Vacation rentals with a fireplace in Siesta Key

4.97 out of 5 average rating, 101 reviews

A dining area features a wooden table surrounded by six chairs with patterned cushions. A fireplace is located on a white brick wall, while an open kitchen is visible in the background. Bright lighting enhances the airy feel, complemented by wood beamed ceilings.

Home in Lido Key

Lido Beach Dream

Bright and sunny remodeled and updated beach home featuring wood beamed ceilings, new bamboo wood firs, with 3 good size bdrms, 2 full baths, , master with with en suite, 2 queen beds, 2 twin beds,open and airy kitchen w/ eating bar and table to seat 6 plus , new appliances, w/d, large family rmwith fireplace, huge year round air conditioned lanai, garage. Golf, sailing, walking & bike trails. Walk to St Armand's Circle, beach, heated pool block away, restaurants, 130 stores and spec. shops.

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.

5 out of 5 average rating, 145 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.

Lounge chairs with decorative blue cushions are arranged on a patio, overlooking a serene body of water. A lush green lawn extends in front of the water, and the sky is tinted with soft hues of orange and pink from the setting sun.

4.97 out of 5 average rating, 33 reviews

Right on the bay! Heated pool! King bed

Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. You will have whole house except two rooms which will be locked and no one will be there. One bedroom with a king size bed and sleeping sofa in the family room (if more than two guests coming). Full size kitchen, two family rooms, pool and gorgeous view on the salty bay for nature lovers.

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.

4.87 out of 5 average rating, 31 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!

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, 370 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.

5 out of 5 average rating, 150 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! 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!

4.98 out of 5 average rating, 59 reviews

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

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.

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.

4.95 out of 5 average rating, 128 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.

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.

4.91 out of 5 average rating, 100 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

4.96 out of 5 average rating, 188 reviews

The Palms-Heated Private 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 and lounge chairs for families or 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!