Holiday rentals with a fire pit in Gulf Gate Estates

A charming cottage is nestled among lush greenery, surrounded by tall trees and palms. A gravel pathway curves gently around the property, enhancing the serene outdoor setting. Sunlight filters through the foliage, creating dappled light across the landscape.

4.96 out of 5 average rating, 169 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

An inviting fire pit is surrounded by a circular stone seating area, featuring two Adirondack chairs. Decorative cushions add color to the seating. A spacious, fenced backyard is complemented by a serene evening sky with pastel hues.

4.97 out of 5 average rating, 100 reviews

Cottage w/Fire Pit Near Siesta!

Welcome to "Polka Dotted Pelican" located just a stone’s throw from world famous SIESTA KEY! This charming cottage is completely remodeled & nestled in a quiet neighborhood. Enjoy roasting s'mores around the INCREDIBLE backyard fire pit!! The living area opens to a large covered lanai for outdoor dining & relaxation. Comfortable, clean, & fully equipped! Amenities include high speed Wi-Fi, dedicated workspace, free indoor laundry, & bikes/games/beach chairs. Walk or bike to nearby Gulf Gate.

4.95 out of 5 average rating, 515 reviews

A living area features wooden flooring with a large area rug at the center. Two gray armchairs are positioned near a media console, which supports a flat-screen television. Natural light is provided by windows adorned with sheer white curtains, and a green plant adds a touch of greenery.

Home in Arlington Park

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

4.87 out of 5 average rating, 236 reviews

An aerial view showcases a private island surrounded by water, featuring lush greenery and two tiny homes. A manicured lawn is visible with seating areas, umbrellas, and pathways that create a serene outdoor environment.

Tiny home in Sarasota

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

4.93 out of 5 average rating, 374 reviews

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

☀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.

Cottage in Indian Beach-Sapphire Shores

The cottage features a welcoming exterior with a screened-in lanai, framed by decorative beams and charming window boxes. Lush greenery surrounds the property, and a large tree adds to the tranquil setting. A pathway leads to the front door, enhancing the inviting atmosphere.

4.8 out of 5 average rating, 269 reviews

Cozy Cottage by the Bay

Charming and historic decorator cottage near Downtown Sarasota. Located in the highly desirable, quiet, and safe neighborhood of Indian Beach - Sapphire Shores. Just a short drive to some of the nations top rated beaches like Siesta Key Beach. One of the best features of the home is the enclosed lanai at the front of the house. Perfect for enjoying Florida's coveted indoor/outdoor living. It has a private fenced in backyard, with a fire pit. Off street parking for 2 cars in the driveway.

4.9 out of 5 average rating, 166 reviews

Guest suite in Sarasota

Sweet, pet friendly Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

A serene pool area is surrounded by lush greenery and wooden fencing. Aquamarine water reflects sunlight, while a few poolside lounge chairs in turquoise invite relaxation. Potted plants add a touch of color, and a floating pool accessory rests on the surface.

4.94 out of 5 average rating, 112 reviews

5Stars Tiki, Heated Pool, Close to Beaches and ALL

Beautiful home with amazing pool and landscape, 15 minutes from Siesta Key Beach, 25 minutes from Lido Key Beach and Venice Beach. Close to grocery stores, parks, biking trails, shopping and restaurants. Enjoy the pool, entertain your family in our tiki bar, meditate in our amazing backyard or rest in our tastefully decorated bedrooms. Two pets under 30 pounds are allowed. Our pet fee is $150/dog. Please enter your pet when you complete the reservation.

4.72 out of 5 average rating, 293 reviews

A screened outdoor area features a shaped pool and a hot tub. Sun loungers sit along the edge, and a large umbrella provides shade over a seating area. The space is surrounded by greenery, contributing to a serene environment.

Guest suite in Sarasota

Prvt entry Suite-2nd Fl HotTub/pool & beach items

This location is * 8.6 * miles from Siesta Key Beach 18-22 min drive Entire upstairs private in-law suite sleeps (4) people (king bed & queen pullout couch) w/ bathroom, & kitchenette. We live on the property AND have a ADDITIONAL UNIT which is located directly below this room for rent. Shared areas for all guests are pool/hot tub, patio, and garage areas. The pool/hot tub operate within hours listed. The “stove” listed is a hot plate wi the three burners.

4.93 out of 5 average rating, 135 reviews

The cabin's interior features warm wooden walls and ceilings. A spacious bed is positioned in the main area, while a small loft above is accessed by a ladder. Natural light fills the room through multiple windows, highlighting rustic decor including a painting and a green lamp.

Farm stay in Myakka City

Florida Cracker Cabin on cattle ranch/Myakka River

We are located in Myakka City, FL, which is a short drive to Siesta Key and Lido Beach and Sarasota! Enjoy a peaceful stay in our newly built, unique, air-conditioned cracker cabin. The cabin sleeps 4 guests and is located in the middle of our 1,100 acre working cattle ranch. Step outside and you are right on the Myakka River and can sit by the fire-pit at night and enjoy the sounds of nature. While your visiting, enjoy a kayak down the Myakka River.

The exterior of the duplex presents a welcoming entrance with a covered front porch and seating. Lush greenery and small potted plants enhance the home's facade. The driveway is visible, leading to the well-maintained lawn and fenced backyard area.

4.94 out of 5 average rating, 103 reviews

1 Bed 1 bath 7 mins to the beach

This charming 1 bedroom 1 bath space has a calming coastal vibe with dedicated driveway parking, front porch, and fenced backyard. This unit is newly renovated and furnished, and is part of a duplex with a large shared backyard. It is within walking/biking distance or a short drive to grocery stores and restaurants, and 7 mins to Siesta Key - FL's #1 beach! Longboat Key, St. Armands, Turtle Beach, and Downtown are all a short drive away!

A private backyard is illuminated with string lights in the evening. A fire pit table with a glass barrier features dancing flames, while a hammock is visible to the side. The space includes lounge seating with turquoise cushions, creating a relaxed outdoor atmosphere.

4.9 out of 5 average rating, 155 reviews

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Our Quiet Retreat is in the heart of Sarasota - 5 miles to Siesta Key Beach. The home is 2B/2BA with a blow up mattress and can sleep 6. All the basics are supplied to make your stay more comfortable and your trips to the beach more fun! The backyard is private, secluded, and includes a hot tub, lounge area, a heated and private outdoor shower, fire-pit table, and grill.

Popular amenities for rentals with a firepit in Gulf Gate Estates

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a firepit

4.89 out of 5 average rating, 9 reviews

Nature preserve close to Siesta Beach with Pool

The backyard features a newly constructed pool accompanied by a hot tub, both surrounded by vibrant greenery and tropical landscaping. A sun shelf is present in the pool, while a patio area with seating is visible in the background under the shade of trees.

4.98 out of 5 average rating, 84 reviews

Sun-filled cottage with pool, walk to beach

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.

5 out of 5 average rating, 73 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

The modern kitchen features a large island with a marble countertop, topped with an arrangement of fresh fruits and drinks. A light fixture adds a soft glow above the island, while a cozy seating area with a dark sofa and brick wall can be seen in the background.

4.86 out of 5 average rating, 108 reviews

Sarasota Getaway “Have some fun under the sun.”

A private pool is surrounded by a spacious patio with paver stones, offering an inviting area for relaxation. Several lounge chairs and a small table with decorative seating are positioned near the water. Lush greenery borders the yard, enhancing the secluded feel.

4.77 out of 5 average rating, 110 reviews

Pool house by the bay

The kitchen area features a white cabinetry design with open shelving. A round dining table is set for four with a grey tablecloth. Modern appliances, including a stainless steel refrigerator and a mixer stand, are visible along with a sleek, well-lit countertop.

4.97 out of 5 average rating, 195 reviews

Adorable Bungalow Fire pit/outdoor shower 2/1 Cute

A private backyard oasis is highlighted by a heated pool and a hot tub, surrounded by lush tropical landscaping. A shaded area with an umbrella and seating for outdoor dining is visible beside the pool, creating a serene environment for relaxation.

4.96 out of 5 average rating, 107 reviews

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

A well-appointed backyard features a heated saltwater pool surrounded by elegant stone decking. Lush green artificial grass lines the pool area, enhancing the design. Comfortable lounge chairs are positioned nearby, offering a relaxing space for enjoyment under the shade of sleek umbrellas.

4.94 out of 5 average rating, 88 reviews

Private Heated Saltwater Pool & Spa 1 mi to Beach

Apartment rentals with a firepit

A well-maintained exterior features a paved pathway leading to the entrance of the apartment. A grassy lawn is bordered by tropical plants, and seating is arranged on the front porch. The sky is partly cloudy, adding a subtle atmosphere to the setting.

5 out of 5 average rating, 25 reviews

The Pines Retreat, Close to Beaches And Downtown.

4.97 out of 5 average rating, 158 reviews

A spacious living area is adorned with a light blue sofa and a comfortable armchair, complemented by a coffee table and decorative rug. A mounted TV is set against a striking blue accent wall, and natural light filters through sheer curtains, enhancing the coastal ambiance.

Flat in Siesta Key

Cozy Coastal Getaway 2 min Walk to Beach & Village

An aerial view captures a modern apartment complex adjacent to a calm waterway, framed by lush greenery. The sunset casts warm hues across the sky, while nearby city lights begin to emerge. Boating docks and waterfront properties are visible in the serene landscape.

5 out of 5 average rating, 17 reviews

Zen in Paradise-Sarasota

4.8 out of 5 average rating, 140 reviews

A modern living area is shown, featuring a sleek gray sofa and a round coffee table centered on a vibrant area rug. Natural light enters through a large window, complemented by a floor lamp and a decorative plant. A mirror adds to the room's depth.

Flat in Gillespie Park

Downtown Apt w/ pool, gym & co-work.

An outdoor patio area features a round table with chairs and a large umbrella for shade. Surrounding seating includes several Adirondack chairs arranged around a fire pit, all set on a brick-patterned surface. Lush greenery hangs in the background, enhancing the outdoor experience.

5 out of 5 average rating, 9 reviews

Rustic Beach Hideaway

Flat in Indian Beach-Sapphire Shores

A cozy living room features a comfortable couch with decorative orange pillows. Bright, patterned curtains complement the colorful rug and a wooden coffee table. Large windows allow natural light into the space, while a television is positioned against a cheerful yellow entertainment unit.

4.98 out of 5 average rating, 127 reviews

Come Enjoy Our Peaceful Retreat

A comfortable living area features a light grey sectional sofa adorned with blue accent pillows. A round coffee table sits on a plush area rug, complemented by a small side table holding a lamp. Natural light enters through glass doors, enhancing the inviting ambiance.

5 out of 5 average rating, 36 reviews

Sarasota Oasis

The exterior of the condo is shown, featuring a spacious deck surrounded by palm trees, with an umbrella providing shade. Large windows offer a view into the interior space, and ample outdoor seating is visible. A concrete path leads through the outdoor area.

5 out of 5 average rating, 8 reviews

Cozy Condo in Siesta key with boat dock

Other holiday rentals with a firepit

4.95 out of 5 average rating, 19 reviews

A rustic barn structure is showcased with large, orange star decorations on the front. The building features brown siding and a metal roof, surrounded by trees casting dappled shadows. A gravel path leads to the barn, enhancing the country atmosphere.

Farm stay in Sarasota

Pretty in Pink Horse Farm w/ Barnyard friends

A heated saltwater pool is surrounded by a fully screened area, providing a private outdoor retreat. Colorful lounge chairs are positioned near the pool, with grass and a fenced yard visible in the background, offering a relaxed atmosphere for leisure.

4.86 out of 5 average rating, 80 reviews

Siesta Key Private Retreat -Screened Pool Haven

5 out of 5 average rating, 3 reviews

Home in Bradenton

New! Boat Dock + Dolphins + Beaches + Hot tub!

Home in Rosemary District

An aerial view captures a developed shoreline alongside a serene body of water at sunset. Modern buildings line the waterfront, while lush green spaces and a walkway connect to the natural surroundings. Vibrant colors fill the sky, reflecting on the calm surface of the water.

4.67 out of 5 average rating, 15 reviews

Downtown Sarasota. Bring your pets!

4.99 out of 5 average rating, 72 reviews

A light-filled interior is showcased, featuring a spacious bed with a textured blanket. A mint-green armoire and a round dining table surrounded by four chairs are visible. A large mirror reflects the room's design, while a flat-screen TV is mounted above a compact refrigerator.

Farm stay in Sarasota

The Cottage at Cool Ranch

4.93 out of 5 average rating, 56 reviews

A serene canalfront view is presented with a wooden dock, offering comfortable seating areas under a vibrant sunset sky. Palm trees line the space, and colorful lounge chairs create an inviting atmosphere for relaxation by the water's edge.

Home in Port Charlotte

Pool Renewed/Saltwater Serenity Villa/Fishing Dock

A living area features a yellow sofa accompanied by two blue armchairs, creating a comfortable seating arrangement. A glass coffee table is centered on a textured area rug. Natural light filters through sheer curtains, and a piece of wall art adds a touch of color to the neutral walls.

4.96 out of 5 average rating, 51 reviews

Boho Vibe 3B/2B West of S.Tuttle - 1mi to Downtown