Holiday rentals with a fireplace in South Sarasota

An inviting living space showcases a comfortable seating arrangement, including two black lounge chairs and a stylish dining area. Natural light floods through large windows, illuminating a decorative shelf filled with coastal decor. A circular rug adds a touch of warmth to the wood flooring.

4.96 out of 5 average rating, 130 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

Bright & Comfy Downtown Home | Walk to Main St, Near Trolley to Lido Beach! Centrally located in a quiet downtown neighborhood along the Legacy Bike Trail & Payne Park, this updated 3BR/2BA home is clean, cozy, and filled with coastal charm. Enjoy a screened-in lanai, a large fenced backyard, WiFi, Smart TV , BBQ, beach gear, washer/dryer and carport. Pets welcome! Prime Location: 1 mi to Main St dining. 2 mi to waterfront dining and boat tours. 5 mi to Lido Beach. Take the nearby free Trolley

A screened lanai features a bubbling hot tub and comfortable seating area adorned with neutral-colored cushions. Soft lighting is offered by overhead string lights. Surrounding greenery enhances the peaceful ambiance, while large windows allow natural light to flow into the space.

4.99 out of 5 average rating, 163 reviews

The Turtle Nest-Lanai w/Hot Tub+5mi to beach

🐢Come and relax at this peaceful, tropical, and romantic oasis. "The Turtle Nest" is a single family home located in the heart of Sarasota; only 5 miles to the Siesta Key Beach! It offers 3 bedrooms, 2 baths and can sleep up to 6. Picture a screened lanai, your own juicy star fruit, complete with a bubbling hot tub and a sizzling grill. The outdoor setting is private-the yard is surrounded by palms and fruit trees. Your stay here is destined to be a blend of comfort, delight, and rejuvenation.

Home in Indian Beach-Sapphire Shores

A spacious living area is equipped with a large sectional sofa and an armchair, complemented by decorative throw pillows. Natural light floods in through multiple windows, while a coffee table sits atop a soft area rug. A small electric fireplace adds warmth to the room.

4.84 out of 5 average rating, 74 reviews

Tropical Retreat w/ charming garden near downtown

West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Heliconias" is a spacious and comfortable home for enjoyment! The open concept kitchen is fully equipped. Gas grill on patio. Breath in the salty air while you unwind on the front porch or back patio. Stroll in the tropical garden frequented by birds and butterflies. Centrally located, so you can access the museums, theaters, beach sunset, world class dining and shopping in Sarasota Downtown, all within minutes!

A welcoming outdoor patio area is framed by wooden fencing, providing a cozy space for relaxation. String lights hang above, casting a warm glow. Natural stone pavers create a charming pathway, leading to wooden seating amidst lush greenery and tropical palms.

4.91 out of 5 average rating, 46 reviews

The Banana House Beach Cottage

Our cozy boho beach cottage, The Banana House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the back house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

4.93 out of 5 average rating, 28 reviews

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

Home in Arlington Park

Coastal Retreat near Siesta Key Beach and Downtown

Welcome to your Coastal Retreat—your gateway to the best beach experience in all of Florida. Located in Sarasota’s most desirable neighborhood, this light-filled home blends fresh coastal design with a relaxed vacation vibe. Just minutes from award-winning beaches and vibrant downtown, you’ll have easy access to everything that makes this region a hidden gem. Walk to the charming bars and restaurants. Everything has been recently updated. Book your stay today—this is a truly special find!

4.93 out of 5 average rating, 380 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

Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

4.96 out of 5 average rating, 141 reviews

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

Home in Arlington Park

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

4.91 out of 5 average rating, 103 reviews

A cozy outdoor area showcases a private heated saltwater pool, surrounded by lounge chairs. The house is visible with large windows, revealing a warm ambiance illuminated by the evening light. Lush greenery frames the space, contributing to a tranquil backyard setting.

Home in Arlington Park

Hyde Park Villa w/ Saltwater Pool + Fire Place!

BNB Breeze Presents: Hyde Park Villa! This charming and stylish 3-bedroom home is nestled in the heart of beautiful Sarasota, just 15 minutes away from BOTH Lido Key and Siesta Key Beach! This villa has every amenity and luxury that you need for your next dream vacation, including: • Private Heated Saltwater Pool • Indoor Fireplace • Stylish Design • Outdoor Oasis w/ Beautiful Fenced-In Backyard • Master Bath w/ Soaker Tub • Outdoor Dining Area + Propane Grill

4.96 out of 5 average rating, 191 reviews

The Palms-Private Heated Pool Hot Tub-5mi to beach

THE PALMS is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA, Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in outdoor sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a modern pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families and snowbirds to enjoy Florida living in style!

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.

Guesthouse 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 heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.

4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach! Escape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.

4.81 out of 5 average rating, 108 reviews

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!

Relax & un wind in this stylish 1BR, beachfront Siesta Key duplex. Just steps from the sparkling Gulf Coast beaches, this private getaway features colorful interiors, a cozy bedroom, open-plan living &a backyard oasis with a pool, hot tub & BBQ. Perfect for families, couples, or small groups seeking sun, fun & unforgettable memories. Book now for your dream beach escape! ☀ Steps To Beach ☀ Life-Size Connect 4 ☀ BBQ Gril ☀ Hot Tub

Popular amenities for South Sarasota Accommodation with Fireplace

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fireplace

A serene backyard features a fenced pool surrounded by a patio area. Lush greenery and trees provide shade, while a clear blue sky complements the scene. The property offers a sense of privacy, with a white fence encircling the space.

4.82 out of 5 average rating, 45 reviews

Sarasota Poolside Retreat

An outdoor heated pool is enclosed by a large screened-in patio, featuring clear blue water that sparkles under sunlight. The surrounding area is paved with light-colored stone, and lounge chairs are positioned along one side, providing a relaxing space by the pool.

5 out of 5 average rating, 54 reviews

Stunning, Newly Remodeled Home with Heated Pool

A spacious outdoor dining area features a large table surrounded by six chairs, positioned on a light blue surface. In the background, a crystal clear pool reflects sunlight, while an umbrella provides shade. A fenced perimeter and greenery enhance the setting's privacy.

4.93 out of 5 average rating, 136 reviews

Centrally located oasis.

The spacious backyard features a heated pool illuminated with purple lighting, surrounded by lounge chairs and umbrellas. A dining table for eight sits nearby, with a cozy fire pit area providing evening ambiance. Pool floats are present, enhancing recreational options.

4.97 out of 5 average rating, 34 reviews

Luxe Oasis Mins to Beach & Downtown w/Heated Pool

A renovated home exterior is showcased, featuring a light blue facade against a backdrop of green grass and trees. A spacious patio area includes a table and chairs, complemented by an umbrella. The fenced backyard provides privacy and a peaceful retreat.

4.97 out of 5 average rating, 66 reviews

Blue Heron Lodge

A sparkling pool is surrounded by lush tropical landscaping, including tall palms and vibrant greenery. The pool features a winding shape and a textured stone deck. Sun loungers are positioned nearby, inviting relaxation under the sunny sky.

4.95 out of 5 average rating, 93 reviews

“Tropical paradise”. Spa, heated pool, beach.

A private, fenced backyard features a large heated pool with an integrated hot tub, surrounded by palm trees and lush greenery. Comfortable loungers are positioned near the pool, while a covered gazebo provides shaded seating. Sunlight highlights the tranquil atmosphere of the outdoor space.

4.93 out of 5 average rating, 14 reviews

2b/2b house w/ a heated pool & hot tub near Siesta

A spacious seating area features comfortable chairs surrounding a modern fire table. A clear view of the salt water heated pool is available through large glass doors. Outdoor furniture is positioned beside the pool, with lush greenery visible in the background.

5 out of 5 average rating, 42 reviews

Sunshine House- Sarasota Pool Retreat

Apartment rentals with a fireplace

4.82 out of 5 average rating, 17 reviews

A bright outdoor area features a sparkling pool surrounded by lush greenery and decorative stones. Palm trees and shrubs provide a tropical feel. The waterway is visible in the background, enhancing the serene atmosphere of the space.

Apartment in Bradenton

Luxury Bayview Retreat w/Pool, Spa+ Hot Tub

A modern living area features chic furnishings, including two leather armchairs and an elegant fireplace. A mounted flat-screen television is positioned above a contemporary media console, and a stylish coffee table sits on polished marble flooring. Natural light brightens the space through nearby windows.

Apartment in Sarasota

*Modern Luxury Condo w/ Pool Near Beach & Shopping

Apartment in Longboat Key

An expansive view of a sandy beach stretches along a turquoise coastline. Gentle waves lap at the shore, and the horizon meets the sky in a blend of blue hues. Sparse greenery frames the edge of the beach, creating a serene and natural environment.

5 out of 5 average rating, 50 reviews

Turquoise Gem 1st Floor

4.78 out of 5 average rating, 9 reviews

A spacious lobby is highlighted by warm wooden accents and a grand staircase leading to a second floor. Elegant chandeliers hang from the ceiling, and plush seating areas are arranged around a decorative rug. Large windows allow natural light to fill the area.

Apartment in Venice

Lovely Pool-View Venice Apt! #331

4.84 out of 5 average rating, 45 reviews

A cozy living room is showcased, featuring a brick fireplace as the focal point and a television mounted above. Soft seating is arranged around a circular coffee table on a patterned area rug, with natural light streaming through large windows, creating a bright and inviting space.

Apartment in Siesta Key

3 Bedroom Prime Location Siesta Beach apartment

Apartment in Bradenton

5 out of 5 average rating, 4 reviews

Studio Wendy

Apartment in Sarasota

4.67 out of 5 average rating, 6 reviews

Lux studio at the Ramada Inn!

Apartment in Indian Beach-Sapphire Shores

A modern dining area features a round table surrounded by green upholstered chairs. Large windows allow natural light to fill the space, with a comfortable sofa positioned nearby. Two stylish light fixtures hang above the table, while abstract wall art adds a contemporary touch.

5 out of 5 average rating, 17 reviews

Sarasota 1 bedroom condo near Downtown

Villas with a fireplace

4.71 out of 5 average rating, 38 reviews

A private saltwater pool is surrounded by a stone patio and bordered by lush greenery. A large blue umbrella provides shade over a seating area. Potted plants add a pop of color to the serene outdoor setting, ideal for relaxation.

Villa in Venice

Peaceful bright home minutes from the beach

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

4.98 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, 36 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

4.98 out of 5 average rating, 44 reviews

A spacious single-story house is highlighted, featuring a well-maintained white exterior and a metal roof. Lush green grass surrounds the home, with several palm trees positioned symmetrically along the pathway leading to the entrance. A clear sky and gentle clouds provide a bright backdrop.

Villa in Nokomis

Oasis Getaway -Beautiful House-Infinity Pool-Beach

5 out of 5 average rating, 63 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.