Condo vacation 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.

4.93 out of 5 average rating, 158 reviews

Waterfront-Dolphin Sightings-Walk to Beach-Pool

Welcome to Paradise! This charming, beautifully renovated, and impeccably clean waterfront 2BR/2BA second-floor condo is located in Pointe Capri on Treasure Island—just two blocks from the white sands beach! Spend your days relaxing by the shared resort-style heated pool, fishing right off the community dock, or enjoying waterfront dining on the patio. Please note: 1) owner has allergy so we cannot accommodate any cats or dogs. 2) this 2nd floor condo is only accessible via a flight of stairs.

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, 104 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.

4.97 out of 5 average rating, 152 reviews

Private waterfront balcony, 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

4.98 out of 5 average rating, 104 reviews

Beach Front Madeira Beach

PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

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, 285 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.

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.

4.97 out of 5 average rating, 207 reviews

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

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!

4.97 out of 5 average rating, 184 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🐶

Amazing value 2 bedroom 1 bath condo! 2 miles to Indian Shores beach. Nicely Updated gated condo with gym, tennis courts, large pool and pet friendly! High ceilings! We have everything that you need for a comfy perfect vacation! Beautiful condo featuring granite counters, tile floors, nice tennis court / green scape view! King master bed,queen guest bedroom & queen sofa couch. Our condo is stocked with everything for a NICE VACATION!

Condo in Indian Rocks Beach

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

4.97 out of 5 average rating, 157 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.

4.86 out of 5 average rating, 509 reviews

Waterfront condo on top floor @ Boca Ciega Resort

Great view of water. Especially beautiful sunsets! Top floor end unit for privacy. 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 the intercoastal or stay indoors and enjoy puzzles and games.

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.

4.76 out of 5 average rating, 70 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, 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!

5 out of 5 average rating, 27 reviews

Seaside Studio- POOL & Steps to the sand!

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, 74 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!!

4.97 out of 5 average rating, 87 reviews

Top floor condo, magnificent water views

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, 10 reviews

Coastal Haven | Heated Pool, 5-Min Beach Walk

Pet-friendly condo rentals

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, 110 reviews

Penthouse,intercoastal, 3/3 views/heated pool

4.78 out of 5 average rating, 23 reviews

A cozy living area features a blue sofa with yellow accent pillows and a glass coffee table. A nautical painting hangs above the sofa. To the right, a dining table accommodates multiple chairs, with a decorative bowl of lemons as a centerpiece. The wood flooring enhances the warm atmosphere.

Condo in Seminole

Madeira Beach! Beachway Seminole(slp6)

4.88 out of 5 average rating, 152 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

4.71 out of 5 average rating, 518 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, 110 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, 445 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.

4.92 out of 5 average rating, 71 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.

4.99 out of 5 average rating, 78 reviews

Penthouse Condo on Water Steps to Beach+Johns Pass

Condo rentals with a pool

Condo in Redington Shores

A bright living area features large windows offering sweeping ocean views. A sleek white sectional sofa sits atop a soft area rug, accompanied by a stylish coffee table set with glasses and a bottle. A flat-screen television is mounted above an electric fireplace, adding comfort to the space.

4.98 out of 5 average rating, 62 reviews

May 28-June 6 Avail! Beachfront 2/2 w/Jacuzzi & FP

An open-concept living space features a modern kitchen with stainless steel appliances and white cabinetry. A large island with seating for four is present. Natural light floods the area through expansive windows, showcasing water views and creating a bright atmosphere.

5 out of 5 average rating, 43 reviews

Luxury Penthouse Beach Condo

A spacious bedroom features high ceilings with a ceiling fan. A light wood bed frame is set against a soft, neutral wall, complemented by floral bedding. Natural light fills the room through large windows, and a green dresser pairs with a small chair in the corner.

4.87 out of 5 average rating, 55 reviews

Great Value in Clearwater/ St. Pete Region!

4.81 out of 5 average rating, 226 reviews

Condo in Redington Beach

Gulf view Condo with pool in Clearwater/St. Pete

4.98 out of 5 average rating, 113 reviews

A bright living room features large sliding glass doors revealing a scenic water view. Comfortable blue sofas are arranged around a coffee table, complemented by a TV console and accent chairs. Light-colored walls and ceiling fan contribute to the spacious feel of the area.

Condo in Indian Shores

Captain's Cove Waterside Condo 103 We are open!

4.97 out of 5 average rating, 37 reviews

A bright living space features a light blue wall adorned with crab artwork. A wooden dining table is surrounded by bench seating, while a cozy seating area includes a grey sofa and colorful area rug. Natural light fills the room through nearby windows.

Condo in Indian Shores

Direct Beach Access, Heated Pool, Restaurants!

Superhost

A balcony view features a metal flamingo sculpture and a scenic waterway lined with boats. Lush greenery and a manicured lawn are visible below, with buildings reflecting the blue sky in the background. The overall setting conveys a peaceful outdoor space.

4.84 out of 5 average rating, 64 reviews

311 Madeira Bay Condo w/ Pool & Bay Views

A clear view of a turquoise pool is presented, surrounded by lounge chairs. Beyond the pool, the white sandy beach stretches out, dotted with blue umbrellas. The calm waters of the Gulf of Mexico can be seen in the background under a bright sky.