Kid-friendly holiday rentals in Holmes Beach

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Top-rated family-friendly rentals in Holmes Beach

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

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Guest favourite

Home in Holmes Beach

4.98 out of 5 average rating, 42 reviews

Tropical Retreat 2/2 condo with pool near beach !

This is unit C of a two unit Duplex. 2/2 with a full kitchen, W/D and is a 5 min walk to the beach. There is a brand new pool and jacuzzi available for guest use and shared with only 3 other units. Completely updated and brand new. There is room under the unit for grilling, eating and gathering. "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." VRC22-000002

2–9 Sep

$339 SGD per night

Guest favourite

Apartment in Holmes Beach

4.99 out of 5 average rating, 125 reviews

Beach Escape - Make Memories on Anna Maria Island!

Relax and unwind at this updated beach condo with a heated pool and outdoor shower overlooking a peaceful park. Very short stroll through the park and then about 150 steps to the white sand beach. Quaint condo community with only 8 units total. Wonderful couple escape or family getaway. Sleeps 2-6 guests. Private, covered 2 car parking. Laundry in unit. Storage room with beach wagon, beach chairs, and Weber grill. Location is a hidden gem close to everything you need for a relaxing island stay.

27 Apr – 4 May

$448 SGD per night

Guest favourite

Apartment in Holmes Beach

5.0 out of 5 average rating, 28 reviews

Lovely Beach View Condo on Anna Maria Island

Brand New Listing! Hello Sunshine...Take time and breathe again at this special and tranquil getaway. This 1 bedroom 1 bath corner unit is in a charming beachside complex with a lovely pool & gardens directly across & just 20 steps from the beautiful beaches of Anna Maria Island & the sparkling waters of the Gulf of Mexico. Great restaurants and the free island trolley are within walking distance! Relax, enjoy, and make new memories of what will soon be your favorite vacation destination.

11–18 Dec

$306 SGD per night

Guest favourite

Apartment in Holmes Beach

4.98 out of 5 average rating, 108 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean and comfortable, my unit at Sandy Pointe II is in a secluded setting just a few minutes walk to a less crowded, quieter section of beautiful AMI beach. From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! A FREE Island trolly stop is steps from our entrance with grocery, drug store, beach shops and so much more just across E Bay Dr.

22–29 Jun

$281 SGD per night

Guest favourite

Home in Holmes Beach

4.95 out of 5 average rating, 158 reviews

Set AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

16–23 Aug

$450 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

$406 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

$617 SGD per night

Guest favourite

Apartment in Bradenton Beach

5.0 out of 5 average rating, 17 reviews

AMI Perfect Experience

This condo has been designated as a Guest Favorite. This beautiful ground floor condo offers the best experience and perfect vacation getaway in Anna Maria Island for up to 4 guests. Located steps from the beach, this condo has exceptional value with its amenities, including the largest heated pool on the island, tennis courts, pickleball, bocce ball, workout room, beach chairs, umbrella, noodles, and wagon for those looking to stay active. It has everything you need including location!

28 Apr – 5 May

$235 SGD per night

Guest favourite

Holiday home in Holmes Beach

4.94 out of 5 average rating, 33 reviews

AMI Ohana Beach Resort C with fabulous salt pool!

The location is perfectly situated in the middle of the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

1–8 Dec

$437 SGD per night

Guest favourite

Townhouse in Holmes Beach

4.95 out of 5 average rating, 78 reviews

Family friendly condo in Holmes Beach

This light-filled condo is just over 2 blocks to the sugary sand and turquoise water of the Gulf of Mexico, and an easy walk to the shared heated pool! Not only is this townhouse-style condo well-maintained, but you will find an updated beachy style perfect for your getaway. Walk, bike or hop on the nearby (free) trolley and find boutique shopping, sightseeing and a large selection of locally-owned restaurants throughout Anna Maria, Holmes Beach and Bradenton Beach.

6–13 Dec

$430 SGD per night

Guest favourite

Home in Holmes Beach

4.95 out of 5 average rating, 77 reviews

Breezy Harbor AMI pool retreat near the Beach

Charming Breeze Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately relax bird watching and enjoying the breeze. You'll love grilling in the lush yard and the 6-min walk to the beach and nearby AMI trolley stop. The supermarket is a couple of streets over. The home is perfect for families, couples, 1x 50Lb pet (fee), and working remotely. Parking for 2 vehicles plus your toys. *Ask us for other calendar blocks

9–16 Jan

$518 SGD per night

Guest favourite

Home in Holmes Beach

4.89 out of 5 average rating, 9 reviews

Anna Maria Island 2-bed/2 bath (side A of duplex)

Island duplex - Side A only. Our home is great for both beach & AMI lovers who don't mind not having a pool. The unit is a 2 bedroom-2 full bath; and walkable to beach (3 blocks), Holmes Beach city center restaurants, bars and shops (3 blocks) and the free island trolley (1 block). Anna Maria Island is roughly 7 miles long and crazily enough divided into 3 cities: Bradenton Beach, Holmes Beach & Anna Maria; Holmes Beach is central.

9–16 Oct

$221 SGD per night