Home rentals with a pool near John&#x27;s Pass

4.9 out of 5 average rating, 178 reviews

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.

Condo in Treasure Island

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!

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.

4.96 out of 5 average rating, 274 reviews

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.

4.99 out of 5 average rating, 209 reviews

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.

Condo in Treasure Island

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.

4.94 out of 5 average rating, 116 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!

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.

A serene waterfront view is offered from the balcony, featuring a round table with two chairs. Palm trees frame the view, while calm waters reflect the clear sky, creating a peaceful outdoor space perfect for relaxation.

4.81 out of 5 average rating, 215 reviews

🏝🏝Charming Bayfront Condo at Boca Ciega

This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

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.

A balcony with a railing overlooks a marina filled with boats, offering views of the calm water and surrounding greenery. Two chairs are positioned invitingly, providing a space to relax and enjoy the scenery.

4.85 out of 5 average rating, 203 reviews

Live it Up @Madeira Bay Beach Pool & Marina View

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy an amazing waterfront stay at Madeira Bay! This 4th-floor 2BR/2BA condo offers stunning Intracoastal views and the beach is just across the street. Relax in open living with a full kitchen and balcony views. Resort amenities include a heated pool, hot tub, and gym. Wi-Fi, parking for 1 vehicle, and beach gear—towels, chairs, umbrella, and buggy—all included!

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, 101 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.

Apartment in St. Petersburg

4.94 out of 5 average rating, 121 reviews

Waterfront studio! Heated pool and hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

4.96 out of 5 average rating, 196 reviews

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.

Condo in Treasure Island

~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.

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

Kitchen

Wi-Fi

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, 150 reviews

Hibernate in our Bear Creek Home

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, 195 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

4.91 out of 5 average rating, 119 reviews

An inviting outdoor space features a heated saltwater pool framed by paved stones. Two lounge chairs are positioned nearby on a grassy area, alongside a modern seating arrangement. Lush green plants in white planters enhance the environment, and wooden fencing provides privacy.

Home in Clearwater

Beach or Relax | Heated Pool home/Spa | Pets OK

4.97 out of 5 average rating, 243 reviews

Home in Clearwater Beach

Waterfront Townhome w/Game Room & Boat Slip! Walk

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.

4.89 out of 5 average rating, 133 reviews

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

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, 411 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

A serene backyard features a rectangular pool surrounded by a spacious patio, dotted with palm trees. Two lounge chairs are positioned near the pool, complemented by a colorful umbrella. A screened-in lanai is visible in the background, enhancing outdoor relaxation.

4.96 out of 5 average rating, 105 reviews

Pool Home with 2 King Beds | Relaxing Getaways

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

Condo rentals with a pool

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

4.79 out of 5 average rating, 14 reviews

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

4.86 out of 5 average rating, 353 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans at Redington Beach ( Studio )

A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.

4.94 out of 5 average rating, 225 reviews

Sea La Vie- Studio by the bay!

4.93 out of 5 average rating, 219 reviews

Condo in St. Pete Beach

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

A modern living area features a circular dining table set for four, complemented by plush armchairs and a sofa. Large windows allow natural light to fill the room, adorned with light-colored curtains. A television is mounted on one wall, alongside decorative elements including a palm plant.

4.99 out of 5 average rating, 70 reviews

Steps to Johns Pass+Beach | Water View | Htd. Pool

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

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

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 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, 100 reviews

Welcome to Gulf-Front Paradise!

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.

4.96 out of 5 average rating, 28 reviews

Sunset studio

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, 173 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

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 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 scenic view captures the sparkling pool below, surrounded by sun loungers and palm trees, with the beach and Gulf waters visible in the background. The clear blue sky complements the inviting atmosphere of this beachfront setting.

4.83 out of 5 average rating, 30 reviews

Beachfront Condo. Best Location in Madeira Beach.

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.