Holiday rentals with a fireplace in South Sarasota

4.94 out of 5 average rating, 99 reviews

Paradise Retreat Bring Family to the Beach!

Welcome to our cozy 3-bedroom, 2-bath home in sunny Sarasota, Florida. Our spacious home comfortably accommodates up to 7 guests and is just 11 minutes from trip advisor’s #2 ranked beach, Siesta Key. You'll also be just a 10-minute walk from top-rated restaurants and shopping malls, and perfectly situated in the heart of Sarasota, allowing you to enjoy both day and nightlife. Our home is great for getaways. Don't miss out on the opportunity to stay in our amazing location - book with us today!!

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, 132 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 & St Armands. 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 with YouTube 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.

The outdoor space is enclosed by a screened lanai, showcasing a heated saltwater pool and a dining area with a large table that seats eight. Lounge chairs and a BBQ grill are positioned near the pool, surrounded by tropical landscaping and a clear blue sky.

4.96 out of 5 average rating, 106 reviews

3 bedroom Heated salt water pool close to Siesta

Your family will be close to everything when you stay at this centrally-located place. 15 minutes to Siesta Beach, 10 minutes to UTC mall, 15minutes to downtown, 20 minutes to SRQ airport. This home is fully remodeled, fully furnished, sleeps 8. We have 1 king size bed in the master, second bedroom is queen bed, 3rd bedroom is 1 full and 1 twin beds. This is open plan home with a big family room, 60" TV above electric fireplace, formal dining room seats 6 with the bar seats 4. Master has 55"TV

4.93 out of 5 average rating, 390 reviews

Home in Pelican Cove

Heated&Renovated Pool•Beach Retreat•15m to Siesta

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.

5 out of 5 average rating, 102 reviews

Home in Arlington Park

The Blessing House- Htd Pool/Spa, Close to Beaches

Welcome to The Blessing House! This home has been beautifully renovated, designed & curated for you to be rejuvenated, relaxed & inspired during your stay. You will love the heated pool & spa, the spacious lanai with plant wall, the fresh and bright design, and the amazing location of this house. The Blessing House is only a 15 min drive to Lido Key Beach & Siesta Key Beach, tons of shops & restaurants and the lovely Arlington Park is only about a 7-10 min walk away.

4.9 out of 5 average rating, 106 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

4.99 out of 5 average rating, 148 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!

4.96 out of 5 average rating, 197 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 sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a heated pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families & snowbirds to enjoy Florida living in style!

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.

4.94 out of 5 average rating, 116 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.

An outdoor seating area features a rectangular table surrounded by four chairs, all set on a patterned rug. Two cushioned lounge chairs are positioned beside a large umbrella. A BBQ grill and greenery are visible in the spacious, fenced backyard.

4.95 out of 5 average rating, 110 reviews

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA

Vacation on the Siesta Key Beach! This gorgeous house will be your favorite destination for vacation! Make lifetime memories at this spacious, airy, impeccable, and fully renovated 3 BR/2BA house. The house is located in the prestigious Gulf Gate Neighborhood only 5 min away from Siesta Key Beach (#1 beach in US). All the best attractions will be just around the corner: fantastic restaurants and shopping centers.

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, 138 reviews

Centrally located oasis.

Totally private fenced in compound. Single family home. Very quiet street, centrally located to almost everything. Cristal clean water pool private for you. Dining area outside. One of the best restaurants in town right down the street. This unit can be combined with the front unit to sleep 9. 15 minutes to Siesta beach. 15 minutes to downtown. 5 minutes to Sarasota Memorial Hospital, a top rated institution.

4.88 out of 5 average rating, 115 reviews

A bright living area features a white sectional sofa facing a modern fireplace set in a textured stone wall. A wooden coffee table sits atop a striped rug, with a beach-themed painting and a ceiling fan visible above, contributing to a relaxed ambiance.

Apartment in Siesta Key

Perfect Location in Siesta Key

Beautiful 1400 sq. ft townhome unit in the quiet, well-maintained and desirable Village West in Siesta Key. Relax and enjoy the finest crystal quartz sands just steps away. Only one minute walk to all shops, restaurants and main amenities in the famous Siesta Key Village.This 2 bedroom, 2 bathroom townhome offers split floor plan with cathedral ceiling. Everything included to have a seamless vacation.

Popular amenities for rentals with a fireplace in South Sarasota

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

4.92 out of 5 average rating, 219 reviews

The exterior of the villa is framed by lush palm trees and vibrant foliage, offering a tropical ambiance. A wide porch with seating faces the street, while a gravel driveway provides access to the entrance, creating an inviting approach to the home.

Home in Laurel Park

☀ Villa & Garden in Downtown ~ 5 Min to Beaches

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.

4.96 out of 5 average rating, 71 reviews

Blue Heron Lodge

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.

4.85 out of 5 average rating, 84 reviews

Tropical Retreat w/ charming garden near downtown

Superhost

The modern two-story home showcases a private heated pool surrounded by lounge chairs. A second-level balcony is visible, with outdoor dining space, illuminated against a twilight sky. Lush greenery frames the property, contributing to the serene and inviting ambiance.

Home in Arlington Park

4.88 out of 5 average rating, 17 reviews

Tamiami Vice Ultra Luxury 6-Bedroom Vacation Home

4.95 out of 5 average rating, 39 reviews

A dining area features a long, light wood table set with woven placemats. The walls are adorned with a vibrant palm leaf wallpaper, complementing the natural light that streams in through multiple windows. A modern light fixture hangs above the table, adding a contemporary touch.

Home in Laurel Park

Julia Place-walk downtown from old Florida glam!

4.96 out of 5 average rating, 51 reviews

The exterior of the home displays a modern façade with a light-colored exterior and dark accents. A well-maintained lawn is complemented by neatly trimmed landscaping. A welcoming pathway leads to the front door, framed by arched windows on either side.

Home in Lake Sarasota

J&K Dream Home in Sarasota

A heated pool is surrounded by tropical greenery, including tall palms and vibrant shrubs. Two orange lounge chairs are positioned poolside on a patterned stone deck, while the pool is covered with a protective blue tarp, indicating its care and maintenance.

4.95 out of 5 average rating, 41 reviews

BackYard Paradise

A serene outdoor seating area features several lounge chairs with cushions, positioned on a brick patio overlooking tranquil water. The setting is complemented by a soft sunset in the background, with lush greenery visible across the bay.

4.89 out of 5 average rating, 106 reviews

Oceanfront home w/sunset views of Sarasota Bay

Apartment rentals with a fireplace

4.85 out of 5 average rating, 20 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.

Flat in Bradenton

Luxury Bayview Retreat w/Pool, Spa+ Hot Tub

A living area features a large, dark leather sectional sofa and a round coffee table topped with decorative fruit. Beneath the table, a patterned area rug adds warmth. A flat-screen TV is mounted on the wall, with windows dressed in light curtains allowing natural light.

Flat in Bradenton

4.71 out of 5 average rating, 31 reviews

A home away from home w/3BR

4.85 out of 5 average rating, 47 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.

Flat in Siesta Key

3 Bedroom Prime Location Siesta Beach apartment

4.85 out of 5 average rating, 13 reviews

Flat in Bradenton

Studio Wendy

Flat in Sarasota

4.67 out of 5 average rating, 9 reviews

Lux studio at the Ramada Inn!

4.89 out of 5 average rating, 27 reviews

A serene canal is captured during sunset, with vibrant colors reflecting off the water. Lush trees line the banks, providing a natural frame to the tranquil scene. The sky transitions from soft oranges to deep blues, enhancing the peaceful atmosphere.

Flat in North Port

Seashell Waterfront Suite

Flat 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, 18 reviews

Sarasota 1 bedroom condo near Downtown

Superhost

A covered back porch features modern outdoor furniture, including a sectional couch and a hanging chair. Lush greenery and colorful plants surround the space, while string lights are seen above, contributing to a relaxing outdoor environment.

Flat in Sarasota

4.83 out of 5 average rating, 36 reviews

Pinecraft Paradise ~ Secluded Apt in central SRQ!

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, 43 reviews

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

5 out of 5 average rating, 18 reviews

Villa in Venice

Florida Serene Luxury Retreat | Pool & Spa Oasis

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, 41 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, 45 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

A backyard view highlights a heated pool surrounded by vibrant green grass. Lounge chairs are positioned by the poolside, and a shaded dining area is set with a table and chairs. Tropical trees and landscaping frame the open space, creating a private oasis.

4.66 out of 5 average rating, 122 reviews

Cheerful 4-bedroom Villa with heated pool.

5 out of 5 average rating, 67 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

Superhost

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.