
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.

Penthouse Condo on Water Steps to Beach+Johns Pass
Escape to paradise at our gorgeous, 7th floor waterfront condo in the new Madeira Bay Resort in Madeira Beach. Perfectly located directly across the street from the beach, situated on a gorgeous waterfront marina, & just 1 block from John's Pass Village & Boardwalk, enjoy shopping, dining, bars, water sports, boat/bike rentals & more all in walking distance! Newly furnished & well-stocked w/all the comforts of home, enjoy stunning views of the sunrise, intracoastal waterways, & downtown skyline.

Bay & Blvd | Steps to Beach, Pool & John's Pass
Sun-soaked days & evening sunset skies, warm Gulf water & sugar-white sand right outside your door — welcome to Madeira Beach, one of America's most celebrated family beach destinations. This bright coastal condo puts you steps from the beach & a short walk to Johns Pass Village & Boardwalk. Heated pool, hot tub, fitness center, parking & beach gear all included — no hidden extras. Perfect for families, couples & friend groups. Just grab your sunscreen and go — we've got everything else covered!

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.

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**

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. The pool is currently closed due to a leak.

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
Steps from Madeira Beach! Enjoy this spacious 3-bedroom , 2-bath newer condo with beautiful marina views, a private balcony, and room for 6 ! 1 min walk to John’s Pass for dining, shopping, fishing, and entertainment. Includes free Wi-Fi, 3 Smart TVs, a full kitchen, washer/dryer in unit , and free parking for one car —everything you need for a relaxing Florida vacation! Watch the boats in the marina while having your morning coffee ! We look forward to hosting you !

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.

Rincón 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.

*Shore Thing* Walk to Beach | Intercoastal Views
Escape to pure coastal paradise at 🏖️ Shore Thing 🏖️ in Treasure Island! Footsteps from sugar-sand beaches and salt air, watch dolphins and manatees drift by before catching unmatched Gulf sunsets. Inside, enjoy elevated, modern design with an upscale kitchen, heated pool, and signature service focused on your peace of mind. Your dream beach escape starts here. ✨ Book your stay at 🏖️ Shore Thing 🏖️ today! 🐚
Popular amenities for rentals with a pool near John's Pass
House rentals with a pool

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

Tropical Disco | Pool & Fire Pit | St Pete Beach

Beautiful Tampa Bay Pool Home Near Gulf Beaches

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

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Villa Kailāsa-Pool, 6 min drive to the Beach!

Coastal Pool Retreat *5 Min to Madeira Beach Sand

Hibernate in our Bear Creek Home
Condo rentals with a pool

Poolside Cozy Corner-Steps to Madeira Beach

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Spectacular beach to bay views from this resort.

2/2 Newly remodeled Beach Front - Sunset Vistas

Private waterfront balcony, heated pool, hottub

Ocean View Perfect Oasis to Relax!

Beach Front at “The Shore”

Huge Private Balcony, Pool & Hot Tub. Sunsets!
Other holiday rentals with a pool

Beachfront Getaway with Resort-Style Pool

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

Condo - BeachFront - John’s Pass - Madeira Beach

Beachfront Retreat w/ Panoramic Views and Pool

2 QN Beds-Pet Friendly Studio/ Heated Pool Access

Villa Madeira 604 Luxury Gulf Beachfront Getaway

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

Wave + Stay | Beachfront | JOHN’S PASS | Pool+Spa
Quick stats about rentals with a pool near John's Pass

Total holiday rentals
Explore 770 holiday rentals in John's Pass

Nightly prices starting at
John's Pass holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 20,960 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
550 properties have a dedicated workspace

Wi-Fi availability
760 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
Destinations to explore
- Family-friendly rentals John's Pass
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- Rentals with pools Madeira Beach
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