
Home rentals with a pool near John's Pass
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near John's Pass
Guests agree: these stays are highly rated for location, cleanliness, and more.

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**

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!

Where the Sun Meets the Water
This first-story 670 sq-ft, 1BR/1BA condo, is located just a couple of blocks from the white sands of the Treasure Island beaches. Stroll to John’s Pass to find ample local dining and shopping options. Guests have full access to the grounds including a resort-style pool, a shared fishing dock, and a waterfront patio equipped with gas grills, perfect for enjoying a meal and watching as dolphins and birds pass by. 2025. Come visit & stay a while! Operated by Summer Bloom Estates LLC

Waterfront Condo - Dolphin sightings-Walk to beach
Welcome to Paradise! Charming, beautifully renovated, clean, waterfront second story 2BR/2BA condo located in Pointe Capri on Treasure Island and just a couple of blocks from the white sands of the Treasure Island beaches! Take a dip in the shared resort-style pool, fish right off the shared dock, or enjoy waterfront dining on the patio. Please note: 1) owner has allergy so we cannot accommodate any cats or dogs. 2) this 2nd floor condo is only accessible via one flight of stairs.

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.

Stylish Madeira Beach Resort Gulf View John's Pass
$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy beachside bliss in this stylish 2BR/2BA Madeira Beach condo—just steps from the sand (across the street) and a short walk to John’s Pass! Relax on your private balcony with Gulf views or soak up the sun at the pool. Includes full resort access, Wi-Fi, parking, and beach gear—towels, chairs, umbrella, and buggy. Elevator to the 4th floor for easy access to your coastal getaway!

1Q Pet Friendly Island Studio / Heated Pool Access
*Must be 21(Unit is across the street from the beach. There is not a beach view from this unit. Resort Amenities are just across the street.). *1 Pet Max $50.00 Clean Simple Unit Nothing Fancy . Stainless Full size refrigerator , TV, Microwave, Coffee Maker, Iron and Board & Hair Dryer Just steps from the beach with access to resort Amenities including heated pool, hot tub and lagoon pool.Coin operated Washer/ Dryer and Outdoor Grilling Area available. Unit is ground floor.

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.

Snowbird paradise! Waterfront, pool, hottub
Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

~Shore Thing~ Coastal Exquisite Waterfront Condo
🏖️ Shore Thing Condo 🏖️ 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩💼 Service with Heart — Your comfort always comes first
Popular amenities for rentals with a pool near John's Pass
House rentals with a pool

Hibernate in our Bear Creek Home

Tootsie’s Beachside Retreat-New Heated Pool

Modern Coastal Retreat

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Pool•Hot Tub•Free EV Charger•5 Mins to Beaches

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

The Blue Fin, 3 Bed/ Heated Pool/ XBOX
Condo rentals with a pool

Beach Front Gulf View at John’s Pass Medeira Beach

2/2 Newly remodeled Beach Front - Sunset Vistas

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Royal Orleans and Redington Beach ( Studio 203 )

King Oceanfront Suite • Kitchenette & Balcony

Beach, dolphin/manatee sightings, fishing, sunsets

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
Other vacation rentals with a pool

Updated Beachfront Condo at Madeira Norte Unit 307

Treasure Island Gem | Waterfront Heated Pool, Dock

Welcome to Gulf-Front Paradise!

Complete Renovation-everything new! Amazing views

Updated Beachfront Condo, Pool, walk to Johns Pass

Beachfront Bliss | King Bed | Heated Pool + Views!

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

Oceanfront Luxury paradise
Quick stats about rentals with a pool near John's Pass

Total vacation rentals
Explore 680 vacation rentals in John's Pass

Nightly prices starting at
John's Pass vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 17,910 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wi-Fi availability
680 of John's Pass vacation 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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