
House holiday rentals in Madeira Beach
Find and book unique houses on Airbnb
Top-rated house rentals in Madeira Beach
Guests agree: these houses are highly rated for location, cleanliness and more.

Boardwalk Bungalow - Johns Pass & beach steps away
LOCATION LOCATION LOCATION!! Boardwalk Bungalow is located right at the end of World Famous Johns Pass Boardwalk, just steps outside your front door. With beach access from under the Pass bridge, without having to cross Gulf Blvd. This duplex unit features 2 bedrooms, 1.5 bathrooms with everything BRAND NEW! Kitchen has grey solid wood soft close cabinets, quartz countertops, stainless appliances. Updated bathrooms with chic tile selections & a small balcony with a peek at the Pass water views!

You Belong on a Beach ! Walk to Beach - Food - Bar
Discover this secluded stretch of beach. Your stunning home is situated across the road from soft white powdery sand and the emerald Gulf waters. The boardwalk dining/entertainment is a leisurely stroll away. Unwind on wraparound decks as you take in the evening sunset view. A memorable vacation awaits families with children, several couples, or a group of friends. All 3 bedrooms come with full bathrooms. Experience true comfort in your thoughtfully designed fully stocked home away from home.

Relax in Family-Friendly comfort at Octopus Garden
Outdoor Paradise Private 10,000-gallon PebbleTec pool (up to 8 ft deep) Cantina bar for poolside refreshments Teak lounge seating & chaise chairs Weber propane grill + rolling cooler Resort-style umbrellas & lush landscape for sun or shade Fully Equipped Kitchen Stainless steel appliances, cookware & utensils Coffee station fully stocked Air fryer + blender for smoothies & cocktails Unique Octopus Garden dining area Living Room Large ultra-comfy sectional 70” Samsung Smart TV Boa

The Comfy Cove | Luxury Beach Getaway
Welcome to "The Comfy Cove"—where luxury meets convenience. Nestled on the most prestigious intercoastal, our 3-BR haven offers elegance just 3 minutes from the beach and 2 minutes from Seminole’s top shopping and dining. Enjoy a California king bed, 3 queen beds, ample parking, and a private yard. Perfect for beach days, fishing, golfing, or weddings, with amenities including high speed internet, Wi-Fi, Netflix, and a dedicated workstation. Experience the pinnacle of comfort and sophistication

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!
Vibrant 2BR/1Bath home sleeps 8 guests with a magical outdoor space designed to create beautiful memories! A tropical saltwater pool and large covered entertainment area complete with a TV—perfect for relaxing and enjoying a cocktail. The interior is colorfully curated to embody the essence of a vacation! Located just 5 minutes from the beach and 25 minutes to downtown. We have 16 Airbnb homes (family-owned and operated), and we're dedicated to finding the perfect fit for your getaway.

Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Beach Side STEPS TO BEACH!
Cozy 2nd flr unit of beach duplex. No busy street to cross to access the beach. 30 steps to 132nd st. public access to sugar sand beaches and crystal blue waters of Gulf of Mexico. Walk 1 block to over 100 merchants including many restaurants, fishing tours, and more! There is a king, queen. full size and sofa bed. Full kitchen with granite countertops and stainless steel appliances. Outdoor shower and deck area. Security cameras are in the front and back of the property.

The Flamingo House
Find your balance at the Flamingo House. Fully renovated (2022) house located in a safe and quiet neighborhood just minutes to beaches, Pinellas Trail (75 mile paved walk and bike path), shopping, restaurants. The house has 2 bedrooms and 2 bathrooms (master has a shower spa and other has a clawfoot tub), a fully equipped kitchen, large living room with HD TV, Wi-Fi , front porch, and back yard to relax and enjoy. Open dates book quickly. Don’t miss out!

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf
Looking for a place the whole family/group can enjoy? This centrally located MODERN house is not only full of fun and style but equipped with everything you could need. Think of it as your true home away from home. Guests will love the Instaworthy Retreat with features like 5 hole mini golf, giant outdoor games, a heated pool, 5000 arcade games and of course, photo ops. Located 6 miles to the beach or Downtown St. Pete this home is the perfect place to getaway.

Alextoria Retreat
Welcome to Seminole FL! A cozy 1 bedroom home that sleeps 4 conveniently. With a private yard to relax and bbq. Located near beaches, shopping and nightlife. Within minutes to dining and parks with playgrounds, fishing, walking/ jogging/ bike paths and serene views. A 9 minute (3.7 mile) drive to Madeira beach an 20 to 30 minutes to many other popular beaches. A 30 minute drive to Tampa (airport) A 22 minute drive to St Pete (airport) 30 min to downtown.

Beautiful New Home with Ocean View, Steps to Beach
Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath
Cozy coastal retreat just 5 min from the beach! Clean and freshly updated with all the amenities you'll need for a perfect vacation. Ideal for families, we have 4 bedrooms and 3 full bathrooms in 2000 sqft with a solar heated pool! There is plenty of space for you and your family to spread out and enjoy the two separate living rooms or the private back yard.
Popular amenities for house rentals in Madeira Beach
House rentals with a pool

Hibernate in our Bear Creek Home

Tootsie’s Beachside Retreat

Ocean Dreaming: Waterfront Home with Heated Pool,

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Lavish Heated Saltwater Pool Home Mins. to Beach
Weekly house rentals

Largo Palms Duplex-2BR/2BA + Heated POOL Unit A

Casita near Madeira Beach

Waterfront Manatee Home Pool, Dock, Optional Boat

Coastal Retreat Near John’s Pass Village

Harmony Breeze by Madeira Beach

Fire Pit, Games, Close to Beach, Shopping & Dining

Sunshine Beach Bungalow That Is a Unique Treasure

The Waterfront Relax House
Private house rentals

[TOP]#1 Home. Heated Pool, Spa, Bbq, Fire Pit

End of Summer Deal | Large Spa & Steps Beach

Casa Brisa - Htd. Pool-Unique Bungalows-Hot Tub

Escape Paradise private relax backyard 6min beach

Oceanfront Boho Bungalow Breeze

Easy Walk to Beach! 3 BR/2 BATH! Pets OK!

Tulum-Inspired Luxury Townhouse in Madeira Beach

Playa Vista Villa
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £216 | £226 | £282 | £258 | £233 | £239 | £253 | £219 | £202 | £187 | £190 | £216 |
| 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 |
Quick stats about house rentals in Madeira Beach

Total holiday rentals
Explore 150 holiday rentals in Madeira Beach

Nightly prices starting at
Madeira Beach holiday rentals start at £61 per night before taxes and fees

Verified guest reviews
Over 5,040 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
140 of Madeira Beach holiday rentals include wifi access

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

4.8 Average rating
Madeira Beach stays are highly rated by guests – averaging 4.8 out of 5!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
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