
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!

Sun-filled cottage with pool, walk to beach
Welcome to Palm Cottage. Our space is the perfect cozy getaway for any time of year. Recently renovated three bedrooms and one bathroom make this the perfect spot for two couples or a family. The private backyard includes a brand new pool with a hot tub and a sun shelf, as well as outdoor dining area and fire table. Enjoy a leisurely stroll to Siesta Key to play at the beach or grab a meal at one of the many restaurants. Home includes two bikes and all the gear you need for a day at the beach.

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.

Hidden Gem Studio · Near Siesta Beach (5 min)
A true hidden gem just 5 minutes from Siesta Key Beach, this ground-floor studio offers a calm, comfortable stay in a highly convenient location. Ideal for couples or solo travelers looking for an easy Florida getaway with everything close by. Pet-friendly stay with a simple $10 one-time pet fee per booking. A perfect base for beach time, local dining, and unwinding at your own pace. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

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

Heated&Renovated Pool•Beach Retreat•15m to Siesta
Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

Pool, Shuffleboard, EV charg, Near beach, UTC mall
Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

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.

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 🌴☀️
Popular amenities for Gulf Gate Estates family-friendly rentals
Family-friendly home rentals with a hot tub

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

The Oasis-Private Heated Pool Hot Tub-5mi to beach

Be an AMI

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

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Private Heated Saltwater Pool & Spa 1 mi to Beach

St Armand's Mid-Century Oasis

Spectacular Sunsets! 15 min Siesta Key!
Family- and pet-friendly home rentals

The Sand Castle - Backyard Oasis Mins from Siesta!

Game Room • King Bed • Near Siesta Key Beach •

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

Private Siesta Beach House Oasis with Heated Pool.

Heated Pool Apartment Near Siesta Key | 1BR

New King Bed, 4B/2B Paradise 10 mins to Siesta Key

Home away from home mins to Siesta Beach! 4/2

Suite Spot in Gulf Gate
Family-friendly home rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Playful Retro Retreat • Pvt Pool • 2 Mi Siesta Key

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

Bay Breeze Cottage Min to Siesta Key Heated Pool

Pool home- Duplex - 5 minutes to Siesta Key Beach
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 | £149 | £173 | £170 | £149 | £137 | £140 | £137 | £130 | £123 | £128 | £130 | £147 |
| 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 £52 per night before taxes and fees

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

Pet-friendly holiday rentals
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

Wifi availability
210 of Gulf Gate Estates holiday rentals include wifi 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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- Family-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
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