
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!

Steps to a Private Beach Clearwater Belleair
Looking better than ever! So many upgrades!. You will love our design! No surrounding construction - 100% 5 stars reviews after renovation. An amazing Key West style beach bungalow retreat 20 steps to the Shore. The bungalow is located on the third row of houses with direct access to the beach. 5-Star bright and spacious PRIVATE beach Key West style beach bungalow retreat perfect for enjoying and experience all that Belleair Beach has to offer. This unique space is great for a family that wan

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.

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

Luxury Beachhouse W/ Direct Ocean Views Sleeps 12
*Living Room* -75 inch smart TV -Leather sectional with ottoman that connects to sleep 2 -Board Games -Breathtaking ocean views! *Kitchen* -Fully equipped kitchen with pots and pans, dishes, cups, mugs, wine glasses, plates, bowls, utensils, coffee pot (with boiling water option for tea), and blender. -Dining room table that sits 8. The countertop bar area has 3 bar stools for seating and the outdoor dining table sits 4. -Breathtaking Ocean Views! *Bedroom 1 (Master)* -King Size Bed -Queen

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.

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

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

Swim-Out Bedroom, Waterfall pool! The Peace Place
Unique tropical oasis complete with swim out bedroom and tiki bar! LGBTQIA + welcome! Hablo Español. Pet haven. Tropical Airbnb retreat! Our unique resort-style heated PRIVATE pool with waterfalls and dual sun-shelves, / in pool loungers, surrounded by lush landscaping, is a private oasis. 3 bedrooms, with Large 3rd bedroom with 2 queen beds Rental beach truck available at the home when you arrive. Inquire.

Beach Nook • Heated Pool/Spa • Golf Cart • Pets OK
Newly renovated 2-bed, 1-bath beach cottage just 2 blocks from Indian Rocks Beach. Enjoy a heated saltwater pool, overflow spa, tanning deck, and 4-passenger golf cart for breezy beach days. Pet-friendly and tucked in a quiet, safe neighborhood, it’s the perfect escape for couples, small families, and memory-making moments. BTR# 2041
Popular amenities for house rentals in Madeira Beach
House rentals with a pool

Hibernate in our Bear Creek Home

Tootsie’s Beachside Retreat

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

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

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

Dolphin Dreamer-6-Seat Golf Cart!

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Heated Pool, SleepNumber Beds, Bikes, Near Beach
Weekly house rentals

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

End of Summer Deal | Large Spa & Steps Beach

Coastal Retreat Near John’s Pass Village

Harmony Breeze by Madeira Beach

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

Steps to the magnificent sunsets

Ocean View-Private Pool-Large Rooftop Deck

Coastal Getaway~Spacious~5 Min Dr to Madeira Beach
Private house rentals

Muse by the Shore

Winter Retreat 3BR/3BA • Heated Pool • Near Shore

Serene Home in Seminole

Sun Casa * King Bed *3 miles 2 beach,2 bed 1 bath

Oceanfront Boho Bungalow Breeze

Waterfront Luxury | Sunset Views, Pool & Dolphins

Playa Vista Villa

Tulum-Inspired Luxury Townhouse in Madeira Beach
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £215 | £226 | £281 | £258 | £233 | £239 | £252 | £218 | £201 | £186 | £189 | £215 |
| 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!
Destinations to explore
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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
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach




