
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!

Coastal Retreat Madeira Beach/John’s Pass Pool
$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Step into coastal style at this Madeira Beach condo with Gulf views. Designed with a beach-inspired theme, this retreat offers a breezy open layout, fully equipped kitchen, and balcony perfect for soaking in sunsets. With resort-style amenities on site and dining, shopping, and entertainment nearby, it’s an ideal escape that blends a laid-back coastal vibe with the convenience of a prime location.

Experience the charm of Gulf Gardens. The Pelican.
Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, clean tropical old Florida feel that's hard to find anywhere in this sought after beach community. This property features lush landscaping and one of the largest, cleanest pools you'll find. Our visitors appreciate the attention to detail the owners put into making Gulf Gardens a special place they want to visit year after year. The white sands of Madeira Beach are calling.

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

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

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.

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.

~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

Waterfront condo on top floor @ Boca Ciega Resort
Great view of water. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking the intercoastal or stay indoors and enjoy puzzles and games.

COASTAL CHIC! Luxury Apartment with Oceanviews
Welcome to our Gulf View Condo SEASIDE #1604 at the "Madeira Bay Resort" - just steps from the beautiful white-sanded Beach and famous John's Pass! Built in 2020, you will enjoy brand new amenities, luxurious furnishings, memory foam beds, an electric fireplace, a gourmet kitchen and all beach essentials, so you only have to pack your flip flops and come on over!
Popular amenities for rentals with a pool near John's Pass
House rentals with a pool

Tootsie’s Beachside Retreat-New Heated Pool

Cozy Stylish Home w/ Heated Pool & Big Parking

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

St Pete Retreat - Heated Salt water pool

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Pet-friendly Beach Home with Heated Pool & Spa

Modern Executive Home - Game Room - Htd. Pool

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!
Apartment rentals with a pool

Waterfront Condo - Dolphin sightings-Walk to beach

Royal Orleans and Redington Beach ( Studio )

Beachfront building across from Johns Pass Village

Stunning Madeira Beach/Johns Pass Condo, Oceanview

New 3 bedroom Condo Across from the Beach

2/2 Newly remodeled Beach Front - Sunset Vistas

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
Other holiday rentals with a pool

Updated Beachfront Condo at Madeira Norte Unit 307

Welcome to Gulf-Front Paradise!

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

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

Gulf View Penthouse | Steps to Beach + Johns Pass

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!
Quick stats about rentals with a pool near John's Pass

Total holiday rentals
Explore 670 holiday rentals in John's Pass

Nightly prices starting at
John's Pass holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 16,930 verified reviews to help you choose

Family-friendly holiday rentals
500 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wifi availability
670 of John's Pass holiday rentals include wifi access

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

4.6 Average rating
John's Pass stays receive an average rating of 4.6 out of 5 from guests
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