Places to stay near John&#x27;s Pass

A direct view of the Gulf shoreline is visible from the balcony, showcasing a sandy beach with beach chairs and umbrellas. A private pool is located below, surrounded by a patio area with several lounge chairs, creating an inviting setting for relaxation.

4.9 out of 5 average rating, 101 reviews

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

Houseboat in Madeira Beach

A cozy living area features a gray sectional sofa adorned with cushions, complemented by a round wooden coffee table. Light filters through multiple windows, highlighting the soft blue and neutrals in the decor. A ceiling fan is overhead, and a potted plant adds a touch of greenery.

4.92 out of 5 average rating, 119 reviews

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**

4.85 out of 5 average rating, 150 reviews

The single-family beach cottage features a light yellow exterior with red accents and three prominent windows. Surrounding the home, palm trees and landscaping provide a lush atmosphere. A paved area holds several designated parking spaces in front of the cottage, with a stone picnic table nearby.

Cottage in Madeira Beach

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!

Guest suite in Treasure Island

A bright living area features large windows with wooden blinds, allowing natural light to illuminate the space. A comfortable seating arrangement is surrounded by indoor plants, while a dining table is positioned alongside a small television. Decorative touches enhance the inviting ambiance.

4.97 out of 5 average rating, 143 reviews

Shangri-La

Located on a Barrier Island beach community in a friendly, residential neighborhood. Guest suite is attached to the main house with it's own separate entrance and living space. Spacious bedroom with En suite bathroom. Kitchenette has sink, small fridge, microwave and air fryer. 5 minute walk to the white sandy beach. Beach chairs, towels and floats provided. Enjoy gorgeous sunsets. Everything is in walking distance. Many restaurants, Tiki bars with live entertainment, shops and grocery store.

Guest suite in St. Petersburg

A comfortable sleeping area features a queen bed dressed in a white and aqua patterned duvet. Two individual pillows rest at the head of the bed. A nightstand with a lamp and a decorative chair are positioned nearby, while light from windows partially covered by blinds illuminates the space.

4.98 out of 5 average rating, 1,003 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

4.99 out of 5 average rating, 136 reviews

Flat in St. Petersburg

Cozy Gem Near Madeira Beach With Private Patio

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-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.

Tiny home in St. Petersburg

A cozy sleeping area features a wooden bed with a light-colored comforter. Soft lighting is provided by pendant fixtures on either side. A shelf above the bed displays various plants, adding a touch of greenery to the earthy tones of the room.

4.88 out of 5 average rating, 128 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Welcome to our tiny but thoughtfully designed studio—small in size yet big on comfort, care, and cleanliness. Each space is lovingly maintained by my mother, ensuring an extra spotless stay. Perfect for solo travelers or couples, you’ll enjoy a cozy bed, efficient design, and unbeatable value. Step outside to our lush shared gazebo with seating, dining areas, BBQ, and outdoor kitchen appliances—a favorite gathering spot for guests. Superhost team of four always here to help. 🌴☀️🏖️

An aerial view showcases a vibrant coastal landscape, featuring a marina filled with boats. The sandy beach extends alongside the tranquil blue waters of the Gulf of Mexico, bordered by colorful buildings. The road leads to the beach, highlighting the proximity to waterfront activities.

4.97 out of 5 average rating, 162 reviews

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.

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.

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.

An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.

4.96 out of 5 average rating, 196 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Condo 🏖️ ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩‍💼 Service with Heart — Your comfort always comes first 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by.

A light-filled living area showcases large windows that offer views of the outside. A comfortable sofa is positioned next to a wooden coffee table. A dining table with four chairs sits nearby, accompanied by a lamp on a side table, enhancing the space's functionality.

4.89 out of 5 average rating, 178 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Pools are open and wifi works great! Completely Renovated and Beautiful!2 Bedroom 1 Bathroom Upstairs unit w/t Full Kitchen. This unit sleeps 6 people. Sorry No Pets Allowed. Each bedroom has a queen size bed and the sofa turns into a queen bed as well. Watch a Movie on the 70" TV in the Living Room or Play a Game on the PlayStation 4! Or Retreat to one of the 2 bedrooms each with a 55" TV. Full Kitchen includes Stove

4.95 out of 5 average rating, 151 reviews

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 holiday rentals near John's Pass

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with wifi

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.

4.91 out of 5 average rating, 111 reviews

Beach Front Gulf View at John’s Pass Medeira Beach

An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.

4.9 out of 5 average rating, 178 reviews

Waterside Studio in the heart of TI, walk to beach

Aerial view of a beachfront building located near Madeira Beach, showcasing proximity to the ocean and nearby establishments. The scene includes colorful structures along the coast, palm trees lining the street, and a clear blue sky reflecting sunlight over the water.

4.94 out of 5 average rating, 102 reviews

Beachfront building across from Johns Pass Village

Superhost

4.79 out of 5 average rating, 131 reviews

Perfect Ocean Sunset view Madeira Beach/Johns Pass

The aerial view displays a modern four-story condo building with a mix of orange and white façades. Balconies extend from each level, and a marina with boats is visible at the base, along with beach access in the background.

4.81 out of 5 average rating, 111 reviews

Steps to beach with Marina Sunsets – 3 -Bed condo

Apartment in St. Petersburg

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

4.98 out of 5 average rating, 282 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

4.99 out of 5 average rating, 209 reviews

Spectacular beach to bay views from this resort.

An aerial view captures the waterfront community, highlighting the proximity to the beach and nearby amenities. Serene blue waters of the canal intertwine with the residential buildings, while the expansive shoreline stretches in the background, offering a picturesque setting for relaxation and exploration.

4.98 out of 5 average rating, 149 reviews

Beach, dolphin/manatee sightings, fishing, sunsets

Family-friendly house rentals

4.99 out of 5 average rating, 152 reviews

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

Home in Seminole

Tootsie’s Beachside Retreat-New Heated Pool

5 out of 5 average rating, 132 reviews

The exterior of the duplex is showcased with a brick facade and a light blue roof. A small white door is centered under a decorative wall feature. Potted plants and a small bistro table with chairs sit on a grassy area, surrounded by trees.

Home in Gulfport

Peaceful Getaway Close to Amazing Beaches!

4.93 out of 5 average rating, 123 reviews

A cozy living area showcases a dark sectional couch complemented by a decorative wall featuring framed artwork. A round mirror reflects light, while a nearby table with a geometric lamp adds warm illumination. Soft textures are provided by the area rug beneath.

Home in Seminole

Suite w/ Private Entrance

4.93 out of 5 average rating, 122 reviews

A cozy sleeping area is characterized by a spacious bed layered with neutral-tone bedding and decorative pillows. Natural light enters through a window adorned with floral curtains. A round mirror is positioned above the headboard, reflecting the serene ambiance of the room.

Home in Seminole

Alextoria Retreat

4.91 out of 5 average rating, 412 reviews

A spacious outdoor entertainment area features a tropical saltwater pool surrounded by a screened enclosure. Colorful loungers in vibrant pink and green are positioned near the pool, complemented by a dining table. A shaded area offers comfort for relaxing in the sun.

Home in St. Petersburg

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

5 out of 5 average rating, 29 reviews

A serene waterfront view is captured at sunset, reflecting vibrant colors on the calm water. Boat docks line the banks, surrounded by lush greenery and palm trees. The peaceful atmosphere is enhanced by distant sailboats gently bobbing in the marina.

Home in Madeira Beach

Flamingo Flair & Waterfront Air — Pure Paradise!

4.95 out of 5 average rating, 132 reviews

A shaded outdoor space features two hanging egg chairs and a wooden coffee table, surrounded by a striped rug. A comfortable seating area with a love seat and additional chairs faces the pool, while large glass doors provide access to the interior.

Home in Largo

Palm Paradise - Family Amenities+Central Location

4.94 out of 5 average rating, 103 reviews

A spacious living area features a large TV mounted on a green accent wall, complemented by wooden flooring. Natural light enters through a window adorned with flowing curtains. A coffee table sits at the center, surrounded by comfortable seating and a decorative plant.

Home in St. Petersburg

Charming Of Sand and Sea Home

Apartment rentals with air conditioning

4.95 out of 5 average rating, 107 reviews

“Beach Walk Retreat • Free Parking

4.94 out of 5 average rating, 194 reviews

A vibrant living area showcases a rust-colored sofa adorned with teal and navy cushions. Above, a colorful abstract painting hangs against a soft pink wall. A glass coffee table with a decorative item and a small succulent adds charm, while a leafy plant enhances the corner.

Flat in South Pasadena

Stylish & Eclectic Modern 2/2 Apt - WeAreGrateful

4.97 out of 5 average rating, 135 reviews

A spacious living area is presented with a large flat-screen TV mounted on the wall. Comfortable leather sofas are arranged with accent pillows, complemented by a decorative area rug. A coffee table sits in the center, with the kitchen area visible in the background.

Flat in Treasure Island

Awesome 1BR - 6 min. walk to beach! Full Kitchen +

Superhost

A cozy sleeping area is presented with a plush bed covered in a light-colored bedspread. Nightstands with lamps frame the bed, providing soft lighting. A decorative painting and a floral art piece adorn the walls, enhancing the serene ambiance of the room.

Flat in St. Petersburg

4.76 out of 5 average rating, 266 reviews

NEW Luxury Apartment w/Bikes! Location Location!

4.86 out of 5 average rating, 118 reviews

Flat in Treasure Island

Complete Renovation-everything new! Amazing views

A vibrant orange bungalow is framed by tropical landscaping, including lush green plants and colorful flowers. A stone pathway leads to the entrance, guiding guests towards a welcoming atmosphere. The clear blue sky complements the lively exterior, enhancing the inviting appearance of the property.

4.94 out of 5 average rating, 116 reviews

#4 -Sea Turtle Bungalows @John's Pass 1B/1B

4.98 out of 5 average rating, 130 reviews

An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.

Flat in Treasure Island

Popular Beachside Studio w Relaxing Patio & Palms!

4.94 out of 5 average rating, 141 reviews

A modern bedroom features a spacious bed with neutral bedding and decorative pillows. Mirrored closet doors reflect the room's layout, which includes a bedside table with a lamp and a piece of abstract artwork on the wall, enhancing the clean and minimalist aesthetic.

Flat in St. Petersburg

Cozy Corner

Other great holiday rentals near John's Pass

A third-floor balcony is seen overlooking the beach and ocean, adorned with two blue chairs and a table. The clear blue sky complements the serene coastal view, while surrounding palm trees provide a tropical ambiance.

4.94 out of 5 average rating, 17 reviews

Updated Beachfront Condo at Madeira Norte Unit 307

4.83 out of 5 average rating, 29 reviews

MBR 1507- Relax at the Beach or have an Adventure!

A wide view of Madeira Beach showcases soft white sands meeting the turquoise waters of the Gulf. Sunbathers lounge on colorful beach chairs under a clear blue sky, while gentle waves lap at the shore's edge. Dunes with greenery are visible in the foreground.

4.92 out of 5 average rating, 49 reviews

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

5 out of 5 average rating, 25 reviews

Gulf View Penthouse | Steps to Beach + Johns Pass

Cottage in Treasure Island

The living room features modern teal leather seating, including a spacious sofa and two armchairs, arranged to encourage conversation. Natural light filters in through two windows, adorned with patterned curtains. A door with clear glass inserts leads outside, enhancing the room's openness.

4.99 out of 5 average rating, 231 reviews

Island Time Stay: Sunrise

A resort-style pool area is surrounded by lush palm trees, providing a tranquil setting. The outdoor heated pool and hot tub sit amidst lounge chairs arranged neatly around the space, with umbrellas offering shade. A paved area with vibrant blue and green elements enhances the inviting ambiance.

5 out of 5 average rating, 27 reviews

1br Condo with Beach Access & Pool and Palms View

A panoramic view of the beachfront condo captures the building's serene exterior, framed by palm trees and in proximity to the sandy beach. The azure waters of the Gulf of Mexico stretch out in the background, under a clear blue sky dotted with a few clouds.

4.97 out of 5 average rating, 59 reviews

Beachfront Bliss | King Bed | Heated Pool + Views!

A comfortable seating area features a woven hanging chair, positioned on a balcony overlooking the ocean. The view reveals a sandy beach and calm waters, extending to the horizon under a clear blue sky.