Holiday rentals with a fire pit in Gulf Gate Estates

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

Come stay in our beautiful, Mid-Century Modern, light drenched home just one block from the bay with a private pool. The private yard is surrounded by lush landscaping & the pool is the perfect place to cool off on hot afternoons. The house is spacious & minimally decorated with finds from our world travels. We've recently replaced the bed and the neighborhood is quiet and easy to explore on foot. Note: this is our home, so please expect a warm lived in feel in the space, not that of a hotel.

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, 268 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.

4.97 out of 5 average rating, 162 reviews

The exterior of the white house features a welcoming front porch with two dark seating areas. A well-maintained pathway of gravel leads to the entrance, while lush greenery and decorative plants enhance the surroundings, and a festive wreath adorns the front door.

Home in Bradenton

Downtown Bradenton & close to Beaches, quiet area

Your family will be close to everything when you stay at this centrally-located private home with fenced in yard near downtown and beaches. Three bedrooms and 2 bathrooms await your next vacation to Florida's beaches. Located 1 mile to downtown - restaurants, shops, markets, Riverwalk, Theater, Bishop Museum and more. Only 4 miles to beaches. Stroll the neighborhood oak lined sidewalks and river. Front porch & private back fire pit & grill. Note - only 3 vehicles permitted.

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!

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, 83 reviews

Sun-filled cottage with pool, walk to beach

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 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

4.96 out of 5 average rating, 108 reviews

A private outdoor space is presented, featuring a heated saltwater pool illuminated by soft lighting. A hammock is hung nearby under a stylish frame, surrounded by lush greenery and a fenced area, enhancing the serene ambiance for relaxation.

Home in Arlington Park

The Wisteria Oasis W/swings, heated pool & hot tub

A bright living area features a comfortable light gray sofa and a matching armchair, positioned around a round coffee table. A large flat-screen TV is mounted on the wall, showcasing a serene landscape. Natural light enters from sliding glass doors leading to the outdoor area.

5 out of 5 average rating, 21 reviews

Stunning 3 bedroom, 2 bath home near Siesta Key!

4.95 out of 5 average rating, 111 reviews

Modern Luxury Stay Near Siesta Key & Downtown

5 out of 5 average rating, 32 reviews

A vibrant beach scene displays colorful beach chairs and mats arranged on the sand. An orange boogie board leans against one chair, while a variety of patterned beach towels add to the inviting setup. The backdrop includes distant palm trees and a clear blue sky.

Home in Venice

Serenity in Venice!Steps to Shamrock Park & Trail!

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 covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

4.92 out of 5 average rating, 84 reviews

Perfect location- minutes to Siesta or DT w/pool

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

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!

A private backyard features a large fire pit surrounded by six wooden chairs, offering an inviting space for gatherings. Lush greenery decorates the perimeter, with a colorful game set visible in the background. A shaded seating area with a blue canopy is positioned nearby.

5 out of 5 average rating, 5 reviews

Big backyard hangout, firepit, large primary suite

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

4.96 out of 5 average rating, 91 reviews

Bright, Clean Paradise 10 mins to Siesta Key

4.91 out of 5 average rating, 22 reviews

A spacious living area features a dark brown sofa and two light green accent chairs, arranged around a central coffee table. A white-brick fireplace provides a focal point, complemented by a mounted television above. Natural light fills the room through large windows covered by light curtains.

Home in Wares Creek

La Casa Bonita - 2 bedrooms, 1 bathroom

A spacious living area features a comfortable light-colored sofa complemented by a vibrant blue accent chair. The floor showcases a bold black-and-white rug, while artwork adorns the walls. A side table with a lamp is visible, creating an inviting atmosphere for relaxation.