
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.

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 pool. Visit nearby great restaurants, John's Pass Boardwalk and live music.

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!

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.

🏝🏝Charming Bayfront Condo at Boca Ciega
This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

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.

Waterfront studio! Heated pool and 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!

Sunsets in Paradise from Balcony with Gulf Views
$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy coastal charm and modern comfort in this beautifully decorated 2BR/2BA Madeira Beach condo, just steps from the sand and a short stroll to John’s Pass! Relax by the pool with sun shelf or unwind on your private Gulf-view balcony. Features open living, full kitchen, Wi-Fi, and beach gear—towels, chairs, umbrella, and buggy included!

Beachfront Condo w/ Ocean View - Newly Renovated!
Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.
Popular amenities for rentals with a pool near John's Pass
House rentals with a pool

Tootsie’s Beachside Retreat-New Heated Pool

Hibernate in our Bear Creek Home

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Beach or Relax | Heated Pool home/Spa | Pets OK

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

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

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

Updated Beachfront Condo at Madeira Norte Unit 307

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Steps to beach with Marina Sunsets – 3 -Bed condo

Beach Front Madeira Beach

Royal Orleans at Redington Beach ( Studio 203 )

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

1br Condo with Pool and Palms View & Beach Access

Ocean Sunset View, Steps to Beach
Other holiday rentals with a pool

Welcome to Gulf-Front Paradise!

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

Sunset studio

Gulf View Penthouse | Steps to Beach + Johns Pass

Updated Beachfront Condo, Pool, walk to Johns Pass

Beachfront Bliss | King Bed | Heated Pool + Views!

Sunset Serenity, Beachfront Condo byJohns Pass

Ocean Breeze Madeira Beach; steps from the beach
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 £37 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
510 properties have a dedicated workspace

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

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

4.7 Average rating
John's Pass stays receive an average rating of 4.7 out of 5 from guests
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