Holiday rentals with a fireplace near Crescent Beach

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, 162 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.

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.

4.93 out of 5 average rating, 28 reviews

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!

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.

4.93 out of 5 average rating, 380 reviews

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.

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!

The newly remodeled 2 bed / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an attached bathroom and HD TV and entertainment system. The Guest Bedroom features one twin size bed, a bunk bed with a full-size bottom bed, and a HD TV. The comfortable living room is furnished with plenty of seating, a HD flat screen with 5.1 Dolby surround sound system and bar area. The gourmet kitchen is loaded with anything you'll need for cooking and entertaining!

A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.

5 out of 5 average rating, 12 reviews

The Palms Away

This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

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.

4.96 out of 5 average rating, 141 reviews

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

A nautilus shell rests on the sandy beach, displaying striking orange and white stripes. The calm ocean waves gently lap at the shore, while a clear blue sky with scattered clouds provides a serene backdrop to this coastal scene.

4.97 out of 5 average rating, 101 reviews

Beachside Bliss: Family Home-Siesta Key-3BR2BA

Vacation Paradise and Your Home Away from Home! This fully renovated house is located in the peaceful, prestigious Gulf Gate Estate just 3.8 miles from the beach! Everything is the house is brand new! Relax with the whole family at this peaceful place to stay, spend your time on the Famous Siesta Key Beach, and explore the beautiful downtown filled with restaurants. Enjoy a spacious and private outdoor area for your morning coffee or a BBQ cookout with your friends and family.

4.9 out of 5 average rating, 30 reviews

A private heated pool is centered in the backyard, surrounded by palm trees and illuminated by soft outdoor lighting. A spacious lanai is visible on one side, featuring a shaded seating area. The sky shows a blend of warm sunset colors in the background.

Home in Siesta Key

Private Pool - Beach 100 steps, Village 5-min walk

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

5 out of 5 average rating, 154 reviews

A charming cottage is depicted with light blue wooden siding and white accents. The front yard is gravelled, surrounded by landscaping featuring mature trees and shrubs. A welcoming porch with a railing leads to the main entrance, enhancing the property's inviting look.

Home in Siesta Key

Beach, Village, Dock & Private Pool! One-of-a-kind

Fully Restored Post-Hurricane and Ready to Welcome You!! RCC in Siesta Key is a one-of-a-kind coastal cottage perfectly located between the beach, canal, and village. Enjoy a private heated pool, private dock, and one of the best locations on the island. This 1,500 square foot standalone bungalow has been fully restored with fresh post-hurricane updates. If you want a charming, private beach home with no shared walls and no condo feel, you have found the right place!

4.98 out of 5 average rating, 171 reviews

A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.

Cottage in Nokomis

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

4.86 out of 5 average rating, 107 reviews

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub

Discover your perfect Siesta Key getaway in this vibrant 3BR, pet freindly duplex in the peaceful South Village. Just steps from the Gulf Coast beaches, this private retreat blends colorful décor, modern comfort, and playful outdoor fun. Lounge by the heated pool, soak in the hot tub, or enjoy the backyard murals—perfect for families, groups, and beach lovers. Book now for an unforgettable stay! ☀ Pool ☀ BBQ Grill ☀ Easy Beach Access

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.

Popular amenities for rentals with a fireplace near Crescent Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

5 out of 5 average rating, 22 reviews

Luxury Sport Vacation Pool House-Downtown Sarasota

4.97 out of 5 average rating, 33 reviews

A serene backyard features a heated pool surrounded by palm trees and lounge chairs. A clear blue sky filled with soft clouds enhances the inviting atmosphere. The area is designed for relaxation and enjoyment, with a spacious and well-maintained pool setting.

Home in Siesta Key

Siesta Oak Esc. Luxury on-water house

5 out of 5 average rating, 89 reviews

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

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.

4.97 out of 5 average rating, 35 reviews

Julia Place-walk downtown from old Florida glam!

A well-appointed outdoor space features two loungers positioned beside a heated pool, surrounded by lush palm trees. Soft lighting along the pool edges creates a serene evening atmosphere, enhancing the space's appeal for relaxation.

5 out of 5 average rating, 25 reviews

Resort-Style Lanai with Luxe Outdoor Living Space

A tropical outdoor area is seen with palm trees casting shadows on a gravel surface. Lounge chairs and tables are present, providing spaces for relaxation. A low wall with greenery around it surrounds the area, creating a private atmosphere.

5 out of 5 average rating, 6 reviews

Siesta Key Poolside Paradise”

A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.

4.99 out of 5 average rating, 79 reviews

Fruit /Botanical Garden Estate 2 ml to downtown EV

A private pool is surrounded by a spacious patio, furnished with lounge chairs for relaxation. Lush palm leaves frame the scene, while a light-colored house with large windows provides a bright and airy backdrop. Clear blue skies enhance the tranquil ambiance.

4.89 out of 5 average rating, 83 reviews

Heated Pool, Kid Friendly, KING Beds, Siesta Beach

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.

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

4.69 out of 5 average rating, 29 reviews

A home away from home w/3BR

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.

Flat in Sarasota

*Modern Luxury Condo w/ Pool Near Beach & Shopping

5 out of 5 average rating, 50 reviews

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.

Flat in Longboat Key

Turquoise Gem 1st Floor

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.

Flat in Siesta Key

3 Bedroom Prime Location Siesta Beach apartment

Flat in Bradenton

5 out of 5 average rating, 4 reviews

Studio Wendy

5 out of 5 average rating, 16 reviews

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.

Flat in Sarasota

Sarasota 1 bedroom condo near Downtown

4.87 out of 5 average rating, 31 reviews

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

Pinecraft Paradise ~ Secluded Apt in central SRQ!

Villa rentals with a fireplace

A serene outdoor area features a newly renovated salt swimming pool accompanied by a jacuzzi. Lush greenery and tropical plants surround the space, offering privacy. A comfortable seating arrangement is positioned beside the pool, enhancing the outdoor experience.

Lautus Villa

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

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.

5 out of 5 average rating, 36 reviews

Luxury Pool & Game Retreat • Close to Beaches

4.9 out of 5 average rating, 181 reviews

Townhouse in Siesta Key

Mermaid Villa Gulf of Mexico Views

4.98 out of 5 average rating, 43 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.

4.69 out of 5 average rating, 112 reviews

Cheerful 4-bedroom Villa with heated pool.

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.

4.75 out of 5 average rating, 256 reviews

Perfect Location w/ pool -close to beach or DT!

Other holiday rentals with a fireplace

5 out of 5 average rating, 9 reviews

A bright living area features vaulted beamed ceilings and large windows offering views of the outdoors. Comfortable seating includes a beige sofa and blue accent chairs, arranged around a glass coffee table on a geometric patterned rug. Natural light floods the space, giving it an airy feel.

Apartment in Siesta Key

Siesta Beach penthouse w/ Gulf side pool & access!

A spacious outdoor area features a heated saltwater pool and a spillover spa, surrounded by a large screened lanai. Multiple seating and dining options are available, with tropical decor enhancing the space. Expansive glass doors provide seamless access to the indoor living areas.

5 out of 5 average rating, 90 reviews

NEW saltwater pool/spa! Free pool heat!

A charming house with a well-manicured lawn is framed by lush greenery. The front porch is accented by decorative red doors, and a stone walkway leads up to the entrance. Large trees provide shade over the landscaped yard.

5 out of 5 average rating, 88 reviews

Peaceful Braden River Oasis: Main House

A large heated saltwater pool is enhanced by colorful floating rings. A waterfall feature adds a calming effect while lounge chairs are positioned nearby. The patio area is visible, furnished with multiple seating options, and surrounded by lush greenery and sunny skies.

5 out of 5 average rating, 63 reviews

Heated Pool | Game Room | Arcade | Sleeps14 | BBQ

A sparkling blue pool is surrounded by a stone deck and lush greenery. Lounge chairs are positioned beside the pool, with a covered patio in the background. The water canal and boats are visible beyond the backyard, under clear blue skies.

5 out of 5 average rating, 40 reviews

Canal front, dock, heated Pool, near AMI+IMG

A private heated pool is surrounded by tropical landscaping, with lounge chairs positioned nearby. A spacious patio adjoins the home, featuring large glass doors that provide views into the open living area. Soft lighting enhances the serene evening ambiance.

5 out of 5 average rating, 13 reviews

Private Pool, Spa, Balconies & More!

The front entrance features a light pink facade with teal accents. A small, covered porch leads to a white door, bordered by decorative shutters and framed by a circular window. Lush greenery compliments the charming, inviting exterior.

5 out of 5 average rating, 17 reviews

Historic Cottage in Downtown Sarasota

The image showcases a vibrant backyard area featuring a heated swimming pool under a screened enclosure. Comfortable seating is arranged, and a private mini golf course is visible. A separate game room with entertaining equipment like shuffleboard and a colorful mural is also displayed.