Home rentals with a pool 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, 149 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 heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

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, 197 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. 🌊 Pool Dreams - Dive into bliss in the intercoastal heated pool

A comfortable living room features a dark leather sofa adorned with decorative pillows. A tropical-themed painting hangs above, depicting a beach scene. A wooden coffee table with a decorative leaf centerpiece complements the space, which is illuminated by a stylish lamp.

4.98 out of 5 average rating, 104 reviews

Pearl of the Sea, 1 BDRM, 2 min walk to the beach

Please note, the gym, jacuzzi, and hot tub are temporarily closed(hurricane damage) Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club, a private gated community, free parking, high-speed WI-FI, TV cable, Netflix, 2 outdoor heated swimming pools, and fishing piers. Please, book at least 7 days before your arrival

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, 102 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

4.96 out of 5 average rating, 276 reviews

A private balcony offers a serene view of the bay, framed by lush palm trees. A glass table and two chairs are positioned for easy enjoyment of the surroundings, while the sparkling water glimmers under a clear blue sky.

Condo in St. Petersburg

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping your coffee, or while enjoying a glass of wine in the evening! A 6-minute drive to Madeira Beach, and close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping within 7 minutes. Lots to do; close to fishing including deep sea, and jet skiing. 1 bedroom, sleeps 4; comfy pull-out.

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, 210 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.

4.85 out of 5 average rating, 151 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!

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

Beautiful , New 3 bedroom Condo - directly across from the Beach . Gorgeous marina views from 2 of the 3 bedrooms . Walk straight to sugar-white sands, enjoy dinner on the patio overlooking boats — perfect for couples, families, or groups. Located next to John's Pass Village (Restaurants and Shops) . The condo features 2 full bathrooms and a pull out sofa and can accommodate up to 8 guests. WIFI , 3 smart TV's in the Unit. Washer/ dryer Free parking for one vehicle onsite

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.

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, 103 reviews

Beachfront building across from Johns Pass Village

Beachfront building - head downstairs to enjoy the white sand beaches of Madeira Beach! Partial beach view from the large balcony. Updated 2-bedroom condo with contemporary furniture. Prepare your meals in the fully equipped kitchen or walk across the street to John's Pass Village & Boardwalk which offers restaurants, retail stores, ice cream shops, sunset cruises, jet ski rentals and more! The condo offers walkability and beach access downstairs.

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, 180 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

Popular amenities for rentals with a pool near John's Pass

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

4.88 out of 5 average rating, 152 reviews

Hibernate in our Bear Creek Home

4.99 out of 5 average rating, 155 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

4.97 out of 5 average rating, 158 reviews

Home in Pinellas Park

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

4.99 out of 5 average rating, 197 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

5 out of 5 average rating, 12 reviews

Mid Mod Waterfront Home with Pool + Views

A screened-in pool area features a uniquely shaped pool with clear blue water, inviting relaxation. Sunlight filters through the mesh covering, illuminating the surrounding patio. Lush greenery lines the background, enhancing the outdoor ambiance.

4.98 out of 5 average rating, 168 reviews

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

4.96 out of 5 average rating, 223 reviews

Surf’s UP! Pool, Cabana & Poolside bungalow!

4.96 out of 5 average rating, 134 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

Condo rentals with a pool

4.79 out of 5 average rating, 14 reviews

Chambre 103- Beachfront, Pool, Hot Tub,Johns Pass!

4.93 out of 5 average rating, 220 reviews

Condo in St. Pete Beach

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Superhost

4.79 out of 5 average rating, 133 reviews

Perfect Ocean Sunset view Madeira Beach/Johns Pass

A spacious outdoor area features a large, inviting pool surrounded by lounge chairs under the shade of umbrellas. A hot tub is positioned nearby, with lush palm trees providing a backdrop against a vibrant sunset sky.

4.96 out of 5 average rating, 45 reviews

1br Condo with Pool and Palms View & Beach Access

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.

4.99 out of 5 average rating, 70 reviews

Penthouse Condo on Water Steps to Beach+Johns Pass

A spacious balcony is visible, featuring white outdoor chairs. The view includes a clear blue sky, ocean waves, and the sandy beach. The surrounding area shows a neighborhood with several buildings and a street leading to the beach.

4.87 out of 5 average rating, 77 reviews

Ocean Sunset View, Steps to Beach

4.96 out of 5 average rating, 161 reviews

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Superhost

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.

Other holiday rentals with a pool

A serene waterfront view is captured, featuring a calm marina lined with boats. Clear blue skies reflect on the water's surface, while colorful buildings and lush greenery frame the scene. This picturesque setting offers a tranquil atmosphere for relaxation.

4.94 out of 5 average rating, 77 reviews

Madeira Beach Condo - Walk to Beach & Shopping! :)

A three-story house is set in a tropical landscape, featuring palm trees and neatly trimmed hedges. A paved driveway leads to a garage, where a parked car is visible. The house's architectural design includes arched windows and a tiled roof, contributing to a welcoming exterior.

4.97 out of 5 average rating, 29 reviews

Sunset studio

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

A private balcony overlooks the beach and Gulf of Mexico. Two red chairs are positioned for comfortable seating, while a railing provides safety and unobstructed views. The serene landscape features green grass leading to the sandy shore and the calm blue waters of the ocean.

4.93 out of 5 average rating, 59 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

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.

4.94 out of 5 average rating, 64 reviews

Oceanfront Luxury paradise

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, 60 reviews

Beachfront Bliss | King Bed | Heated Pool + Views!

Apartment in Treasure Island

5 out of 5 average rating, 9 reviews

Swim, Sun & Stay | Heated Waterfront Salt Pool

The beachfront balcony offers unobstructed views of the Gulf of Mexico, with bright blue skies overhead. Two comfortable chairs are positioned to allow for relaxing moments while enjoying the coastal scenery, including the sandy beach and swaying palm trees in the distance.