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.

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Guest favourite

Guest suite in Sarasota

4.94 out of 5 average rating, 479 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

9–16 Aug

€ 121 per night

Guest favourite

Guest house in Sarasota

4.93 out of 5 average rating, 460 reviews

La Casetta: "the little house" near to the beaches

La Casetta means, in Italian, a tiny house. Set in a private, peaceful, mature Florida tropical garden, a real hideaway. I am proud of the cleanliness of our property, however in this new reality that we live in, we do carry out enhanced cleaning and sanitizing between guests. We also practice social distancing, insofar as guests have their own part of our luscious back garden as well as your own entrance. La Casetta has 1 queen sized bed, bathroom & kitchenette. Wifi & Netflix available.

8–15 Jan

€ 114 per night

Guest favourite

Flat in Sarasota

4.96 out of 5 average rating, 207 reviews

Private 2 Bedroom Suite with Kitchenette

A lovely private suite, attached to our home, consisting of 2 bedrooms, bath, and kitchenette/dining area. Features a private entrance and use of our family pool, lanai & sauna. Located close to I75, and minutes away from Nathan Benderson Park, and the Mall at University Town Center where you'll find many shopping & eating options. You will also be only 12 miles from the beautiful white sand beach of Siesta Key with all of the activities it affords. Located in a family friendly neighborhood.

15–20 Jun

€ 153 per night

Guest favourite

Island in Sarasota

4.97 out of 5 average rating, 303 reviews

*NEW May 17 CX 30% OFF! Sarasota #1 Luxury Villa*

Check our nearby sister properties for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

13–20 Nov

€ 678 per night

Guest favourite

Guest house in Sarasota

4.96 out of 5 average rating, 248 reviews

Sarasota guest house only 8 miles to Siesta Key

Our Florida-themed guest house has everything you need to enjoy your vacation in beautiful Sarasota, Florida. It is a very comfortable, clean and private one bedroom and one bathroom guest house. It is a completely separate space and has it's own private entrance. It is conveniently located in a quiet, safe neighborhood near Interstate I-75, Shopping, Dining, Twin Lakes Park, Serenoa Golf Course, Myakka River State Park and just 8 miles from the #1 beach in the U.S. - Siesta Key Beach.

22–29 Oct

€ 121 per night

Guest favourite

Home in Sarasota

4.99 out of 5 average rating, 202 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

26 Apr – 3 May

€ 131 per night

Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 160 reviews

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

"The Palms" is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA, Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms with a screened-in outdoor sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a modern pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families or snowbirds to enjoy Florida outdoor living in style!

27 Jun – 4 Jul

€ 355 per night

Guest favourite

Home in Siesta Key

5.0 out of 5 average rating, 125 reviews

One-of-a-kind*Beach, Village, Dock & Private Pool!

HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool & dock, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the 1st time. If you want a cute, private original bungalow style beach cottage home all to yourself without the shared wall feel of a condo, then you are in the right spot!

29 Dec – 5 Jan

€ 827 per night

Guest favourite

Guest house in Sarasota

4.86 out of 5 average rating, 371 reviews

The Cottage, very close to Siesta Beach!

The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride or 25 min bike ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome

23–30 Sep

€ 129 per night

Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 182 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

By customers requirements from April 1st will be HEATED POOL! Living room has a sectional with pull out full size bed. 1st. bedroom king size bed, 2nd. bedroom queen size bed. House great for families, located within 10-15 mins of siesta key beach #1 beach in US. 10 minutes from Sarasota Downtown. NOTE: We allow ONLY dogs till 30lb. For Extra 150$ fee.

17–24 Sep

€ 249 per night

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 105 reviews

Siesta Key Condo. Checkout our great rates!

Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.

21–28 Oct

€ 187 per night

Guest favourite

Apartment in Siesta Key

4.92 out of 5 average rating, 131 reviews

*A Stones Throw from #1 Voted Siesta Key Beach*

Welcome! This bright and elegant, newly renovated condo is located across the street from Siesta Key Beach, voted #1 beach in the country! Spend the day at the beach or pool, walk into busy and charming Siesta Village for dinner, and finish off your evening relaxing on the balcony. Welcome to your home away from home! All are welcome*

31 Jul – 7 Aug

€ 325 per night