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Vacation rentals in Gulf Gate Estates

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Gulf Gate Estates

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
Bungalow in Gulf Gate Estates
4.83 out of 5 average rating, 113 reviews

Beach Remedy Retreat near Siesta Key Beach

Unwind & Refresh! Our perfect 3/2 getaway is fully remodeled and our cozy retreat rests in the most ideal location for everything Sarasota has to offer! Just 2 mi. to Siesta Key Beach! Beach towels, chairs & toys provided. Grocery, restaurants and unique shops within 1.5 mi. Indulge in watching gorgeous sunsets, walks on the beach, shop/dine in the many cafes in our community. Extras for your use-hammock, outdoor grill, board games, books, large screened in patio. Family neighborhood. Enjoy!

Superhost
Home in Gulf Gate Estates
4.78 out of 5 average rating, 63 reviews

Newly Renovated on the water minutes to Siesta Key

Enjoy this incredibly cozy home just minutes from Siesta key. Situated on a private lagoon making for an exceptional view. Take the view in through the large screened in porch w/ plenty of seating & dining space for larger groups. Enjoy 3 traditional bedrooms, 1 with w/ a primary bedroom boasting a walk in closet, en-suite, & a custom vaulted cedar ceiling. Each room has its own large smart tv. A 4th bedroom/office, with a single bed, for larger groups. Enjoy an oversized lving room w/ a 75” TV!

Guest favourite
A bright and airy living area features a sleek white sectional sofa with decorative pillows. A dark coffee table is centered in front, adorned with two gold vases. Framed art pieces are arranged on the wall, adding a touch of elegance to the space.
Home in Gulf Gate Estates
4.94 out of 5 average rating, 88 reviews

Siesta Key Escape-8 min to the beach,Spa,Bikes,BBQ

🌴Discover this stylish 2-bed, 1-bath mid-century modern retreat, part of a charming home with an attached private studio—each with separate entrances for full privacy! Just 8 minutes from the beach, it’s perfect for couples, small families, or friends. Relax in the bright space blending vintage charm or explore nearby pristine beaches, delicious local dining, and Sarasota’s vibrant culture 🎭. Your ideal Florida getaway awaits—book now for the perfect mix of comfort, style, and adventure! ☀️🌊

Top guest favourite
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.
Apartment in Gulf Gate Estates
4.98 out of 5 average rating, 186 reviews

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.

Top guest favourite
The exterior of the property is presented with a modern facade featuring a covered entrance and a gray door. Flanking the entrance are lush green shrubs and a neatly maintained garden bed. A bicycle leans against the side, and the driveway leads to a garage.
Home in Gulf Gate Estates
5 out of 5 average rating, 22 reviews

Newly Renovated w Pool – 10 min to Siesta Beach

THE WHITE SANDS is a pristine and stylish vacation property, in the heart of the Gulf Gate Estates and only 10 minutes from Siesta Beach Enjoy this recently renovated house with enough room to host up to 8 people. Four bedrooms include (1) one king-size bed, (2) two full-size beds, (3) one queen-size bed, and (4) dedicated office space with futon Fully furnished outdoor patio next to a beautiful heated pool Plenty of restaurants are within walking distance from you (5 blocks). No pets allowed

Top guest favourite
Home in Gulf Gate Estates
4.97 out of 5 average rating, 266 reviews

Your private retreat near Siesta Key Beach.

Completely Remodeled Private Retreat. COME RELAX, UNWIND, AND MAKE LASTING MEMORIES! From the moment you arrive, you’ll feel the calm, welcoming atmosphere that makes this property stand out. This spacious 3brm 2-bath features an amazing heated pool, a private backyard, and stylish finishes throughout. Whether you’re lounging by the heated pool, enjoying meals in the bright open-concept living space, or exploring the nearby beaches this home is perfect for an unforgettable vacation

Top guest favourite
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.
Home in Gulf Gate Estates
4.96 out of 5 average rating, 114 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!

Guest favourite
A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.
Home in Gulf Gate Estates
4.95 out of 5 average rating, 155 reviews

Beautifully Remodeled Home with Pool Near Siesta

It’s all about Siesta! Newly remodeled, 2 bedrooms, 2 baths, heated pool home is located in the Gulf Gate Estate neighborhood. 2,5 miles from the famous Siesta Key Beach. Great split plan bedrooms and bathrooms. High-speed Wi-FI. Located less than a mile from Publix Grocery, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Walking distance from the nearest convenient/gas station-7Eleven (5min). Parking for up to 3 cars maximum. Must be at least 25 years old.

Guest favourite
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.
Home in Gulf Gate Estates
4.96 out of 5 average rating, 28 reviews

Stunning 3 bedroom, 2 bath home near Siesta Key!

Fully remodeled stunning 3 bedroom, 2 bath home near Siesta Key Beach and Gulf Gate! Cook in the beautiful kitchen offering marble countertops and updated appliances. Enjoy the brand new furniture, beds, and outdoor grill. The home offers a screened in porch for dining or relaxing and a fully fenced backyard for privacy. 3 smart TVs are featured in the family room, king bedroom and queen bedroom. Schedule your vacation today and let this vacation be truly one of a kind.

Superhost
Home in Gulf Gate Estates
5 out of 5 average rating, 6 reviews

Modern Private Paradise-Pool House

Florida Dream Salt Water Pool heated Home, Minutes to World-Famous Siesta Key beach. Live the ultimate Florida lifestyle in this stylish one-story home, designed for relaxation and entertainment. The spacious layout features 3 bed/2 bath. Your private oasis is the pool area, complete with a protective screen enclosure and a spacious lanay—perfect for sunny days and starlit evenings. You're also surrounded by a fantastic selection of restaurants and endless activities.

Guest favourite
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.
Condo in Gulf Gate Estates
4.97 out of 5 average rating, 125 reviews

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.

Superhost
Home in Gulf Gate Estates
5 out of 5 average rating, 4 reviews

NEW Rental 3bdr 2bt Heated Pool Home near Siesta

Sarasota Getaway Near Siesta Beach – 3BR/2BA POOL Home Escape to this charming Sarasota retreat, just minutes from world-famous Siesta Key Beach! This cozy home features 3 inviting bedrooms + 2 bathrooms. Enjoy modern comforts and welcoming atmosphere. After a fun day at the beach, relax and recharge in your private getaway. Perfect for families, friends seeking comfort, convenience, and coastal charm. Kick back and enjoy the best of Sarasota and Siesta Key!

Popular amenities for Gulf Gate Estates vacation rentals

When is the best time to visit Gulf Gate Estates?

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Avg. price$236 CAD$266 CAD$291 CAD$257 CAD$234 CAD$239 CAD$243 CAD$229 CAD$207 CAD$208 CAD$225 CAD$247 CAD
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Frequently Asked Questions

  • What are the best places to stay in Gulf Gate Estates?

    Gulf Gate Estates has a variety of cozy homes, family-friendly vacation rentals, and condos in quiet residential neighborhoods. The area is known for convenient access to shops, local dining, and beaches around Sarasota.

  • What are the best things to do in Gulf Gate Estates with kids?

    Explore local parks with playgrounds, enjoy casual restaurants, or discover hands-on art and science spots around Sarasota. Families often spend time at nearby beaches, nature trails, and mini-golf courses.

  • What are some of the best things to do in Gulf Gate Estates?

    Gulf Gate Estates has inviting local shops, unique dining experiences, and nearby sandy beaches. Visitors often enjoy farmers’ markets, live music, and strolls through neighborhood parks.

  • How is the weather in Gulf Gate Estates?

    Gulf Gate Estates experiences mild winters near 51–72°F (10–22°C) and warm, humid summers reaching 91°F (33°C). Expect more rainfall from June through September, with drier and cooler conditions in winter and early spring.

  • When is the best time to visit Gulf Gate Estates?

    Late fall to early spring is often recommended for comfortable temperatures and lower humidity, making outdoor activities enjoyable. Summer months bring warmer weather and frequent afternoon showers.

  • What are the best places to visit in Gulf Gate Estates?

    Explore the locally owned shops and cafes around the main commercial area, or relax at a community park. Beaches near Sarasota and cultural attractions are frequently suggested for varied experiences.

  • What are some hiking trails in Gulf Gate Estates?

    Gulf Gate Estates has serene neighborhood paths and parks, with more extensive nature and wildlife trails found around the broader Sarasota area. These options include shaded strolls and opportunities for birdwatching.

  • What are some family activities we can do in Gulf Gate Estates?

    Families enjoy playground visits, relaxed picnics at community parks, and outings to local ice cream shops. You will also find mini-golf and interactive museums in the greater Sarasota area.

  • What are some of the best day trip ideas from Gulf Gate Estates?

    Explore the sandy beaches of Siesta Key, enjoy botanical gardens, or visit art museums and wildlife sanctuaries around Sarasota. Outdoor parks and nearby barrier islands are frequently suggested for day trips.

  • Are there any pet friendly accommodations available in Gulf Gate Estates?

    Many homes and rental properties in Gulf Gate Estates welcome pets, especially in residential neighborhoods. You will also find pet-friendly parks and walking paths throughout the area.

  • What are some local tips for visiting Gulf Gate Estates?

    Locals suggest exploring the diverse dining scene on Gateway Avenue, checking out the area’s small markets, and enjoying early morning walks in the quieter parks. Bring sun protection, especially when heading to beaches or outdoor events.

  • What is Gulf Gate Estates known for?

    Gulf Gate Estates is known for its relaxed residential feel, unique local restaurants, and vibrant small business scene. Many visitors appreciate its proximity to Sarasota beaches and community-oriented events.

  • What are the best hidden gems to explore in Gulf Gate Estates?

    Neighborhood coffee shops, vintage stores, and family-run restaurants are often considered Gulf Gate Estates’ hidden gems. The local street art and community parks also give the area distinctive character.

  • What are the best foods to try in Gulf Gate Estates?

    Explore an eclectic mix of cuisines, including fresh seafood, authentic Italian fare, and locally rooted bakeries. Many visitors enjoy discovering international dishes at small, family-owned eateries around the neighborhood.

  • What should I bring for a trip to Gulf Gate Estates?

    Pack lightweight, comfortable clothing, sun protection such as hats and sunscreen, and a reusable water bottle for outdoor activities. A rain jacket is helpful during the summer months, and beachwear is often suggested for shoreline visits.

  • What is the nightlife in Gulf Gate Estates like?

    Nightlife centers around local bars, relaxed lounges, and spots featuring live music or karaoke nights. The area’s casual atmosphere complements late-night eateries, with more options found in nearby Sarasota.

  • What are the most popular events or festivals in Gulf Gate Estates?

    Gulf Gate Estates hosts seasonal neighborhood festivals, art walks, and markets, especially in cooler months. Around Sarasota, music events and food-focused celebrations are frequently suggested throughout the year.

  • Are there family friendly vacation rentals in Gulf Gate Estates?

    Gulf Gate Estates has many family-friendly vacation rentals, including single-family homes and multi-bedroom condos in quiet, residential areas. These accommodations often feature easy access to parks, dining, and local attractions.

Quick stats about vacation rentals in Gulf Gate Estates

  • Total vacation rentals

    Explore 250 vacation rentals in Gulf Gate Estates

  • Nightly prices starting at

    Gulf Gate Estates vacation rentals start at $69 CAD per night before taxes and fees

  • Verified guest reviews

    Over 9,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    210 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    250 of Gulf Gate Estates vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Gulf Gate Estates rentals

  • 4.8 Average rating

    Gulf Gate Estates stays are highly rated by guests—averaging 4.8 out of 5!

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