Holiday rentals with a fireplace in Bayshore Gardens

4.87 out of 5 average rating, 211 reviews

A serene coastal view showcases palm trees swaying gently in the breeze. The bright blue sky is dotted with wispy clouds, while the calm ocean glistens under the sunlight. Lush greenery frames the sandy shoreline, inviting a sense of relaxation.

Guest suite in Sarasota

The Siesta Studio - Local Stay, Sarasota Style

The Siesta Studio is a a seperate entrance guest suite attached to my home. Guest patio for outdoor cooking, dining, & relaxing. The studio has a Serta Plush queen bed, masterbath w/tub, dressing room w/ hangers, iron & steamer. Kitchenette includes a microwave, oven w/ air fryer, & a fridge/freezer. Coffee bar w/ Waterdrop filtered water on tap, reusable water bottles & reusable on the go coffee cups. The studio is setup as a neighboring apartment w/ guest designated parking for one vehicle.

4.9 out of 5 average rating, 10 reviews

The Florida Rooms

NEW POOL/SPA. Just 10 minutes from the beach, The Florida Rooms is a 3BR, 2BA retreat with NEW RESORT POOL & SPA, outdoor dining and living space, premium beds, rain showers, a full kitchen, and dining for 8. Extra sleeping includes a queen sofa bed and Pack ’n Play. Enjoy a pool table, ping-pong, board games, outdoor string lights, and a fire pit. We include beach gear—chairs, towels, umbrella, and wagon—for easy fun in the sun. Comfort, charm, and convenience await! Pool/spa heating included!

The outdoor space features a screened-in saltwater pool, surrounded by comfortable lounge chairs and a dining area. Ambient patio lights are strung overhead, and a large umbrella provides shade for the table accommodating six. Lush greenery is visible in the background, ensuring privacy.

4.85 out of 5 average rating, 109 reviews

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

Beautifully updated coastal farmhouse home in a quiet cul de sac with a private pool oasis in the back. The salt water pool is completely screened in so you can stay in the pool all day and night long without worrying about flies or mosquitos. Kitchen is fully stocked and ready for you to cook up a storm! Or if you prefer, downtown Sarasota is only a short 15 minute drive away with plenty of eating options. Siesta key beach is rated the number one beach in the USA and it’s only 30 minutes away!

The enclosed Florida room features comfortable outdoor furniture, with colorful cushions adorning the seating. A wooden coffee table is positioned in the center, and large windows provide views of the pool area outside, allowing natural light to fill the space.

4.94 out of 5 average rating, 141 reviews

Vacation Pool - House in Bradenton!

Welcome and enjoy a relaxing vacation house with your family. This heated POOL house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

4.98 out of 5 average rating, 50 reviews

Near Anna Maria, LECOM & IMG—Renovated—Fenced Yard

This stylishly renovated bungalow blends classic charm with modern comfort. Features include a brand-new kitchen, 3 bedrooms, 2 bathrooms, deck, fenced yard (pet-friendly!), BBQ, fire pit & outdoor shower. Just 20 minutes from Sarasota Airport, it’s near Anna Maria Island’s award-winning beaches (Travel+Leisure Best Places to Travel 2024). Also enjoy proximity to downtown Bradenton, Sarasota, St Pete, Tampa, IMG Academy, LECOM Park & scenic kayaking, paddleboarding & hiking in local preserves.

The outdoor area showcases a heated saltwater pool surrounded by lounge chairs and a covered seating area. A manicured artificial turf putting green is prominently featured, providing a playful touch to the spacious backyard, which is framed by lush landscaping and bright skies.

4.79 out of 5 average rating, 360 reviews

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

4.97 out of 5 average rating, 158 reviews

SLeePs18-JaCuZi-2kingSuites-IMG-picklbal-2babyCrib

We sleep 18 AND 2 baby crib MESSAGE ME FOR ADDITIONAL INFO 5 BEDROOMS!!! NEW PICKLEBALL COURT- new mini golf course- Kids playground- Hot tub- bunks with tube slide- Arcade room- pool table and more! ▪️2 Game Rooms ▪️2KingSuites ▪️7 miles to Beach ▪️Blackout curtains ▪️BabyMonitor▪️Crib AND Pack N Play ▪️HighChair ▪️beach chairs▪️pool table▪️hot tub ▪️pickleball▪️RokuTV’s▪️Self Checkin ▪️AirHockey ▪️Grill ▪️FirePit ▪️Washer/Dryer ▪️Coffee Bar▪️Cable ⭐️No Checkout List⭐️

4.95 out of 5 average rating, 116 reviews

Luxury Family Retreat-Near DT & Siesta Key Beach

Escape to this serene and spacious 3BR/2BA house on a peaceful, traffic-free street. With its high-beamed ceilings and charming details, this property exudes luxury and comfort. Discover the nearby attractions, with Siesta Key Beach just 7 miles away, Lido Beach only 6 miles away, and Downtown a mere 2.5 miles away. Start your day on the lanai with the cup of coffee before heading out to explore the shops and restaurants located just a 7-minute drive from the property.

4.99 out of 5 average rating, 142 reviews

A light blue bedroom features a spacious bed with a floral-patterned blanket and a ceiling fan overhead. Double glass doors provide a view of the pool area outside. Storage options include a white dresser and closet, while a small table and chair are positioned nearby.

Guest house in Sarasota

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

A private pool is bordered by a spacious stone deck, complemented by lounge chairs and a small table. A vibrant yellow umbrella provides shade, while palm trees and blue skies enhance the outdoor setting.

4.97 out of 5 average rating, 63 reviews

Stylish Pool Home • Near IMG & Beaches • Top Rated

Just 2.2 miles from IMG Academy and 6.5 miles from Sarasota Airport! Near beautiful Coquina and Anna Maria beaches. Enjoy a private pool, ping pong table, and modern comforts in this stylish 3-bedroom, 2-bath home. Fully equipped kitchen, washer/dryer, smart TV, and fast Wi-Fi. One pet allowed with a $200 fee. Relax or entertain in the spacious fenced backyard. Ideal for families or couples seeking comfort, sun, and fun in Bradenton!

4.93 out of 5 average rating, 176 reviews

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Campervan/Motorhome in Bradenton

The interior of the RV features a modern kitchen with stainless steel appliances and a stylish range. A dining table for two is set with a decorative centerpiece. A cozy seating area is positioned nearby, complemented by soft textures and large windows allowing natural light to enter.

4.84 out of 5 average rating, 45 reviews

RV Green Haven – Modern Nature Retreat

🌿 Olive Haven · RV moderno y acogedor con vibe relajante Descripción: Vive la experiencia de un tiny home sobre ruedas en este RV totalmente equipado y decorado con estilo moderno. Perfecto para viajeros que buscan tranquilidad, confort y una estadía diferente cerca de Sarasota y Bradenton. ✅ Cama doble confortable ✅ Cocina equipada + cafetera ✅ WiFi rápido + Smart TV ✅ Área exterior con mesa y sillas

Popular amenities for rentals with a fireplace in Bayshore Gardens

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

A screened-in outdoor area features a private pool surrounded by lush greenery. Comfortable loungers are positioned poolside, inviting relaxation. The enclosure allows for natural light while providing protection. Decorative string lights add a touch of ambiance for evening enjoyment.

4.69 out of 5 average rating, 16 reviews

4 Br Bradenton Home~Private Pool, Outdoor Bar, W/D

The spacious pool area is enclosed by a screened lanai, featuring a large heated pool surrounded by comfortable lounge chairs and umbrellas. A dining table for outdoor meals is visible, with the home's modern exterior and sliding doors providing an inviting contrast.

4.96 out of 5 average rating, 83 reviews

Amazing Heated Pool + Mini-Golf, 9 min to IMG

An aerial view reveals a spacious outdoor area featuring a heated pool, lounge chairs, and a grassy play area. A vibrant mural of palm trees decorates the background, while an outdoor dining area is set with a large table beside the pool.

4.93 out of 5 average rating, 27 reviews

Free Heated Pool~Pickleball~Golf~4 Kings+Kid Suite

5 out of 5 average rating, 6 reviews

The Gathering Place

A spacious outdoor area is surrounded by lush greenery and trees. A residence with a grey roof is positioned at the front, while a carport is visible to the right. Two friendly dogs survey the area near a gravel driveway.

5 out of 5 average rating, 45 reviews

Private Guest Cottage on 5 acres

A large outdoor pool is framed by mature tropical landscaping, featuring a clear blue water surface under a bright sky. Lounge chairs are positioned around the pool area, providing ample seating for relaxation and enjoyment.

5 out of 5 average rating, 22 reviews

Backyard Oasis, Dual Master suite, Pool home!

4.92 out of 5 average rating, 382 reviews

A bright and airy indoor space features a coastal-themed rug with a starfish design. Light-colored furniture and a wooden table provide a casual dining area, while large windows allow natural light to fill the room and offer views of the backyard.

Home in Pelican Cove

Beach Retreat•Renovated Pool Patio•Near Siesta Key

4.94 out of 5 average rating, 139 reviews

Home in Apollo Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Apartment rentals with a fireplace

5 out of 5 average rating, 36 reviews

The exterior of a two-story home is illuminated by soft outdoor lighting, highlighting a landscaped path lined with flowers and greenery. The entrance features a white door framed by large windows, inviting guests into the residence. Palm trees provide additional charm to the serene atmosphere.

Flat in Greater Woodlawn

Bay Breeze Place

5 out of 5 average rating, 20 reviews

Flat in Madeira Beach

Gulf View Penthouse | Steps to Beach + Johns Pass

4.93 out of 5 average rating, 41 reviews

Aerial view of a wide beach features soft white sand and gentle waves lapping at the shore. The water displays a gradient of turquoise to deep blue, with scattered footprints in the sand. The horizon meets a clear sky, enhancing the open coastal atmosphere.

Flat in Longboat Key

Turtle walk - Next to 5 top eats & Beach

5 out of 5 average rating, 24 reviews

A two-story home features an orange exterior with white columns at the entrance. Lush green landscaping surrounds the entrance, complemented by a paved walkway leading to the front door. A garage is visible to the right, adding to the property’s welcoming appeal.

Flat in Apollo Beach

Chic & Cozy Getaway Homes

4.81 out of 5 average rating, 53 reviews

A scenic view of the bay is framed by white wooden railings leading down a set of steps. The shimmering water is bordered by lush greenery along the shoreline, with a clear blue sky above.

Flat in Coquina Key

Modern waterfront condo with panoramic bay views

5 out of 5 average rating, 13 reviews

A vintage-style bed is centered against a wooden paneled wall, showcasing intricate carvings. Two bedside lamps with warm lighting flank the bed, providing a soft glow. A dark bench sits at the foot of the bed, resting on a light area rug.

Flat in Ruskin

The Blessing

4.82 out of 5 average rating, 181 reviews

A tranquil shoreline is captured, featuring soft white sand in the foreground and gentle waves lapping at the edge. Sunlight sparkles on the water, creating a shimmering effect, while the horizon meets a clear blue sky dotted with wispy clouds.

Flat in Treasure Island

COZY BEACH HOUSE 2 BEDROOM

5 out of 5 average rating, 12 reviews

A serene waterfront scene captures the calm surface of the Passe-a-Grill Channel during sunset. Silhouetted against the warm hues of the evening sky, a palm tree stands gracefully. The distant bridge and boats add to the tranquil atmosphere of the landscape.

Flat in Isla del Sol

Isla Del Sol Serenity

Villa rentals with a fireplace

A modern living space is shown, featuring a comfortable black sofa and a cozy area rug. A large television is mounted on a stylish media unit, with light streaming in from nearby windows. A dining area with a small table and chairs is also visible.

5 out of 5 average rating, 38 reviews

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

4.91 out of 5 average rating, 32 reviews

A private patio area features a hot tub surrounded by wooden decking. Soft lighting from string lights enhances the ambiance. A cozy fire pit sits beside comfortable seating, ideal for relaxation. Nearby, a hammock is available for lounging, adding to the outdoor comfort.

Villa in St. Petersburg

King 1 Br/1Ba, Hot Tub - Close to Beach & Downtown

4.98 out of 5 average rating, 50 reviews

Luxury 4-Bedroom Pool Retreat Near Siesta Key

A villa with a light-colored exterior features a spacious driveway made of pavers. Lush tropical landscaping adds color, while a large parking garage is visible on the right side. In the background, a multi-story building is partly shown under a partly cloudy sky.

5 out of 5 average rating, 9 reviews

Newly Remodeled Luxury Beach Villa on Siesta Key!

5 out of 5 average rating, 37 reviews

A vibrant outdoor scene showcasing a poolside setting with plush lounge chairs and colorful pool floats. A straw hat and sunglasses rest on a striped towel next to a wicker table adorned with tropical-themed items. Refreshing drinks and fruits are nearby, surrounded by lush greenery.

Villa in Arlington Park

Luxury Pool & Game Retreat • Close to Beaches

4.96 out of 5 average rating, 105 reviews

A charming gazebo is positioned beside a serene pool, surrounded by vibrant greenery. The calm waters of Lake Seminole reflect the pastel colors of the sunset sky, while the gazebo offers shaded seating for relaxation.

Villa in Largo

Waterfront Heated Pool, Sleeps 20 - 4plex

5 out of 5 average rating, 64 reviews

Aerial view showcases the property surrounded by lush greenery, with water views of the Manatee River. The image captures the nearby fishing pier, outdoor spaces, and proximity to the river, emphasizing the serene landscape and natural beauty of the area.

Villa in Bradenton

Tranquil Tide Villa - Waterview! 15 min to beach

The living area features a green sofa adorned with decorative pillows, paired with a round coffee table on a jute rug. A warm brick fireplace complements the space, which opens up to the pool area through large windows framed by sheer curtains.