Beachfront vacation rentals in South Pasadena

5.0 out of 5 average rating, 102 reviews

Glorious Sunsets - Beachfront 2BR Condo

Your perfect getaway on the stunning shoreline of Sunset Beach where soft sand, shimmering waters, and sunsets are part of every day. This spacious unit offers all the comforts and amenities you’d expect, with plenty of room to relax, unwind, and make yourself at home. Just a short walk to laid-back beach bars, restaurants, and live music. Iconic John’s Pass Village is a short drive, where you can enjoy dolphin and sunset cruises, fishing charters, jet ski & boat rentals, shopping, and dining.

4.96 out of 5 average rating, 191 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!

4.99 out of 5 average rating, 243 reviews

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.

Condo in Madeira Beach

Rincón Divino MB 2 Balconies, Ocean & Marina Views

EXCLUSIVE: Saturday checkout is at 5pm. This 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.

The outdoor pool area, surrounded by palm trees, features a clean, inviting pool with lounge chairs positioned around it. In the background, the beach can be seen, with soft white sand meeting the clear ocean waters.

4.86 out of 5 average rating, 281 reviews

Gulf Strand Beach Resort

Modern, spacious condo situated directly on beautiful St Pete Beach with a balcony. Miles of white sand and warm clear water. All year round heated swimming pool and hot tub exclusively for guests. Covered patio and barbeque. Fully equipped kitchen with large fridge freezer, dishwasher, cooker and microwave. Washer and dryer in the apartment. Designated free parking space. Steps from large supermarket and many restaurants. Excellent guest services on site and simple check in and out process.

An aerial view captures the coastline of St. Pete Beach, showcasing a long stretch of sandy beach lined with beach chairs. Nearby, residential and commercial buildings are visible, along with flowing roads and vibrant greenery that enhance the local landscape.

4.95 out of 5 average rating, 146 reviews

Upham Beach-Paradise in St. Pete Beach & Parking!

Remodeled in 2024! Just steps from the beach! Poolside first floor unit with all new appliances, air conditioning, ceiling fans, Queen Nectar bed! Smart TV w/streaming and cable channels too, plus Free Wi-Fi! For your use please enjoy the beach chairs, beach towels, Keurig style coffee maker, toaster, cups, glasses, dishes, pots, pans, silverware, bakeware, linens, towels, and then some! There is a built in desk with lamp with a nice view of the pool if you have to get some work done.

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, 674 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.

4.93 out of 5 average rating, 147 reviews

SolMate 2/2, kayaks, beach, views, boat slip

Newly renovated beach home, bright and beautifully appointed 2 bed/2 bath second floor condo with balcony overlooking Boca Ciega Bay. Modern beach decor. Only few steps to Treasure Island’s white sandy BEACH. Incredible water views from every window. 3 KAYAKS available (must sign waiver). Fun activities including ping pong, corn hole, etc. in common area. Only 6 units on property. Featured on HGTV Beachfront Bargain Hunt (Season 27 Episode 10).

A private balcony view showcases a stunning horizon over the ocean, with clear blue skies reflecting on shimmering water. White railings frame the space, while two adirondack chairs invite relaxation. Gentle waves are visible, enhancing the tranquil coastal ambiance.

4.91 out of 5 average rating, 275 reviews

Beachfront Treasure Island | Pool | Penthouse

Enjoy this modern two-story beachfront penthouse in Treasure Island with breathtaking Gulf views, direct beach access, and a beachfront pool. The main level features a queen bedroom, while upstairs offers a king primary suite with a private Gulf-front balcony and a third bedroom with two bunk beds. Beach chairs, wagon, canopy, and beach essentials are included. Walk to Caddy's, beach bars, waterfront dining, and live music on Sunset Beach.

4.96 out of 5 average rating, 134 reviews

Steps to Sunset Beach - Pool & Balcony Views

Directly across from one of Florida's most beloved hidden beaches — Sunset Beach — with free private parking that most visitors can only dream of. Step out your door, cross a quiet street, and you're barefoot in the Gulf in under five minutes. Cool off in the newly rebuilt pool with Gulf views, or end every evening on the balcony watching the sky turn pink and gold over the water. This is the Gulf Coast romance people write songs about. 🌅

A spacious balcony overlooks the ocean, featuring two wicker chairs and a small blue table. The view includes sandy beach and distant waves under a bright sky, creating a serene atmosphere ideal for relaxation.

4.93 out of 5 average rating, 163 reviews

Beachfront 2/2 Condo, Treasure Island,305W Oceana

STUNNING! This 2-bedroom, 2-bath end unit sits directly on Treasure Island Beach with a heated in-ground community pool! Condo comfortably sleeps 6 people with a king-size bed in each bedroom and 2 chairs that convert to twin beds in the living area. PLEASE NOTE: ONLY 1 parking spot comes with the reservation, and it is an assigned parking spot. We will not be able to help you find parking for any additional cars.

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, 392 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.

Apartment in Treasure Island

An inviting living area features a light gray sofa and a round white coffee table. Large glass doors open to a private balcony with unobstructed views of the Gulf of Mexico, creating a seamless connection with the beachfront landscape.

Beachfront Condo w/ Ocean View - Newly Renovated!

Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.

4.94 out of 5 average rating, 197 reviews

Popular amenities for South Pasadena beachfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

A modern kitchen area features a large island with seating, complemented by white cabinetry and gleaming countertops. Natural light floods the space through expansive sliding glass doors, which lead to a private terrace with ocean views. A comfortable seating area is arranged nearby.

4.9 out of 5 average rating, 119 reviews

Luxury Seashell Oceanfront Condo with Pool

Cottage in Pass-a-Grille Beach

Steps2Beach-Walk everywhere-Bikes & gear Included

4.89 out of 5 average rating, 193 reviews

Bungalow in Indian Shores

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

4.97 out of 5 average rating, 206 reviews

Townhouse in Indian Rocks Beach

A multi-story coastal condo stands proudly along the shoreline, with a light-colored exterior that complements the blue ocean in the background. Tropical landscaping encircles the entrance, while the private parking area is visible in front. The sandy beach is just a short walk away.

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

4.94 out of 5 average rating, 152 reviews

Bungalow in Indian Shores

An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.

Quiet Beachfront Bungalow on Florida’s Gulf Coast

5.0 out of 5 average rating, 254 reviews

Cottage in Indian Rocks Beach

The porch features a circular daybed with decorative cushions, accompanied by a small table and two chairs. Direct views of the bright blue sky and nearby palm trees are visible, enhancing the outdoor relaxation space.

𖤓Updated Stilt home: just steps to the beach!𖤓

4.98 out of 5 average rating, 203 reviews

4.82 out of 5 average rating, 139 reviews

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.

Condo in St. Petersburg

Breathtaking Waterview Condo!

Condo in Redington Shores

Beachside Mini-Condo w/ Pool on Redington Beach!

4.8 out of 5 average rating, 393 reviews

Beachfront home rentals with a pool

A spacious bedroom features a comfortable bed adorned with colorful bedding. Floor-to-ceiling glass doors provide direct views of the ocean and access to a balcony. Nearby seating is visible, surrounded by light blue accents matching the coastal theme.

4.88 out of 5 average rating, 223 reviews

Treasure Island Oceanfront Condo | King & Balcony

An open living area features two dark sofas facing a wall-mounted television. A wooden coffee table sits centrally, while a dining area with white chairs and a round mirror is visible in the background. Natural light illuminates the space through nearby windows.

4.74 out of 5 average rating, 196 reviews

Remodeled 2 bdm in paradise, Steps to Beach/Pool

4.92 out of 5 average rating, 194 reviews

Steps to the beach & restaurants! Family friendly!

4.87 out of 5 average rating, 113 reviews

A spacious balcony features a round table surrounded by four wicker chairs. Lush palm trees provide shade, while a clear view of the ocean and beach is visible in the background, creating a relaxing outdoor space.

Condo in Madeira Beach

Beach Place Bliss on Madeira Beach by John's Pass

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.

4.84 out of 5 average rating, 175 reviews

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

4.9 out of 5 average rating, 135 reviews

Condo in Madeira Beach

Beach Front Gulf View at John’s Pass Medeira Beach

Apartment in Treasure Island

A wide view of a sandy beach stretches towards the turquoise water. Beach chairs and umbrellas are arranged on the shore, with a few visitors enjoying the sun. A lone palm tree is visible in the foreground, providing a tropical touch to the scene.

Treasure Island Beach Unit

4.85 out of 5 average rating, 442 reviews

A wooden walkway leads through natural dunes towards a sandy beach. Umbrellas and chairs are set up along the shoreline, while gentle waves reflect the blue sky and clouds. Lush vegetation flanks the path, creating a serene coastal entrance.

4.88 out of 5 average rating, 164 reviews

Sun, Beach Views, and Smiles!!!

Private beachfront home rentals

Apartment in Treasure Island

Popular Beachside Studio w Relaxing Patio & Palms!

4.99 out of 5 average rating, 159 reviews

4.96 out of 5 average rating, 115 reviews

A view from the balcony showcases a sandy beach lined with palm trees and manicured green lawns. The calm blue water reflects clear skies, while a distant shoreline is visible. A bench can be seen on the grass, inviting relaxation.

Condo in Isla del Sol

Isla Sunsets

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.

Beachfront in Pass-A-Grille w/ 2 bikes

4.99 out of 5 average rating, 178 reviews

Apartment in Sunset Beach

Luxurious Oceanfront Gem | New Pool & Corner Unit

5.0 out of 5 average rating, 45 reviews

4.98 out of 5 average rating, 63 reviews

An outdoor patio is showcased with four adirondack chairs positioned around a circular fire pit. The setting features a grassy area leading to a dock on the water. Decorative lights hang above, and the view includes a pastel sunset and boats moored nearby.

Home in South Pasadena

Sunset Waterfront Retreat| Firepit, Dock&Game Room

Apartment in St. Pete Beach

Fall Promo! Monday & Thursdays! 2 Blocks to Beach!

5.0 out of 5 average rating, 14 reviews

5.0 out of 5 average rating, 11 reviews

Home in Treasure Island

Beach front cottage on Treasure Island, FL