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Kid-friendly holiday rentals in Siesta Key

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Siesta Key

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Apartment in Sarasota

4.8 out of 5 average rating, 199 reviews

Near beach. Pool view. King bed. Daily rentals

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

9–16 Jan

€ 113 per night

Guest favourite

Flat in Siesta Key

4.99 out of 5 average rating, 141 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

Beautiful Apartment w/ Hotel Services, at Siesta Key Beach. Totally remodeled. Fully equipped to spend the best holidays with family or friends. Condo hotel, on the best beach in Siesta. Beach pool, shade pool (heated), gym, 3 tennis courts on site (2 clay, 1 hard) and 2 pickle ball courts. Master bedroom with King bed. The Mattress is a SAATVA ORGANIC. 2nd room with 2 single beds, and a queen sofa bed, in the living room. Pack n Play 600 MB Wifi. HD TV. 70” Smart TV Nesspreso, Keurig Machines

12–19 Apr

€ 494 per night

Guest favourite

Guest house in Sarasota

4.93 out of 5 average rating, 455 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.

12–19 Aug

€ 93 per night

Guest favourite

Guest suite in Sarasota

4.98 out of 5 average rating, 104 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

26 Aug – 2 Sep

€ 134 per night

Guest favourite

Flat in Sarasota

5.0 out of 5 average rating, 117 reviews

New Apartment In a Private House Near Siesta

Large brand new construction 900 square foot 1 bedroom apartment. Beautifully furnished, efficient apartment attached to the side of the main house. This unit has a private entrance with bright, modern interior. The apartment offers 2 queen size beds. The full bathroom has a large shower. A Washer and dryer located inside the apartment. Nestled on a quiet street with easy access to Siesta key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Great location!

13–20 Jul

€ 177 per night

Guest favourite

Home in Sarasota

4.99 out of 5 average rating, 201 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 .

8–15 Nov

€ 132 per night

Guest favourite

Guest suite in Sarasota

4.91 out of 5 average rating, 272 reviews

Siesta Keys stylish and affordable Airbnb.

Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

18–25 Dec

€ 115 per night

Guest favourite

Guest suite in Sarasota

4.97 out of 5 average rating, 350 reviews

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

7–14 Aug

€ 100 per night

Guest favourite

Home in Siesta Key

5.0 out of 5 average rating, 124 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!

12–19 Dec

€ 638 per night

Guest favourite

Guest house in Sarasota

4.86 out of 5 average rating, 370 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

14–21 Dec

€ 129 per night

Guest favourite

Apartment in Siesta Key

4.87 out of 5 average rating, 209 reviews

Siesta Key Beach Community!

Two bedroom, one bath fully furnished condo. Fantastic location on Siesta Key. local bus goes to nearby Siesta Village & #1 beach in the US. Heated pool, tennis court and clubhouse. BBQ, picnic area and fishing pier located on the bay side. one king bed and one full. Siesta beach is less than a mile with free parking and crescent beach is a 10 minute walk.

11–18 Jun

€ 132 per night

Guest favourite

Apartment in Siesta Key

4.85 out of 5 average rating, 131 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

A cozy Siesta Key ground floor condo unit w 2 bedrooms & 1 bath on the trolley line. Has all the amenities you need for a relaxing beach vacation and your day at the beach. Located conveniently to Crescent beach w access to the south and Siesta Key public beach to the north. Trolley stops right out front. Assigned parking spot directly in front of the unit.

21–28 Aug

€ 176 per night

Holiday rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes, inviting architecture

Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Popular amenities for Siesta Key family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 159 reviews

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

9–16 May

€ 230 per night

Guest favourite

Home in Siesta Key

4.92 out of 5 average rating, 141 reviews

Siesta Key Beach & Village 2BR/2BA Steps to Beach

30 Dec – 6 Jan

€ 461 per night

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 279 reviews

Stunning Luxe Casita- Gateway to Siesta Beach

27 Oct – 3 Nov

€ 264 per night

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 128 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

22–29 Sep

€ 167 per night

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 111 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

14–21 Jul

€ 143 per night

Guest favourite

Home in Sarasota

4.87 out of 5 average rating, 204 reviews

The Pineapple Suite.Teal tropical home in Sarasota

4–11 Aug

€ 114 per night

Guest favourite

Home in Sarasota

4.89 out of 5 average rating, 103 reviews

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

4–11 Dec

€ 200 per night

Guest favourite

Home in Sarasota

4.99 out of 5 average rating, 130 reviews

Adorable Bungalow Fire pit/outdoor shower 2/1 Cute

17–24 Dec

€ 183 per night

Family-friendly apartment rentals

Guest favourite

Flat in Sarasota

4.85 out of 5 average rating, 292 reviews

Sarasota Downtown close to Lido Beach

15–22 May

€ 111 per night

Guest favourite

Flat in Sarasota

4.92 out of 5 average rating, 251 reviews

The Tangerine Apart (Near Downtown/ Spacious)

28 Aug – 4 Sep

€ 104 per night

Guest favourite

Flat in Sarasota

4.96 out of 5 average rating, 206 reviews

Private 2 Bedroom Suite with Kitchenette

14–19 Jun

€ 154 per night

Guest favourite

Flat in Sarasota

4.87 out of 5 average rating, 114 reviews

Updated Old Florida Studio Getaway in Central SRQ

8–15 Sep

€ 109 per night

Guest favourite

Flat in Sarasota

4.88 out of 5 average rating, 137 reviews

Pets friendly modern studio 5 mi to Siesta Key

9–16 Aug

€ 124 per night

Guest favourite

Flat in Nokomis

4.88 out of 5 average rating, 169 reviews

Casa del Sol I (Non-Smoking Property)

21–28 Jun

€ 136 per night

Guest favourite

Flat in Sarasota

4.98 out of 5 average rating, 160 reviews

Near Siesta Key Beaches - Quiet 1 BR apt

25 May – 1 Jun

€ 149 per night

Guest favourite

Flat in Sarasota

4.89 out of 5 average rating, 589 reviews

Charming Apt. in old Florida home

4–11 Aug

€ 104 per night

Family-friendly apartment rentals

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 275 reviews

On the Beach; Siesta Key SunBum Studio

9–16 Mar

€ 499 per night

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 353 reviews

Siesta Gardens @ Siesta Key Village

26 Sep – 3 Oct

€ 257 per night

Guest favourite

Apartment in Sarasota

4.92 out of 5 average rating, 122 reviews

Beachside Siesta Key Cottage steps from the ocean

16–23 Jul

€ 285 per night

Guest favourite

Apartment in Siesta Key

4.93 out of 5 average rating, 182 reviews

Steps away from beach and village! #1 in Siesta!

22–29 Oct

€ 340 per night

Guest favourite

Apartment in Sarasota

4.95 out of 5 average rating, 123 reviews

Cozy Beach Side 1BD/2BA, Walk to Beach & Pool

13–20 Sep

€ 231 per night

Guest favourite

Apartment in Sarasota

4.96 out of 5 average rating, 120 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

11–18 Dec

€ 172 per night

Guest favourite

Apartment in Longboat Key

4.97 out of 5 average rating, 148 reviews

Sunset Views - Open May 13 & 14 - $175/nt!

14–21 Dec

€ 349 per night

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 103 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

10–17 Oct

€ 406 per night

Quick stats about holiday rentals that are kid-friendly in Siesta Key

Total rentals
140 properties
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
5.3K reviews
Nightly prices starting at
€ 93 before taxes and fees

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