
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.

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

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

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.

Penthouse • Pool • Walk to Madeira Beach • Sunsets
Breathtaking water views as far as the eye can see! You will take in colorful skies at Sunset with a view that reaches to downtown St. Pete. This top floor 2 bedroom 2 bath condo is beautifully decorated and equipped with everything you will need for your beach vacay. Beach access is directly across the street and you are a block from John's Pass Boardwalk. A heated pool with sun deck, hot tub, gym, covered parking space in the garage for 1 vehicle. Beach towels, chairs, umbrella and a buggy!

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.

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.

1Q Pet Friendly 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.

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf
☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!
Popular amenities for rentals with a pool near John's Pass
House rentals with a pool

Hibernate in our Bear Creek Home

The Palm House | Free Heated Pool!

Private Pool + Game Room | 12 min to Indian Rocks

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

Colorful Tropical POOL Oasis- 5 Minutes to Beach

Pool Home with 2 King Beds | Relaxing Getaways
Condo rentals with a pool

Waterside Studio in the heart of TI, walk to beach

Updated Beachfront Condo, Pool, walk to Johns Pass

Perfect Ocean Sunset view Madeira Beach/Johns Pass

Steps to beach with Marina Sunsets – 3 -Bed condo

Gulf Views - Walk to John's Pass Madeira Bay Condo

Beachfront Sunset Views and Near Johns Pass Villag

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Penthouse Condo on Water Steps to Beach+Johns Pass
Other holiday rentals with a pool

Heated Pool! Huge Walk In Shower! 5 min to beach!

Stunning Bay Views | Walkable Retreat

Slow M’Ocean Penthouse 727@251&8659

Sunset studio

Beachfront Resort Suite With Heated Pool - TT56

Pet Friendly Pool Oasis St Pete/Gulfport

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

Sunsets! Waterview Balcony, Hot Tub & Heated Pool
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 $71 AUD 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, 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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