
Vacation 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, dolphin/manatee sightings, fishing, sunsets
Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

Ocean View Perfect Oasis to Relax!
Ocean View! Newly renovated kitchen and bathroom! Just steps from the white sands of Madeira Beach shores. Kitchen is well equip with all you need to prepare your own meals, or go for a short stroll to many wonderful food options. Enjoy your coffee on the front porch with a view of the surf, or go for an early morning stroll on the beach. There is a pavilion and grill by the pool you are welcome to use. You will hear construction work while units all around are rebuilding from hurricane damage

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.

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.

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.

Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

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.

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.

Lovely-2 bedroom condo with 2 pools, Madeira beach
This centrally-located, friends and family friendly, condo on the water is a must stay! The most beautiful Gulf Coast beach sits right across the street. Beach access is a short walk from the gated Madeira Beach Yacht Club! Just 2 miles from the world famous Johns Pass full of shops, bars and dozens of different dining and late-night spots. This complex has 2 swimming pools, hot tub, gym, and is located on the intercoastal waterway. Your beach oasis awaits!

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.

Beachfront balcony view heated pool hot tub
Gorgeous 2 bedroom condo directly on the Gulf of Mexico with a double patio overlooking the view. The pool is heated and there is a hot tub and they are both located directly on the gulf overlooking the water. It is close to John's Pass and in between Clearwater Beach and St. Pete beach. There are shops and restaurants within walking distance. A great place to getaway and relax! .
Popular amenities for Madeira Beach rentals with a pool
House rentals with a pool

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Hannah’s beachside resort Saltwater Heated Pool

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

Tulum-Inspired Luxury Townhouse in Madeira Beach

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Tranquil "Ocean Breeze Retreat"

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

Clearwater Gameroom- Pool/Mini golf/Home Theatre
Condo rentals with a pool

Chambre 103- Beachfront, Pool, Hot Tub,Johns Pass!

Penthouse,intercoastal, 3/3 views/heated pool

Luxury Beach Condo - 3BR/3BA

Steps to beach with Marina Sunsets – 3 -Bed condo

2/2 Newly remodeled Beach Front - Sunset Vistas

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Five Star Beachfront Condo Newly Renovated

The Seascape Premier Beachfront Cottage-Gulf View
Other vacation rentals with a pool

Modern Condo | Remodeled, Beach Access, Sleeps 6

Stunning Waterfront Condo/Heated Pools/Near Beach

WOW! What a view!

BRAND NEW Condo-Heated POOL&SPA-Walk to BEACH/SHOP

Three Palms

Oceanfront Luxury paradise

Redington Beach near beach on ICW w/pool & dock

Ideal beach getaway condo!
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.ﺇ676 | ﺩ.ﺇ698 | ﺩ.ﺇ727 |
| 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 1,080 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 26,130 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
740 properties have a dedicated workspace

Wi-Fi availability
1,080 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
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Coquina Beach
- Turtle Beach
- Vinoy Park
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- Amalie Arena
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