Condo vacation rentals in Bay Pines

4.89 out of 5 average rating, 219 reviews

A bright living room features a gray couch with colorful accent pillows, positioned next to a coffee table. Large sliding glass doors open to a view of the patio. A rug with intricate designs lies on the floor, complemented by a cozy accent chair.

Condo in Largo

Modern and Cozy Condo 6 Minutes from the Beach !

This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

4.96 out of 5 average rating, 185 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! 🌅 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. ✨ 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!

4.97 out of 5 average rating, 131 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

4.97 out of 5 average rating, 144 reviews

Waterfront view of marina heated pool | hottub

Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

4.83 out of 5 average rating, 250 reviews

A spacious living area is illuminated by natural light from large windows. Two sofas, one being a sleeper, are arranged around a circular glass table. The kitchen area features wooden cabinetry with a black countertop, while decorative wall frames provide a subtle touch.

Condo in St. Pete Beach

Amazing condo minutes to the beach*** heated pool

This beautiful and spacious condo near the beach is all you need for your perfect vacation! We are just a short 10- 12 minutes walk or 2 minutes drive to the closest beach and many restaurants and shops. Very close to the Caddy's on the beach ( 2 min drive), John Pass Village ( 6 min drive), drive to Downtown St Pete for night life and great restaurants. Egan park is very close and tennis courts are right across the street Heated Pool is available year around and open from dusk to down.

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.

4.95 out of 5 average rating, 264 reviews

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

Wake up to bay breezes in our fully updated 1-bed condo just a quick drive from the sand. Enjoy a sparkling heated pool, soothing hot tub, free parking & blazing-fast Wi-Fi. Inside you’ll find a full kitchen, king bed, 2 smart TV's & a large private balcony for sunset vibes. See dolphins while sipping morning coffee. A 6-min drive to renowned Madeira Beach. Laundry in the unit, and & a gym on site. Superhost service—fast replies & local tips. Book now for an unforgettable coastal escape!

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, 218 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

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, 277 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

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, 205 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, 210 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 spacious bedroom is equipped with a king-size bed, complemented by nightstands with lamps. A flat-screen smart TV is mounted on the wall. Artwork adorns the walls, and natural light filters through the windows, offering a view of the pool area from the ground floor.

4.94 out of 5 average rating, 117 reviews

By the POOL, Ground floor, King bed, NO PETS

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Walk-in distance to Publix grocery store and nearby restaurants. Location is central with short distance to nearby beaches, attractions and other nearby towns. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport and Disney World This location is loved by “snowbirds”

4.98 out of 5 average rating, 239 reviews

An open living area features a modern kitchen with white cabinetry and a large island with bar seating. A comfortable couch is positioned in front of an electric fireplace, accompanied by a coffee table displaying books and a decorative plant. A wall-mounted TV displays a vibrant underwater scene.

Condo in Seminole

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/rest

Popular amenities for Bay Pines condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A heated pool is surrounded by palm trees and lounge chairs, with a view of the sunset reflecting on the water. The area features a brick paved deck, creating a welcoming space for relaxation by the water.

4.75 out of 5 average rating, 63 reviews

Beautiful Sunset and Bay Views

A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.

5 out of 5 average rating, 49 reviews

Wonderful Condo at Avalon - Fully Renovated!

4.98 out of 5 average rating, 54 reviews

A sparkling heated salt-water pool is surrounded by lounge chairs and palm trees, creating a relaxing atmosphere. The area features a safety fence, and the clubhouse is visible in the background, enhancing the community's inviting design.

Condo in Seminole

Minutes from the Beautiful Sandy Beaches!

The image showcases a pool area overlooking a serene waterway, bordered by palm trees. Sunbeds are positioned around the pool, and lush greenery is visible in the foreground. A tranquil sky with scattered clouds enhances the view of the water, creating a peaceful atmosphere.

4.97 out of 5 average rating, 31 reviews

BOCA CIEGA Condominium - 107

Two light blue chairs are positioned on a private deck, providing a view of the calm waters of Boca Ciega Bay. Bright orange umbrellas offer shade, while a wooden dock extends towards the water in the background, framed by lush greenery and a clear blue sky.

4.93 out of 5 average rating, 75 reviews

WOW! What a view!

A scenic view of Boca Ciega Bay is presented, featuring a tranquil water surface reflecting a gradient of pink hues from the sunset. Silhouettes of palm trees frame the image, contributing to the serene coastal atmosphere.

4.96 out of 5 average rating, 53 reviews

Sky view of sunsets and Tampa Bay !!

Aerial view of a three-story condominium building surrounded by lush greenery and water. The pool area is visible, featuring lounge chairs and a curved water design. The expansive outdoor space shows palm trees and walkways leading to the waterfront.

4.97 out of 5 average rating, 68 reviews

Top floor condo by beach w hottub and pool

A comfortable bedroom features a spacious bed adorned with soft linens and decorative pillows. Elegant lighting fixtures on bedside tables provide warm illumination. LED lights line the ceiling, allowing for adjustable colors. A geometric area rug complements the decor, with window curtains partially drawn to filter natural light.

4.91 out of 5 average rating, 33 reviews

Elegant Waterfront Place for Two/Boca Ciega Resort

Pet-friendly condo rentals

4.88 out of 5 average rating, 144 reviews

The marina features a variety of boats docked in calm waters, with a warehouse structure visible in the background. The scene includes several sailboats and a large yacht, complemented by industrial surroundings, reflecting a serene nautical atmosphere.

Condo in Maximo

"The Merry Yacht" excellent location

A wooden walkway leads through a natural landscape, flanked by tropical vegetation and palm trees. The pathway extends toward the horizon, inviting visitors to the nearby ocean. Soft clouds fill the sky, enhancing the serene setting of Madeira Beach.

4.76 out of 5 average rating, 471 reviews

Beach Chill Inn #3 - Studio

A cozy living area features a teal sofa adorned with yellow and white cushions. A round coffee table sits atop a decorative rug. Natural light streams in through the large window, which is dressed in sheer white curtains, illuminating the space alongside a vibrant wall art piece.

4.92 out of 5 average rating, 66 reviews

Happy Clearwater Condo in The Avalon/King bed/gym

Condo in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 397 reviews

Amazing views on beachfront

A wide view of Boca Ciega Bay is presented, showcasing calm waters under a partly cloudy sky. Lush palm trees frame the foreground, while boats can be seen in the distance, contributing to the serene waterfront atmosphere.

4.9 out of 5 average rating, 62 reviews

Gulf Waterfront Studio! Near Madeira Beach

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, 52 reviews

Penthouse Condo on Water Steps to Beach+Johns Pass

Condo in Indian Rocks Beach

An inviting private deck area is shown, featuring a dining table with six chairs. The space is surrounded by lush greenery, providing a tranquil atmosphere. Large sliding glass doors lead into the interior living space, enhancing the connection between indoor and outdoor areas.

4.92 out of 5 average rating, 179 reviews

Beach Retreat I

A swimming pool features a unique, organic shape, surrounded by palm trees and lounge chairs. The pool's clear blue water reflects the sky and offers views of the Boca Ciega Bay in the background, separated by a safety fence.

4.97 out of 5 average rating, 35 reviews

Paradise Found ! Pet friendly

Condo rentals with a pool

4.94 out of 5 average rating, 77 reviews

Paradise Found! Pool, Bay Views, 5 Mins to Beach!

A scenic sunset is captured over calm waters, with warm orange and yellow hues reflecting on the surface. A small boat is visible on the horizon, adding a serene element to the tranquil evening scene.

4.94 out of 5 average rating, 79 reviews

Madeira Beach getaway; walk to the beach

The living area features light-colored leather seating arranged around a coffee table, with a television in the corner. Expansive glass doors open to a balcony, allowing views of palm trees and water. A neutral carpet enhances the spacious feel of the room.

4.91 out of 5 average rating, 70 reviews

2 bedroom condo with a pool on Boca Ciega Bay

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.

4.95 out of 5 average rating, 20 reviews

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

Condo in Redington Shores

4.91 out of 5 average rating, 22 reviews

Beachfront Condo. Gulf View Balcony. The Shores

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.

4.95 out of 5 average rating, 41 reviews

1br Condo with Pool and Palms View & Beach Access

An open living and dining area features light-colored furniture and a decorative area rug. A large flat-screen TV is mounted on the wall, while a dining table with four white chairs is positioned next to a well-lit kitchen. Ceiling fans enhance airflow throughout the space.

4.93 out of 5 average rating, 14 reviews

Ocean Breeze Madeira Beach; steps from the beach

A modern kitchen is presented, featuring white cabinetry and light countertops. Equipped with a stove, oven, refrigerator, and dishwasher, it offers essential appliances. Bright pendant lights hang above the island, enhancing the open layout that connects to the living area visible in the background.