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Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions

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A pool area with lounge chairs and a thatched-roof structure. - Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions (Holmes Beach)
A bedroom with a bed, a ceiling fan, a TV, and a view of the outdoors. - Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions (Holmes Beach)
A modern kitchen with granite countertops, a dishwasher, and a dining area with wicker chairs. - Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions (Holmes Beach)
A two-story house with a balcony, a garage, and a well-maintained garden. - Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions (Holmes Beach)
A kitchen with wooden cabinets, stainless steel appliances, and a dining area with wicker chairs and a glass table. - Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions (Holmes Beach)
Close to Bradenton Beach, Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions provides amenities, such as laundry facilities and a hot tub.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Dryer
  • Outdoor space
  • Parking available

Add dates for prices

About this property

Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions

  • Welcome to Fairwinds, your Anna Maria Island vacation rental where coastal charm meets tropical luxury. This spacious four-bedroom, three-and-a-half-bath home is the perfect spot for families and groups seeking a relaxing island escape, just a short walk from the white-sand Gulf beaches.
    Step into your own private paradise, featuring a heated pool with swim-up tiki table, a soothing hot tub, and a fully equipped outdoor kitchen and bar. Whether you’re grilling fresh seafood, lounging under the palms, or soaking in the sun, this backyard oasis is built for making memories.
    Inside, the bright open living area invites you to unwind. Enjoy comfy seating, a fully stocked kitchen with stainless steel appliances, and French doors leading to a second-floor balcony perfect for morning coffee or evening cocktails.
    The primary suite is a peaceful retreat with a king bed, private balcony, and spa-style ensuite complete with jacuzzi tub and walk-in shower. The other bedrooms offer smart TVs and cozy coastal décor, including a kid-friendly twin room that’s perfect for families.
    For entertainment, head to the game room with ping pong, foosball, and even axe throwing for fun-filled nights in.
    With its unbeatable location, resort-style amenities, and relaxing atmosphere, Fairwinds is the ultimate Anna Maria Island beach house for your next getaway.
    Good Neighbor Policy: 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.

    VRC25-000034

    | Max Vehicles: 4 | Max Day Guests: 2

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About the area

Located in Holmes Beach, this holiday home is by the sea. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Discover the area's water adventures with jet skiing and snorkelling nearby, or enjoy the great outdoors with hunting and horse riding. Visit our Holmes Beach travel guide
View more Holiday homes in Holmes Beach
Map
Holmes Beach, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    3 min walk - 0.3 km
  • A beach with umbrellas, lounge chairs, and palm trees.
    Manatee Public Beach
    19 min walk - 1.6 km
  • A beach with sand, palm trees, and a roller coaster in the background.
    West Coast Surf Shop
    3 min drive - 2.1 km
  • Holmes Beach Beaches
    15 min walk - 1.3 km
  • Anna Maria Sound
    3 min drive - 1.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    42 min drive

Restaurants

  • The Sandbar Restaurant
    5 min drive
  • Anna Maria Island Beach Cafe
    18 min walk
  • The Ugly Grouper
    5 min walk
  • Ginny's & Jane E's
    5 min drive
  • The Waterfront Restaurant
    7 min drive

Frequently asked questions

Does Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions have a pool?

Yes, this property has a pool.

Is Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions pet-friendly?

No, pets are not allowed at this property.

How much is parking at Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions?

On-site parking is available at the property.

What time is check-in at Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions?

Check-in begins at 4:00 PM.

What time is check-out at Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions?

Checkout is at 10:00 AM.

Where is Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions located?

Situated by the sea, this holiday home is within a 15-minute walk of Bradenton Beach and Holmes Beach Beaches. Manatee Public Beach and West Coast Surf Shop are also within 1 mile (2 km).

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Reviews

Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. House was fully stocked with everything you could need or want. Communication with rental company was awesome.
Stayed 14 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
First of all, the management company was excellent to work with! The house was wonderful. We rent vacation homes twice a year and this house was the most stocked house that we’ve rented. It had everything you need and then some. The backyard was amazing. The pool, spa, games, outdoor kitchen, seating, etc. was better than expected. The beach supplies were great. Wagons, coolers, floats, chairs, umbrellas, and then the five minute walk to the beach. We had a great time and will be back.
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was fantastic. Location was awesome with walking distance to shops and restaurants. Also beach access was 100 yards from front door. The backyard was a vacation Oasis. Pool, hot tub, outdoor cooking area and every game you could imagine. They also had all and I mean all of the beach chairs and gear for young and old. Highly recommend! Thanks for making the 250th! Celebration week special.
Stayed 8 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 7 nights in Jun 2026