
Vacation rentals in Madeira Beach
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Top-rated vacation rentals in Madeira Beach
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Stunning Views Beach Front Condo
Beautifully updated 4th floor 3 bedroom beach front condo! Enjoy gorgeous views of the Gulf of Mexico from a large screened in balcony! Gulf view from both the living room and master bedroom. A large updated kitchen is perfect for the whole family. This condo sleeps 6 comfortably. Cable and WIFI are available as well as beach necessities. A view of the Bay from the front door. Walking distance to John’s Pass. Due to the hurricane, there is still minor repairs being done around the building/town.

40ft Floating Bungalow with Resort Perks
Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Villa Madeira
Property Type Condominium Unit Code VM204 Beds 1 king bed, 1 queen bed, 2 twin beds Bathrooms 2 bathrooms Rooms Sleeps 6 Reserved Parking Pets No pets allowed. Living Air Conditioning, Central Air, High Speed Internet, Ironing Board, Linens, Washer & Dryer Business Nearby ATM, Nearby Bank, Nearby Internet Cafe Kitchen Coffee Maker, Cookware, Full Kitchen, Entertainment Cable TV, DVD Outdoor Balcony, Beach, Outdoor Shower, Shared Pool Geographic Close to Town and John's Pass, On Beach

Penthouse Water View, Pool, @ Johns Pass!
Penthouse corner unit with stunning water view from the living room, bedrooms and balcony! This waterfront condo is in prime location. A block away from Johns Pass Boardwalk (#1 tourist destination in the county) and RIGHT across from the pristine white sands & sunsets of the Gulf of Mexico. The property offers a heated pool, hot tub, fitness room & event center. Our condo has everything you need including fully stocked kitchen, laundry in unit, high speed wifi & beach equipment.

Relax in a Newly Renovated Beach Front Paradise
Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Cozy Gem Near Madeira Beach
This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Beach Bungalow -Step in to the Sand! Indian Shores
If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!

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.

Gulf of Mexico Beach Retreat | Madeira/John's Pass
$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy Gulf views and modern coastal luxury in this Madeira Beach condo—just steps from the sand and John’s Pass Village. Stylishly furnished with open living, full kitchen, and private balcony for ocean breezes. Resort-style amenities, dining, and entertainment are all nearby for the ultimate beach escape!

Beach Front Madeira Beach
Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Waterfront condo on top floor @ Boca Ciega Resort
Great view of water. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking the intercoastal or stay indoors and enjoy puzzles and games.
Popular amenities for Madeira Beach vacation rentals
Stay near Madeira Beach's top sights
Madeira Beach beach vacation rentals

Beachfront balcony view heated pool hot tub

Tropical Beachfront Penthouse-Beach Cottages

Gulf front 1 BR condo-

King Oceanfront Suite! Kitchenette + Balcony!

Indian Shores Gulf Front Rental

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach

~Shore Thing~ Coastal Exquisite Waterfront Condo

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
Other great vacation rentals in Madeira Beach

Beachfront Condo with Stunning Sunset Views

Beachfront Ocean View! Large Family Friendly Condo

White Sand Beachfront Condo with Stunning Sunsets

Kamp Komfort Historic Family Beach House

Ideal beach getaway condo!

Beach Front, Ocean & Gulf views ~ Las Brisas 506.

Ocean Breeze Madeira Beach; steps from the beach

Stunning Beach Views All Around...
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,643 GYD | G$46,845 GYD | G$54,583 GYD | G$45,172 GYD | G$41,198 GYD | G$41,198 GYD | G$40,989 GYD | G$36,179 GYD | G$34,925 GYD | G$34,088 GYD | G$34,925 GYD | G$37,643 GYD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Madeira Beach?
Yes! Work meets play with ease at over 870 vacation rentals in Madeira Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Madeira Beach?
Four-legged friends are welcome in Madeira Beach. Choose from more than 180 vacation rentals for guests traveling with pets.
Are there Madeira Beach vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 1,060 vacation homes with pools in Madeira Beach, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly serviced apartment rentals in Madeira Beach?
Madeira Beach has more than 30 family-friendly serviced apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Madeira Beach?
Experience the best of Madeira Beach with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Madeira Beach have wifi?
Absolutely! We offer over 60 hotel rentals with wifi in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Madeira Beach have free parking?
Absolutely! We offer over 20 townhouse rentals with free parking in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Madeira Beach have air conditioning?
Absolutely! We offer over 30 serviced apartment rentals with air conditioning in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Madeira Beach have a kitchen?
Absolutely! We offer over 30 hotel rentals with a kitchen in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Madeira Beach?
Enhance your stay in our House Rentals with the most popular amenities: over 140 homes with free parking, over 140 homes with wifi, over 150 homes with a kitchen, over 150 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
All about Madeira Beach
The warm, breezy conditions off the coast of Madeira Beach draw in parasailing enthusiasts from near and far. Life here revolves around the water, with marinas teeming with boats of all shapes and sizes and locals heading off into the Gulf of Mexico for a leisurely day of fishing. This buzzing city midway down Florida’s west coast is home to soft white sands, an abundance of golf courses, and galleries showcasing local maritime-inspired artwork. Hop on the vintage-style Jolley Trolley to nearby John’s Pass Boardwalk for a stroll among its colorful surf shops.
Waterfront eateries serve up fresh local seafood, and live music performances add to the laid-back vibe. The fun carries on after dark, with tiki bars providing plenty of places to sip beverages with views of the Intracoastal Waterway. At just two miles wide, Madeira Beach combines easy access to the performing arts centers and museums of Tampa, the dense mangroves of Fort De Soto Park, and the crystal waters on its doorstep.
What are the top things to do in Madeira Beach?
Clearwater Beach
Ideally situated on the Gulf of Mexico, Clearwater Beach offers sun, a mild climate, soft, white sand, and a laid-back vibe. You can go jet-skiing, parasailing, and stand-up paddleboarding in its calm waters. The winding beachfront promenade is perfect for biking and rollerblading and is lined with casual seafood restaurants and cafés. Additionally, every night at sunset, Pier 60 hosts a festival with street performers and craft vendors.
Spring Training
Late winter and early spring offer baseball fans the prized opportunity to visit some well-known teams holding their spring training in the area. Two teams from the northern states and one from Canada all train within minutes of Madeira Beach. Baseball’s regular season runs from March to October.
Fort De Soto Park
Fort De Soto Park comprises five interconnected islands, or keys, and more than 1,000 acres to explore in the Florida sunshine. With abundant beach plants, mangroves, wetlands, palm hammocks, hardwoods, and a variety of native plants, the park plays an important role in protecting and preserving the region’s natural environment.
Quick stats about vacation rentals in Madeira Beach

Total vacation rentals
Explore 1,360 vacation rentals in Madeira Beach

Nightly prices starting at
Madeira Beach vacation rentals start at G$6,274 GYD per night before taxes and fees

Verified guest reviews
Over 41,210 verified reviews to help you choose

Family-friendly vacation rentals
930 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Vacation rentals with a pool
1,060 properties feature pools

Rentals with dedicated workspaces
870 properties have a dedicated workspace

Wi-Fi availability
1,330 of Madeira Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Madeira Beach rentals

4.7 Average rating
Madeira Beach stays receive an average rating of 4.7 out of 5 from guests
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
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- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
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- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
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