Holiday rentals in Johns Pass

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Top-rated holiday rentals in Johns Pass

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Madeira Beach
4.97 out of 5 average rating, 36 reviews

Waterfront Retreat |Steps to Johns Pass+Beach+Pool

Discover paradise at our stunning 2bed/2bath, 6th floor waterfront condo in the newly built Madeira Bay Resort! Steps from the beach & overlooking a beautiful marina, you’re just 1 block from John’s Pass Village with shops, dining, bars, & water adventures all at your doorstep. Newly furnished & fully stocked for your comfort, this coastal retreat offers breathtaking sunrise views over the Intracoastal & expansive skyline. Come stay with us! Relax, explore, & soak up the best of Madeira Beach!

Guest favourite
A vibrant blue bungalow is surrounded by lush green palm trees and colorful plants. A well-maintained lawn features a stone pathway leading to the entrance, with a covered porch visible. The bright blue exterior creates a welcoming appearance against the clear blue sky.
Flat in Madeira Beach
4.92 out of 5 average rating, 106 reviews

#1 -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.

Guest favourite
Apartment in Madeira Beach
4.98 out of 5 average rating, 43 reviews

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

Spacious updated beachfront condo where you can enjoy spectacular Gulf Views and Sunsets from the comfort of your private balcony. Just a short walk across Gulf Blvd. to access the beautiful white sugary sands of Madeira beach. Plenty of room for the entire family, romantic weekend, friends reunion and more! This waterfront community has a heated pool, private marina, fitness center, recreational hall and private covered parking. John's Pass Village is a short 5 minute walk.

Guest favourite
The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.
Apartment in Treasure Island
4.86 out of 5 average rating, 591 reviews

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.

Top guest favourite
Flat in St. Petersburg
4.98 out of 5 average rating, 133 reviews

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Top guest favourite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Apartment in Madeira Beach
4.99 out of 5 average rating, 218 reviews

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.

Guest favourite
Home in St. Petersburg
5 out of 5 average rating, 13 reviews

Mid Mod Waterfront Home with Pool + Views

Vacation every day in this one-of-a-kind bayfront home—just 10 mins to world-class beaches! Enjoy breathtaking Boca Ciega Bay views, dolphins & manatees, and stunning sunsets from the saltwater infinity pool, hot tub, or multiple decks. Modern remodel blends history with style. 3BR/2BA main house, open kitchen, private master patio, kayaks, and al fresco dining. Perfect for relaxing, entertaining, and soaking in Florida’s beauty.

Superhost
Serviced apartment in Treasure Island
4.75 out of 5 average rating, 16 reviews

Beachfront Resort Suite With Heated Pool - TT56

Charming Pool-View Studio at Tropic Terrace – Suite #56 2nd Floor Suite | No Elevator Welcome to Suite #56 at the Tropic Terrace Condominium Resort — a peaceful, pool-facing studio just steps from the sugar-white sands of Treasure Island, Florida. With 265 square feet of cozy comfort and classic beachside charm, this studio is perfect for couples or solo travelers looking for a sunny getaway by the Gulf.

Superhost
Flat in Treasure Island
5 out of 5 average rating, 5 reviews

Treasure Island Getaway | 5 min walk to beach

Located one block from the Gulf shores and close to the boardwalk of John's Pass, which features waterfront restaurants, shops, live music, and attractions. This unit accommodates up to 4 guests and includes a kitchen, high-speed Wi-Fi, and televisions in every bedroom and the living room. Additional amenities include free parking, and a communal outdoor seating area.

Top guest favourite
Apartment in Madeira Beach
5 out of 5 average rating, 18 reviews

Stylish Stay At Ocean Sands

BREATHTAKING views of the Gulf of Mexico and beautiful beach from this posh 1BR/1.5BA condo located in the highly desirable Ocean Sands . The home is fully stocked with everything that you would need for a relaxing beach vacation (including beach chairs, umbrella, tent, toys, table and a convenient beach buggy to transport everything to the perfect spot).

Superhost
Apartment in Madeira Beach
4.65 out of 5 average rating, 68 reviews

Beachfront Sunset Views and Near Johns Pass Villag

Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from Johns Pass Village. Johns pass has premier waterfront attractions in Florida featuring fabulous restaurants, entertainment, a boardwalk, boat excursions & rentals, shopping galore, and activities for the entire family.

Guest favourite
A clear view of a turquoise pool is presented, surrounded by lounge chairs. Beyond the pool, the white sandy beach stretches out, dotted with blue umbrellas. The calm waters of the Gulf of Mexico can be seen in the background under a bright sky.
Apartment in Madeira Beach
4.91 out of 5 average rating, 115 reviews

Beach Front Gulf View at John’s Pass Medeira Beach

Remodeled gulf front condo on the top floor. Lots of beach and boating activities to enjoy. Swim in the pool or lounge under a tiki hut while enjoying the sunset. Grills are available. Explore the excitement of John’s Pass directly across the street with it’s wonderful shops, restaurants and entertainment.

Popular amenities for Johns Pass holiday rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Treasure Island
  6. Johns Pass