
Family-friendly holiday rentals in Gulf Gate Estates
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gulf Gate Estates
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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!

Tropical Paradise minutes to #1 Siesta Key Beach
Location! Just minute to the #1 Beach in USA , Siesta restaurant and shopping. This cozy 2 bedroom/1 bath home feels very modern, comfortable and very functional. Tropical landscaping .Fully equipped kitchen. Beautiful private fenced backyard with Yoga platform. Beach chairs available. Perfect for a budget oriented traveler looking for immaculate home and convenient location close to Hwy 41 Siesta Beach and shopping and walking distance to restaurants. Primary guest must be 25 years of age.

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.

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

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!

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.

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.

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard
Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA
Vacation on the Siesta Key Beach! This gorgeous house will be your favorite destination for vacation! Make lifetime memories at this spacious, airy, impeccable, and fully renovated 3 BR/2BA house. The house is located in the prestigious Gulf Gate Neighborhood only 5 min away from Siesta Key Beach (#1 beach in US). All the best attractions will be just around the corner: fantastic restaurants and shopping centers.

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!
Family-Friendly 3BR Home w/ Private Heated Pool, Hot Tub & Backyard– Near Siesta Key! Located just minutes from world-famous beaches, and a wide variety of dining, shopping, and entertainment options, this home is the perfect base for your Sarasota vacation. Whether you’re planning a family trip, a couples’ retreat, or a friends’ getaway, you’ll love the blend of comfort, convenience, and fun!

Relax+ Jacuzzi | 9 Min to Siesta Key Beach
Important for privacy-conscious guests: You are renting a fully private home. There are no shared spaces of any kind. Stylish 4BR home 9 minutes from Siesta Key. Private jacuzzi, equipped kitchen, fast Wi-Fi, and outdoor grill. Sleeps 8, 2 bathrooms. Pet-friendly with fee. Please note: A separate structure on the property has its own entrance and does not share space with the guest home.

Private heated pool, 3Bed, 2Bath, Siesta Key
Family oriented house; Heated pool; Kids scooters, bikes, beach toys, games, etc; 3bed/2bath/laundry; 1 crib; 10 minutes to Siesta Beach; 15 minutes to Siesta Village Restaurants/Shops. 20-25 minutes to Sarasota Airport, Lido Key Beaches & Shops, Venice; BONUS FEATURES: +Fast Wifi, +Cable TVs, +Netflix, +Disney, +Kids activity corner & games, +Kids safety net by pool is optional.
Popular amenities for Gulf Gate Estates family-friendly rentals
Family-friendly home rentals with a hot tub

Peaceful Getaway just minutes from the beach

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

The Blessing House- Htd Pool/Spa, Close to Beaches

Private Heated Saltwater Pool & Spa 1 mi to Beach

St Armand's Mid-Century Oasis

Spectacular Sunsets! 15 min Siesta Key!

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Quaint Cottage,150 steps away from Crescent Beach!
Family- and pet-friendly home rentals

Sea Esta | Private Saltwater POOL + Putting Green!

The Sand Castle - Backyard Oasis Mins from Siesta!

Chic & Cozy Getaway • Near Siesta Key Beach

Private Siesta Beach House Oasis with Heated Pool.

Suite Spot in Gulf Gate

1 Bed 1 bath 7 mins to the beach

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

2BR Retreat • Private Pool Near Siesta Key
Family-friendly home rentals with a pool

Quirky Retro Retreat • Salt Pool • 2 Mi to Siesta

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

Luxury 3B/3B waterfront home w/ pool + boat access

Siesta Key, Luxurious House W/ Heated Pool

Coastal Home in Sarasota-8min from Siesta Key

Private Home near Siesta Key

Heated&Renovated Pool•Beach Retreat•15m to Siesta

Heated saltwater pool, Hot tub!7 min to Siesta Key
When is the best time to visit Gulf Gate Estates?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $343 NZD | $399 NZD | $392 NZD | $343 NZD | $315 NZD | $322 NZD | $315 NZD | $300 NZD | $283 NZD | $295 NZD | $300 NZD | $339 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about holiday rentals that are family-friendly in Gulf Gate Estates

Total holiday rentals
Explore 210 holiday rentals in Gulf Gate Estates

Nightly prices starting at
Gulf Gate Estates holiday rentals start at $120 NZD per night before taxes and fees

Verified guest reviews
Over 6,860 verified reviews to help you choose

Pet-friendly accommodation
Find 100 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
210 of Gulf Gate Estates holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool 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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- Family-friendly rentals Sarasota County
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- Anna Maria Island
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- Raymond James Stadium
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- Anna Maria Island Beach
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- Lido Key Beach
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- Vinoy Park
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