Holiday rentals with outdoor seating in Clearwater Beach

4.95 out of 5 average rating, 144 reviews

Cottage in Largo

Walk to beach shops food drinks “The Sweet”

Cozy, romantic, 1 king bed, super cute and super sweet! Just a short walk to beautiful Indian Rocks Beach, nature parks with trails, shopping, orange grove, and many restaurants and fun beach bars! Guests have private entrance, private full bath, kitchenette, sofa sleeper, large back yard with fire pit, bbq grill, beach chairs, wagon and cooler. Zoning permits 2 people per bed only and one on futon. All guests must be listed on the reservation. No Pets allowed. Florida State License # DWE6215889

Apartment in Clearwater Beach

A cozy seating area features a gray sectional sofa, adorned with a patterned pillow. Sunlight filters through white plantation shutters, highlighting the light-colored tile floor. A small wall lamp provides additional lighting, complemented by a colorful coastal decoration above.

4.86 out of 5 average rating, 174 reviews

Free Parking Pool & Water Front

Pool Side Clearwater Beach Condo. This studio style condo is just a few blocks from the famous Clearwater Beach & Pier 60 on the inter-coastal water at the base of Sand Key Bridge. Walking distance to Beach, Restaurants & Shops. You'll love the quiet area! Just 3 steps to the pool! Clearwater Beach Yacht club & boats outside your door! Sleeper sofa, 55” flat screen, beach chairs & umbrella, fishing poles, cooler, Pack n Play. check our reviews we do our best to provide all items our guest need

Apartment in Clearwater Beach

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

4.98 out of 5 average rating, 159 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

4.96 out of 5 average rating, 183 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Apartment in Indian Shores

A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.

4.97 out of 5 average rating, 115 reviews

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

A tranquil view captures the sandy shoreline meeting the calm waters of the Gulf, with gentle waves lapping at the beach. Lush palm trees are positioned in the foreground, while a small blue trash bin is nestled among the greenery. The sky features soft clouds, hinting at the day's potential.

4.97 out of 5 average rating, 144 reviews

Beach Front Penthouse Riley's Retreat Island Inn

800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

Superhost

A private yard is showcased with a spacious patio featuring a picnic table and four chairs arranged around a firepit. Lush green grass surrounds a stone pathway, and a large umbrella offers shade. The home’s blue exterior is visible in the background.

Tiny home in Gulfport

4.91 out of 5 average rating, 248 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

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, 587 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.

Superhost

A light-filled living space features a blue sofa and armchair against neutral walls, complemented by a plush area rug. A round coffee table sits center stage, while a dining area with four chairs can be seen in the background, beside sliding glass doors leading to the patio.

Home in Clearwater

4.87 out of 5 average rating, 183 reviews

Newly Built Spacious Home- mins from Beach!

Welcome to our newly built comfy home! With stunning upscale white tile, 9ft ceilings, and modern yet charming details. Exceptionally comfortable for your Clearwater Beach getaway! Conveniently located 12mins from both Clearwater Beach and Belleair Beach! What You'll Love: -Spacious patio with beautiful lights, grill, and 2 person hammock! -Living room equipped with 65' Roku TV, kids books, and board games -Ergonomic work desk and chair -220+ mbps WiFi -Beach supplies

Apartment in Indian Rocks Beach

Two inviting armchairs are positioned facing a large sliding glass door, which opens to reveal a serene view of the ocean and beach. The soft evening light highlights the space, creating a calm atmosphere with gentle coastal tones.

4.85 out of 5 average rating, 128 reviews

Winter Storm Escape Sale Ocean View Steps to Beach

Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

4.98 out of 5 average rating, 218 reviews

A serene sleeping area is defined by a wooden bed frame draped with sheer white fabric. The plush bedding features a subtle pattern. A vibrant green plant wall provides a backdrop, and a decorative neon sign reading 'Tiny Tulum' adds a modern touch.

Guest suite in Tampa

Tiny Tulum | Tropical Oasis in Tampa’s Heart!

Welcome to Our Romantic Tulum-Inspired Retreat! Escape to a tropical paradise at our enchanting Tulum-inspired oasis, designed with romance and relaxation in mind. Nestled in a serene neighborhood, our beautifully decorated retreat offers the perfect blend of luxury, comfort, and bohemian charm, creating an idyllic getaway for couples seeking a memorable experience. Why book a generic Airbnb when you can book a hand crafted Tropical Paradise?

4.9 out of 5 average rating, 202 reviews

A vibrant pool area features playful tiger floaties and white spherical decorations floating on the surface. The pool is surrounded by comfortable lounge chairs and hammocks, with colorful drapes leading to the entrance of the house. Lush greenery and palm trees add a lively touch.

Home in Clearwater

Clearwater GLAM | Pool, Games, Hot Pink Oasis!

WOW Factor! Just 10 minutes from Clearwater Beach, this STUNNING home will provide you with enough entertainment for an unforgettable trip. Four bedrooms, two living rooms, game room, heated pool, fire pit, and so much more in this glam-house! See it to believe it! 5 min - Downtown Largo 10 min - Clearwater Beach 15 min - Sand Key Park, Ruth Eckerd Hall, Clearwater Int. Airport 30 min - Tampa Experience Clearwater With Us & Learn More Below!

Popular amenities for outdoor seating rentals in Clearwater Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 212 reviews

Home in St. Petersburg

Pretty-n-PINK Mid Century Modern *A Pink Paradise*

4.98 out of 5 average rating, 131 reviews

A well-lit bedroom features a spacious bed adorned with decorative pillows and neatly folded towels. A cozy bench sits at the foot of the bed, while soft curtains frame the window, allowing natural light to brighten the room. Framed art adds a touch of elegance.

Home in Largo

Beautiful kid friendly renovated home near beaches

Home in Indian Rocks Beach

The townhome showcases a modern exterior with a combination of wooden and light-colored panels. Large windows are present on multiple floors, providing ample natural light. The landscaped front yard features vibrant greenery and colorful flowers, creating a welcoming entryway.

5 out of 5 average rating, 34 reviews

Blocks from the beach with a golf cart and pool!

Superhost

Home in Indian Rocks Beach

5 out of 5 average rating, 4 reviews

Waterfront • Walk to Beach • Pool • Kayaks • Bikes

4.94 out of 5 average rating, 103 reviews

A bright living room is accentuated by an orange wall featuring three pineapple-themed art pieces. A wall-mounted television is mounted above a white media console. Two woven chairs and a round woven coffee table complement the teal sectional sofa, creating a relaxed atmosphere.

Home in Largo

Tropical Pineapples

4.92 out of 5 average rating, 137 reviews

Two cozy, gray swivel chairs are positioned around a round table in a brightly colored room. A light-colored ottoman is placed in the center. A large potted plant and a framed artwork featuring palm trees add a decorative touch. Natural light filters through sheer curtains.

Home in Clearwater

Cheerful 3-bedroom home

5 out of 5 average rating, 13 reviews

Home in St. Petersburg

Mid Mod Waterfront Home with Pool + Views

4.97 out of 5 average rating, 31 reviews

A private backyard space is highlighted, featuring a heated swimming pool surrounded by lounge chairs and a shaded seating area. Lush greenery and tropical plants frame the space, creating a tranquil outdoor retreat with a colorful sunset sky overhead.

Home in Clearwater Beach

4-Bed Beach Retreat: Steps to Sand + Private Pool

Apartment rentals with outdoor seating

Flat 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.

4.95 out of 5 average rating, 210 reviews

Vintage Florida Beach Efficiency

4.92 out of 5 average rating, 106 reviews

A shared studio space is furnished with two full-size beds, each freshly made with white bedding. A modern round lamp sits on a bedside table, while a decorative plant adds a touch of greenery. Surfboard art is displayed on the wall, enhancing the beach vibe.

Flat in Clearwater Beach

Studio-Sleeps 6-Fun In The Clearwater Sun-Pool

4.96 out of 5 average rating, 163 reviews

A well-appointed bedroom showcases a spacious bed with decorative pillows and clean, folded towels arranged neatly. Soft bedside lamps provide gentle lighting, while textured wallpaper adds warmth to the space. Closet doors are visible in the background, enhancing the room's functionality.

Flat in Largo

LOVELY & SUNNY Condo 6 Minutes from the Beach!

Flat in Indian Rocks Beach

An aerial view of a vibrant water park featuring winding slides and a lazy river. Sun lounges surround the pool areas, which are lined with palm trees. A variety of colorful attractions are visible, creating a lively atmosphere for guests of all ages.

4.81 out of 5 average rating, 281 reviews

Enjoy brand new vacation 2/2 condo & water park!

4.97 out of 5 average rating, 412 reviews

A modern bathroom featuring a round mirror above an elegant wooden sink with a metallic bowl. Exposed brick walls and dark accents create an industrial feel. A sleek, black toilet complements the stylish glass shower, which is designed with contemporary tile.

Flat in Tampa

Hyde Park "Industrial-chic" with Private Backyard

4.94 out of 5 average rating, 105 reviews

A spacious bed is positioned against a light-colored wall, featuring a minimalist headboard with a decorative painting above. Two bedside tables with lamps are situated on either side, providing balanced lighting. Natural light filters through the window covered by sheer curtains.

Flat in Clearwater Beach

CWB Retreats at Bayside Villas - Studio 1

4.98 out of 5 average rating, 132 reviews

Flat in St. Petersburg

Coastal Retreat Near Madeira Beach With Game Room

Flat in Indian Rocks Beach

An aerial view captures the serene coastline and vibrant community of Indian Rocks Beach. The expanse of blue water meets the sandy shore, with buildings and residences lined along the beach. Green parks and water channels are visible, enhancing the coastal atmosphere.

4.96 out of 5 average rating, 120 reviews

Cozy coastal grandmother condo, walk to the beach!

Apartment rentals with outdoor seating

Apartment in Indian Rocks Beach

The inviting living space is furnished with a blue sofa, two armchairs, and a white coffee table. A starfish-patterned rug adds a nautical touch. Natural light filters through window blinds, illuminating the area. The open layout connects to the kitchen, visible in the background.

4.97 out of 5 average rating, 128 reviews

Beach Across the St | No Stairs |Parking in Front!

Apartment in Madeira Beach

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, 106 reviews

Penthouse,intercoastal, 3/3 views/heated pool

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.

A well-lit living area features a round dining table surrounded by four white chairs. A comfortable sofa and armchair are positioned near large windows, offering views of the outdoors. Light-colored walls and soft furnishings enhance the bright, airy ambiance.

4.91 out of 5 average rating, 127 reviews

2/2 Newly remodeled Beach Front - Sunset Vistas

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.

4.87 out of 5 average rating, 193 reviews

King Oceanfront Suite • Kitchenette & Balcony

An aerial view captures the spacious beachfront property bordered by crystal-clear waters and soft sand. The five-story building features a sunlit exterior and is surrounded by lush green landscapes, with nearby residential areas and waterways visible in the background.

4.9 out of 5 average rating, 103 reviews

Direct Gulf View On The Beach w/ Music & Food #502

4.97 out of 5 average rating, 140 reviews

A spacious living area features a comfortable beige couch and a plush armchair. Natural light fills the space through large glass sliding doors leading to a balcony overlooking greenery. A wall-mounted TV and a small dining table with stools are also present, enhancing the welcoming environment.

Apartment in Palm Harbor

Newly Remodeled Condo In The Heart Of Innisbrook