Holiday rentals with a fireplace in Siesta Key

4.99 out of 5 average rating, 72 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 3 BR 2.5 BA home with an oversized pool. Pulling up to the lush tropical landscaped property, you will be greeted by its beautiful palm trees and plants. The outdoor section features an oversized, heated pool and spa. The home also features a top of the line Weber gas grill. The house is located on the north end of Siesta Key, a 5 minute drive to Siesta Village and 7 minute drive to Siesta Beach. The home has easy access on and off the island.Tit

Indoor spacesHeatingLocation

4.97 out of 5 average rating, 118 reviews

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

Home in Bradenton

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

HeatingIndoor spacesOutdoor spaces

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, 112 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

Sleep qualityIndoor spacesQuiet

4.98 out of 5 average rating, 43 reviews

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

BRAND NEW home centrally located in the highly sought-after neighborhood of Arlington Park 2 miles to downtown. Coastal Luxe is a 2 story single family home with an open floor plan with bright, warm and inviting areas for gathering, entertaining, & relaxation. Every room in the house thoughtfully designed for your comfort & enjoyment. Perfect for your large group of friends & family!. Pool & Spa, Outdoor kitchen equipped with gas grill & smoker Enjoy your own mini golf experience with 4 holes

Sleep qualityIndoor spacesAir conditioning

5 out of 5 average rating, 111 reviews

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

Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

Indoor spacesSleep qualityParking

4.93 out of 5 average rating, 400 reviews

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.

Indoor spacesSleep qualityParks

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, 35 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.

Indoor spacesSleep qualityCheck-in

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, 167 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

Indoor spacesSleep qualityCheck-in

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.

4.9 out of 5 average rating, 112 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

Sleep qualityIndoor spacesCondition

4.86 out of 5 average rating, 191 reviews

Home in Bradenton

Tipsy Flamingo | POOL • HOT TUB • FIRE PIT • GAMES

Dive into the curious home of Tipsy Flamingo. The tropical fever dream you didn’t know you needed! Stay in a historic home bursting with fluorescent colors, a pink-tastic Flamingo Suite, a wild Jungle Room, and a chill coastal Surf Den. Outside, swing under the pergola, battle it out in giant chess, soak in the hot tub, lounge by the fire pit, and float in the sparkling pool on your honorary pink flamingo throne. Pure fun, pure vibes, pure madness! 🦩

Sleep qualityIndoor spacesLayout

4.89 out of 5 average rating, 122 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.

Condo 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.

Sleep qualityIndoor spacesAir conditioning

5 out of 5 average rating, 163 reviews

A private heated pool is surrounded by lush palm trees and a well-maintained lawn. An outdoor dining area with a large umbrella is visible, along with two lounge chairs positioned near the pool. The area is brightened by clear blue skies and sunlight.

Home in Siesta Key

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

Rad’s Cozy Cottage – Siesta Key Private Home. Enjoy a heated saltwater pool, canal-front dock, and putting green at this one-of-a-kind tropical getaway. Steps from Siesta Village (shops, restaurants, nightlife) and the powdery-white sands of Siesta Key Beach. Fully updated 2BR/1.5BA cottage with modern kitchen, AC, Wi-Fi, and washer/dryer. Sleeps 6 (king + 2 twins + sofa). Book your island paradise!

Indoor spacesSleep qualityQuiet

Popular amenities for Siesta Key Accommodation with Fireplace

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fireplace

Home in Gulf Gate Estates

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.

4.92 out of 5 average rating, 121 reviews

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

HeatingIndoor spacesBathroom

4.88 out of 5 average rating, 42 reviews

Siesta Key Luxury 6BR Retreat with Pool

Sleep qualityIndoor spacesPool

5 out of 5 average rating, 31 reviews

Near Siesta Key | Palm-Lit Nights, Pool & Spa

Sleep qualityIndoor spacesBiking

4.96 out of 5 average rating, 23 reviews

A well-maintained exterior showcases a stone pathway leading to the entrance, framed by lush greenery and palm trees. The home is surrounded by manicured landscaping featuring artificial grass and gravel pathways, creating a welcoming outdoor space.

Home in Siesta Key

Charm Beach House

Indoor spacesHeatingCondition

5 out of 5 average rating, 13 reviews

Sarasota Slice of Paradise

Sleep qualityIndoor spacesAccuracy

5 out of 5 average rating, 6 reviews

Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool

Sleep qualityIndoor spacesKitchen

4.95 out of 5 average rating, 41 reviews

Home in Bradenton

The Florida Rooms

Indoor spacesSleep qualityFamily

A private heated pool and spa are surrounded by tropical palm trees and lounge chairs. The pool's water reflects soft blue hues, while a spacious two-story structure provides a backdrop with large windows. The scene is illuminated by the evening sky.

4.75 out of 5 average rating, 12 reviews

The Pearl on the Bay, a breathtaking Bayfront Home

Indoor spacesSleep qualityLocation

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.

Apartment in Bradenton

Luxury Bayview Retreat w/Pool, Spa+ Hot Tub

Indoor spacesNearbyBeach

4.85 out of 5 average rating, 48 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

Indoor spacesSleep qualityAccuracy

5 out of 5 average rating, 10 reviews

Apartment in Bradenton

Serene Escape Minutes to Anna Maria Island

Indoor spacesLocationComfort

A waterfront entrance sign for Lakewood National is displayed prominently, surrounded by lush palm trees. The water reflects the sky and clouds, enhancing the inviting atmosphere of the resort's landscape.

Apartment in Lakewood Ranch

5 out of 5 average rating, 4 reviews

Resort Delight Lakewood National

AmenitiesCleanlinessDecor

Apartment in South Bradenton

4.88 out of 5 average rating, 16 reviews

Studio Wendy

Indoor spacesSleep qualityKitchen

Apartment in Longboat Key

Aerial view of a wide beach features soft white sand and gentle waves lapping at the shore. The water displays a gradient of turquoise to deep blue, with scattered footprints in the sand. The horizon meets a clear sky, enhancing the open coastal atmosphere.

4.95 out of 5 average rating, 61 reviews

Turtle walk - Next to 5 top eats-Beach+Boat parkng

Indoor spacesSleep qualityQuiet

Apartment in Sarasota

4.7 out of 5 average rating, 10 reviews

Lux studio at the Ramada Inn!

Indoor spacesKitchenNearby

4.82 out of 5 average rating, 34 reviews

Apartment in Sarasota

LUX VILLAs close to sparkling Siesta Beach.

Indoor spacesSleep qualityAccuracy

Villas with a fireplace

4.9 out of 5 average rating, 10 reviews

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.

Villa in Sarasota

Lautus Villa

PoolCleanlinessFamily

Villa in Gulf Gate Estates

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, 44 reviews

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Sleep qualityIndoor spacesAccuracy

5 out of 5 average rating, 10 reviews

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.

Villa in Siesta Key

Newly Remodeled Luxury Beach Villa on Siesta Key!

Indoor spacesComfortKitchen

5 out of 5 average rating, 52 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

HeatingSleep qualityLocation

4.98 out of 5 average rating, 50 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

Indoor spacesSleep qualityDecor

4.99 out of 5 average rating, 73 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

Sleep qualityIndoor spacesCondition

4.76 out of 5 average rating, 290 reviews

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.

Villa in Sarasota

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

Indoor spacesSleep qualityQuiet