Condo vacation rentals in South Pasadena

4.9 out of 5 average rating, 182 reviews

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!

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.

4.96 out of 5 average rating, 161 reviews

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

4.8 out of 5 average rating, 223 reviews

Beautiful Condo minutes from the beach/heated pool

Beautiful and spacious newly updated and newly furnished one bedroom condo with large private patio located 10 minutes walk or 1 min drive to the closest beach. There are many restaurants, bars and shops in a close proximity. The living room has two sofa beds, full kitchen, dinning table- seats four, cable TV and WIFI. Bedroom has queen size bed and small cable TV. There are beach chairs, umbrella, cooler and beach towels for you to use. Private patio has garden table w 4 chairs and umbrella

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, 276 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.

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, 211 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.

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

waterfront condo! Dolphins in the bay

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

Condo in Pass-a-Grille Beach

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

5 out of 5 average rating, 165 reviews

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

A balcony presents a view of the sandy beach and the turquoise ocean beyond, framed by white railings. Below, a community pool glistens in the sunlight, with lounge chairs and umbrellas positioned nearby. A palm tree adds a touch of greenery to the scene.

4.82 out of 5 average rating, 137 reviews

EPIC Gulf/Beach Views! Balcony/Beach Supplies/Pool

Spend your day on the nation’s top-rated beach, enjoy sunsets over the ocean from your balcony, and let the gentle sound of waves lull you to sleep in this beautiful, recently remodeled oceanfront room. This welcoming space features 2 queen beds; free WIFI, streaming services, and parking; essentials like shampoo, conditioner and body wash; kitchen with ample counter space, cooktop, and dishwasher; and incredible ocean views - everything you need to relax at the beach!

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 spacious living area features a blue sofa with decorative pillows, a white coffee table, and a dining space with a round table and four chairs. A ceiling fan circulates air, and the kitchen is visible in the background, complemented by light-colored cabinetry.

4.92 out of 5 average rating, 158 reviews

Updated Condo minutes from the beach - heated pool

Welcome to this fabulous and spacious newly updated condo close to the beach and many restaurants. Closest beach is 12 min walk or 2 min drive. John Pass Village is only 6 minutes drive, Downtown St Pete and newly re-opened St Pete Pier is a must visit for either night life or nice dinner. Egan Park and tennis courts are across the street. Pool is in the building- hours of operatio dusk to down.Pool is heated to 82f during the day.Roku TV's in the unit.

A sandy pathway, framed by lush green grass, leads to the beach where the ocean meets the sky. Soft clouds drift above, and the vibrant blue water sparkles in the sunlight, creating an inviting atmosphere for beachgoers.

4.88 out of 5 average rating, 360 reviews

Easy access to St. Petersburg beach, a minute walk

This sunny 405 sft beach studio will be your perfect retreat from it all! Walking steps to the beach .Second floor unit with a full kitchen, sleeps 4 people: 1 Murphy Bed (Queen size) comes out from wall and 1 pull out sofa bed, also a queen size. This condo has a cute private balcony where you can sit and enjoy the courtyard/garden view. The kitchen has pots, pans and all kitchens essentials to enjoy your vacation.

Popular amenities for South Pasadena condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

The open living area features a comfortable sofa, a coffee table, and a dining table set for four. The kitchen is equipped with modern appliances and illuminated by warm lighting, creating a welcoming environment. Textured decor and a wall painting add a subtle coastal touch.

4.88 out of 5 average rating, 17 reviews

Peaceful 1BR Getaway by St. Pete Beach

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

4.95 out of 5 average rating, 20 reviews

A spacious living area is displayed, featuring a comfortable brown sofa and two rattan chairs arranged around a wooden coffee table. Large glass doors open to a picturesque view of the golf course, complemented by light, airy curtains and a potted plant in the corner.

Condo in Isla del Sol

Newly Updated 2-Bedroom Isla Del Sol Vista Verde

A cozy living area features a wooden entertainment unit with a flat-screen TV and a welcoming message. The space is furnished with a vibrant red couch adorned with tropical-patterned pillows, accompanied by a matching chair. Sunlight filters through multiple windows, illuminating the wood flooring.

4.94 out of 5 average rating, 67 reviews

Westwinds, paradise and heaven all rolled into one

An open living area showcases a comfortable gray sofa with an accompanying ottoman. Light wood floors complement the neutral palette. A dining area is visible with several chairs around a rectangular table. The kitchen features modern appliances and is well-lit, enhancing the spacious feel.

4.89 out of 5 average rating, 18 reviews

updated condo with water views

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.

4.88 out of 5 average rating, 96 reviews

Sunny St. Pete Getaway with Dolphins

A spacious living area features a large sectional sofa and a modern wooden coffee table. Natural light is brought in through sliding glass doors that open to a balcony with views of palm trees. A ceiling fan adds a welcoming touch, complemented by contemporary artwork.

5 out of 5 average rating, 17 reviews

Sunset Suite - Beachfront Condo

A beach view captures soft white sand stretching along the shoreline, met by gentle turquoise waves. A clear blue sky provides a bright backdrop, with a few people visible along the beach. The scene conveys a serene and inviting coastal atmosphere.

4.86 out of 5 average rating, 81 reviews

Beautiful Beach View Condo with heated pool

Pet-friendly condo rentals

A view from the balcony showcases lush tropical palm trees framing the serene waters of the bay. A small boat can be seen gliding through the calm water, enhancing the tranquil atmosphere. Vibrant greenery is present in the foreground, completing the coastal scene.

4.82 out of 5 average rating, 133 reviews

Breathtaking Waterview Condo!

4.94 out of 5 average rating, 106 reviews

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.

Condo in Madeira Beach

Penthouse,intercoastal, 3/3 views/heated pool

4.98 out of 5 average rating, 101 reviews

Condo in Clearwater

Lovely Condo minutes from beach & King bed

4.87 out of 5 average rating, 149 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

4.76 out of 5 average rating, 473 reviews

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.

Condo in Madeira Beach

Beach Chill Inn #3 - Studio

Condo in Indian Rocks Beach

A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.

5 out of 5 average rating, 105 reviews

Beach Days & Family Fun - Last Minute Openings

4.8 out of 5 average rating, 104 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

A comfortable living space features a gray sofa with accent pillows, a light wooden coffee table, and a cozy armchair. Large glass doors provide access to a private balcony, overlooking scenic bay views. Soft natural light fills the room through the sheer curtains.

4.8 out of 5 average rating, 100 reviews

Deal! Bayfront 2/2 Condo with Relaxing Sunrises

Condo rentals with a pool

5 out of 5 average rating, 22 reviews

Corner of Bliss-2 BR on the beach Lands End Bldg 6

A spacious studio features a king-sized bed adorned with a patterned comforter. A cozy seating area includes a light-colored sofa and a small table. Large glass doors offer direct oceanfront views, with a balcony visible in the background, allowing natural light to fill the space.

4.86 out of 5 average rating, 153 reviews

Beachfront Studio w/ KING Sized Bed!

An aerial view of the resort property reveals a four-story building set against a sandy beach. Sun loungers and beach umbrellas are scattered across the shoreline. The calm water reflects surrounding boats and palm trees, creating a serene coastal atmosphere.

5 out of 5 average rating, 22 reviews

Beach Front Penthouse with Views

4.97 out of 5 average rating, 75 reviews

A private balcony is shown, featuring a round table and four light blue chairs. A bottle of champagne is positioned on the table, while a serene water view is visible in the background, with clear skies and scattered clouds enhancing the scene.

Condo in Isla del Sol

Beautiful waterfront condo at St. Petersburg Beach

4.94 out of 5 average rating, 17 reviews

Condo in Madeira Beach

Updated Beachfront Condo at Madeira Norte Unit 307

4.99 out of 5 average rating, 67 reviews

A spacious living area features a light blue sectional sofa with accent pillows, complemented by a round coffee table. A large area rug adds warmth, while a decorative surfboard is mounted on the wall. Natural light enters from nearby windows, illuminating the inviting space.

Condo in Maximo

"Catching Rays " 2 BR 2 Bath Condo

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, 26 reviews

peace & quiet & relax on Boca Ciega bay!!

A dining area features a round glass table surrounded by six wicker chairs. Large sliding glass doors open to a scenic view of the Gulf of Mexico and Boca Ciega Bay, with blue skies and distant buildings visible through the glass.