
Home rentals with a pool near John's Pass
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Top-rated rentals with a pool near John's Pass
Guests agree: these stays 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.

Madeira Beach Escape | Pool, Hot Tub & John's Pass
Bring the family and enjoy a relaxing beach getaway at this bright coastal condo overlooking the marina, where beautiful sunset skies light up the Intracoastal each evening. Located just steps from Madeira Beach and a short walk to the shops, restaurants, and entertainment at John’s Pass Boardwalk, this comfortable retreat offers the perfect mix of convenience and relaxation! Beach chairs, towels, umbrella, and a beach wagon are provided so you can easily enjoy the sand just across the street.

Welcome to Gulf-Front Paradise!
This Gorgeous 1st floor, Direct Gulf-Front condo is located on the South end of beautiful Madeira Beach, directly across the street from World Famous John's Pass Village & Boardwalk. Enjoy this 1/1 + premium queen pull-out sleeper sofa with full-sized kitchen, private heated Pool, Outdoor Grills w/ Tiki Huts on one of the Top 10 Beaches in the US. Best Attractions: Dining, Shopping, Boating, Fishing, Dolphin tours, Jet skiing, Paragliding - ALL w/in Walking Distance! Free covered parking GND FL

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**

Family Friendly Beach Cottage in Madeira Beach, FL
Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

Steps to beach with Marina Sunsets – 3 -Bed condo
Beautiful , New 3 bedroom Condo - directly across from the Beach . Gorgeous marina views from 2 of the 3 bedrooms . Walk straight to sugar-white sands, enjoy dinner on the patio overlooking boats — perfect for couples, families, or groups. Located next to John's Pass Village (Restaurants and Shops) . The condo features 2 full bathrooms and a pull out sofa and can accommodate up to 8 guests. WIFI , 3 smart TV's in the Unit. Washer/ dryer Free parking for one vehicle onsite

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.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. And our swimming pool is currently closed for renovations as well. Expected completion by May 31. 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.

*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.

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.

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 rentals with a pool near John's Pass
House rentals with a pool

Pretty-n-PINK Mid Century Modern *A Pink Paradise*

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

Hannah’s beachside resort Saltwater Heated Pool

Stunning views! Spot dolphins from the pool!

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Tranquil Bay: Waterfront Home w/ Heated Pool
Condo rentals with a pool

Updated Beachfront Condo at Madeira Norte Unit 307

COASTAL CHIC! Luxury Apartment with Oceanviews

Madeira Beach Condo - Walk to Beach & Shopping! :)

Sunset Nest: Two Bedroom Condo with Sunset Views

Sandy Shores #204 - John's Pass, Pool, Gulf front!

Waterfront-Dolphin Sightings-Walk to Beach-Pool

Sea La Vie- Studio by the bay!

Spectacular beach to bay views from this resort.
Other holiday rentals with a pool

Beach Condo at John's Pass

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

Luxury Pool House

Oceanfront Luxury paradise

Sunset Serenity, Beachfront Condo by Johns Pass

2 bedroom/2 bath Condo on beach - side ocean view

Ocean Sunset View, Steps to Beach

Madeira Beach Vacation Properties Condo
Quick stats about rentals with a pool near John's Pass

Total holiday rentals
Explore 750 holiday rentals in John's Pass

Nightly prices starting at
John's Pass holiday rentals start at $69 AUD per night before taxes and fees

Verified guest reviews
Over 18,810 verified reviews to help you choose

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

Pet-friendly accommodation
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wi-Fi availability
740 of John's Pass holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across John's Pass rentals

4.7 Average rating
John's Pass stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with a washing machine and dryer John's Pass
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