Family-friendly holiday rentals in Holmes Beach

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Top-rated family-friendly rentals in Holmes Beach

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

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Guest favourite

Home in Anna Maria

4.93 out of 5 average rating, 152 reviews

Private 30' Pool and Boat Dock - Rated best on AMI

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. * There's no better way to unwind and forget all your troubles than staying at Sunshine Cottage, located in the City of Anna Maria!

13–20 Aug

$669 SGD per night

Guest favourite

Flat in Holmes Beach

4.97 out of 5 average rating, 185 reviews

Crows Nest at Spinnakers Vacation Cottages

Close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love the location, the ambiance, and the high ceilings. Located in the lush tropical paradise of Spinnakers Vacation Cottages. Offers a spacious living area, with the bedroom and bathroom on the living floor with a spiral staircase leading to a loft with two twin beds. Great for couples, families and dogs (with small pet fee) Great private deck for star gazing! Spa maintains same temperature as pool

4–11 Jan

$415 SGD per night

Guest favourite

Home in Holmes Beach

4.97 out of 5 average rating, 124 reviews

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

Twin Palms is home to NY Times best-selling food writer and chef and her tech husband. Infant/kid/pet-friendly (to 35 lbs) in a great location 5 min. walk to the beach. Private lagoon-style *heated* pool amid lush landscaping with gorgeous rock waterfall. Fully updated kitchen, 60-inch Sony HDTV, 55'' Samsung Frame TV, Italian leather reclining sofas, BBQ, beach gear, updated bathrooms, three king bedrooms. Classic Florida one-level home - no stairs. Managed directly by owners. No crazy fees!

31 Aug – 7 Sep

$630 SGD per night

Guest favourite

Home in Bradenton Beach

4.97 out of 5 average rating, 153 reviews

Paradise! Steps2 Private Beach & Tropical Yard!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

26 Apr – 3 May

$948 SGD per night

Guest favourite

Flat in Treasure Island

4.92 out of 5 average rating, 163 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

19–26 Sep

$175 SGD per night

Guest favourite

Cottage in Bradenton

4.93 out of 5 average rating, 303 reviews

Historic Private King Bed Suite-Near Beach-D’Town.

Your relaxing vacation is here! Private Cottage with a huge deck. Wonderfully furnished with plush linens, beach towels/chairs. A great nights sleep with a king-size bed and pull-out couch which serves as 2nd bed. Private kitchen and bath. TV and fast WIFI. We are located in a historic and quiet neighborhood in DT Bradenton. There are 3 villas on our large corner property. Off street parking. Quiet times are between 10PM until 7:30AM. Please respect others. Walk to many great restaurants!

30 Dec – 6 Jan

$257 SGD per night

Guest favourite

Apartment in Holmes Beach

4.86 out of 5 average rating, 109 reviews

Steps from the beach

Perfect place to put your feet up and relax! One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. The only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors. Just a nature trail away from a grocery store, shops and restaurants.

24–31 Oct

$349 SGD per night

Guest favourite

Apartment in Tierra Verde

4.96 out of 5 average rating, 238 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

26–31 May

$173 SGD per night

Superhost

Flat in Bradenton Beach

4.78 out of 5 average rating, 371 reviews

Ohana Beachside Studio - 150 ft from the beach

Aloha and welcome to our island home. "Ohana" is Hawaiian for family and that is who you are when you stay with us. Our studio is designed for the ideal couples get away. There is a queen bed, loveseat, and spacious bathroom. The layout is similar to a hotel room. We have a 3rd floor deck guests utilize to watch the sun sink into the earth over the Gulf of Mexico or enjoy soaking up the sun. You are 150 feet from stepping into the pristine white sands and turquoise waters of the Gulf.

8–15 Nov

$247 SGD per night

Guest favourite

Cottage in Bradenton

4.94 out of 5 average rating, 153 reviews

Cozy Cottage L-Steps to Riverwalk/Close to Beaches

Beautiful cottage style duplex located in Old Downtown West Bradenton in Historic Point Pleasant neighborhood - steps from Riverwalk! Close to beaches!!! Visit RealizeBradenton website for a listing of monthly events , Comfortably sleeps 4 - 1 bedroom with king size bed ,Living area has queen sleeper sofa, Kitchen: well equipped • Guest must disclose if they are bringing a pet and the pet breed • $50 per each 2-7 day stay - per pet

9–16 Sep

$187 SGD per night

Guest favourite

Apartment in Longboat Key

4.8 out of 5 average rating, 213 reviews

SRQ/Longboat Key Beach - kid friendly/romantic B1

Beachfront on beautiful Longboat Key, this condominium, unit 234, offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air.

29 Mar – 5 Apr

$269 SGD per night

Guest favourite

Apartment in Bradenton Beach

4.89 out of 5 average rating, 120 reviews

Your Tropical Paradise Destination

The only thing you will need to bring are your groceries. Our 2nd floor Condo features 781 sq ft, 2 bedroom 1 k bd, and 1 full size bed, 1 bath, full kitchen, dining and living room, patio with breathtaking views of the Gulf of Mexico. Washer and dryer in unit! Grocery shopping / special request available upon request, before your arrival.

21–28 Oct

$264 SGD per night