Madeira Beach Florida Vacation Rentals, Hotels & Resorts

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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Madeira Beach, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Madeira Beach Yacht Club Escape- Waterfront Property 2Bd/1.5 Bath

Madeira Beach Private vacation home - 4.93333 4.9 Star Review

Come take a break and relax in our newly renovated and decorated Madeira Beach Yacht Club! This charming 2 bedroom 1.5 bathroom townhouse is located in a private gated complex along the Boca Ciega Bay and only minutes away from the white sands of Madeira Beach.
The Madeira Beach Yacht Club offers wonderful amenities including 2 heated pools, .......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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You can't get any closer to the beach than this!

Madeira Beach Condo - 4.5 4.5 Star Review

You can't much closer to the sugary sands of Madeira Beach than this.
Enjoy the unobstructed panoramic view of the beach and Gulf of
Mexico from the private screened terrace that extends from the
master bedroom to the living / dining area in our 5th floor condo.
Watch the dolphins play and marvel at the breathtaking sunsets from our.......read more

3 Bedroom(s)
Sleeps 6
Condo

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SPECIAL-Nov,Thanksgiving wk 299 nght, NO NEED FOR CAR-Everything close Htd POOL

Madeira Beach Condo - 4.86096 4.9 Star Review

only ONE PARKING SPACE!
Directly on the Beach
Free Wi Fi, cable TVs in every room, Barbeque area, outdoor heated pool
No check in, key code will be sent to you 1 week b/4 your arrival
Beach chairs, beach towels, coolers , noodles, beach wagon with floats and toys.
One of the largest condos on the beach. Balcony stretches across en.......read more

3 Bedroom(s)
Sleeps 8
Condo

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Madeira Beach Cottage

MADEIRA BEACH Cottage - 4.696 4.7 Star Review

You will love this 'Old Florida' tropical beach cottage w/ all the amenities of today. Enjoy the privacy & charm of your own beach cottage that has just been redecorated w/ new furniture. Clean & bright tropical colors. Fully equipped kitchen. Everything provided. Even beach towels & chairs. Great location. No streets to cross. Just go out the doo.......read more

2 Bedroom(s)
Sleeps 6
Cottage

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Beautiful Beach Front 3 bedroom condo unit 307 In Las Brisas on Madeira Beach

Madeira Beach Condo - 4.91667 4.9 Star Review

The small, family oriented community of Madeira Beach is casual and friendly, offering a sunny welcome to all who vacation by its wide, white beach. Watersports, fishing, golfing, beach walking, and quiet relaxing are favorite pastimes on this popular but never crowded area. Las Brisas, beach front condo is overlooking the Gulf of Mexico on the .......read more

3 Bedroom(s)
Sleeps 8
Condo

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***Spectacular View* Ideal location *2 Bedroom 2 Baths***

Madeira Beach Condo - 4.70833 4.7 Star Review

****Beautiful 2 Bedroom Condo***
Directly across the street from the beach. Enjoy fantastic views of the Intracoastal waterway from all rooms or balcony.

Located on the 5th floor out of 6. Private balcony makes this unit unique. Two full baths make getting ready for a night out a snap. Condo comes equipped with a complete kitchen, with.......read more

2 Bedroom(s)
Sleeps 5
Condo

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December Specials: ONLY - 995/week - Top Floor Condo-with Amazing Panoramic View

Madeira Beach Condo - 5.0 5.0 Star Review

Right on the beach! A simply fabulous, vacation getaway! This great,
one-bedroom, one-bath condominium is directly on the Gulf of Mexico.

Watch the sunset over the gulf from the spacious, top floor balcony
(fifth floor). Watch and listen to the waves wash over the white
sand from the balcony, the outdoor-heated, swimming pool or .......read more

Studio
Sleeps 4
Condo

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A 2 BR, 2 BA Downstairs Unit right across the street from John's Pass Village!

Madeira Beach Cottage - 4.75862 4.8 Star Review

Cottage by the Pass, downstairs unit, offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is John's Pass Village and Boardwalk. Inside you will find a spacious kitchen with travertine counter tops, and energy efficien.......read more

2 Bedroom(s)
Sleeps 6
Cottage

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Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass

Madeira Beach Cottage - 4.65185 4.7 Star Review

Cottage by the Pass offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is John's Pass Village and Boardwalk. Inside you'll find a spacious studio apartment that features a full kitchen, comfortable living area, que.......read more


BEST BEACH DEALS! Beautiful Beach Front Condo! Listen To The Waves Large Kitchen

Madeira Beach Condo - 4.26923 4.3 Star Review

This Kima unit has a beautiful sought after 2 bedroom 2 bathroom gulf front condo. Enjoy the gulf view and flat screen tv from Madeira Beach Florida. The master has a king size bed and flat screen tv and private full bathroom with shower stall. Have access to the balcony that has a beach front view with lounge chairs and table. The sunsets from th.......read more

2 Bedroom(s)
Sleeps 5
Condo

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The ideal Getaway - Madeira Beach

Madeira Beach Apartment - 5.0 5.0 Star Review

Keep it beachy at this fun & centrally-located place. Enjoy sitting on the balcony, a short walk to catch a beach sunset, go on a boat in John's Pass Village, or head to the pool, featuring a sun shelf! After a great day of activities, relax in this condo w/ equipped kitchen. The main bedroom has a king bed & attached bath, while the second bedroom.......read more

2 Bedroom(s)
Sleeps 6
Apartment

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Harbors411 · New Spacious Condo Steps to Sandy Beach/Pool

Madeira Beach Apartment

This beautiful, brand new condo is located in Madeira Beach, just steps from the beautiful sand and one of the top rated beaches in America. Perfect for multiple couples or families, where you will have space to cook in the fully stocked kitchen, relax on the balcony overlooking the intracoastal waterway, walk a short distance to the beach or swim/.......read more

3 Bedroom(s)
Sleeps 6
Apartment

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Mad Beach-Htd Pool-Gulf Views-John's Pass

Madeira Beach Condo - 5.0 5.0 Star Review

Enjoy easy access to everything from Jonh's Pass, to restaurants, bars and mini golf in this spacious 1 bed 1.5 bath condo. Relax on your private second floor patio with coffee in the morning, or sunsets in the evening. This property sleeps up to 3, with a King bed and Full-size sleeper sofa and has 1.5 baths with in-unit laundry. Heated pool, free.......read more

Studio
Sleeps 3
Condo

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Beautiful Condo at Madeira Beach, 2Htd Pools,Walk to Beach,WiFi,Piers,Johns Pass

Madeira Beach Condo - 4.74545 4.7 Star Review

Taking extra care of our guests with focused sanitizing and including hand sanitizer & spray for your convenience during your stay. This is a lovely, two bedroom, ground floor condominium located in the highly desired Madeira Beach Yacht Club. It is just across the road to the beautiful powdery white sands of Gulf Beach. This gem's repeat renter h.......read more

3 Bedroom(s)
Sleeps 6
Condo

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Popular Madeira Beach Yacht Club waterfront condo. (1 large bedroom townhome)

Madeira Beach Condo - 4.75 4.8 Star Review

Located a few hundred yards from the beautiful white sandy Gulf beach listed as # 9 best beach in 2021, a waterfront view of the Boca Ciega Bay, this 1 bedroom, 1 ½ bath, 2-storytownhome has it all. Drink your morning coffee overlooking the inter-coastal waterway from your balcony or picnic by the water’s edge or pool. Dolphins are often seen in t.......read more

Studio
Sleeps 4
Condo

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Beachfront Condo with pool on Madeira Beach!

Madeira Beach Condo - 4.94231 4.9 Star Review

This Beachfront Condo overlooks the sparkling blue waters of the Gulf of Mexico and sits directly on the white sandy beach of Madeira Beach. Villa Madeira is a direct beachfront building consisting of 50 units; all facing west. Our large private screened in balcony offers spectacular views and breathtaking sunsets. Enjoy a walk on the beach, watch .......read more

3 Bedroom(s)
Sleeps 6
Condo

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Newly Renovated Groundfloor Waterfront Condo.. Steps from the Beach

Madeira Beach Condo - 4.76923 4.8 Star Review

Newly Renovated!
Madeira Beach Yacht Club is a gated community. The condo has luxurious amenities for up to six people. Newly updated! Ceramic tiles flooring throughout the entire condo. Fully equipped kitchen with quartz counter tops and a large pantry – it has everything you need; living room boasts a 65 inch Smart TV with DVD player. Wal.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Robust Relax Beach Vacay, Pools, WiFi , Contactless Check-In,Easy walk 2 Beach

Madeira Beach Condo - 4.92105 4.9 Star Review

Located on Boca Ciega Bay beside the White Sand Beaches Gulf of Mexico. SLEEPS 4, within this One Bedroom Condo. Main Master bdrm offers King size bed, and a large walk-in closet. Wood laminate flooring. Living room includes Full Sofa Bed with preferred pull-out memory foam mattress. Also provide mod privacy screen panel, 2 flat screen HD TV's (Ma.......read more

Studio
Sleeps 4
Condo

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Seabreeze-- DIRECT Gulf unobstructed view, REMODELED 5th Floor, HOT TUB & POOL

Madeira Beach Condo - 4.78095 4.8 Star Review

Mid-week date to a mid-week date in a following week if allowed will have a higher rental rate.
Direct GULF FRONT with unobstructed view (5th Floor 504) overlooking GORGEOUS SAND BEACH!!!!
TOTALLY REMODELED THROUGHOUT---floor to ceiling--tile, granite, wood cabinets!!
Rentals are 7 days Saturday to Saturday unless owner o.k.'s a 6 day r.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Aug18-29 NOW OPEN!Beachy Blue, 2 Pools,Steps to Beach,WiFi, John Pass shop,Piers

Madeira Beach Condo - 4.76316 4.8 Star Review

Refreshed 1000 sq ft & 2 bedroom rental with Whirlpool Stainless Steel cooking amenities in fully stocked Galley kitchen. The Master bedroom Includes Queen pillow top mattress and 2 comfy twin beds in guest room, Queen Sofa Bed/Couch in Living Room, Baby Pack N Play, Highchair & Bathtub, Washing machine & Dryer, Dishwasher, Microwave, Large Refrige.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Cozy Cottage that is close to the beach and pet friendly! Work at the Beach! OB

Madeira Beach Cottage - 4.94444 4.9 Star Review

You will love Ocean Breeze Cottage! The cottage has an "old style Key West charm"! is located in a quiet neighborhood and is close to everything you need. The beautiful white Gulf Coast sandy beach is right across the street and the world famous John's Pass Village is only short walk where you will find an abundant amount of shops and restaurants.......read more

2 Bedroom(s)
Sleeps 4
Cottage

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Completely Remodeled, 1 BDRM Condo, swimming pools, 2 minute walk to the beach

Madeira Beach Condo - 4.88095 4.9 Star Review

Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club - private gated community, free parking, two outdoor heated swimming pools, and 4 fishing piers. Clubhouse with b.......read more

Studio
Sleeps 2
Condo

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Cozy & Mod condo, Walk to Beach, Self check In-Out, WiFi, 2 Heated Pools, Piers+

Madeira Beach Condo - 4.75 4.8 Star Review

Cozy Clean Remodeled Condo features; Queen Bed, 2 pillow- topped Twin Beds, Queen Sleeper Sofa, roll out twin, New Washer & Dryer, Fully Stocked Kitchen, Granite Counters with Stainless Whirlpool Dishwasher, Refrigerator/Freezer, Stove, and Microwave. There is Large Kitchen Pantry closet, 3 Flat Screen LED HDTV's, plus 3 DVD players in each room. I.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Beachfront Spacious 2 Bedroom Condo!!!

Madeira Beach Condo - 5.0 5.0 Star Review

This fully furnished 1500 sq. ft, 4th-floor condo sits directly on the beach and can comfortably accommodate up to 8 people. A spacious living area leads out to a large balcony where you can dine or sunbathe with gorgeous views of the Gulf of Mexico and its stunning sunsets. From the balcony, you can also see the pool area. The large kitchen comes .......read more

2 Bedroom(s)
Sleeps 8
Condo

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Ocean Sands-Tower 1 in Madeira Beach

Madeira Beach Condo - 5.0 5.0 Star Review

Welcome to Ocean Sands 502
This 2/2 beach front condo has a contemporary coastal flair with modern updates throughout.
You will be mesmerized by the sweeping views the coast has to offer from your private oversized balcony that is outfitted with a comfortable loveseat, chair and outdoor dining table and chairs.
Fully equi.......read more

2 Bedroom(s)
Sleeps 6
Condo

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

Madeira Beach Condo - 4.0 4.0 Star Review

Madeira Beach beautiful WATERFRONT condo & 2-3 minutes' walk to the beach. It is a great location! A short walking/driving distance from John's Pass Boardwalk & Johns' Pass Village. Everything you need, including 2 beds (1 Queen bed & 1 sofa bed), well-equipped kitchen, free parking with permit, Wi-Fi, smart TV, beach towels & chairs, umbrella...read more

Studio
Sleeps 4
Condo

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MadieraC2 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach Condo

Madeira Beach beautiful WATERFRONT condo & 2-3 minutes' walk to the beach. It is a great location! A short walking/driving distance from John's Pass Boardwalk & Johns' Pass Village. Everything you need, including 2 beds (1 Queen bed & 1 sofa bed), well-equipped kitchen, free parking with permit, Wi-Fi, smart TV, beach towels & chairs, umbrella. read more

Studio
Sleeps 4
Condo

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Madiera2 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach Apartment - 5.0 5.0 Star Review

Newly renovated apartment in a GREAT location. Less than 3 minutes walking across Gulf Blvd to the beach. A 15–20-minutes walking to John's Pass Boardwalk & John’s Pass Village. Relax in this spacious & stylish space with a fully equipped kitchen, granite island & nice family room with sofa & smart TV.
Outside, take in a beautiful & spectacular .......read more

Studio
Sleeps 4
Apartment

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Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

Madeira Beach Apartment - 4.5 4.5 Star Review

Newly renovated apartment in a GREAT location. Less than 3 minutes walking across Gulf Blvd to the beach. A 15–20-minutes walking to John's Pass Boardwalk & John’s Pass Village. Relax in this spacious & stylish space with a fully equipped kitchen, granite island & nice family room with sofa & smart TV.
Outside, take in a beautiful & spectacular .......read more

Studio
Sleeps 4
Apartment

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Madeira Beach1 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach Apartment - 4.0 4.0 Star Review

Newly renovated apartment in a GREAT location. Less than 3 minutes walking across Gulf Blvd to the beach. A 15–20-minutes walking to John's Pass Boardwalk & John’s Pass Village. Relax in this spacious & stylish space with a fully equipped kitchen, granite island & nice family room with sofa & smart TV.
Outside, take in a beautiful & spectacular .......read more

Studio
Sleeps 4
Apartment

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Find Affordable Madeira Beach Hotels & Vacation Rentals

Plan your Madeira Beach Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Madeira Beach, FL. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.


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