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

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.

4.92 out of 5 average rating, 166 reviews

Waterside Studio in the heart of TI, walk to beach

Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

4.96 out of 5 average rating, 188 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩‍💼 Service with Heart - Your comfort is my priority!

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.

4.99 out of 5 average rating, 142 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.

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, 204 reviews

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.

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.

4.93 out of 5 average rating, 107 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, 144 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!

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, 219 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

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.

4.98 out of 5 average rating, 156 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.

4.99 out of 5 average rating, 123 reviews

Cozy Gem Near Madeira Beach

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, 214 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.

A charming two-story bungalow surrounded by lush greenery and outdoor seating. The entrance features a set of steps leading to a wooden porch, framed by large windows that invite natural light. The yard includes various plants, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 393 reviews

Historic Kenwood Getaway

Fun facts: In 2020, Historic Kenwood was named 'NEIGHBORHOOD of the YEAR as well as a DESIGNATED ARTIST's ENCLAVE. Our quadrant campaigned to limit new homes that were out of step with the Bungalow style and maintain the personality of Historic Kenwood. It was passed. Suitable for 2 adults (No infants or children) Walking distance to Central Ave. & Grand Central District. The area is filled with restaurants, bars, craft breweries, and shopping.

A balcony is visible with two white chairs positioned around a small table. The ocean can be seen in the distance, framed by palm trees and a partly cloudy sky, casting gentle shadows across the tiled floor.

4.88 out of 5 average rating, 200 reviews

Sunsets in Paradise from Balcony with Gulf Views

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy coastal charm and modern comfort in this beautifully decorated 2BR/2BA Madeira Beach condo, just steps from the sand and a short stroll to John’s Pass! Relax by the pool with sun shelf or unwind on your private Gulf-view balcony. Features open living, full kitchen, Wi-Fi, and beach gear—towels, chairs, umbrella, and buggy included!

Popular amenities for outdoor seating rentals near John's Pass

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

5 out of 5 average rating, 126 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, 110 reviews

A spiral staircase with a black railing leads to an upper level. A seating area is furnished with a gray couch and a wooden coffee table. Blue bar stools are positioned at a modern kitchen island, and light-colored cabinetry is visible in the background.

Home in Madeira Beach

Boardwalk Bungalow - Johns Pass & beach steps away

4.92 out of 5 average rating, 117 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

4.94 out of 5 average rating, 110 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

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.

4.91 out of 5 average rating, 159 reviews

Stunning bungalow retreat in St. Pete!

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.

4.91 out of 5 average rating, 404 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

4.89 out of 5 average rating, 140 reviews

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

An open living room features a comfortable couch across from a wall-mounted smart TV. Bright walls enhance the space, with tropical-themed accents and a ceiling fan above. A spacious bedroom displays a queen bed with fresh linens, a mirrored closet, and large windows allowing natural light.

4.97 out of 5 average rating, 190 reviews

Central location - mins to Downtown and Beaches

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, 129 reviews

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

4.95 out of 5 average rating, 100 reviews

Apartment in Largo

Hidden Oasis #3, *construction discount!*

A bright bedroom features a seaside theme with a quilt displaying starfish and seashells. A rattan headboard frames the spacious bed, complemented by two nightstands with lamps. A ceiling fan adds to the comfort, while light beige walls enhance the airy ambiance.

4.97 out of 5 average rating, 201 reviews

Apartment in St. Petersburg

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.

4.77 out of 5 average rating, 258 reviews

NEW Luxury Apartment w/Bikes! Location Location!

A wooden deck is surrounded by lush greenery and colorful plants. A shaded gazebo is present, featuring comfortable seating and potted plants. The area exudes a tranquil atmosphere, inviting guests to enjoy the outdoor space among the vibrant foliage.

5 out of 5 average rating, 509 reviews

St Petersburg Garden Studio

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, 330 reviews

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

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.

4.93 out of 5 average rating, 183 reviews

St.Pete Modern Retro Oasis

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.

4.94 out of 5 average rating, 131 reviews

Cozy Corner

Condo rentals with outdoor seating

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, 175 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!

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, 99 reviews

Beachfront building across from Johns Pass Village

4.97 out of 5 average rating, 175 reviews

An open concept living area features a dining table set for four, surrounded by stylish chairs. The well-equipped kitchen, highlighted by modern appliances and a granite countertop, is visible in the background, alongside a cozy seating area with an electric fireplace and TV.

Condo in Seminole

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶

4.99 out of 5 average rating, 103 reviews

Beach Front Madeira Beach

4.98 out of 5 average rating, 278 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

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, 122 reviews

2/2 Newly remodeled Beach Front - Sunset Vistas

A comfortable living area features a round dining table set for four, surrounded by modern chairs. Two seating areas include plush armchairs and a sofa, complemented by a tropical plant. Large windows offer natural light and views of the outdoor scenery.

4.98 out of 5 average rating, 56 reviews

Penthouse Condo on Water Steps to Beach+Johns Pass

Other vacation 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, 92 reviews

Welcome to Gulf-Front Paradise!

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.

4.91 out of 5 average rating, 47 reviews

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

5 out of 5 average rating, 6 reviews

Chambre 102- Pool, Hot Tub, Walk to John's Pass!

4.93 out of 5 average rating, 100 reviews

An outdoor patio area features a tiled surface surrounded by greenery and a wooden fence. A round table with chairs is positioned next to a gas grill, while a large tree provides shade. Potted plants add a touch of nature to the space.

Tiny home in Gulfport

Avocado Casita 10 mins to Beaches

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.

4.93 out of 5 average rating, 56 reviews

Oceanfront Luxury paradise

Superhost

A spacious sleeping area features a large bed with white linens and a textured blue throw. Natural light filters through two windows adorned with light curtains. Decorative elements, including a small vase, add a subtle touch to the room's design.

Guest suite in St. Petersburg

4.82 out of 5 average rating, 370 reviews

Cozy St Pete Suite near beaches

A private balcony offers a serene view of the ocean, featuring a table and chairs for relaxation. The sunrise casts a warm light across the scene, highlighting the tranquil waters and surrounding greenery.

4.96 out of 5 average rating, 26 reviews

Beachfront Condo: Walk to Johns Pass & Sunset View

An aerial view captures the vibrant coastal area featuring the shimmering blue waters of the Gulf of Mexico. A bridge connects the marina to the nearby shoreline, where boats are moored. Lush greenery and residential buildings are visible along the waterfront, creating a scenic coastal landscape.