Waterfront holiday rentals in Madeira Beach

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Top-rated waterfront rentals in Madeira Beach

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Treasure Island

4.91 out of 5 average rating, 278 reviews

Attractive Beachfront Studio - Live Like a Local!

The true treasure of Treasure Island! Tucked right off of Gulf Blvd, on a secluded beach, this comfortable newly remodeled private studio is nestled on a lushly landscaped beachfront residential property with renters on-site. This cozy spot is all about barefoot luxury — you're just steps from the beach and biking or walking distance to laid back beach bars, live music & restaurants. Please note: There’s no guest parking available, but paid parking is nearby as well as a frequent public trolley.

21–28 Jul

$193 SGD per night

Guest favourite

Apartment in Saint Petersburg

4.99 out of 5 average rating, 246 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is close to Bay Pines VA Hospital, Madeira Beach, Tyrone Mall, Pinellas Trail, Bay Pines Park for biking and running, and restaurants. Wave runner, boat, kayak & paddle board rental available very nearby. There is a storage area for kayaks, paddle boards and bikes (please lock your items inside) . You’ll love my place because of the beautiful water view, peaceful good for the soul atmosphere and walkable to shopping, eating, and activities to suit all ages. Newly updated interior 2023.

25 Apr – 2 May

$274 SGD per night

Guest favourite

Apartment in Treasure Island

4.95 out of 5 average rating, 135 reviews

Exquisite, Modern Waterfront Condo, A Hidden Gem!

Sip coffee in the seating area, read a book by the pool, or enjoy a drink on the beach! Beautifully renovated, second-floor waterfront condo in Treasure Island, 2 blocks from the beach. A short walk to restaurants & shopping includes everything you need to enjoy your vacation. The condo offers high-speed internet, a full kitchen with all cooking needs, 65" Wi-Fi TV, Netflix, a community grill/pool washer/dryer, and free parking steps away. Close to Downtown St Petersburg, Clearwater & Tampa.

24–31 Aug

$235 SGD per night

Guest favourite

Apartment in Indian Shores

4.95 out of 5 average rating, 111 reviews

"Sunsational" Indian Shores Getaway!

Updated studio perfect for your beach vacation! Great location with the Intercoastal Waterway in your backyard & access to the public beach right across the street in front! When you’re not soaking up the sun & sand, you’ll appreciate the community amenities which include the second largest pool (not heated) on all the barrier islands, boat slips, picnic tables/bbq area, and shuffleboard. The second floor studio is comfortable and equipped with everything you’ll need…just bring your sunscreen!

3–10 Sep

$209 SGD per night

Guest favourite

Apartment in Madeira Beach

4.91 out of 5 average rating, 111 reviews

Perfect sunset view from private beachfront condo

If you're looking for beautiful sunsets over the water from the privacy of your own living room, bedroom and wrap-around balcony, on a private beach, not impacted by statewide beach closures, you have found the perfect spot! You can relax on the beach, swim, fish, snorkel, walk for miles down the white sandy beaches, collect shells, or if you are feeling adventurous there are oportunities for jet skiing, fishing, diving, parasailing, dolphin excursions, and more just a few blocks away.

2–9 Dec

$488 SGD per night

Superhost

Apartment in Madeira Beach

4.87 out of 5 average rating, 180 reviews

Beach is steps away! Paradise is waiting!

Our little slice of paradise: 1 bedroom ground floor condo in Madeira Beach Yacht Club. 2 heated pools, gym, jacuzzi, & fishing piers. Across from a Park with tennis courts, basketball, & walking trails. Grocery, CVS, restaurants and bars in walking distance. Beach toys & beach cart provided for you to enjoy the white sands of Madeira Beach, a few steps away. Our charming beach community has plenty of attractions and activities with small-town charm. Just minutes from John's Pass!

4–11 Oct

$206 SGD per night

Guest favourite

Flat in Saint Petersburg

4.89 out of 5 average rating, 145 reviews

The Oasis

Welcome to Boca Ciega Oasis! The "Oasis" suite 409 has been totally remodeled in January 2022. This includes a new queen sofa couch in LR, new refrigerator, stove, washer/dryer, and balcony tables and chairs. The 4th-floor view is the best but 409 is also centered beautifully to take in the expansive Boca Ciega Bay! Directly below the balcony is the swimming pool, Hot tub, and observation pier! The marina is to your left. See all while sitting in our bar height chairs and tables.

10–17 Oct

$205 SGD per night

Superhost

Apartment in Treasure Island

4.89 out of 5 average rating, 157 reviews

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

8–15 Oct

$757 SGD per night

Superhost

Apartment in Madeira Beach

4.79 out of 5 average rating, 131 reviews

Coastal Retreat Madeira Beach/John’s Pass Pool

The new pool is now open, featuring a sun shelf! Wonderful condo in the heart of Madeira Beach & directly across from beach access! You can see the water from the bedroom, living room & balcony & the location is perfect. Whether you plan to relax and spend time indoors or take part in what the area has to offer, you won't be disappointed in all the options & beautiful beaches/waterways. Johns Pass boardwalk features restaurants, shops, watersports & is just a block away.

22–29 Sep

$236 SGD per night

Guest favourite

Apartment in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

10–17 Dec

$200 SGD per night

Guest favourite

Flat in Madeira Beach

4.85 out of 5 average rating, 337 reviews

B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

Wake up just feet from the water, and hear the Sea Gulls at the freshly renovated Boat House! Behind Johns Pass village, this stand alone apartment (NOT A BOAT) canal view, filled with boats, and frequent visits from dolphin! Shops, restaurants, nightlife and the beach, all just a short walk from you! 100 yard walk to Johns Pass, stroll the board walk, grab some ice cream and take a short walk to the beach!*Queen bed*fast wifi*Smart TV*Waterfront docks and view!

16–23 Nov

$146 SGD per night

Guest favourite

Apartment in Madeira Beach

4.99 out of 5 average rating, 150 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

6–13 Apr

$362 SGD per night