Family-friendly holiday rentals in Gulf Gate Estates

A wide view of a sandy beach features clusters of beachgoers enjoying the sun. Colorful beach chairs and umbrellas are scattered across the white sand. The gentle waves of the blue ocean can be seen in the distance, with high-rise buildings lining the shore.

4.95 out of 5 average rating, 284 reviews

2 Miles to Siesta Key

Excellent Location. Private & Quiet - Private Entrance & Quiet Surroundings - Comfortable Bedroom & Bath with King Bed - Small Kitchenette fridge/freezer/microwave/coffee maker Private entrance to Guest Suite with full bathroom, kitchenette, sink and countertop, fridge and freezer, microwave, and coffee maker. This provides ample utility to prepare simple meals, but it is not suited for cooking. Located in Gulf Gate with over 150 shops including bakeries, coffee shops, restaurants and more..

4.98 out of 5 average rating, 181 reviews

A bright living area is viewed, showcasing a cozy sofa adorned with decorative pillows. Light drapes frame large glass doors that open to a vibrant garden patio. Two comfortable chairs and a wooden table complement the space, creating a welcoming atmosphere for relaxation.

Flat in Sarasota

Near Siesta Key Beaches - Quiet 1 BR apt

Cozy, quiet & private getaway 2 mi. from the white sands of Siesta Key. Solar powered! Under a 100-yr. old live oak, keyless entry, 3-rm. apt., east side of our home. 10 min. to beaches, 3 min. to shopping, groceries, pubs, restaurants or cook at home: apt. size stove, fridge, toaster oven, full size microwave, coffee pot. Take a morning cup out to your fenced private patio and enjoy the tropical garden. Everything you need is here. Escape to this special retreat in a relaxed tranquil setting.

4.86 out of 5 average rating, 221 reviews

A spacious bed with a white coverlet is flanked by two nightstands featuring soft lighting. Decorative pillows rest atop the bed, and a tasteful piece of wall art adds a touch of color to the neutral backdrop.

Flat in Sarasota

Updated Old Florida Studio Getaway in Central SRQ

This apt is a breath of fresh air- you'll feel it when you enter and immediately feel calm and at peace. Sparkling clean & spacious with a king-sized, comfortable bed, a full bathroom and kitchenette, & special old Florida style decor gives you the sense of southern hospitality that you're looking for. Central to much of Sarasota, you can be from here to the island of Siesta Key in less than 10 minutes! Whether you're here for business or pleasure, this sweet studio is sure to be a highlight.

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, 108 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.

A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.

4.96 out of 5 average rating, 263 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

4.91 out of 5 average rating, 175 reviews

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.

4.93 out of 5 average rating, 515 reviews

A spacious studio features a comfortable king-sized bed with decorative pillows and a cozy leather couch. A mounted TV is visible alongside a desk area, while a kitchenette is seen in the background. Warm light enhances the inviting layout, complemented by modern decor.

Guest house in Sarasota

Clean and Modern Sarasota Studio

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.

4.96 out of 5 average rating, 103 reviews

2 BR House 1.6 miles from Siesta Key Beach

Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

An outdoor lounge area features soft pink seating, including a sofa and armchair, against a backdrop of warm wood paneling. A standing lamp provides ambient lighting, and large windows offer a view of the surroundings. A patterned area rug adds texture to the space.

4.77 out of 5 average rating, 159 reviews

Private Suite • 10-Min Walk to Siesta Beach, Shops

🌴 Welcome to Your Cozy Siesta Key Getaway Relax in this private, well-appointed pied-à-terre located in a quiet, walkable neighborhood, just a 10-minute (0.5 mile) walk to Siesta Beach Access #12. . Perfect for couples or solo travelers looking for a comfortable, convenient home base near it all. The kitchenette is ideal for light cooking/reheating, and includes: Microwave, Refrigerator, Keurig Coffee maker, Teapot Small stove/oven, Basic dishware and utensils

4.96 out of 5 average rating, 113 reviews

The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.

Apartment in Sarasota

Modern Studio · 5 min from Siesta Beach

Stylish ground-floor studio designed for couples or solo travelers, just a 5-minute drive from world-famous Siesta Key Beach. A great choice if you’re looking for a calm, well-located space with thoughtful comfort. Pet-friendly stay – $10 one-time pet fee per booking, unlimited pets. An ideal base for beach days, local dining, or a relaxed Florida getaway. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

4.97 out of 5 average rating, 355 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

4.94 out of 5 average rating, 160 reviews

A serene community pool is surrounded by a fence and complemented by lounge chairs positioned nearby. The pool's clear blue water reflects the sunlight, while the yellow exterior of the building provides a warm backdrop. Windows with awnings complete the inviting atmosphere of the area.

Apartment in Sarasota

Villa Maria: Minutes to Siesta Key!

2 BDRM/2 BTHRM condo very close to Siesta Key (3 min. drive or 20 min. walk). Totally UPDATED! Quality furnishings, super clean, ideal location. Have it all: Spacious condo in a peaceful setting. Just a few minutes drive over the south bridge to Siesta Key. Walking distance to great restaurants and shops on and off the key. Everything is within easy access by walking, car, bike, or free beach shuttle service. Come enjoy everything Sarasota has to offer.

Popular amenities for Gulf Gate Estates family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.91 out of 5 average rating, 166 reviews

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

4.97 out of 5 average rating, 348 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

JUNE OPEN! Sarasota #1 Luxury Villa w/PRIV BEACH!

4.9 out of 5 average rating, 102 reviews

An inviting pool area is framed by a protective screen, with soft lighting illuminating the space. Lush plants hang from the ceiling, and a decorative piece is positioned on the wall, creating an atmosphere of relaxation and calmness.

Guest house in Sarasota

Cabana/Guest house w/spa/pool 5min to Siesta key.

Guest house in Laurel Park

A private outdoor area features a cozy swing sofa under a wooden pergola, surrounded by lush greenery. Several comfortable chairs are positioned around a small fire pit, creating a welcoming space for relaxation. Natural light filters gently through the surrounding trees.

4.88 out of 5 average rating, 138 reviews

City Garden Cottage

The kitchen features modern cabinetry with glass-front doors, showcasing dishware and decorative items. A teal backsplash adds color above the wooden countertop, which includes a stainless-steel sink and various utensils. A small stool is positioned nearby for convenience.

4.95 out of 5 average rating, 104 reviews

The Animal House

A vibrant sunset lights up the sky in shades of orange and pink, framed by tall trees that line a quiet street. The silhouettes of palm trees add to the tropical ambiance, while homes are visible in the background, nestled among the lush landscaping.

4.92 out of 5 average rating, 102 reviews

Spectacular Sunsets! 15 min Siesta Key!

A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.

4.78 out of 5 average rating, 113 reviews

Heated Pool 4bd 2bth close to Siesta Beach

A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.

4.97 out of 5 average rating, 117 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Family- and pet-friendly home rentals

The exterior of the villa is displayed, featuring a welcoming blue-green door and two large windows framed in white. A small potted plant accents the entrance, while a pathway leads to the door, surrounded by well-maintained grass and greenery.

4.87 out of 5 average rating, 119 reviews

Charming Villa 14 mins away from Siesta Key Beach

Campervan/Motorhome in Nokomis

An outdoor seating area is presented with a glass-top table adorned with a vase of fresh flowers. Colorful patterned cushions decorate the two wicker chairs. In the background, a black trailer and a small shed are visible, surrounded by greenery.

4.79 out of 5 average rating, 223 reviews

Sleep Bird glamping trailer 5min to the beach

4.95 out of 5 average rating, 104 reviews

A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.

Apartment in Venice

Short walk to beach 4, King bed, Dog Friendly

A modern living area features a light-colored sofa accompanied by a wooden coffee table. The room is enhanced by a large wall art piece depicting a beach scene. An open layout is evident, with a view of a kitchen area and bar seating in the background.

4.91 out of 5 average rating, 133 reviews

15Min to Siesta, Central, Beach Supplies

4.89 out of 5 average rating, 170 reviews

A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.

Flat in Sarasota

Chic & Cozy Getaway • Near Siesta Key Beach

4.97 out of 5 average rating, 136 reviews

Home in Bellevue Terrace

Tropical Oasis SRQ. Cats and Dogs welcome.

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.94 out of 5 average rating, 114 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

A serene beach scene captures the sun setting on the horizon, casting warm hues across the sky and reflecting on the gentle waves. The shoreline appears tranquil, inviting relaxation as the day's light slowly fades.

5 out of 5 average rating, 72 reviews

Ocean Breeze Retreat 6min to Siesta BEACH!

Family-friendly home rentals with a pool

An aerial view captures the expansive white sand beach and turquoise waters, lined with beachgoers. The surrounding buildings and amenities are visible, including pools and recreational areas, creating a vibrant coastal atmosphere. Cloud patterns add depth to the bright blue sky above.

4.93 out of 5 average rating, 122 reviews

Beautiful White Sand Siesta Key Beach

A modern living area is visible, showcasing a cozy gray sofa and a glass coffee table atop a patterned rug. The open kitchen features stainless steel appliances and a bright green accent wall. Natural light streams through a nearby window, enhancing the inviting space.

4.93 out of 5 average rating, 208 reviews

Steps away from beach and village! #1 in Siesta!

4.77 out of 5 average rating, 533 reviews

An inviting beach scene features a sun umbrella providing shade over a wooden lounge chair, set upon soft, sandy shores. The clear blue sky contrasts with the tranquil turquoise waters, creating a peaceful atmosphere near the shoreline.

Home in Siesta Key

Beachfront Getaway in Siesta Key

A living area features a comfortable green sofa complemented by a lamp casting a warm glow. A white wicker chair adds a coastal touch, positioned beside a small white table. Light wooden floors extend across the space, with soft wall art and a wall-mounted TV enhancing the environment.

4.84 out of 5 average rating, 257 reviews

Cozy 1BR Beach Condo on Siesta Key!

A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

4.89 out of 5 average rating, 132 reviews

Crystal House on Siesta Key Beach

A screened lanai encloses a private saltwater pool, featuring a shallow entry and a vibrant pink float. Two lounge chairs are positioned nearby, surrounded by greenery that enhances the serene pool area.

4.94 out of 5 average rating, 103 reviews

Minutes to Siesta Key, heated pool & tiki on water

4.92 out of 5 average rating, 382 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

Beach Retreat•Renovated Pool Patio•Near Siesta Key

A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.