
Family-friendly holiday rentals in Johns Pass
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Top-rated family-friendly rentals in Johns Pass
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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

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!

#3-Sea Turtle Bungalows@John's Pass 1B/1B
Our cozy Bungalow is for 2 to 4 ppl, and provides you with everything you need to enjoy your visit. In the bedroom is a King size bed and a spa styled bathroom. The living space has a sofa that converts into a queen size bed and a 55” Smart HDTV. The kitchen is fully equipped with new SS appliances, a Keriug coffee maker and comp. coffee. This unit has a personal patio for relaxing and is located in the heart of John’s Pass, steps from the boardwalk/village and a short walk to the beach.

STEPS TO THE BEACH FROM, 'COZY BEACH COTTAGE
Please remove your shoes and put on your flip flops because it is just a walk to the beach from "The Cozy Beach Cottage". Nestled in between the Intracoastal Waterway and Gulf Boulevard, beautiful white sand beach of Treasure Island are across the street. Enjoy the docile blue green waters of the Gulf. Fishing is steps away. Spend relaxing meditative moments with the one you love. Newly renovated, with fully equipped granite top kitchen, custom travertine shower. $150.00 PET FEE

Boardwalk Bungalow - Johns Pass & beach steps away
LOCATION LOCATION LOCATION!! Boardwalk Bungalow is located right at the end of Johns Pass Boardwalk! With easy beach access from just under the Pass bridge, and no need to even cross Gulf Blvd. This 3-story duplex has 2 units, and this unit features 2 bedrooms, 1.5 bathrooms! The kitchen has grey solid wood cabinets, quartz countertops, and stainless appliances (NO DISHWASHER.) Updated bathrooms with chic tile selections & a small balcony with a peek at the Pass water views!

2 bedroom guesthouse in hip Grand Central District
Walkable to the beating heart of the artsy Grand Central and Edge district of St. Pete. Newly built (2022) garage apartment with two bedrooms, one-bathroom, full-sized kitchen with brand new appliances. The bedrooms have all the comforts of a hotel with a personality that matches the vibrancy of the Grand Central community. This space is perfect for travelers looking for a local vibe. Stay in the sunshine inspired apartment and soak up all St. Pete has to offer.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

Beach House | Sunset Decks | Walk to Beach & Pass
Discover your beach getaway just across the road from soft white sand and the emerald Gulf waters. • 3 levels of sunset-view decks with outdoor dining • Ping pong, cornhole, beach gear, and board games • All 3 bedrooms feature private en suite bathrooms • Steps to the beach and a 15-minute walk to John's Pass Village boardwalk dining, entertainment, shopping, and boat tours Relax in comfort in a thoughtfully designed and fully stocked home away from home.

Couples retreat•5 Min Walk Beach. Endless Sunsets
Fall in love with Flipper’s at Mad Beach, a private, newly renovated coastal oasis designed for romantic getaways. Located just a few steps from the sugary sands of Madeira Beach, this intimate retreat offers the perfect blend of modern luxury and relaxed beach vibes. It is the ultimate hidden gem for couples seeking a peaceful, private, and memorable vacation by the ocean.

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 Johns Pass family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy AF Tiny-House Oasis

The Jungalow SOHO - Pool/Hot Tub

Beachfront Delight. Balcony View of Mad Beach.

Sunset Nest: Two Bedroom Condo with Sunset Views

Rincón Divino MB 2 Balconies, Ocean & Marina Views

Beachfront balcony view heated pool hot tub

Breathtaking Waterview & Pool View Condo

1Q Pet Friendly Studio / Heated Pool Access
Family- and pet-friendly home rentals

Hibernate in our Bear Creek Home

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

Beach-steps away! Waterfront Pool View!5

FLASH SALE! Fiesta Siesta |Sleeps 4 <1mi to beach

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Waterside Studio in the heart of TI, walk to beach

Luxury Beach Bungalow | Walk to Dining & Sunset

Coastal Pool Retreat *5 Min to Madeira Beach Sand
Family-friendly home rentals with a pool

Updated Beachfront Condo at Madeira Norte Unit 307

Seaside Studio- POOL & Steps to the sand!

Gulf View Penthouse | Steps to Beach + Johns Pass

GulfPort Paradise, Bali-like Oasis with Pool

Beach Front at “The Shore”

Spectacular beach to bay views from this resort.

Beachfront Getaway with Resort-Style Pool

King Oceanfront Suite • Kitchenette & Balcony
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