
Holiday rentals with a pool in Madeira Beach
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Top-rated rentals with a pool in Madeira Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Perfect Ocean Sunset view Madeira Beach/Johns Pass
Excellent location for families or couples traveling to the beach! The building is BRAND NEW in late 2020. Beautiful private condo, a great view of the Gulf with perfect sunsets from the 6th-floor balcony. Master bedroom with an excellent view of the beach from bed. Steps away are the beach and John's Pass shopping district-with excellent restaurants and shopping. King size master with private en-suite bath. Private covered parking in attached garage. Heated pool with baja shelf and hot tub.

Beach Front at âThe Shoreâ
Welcome to The Shore âa beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to Johnâs Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

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 Johnâs 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**

*Shore Thing* Walk to Beach | Intercoastal Views
đď¸ Shore Thing Condo đď¸ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps away from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Don't forget to watch the water as dolphins and manatees drift along the shore. Indoors, unwind surrounded by elevated, modern coastal design. From cooking dishes in the upscale kitchen to swimming in the heated intercoastal pool, my signature service guarantees your peace of mind is the top priority.

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.

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.

Luxury Home N/Heated Pool/Rooftop/Steps to Beach
New, 2000 sq ft/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome with heated salt water POOL located near a canal and the gulf just two blocks from the beach. Please note the pool is shared with the other side of the duplex. You can enjoy full view of the canal and partial views of the gulf from the balconies and the rooftop! Walking distance to the beach, restaurants, and volleyball. Close to Johns Pass, 2 miles. Please ask for the golf cart availability and a fee.

RincĂłn Divino MB 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. Itâs 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.

Beachfront building across from Johns Pass Village
Beachfront building - head downstairs to enjoy the white sand beaches of Madeira Beach! Partial beach view from the large balcony. Updated 2-bedroom condo with contemporary furniture. Prepare your meals in the fully equipped kitchen or walk across the street to John's Pass Village & Boardwalk which offers restaurants, retail stores, ice cream shops, sunset cruises, jet ski rentals and more! The condo offers walkability and beach access downstairs.
Popular amenities for Madeira Beach rentals with a pool
House rentals with a pool

Red Key Beach | Redington Beach Heated Pool

Ocean Dreaming: Waterfront Home with Heated Pool,

Coastal Pool Retreat *5 Min to Madeira Beach Sand

đBeautiful Home Heated POOL 5min to BEACH. 8 pplđ

Stunning views! Spot dolphins from the pool!

Coastal Townhome with Beach Access | Pool | Games

Tranquil "Ocean Breeze Retreat"

Utopia! Heated Pool Hot Tub 2 KING bed 5 min ocean
Condo rentals with a pool

Modern Condo | Remodeled, Beach Access, Sleeps 6

Beach Front Gulf View at Johnâs Pass Medeira Beach

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

Beachfront Madeira Norte - Gulf front - Pool

Ocean Sunset View, Steps to Beach

Ocean View Perfect Oasis to Relax!

Upscale Beachfront â˘View â˘Walk to Dining &Shopping

5 Star New Luxury Madeira Beach Condo
Other holiday rentals with a pool

New Listing! | Steps to Beach & Johnâs Pass

Anglers Cove 205

Madeira Beach Family Home w/ Pool! Steps to Beach!

Oceanview Rooftop ⢠Hot Tub ⢠1 Block to Beach

Three Palms

Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Madeira Luxe Retreat/Private Hot tub/Golf Cart

Direct Beachfront Corner 3BR|GulfView Pool|Madeira
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $345 NZD | $419 NZD | $500 NZD | $368 NZD | $335 NZD | $348 NZD | $347 NZD | $308 NZD | $296 NZD | $310 NZD | $320 NZD | $333 NZD |
| 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 holiday rentals with a pool in Madeira Beach

Total holiday rentals
Explore 1,230 holiday rentals in Madeira Beach

Nightly prices starting at
Madeira Beach holiday rentals start at $50Â NZD per night before taxes and fees

Verified guest reviews
Over 27,740 verified reviews to help you choose

Family-friendly holiday rentals
960 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
830 properties have a dedicated workspace

Wi-Fi availability
1,220 of Madeira Beach holiday 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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