Holiday rentals with beach access in South Pasadena

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.

4.92 out of 5 average rating, 167 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!

4.96 out of 5 average rating, 188 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩‍💼 Service with Heart - Your comfort is my priority!

4.95 out of 5 average rating, 146 reviews

Condo in Sunset Beach

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!

Apartment in Treasure Island

A spacious living area is presented with a large flat-screen TV mounted on the wall. Comfortable leather sofas are arranged with accent pillows, complemented by a decorative area rug. A coffee table sits in the center, with the kitchen area visible in the background.

4.97 out of 5 average rating, 129 reviews

Awesome 1BR - 6 min. walk to beach! Full Kitchen +

This homey unit boasts a full kitchen with stainless appliances - including a dishwasher! Plus, enjoy your very own washer & dryer! You will be so close to the beautiful beach, fun bars & restaurants... yet, this rental space is located in a peaceful neighborhood. Enjoy a private porch area, off street parking and so much more. The famous John's Pass is only 1.5 miles away. There, you can book excursions, shop, eat and listen to live music. Unit 1 has a dedicated work space, 2 TVs & more!

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, 205 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.

Apartment in Historic Kenwood

A comfortable living area features striped chairs with decorative pillows and a cozy sofa. Natural light streams through curtains, illuminating the hardwood floor. A side table is positioned beside a lamp, and artwork adorns the walls, enhancing the inviting space.

4.99 out of 5 average rating, 123 reviews

Rooftop Retreat in Historic Kenwood

Treat yourself to a sparkling clean, beautifully appointed getaway in the heart of Historic Kenwood. Nestled among mature oaks and towering palms, it’s only steps from Seminole Park. A quick 5 minute walk to Central Avenue offers plenty of restaurants, shops and nightlife. It’s a 10 minute ride to downtown and the Tampa Bay, or 15 minutes to the glorious beaches of the Gulf. Just pack a toothbrush and bathing suit because this peaceful rooftop retreat has absolutely everything you’ll need.

Guesthouse in Central Oak Park

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

4.98 out of 5 average rating, 225 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

4.9 out of 5 average rating, 143 reviews

Elegant & Relaxing Beachside Paradise - Pool

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Experience unbeatable value in this fully renovated coastal condo just steps from the sand—no stairs required! Walk to beach bars, dining, or lounge by the heated pool only a few steps from your door. Bright open living spaces and modern finishes make this the perfect place to relax and unwind. Includes Wi-Fi, parking and beach essentials—towels, chairs, umbrella, and buggy - tons of added value!

4.91 out of 5 average rating, 105 reviews

The bedroom features a spacious bed covered with a light blue quilt and decorative pillows. Two bedside tables with lamps are positioned beside the bed. Windows with light curtains allow natural light to fill the room, accentuating the neutral wall color and warm wooden floor.

Home in St. Petersburg

Comfortable House for families near beaches

Our bright & open home is perfect for a family vacation, warm escape for remote workers or seasonal stay! Spacious bedrooms, 2 full baths, well-equipped kitchen, washer/dryer and large fenced yard in quiet neighborhood provide the comforts of home. A short drive to all St. Pete has to offer! - Beach: 12 min - Downtown restaurants, museums, shopping: 20 min - Walter Fuller Park/Pool: 6 min - Publix grocery or Target: 4 min - Disney: 90 min - Busch Gardens: 40 min - Tampa Airport: 30 min

A resort-style swimming pool is surrounded by a spacious patio featuring multiple lounge chairs. The building's exterior is light-colored, with large windows and an inviting entryway. Tropical plants are positioned around the pool area, contributing to a relaxing environment.

4.94 out of 5 average rating, 219 reviews

Where the Sun Meets the Water

This first-story 670 sq-ft, 1BR/1BA condo, is located just a couple of blocks from the white sands of the Treasure Island beaches. Stroll to John’s Pass to find ample local dining and shopping options. Guests have full access to the grounds including a resort-style pool, a shared fishing dock, and a waterfront patio equipped with gas grills, perfect for enjoying a meal and watching as dolphins and birds pass by. 2025. Come visit & stay a while! Operated by Summer Bloom Estates LLC

Apartment in Treasure Island

An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.

4.98 out of 5 average rating, 123 reviews

Popular Beachside Studio w/ Shady Patio & Palms!

The true gem of Treasure Island! Tucked right off of Gulf Blvd this is 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.

Apartment in Historic Kenwood

A charming two-story bungalow surrounded by lush greenery and outdoor seating. The entrance features a set of steps leading to a wooden porch, framed by large windows that invite natural light. The yard includes various plants, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 393 reviews

Historic Kenwood Getaway

Fun facts: In 2020, Historic Kenwood was named 'NEIGHBORHOOD of the YEAR as well as a DESIGNATED ARTIST's ENCLAVE. Our quadrant campaigned to limit new homes that were out of step with the Bungalow style and maintain the personality of Historic Kenwood. It was passed. Suitable for 2 adults (No infants or children) Walking distance to Central Ave. & Grand Central District. The area is filled with restaurants, bars, craft breweries, and shopping.

Popular amenities for South Pasadena Accommodation with Beach Access

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

Apartment in Indian Rocks Beach

A roadside view of a pink cottage features large windows inviting natural light. A white door is visible, with two chairs placed on the gravel-covered area. Surrounding greenery enhances the outdoor space, while a parking lot provides convenient access.

4.94 out of 5 average rating, 199 reviews

Vintage Florida Beach Efficiency

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.

4.85 out of 5 average rating, 420 reviews

Treasure Island Beach Unit

Apartment in Madeira Beach

A light-filled living area showcases large windows that offer views of the outside. A comfortable sofa is positioned next to a wooden coffee table. A dining table with four chairs sits nearby, accompanied by a lamp on a side table, enhancing the space's functionality.

4.9 out of 5 average rating, 156 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Apartment in Sunset Beach

5 out of 5 average rating, 8 reviews

Beach Condo, Steps to the Sand, Dining, Music #5

Superhost

A bright living area features a comfortable gray sofa and a wooden coffee table atop a patterned rug. The open kitchen, visible in the background, is equipped with modern appliances and sleek cabinetry. A fan hangs from the ceiling, complementing the airy feel of the space.

Apartment in Clearwater

4.82 out of 5 average rating, 119 reviews

Coastal Waterview Condo 10 min to Beach

Apartment in Pinellas Park

The living area features a wall-mounted television, a glass coffee table, and a comfortable sofa. A dining table with two chairs and an extra chair are positioned near a window. Soft lighting is provided by a pendant light and ceiling fan.

4.88 out of 5 average rating, 183 reviews

Cozy little getaway

Apartment in Pinellas Park

A charming terrace features a jacuzzi surrounded by wooden walls adorned with greenery. Soft lighting illuminates the space, creating a cozy atmosphere. Two turquoise chairs and a small blue table invite relaxation and conversation.

4.82 out of 5 average rating, 196 reviews

“Oasis Terrace”

Apartment in Madeira Beach

An aerial view captures the beachfront landscape, highlighting an inviting shoreline bordered by a mix of residential and commercial properties. The water showcases varying shades of blue, while the sandy beach stretches invitingly. Identifiable structures are situated near the coast, establishing a vibrant neighborhood.

4.87 out of 5 average rating, 122 reviews

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach

Holiday House Rentals with beach access

4.97 out of 5 average rating, 110 reviews

A spiral staircase with a black railing leads to an upper level. A seating area is furnished with a gray couch and a wooden coffee table. Blue bar stools are positioned at a modern kitchen island, and light-colored cabinetry is visible in the background.

Home in Madeira Beach

Boardwalk Bungalow - Johns Pass & beach steps away

4.96 out of 5 average rating, 126 reviews

The exterior of the home features a sandy-colored facade with a bright blue front door. Lush greenery surrounds the property, including trees and shrubs. The fenced yard offers a sense of privacy, and a clear blue sky serves as the backdrop.

Home in Seminole

Beach 5-Min (Near Tampa & Clearwater)

5 out of 5 average rating, 187 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

4.91 out of 5 average rating, 294 reviews

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

Home in Seminole

Beachy Home Minutes from sugary sand beaches

Superhost

A modern kitchen features sleek white cabinetry and dark countertops. Open shelving holds decorative items and kitchen essentials. A stainless steel stove with an overhead exhaust and a matching refrigerator is visible, contributing to a clean and functional cooking space.

Home in Largo

4.88 out of 5 average rating, 256 reviews

Modern/8min by car to beach/queen bed/Free parking

4.95 out of 5 average rating, 187 reviews

A well-maintained bungalow is set back from a paved driveway, surrounded by greenery. Large trees provide shade, and palm trees add a tropical feel. The exterior features a light-colored facade with a single garage door, complemented by bright blue skies and a hint of clouds.

Home in Largo

The Seafoam Bungalow - close to beaches!

4.93 out of 5 average rating, 143 reviews

A lively living room corner features a red sofa paired with soft cushions. A disco ball reflects light, while an aloe plant adds a touch of greenery. A magazine lies open on a wooden table, with warm light coming from nearby lamps and large windows.

Home in St. Petersburg

Tropical Disco Paradise Mins to Beach, Heated Pool

4.99 out of 5 average rating, 149 reviews

A three-story home is surrounded by lush tropical landscaping, showcasing palm trees and colorful plants. The spacious driveway leads to a carport area. A wraparound deck with railings is visible on the upper floors, inviting relaxation and ocean breezes.

Home in Treasure Island

You Belong on a Beach ! Walk to Beach - Food - Bar

Holiday condos with beach access

4.97 out of 5 average rating, 133 reviews

Condo in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

4.99 out of 5 average rating, 214 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

Lux Condo w/ 2 balconies, Ocean & Marina views

A wooden walkway leads directly to a sandy beach, framed by tall grasses on either side. The beach stretches out under a clear sky, with gentle waves visible in the distance. A sign is positioned to the left, indicating the beach entrance.

4.91 out of 5 average rating, 107 reviews

Comfortable 2BR condo, walk to all sand beach

A wooden boardwalk leads towards the beach, illuminated by a warm sunset reflecting off the ocean waves. The sky features shades of orange, pink, and purple, creating a serene backdrop for the tranquil atmosphere inviting visitors to the shore.

4.93 out of 5 average rating, 148 reviews

Beach getaway on the beach

4.91 out of 5 average rating, 175 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

4.9 out of 5 average rating, 216 reviews

The image captures a tranquil beachfront scene, featuring lush greenery and sandy paths leading to the Gulf of Mexico. Sunshine glistens on the water, while gentle waves lap against the shore. Tall trees frame the view, enhancing the natural coastal setting.

Condo in Indian Shores

Beautiful Beachfront 2-bedroom

4.93 out of 5 average rating, 213 reviews

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

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.