  • Outdoor
  • Outlet Shopping
  • Oven
  • Para-sailing
  • Parking
  • Pier Fishing
  • Pool
  • Private Entrance
  • Refrigerator
  • Restaurants
  • Romantic
  • Shared Pool
  • Shelling
  • Shopping
  • Sight Seeing
  • Smart TV
  • Smoke Detector
  • Snorkeling
  • Sports Activities
  • Stove
  • Swimming
  • Television
  • Tennis
  • Theme Parks
  • Toaster
  • Tourist Attractions
  • Towels
  • Walking
  • Washer
  • Water Parks
  • Water View
  • Waterfront
  • Watersports
  • Wifi
  • Wildlife Viewing
  • Wireless Internet
  • Zoo

Location Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Location Fall Into Savings with 15% Off

Fall into savings and plan your extended getaway with our FALLSTAY2026 offer!


Enjoy 15% off 7+ night stays between September 1 and December 15, 2026 when you book by May 31, 2026 using code FALLSTAY2026 at checkout. It’s the perfect time to unwind with fewer crowds, cooler temperatures, and all the beauty of the season.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 15% off for 7+ night stays from September 1, 2026 to December 15, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Location Location

Reviews Rating 5 (44)
Rating 5
Perfect location to to entertainment, beach and restaurants. Comfortable beds. Great communication with host. Stocked with everything you could possibly need. Appreciate you sharing your home with us.
- Reviewed On: 3/31/2026
Rating 5
Beach was perfect. Not crowded at all, despite being spring break. Did not use the pool because no shade.But so many amenities to use at the beach made the stay amazing.Would recommend to anyone!
- Reviewed On: 3/28/2026
Rating 5
Nice location. You can walk to some nice restaurants and beach access is right across the street. It was nice to have beach chairs, wagon, and umbrella for us to use too.
- Reviewed On: 3/22/2026
Rating 5
Very clean and was equipt with everything you need and also things you didn’t think you need. Everything you need for the beach. Comfy beds, fluffy towels and a nice view. Would highly recommend and would come back!
- Reviewed On: 3/13/2026
Rating 5
Loved my stay! Property owner was fantastic, very communicative and responsive. The condo was perfect! Cozy enough for just me but spacious for when my family came down. Quick walk across the street to the beach & class able to my daughters at UTampa several times. Can't wait to come back!
- Reviewed On: 3/8/2026
Rating 5
Had a great stay
- Reviewed On: 2/23/2026
Rating 5
Well appointed. Manager was amazing
- Reviewed On: 10/14/2025
Rating 5
We loved staying here! Kerri was an amazing host and the place did not feel like a sterile rental. It had a very homie feel. Communication with Kerri was easy and quick. The location is amazing and so close to the beach. Would recommend not only this rental or any of Kerri's properties.
- Reviewed On: 9/22/2025
Rating 5
We enjoyed our weekend stay at the condo.
- Reviewed On: 7/21/2025
Rating 5
Peacefully Relaxing Vacation
The views of the ocean and canal, when you look out the windows, are beautiful! It is decorated in a lovely way, and all basic necessities are provided. There are beach chairs and items for the pool/ocean. The pool is great too! Kerri, the host, goes above & beyond as she is thoughtfully detailed of items that may help for a great stay! She is responsive with any questions you may have. This condo is a welcoming place to be and a tough place to leave! We truly enjoyed our vacation! Thank you, Kerri, for all your work & time to help families create memories that will last for years!
- Reviewed On: 6/9/2025
Rating 5
Perfect Weekend Getaway
Very nice condo with everything you need. Good location as the beach is across the street and several eateries nearby. Host is very attentive with the needs of guests. Had a wonderful weekend.
- Reviewed On: 5/22/2025
Rating 5
Unexpected Gem
This condo had everything we needed. Although we didn't do much cooking, we looked through the kitchen & found it had all the basic utensils & pans to make meals. The bathrooms were well stocked with towels. The in unit washer & dryer was a definite plus! The pool area & pool were clean. A pleasant surprise was found when opening a bedroom closet that was stocked with beach chairs, wagon, coolers, & extra beach towels. This owner has thought of everything you need when staying near the beach. This will definitely be at the top.of our list when planning our next trip to the Madeira Beach area.
- Reviewed On: 5/21/2025
Rating 5
Great stay! Convenient to beach access!
My family of 4 (2 adults, 1 teen, 1 child). stayed for 5 nights at this property. It was the perfect size for our family. Everything was clean and the kitchen had all the necessities. The public beach access is directly across the street which was very convenient. It took us exactly 14 minutes to walk to John’s Pass. The cafe/restaurant right below the condo was perfect for coffee or breakfast. We came and went throughout the day and didn’t have any issues with parking. We had a great stay and would definitely stay here again in the future!
- Reviewed On: 4/17/2025
Rating 5
Great Christmas break
We stayed here 12/28-12/31 for a short getaway. Our primary purpose was to rest and relax to get ready for winter calving at our farm and wrestling season for my son. This condo was perfect for that. The whole Madeira beach area is recovering quickly and John’s pass was actually a little busy on 12/30. They have a ways to go, but I think it is coming along. Back to the condo, the area is near perfect for a beach vacation. You can be at John’s Pass by foot easily, and most other areas with a short transfer. We did not rent a car. The condo is exactly as the pictures state. It’s laid out very well. I soul see not hesitate to book again.
- Reviewed On: 12/31/2024
Rating 5
- Reviewed On: 8/11/2024
Rating 5
- Reviewed On: 8/10/2024
Rating 5
Last minute beach getaway
The unit was just as pictured. Parked the car and never got back in until checkout. Walked to restaurants, shops, bars. Beach access was perfect-right across the street. Unit was stocked with beach wagon, chairs, coolers. The gas grill downstairs came in handy as well on the night we just wanted to stay in and have burgers and hotdogs. Highly recommend and we will definitely be back.
- Reviewed On: 7/29/2024
Rating 5
Perfect location & accommodations
Condo was close to the beach, had everything you need without having to buy extras, was so clean & host was attentive to any messages we sent with questions. Would definitely recommend to friends & family.
- Reviewed On: 4/8/2024
Rating 5
Clean & Convenient
This is a super clean, well stocked Condo located on the 3rd floor of the Skyline building, which is literally across the street from, with very easy access to, the beach. Very responsive owner, who let us go in a little early to check out kitchen supplies.... which I am glad we did because there was coffee, coffee filters, dish soap, laundry soap, and several other things we would otherwise have bought. Bathrooms are well stocked with soap, shampoo, conditioner and plenty of bath and beach towels. Beach chairs and body boards are available too. The building is a stone's throw away from Caddies Madeira Beach, and walkable to The Reef, Dockside Dave's, and Coastal Taco - and since these have challenging parking situations, it is worth the walk!! Speaking of PARKING. The dedicated parking can be a bit challenging at certain times of the day; a couple of new businesses downstairs has not improved the situation as the building is on a corner with NO street parking (and two thriving little eateries: Sweet Brewnette, and Mad Beach Poke Bowls). The two times (over a 5-day period) we were frustrated with no parking availability (one time with five cars all waiting for space), the wait was not too long. The situation is unfortunate because the businesses keep the building safer and cleaner, but also takes away from those paying a fairly high vacation rental charge. The building also has a clean swimming pool (kept VERY/TOO warm), and a deck/dock with a BBQ grill.
- Reviewed On: 3/29/2024
Rating 5
Great location and beautiful condo
Thank you Kerri for hosting us in your beautiful condo. The location was perfect and you provided all the necessities for a great day at the beach.
- Reviewed On: 3/25/2024
Rating 5
Awesome!
Beautiful property! Convenient to beach with tons of amenities. Will visit again. Thank you!
- Reviewed On: 2/19/2024
Rating 5
Great location in sunny Madeira Beach
The unit was clean and had everything we needed for a great getaway in the sun. The coffee shop downstairs was convenient and had great drinks and food. Several great restaurants were in walking distance as was the beautiful Gulf Coast!
- Reviewed On: 2/13/2024
Rating 5
Quiet, Clean, Great Views & Beach across the street!
Have stayed here a couple of times now - More than you can ask for in a rental! Decorated well, plenty of towels and kitchen dishes. Pool is very clean and warm! If you are taking a second guess on staying here - DON'T! Its also less than a block from the Candy Kitchen (ice cream) and breakfast/coffee restaurant on-site!
- Reviewed On: 2/3/2024
Thank you so much for staying again! You are so great at communicating. I'm grateful to have such wonderful guests like you and your family stay. Thank you for your kind words. Hope to see you back soon!
Resort Rentals staff
Rating 5
Madeira Beach condo - steps away from the beach
The location was perfect for walking to the beach, then to go down the coastline to John's Pass, which was about one mile of clean beach front. The host was proactive and checked in after a day to make sure everything was good. The condo was well equipped and clean. It was just my wife and myself, so the second bedroom was not used. Plenty of space to have 4 people stay.
- Reviewed On: 1/1/2024
Thank you for staying and your kind words. Glad you could spend the holiday time on beautiful Gulf Blvd, and by John's Pass. Hope to have you back soon!
Resort Rentals staff
Rating 5
Beautiful place
Was exactly like it was supposed to be , will definitely go though this app again. Host is excellent..
- Reviewed On: 10/15/2023
Thank you for your kind words! Please come back soon!
Resort Rentals staff
Rating 5
Cute, cozy, and comfortable!
I really enjoyed this property! It was a beautiful condo that was easily accessible. I wish we could’ve stayed longer! We will definitely be back!
- Reviewed On: 10/5/2023
Thank you so much for your review:) It was a pleasure to host you and I do hope to have you back soon!
Resort Rentals staff
Rating 5
Very Last Minute Booking
Didn't have a place booked! Last minute reached out to Kerri! She made it so easy! Really clean and tidy place. Across the street from the Beach with a public access across the street.
- Reviewed On: 8/9/2023
Glad I could accommodate you. Thank you for staying!
Resort Rentals staff
Rating 5
Absolutely perfect!
In far too many instances, properties or amenities tend to over promise and under deliver, yet this property by far exceeded every expectation we had upon arrival for a 5 day stay in Tampa. Beach access was easy and convenient, the location was perfect, and it was clear that our host / hostess was extremely thoughtful in equipping our unit with everything from towels, beach chairs, bottled water, toiletries, and even a basket of delicious snacks. We felt extremely welcome and would not hesitate to book this property again next year. Thank you so much, Kerri! We had a lovely time.
- Reviewed On: 7/27/2023
Thank you so much for staying! Thank you for your kind words. I strive to make sure guests enjoy the space, and the location, and feel welcome! Please come back soon! :)
Resort Rentals staff
Rating 5
Bright and airy, steps from the beach
We really enjoyed our stay at this super cute and well appointed beach house. The view from the balcony patio was amazing in the evening, and we just loved sitting at the hightop dining room table and watching the waves in the mornings. The cupboards and bathrooms were so well appointed in case you forget anything from home. Great communication from the owner. Lots to do on foot in the neighborhood. Got in the ocean every single day we were there. The closet full of beach, toys, chairs and umbrella were appreciated. Would definitely rent here again.
- Reviewed On: 7/19/2023
I'm so glad I could accommodate you! Thank you so much for staying and I really hope to have you back soon! Stay well :)
Resort Rentals staff
Rating 5
Amazing
I came in from CT. We were totally happy with the condo and location. The condo was clean, equipped with everything you need including beach accessories.. I would highly recommend and return for another stay.. thank you Kerri
- Reviewed On: 7/12/2023
Thank you for staying and for your kind words. I really do hope to have you back soon!
Resort Rentals staff
Rating 5
Great spot!
We loved this condo! It was very clean and came stocked with amenities, the only thing to be aware of is you’re on a street corner so the traffic at night can get pretty loud, other than that a wonderful stay!
- Reviewed On: 7/2/2023
Rating 5
Beach Stay
Well equipped with everything we needed. The view was great and it was quite. Loved having the Sweet Brewnette close by. We enjoyed having parking available. Had a wonderful time, and we would highly recommend.
- Reviewed On: 7/1/2023
Thank you so much Myrna! Glad you enjoyed it and hope to have you back soon :)
Resort Rentals staff
Rating 5
Great for quick jaunt!
Very nice! Clean. Had all the necessities.
- Reviewed On: 6/8/2023
Thank you for your review! :)
Resort Rentals staff
Rating 5
Excellent
Great property and location 👌
- Reviewed On: 5/29/2023
Thank you for your review. Hope you can come back soon!
Resort Rentals staff
Rating 5
Perfect Getaway
The condo was very clean and beautifully decorated. We really felt at home with all the accommodating amenities. The beach cart made our walk across the street to the beach a breeze. Would recommend this property to anyone; great/communicative host, safe and clean
- Reviewed On: 5/16/2023
Thank you so much for staying. I really hope to have you back soon!
Resort Rentals staff
Rating 5
Condo was awesome very updated and clean. Property manager was very concerned that our stay went .
Very clean updated and ce tral to beaches and activities.
- Reviewed On: 4/22/2023
Thank you for your review! Please come back soon!
Resort Rentals staff
Rating 5
Madeira Beach Condo
The condo was very clean and had everything you need along with a lot of beach chairs, umbrella and sand toys. Location is right across from a public beach access. Kerri was wonderful and quickly answered our questions.
- Reviewed On: 3/16/2023
Rating 5
Sweet Brewnettes Condos
Very clean and nicely decorated m
- Reviewed On: 3/13/2023
Rating 5
Great place
This experience was exceptional! Kerri was on top of everything. She contacted us immediately when asked a question. We would definitely consider this property again.
- Reviewed On: 2/1/2023
Thank you so much for staying. Hope to have you back soon at either this property or another one! Please stay in touch :)
Resort Rentals staff
Rating 5
Excellent property!
This property was perfect for our stay. Plenty of space, well decorated, clean and just really comfortable. We loved how much sun the unit got. It was great to wake up to a bright sunny condo. Great place if you need to work remotely (internet is solid and the unit is quiet). The unit has everything you need and then some (dishwasher tabs, laundry tabs, extra razors, etc.). The host has gone above and beyond. Also, everything you need is near by (grocery store, clothing stores, etc). The host was excellent and checked in to make sure things were good. I highly recommend this property.
- Reviewed On: 1/20/2023
Thank you so much for staying and your kind words! Glad the unit worked well for you to get some work done. Please come back soon!
Resort Rentals staff
Rating 5
Wonderful Property and Host!
The pictures are accurate except that they do not show the beautiful sunrise over the small harbor from on one side and the amazing sunset from the other side. Kerri was very accommodating on short. Price for our booking and our stay in January was terrific!
- Reviewed On: 1/11/2023
I agree, the sunrise and sunset are amazing! Glad you enjoyed and I really hope to have you back soon!
Resort Rentals staff
Rating 5
Christmas Getaway
We were very happy with our stay. The condo did not disappoint. We were impressed with the cleanliness and the attention given to details for guests. The location was fantastic. The beach was less than 5 minutes away and shopping was within walking distance as well. We had a great time and Kerri was a great host!
- Reviewed On: 1/4/2023
Thank you so much for your kind words. Thank you so much for staying and I hope to have you back soon!
Resort Rentals staff
Rating 5
A week in paradise 🌴 ❤️
I mean what you see is what you get from the second you book, but EVEN BETTER 🙌🏽From the second I spoke with the amazing hostess, she was nothing but the best. So helpful, so professional and accommodating. The property itself was perfect. The place was adorable , super clean, had everything we could have needed or wanted. I loved how cute it was updated and decorated , the pool was a dream and we had it to ourselves , the beach was a hop, skip and a jump away. It was truly so relaxing that I slept better than I have in months. I loved how centrally located it was to everything. The best area, and the best experience - all around 💯I will most definitely be back and back again!!!!
- Reviewed On: 10/14/2022
You were a pleasure! Thank you so much for staying. Glad you enjoyed and thank you for your kind words. Hope to have you back here or at another property soon!!
Resort Rentals staff
Rating 5
Awesome
All was great
- Reviewed On: 9/5/2022
Thank you for staying! Hope to have you back soon
Resort Rentals staff
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