Kid-friendly vacation rentals in Anna Maria

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Top-rated kid-friendly rentals in Anna Maria

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

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Guest favorite

Condo 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.

Jun 22 – 29

R3,947 ZAR per night

Guest favorite

Home in Bradenton

5.0 out of 5 average rating, 12 reviews

The "Love shack" Bungalow

The "Love Shack" Bungalow is the Perfect Place for a Couples Getaway! It's also great for someone who is looking for a Nice Peaceful Relaxation Spot. Approx 1.5 Miles to the Beach. It's Very Secluded with a Privacy Fence Surrounding it. Beautifully Updated Inside with Granite Counters & Blue Colorful Epoxy Floors. Super-Fast Wi-Fi & 50" Smart TV with Free Movies & Apps. There's a Large Screened in Lanai with a Table, A Gas BBQ Grill, Washer & Dryer & a Big Fenced in Yard. We are Pet Friendly!

Dec 11 – 18

R2,357 ZAR per night

Guest favorite

Condo 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!

Dec 1 – 8

R3,093 ZAR per night

Guest favorite

Home in Anna Maria

4.96 out of 5 average rating, 52 reviews

Steps to the Beach! Pool/spa! Golf Cart Included!!

Newly renovated elevated home on the prestigious north end of the island. There is over 2100 sq. ft of living area in addition to the expansive outdoor space including a large saltwater pool/spa, outdoor TV and seating area, outdoor dining area for 10, lawn games and numerous balconies both covered & uncovered. The house is across the street from the Bayfront Park and a 7 minute walk to the world renowned Bean Point. We have also included bikes & a 6 person golf cart for your stay.

Dec 10 – 17

R20,176 ZAR per night

Guest favorite

Apartment in Anna Maria

4.98 out of 5 average rating, 105 reviews

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Brand new vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Modern bathroom with walk in shower * Kitchenette with Full size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Trolley stop across the street * Steps to the beach! * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart * Off-street parking for one vehicle

Oct 27 – Nov 3

R8,309 ZAR per night

Guest favorite

Condo in Holmes Beach

4.92 out of 5 average rating, 83 reviews

Spacious renovated 2-bdrm a short walk from beach

You will love our large upscale, 3rd-floor condo overlooking a nature reserve and swimming pool, 3 blocks from beautiful Anna Maria Island beach, with 2 bedrooms and 2 bathrooms (both ensuites). This well-maintained rental has recently been renovated and includes heated swimming pool access, ensuite washer/dryer, dishwasher, WiFi & cable. It sleeps 4 comfortably, with a sofa bed for up to 2 temporary visitors, and has free parking. This unit is very clean, non-smoking and pet free.

Sep 22 – 29

R2,550 ZAR per night

Guest favorite

Condo in Bradenton

5.0 out of 5 average rating, 57 reviews

Canal Facing Private Condo + 5 mins to Anna Maria

Looking for a relaxing getaway in paradise? Look no further than this newly renovated charming 1 bedroom canal front retreat, just 5 minutes from the pristine beaches of Anna Maria Island. Enjoy close proximity to the beach, a fully equipped kitchen, and a comfortable living area. Nearby attractions include white sand beaches, restaurants, and shops. Return to your peaceful oasis and unwind in the quiet serenity of the canal front location. Book now for the ultimate Florida vacation!

May 31 – Jun 7

R2,230 ZAR per night

Guest favorite

Bungalow in Anna Maria

4.88 out of 5 average rating, 121 reviews

Bay Breeze Cottages #2 (The Redfish)

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

Jan 24 – 31

R7,624 ZAR per night

Guest favorite

Home in Bradenton

4.96 out of 5 average rating, 204 reviews

Home near Anna Maria Beach - Hot Tub + Fire Pit

Come find a space away in this 1 bedroom Guest House with a private patio and inflatable hot tub located less than 15 Minutes away from Anna Maria Island Beach. Enjoy all that the area has to offer, and come home to the private ambience of an outdoor fire pit and relaxing hot tub, or play a fun game of corn-hole on the back patio. The home is in a safe and friendly neighborhood, great for an early morning walk less than a mile away from an open view of the water

Oct 1 – 8

R2,859 ZAR per night

Guest favorite

Guesthouse in Bradenton Beach

5.0 out of 5 average rating, 123 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Nov 19 – 26

R3,924 ZAR per night

Guest favorite

Guest suite in Bradenton

4.97 out of 5 average rating, 121 reviews

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

Apr 25 – May 2

R1,442 ZAR per night

Guest favorite

Guest suite in Bradenton

5.0 out of 5 average rating, 188 reviews

Off Anna Maria Island ~10min to beach w/salt pool

Stay close to the beach and like a local at Off Anna Maria, a cozy, private guest suite attached to our home with separate entrance, saltwater pool, and shaded outdoor patio. Located ~10 mins from Anna Maria Island, 45 mins from Siesta Key, 1 hr from Tampa in a quiet suburban neighborhood. Your interior space is completely separate from ours. The pool and patio are shared with us. *Travel time estimates depend on traffic.

Jul 22 – 29

R2,116 ZAR per night