Holiday rentals with outdoor seating in Holiday

Cottage in Tarpon Springs

The exterior of the cabin is showcased, featuring a white façade and a welcoming front porch. Decorated with colorful plants, the walkway leads to the entrance, framed by lush greenery and tall trees providing natural shade.

4.99 out of 5 average rating, 135 reviews

Cooper Cabin: Cute, Adorable, Standalone Studio

Cooper Cabin is a super cute and sparkling clean stand alone studio with a full eat-in kitchen and bath. Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue! Located within walking distance of all things Tarpon Springs and just a short 7 min drive to Fred Howard Beach, Cooper Cabin is decorated with fun decor and a relaxing front porch balcony with bistro set. Bikes and beach gear provided!

4.96 out of 5 average rating, 127 reviews

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

Home in Odessa

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

4.95 out of 5 average rating, 193 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Apartment in Tarpon Springs

An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.

5 out of 5 average rating, 104 reviews

Waterfront studio great for Pasco scallop season!

Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

4.96 out of 5 average rating, 103 reviews

Paradise!Renovated waterfront pool home.Sunsets!

No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

4.99 out of 5 average rating, 285 reviews

A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.

Home in Port Richey

Heated & Screened in Pool/Coffee Bar/Fully Stocked

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

Superhost

Home in New Port Richey

4.89 out of 5 average rating, 105 reviews

River Side Home. Three mins to Downtown.

Cozy apartment for family vacations completely renovated, The SIDE RIVER HOME is very close to downtown, restaurants, bars, boat ramp and walking park overlooking the river, beaches, a few miles from Tarpon Spring Sponge Docks , located 20 mins from Fred Howard Park, if you want to kayak and Canoe the perfect place is Weeki Wachee, just 35 minutes from the house , clearwater beaches are for 42 mins, ahh if the passion is the parks we have Busch Gardens only 52 mins away . PETS ARE WELCOME!

Cottage in Tarpon Springs

The exterior of a charming blue bungalow features a pink front door. A pink chair is positioned next to the door, adorned with greenery and colorful florals. The landscaped yard showcases a stone pathway, bordered by plants and palm trees, creating an inviting entrance.

4.95 out of 5 average rating, 100 reviews

Charming Blue Bungalow With Amazing Yard

Don't miss a stay at the Blue Bungalow while enjoying the historic and beachy town of Tarpon Springs. This spacious 2-bedroom 1 bathroom home built in 1936 has been tastefully updated but still has much of it's original charm. Then there's the best backyard with a grill, dining area, a fire pit, cornhole court, and a spacious deck. The home is located minutes from several beaches, a dog park, the Pinellas Trail and Greek town. Restaurants, breweries and fun community events are abundant.

Guest suite in Port Richey

A well-designed studio layout is shown, featuring a spacious sleeping area with a textured blanket draped over the bed. The kitchen area includes sleek white cabinetry, modern appliances, and a dining setup with two stools at a counter, inviting guests to relax and dine comfortably.

4.99 out of 5 average rating, 108 reviews

Cozy Studio Getaway w/ Beach Essentials

Enjoy an unforgettable stay in our warm and inviting studio, thoughtfully designed to provide the perfect blend of comfort and style. Whether you're here for a relaxing getaway or a work-related visit, this space offers the ideal atmosphere to unwind and feel at ease. Set in a safe and strategically located area, you'll have quick and easy access to a variety of restaurants, shops, highways, hospitals, and more. You’ll find yourself surrounded by peace, privacy, and a sense of home.

A view of Lake Conley is depicted, showcasing calm waters under a clear blue sky. Lush trees line the shore, with a walkway and dock visible on the left, offering access to the water. The scene reflects a tranquil outdoor environment.

4.87 out of 5 average rating, 135 reviews

Waterfront, Sunsets & Heated Pool & Pet Stay Free!

Close to the beach, family activities, public transport, and the Tampa Airport. You’ll love my place because of the ambiance, the outdoors space, the water view, & the sunsets, PRIVATE Heated pool and VERY comfy beds! I provide fishing poles, tackle box My place is great for everyone and furry friends (pets) too!. Third bedroom is Florida room with sliding glass door. Two twin beds and desk. dinning table. Let me know about your pets. Your pets stay free. Totally fenced yard.

4.98 out of 5 average rating, 111 reviews

Apartment in Holiday

Lake access studio near Tarpon Springs.

🌿 Enjoy a quiet private studio for 2 near Tarpon Springs beaches, perfect for a relaxing getaway, work trip, or calm stay close to nature. 🌅 Step through a short hallway to reach the peaceful outdoor lake area, then return to a queen bed, fast WiFi, workspace, fully equipped kitchen, private parking, and 24/7 self check-in. 📍 Close to Fred Howard Park, Sunset Beach, Dunedin, Clearwater, New Port Richey, restaurants, shops, and Tampa. Clean, easy, 5-star stay. ⭐

4.95 out of 5 average rating, 109 reviews

Guest suite in Holiday

HolidaySpring|CozyPrivate Apt near beach|2 parking

Private & cozy apartment with independent entrance and free parking for two vehicles. Located in a quiet and safe area just minutes from the beach and Tarpon Springs (“Little Greece”) and just minutes from Fred Howard Park Beach.Enjoy a fully equipped kitchen, comfortable bedroom with work desk, Smart TV, fast WiFi, spacious bathroom, and outdoor terrace. Perfect for couples, small families, or remote workers Scan the QR in the last photo for a full video tour

Popular amenities for Holiday outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.86 out of 5 average rating, 14 reviews

Cozy Home w/ Fire Pit & Outdoor Lounge

Superhost

A screened-in green room features two wooden chairs positioned around a small table, surrounded by various indoor plants. Natural light streams through the slatted roof, illuminating the view of the river visible through the openings in the walls.

4.83 out of 5 average rating, 93 reviews

Riverside Home with Kayaks

A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.

4.95 out of 5 average rating, 80 reviews

*NEW* Riverside Retreat w/Pool

5 out of 5 average rating, 18 reviews

Private Upscale Home Near Tarpon Springs & Beaches

4.79 out of 5 average rating, 14 reviews

Memories

4.98 out of 5 average rating, 102 reviews

A warm glow from a fire pit illuminates the backyard, surrounded by lush greenery and palm trees. A deck adorned with string lights can be seen in the background, under a night sky featuring soft clouds and a bright moon.

Home in Port Richey

Waterfront home w/dock-Kayaks & Jon Boat included!

An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.

4.91 out of 5 average rating, 116 reviews

Lakefront Paradise with Heated Saltwater Pool

5 out of 5 average rating, 15 reviews

Dream Home in Holiday with POOL & SPA and More

Apartment rentals with outdoor seating

Apartment in Historic Hyde Park

A cozy living area features a light-colored sofa paired with a stylish armchair. A wooden coffee table sits centrally, showcasing decorative items. Natural light enters through a large window, while a guitar leans against the wall beside a neatly stacked log fireplace.

4.99 out of 5 average rating, 299 reviews

Casita Serena ~ A Unique Historic Hyde Park Home

4.98 out of 5 average rating, 403 reviews

A well-appointed bedroom features a spacious bed with crisp white sheets and a contemporary headboard. Nightstands with lamps are positioned on either side, while a large artwork piece hangs above the bed. The room's floor is adorned with elegant marble tiles, enhancing the overall aesthetic.

Apartment in Northdale

Northdale Apartment

4.96 out of 5 average rating, 208 reviews

A compact kitchen area includes a white refrigerator, an oven, and a microwave, all arranged neatly against light cabinetry. A circular clock in red and black adorns the wall, while a small black dining table with two chairs is positioned in front. Glassware and kitchen accessories are displayed on open shelving.

Apartment in Dunedin

Cozy Apartment Overlooking Downtown Dunedin

5 out of 5 average rating, 234 reviews

Apartment in Port Richey

Jungle Studio 1BR/1BA, Fenced Patio, Full Kitchen

4.97 out of 5 average rating, 445 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.

Apartment in Tampa

Hyde Park "Industrial-chic" with Private Backyard

4.91 out of 5 average rating, 141 reviews

A compact bedroom features a neatly made bed adorned with decorative pillows. A small nightstand with a lamp is positioned beside the bed. Wall art depicting floral designs enhances the room's decor. A fan hangs from the ceiling, providing airflow.

Apartment in Port Richey

La Palma

Apartment in St. Petersburg

4.97 out of 5 average rating, 160 reviews

Coastal Retreat Near Madeira Beach With Game Room

4.88 out of 5 average rating, 129 reviews

A spacious living area features large windows offering views of lush greenery. A wooden coffee table is centered between two leather sofas and a light-colored couch. A ceiling fan overhead enhances air circulation, while the adjoining kitchen is highlighted by wood accents and modern appliances.

Apartment in Ozona

Bright and Airy Ozona on the Gulf

Condo rentals with outdoor seating

4.98 out of 5 average rating, 224 reviews

A cozy living room features a sectional sofa and two accent chairs with colorful pillows. A round coffee table centers the space, while a large flat-screen television is mounted on the wall. Natural light streams through glass doors leading to the patio.

Condo in Tampa

Location! 1 Block from Bayshore / SOHO / Hyde Park

4.97 out of 5 average rating, 230 reviews

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

Condo in Tampa

Tiki Themed Waterfront Condo on Tampa Bay

Condo in Clearwater Beach

A private balcony is seen featuring two white chairs and a table, offering uninterrupted views of the Gulf of Mexico. The calming blue sky meets the horizon, enhancing the serene beachfront experience.

4.9 out of 5 average rating, 322 reviews

Beachfront in exclusive resort

4.98 out of 5 average rating, 295 reviews

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

4.99 out of 5 average rating, 136 reviews

A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.

Condo in Indian Shores

Five Star Beachfront Condo Newly Renovated

Condo in Indian Rocks Beach

4.85 out of 5 average rating, 117 reviews

Walk to Beach, Bars, and Restaurants Nearby

4.92 out of 5 average rating, 111 reviews

A spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.

Condo in Hudson

Florida Breeze