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.

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

Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!

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 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, 237 reviews

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Welcome to Shore Thing: Your Treasure Island Escape 🏖️ Step into pure coastal paradise just footsteps from the sugar-sand beaches and fresh salt air! 🌊 Vibe: Watch dolphins and manatees drift by before soaking in unmatched Gulf sunsets. 🐬🌅 Space: Unwind in elevated, modern luxury featuring an upscale kitchen and a heated waterfront pool. 🥂 Promise: Our signature service guarantees your ultimate peace of mind. Your dream beach retreat starts right here at 🏖️ Shore Thing 🏖️!

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 modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

4.89 out of 5 average rating, 215 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Apartment in Treasure Island

Popular Beachside Studio w Relaxing Patio & Palms!

The true gem of Treasure Island. One of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley that runs up and down the beach.

4.99 out of 5 average rating, 159 reviews

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.

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.

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

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.

Amazing views on beachfront

4.91 out of 5 average rating, 488 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

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

Townhouse in Indian Shores

An aerial view captures the serene coastal landscape, showcasing the transition between lush mangroves and the open water. The vibrant blue sky contrasts with the tranquil bay, while residential structures line the waterfront, providing a picturesque retreat by the beach.

Familes-Townhome, Walk2Beach, HeatedPool, Elevator

4.95 out of 5 average rating, 205 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!

Beachfront home rentals with a pool

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 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

4.79 out of 5 average rating, 178 reviews

The beachfront condo complex is positioned along a scenic coastline, showcasing vibrant pastel-colored buildings. Palm trees and parked vehicles are visible in the surrounding areas, with clear blue skies and ocean waves in the background, emphasizing the inviting coastal environment.

Condo in Madeira Beach

Beach Front complex! Shortest walk to Johns Pass!

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, 176 reviews

Beach, dolphin/manatee sightings, fishing, sunsets

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.

4.87 out of 5 average rating, 169 reviews

Treasure Island Studio | Gulf Views & Pool

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, 171 reviews

EPIC Gulf/Beach Views! Balcony/Beach Supplies/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, 222 reviews

Treasure Island Oceanfront Condo | King & Balcony

4.92 out of 5 average rating, 194 reviews

Steps to the beach & restaurants! Family friendly!

Private beachfront home rentals

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

4.88 out of 5 average rating, 176 reviews

The single-family beach cottage features a light yellow exterior with red accents and three prominent windows. Surrounding the home, palm trees and landscaping provide a lush atmosphere. A paved area holds several designated parking spaces in front of the cottage, with a stone picnic table nearby.

Cottage in Madeira Beach

Family Friendly Beach Cottage in Madeira Beach, FL

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.

4.95 out of 5 average rating, 74 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

5.0 out of 5 average rating, 11 reviews

Home in Treasure Island

Beach front cottage on Treasure Island, FL

Apartment in Sunset Beach

Luxurious Oceanfront Gem | New Pool & Corner Unit

5.0 out of 5 average rating, 45 reviews

4.81 out of 5 average rating, 37 reviews

Best Sunset View 3/3 Beachfront Penthouse Condo

A bright living area features a light-colored sofa in front of a wooden coffee table. Large sliding doors lead to a balcony with outdoor seating and views of the beach, framed by palm trees. A surfboard is mounted on the wall, adding a touch of coastal charm.

4.95 out of 5 average rating, 86 reviews

Stunning beachfront view St. Pete Beach

A spacious living area features a striped, blue and white sofa set with matching armchairs. Large sliding glass doors open to a balcony, providing views of the water. A flat-screen TV is positioned on a low table, and two lamps provide soft lighting.