Condo holiday rentals in Bay Pines

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, 153 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.

A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.

4.85 out of 5 average rating, 101 reviews

Sunny St. Pete Getaway with Dolphins

Escape to this stunning waterfront luxury condo, perfectly situated just minutes from beaches, shops, and restaurants. Enjoy spectacular Bay views from your private large balcony, or unwind by the heated pool and spa overlooking the water. ✨ Resort-Style Amenities – Heated pool, spa, fitness center & outdoor dining area withBBQs ✨ Comfort – queen platform bed & firm mattress, bathtub/shower, fully equipped kitchen, new washer/dryer combo in-unit ✨ Dining – Doc Ford’s Rum Bar & Grill next door.

A cozy living area features a comfortable gray sofa and a blue accent chest. Large glass doors open to a balcony, showcasing water views. A ceiling fan provides a gentle breeze, while decorative elements like wall art and a rug add a touch of charm.

4.97 out of 5 average rating, 152 reviews

1BR waterfront condo! Gorgeous views, 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

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, 279 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 coffee, or while enjoying a glass of wine with the sunset! A 6-minute drive to Madeira Beach, close to all amenities, many restaurants nearby, incl. Doc Ford's next door, rated #1, shopping 7 mins. Lots to do; close to fishing including deep sea, jet skiing. 1 bedroom w/KING bed, comfy QUEEN pull-out; SLEEPS 4.

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, 284 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.

Superhost

The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.

4.86 out of 5 average rating, 607 reviews

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

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, 218 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.

4.98 out of 5 average rating, 260 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 FREE 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/restaurants and the Pinellas trail !

An aerial view captures the coastline with soft, sandy beaches meeting vibrant turquoise waters. Nearby, a boat glides through the water, while the shoreline is lined with a mix of buildings and natural landscapes against the backdrop of a colorful sunset.

4.83 out of 5 average rating, 102 reviews

Lovely-2 bedroom condo with 2 pools, Madeira beach

This centrally-located, friends and family friendly, condo on the water is a must stay! The most beautiful Gulf Coast beach sits right across the street. Beach access is a short walk from the gated Madeira Beach Yacht Club! Just 2 miles from the world famous Johns Pass full of shops, bars and dozens of different dining and late-night spots. This complex has 2 swimming pools, hot tub, gym, and is located on the intercoastal waterway. Your beach oasis awaits!

4.93 out of 5 average rating, 120 reviews

An aerial view presents a vibrant community with a central pool area surrounded by lounge chairs. Nearby, tennis courts and landscaped green spaces enhance the outdoor environment. The multiple buildings feature warm-colored exteriors with tiled roofs, creating a harmonious residential atmosphere.

Condo in Seminole

Two Bedroom Pool View Condo in Seminole

Fantastic pool view Two Bed/Two Bath condo in gated community centrally located in southern Pinellas county. Enjoy the pool or just lounge around! 40 minutes to Tampa Airport, 20 minutes from downtown St. Petersburg, 10 minutes to the beaches. Fully equipped kitchen and washer/dryer inside the condo for your use. Third floor condo (stairs only) with vaulted ceilings and no one above you.

An inviting balcony view overlooks a spacious pool area and the intercoastal waters, framed by palm trees. A light-filled living area features comfortable furnishings and a television, while the dining space and kitchen are visible, providing a warm atmosphere for relaxation and enjoyment.

4.86 out of 5 average rating, 322 reviews

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.

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, 226 reviews

Sea La Vie- Studio by the bay!

*Newly Designed* Keep it simple at this peaceful and centrally-located condo! Sea La Vie is located on the top (4th) floor with amazing views of the intercoastal waterway. Step out onto the balcony in the morning to sip coffee and watch the dolphins play and go back out at night with wine to watch a stunning sunset! This cozy studio is packed with everything you need to enjoy paradise!

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, 69 reviews

Beautiful Sunset and Bay Views

5 out of 5 average rating, 18 reviews

Waterfront Condo Patio Walk To Beach Treasure Isle

4.96 out of 5 average rating, 158 reviews

COASTAL CHIC! Luxury Apartment with Oceanviews

4.96 out of 5 average rating, 57 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!

A bright bedroom features a spacious bed with blue bedding and accent pillows. A wooden dresser is positioned against the wall, complemented by a lamp and decorative elements. A television is mounted above the dresser, while ambient light is provided by a ceiling fan.

4.99 out of 5 average rating, 73 reviews

Luxury Beach Condo - 3BR/3BA

A serene view over the calm waters of Boca Ciega is captured from the second-floor balcony. Marina boats are docked in the distance, while clouds drift across a bright blue sky. Outdoor seating is provided at a round table with a stone top.

5 out of 5 average rating, 29 reviews

peace & quiet & relax on Boca Ciega bay!!

4.96 out of 5 average rating, 85 reviews

Top floor condo, magnificent water views

4.98 out of 5 average rating, 150 reviews

A serene sunset is captured over the calm ocean, with vibrant orange and yellow hues reflecting on the water's surface. Silhouettes of palm fronds frame the view, while a faint outline of the shoreline can be seen in the foreground.

Condo in Indian Shores

The Seascape Premier Beachfront Cottage-Gulf View

Pet-friendly condo rentals

Superhost

Condo in Redington Shores

4.8 out of 5 average rating, 368 reviews

Beachside Mini-Condo on Redington Beach!

A spacious open-concept living area includes a sleek kitchen with modern appliances and ample counter space. A dining table with six chairs and a pool table provide options for entertainment. Bright overhead lights create a welcoming atmosphere, with light-colored cabinets complementing the room.

4.94 out of 5 average rating, 109 reviews

Penthouse,intercoastal, 3/3 views/heated pool

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.

4.87 out of 5 average rating, 151 reviews

"The Merry Yacht" excellent location

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.

4.9 out of 5 average rating, 185 reviews

Waterside Studio in the heart of TI, walk to beach

4.71 out of 5 average rating, 517 reviews

A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.

Condo in Belleair Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

4.81 out of 5 average rating, 108 reviews

Two wicker chairs with cushions are positioned around a small table on a balcony overlooking the beach. The expansive view reveals the Gulf of Mexico and a clear sky with scattered clouds. Beachgoers can be seen in the distance enjoying the shoreline.

Condo in Indian Shores

Casa de B.O.B ... Best on Beach

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, 443 reviews

Amazing views on beachfront

Superhost

A pool area showcases a heated spa adjacent to a larger swimming pool, both surrounded by palm trees and lush greenery. Lounge chairs are arranged on the patio, inviting relaxation. The bright blue sky and gentle sunlight enhance the serene atmosphere.

Condo in Indian Shores

4.74 out of 5 average rating, 184 reviews

3 bedroom w Semiprivate Beach Access

Condo rentals with a pool

A light and airy living area features large windows with sheer curtains, allowing natural light to fill the space. A white sofa and armchair are complemented by decorative pillows, while a glass coffee table sits atop a wood-look floor. Two patterned poufs add a touch of style.

5 out of 5 average rating, 9 reviews

Coastal Haven | Heated Pool, 5-Min Beach Walk

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, 77 reviews

Penthouse Condo on Water Steps to Beach+Johns Pass

A light-filled living area features a neutral couch adorned with patterned throw pillows. A wooden artwork depicting sailboats hangs above the couch. A dining space with a built-in bench and light fixtures can be seen in the background, creating a welcoming environment.

4.97 out of 5 average rating, 29 reviews

Ideal beach getaway condo!

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.

4.91 out of 5 average rating, 69 reviews

Gulf Waterfront Studio! Near Madeira Beach

A serene sunset casts a warm orange glow over the calm waters of the Gulf. The sandy beach in the foreground invites relaxation, while gentle waves reflect the fading light of the day. A sense of tranquility envelops the scene.

4.88 out of 5 average rating, 24 reviews

Madeira Beach Florida Gulf Gardens Condo #22

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.

5 out of 5 average rating, 32 reviews

Newly Renovated Condo with Pool

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, 36 reviews

Paradise Found ! Pet friendly

An aerial view presents the vibrant shoreline alongside the calm teal waters, with a bustling marina and various buildings. The coastline is lined with sandy beaches and residential structures, while ample parking areas and local businesses are visible in the foreground.