
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.

Waterside Studio in the heart of TI, walk to beach
Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

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.

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

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.

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!
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

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Beautiful Tampa Bay Pool Home Near Gulf Beaches

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

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Surf’s UP! Pool, Cabana & Poolside bungalow!

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
Condo rentals with a pool

Royal Orleans at Redington Beach ( Studio )

Beach Front Gulf View at John’s Pass Medeira Beach

Sea La Vie- Studio by the bay!

Spectacular beach to bay views from this resort.

Beach, dolphin/manatee sightings, fishing, sunsets

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

Experience the charm of Gulf Gardens. The Pelican.
Other holiday rentals with a pool

Waterfront Suite | Steps to Beach -Johns Pass-Pool

Updated Beachfront Condo at Madeira Norte Unit 307

Chambre 103- Beachfront, Pool, Hot Tub,Johns Pass!

Welcome to Gulf-Front Paradise!

Sunset studio

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

Complete Renovation-everything new! Amazing views

Beachfront Bliss | King Bed | Heated Pool + Views!
Quick stats about rentals with a pool near John's Pass

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

Nightly prices starting at
John's Pass holiday rentals start at $87 NZD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
510 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Condo rentals John's Pass
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