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Family-friendly vacation rentals in Saint Armands Key

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Saint Armands Key

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

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Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Guesthouse in Sarasota

4.93 out of 5 average rating, 477 reviews

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

La Casetta means, in Italian, little 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.

Home in Sarasota

4.88 out of 5 average rating, 145 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Rental unit in Sarasota

4.96 out of 5 average rating, 160 reviews

ROYS PLACE Romantic, Private, Paradise!

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

Guesthouse in Sarasota

4.97 out of 5 average rating, 264 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.

Home in Sarasota

4.96 out of 5 average rating, 224 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 .

Home in Sarasota

4.92 out of 5 average rating, 284 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

Home in Sarasota

4.89 out of 5 average rating, 621 reviews

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

Home in Sarasota

4.95 out of 5 average rating, 195 reviews

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

"The Oasis" is a newly renovated beach cottage with a heated private pool & hot tub in the heart of Sarasota. It's 5 miles to the #1 beach in the USA, Siesta Key Beach. The cottage offers 2 bedroom & 2 bath, with a bonus room which can be used to sleep 6 comfortably. The one-of-a-kind fully private, fully enclosed backyard includes heated pool, hot tub, BBQ grill, outdoor dining table & fire pit for snowbirds & families to enjoy Florida living in style!

Guesthouse in Sarasota

4.98 out of 5 average rating, 254 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area offers. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.

Guesthouse in Sarasota

4.87 out of 5 average rating, 399 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

Island in Sarasota

4.97 out of 5 average rating, 317 reviews

New NOV Openings! Sarasota #1 Lux BEACH Villa

BOOK 2024 NOW, and 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!

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Popular amenities for Saint Armands Key family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Sarasota

4.98 out of 5 average rating, 125 reviews

Gorgeous Home / Heated Pool and Spa

Condo in Bradenton

4.92 out of 5 average rating, 38 reviews

Luxury Condo, Free Wifi,Pools,Tennis, Beaches - 2

Condo in Siesta Key

4.92 out of 5 average rating, 144 reviews

Siesta Key Serenity At The Palm Bay Club

Home in Sarasota

5 out of 5 average rating, 4 reviews

Estate Living in The Meadows Golf Community

Rental unit in Longboat Key

4.95 out of 5 average rating, 93 reviews

Longboat Key-OCEAN FRONT- on the beach

Condo in Longboat Key

4.96 out of 5 average rating, 57 reviews

Secluded Bayside Gem with beautiful bay views

Villa in Sarasota

5 out of 5 average rating, 41 reviews

7891 Timberwood, Sarasota, Florida

Home in Sarasota

5 out of 5 average rating, 30 reviews

Family friendly with large pool

Family- and pet-friendly home rentals

Guest suite in Sarasota

4.94 out of 5 average rating, 102 reviews

Coastal Charm in the City

Home in Holmes Beach

4.97 out of 5 average rating, 128 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

Home in Bradenton

4.76 out of 5 average rating, 231 reviews

Tropical Paradise - Private Pool - Close Beaches

Home in Anna Maria

4.78 out of 5 average rating, 188 reviews

Charming Beach house amongst huge Banyon Trees

Home in Sarasota

4.95 out of 5 average rating, 203 reviews

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

Townhouse in Sarasota

4.95 out of 5 average rating, 351 reviews

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙

Guest suite in Sarasota

4.84 out of 5 average rating, 283 reviews

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

Home in Siesta Key

4.9 out of 5 average rating, 110 reviews

Siesta Key, FL - Casa Berano

Family-friendly home rentals with a pool

Condo in Sarasota

4.84 out of 5 average rating, 160 reviews

Best Gulf Coast Cond on Siesta - Christmas Special

Condo in Siesta Key

4.91 out of 5 average rating, 218 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

Rental unit in Sarasota

4.94 out of 5 average rating, 143 reviews

Super Clean! 2/2 condo Walk to SKey!

Hotel room in Venice

4.86 out of 5 average rating, 207 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

Home in Anna Maria

4.94 out of 5 average rating, 167 reviews

New Construction & Ready for Post-Hurricane Visits

Home in Sarasota

4.86 out of 5 average rating, 159 reviews

The Sea is Calling

Cottage in Siesta Key

4.87 out of 5 average rating, 301 reviews

Cottage on Siesta Key Beach

Condo in Siesta Key

4.93 out of 5 average rating, 222 reviews

Private Siesta Key Escape

Destinations to explore