Vacation rentals with a fireplace in Siesta Key

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Top-rated fireplace rentals in Siesta Key

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Guest favorite

A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.

Home in Sarasota

4.94 out of 5 average rating, 53 reviews

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Make new memories at your very own Tiki Paradise! Escape to a gorgeous heated pool & Tiki Bar. Start a tournament in corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Incredibly comfy BEDS! Located only minutes from USA's #1 Beach Siesta Key, the Village & Downtown SRQ

Guest favorite

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

4.93 out of 5 average rating, 373 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

- Located in a quiet Sarasota neighborhood minutes from shopping, restaurants, & Siesta Key, this amenity packed home is perfect for families and beach enthusiasts! - Enjoy the pool and patio (renovated in July 2025) and comfy outdoor furniture in your fenced in backyard where you can bask in the sun. - Beautifully designed coastal interior w/ new appliances, Smart TVs, and fast WiFi. - Your on-site Superhost is available if needed to assist with making your stay enjoyable and worry free.

Guest favorite

An outdoor space features a heated pool surrounded by gray paving stones. A black pergola with string lights provides shade over a swing couch positioned next to a fire feature. Lounge chairs are arranged nearby, with a small table holding drinks. Lush greenery is visible in the backdrop.

Home in Bradenton

4.93 out of 5 average rating, 169 reviews

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool

Step into chic comfort at this stylish retreat, designed in sleek black-and-white decor with modern touches. The backyard is made for relaxation and fun-enjoy the warm glow of the fire while lounging on the swings under our pergola, take a dip in the pool, or challenge family and friends to some outdoor games. Inside relax on the comfy couch, or keep the good times rolling in our indoor game room; perfect for all ages. This home blends style, comfort and play for family and friends.

Top guest favorite

Home in Sarasota

5 out of 5 average rating, 22 reviews

Resort-Style Lanai • King Suite • Luxe Amenities

Magnolia House Sarasota: Where Luxury Lives Under the Palms ★ “The best vacation home I’ve stayed in…like something out of a magazine.” ★ “Impeccably clean.” ★ “The lanai felt like a private resort—we didn’t want to leave.” ★ “Jen thought of every detail.” Magnolia House is not just a stay, but an experience for those who expect the best—style, gracious hospitality, and comfort. Palm-lit evenings, a beautifully designed home, and world-class beaches, dining, and golf minutes away.

Top guest favorite

An enclosed sitting area features a comfortable daybed adorned with colorful throw pillows against light wooden paneling. A small blue table accompanies the seating, with large windows allowing natural light to illuminate the space while offering views of the surrounding greenery.

Cottage in Osprey

4.97 out of 5 average rating, 67 reviews

Mattie’s Cottage by the Bay

Enjoy this 1913 Florida vernacular cottage! Carefully restored, thoughtfully updated house on a quiet, tree-canopied street in historic Osprey, one of Sarasota County’s oldest settlements. Enclosed front porch, screened back porch, and tin roof. Walk to the bayfront, restaurants, shopping, library, parks, and historic sites. A short drive takes you to famous Gulf beaches and all Sarasota and Venice have to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

Top guest favorite

Home in Arlington Park

5 out of 5 average rating, 85 reviews

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.

Top guest favorite

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

5 out of 5 average rating, 152 reviews

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

FULLY RESTORED POST HURRICANE! HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool & dock, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the 1st time and post hurricane updates! If you want a cute, private original bungalow style beach cottage home all to yourself without the shared wall feel of a condo, then you are in the right spot!

Top guest favorite

The property features a two-story home with a light-colored exterior and a welcoming set of stairs. Tropical palm trees and green foliage frame the entrance, which is accented by vibrant blue planters. A concrete driveway leads to the house, providing ample space.

Home in Siesta Key

4.98 out of 5 average rating, 59 reviews

Quiet luxury on Siesta Key!

Enjoy a tranquil vacation at this Siesta Key paradise 3 bedroom 2.5 bath private home with an oversized heated pool. Pulling up to the lush tropical landscaped property, you will be greeted by its Key West style exterior. The outdoor section features a Grill and BBQ setup which will allow you to enjoy the view of the pristine pool area while you prepare your outdoor feast. The house is located on the north end of Siesta Key with easy access on and off the island.

Top guest favorite

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

4.95 out of 5 average rating, 132 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.

Guest favorite

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

4.91 out of 5 average rating, 101 reviews

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

Top guest favorite

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

4.99 out of 5 average rating, 142 reviews

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!

Top guest favorite

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

4.98 out of 5 average rating, 165 reviews

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!