Holiday rentals with outdoor seating in Pinellas County

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Top-rated rentals with outdoor seating in Pinellas County

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite
A unique dome structure is surrounded by a landscaped area featuring low plants and trees. The exterior is composed of light-colored bricks, while two arched windows provide natural light. A tall tree with hanging moss is visible alongside the dome, contributing to the serene setting.
Dome in Largo
4.87 out of 5 average rating, 418 reviews

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

Top guest favourite
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
4.97 out of 5 average rating, 175 reviews

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

Top guest favourite
The exterior of the home is surrounded by lush tropical foliage, including palm trees and native plants. A covered patio area can be seen, leading to a pathway of gravel that weaves through the vibrant garden. The inviting entrance is framed by greenery, creating a serene atmosphere.
Villa in Largo
4.98 out of 5 average rating, 162 reviews

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Top guest favourite
A plunge pool features a vibrant blue tiled interior, flanked by a wooden frame. Two pink flamingo floaties rest on the water's surface. A greenery wall in the background is adorned with a softly illuminated sign reading 'Tiny Oasis.'
Guest suite in Largo
5 out of 5 average rating, 102 reviews

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks

Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

Top guest favourite
The exterior of the guest house showcases a charming single-story structure with a light-colored façade. Lush greenery, including palm and decorative plants, borders the neatly manicured lawn. A spacious driveway leads to a two-car garage, framed by tall trees under a clear blue sky.
Home in Pinellas Park
4.98 out of 5 average rating, 117 reviews

The Guest House

The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.

Top guest favourite
A cozy guest suite is shown, featuring a spacious bed against a soft blue wall. A colorful octopus-patterned rug adds charm to the room. Nearby, a coffee station is visible alongside a potted plant, with a well-lit seating area in the background.
Guest suite in Seminole
4.96 out of 5 average rating, 264 reviews

Beautiful Private entry & yard, non shared space.

Beautifully decorated with hand painted oil, acrylic paintings. Large 400 ft unit. New Updated shower2024, AC split you can control. A portion of the side yard ( as pictured ) has been fenced off for you. ONE animal allowed, this includes service or non- service. You DO need to notify me if you're bringing a Animal. No Cats. The suite is non shared and attached to the rest of the house. There are two Rental units on this property. Each on opposite sides of the house. This is Unit A.

Top guest favourite
Guest house in St. Petersburg
4.98 out of 5 average rating, 221 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Top guest favourite
A relaxing pool area is highlighted by a sparkling swimming pool surrounded by lounge chairs draped in vibrant turquoise fabric. A wooden pergola provides shade, complementing the sunny atmosphere. Lush greenery is visible, enhancing the serene outdoor space.
Home in Seminole
5 out of 5 average rating, 135 reviews

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!

Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

Top guest favourite
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.
Apartment in St. Petersburg
4.98 out of 5 average rating, 285 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

Top guest favourite
A welcoming porch area is seen, featuring two white rocking chairs and a small side table. Lush greenery and blooming flowers surround the space, while a door leads inside. Light reflects off the stone flooring, complementing the vibrant green walls.
Home in Largo
4.98 out of 5 average rating, 110 reviews

Walk to beach shops food drinks “The Inbetween”

This is one of Island Rum Suites collection! Stay with us to see why we are one of the best family owned and operated around! We are in a quiet and safe neighborhood, walking distance to the beach, shopping, restaurants, nature parks, water park, pizza, pubs and ice cream! All guests must be listed on the reservation in order to be on the property and accounted for, even children. Zoning allows 2 people per bed and 2 cars No pets allowed Florida State License # DWE6215889

Top guest favourite
Flat in St. Petersburg
4.96 out of 5 average rating, 140 reviews

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Guest favourite
A cozy sleeping area is characterized by a spacious bed layered with neutral-tone bedding and decorative pillows. Natural light enters through a window adorned with floral curtains. A round mirror is positioned above the headboard, reflecting the serene ambiance of the room.
Home in Seminole
4.93 out of 5 average rating, 137 reviews

Alextoria Retreat

Welcome to Seminole FL! A cozy 1 bedroom home that sleeps 4 conveniently. With a private yard to relax and bbq. Located near beaches, shopping and nightlife. Within minutes to dining and parks with playgrounds, fishing, walking/ jogging/ bike paths and serene views. A 9 minute (3.7 mile) drive to Madeira beach an 20 to 30 minutes to many other popular beaches. A 30 minute drive to Tampa (airport) A 22 minute drive to St Pete (airport) 30 min to downtown.

Popular amenities for outdoor seating rentals in Pinellas County

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