
Holiday rentals with a pool in Madeira Beach
Find and book unique homes with a pool on Airbnb
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 $38Â SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
830 properties have a dedicated workspace

Wifi availability
1,220 of Madeira Beach holiday rentals include wifi 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
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.

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!

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

Pearl of the Sea, 1 BDRM, 2 min walk to the beach
Please note, the gym, jacuzzi, and hot tub are temporarily closed(hurricane damage) Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club, a private gated community, free parking, high-speed WI-FI, TV cable, Netflix, 2 outdoor heated swimming pools, and fishing piers. Please, book at least 7 days before your arrival

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**

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.

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.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

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. 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.

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

Beautiful Tampa Bay Pool Home Near Gulf Beaches

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

Coastal Pool Retreat *5 Min to Madeira Beach Sand

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

Stunning views! Spot dolphins from the pool!

Redington Beach near beach on ICW w/pool & dock

Tranquil "Ocean Breeze Retreat"
Apartment rentals with a pool

Updated Beachfront Condo at Madeira Norte Unit 307

Lovely-2 bedroom condo with 2 pools, Madeira beach

Beach Front Gulf View at John’s Pass Medeira Beach

Chambre 102- Pool, Hot Tub, Walk to John's Pass!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Sunset Serenity, Beachfront Condo by Johns Pass

Five Star Beachfront Condo Newly Renovated

Ocean Breeze Madeira Beach; steps from the beach
Other holiday rentals with a pool

New Listing! | Steps to Beach & John’s Pass

Anglers Cove 205

Bay-View 2BR / Heated Pool, Steps to Madeira Beach

Treasure Island - Huge balcony - 2br 2ba Getaway

Oceanfront Luxury paradise

Three Palms

Organic & Modern~90° Heated Salt Pool~Walk 2 beach

Upscale, cozy and coastal condo!
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $262 SGD | $319 SGD | $380 SGD | $280 SGD | $255 SGD | $265 SGD | $264 SGD | $234 SGD | $225 SGD | $235 SGD | $243 SGD | $253 SGD |
| 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 |
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- Anna Maria Island
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- Busch Gardens Tampa Bay
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