Madeira Beach Vacation Rentals from SAR 329: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Madeira Beach has to offer?

Gulf Strand Resort : Located near Madeira Beach, this vacation home rental is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a terrace, a library, and a hot tub so you can immerse yourself in your vacation. Our travelers also rate Beach Front House Private Pool 1940 Retro 4 Bedroom 2 Bath & More Gulf-Blvd as a favorite home for rent in Madeira Beach.

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In two weeks

In two months

In three months

In four months

Our top choices for Madeira Beach vacation rentals

1. John's Pass Hotel

Madeira Beach

Nicole

SAR 329 total

includes taxes & fees

9 Sep - 10 Sep

2. Waterfront condo, steps from the beach, located in the center of Madeira Beach

Madeira Beach

Gene G.

SAR 1,655 total

includes taxes & fees

4 Sep - 5 Sep

3. 🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12

Madeira Beach

Jose R. S.

SAR 2,071 total

includes taxes & fees

9 Sep - 10 Sep

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

Madeira Beach

sharon r.

SAR 1,794 total

includes taxes & fees

14 Sep - 15 Sep

5. Living Salty Across the Street from Beach Acess

Madeira Beach

Amanda

SAR 880 total

includes taxes & fees

7 Sep - 8 Sep

6. Tranquil Top Floor Condo Walking Distance to Madeira Beach

Madeira Beach

Jule M.

SAR 1,002 total

includes taxes & fees

7 Sep - 8 Sep

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

Madeira Beach

Holly L.

Coffee/tea maker, fridge, microwave, oven

8. Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

Madeira Beach

SUSAN

SAR 4,325 total

includes taxes & fees

7 Sep - 8 Sep

9. MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach

Lindsay G.

SAR 1,012 total

includes taxes & fees

6 Sep - 7 Sep

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

Madeira Beach

Sydney L.

SAR 4,988 total

includes taxes & fees

7 Sep - 8 Sep

11. Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand

St. Petersburg

Isaac M.

SAR 1,360 total

includes taxes & fees

6 Sep - 7 Sep

12. Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.

Madeira Beach

Dean H.

SAR 1,769 total

includes taxes & fees

4 Sep - 5 Sep

13. Sea Breeze 101

Madeira Beach

Allison

SAR 1,750 total

includes taxes & fees

7 Sep - 8 Sep

14. Coastal Getaway Across Street From Beach Access

Madeira Beach

John M.

SAR 889 total

includes taxes & fees

8 Sep - 9 Sep

A modern kitchen with a marble countertop, two bar stools, a TV mounted on the wall, and a window with blinds.

15. Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

Madeira Beach

Charles

SAR 1,188 total

includes taxes & fees

7 Sep - 8 Sep

16. 🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅

Madeira Beach

Jeanne R.

SAR 1,322 total

includes taxes & fees

7 Sep - 8 Sep

17. Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

Madeira Beach

gary p.

SAR 1,574 total

includes taxes & fees

8 Sep - 9 Sep

18. Johns Pass Fisherman's Cove & Cottage

Madeira Beach

Shawn L.

SAR 2,007 total

includes taxes & fees

4 Sep - 5 Sep

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

Madeira Beach

"We had a great stay. The team was extremely responsive. We had a minor issue of people parking in our reserved spots but the team promptly sent someone to resolve the issue. Location was perfect and everything was clean. We misunderstood and thought the pool was just for the triplex but is actually shared with all the other cottages so be mindful that it won’t be just your group using it. Overall we enjoyed our stay and would book again."

Lluvia D.

SAR 3,270 total

includes taxes & fees

8 Sep - 9 Sep

20. Duo Dwellings, Views Galore

MADERIA BEACH

Quotablees Q.

SAR 8,173 total

includes taxes & fees

7 Sep - 8 Sep

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Top Madeira Beach Hotel Reviews

Barefoot Beach Club

10/10 Excellent

"We stayed in a beachfront studio, and the upgrade surcharge was well worth it! Our room was on the 4th floor and the building has an elevator. The studio had a TV, microwave, small refrigerator, regular coffee maker, toaster, hair dryer, and iron. Please note that there is no stove, so there are no pots or pans. It was perfect for our two-night getaway. The property also has a pool, gym, grills, and tables for picnics. There is no daily housekeeping, but you can request fresh towels and additional supplies if needed. The only things I missed were a full-length mirror and a sponge for washing the dishes. Overall, it was a great place for a short beach getaway, and we really enjoyed our stay!"

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

10/10 Excellent

"The view from the balcony was amazing and the condo had everything we needed. We appreciated the cart for loading and unloading, the laundry pod and the beach amenities. We would definitely stay here again!"

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

10/10 Excellent

"Loved this property for our girl’s trip! The bungalow was well equipped with everything you might need. Bob was very responsive to any questions that we had. The beds were comfortable, and the location was perfect! New goal unlocked: I want to visit the other unique properties that they have because their pride of ownership, and attention to details puts this VRBO in a class all by itself."

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."

Frequently asked questions

Can I find a vacation rental in Madeira Beach?

Yes, we offer vacation rentals near well known sights in Madeira Beach, or you can go with a secluded option if you're looking for relaxation. Visitors to Madeira Beach speak positively about the popular beaches and seafood restaurants in this destination.

What are some of the best vacation rentals that Madeira Beach has to offer?

Gulf Strand Resort: Located near Madeira Beach, this vacation home rental is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a terrace, a library, and a hot tub so you can immerse yourself in your vacation. Our travelers also rate Beach Front House Private Pool 1940 Retro 4 Bedroom 2 Bath & More Gulf-Blvd as a favorite home for rent in Madeira Beach.

How many vacation rentals are there in Madeira Beach?

Expedia has 46 vacation rentals for your stay in Madeira Beach.

What can I see and do in Madeira Beach?

St. Petersburg - Clearwater Beaches and Archibald Beach Park are a couple of great spots to enjoy nature, whereas other top attractions include John's Pass Village & Boardwalk. Other places in town to visit include Hubbards Marina and Madeira Beach.

What are vacation rentals like in Madeira Beach?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Madeira Beach. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip.

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Check prices for these dates

Our top choices for Madeira Beach vacation rentals

1. John's Pass Hotel

2. Waterfront condo, steps from the beach, located in the center of Madeira Beach

3. 🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12

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

5. Living Salty Across the Street from Beach Acess

6. Tranquil Top Floor Condo Walking Distance to Madeira Beach

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

8. Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

9. MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

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

11. Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand

12. Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.

13. Sea Breeze 101

14. Coastal Getaway Across Street From Beach Access

15. Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

16. 🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅

17. Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

18. Johns Pass Fisherman's Cove & Cottage

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

20. Duo Dwellings, Views Galore

Find vacation rentals that suit your style

Top Madeira Beach Hotel Reviews

Barefoot Beach Club

Luxury 4-Story Townhome with Heated Pool, Private Elevator, Rooftop Deck & Steps to Madeira Beach

Shoreline Island Resort - Exclusively Adult

Holiday Isles Resort

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

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

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

Poolside Cozy Corner Condo-Steps to Maderia Beach

Courtyard St. Petersburg Clearwater/Madeira Beach

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