Madeira Beach, FL Vacation Homes from AED 522

A parking lot with two cars, a building with a red-tiled roof, and palm trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Madeira Beach vacation homes

1. Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Madeira Beach

Alicia R.

AED 1,800 total

includes taxes & fees

14 Sep - 15 Sep

2. Walk to Beach & Johns Pass Village! Heated Pool ~ Private Patios ~ Free Parking & Amenities

Madeira Beach

Nicolas C.

AED 3,367 total

includes taxes & fees

29 Aug - 30 Aug

Coffee/tea maker, fridge, microwave, oven

3. Johns Pass Fisherman's Cove & Cottage

Madeira Beach

Lydia F.

AED 1,964 total

includes taxes & fees

29 Aug - 30 Aug

4. Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

Madeira Beach

SUSAN

AED 4,275 total

includes taxes & fees

30 Aug - 31 Aug

5. Beach House Steps to the Sand | Sleeps 16 | Elevator

Madeira Beach

Sydney L.

6. Beach Front House Private Pool 1940 Retro 4 Bedroom 2 Bath & More Gulf-Blvd

Madeira Beach

Beach nearby, sun loungers, beach towels

7. Pickleball Paradise ! Movie Deck ! Beach 5 Min ! Full Kitchen

St. Petersburg

AED 2,876 total

includes taxes & fees

3 Sep - 4 Sep

8. Lux Maderia Beachfront Home

Madeira Beach

Joe D.

AED 3,780 total

includes taxes & fees

1 Sep - 2 Sep

View all properties

Find vacation rentals that suit your style

Condos

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Top Madeira Beach Hotel Reviews

John's Pass Hotel

10/10 Excellent

"Everything went smooth very clean place. Great location, restaurants all around you from your door."

Cambria Hotel St Petersburg-Madeira Beach Marina

10/10 Excellent

"Stayed one night as a staging post fir a random trip to the Florida Keys. Location is great and the staff were friendly & helpful. The rooftop pool area was a nice touch especially after a long flight and drive to get to St Pete's. The room was fabulous, huge in size with a very comfy bed and large shower - we just wish we had had more time to enjoy the hotel. Parking at the hotel was good but do remember that although it is $25 per night, there is tax on top of that. Overall, a very nice stay, all be it a short one."

DIRECT BEACHFRONT CONDO Pool, Beautifully Renovated 2 Bedroom 4th Floor Balcony.

10/10 Excellent

"The unit has everything one might need including beach wagon, chairs , beach umbrella, towels etc. so save some packing and leave those home while the unit decor is a bit outdated, it has all the good bones and everything you need - . The view and location cannot be best as John’s pass is literally a walk across the street . The price is also very reasonable and the owner always there when needed.Definitely a great place and well worth the trip! Oh, and the condo cat Butterball is always there to welcome you (for a pet of course ! )"

Poolside Cozy Corner Condo-Steps to Maderia Beach

10/10 Excellent

"This Vrbo was great!!! Communication with the host was excellent. The checking in and then checking out couldn’t have been easier. As soon as we entered our room we noticed how clean and comfortable it was. The mattress was super comfortable, he supplied the normal items, microwave, fridge, toaster oven and coffee maker. He even had beach items for us to use, two beach chairs, umbrella, cooler and beach towels. The beach is right across Gulf Blvd with a pedestrian crossing. The pool was very nice, warm and clean. Perfect location if you’re looking to do activities at the Pass or Hubbard’s Marina about a 10 minute walk. Numerous shops, restaurants and bars in John’s Pass. Also many restaurants on Gulf Blvd. I will highly recommend The Wave Resort, we are definitely planning on staying there again."

Beachfront. Seaview202 Updated condo and newly renovated heated pool and hot tub

10/10 Excellent

"We had a fabulous time at this beautiful condo! The view is amazing! Close to great restaurants. Fully stocked, clean and comfortable! Had beach chairs, beach toys and coolers! Ice machine was a great added bonus. I could not have asked for a better place! Also, made the best memories with my family"

Explore a world of travel with Expedia

Treasure Island Vacations

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madeira Beach vacation homes

1. Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd