Holiday rentals with outdoor seating near John&#x27;s Pass

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, 148 reviews

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.

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.

4.94 out of 5 average rating, 110 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**

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.

4.96 out of 5 average rating, 138 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.

The exterior of unit #9 is showcased, featuring a charming entrance with a porch area. Lush, green landscaping is present, along with a small fountain. Expansive windows allow natural light to enter, and seating is available on the porch. Beach access is visible across the street.

4.88 out of 5 average rating, 166 reviews

Experience the charm of Gulf Gardens. The Pelican.

Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, clean tropical old Florida feel that's hard to find anywhere in this sought after beach community. This property features lush landscaping and one of the largest, cleanest pools you'll find. Our visitors appreciate the attention to detail the owners put into making Gulf Gardens a special place they want to visit year after year. The white sands of Madeira Beach are calling.

4.93 out of 5 average rating, 127 reviews

A private outdoor deck is shown with a mix of seating areas. A cozy sectional sofa is paired with square coffee tables, surrounded by decorative chairs. A large umbrella provides shade, while a tree adds a natural element to the space, creating an inviting area for relaxation.

Guesthouse in Seminole

Beachy Bohemian Bungalow with all the perks!

This cozy spot sits in a quiet neighborhood that boasts access to the Pinellas Trail Bike rental close Full kitchen w/ extras Queen bed w/ built in drawers Shelves & clothing rack Smart TV Full bath w/ walk-in shower Ample outlets/ USB Private deck for sun & shade Beach chairs, towels etc for beach Convenient to a dozen parks, beaches, shopping & restaurants. 2 miles to Madeira Beach 3 m - Johns Pass 1.2 m - Seminole City Center 7.6 m - St. Pete/ Clearwater Airport NO SMOKING NO PETS

Tiny home in St. Petersburg

A cozy sleeping area is presented with a spacious bed, dressed in neutral linens. A light wood frame complements the soft color palette. Wall-mounted light fixtures provide gentle illumination, while a shelf adorned with plants adds a touch of greenery. A small stool is positioned beside the bed.

4.88 out of 5 average rating, 144 reviews

Charming Studio | Outdoor Kitchen | Free Parking

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Tiny home in St. Petersburg

A light-filled studio space features a comfortable bed along with a simple wooden table and chairs. A mounted TV is present on the wall, and a plant adds a touch of greenery. The flooring consists of neutral tiles, enhancing the spacious feel of the room.

4.91 out of 5 average rating, 164 reviews

King Bed Studio | Outdoor Kitchen | Free Parking

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.

4.87 out of 5 average rating, 122 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. 🌴☀️🏖️

A resort-style swimming pool is surrounded by a spacious patio featuring multiple lounge chairs. The building's exterior is light-colored, with large windows and an inviting entryway. Tropical plants are positioned around the pool area, contributing to a relaxing environment.

4.94 out of 5 average rating, 220 reviews

Where the Sun Meets the Water

This first-story 670 sq-ft, 1BR/1BA condo, is located just a couple of blocks from the white sands of the Treasure Island beaches. Stroll to John’s Pass to find ample local dining and shopping options. Guests have full access to the grounds including a resort-style pool, a shared fishing dock, and a waterfront patio equipped with gas grills, perfect for enjoying a meal and watching as dolphins and birds pass by. 2025. Come visit & stay a while! Operated by Summer Bloom Estates LLC

4.99 out of 5 average rating, 128 reviews

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 to the famous John's Pass Village and Boardwalk.

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, 216 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, 191 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Condo 🏖️ 🌅 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. ✨ 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

Popular amenities for outdoor seating rentals near John's Pass

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.98 out of 5 average rating, 128 reviews

A well-lit bedroom features a spacious bed adorned with decorative pillows and neatly folded towels. A cozy bench sits at the foot of the bed, while soft curtains frame the window, allowing natural light to brighten the room. Framed art adds a touch of elegance.

Home in Largo

Beautiful kid friendly renovated home near beaches

4.92 out of 5 average rating, 118 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

5 out of 5 average rating, 128 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!

4.97 out of 5 average rating, 112 reviews

Home in Madeira Beach

Boardwalk Bungalow - Johns Pass & beach steps away

4.93 out of 5 average rating, 117 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, 164 reviews

The living room features a comfortable leather sofa and a pair of yellow upholstered ottomans, arranged around a circular coffee table. Light streams through the two large windows, and a ceiling fan adds a cozy touch. A decorative rug enhances the hardwood floor.

Home in St. Petersburg

Stunning bungalow retreat in St. Pete!

4.9 out of 5 average rating, 130 reviews

An outdoor area features a putting green with blue flags, designed for practice, surrounded by artificial grass. Adjacent is a heated pool area, with clear water and a marked pool deck. A shaded section offers lounge furniture for relaxation.

Home in St. Petersburg

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

4.89 out of 5 average rating, 144 reviews

Home in St. Petersburg

NICE 1 BR/1 BA (+ 2BA W/D). 5 min DT, 10 beach!

Apartment rentals with outdoor seating

Apartment in Treasure Island

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.

4.97 out of 5 average rating, 132 reviews

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

A modern kitchen is showcased, featuring granite countertops and white cabinetry. New appliances are visible, including a stove and refrigerator. Two stools are placed at the counter. Soft blue walls and tile flooring enhance the overall appearance.

4.94 out of 5 average rating, 261 reviews

Madeira Beach and John's Pass #1

Apartment in Pinellas Park

A spacious bedroom features a queen-sized bed with a starfish pattern blanket, complemented by a bedside lamp. Direct views include an adjoining bathroom and a kitchen area, visible through open doorways. A wooden dresser and a fan are positioned beside the bed, enhancing the functionality of the space.

4.85 out of 5 average rating, 332 reviews

Ent Apt, cooking area, BR w/shower. 2 Day Min.

Superhost

A shaded outdoor seating area is arranged with two light-colored chairs, a central table, and two small side tables. Potted plants add greenery, while soft cushions provide comfort. The wooden deck features a cool aqua color, enhancing a relaxed vibe.

4.89 out of 5 average rating, 192 reviews

St.Pete Modern Retro Oasis

Apartment in Treasure Island

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.

4.98 out of 5 average rating, 125 reviews

Popular Beachside Studio w Relaxing Patio & Palms!

A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.

4.91 out of 5 average rating, 180 reviews

The Oasis

A modern kitchen is equipped with stainless steel appliances, including a refrigerator, oven, and microwave. White cabinetry provides storage, while a dark countertop complements the design. A Smart TV is mounted on the wall, and vibrant fruit is displayed on the counter, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 252 reviews

GULF VIEWS ACROSS THE STREET FROM BEACH ACCESS

4.89 out of 5 average rating, 334 reviews

Coconut Palm*hotel style suite*only 5miles 2beach

Condo rentals with outdoor seating

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.

4.91 out of 5 average rating, 171 reviews

Waterside Studio in the heart of TI, walk to beach

Superhost

The balcony area features a pair of sleek white chairs alongside a blue upholstered chair, offering a relaxing space to enjoy coastal views. Glass railings provide an unobstructed sightline to the sandy beach and the shimmering water under a clear blue sky.

4.88 out of 5 average rating, 115 reviews

New Beachfront Resort Condo in Paradise

4.91 out of 5 average rating, 176 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

An aerial view captures the coastline with sandy beaches meeting the gentle waves. The vibrant waterfront community features a mix of buildings and greenery, with beachgoers enjoying the open space. The location is highlighted by a marker indicating proximity to the water.

4.92 out of 5 average rating, 115 reviews

Waterfront Condo With Pool and Multiple Views!

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, 100 reviews

Beachfront building across from Johns Pass Village

4.85 out of 5 average rating, 186 reviews

A well-maintained courtyard features a central swimming pool surrounded by lounge chairs and shaded by palm trees. The two-story building wraps around the pool area, with balconies visible above and tropical landscaping enhancing the outdoor space.

Condo in Redington Beach

Royal Orleans at Redington Beach

A well-lit living area features a round dining table surrounded by four white chairs. A comfortable sofa and armchair are positioned near large windows, offering views of the outdoors. Light-colored walls and soft furnishings enhance the bright, airy ambiance.

4.9 out of 5 average rating, 123 reviews

2/2 Newly remodeled Beach Front - Sunset Vistas

4.98 out of 5 average rating, 279 reviews

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.

Condo in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Other holiday rentals with outdoor seating

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.

4.89 out of 5 average rating, 95 reviews

Welcome to Gulf-Front Paradise!

4.85 out of 5 average rating, 147 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

4.81 out of 5 average rating, 114 reviews

A cozy living area is highlighted by a sleek white media console and a mounted television. Natural light floods in through glass sliding doors, revealing views of the marina. A neutral-colored sofa is paired with a glass coffee table, enhancing the serene ambiance.

Cottage in Madeira Beach

Water Front Super Chic 2BD/ 1 bath - Cottage Wi-Fi

5 out of 5 average rating, 18 reviews

Gulf View Penthouse | Steps to Beach + Johns Pass

4.94 out of 5 average rating, 93 reviews

An expansive view of the shoreline showcases soft white sand leading to a serene, blue ocean. The coastline stretches into the distance under a clear sky, with beachgoers visible enjoying the area. Sparse greenery highlights the landscape, creating a natural and peaceful setting.

Home in Treasure Island

4 min. Walk to the Beach

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, 225 reviews

Island Time Stay: Sunrise

A spacious living area is furnished with a comfortable sofa and two armchairs, all in calming blue hues. Natural light floods the room through sliding glass doors that lead to a private balcony offering views of the beach. A flat-screen TV is positioned across from the seating area.