House holiday rentals in Madeira Beach

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Top-rated house rentals in Madeira Beach

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

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Top guest favourite
A spacious living area showcases a large sectional sofa with colorful accent pillows. A light wooden coffee table is centered on a textured rug, while a flat-screen TV hangs on the wall opposite. Bright natural light filters through window treatments, illuminating the inviting ambiance.
Home in Indian Rocks Beach
4.97 out of 5 average rating, 137 reviews

Turtle's Nest-Golf Cart-Steps to Beach

No Hurricane damage at the house plus IRB has 100% of restaurants open and all the beaches are open since the Hurricanes this summer! Did you notice the Golf Cart? It's a 6 seater Lithium cart that's $10 a day, billed at time of booking. Makes the run to Kooky Coconut for some Capitain Butterscotch with the group so much fun. It even has ground effect lights and a stereo to cruise in more style then everyone else. This place is steps from the beach. Everything you need is supplied even t

Top guest favourite
A three-story home is surrounded by lush tropical landscaping, showcasing palm trees and colorful plants. The spacious driveway leads to a carport area. A wraparound deck with railings is visible on the upper floors, inviting relaxation and ocean breezes.
Home in Treasure Island
4.99 out of 5 average rating, 153 reviews

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.

Top guest favourite
Home in Sunset Beach
5 out of 5 average rating, 17 reviews

Private Beachfront, Live Music & Restaurants #507

Welcome to your oceanside escape! This freshly updated 1-bed, 1-bath unit features stunning Gulf views and convenient on-site parking. Step out and stroll to nearby beach bars, live music, and great dining every evening. Your ideal getaway starts here! The beach just outside is perfect for relaxing, but if you're in the mood for energy and entertainment, Caddy's and KaTiki are just a 5-minute walk away with live tunes, tasty bites, and cold drinks! *New pool under construction* Coming in 2026

Guest favourite
The living area showcases a blue accent wall and a plush velvet sofa, complemented by wooden chairs and a light fixture. A flat-screen TV is mounted on the wall, while the open kitchen features stainless steel appliances and a bar with stools for casual dining.
Home in Gulfport
4.97 out of 5 average rating, 128 reviews

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away from Gulfport's beach blvd. where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or St Pete Pier.

Top guest favourite
A vibrant pool area is framed by a thatched-roof tiki hut, providing shade over a set of outdoor seating. A saltwater pool glistens in inviting blue, surrounded by tropical landscaping. Colorful adirondack chairs are arranged neatly along the edge, enhancing the outdoor atmosphere.
Home in St. Petersburg
4.98 out of 5 average rating, 203 reviews

Beach Dream Pool Home-5 Mins to Beach

This magical outdoor space is waiting for you to create lasting memories! Home sleeps up to 12 guests and is just 4 minutes to area beaches and 25 minutes to downtown. A beautiful interior and the home literally has two baclyards that look like a breathtaking resort style backyard that includes a HUGE poolside cabana with TV! The saltwater pool, putting green, life size chess board and fire pit are just a few things that bring this home to life. Optional heated pool for additional cost.

Top guest favourite
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
4.99 out of 5 average rating, 193 reviews

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.

Top guest favourite
An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.
Home in Seminole
4.99 out of 5 average rating, 146 reviews

Tootsie’s Beachside Retreat-New Heated Pool

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Guest favourite
Home in St. Petersburg
4.89 out of 5 average rating, 148 reviews

NICE 1 BR/1 BA (+ 2BA W/D). 5 min DT, 10 beach!

WELCOME to this super nice 1 BR/ 1 (OR 2) BA home 5 min. N of DT and 10 to beach. Fully remodeled, nicely furnished, solid block guest home with dedicated off-street parking at your door, fast Wi-Fi, Smart TV's, kitchen, private patio with gas grill, in a quiet walkable neighborhood, 3 blocks to a park with an outdoor gym. ADD 2nd Bath w 8 Jet Jacuzzi soak tub, bidet, vanity, and Washer/Dryer ($25 per day, $25 cleaning per stay). OR ADD just Washer/Dryer access ($15 single use).

Guest favourite
Home in Madeira Beach
4.97 out of 5 average rating, 113 reviews

Boardwalk Bungalow - Johns Pass & beach steps away

LOCATION LOCATION LOCATION!! Boardwalk Bungalow is located right at the end of the World Famous Johns Pass Boardwalk! With easy 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! The kitchen has grey solid wood cabinets, quartz countertops, and stainless appliances (NO DISHWASHER.) Updated bathrooms with chic tile selections & a small balcony with a peek at the Pass water views!

Guest favourite
A vibrant game room features a pool table at its center, surrounded by ample seating. Bright tropical murals add colour to the space, while overhead lighting provides a cozy ambiance. Bar seating is available near the open kitchen, enhancing the sociable atmosphere.
Home in Seminole
4.86 out of 5 average rating, 188 reviews

5BR Tropical Heated Pool House | 5 Min to Beaches!

Stunning property! Amazing location! This is one house that you can't beat. You will have a relaxing vacation here unlike any other - from all of the entertainment we provide for you, to the spacious backyard filled with amenities (including a pool in a screened-in porch), you and your family will never want to leave! 5 min - Beautiful beach access 8 min - Seminole City Center, Walsingham Park 20 min - Clearwater 30 min - Tampa Experience Seminole With Us & Learn More Below!

Top guest favourite
A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.
Home in Seminole
4.99 out of 5 average rating, 346 reviews

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!

Superhost
A cozy sleeping area is characterized by a spacious bed layered with neutral-tone bedding and decorative pillows. Natural light enters through a window adorned with floral curtains. A round mirror is positioned above the headboard, reflecting the serene ambiance of the room.
Home in Seminole
4.93 out of 5 average rating, 121 reviews

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.

Popular amenities for house rentals in Madeira Beach

When is the best time to visit Madeira Beach?

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Avg. price$365 SGD$383 SGD$477 SGD$437 SGD$394 SGD$405 SGD$428 SGD$370 SGD$341 SGD$316 SGD$321 SGD$365 SGD
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Quick stats about house rentals in Madeira Beach

  • Total holiday rentals

    Explore 170 holiday rentals in Madeira Beach

  • Nightly prices starting at

    Madeira Beach holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    160 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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