Vacation rentals in Gulf Gate Estates

Find and book unique accommodations on Airbnb

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 $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 10,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    200 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

    170 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!

Top-rated vacation rentals in Gulf Gate Estates

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

1 of 1 pages1 / 1
Guest favourite
A bright living area features two light-colored sofas positioned around a glass coffee table. Two large TVs are mounted on the wall, while a blue area rug ties the space together. Natural light streams in from an adjacent room with a dining area.
Home in Gulf Gate Estates
4.97 out of 5 average rating, 36 reviews

Cottage w/lanai and garage, 4 mi. Siesta Key

The Sun-Kissed Cottage is conveniently located in Gulf Gate Estates, a short 10-minute drive to the famous white-sand Siesta Key Beach and the lively Siesta Key Village, where you'll find plenty of dining, shopping and nightlife. The Cottage is just 20 minutes from Downtown Sarasota's ample cultural activities and events, and you will be just 1 mile from the walkable downtown Gulf Gate area which is loaded with unique shops, multiple delicious international food options, and local hangout spots.

Superhost
Home in Gulf Gate Estates
4.72 out of 5 average rating, 121 reviews

3 bdr house, Screened in Lanai, 3mi to Siesta Key

NEW MANAGEMENT, now hosted by the owners! Welcome to Casa Azul, our own vacation home and favorite place to escape. We’re a husband-and-wife team who care deeply about this home and have thoughtfully designed it to feel relaxed and easy from the moment you arrive Just 3 mi from Siesta Key and walking distance to stores and restaurants, Casa Azul is perfectly located for beach days and calm evenings. Ideal for families, couples or friends Casa Azul has everything you need for a stress-free stay.

Guest favourite
Bungalow in Gulf Gate Estates
4.84 out of 5 average rating, 116 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!

Guest favourite
Home in Gulf Gate Estates
4.91 out of 5 average rating, 35 reviews

Sarasota Pool Home| Hot-tub| 2-miles to Siesta

Step into coastal comfort at The Turquoise Turtle, a charming Sarasota retreat just two miles from Siesta Key Beach. This cozy home features a bright open layout with a fully equipped kitchen, stylish living area, and three comfortable bedrooms designed for restful nights. The true highlight awaits outdoors—a private backyard oasis with a heated pool, hot tub, lounge chairs, and a covered lanai with grill, perfect for sunny days and starry evenings. With its thoughtful details, modern amenities,

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, 191 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.

Superhost
Home in Gulf Gate Estates
4.78 out of 5 average rating, 65 reviews

Newley renovated-Minutes to Siesta Key-4 Bedrooms

Enjoy this incredibly cozy home just minutes from Siesta key, situated on a private lagoon with 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 a primary bedroom and walk-in closet, en-suite, and custom vaulted cedar ceiling. Each room has its own large smart tv. A 4th room serves as an additional room with a single bed, or an office. Enjoy an oversized lving room w/ a 75” TV!

Superhost
Home in Gulf Gate Estates
4.89 out of 5 average rating, 28 reviews

Complete Privacy Mid Century 2mi to #1 Beach Pool

Relax and take it easy at this beautiful old Florida home. Step outside to your own PRIVATE OASIS with towering palm trees, heated salt water pool, turf lawn and ping pong table! Located on a quiet cul de sac and a driveway that fits 4 cars. Featuring an open layout that looks out to the pool, 4 beds and paddle board with straps! Walking distance to 50+ shops and restaurants in Gulf Gate. Less than 2 mi to Siesta Beach and 5 mi to downtown. 25 mins to SRQ. Under an hour from PGD, PIE and TPA

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, 29 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, 275 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 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, 163 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.

Top guest favourite
A large, sparkling private pool is enclosed within a pool cage, allowing for safety and comfort. Sunlight reflects off the clear water, while a spacious patio area provides comfortable seating. Lush greenery and flower beds surround the pool, creating a serene outdoor space.
Home in Gulf Gate Estates
4.99 out of 5 average rating, 72 reviews

Serene&Clean! Minutes to Siesta Key! Large Pool!

Perfect for a multigenerational vacation, reunion with old friends or quiet escape! The home is clean and updated. It is located in a quiet residential neighborhood and within walking distance to many unique restaurants, boutiques and pubs. Whether you choose to unwind by the large private pool, hit a beautiful beach (beach gear is provided) or soak in the culture of downtown Sarasota and surrounding area, you are sure to have a lovely time!

Top guest favourite
Home in Gulf Gate Estates
4.95 out of 5 average rating, 65 reviews

Free Heated Pool, King bed, 2 miles from SiestaKey

Your own little paradise! Three bedroom, two bathroom house in a quiet Sarasota neighborhood. Enjoy your private oasis of a back yard with the FREE heated pool, fire pit, or enjoy the #1 ranked beach in the U.S. less than 10 mins away by car. You can’t beat this location; with a short drive to downtown Sarasota, St. Armonds Circle, Siesta Key Beach and Village, Nakomis Beach, & everything in between, you’ll never run out of things to do!

Popular amenities for Gulf Gate Estates vacation rentals

When is the best time to visit Gulf Gate Estates?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$260 CAD$291 CAD$295 CAD$260 CAD$237 CAD$241 CAD$246 CAD$232 CAD$209 CAD$211 CAD$227 CAD$250 CAD
Avg. temp16 °C18 °C20 °C22 °C25 °C27 °C28 °C28 °C27 °C24 °C20 °C18 °C

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.

Destinations to explore