Holiday rentals with outdoor seating in Whitfield

4.93 out of 5 average rating, 175 reviews

A comfortable sleeping area features a spacious bed dressed in light blue bedding, complemented by a serene coastal-themed artwork. Nightstands with modern lamps flank the bed, while a white wardrobe adds storage. A pair of soft ottomans sit at the foot of the bed.

Guest suite in Bradenton

studio suite with private entrance and a patio

This newly remodel private studio suite. Is stylish yet spacious in a beach feal decor. great for a guilt free, week or weekend stay To enjoyed Beautiful Anna maria island beaches. We are located the perfect spot In bradenton fl. 5 minute drive from the airport. We're close to all the major colleges in bradenton,like USF, SCF bradenton IMG. college with just a 10 minute drive to ana maria island beaches and fishing pears the perfect spot for work or a little peace and quiet. we wellcome you.

4.88 out of 5 average rating, 140 reviews

Gameroom +Private Pool+King Bed- Centrally Located

Escape to Paradise Palms, a tropical, well equipped home with lots of room for fun and relaxation. This spacious property boasts a great layout for groups including a large dining area with seating for 8 comfortably and a fully equipped kitchen.Step outside into the fully screened lanai area with a lounge area with a 60'' TV, dining table with seating for 6, fenced yard and a large pool with plenty of pool toys for your enjoyment. Close to Siesta+Lido beaches! 5 miles to IMG +14 miles to AMI!

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

4.99 out of 5 average rating, 246 reviews

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Campervan/RV in Bradenton

4.92 out of 5 average rating, 115 reviews

Orange Bubbles – Cozy & Creative Getaway

Bienvenido a Orange Bubbles, un alojamiento único y lleno de energía positiva. Aquí cada detalle ha sido pensado para que disfrutes de una estancia acogedora y relajante. 🚐 Perfecto para escapadas cortas, viajes Ya sea que vengas a desconectar, trabajar a distancia o explorar la zona, aquí encontrarás un lugar original, cómodo y con mucha personalidad. 📍 Ubicación privilegiada: • A solo 10 minutos de la prestigiosa IMG Academy • A 20 minutos de las hermosas playas de Anna Maria Island

Cottage in Indian Beach-Sapphire Shores

The cottage features a welcoming exterior with a screened-in lanai, framed by decorative beams and charming window boxes. Lush greenery surrounds the property, and a large tree adds to the tranquil setting. A pathway leads to the front door, enhancing the inviting atmosphere.

4.81 out of 5 average rating, 278 reviews

Cozy Cottage by the Bay

Charming and historic decorator cottage near Downtown Sarasota. Located in the highly desirable, quiet, and safe neighborhood of Indian Beach - Sapphire Shores. Just a short drive to some of the nations top rated beaches like Siesta Key Beach. One of the best features of the home is the enclosed lanai at the front of the house. Perfect for enjoying Florida's coveted indoor/outdoor living. It has a private fenced in backyard, with a fire pit. Off street parking for 2 cars in the driveway.

4.92 out of 5 average rating, 102 reviews

Tiny home in Bradenton

Adorable and relaxing studio 19 min from the beach

A private, beautifully renovated space in my home, ideal for 1 or 2 guests, but it is totally independent with a separate, autonomous and private entrance,Just 20 minutes from the stunning beaches of Anna Maria Island, and close to beautiful nature preserves, parks, and local attractions. In a quiet, safe neighborhood,our space is fully equipped with everything you need for a comfortable short stay. Enjoy the convenience of a peaceful retreat with easy access to all the area has to offer

4.9 out of 5 average rating, 207 reviews

A cozy living area is highlighted by plush pillows in vibrant orange and white. In the background, the kitchen is partially visible, featuring a bottle of wine and glassware on a tray, with a coffee maker nearby.

Guest suite in Bradenton

Central Annex, 5 min from IMG and airport

Enjoy the simplicity of this quiet and central accommodation from which you can easily access exquisite restaurants, fast food place, airports, shopping malls, cultural and recreational centers as well as the beautiful beaches that characterize this city .Feel the warmth and enjoy the great sunset of Ana Maria Island and Coquina beach.Walk along the white and fine sand of a set of beaches that will be within your reach due to the central and privileged location of this accommodation.

The studio features a cozy seating area with a blue couch, complemented by decorative throw pillows. A queen size bed is positioned against a light wall, with sliding barn doors leading to a closet. A kitchenette with modern appliances is visible in the corner.

4.94 out of 5 average rating, 300 reviews

Siesta Breeze, adorable New Beach Style Studio !

Stay at our renovated beautiful beach styled studio furnishing with a queen size bed as well as a full pull out couch bed. There’s a mini fridge, a two burner electric cooktop, a microwave, a toaster, a tea pot with complementary tea bags, coffee pot with complementary coffee and keurig with complementary Starbucks k cups. Free wifi and a 50 inch tv facing the bed. 2 minutes away from the air port, 10 minutes away from IMG Academy , 30 minutes from Anna Maria Island and siesta key .

A welcoming living space is visible through an opening, featuring a comfortable blue chair and a wall-mounted TV. Natural light filters through a window, illuminating the white walls and partially covering a cozy bed with blue and white bedding in the adjacent area.

4.89 out of 5 average rating, 238 reviews

Supercute Beach Themed Retreat Free Parking Wi-FI

Come and enjoy our newly remodeled 400 square foot laid back beached themed guest house. Located just 1.5 miles away from Sarasota/ Bradenton airport, and less than 10 miles away from our world famous beaches. Whether you are a single person in search of a long term stay or a family looking for a short vacation, we have the place for you. Our guest area is attached to our main residence and has a private entrance. Enjoy our shared swimming pool and outside patio areas.

Apartment in Arlington Park

A studio apartment features a king bed against a light wall, complemented by a cozy seating area with a gray sofa and a chair nearby. Two round coffee tables sit on a neutral rug, with a wall-mounted smart TV and built-in shelves adding practical style.

4.97 out of 5 average rating, 184 reviews

Studio Minutes to Siesta key, Lido Key, and SMH!

Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes

4.93 out of 5 average rating, 186 reviews

A private patio area features two black chairs and a small white table, inviting relaxation. It is surrounded by a white fence and includes a potted plant on a stand. A decorative mat adds a touch of color to the space.

Guesthouse in Bradenton

The Enchantment, Cozy guesthouse,7mi to the beach!

Enjoy the beach in style! We welcome you to the private studio on the West side of Bradenton. Beautiful beaches like Cortez Beach, Coquina Beach, Holmes Beach, and Anna Maria Island may be reached in about 20 minutes. Sarasota Airport, IMG, art galleries, Lido Key, Longboat Key, museums, theaters, 2 hours from Disney World Orlando, Marie Selby Botanical Garden, and Marina Jacks are all within 20-30 minutes!

A charming outdoor patio area features a wooden pergola overhead, providing shade. Potted plants and herbs are arranged thoughtfully around the space. Two sets of double doors lead inside, complemented by white garden furniture, inviting relaxation and connection with nature.

4.98 out of 5 average rating, 285 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.

Popular amenities for Whitfield outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.93 out of 5 average rating, 41 reviews

A view of the Manatee River can be seen through large windows, framed by palm trees. A small round table with a decorative bowl sits in the foreground, creating a serene atmosphere. The river reflects natural light, while distant buildings are visible across the water.

Home in Bradenton

Suite Waterfront River Downtown Bradenton

5 out of 5 average rating, 47 reviews

Seashells & Sunshine – Pool, Games, AMI Beaches

4.94 out of 5 average rating, 120 reviews

Home in Holmes Beach

The Peachy Beach House, steps to the gulf

The image features a heated saltwater pool with a pink inflatable flamingo. Surrounding the pool are comfortable seating options, including fire pit seating. The vibrant indoor spaces are visible, showcasing a cozy living room with a turquoise color scheme and a game room with a retro arcade machine.

4.98 out of 5 average rating, 83 reviews

*Kid Friendly w/Heated Pool* Close to Beach*

A bright living area features a comfortable leather sofa and a glass coffee table, with neutral decor and turquoise accents. Large windows bring in natural light, offering views of the outside. A wall-mounted TV is positioned across from the seating, adding a modern touch.

4.96 out of 5 average rating, 94 reviews

Lovely House in Sarasota Bay

4.87 out of 5 average rating, 170 reviews

A spacious living room features a large sectional couch adorned with colorful pillows. A glass coffee table occupies the center over a vibrant rug. Light from the outside brightens the room, while a flat screen TV is positioned near a decorative bookshelf.

Home in Bradenton

Tropical and Tranquil Bradenton Hideaway

5 out of 5 average rating, 6 reviews

Private Heated Pool~Yacht Rental~BBQ~Near Water

A screened patio area features a private heated pool, surrounded by lush greenery. Comfortable seating includes wooden chairs and a table, with lounge chairs positioned by the pool. Bright sunlight fills the space, creating a welcoming atmosphere for relaxation.

4.97 out of 5 average rating, 92 reviews

Htd Pool | PingPong | Foosball | 12 min to Beach

Apartment rentals with outdoor seating

Apartment in Indian Beach-Sapphire Shores

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

4.97 out of 5 average rating, 154 reviews

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt

4.81 out of 5 average rating, 114 reviews

A well-organized kitchenette is presented, featuring a microwave, sink, and open shelving with various containers and glassware. The blue walls enhance the workspace, while a polished wooden countertop reflects ample light from the surroundings.

Apartment in Sarasota

Cozy and Private Studio Near Downtown & Beaches

Apartment in St. Petersburg

A cozy sleeping area is presented with a plush bed covered in a light-colored bedspread. Nightstands with lamps frame the bed, providing soft lighting. A decorative painting and a floral art piece adorn the walls, enhancing the serene ambiance of the room.

4.77 out of 5 average rating, 261 reviews

NEW Luxury Apartment w/Bikes! Location Location!

Apartment in Gillespie Park

A private entrance is framed by a sleek plant and modern features. The entrance door is flanked by a wall light and a smooth concrete pathway, complemented by potted plants that enhance the outdoor space.

4.97 out of 5 average rating, 177 reviews

Gillespie On The Park, Walk to Downtown

4.98 out of 5 average rating, 180 reviews

A bright living area is viewed, showcasing a cozy sofa adorned with decorative pillows. Light drapes frame large glass doors that open to a vibrant garden patio. Two comfortable chairs and a wooden table complement the space, creating a welcoming atmosphere for relaxation.

Apartment in Sarasota

Near Siesta Key Beaches - Quiet 1 BR apt

4.81 out of 5 average rating, 152 reviews

A spacious bedroom features a king-sized bed with a white bedspread and coordinating pillows. Two windows allow natural light to brighten the room, while a fan circulates air. A dark, modern couch and built-in shelves provide additional functionality and style.

Apartment in Sarasota

Old Florida-Style Spacious Studio w/ Full Kitchen

Apartment in Indian Beach-Sapphire Shores

A cozy living room features a comfortable couch with decorative orange pillows. Bright, patterned curtains complement the colorful rug and a wooden coffee table. Large windows allow natural light into the space, while a television is positioned against a cheerful yellow entertainment unit.

4.98 out of 5 average rating, 128 reviews

Come Enjoy Our Peaceful Retreat

4.82 out of 5 average rating, 101 reviews

A spacious sleeping area features a queen-size bed with a light blue patterned bedspread. A cozy armchair is positioned beside the bed, and window treatments allow natural light to brighten the room. Light wood flooring complements the neutral-toned walls.

Apartment in Lido Key

Lido Key FL Studio/Efficiency 5

Condo rentals with outdoor seating

4.94 out of 5 average rating, 158 reviews

A serene community pool is surrounded by a fence and complemented by lounge chairs positioned nearby. The pool's clear blue water reflects the sunlight, while the yellow exterior of the building provides a warm backdrop. Windows with awnings complete the inviting atmosphere of the area.

Condo in Sarasota

January Discount: $165/night!

4.92 out of 5 average rating, 154 reviews

The sleeping area features two queen beds with soft bedding and decorative pillows. Nightstands with lamps are placed on either side. A neutral color palette enhances the space, complemented by wall art and subtle lighting elements in the room.

Condo in Ruskin

Beach Condo with water view!

4.96 out of 5 average rating, 107 reviews

The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.

Condo in Sarasota

Modern Studio · 5 min from Siesta Beach

A stylish living room is presented, featuring a comfortable gray sofa paired with a decorative round coffee table. Brightly colored wallpaper adorned with shell patterns enhances the space, while large windows allow natural light to filter in, complemented by light-colored flooring.

4.93 out of 5 average rating, 127 reviews

5 Min to AMI • Beaches • Walk to Bay • Fun

The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.

4.97 out of 5 average rating, 125 reviews

KING Bed + Anna Maria Island Beaches + Beach Gear!

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

4.97 out of 5 average rating, 121 reviews

A&A's Paradise near IMG & Anna Maria beaches

The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.

4.96 out of 5 average rating, 140 reviews

Cozy 2 bed/2.5 bath townhome

A light-filled living area showcases a large white sectional sofa adorned with colorful throw pillows. A turquoise coffee table displays decorative shells, and a light-toned area rug is centered beneath. Artwork featuring vibrant coastal scenes is mounted on the walls, enhancing the relaxed ambiance.