Family-friendly vacation rentals in Sand Key, Clearwater

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Top-rated family-friendly rentals in Sand Key, Clearwater

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

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Guest favorite

Guesthouse in Largo

4.99 out of 5 average rating, 301 reviews

Paradise Cottage Largo 2 miles to beach private+

We are PARADISE COTTAGE and the standards of super host are status quo! Come on down - we're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 plants, many trees, we live in a lush tropical "Paradise". Our guests' highest praises include the private, quiet, serene, safe and secluded attributes we're fortunate to claim, no neighbors while being so close to so much. Read on in the next section "The Space" to learn more

Nov 19 – 26

$121 per night

Guest favorite

Cottage in Indian Rocks Beach

4.89 out of 5 average rating, 242 reviews

Vintage Florida Beach Cottage B

Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2019, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Common laundry on shared screened porch. Dogs allowed (extra $45 cleaning). Easy refund policy. Level 2 EV charger

Dec 2 – 9

$110 per night

Guest favorite

Home in Clearwater

5.0 out of 5 average rating, 114 reviews

Beach House

This house is a three bedroom, two bath, beach home that sleeps six people. It is on the beach as seen in the pictures. The porch which surrounds the house to the north and west side, gives you an expanded view of the beach and the Gulf of Mexico. The newly added front patio area expands out from the deck giving our guests a lounging area while overlooking the beach. You do not get any closer to the beach and you could not ask for a better place to enjoy your stay at Clearwater Beach.

Aug 11 – 18

$505 per night

Guest favorite

Condo in Indian Rocks Beach

4.79 out of 5 average rating, 225 reviews

Waterfront Condo w/ Boat dock, 2 min walk to beach

This cozy one bedroom, one bath condo is only 2 blocks from the beach with family-friendly activities, nightlife, and public transportation nearby. The place is perfect for solo travelers, couples, & even small families who looking to have a relaxing time. Located right on the intercostal waterway. You can enjoy your coffee on the dock while watching the sunrise. Also, a great spot for seeing dolphins. Shops, food , and entertainment are all located within walking distance. BTR #266

Sep 16 – 23

$102 per night

Guest favorite

Guest suite in Largo

4.97 out of 5 average rating, 316 reviews

Private Pool, Jacuzzi, Walk to Beach.

This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee and tea. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

Aug 16 – 23

$97 per night

Guest favorite

Condo in Clearwater

4.93 out of 5 average rating, 123 reviews

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

PRIVATE END UNIT, King size bed, Free wifi & Parking, Heated Pool ! Safe and secure complex close to beaches, shopping, supermarkets, restaurants and golf courses. The Condo is located at the second (top) floor in a very quiet area. The complex is only 3 miles away from beautiful Clearwater Beach which has been consistently and constantly rated as one of the Best Beaches in America. Each sunset over the Gulf of Mexico paints a scene as unique as the beaches that line its shores.

Jun 5 – 12

$110 per night

Guest favorite

Condo in Indian Rocks Beach

4.99 out of 5 average rating, 107 reviews

Villa Al Golfo Pristine Waterfront Oasis

Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & secured safe.

Apr 21 – 28

$215 per night

Guest favorite

Home in Clearwater

4.95 out of 5 average rating, 327 reviews

Coastal Cottage 1318 - Bikes and Beach items!

This guest house has been fully remodeled with brand new mini split-air conditioners. Sorry no animals/pets. It shares a parking lot, grill, and laundry with other units. Included with this unit are 5 beach cruiser bikes, bike trailer, 8 beach chairs, 6 beach towels, two umbrellas, one large cooler, one medium size cooler, 2 mesh beach bags, frisbee, football, volleyball, bag of sand toys, beach cart, boogie boards and more! All the extras make it fun!

Jan 27 – Feb 3

$125 per night

Guest favorite

Cottage in Indian Rocks Beach

4.96 out of 5 average rating, 293 reviews

Private Heated pool/spa home!

Pool heat available. Swim all year! FIVE STAR CLEAN. WIFI GAME STRONG. WORK REMOTE, KEEP KIDS BUSY, BREATHE CLEAN SALT AIR. BTR#1735 Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with private oasis all to yourself. Just step out the front door and walk 7 homes to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about us, our place, our style.

Sep 14 – 21

$451 per night

Guest favorite

Bungalow in Dunedin

4.89 out of 5 average rating, 184 reviews

Cozy Park Model RV with Sun Room. No pets

A relaxing space great for beach lovers, cyclist , and people who love the outdoors. Close to beaches restaurants and historic Downtown Dunedin. Located in the Dunedin RV Resort . Honeymoon Island State Park is 3 miles, Clearwater Beach is about 9 miles. Jolly Trolley goes to Clearwater Beach St Petersburg , Tarpon Springs where the sponge docks are. Greek Food and pastries are amazing in Tarpon Springs. NO PETS

Aug 17 – 24

$70 per night

Guest favorite

Apartment in Dunedin

4.98 out of 5 average rating, 210 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Jul 11 – 18

$131 per night

Guest favorite

Condo in Clearwater

4.86 out of 5 average rating, 118 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

***Please message us about latest discounts and offers*** 1 BEDROOM / 1 BATH CONDO APARTMENT MINUTES AWAY FROM PRISTINE CLEARWATER BEACHES, WATER SPORTS, AND LOTS OF FAMILY ATTRACTIONS!!! HEATED SWIMMING POOL, GYM, FAST WIFI INTERNET, CABLE TV, NETFLIX!

Oct 1 – 8

$111 per night