
Vacation rentals with a pool in Madeira Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Madeira Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

2/2 Newly remodeled Beach Front - Sunset Vistas
Amenities/Location-Newly Remodeled Oceanview Condo with Balcony, Gorgeous Beach, Sleeps 6, king/master, queen/guest, queen sleeper, in unit washer/dryer, Smart 60- & 55-inch tv’s, cable, Wi-Fi, equipped kitchen, heated pool, kids pool, two jacuzzies, Tiki Bar, Cafe, rental bikes, Ping-Pong, Volleyball, Gym, Business Center, free covered parking, 5 day to monthly rentals. - Laundry detergent shampoo, conditioner and body wash, Beach Towels provided - 1/2 A MILE TO JOHNS PASS & No Resort Fees

~Shore Thing~ Coastal Exquisite Waterfront Condo
🏖️ Shore Thing Retreat 🏖️ 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩💼 Service with Heart - Your comfort is my priority!

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

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.

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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**

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

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.

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.

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS
Pools are open and wifi works great! Completely Renovated and Beautiful!2 Bedroom 1 Bathroom Upstairs unit w/t Full Kitchen. This unit sleeps 6 people. Sorry No Pets Allowed. Each bedroom has a queen size bed and the sofa turns into a queen bed as well. Watch a Movie on the 70" TV in the Living Room or Play a Game on the PlayStation 4! Or Retreat to one of the 2 bedrooms each with a 55" TV. Full Kitchen includes Stove

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.
Popular amenities for Madeira Beach rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Heated Pool luxury house, 4 mins from BEACH!

Ocean Dreaming: Waterfront Home with Heated Pool,

Beach Vacation Dream Pool Home-5 Mins to Beach

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Palm Paradise - Family Amenities+Central Location
Condo rentals with a pool

Beachfront Condo with Stunning Sunset Views

"Jewel At The Shores" Gulf Front, sleeps 5

Sea La Vie- Studio by the bay!

Tropical Beachfront Penthouse-Beach Cottages

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

King Oceanfront Suite! Kitchenette + Balcony!

Beach, dolphin/manatee sightings, fishing, sunsets

Where the Sun Meets the Water
Other vacation rentals with a pool

Modern Coastal Retreat

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

Madeira Beach getaway; walk to the beach

Oceanfront 3/2 with 180 degree view BOOK NOW!

White Sand Beachfront Condo with Stunning Sunsets

Tranquil "Ocean Breeze Retreat"

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

Ocean Breeze Madeira Beach; steps from the 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 | ﺩ.ﺇ635 | ﺩ.ﺇ793 | ﺩ.ﺇ962 | ﺩ.ﺇ804 | ﺩ.ﺇ731 | ﺩ.ﺇ760 | ﺩ.ﺇ757 | ﺩ.ﺇ672 | ﺩ.ﺇ646 | ﺩ.ﺇ588 | ﺩ.ﺇ588 | ﺩ.ﺇ617 |
| 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 vacation rentals with a pool in Madeira Beach

Total vacation rentals
Explore 1,060 vacation rentals in Madeira Beach

Nightly prices starting at
Madeira Beach vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 25,300 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
750 properties have a dedicated workspace

Wi-Fi availability
1,050 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
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Condo rentals Madeira Beach
- Fitness-friendly rentals Madeira Beach
- Serviced apartment rentals Madeira Beach
- Rentals with an EV charger Madeira Beach
- Rentals with a kayak Madeira Beach
- Bungalow rentals Madeira Beach
- Villa rentals Madeira Beach
- Waterfront rentals Madeira Beach
- Rentals with a hot tub Madeira Beach
- Rentals with a washer and dryer Madeira Beach
- Townhouse rentals Madeira Beach
- Family-friendly rentals Madeira Beach
- Apartment rentals Madeira Beach
- Beachfront rentals Madeira Beach
- Rentals with a sauna Madeira Beach
- Hotel rooms Madeira Beach
- Rentals with a patio Madeira Beach
- Beach condo rentals Madeira Beach
- Cottage rentals Madeira Beach
- Pet-friendly rentals Madeira Beach
- Beach house rentals Madeira Beach
- House rentals Madeira Beach
- Rentals with beach access Madeira Beach
- Rentals with outdoor seating Madeira Beach
- Rentals with a fire pit Madeira Beach
- Rentals with a fireplace Madeira Beach
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- 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




