Vacation rentals in Gulf Gate Estates

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Top-rated vacation rentals in Gulf Gate Estates

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

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Top guest favorite
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.
Guest suite in Gulf Gate Estates
4.95 out of 5 average rating, 293 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..

Top guest favorite
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, 183 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.

Guest favorite
A nautilus shell rests on the sandy beach, displaying striking orange and white stripes. The calm ocean waves gently lap at the shore, while a clear blue sky with scattered clouds provides a serene backdrop to this coastal scene.
Home in Gulf Gate Estates
4.95 out of 5 average rating, 108 reviews

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA

Escape to this stunning, fully renovated 3BR/2BA home in the prestigious Gulf Gate Neighborhood, just 5 minutes from Siesta Key Beach – ranked the #1 beach in the U.S.! This spacious and airy retreat is designed for relaxation and making unforgettable memories. Enjoy an impeccably styled interior, modern amenities, and a prime location close to Sarasota’s best attractions. Indulge in top-rated restaurants, vibrant shopping centers, and endless beachside adventures—all just around the corner.

Superhost
A private swimming pool is surrounded by a spacious outdoor area featuring a variety of colorful seating options, including lounge chairs and patio furniture. The pool area is complemented by lush greenery and shaded spots, creating a relaxing atmosphere. A vibrant red umbrella provides additional shade.
Condo in Sarasota
4.8 out of 5 average rating, 215 reviews

Near beach. Pool view. King bed. Daily rentals

The ‘pool view’ overlooks the swimming pool & has a private covered open porch for shade 1 bed 1 bath w/ private entrance. The bedroom has a king sized mattress bed. The living room has a kitchenette area with a fridge, freezer, microwave, coffee maker and the essentials. There is a Smart TV. Separate bedroom with King size bed 3 mins walk to Crescent beach access #12 You can walk to a great choice of places to eat and drink Max 2 guests No smoking, No Pets, Great Location, Good Value.

Guest favorite
The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.
Condo in Siesta Key
4.85 out of 5 average rating, 102 reviews

Comfy Siesta Key Condo

Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

Top guest favorite
Home in Gulf Gate Estates
4.97 out of 5 average rating, 264 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

Guest favorite
The entrance of a two-story building is framed by palm trees, featuring a central fountain surrounded by greenery. The steps leading up to the entrance are painted red, contrasted against the yellow exterior, while the name 'Villa Maria' is displayed above the staircase.
Condo in Sarasota
4.92 out of 5 average rating, 126 reviews

Siesta Key - 1/2 Mile to the Beach!

Super comfy 2nd floor 2 bedroom/2 bathroom fully-equipped condo that sleeps 4 - only 1/2 mile from beach access # 12 to the Gulf of Mexico! We suggest to drive to the main section of Siesta Key Beach which has lifeguards and bathrooms.Located in a small and quiet complex as well as all of Sarasota's shopping and dining (without beach traffic). Our condo is exceptionally clean and has all the comforts of home on your tropical getaway. Minimum age of primary renter is 25 years old.

Top guest favorite
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
4.96 out of 5 average rating, 153 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 favorite
A round glass dining table is surrounded by four wicker chairs, creating a cozy dining space. A vase with white flowers sits centrally on the table. Natural light enters through nearby windows, illuminating the area and offering views of the lush greenery outside.
Home in Gulf Gate Estates
4.87 out of 5 average rating, 159 reviews

1.9 mi to Siesta Key, Beach Gear+Bikes+Restaurants

Power & high speed & 🛜 - Siesta Key 1.9 mi, mecca portal to shopping & dining (Vegan, Raw, Sushi, BBQ, Craft Beer, Italian... and more). 1.9 miles to the white sandy beaches of Siesta Key. Home: Updated kitchen, Bedrooms w/very comfortable beds. 2.5 bathrooms. SmartTVs, FIOS, streaming sports & Live TV channels (WiFi: over 200mbps). Large Kitchen, screened porch, and private yard. Beach Gear: Towels, Chairs, Cooler, Umbrella, & bikes! 11 mi to SRQ airport

Top guest favorite
The living area features a comfortable seating arrangement with a light-colored sofa and two armchairs, adorned with decorative pillows. A stone fireplace is centered against a wall, complemented by wood beams overhead. Natural light filters through sheer curtains, creating a cozy ambiance.
Guesthouse in Sarasota
4.98 out of 5 average rating, 112 reviews

The Cottage (In the Country) Cozy, Quiet Retreat

Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!

Guest favorite
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.
Home in Gulf Gate Estates
4.95 out of 5 average rating, 113 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!

Superhost
The living area features a light-colored sofa complemented by an orange accent chair. A coffee table sits on a textured area rug, while wall art adds color to the red accent wall. Glass doors open to a view of outdoors, surrounded by greenery.
Condo in Gulf Gate Estates
4.91 out of 5 average rating, 138 reviews

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR

Bright second-floor 1-bedroom condo in a quiet residential area of Sarasota. Siesta Key Beach is a 5–10 minute drive (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool and a convenient location close to shopping and dining.

Popular amenities for Gulf Gate Estates vacation rentals

When is the best time to visit Gulf Gate Estates?

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Avg. priceﺩ.ﺇ624ﺩ.ﺇ705ﺩ.ﺇ771ﺩ.ﺇ679ﺩ.ﺇ621ﺩ.ﺇ632ﺩ.ﺇ643ﺩ.ﺇ606ﺩ.ﺇ547ﺩ.ﺇ551ﺩ.ﺇ595ﺩ.ﺇ654
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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 240 vacation rentals in Gulf Gate Estates

  • Nightly prices starting at

    Gulf Gate Estates vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 8,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Gulf Gate Estates vacation rentals include wi-fi 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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