Island Retreat: Anna Maria Island Vacation Rental Property in Holmes Beach FL with Pool and 4 Bedrooms

Island Retreat: Anna Maria Island Vacation Rental Property in Holmes Beach FL with Pool and 4 Bedrooms

Anna Maria Island house rental with pool and 4 bedrooms in Holmes Beach a 2 minute walk to the beach : Island Retreat

Vacation Home in Holmes Beach Florida

4805 2nd Avenue
Bedrooms: 4 Bedrooms • Sleeps 8
Bed Arrangements: 2 Twin Bed - 1 Queen Bed - 2 King Bed - 1 Sleeper Sofa QUEEN
Bathrooms: 3 Full Bathrooms
Virtual Tour: Island Retreat - Virtual Tour
Location Setting: Waterfront - Nearby
Beach Access: Near a Beach
Air Conditioning: Yes
Pool: Pool (Private)
Internet: Internet Access
Television: Cable/Dish TV
Washer/Dryer: Yes
Map of Holmes Beach

Rates & Availability  
(Displayed in USD)

  • Daily Rates from $350 to $850 per night
  • Weekly Rates from $1,750 to $4,900 per week
  • Minimum Stay: 7 Days

Already Booked

Property Description

Island Retreat

4805 2nd Avenue

Holmes Beach, FL 34217


Key West meets Anna Maria Island in a dream vacation home. Island Retreat combines the best of both worlds, oozing a traditional south Florida style outside, with shaded balconies and intricate wooden architecture, with unrivalled, modern luxury on the inside. Built to the most exacting standards, you will be left in no doubt exactly where you are-paradise.

With four bedrooms, three bathrooms and plenty of interior space, Island Retreat will waste no time in whisking your troubles away and filling your head with thoughts of relaxation. From the Jacuzzi tubs in the two master en-suites, to the tiki bar and your electrically heated private pool in the tropical landscaped gardens, and huge open-plan lounge and dining area for sharing those precious moments together, you will know you’re in a special place before you even explore all Anna Maria has to offer.

This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high quality linens that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

Take the fuss and worry out of packing your private sheets and beach towels knowing that when you arrive to your dream vacation rental, in place are high quality and commercially cleaned luxury bedding, bath towels, wash cloths and beach towels ready for your stay. Eliminate the guessing game, free up luggage space and breathe easy knowing that everything is already taken care of for you. This same philosophy extends even to your departure- nothing to wash, dry, fold or having to fool with trying to squeeze into an already tightly packed suitcase! A fantastic "must have amenity" for your AMI vacation experience.

But Island Retreat is so much more than a pretty-as-a-picture, luxurious vacation home. Situated in a quiet residential area, you are just a short stroll to one of Anna Maria's best stretches of the sugar soft sand for which it is world-famous, and with no busy roads to cross it is safe for young children. Island Retreat is also conveniently located near to the shopping district in Holmes Beach, with its fascinating blend of cafes, souvenir shops, banks and the island’s chamber of commerce for all your tourist information needs.

And while Island Retreat includes everything you will need to whip up some of Florida's finest food creations in the comfort of your own fully-stocked, handcrafted kitchen, you are also within a short distance of some of the best spots in the county to let someone else get their pans dirty. A couple of minutes' walk along the shore will bring you to Café on the Beach, for gloriously simple breakfasts of pancakes and coffee with your toes in the sand, while just as close in the other direction are restaurants where both the food and the sunsets are simply glorious.

You won't have to stay long in Island Retreat to realise that while your home is very much Key West in style your memories will be made on the Gulf Coast. Fabulous sunsets, empty sands, a friendly smile from everyone you meet, plenty of things to do for young and old, and the most relaxing vacation ever. It might even bring to mind one of their favorite sayings down there in the Keys, 'Life is good'.

It sure is here.


  • On our Professional Linen Service Program
  • Luxury Island style home
  • Two minute stroll to the beach
  • Tropical heated pool/Tiki Bar
  • West-facing, view of the gulf
  • Two king-sized, Master en-suites with a jacuzzi tub in Master bed #1
  • Flat-screen TVs, DVD, Internet, Game room with Ping-Pong table and bonus kids area with TV and Wii
  • Large, fully-equipped kitchen-Luxury furniture throughout
  • Double garage


Island Retreat has four bedrooms, featuring beautiful bespoke furniture, luxurious linens and fittings and beds to savor. Thank goodness you're on vacation and have the time to enjoy them.

The master bedroom, on the first floor, is a magnificent space, made all the better by some truly special touches. With a king-sized, four-poster bed fitted with luxury high thread-count linens and surrounded by beautiful furniture, this wonderful suite may just take your breath away. With a separate walk-in closet, large en-suite bathroom with walk-in shower, jacuzzi tub, his-and-hers basins, a tiled floor and granite tops, every attention to detail has been considered. But the crowning glory awaits outside, on your private covered sun deck, which looks out towards the shimmering waters of the Gulf of Mexico and is the perfect shaded spot to enjoy breakfast in the morning, and the slow descent of the sun in the evening. Enjoy your room, enjoy the view, soak up the atmosphere of this magnificent place.

On the second floor are three further bedrooms, one another king-sized master, and one each including a queen-sized and twin beds. The second master also benefits from a luxurious en-suite bathroom, also featuring a large walk-in shower, double basins, tiled floor, granite tops and WC. It too has a large walk-in closet to store all your clothes and more besides and a private balcony enjoying even more far-reaching views than the one below.


Our pools are heated during the months of November through April at no additional charge to our guests. We do not heat the pools during the warmer months of May through October. If you are renting between November and April and you would like to have your pool heated, we kindly ask that you please contact AMV at least 10 days prior to your arrival so that it ensures us ample time to fulfill your request. Pools are heated to a temperature of 82 degrees. However, please be aware that even in Southwest Florida we do occasionally get cold spells that can send the temperatures down into the 30's for a few nights in a row. This will cause the pool water temperature to draw down to in the 70's and a pool pump will automatically shut down if the outside temperature gets too cold. When the weather gets warmer and the pumps are able to re-engage, please be mindful that re-heating of the pool back to 82 degrees may take several days depending on the severity of the cold spell. Ultimately, these situations are beyond our control. Other issues such as severe weather conditions, equipment malfunction, temporary loss of use of equipment or amenities due to maintenance purposes or other items do happen from time to time. All of our pools and pool equipment are closely monitored by the pool companies. For your safety, we kindly ask that the controls not be tampered with -most of the systems are locked for this reason. Due to the island's strict 10pm noise ordinance, the pool heaters will not run overnight. Please remember, outdoor spas are not hot tubs. Please be aware that AMV does not issue refunds based on acts of god. However, please know that in the rare event of pool equipment malfunction during your stay, AMV will do everything in our power to expedite repairs as quickly as possible as we certainly want you to enjoy your heated pool and Florida sunshine to the fullest extent possible!

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. This property requires a 7 night minimum stay as set forth by Holmes Beach’s Land Development Code. Occupancy may not exceed 10.

Activities and Special Interests

This property provides access to the following activities and special interests:

» Beach
» Biking
» Boating
» Canoeing
» Fishing
» Deep Sea Fishing
» Golfing
» Hunting
» State National Parks
» Nightclub and Disco
» Ocean
» Sailing
» Scuba Diving
» Spa
» Surfing
» Fly Fishing
» Wind Surfing
» Hiking
» Family Vacations
» Kayaking

Other Activities and Interests:
Dining, Shopping, Yoga Sessions, Paddle Boarding, Parasailing, Rent a Jetski or Waverunner, Sightseeing, Visit the Marine Lab and Aquarium, Local Farmers Market, Marie Selby Botanical Gardens, Downtown Venice Art Classic, Enjoy Main Street Live, Beach Bistro’s St. Patrick’s Day Parade, Beach’N Food Truck and Music Festival, Spring Fest, Experience Blue, Brews, & BBQs in late April, Stunning Beaches, Kayak Tour, Nature Hike, Rent a Boat to Go Fishing, Incredible Wildlife, Head to the Best Bars in Florida, Unique Boutiques, Easy and Fun Day Trips, Golf Cart Rentals on Anna Maria Island, Visit the Anna Maria Island Historical Museum, South Florida Museum, Bishop Museum of Science and Nature, Florida Maritime Museum

Featured Amenities

» Air Conditioning
» Cable/Dish TV
» Dishwasher
» Grill
» Internet Access
» Pool (Private)
» Washer/Dryer

Property Features

» Balcony
» Ceiling Fan(s)
» Coffee Maker
» Deck/Patio/Porch
» Dishes/Utensils
» Filtered Water
» Freezer
» Full Kitchen
» Garage
» Ice Maker
» Microwave
» Oven
» Parking
» Refrigerator
» Towels/Linens


» Game Room

Other Property Amenities

Television, Deck / Patio, Close to Gulf, Deck Chairs, Linen Service, Ping Pong


Love the location and house, backyard area was awesome for evening swims 07/16/2020

By: Derek Trembly Trip Date: 06/06/2020

Easy check in, location was great

Derek ~ Thanks for such a great review! We really appreciate your kind words about Island Retreat and hope that you will stay with us again when you come back to AMI.

Nice family vacation rental 04/01/2020

By: Cheryl Glick Trip Date: 03/07/2020

This was a great vacation rental for our kids & grandkids.

Thank you for taking the time to leave Anna Maria Vacations a 5 star review! We are so happy to hear that you and your family enjoyed your recent stay at Island Retreat. We do hope to welcome you back as our guests when visiting the Island!

Paradise 03/19/2020

By: Amy Osburn Trip Date: 02/29/2020

Great property in a great location! Highly recommend it!

Thank you for taking the time to leave us a 5 star review, Amy! We are so happy to hear that you enjoyed your stay with Anna Maria Vacations at Island Retreat! We appreciate the recommendation and look forward to welcoming you back to AMI in the near future!

Beautiful home walking distance to the beach! 02/25/2020

By: Janine and Bill Speares Trip Date: 02/15/2020

We enjoyed our stay very much at this beautiful home! It was very clean and a quiet location. Island Retreat had everything we needed for a wonderful stay!

We are so happy to hear that you enjoyed your stay very much at Island Retreat! We are glad that it was clean upon arrival and in a quiet location! Anna Maria Vacations thanks you for the 5★ review and hopes to welcome you back soon!

Wonderful property, location and experience. 02/18/2020

By: Chris Colley Trip Date: 02/08/2020

The property was accurately described and our stay exceeded expectations. We were also presently surprised to see beach chairs, some sand toys and beach chairs that were available.

Thank you so much for the 5 star review! We are so happy that Island Retreat exceeded your expectations and that you were pleasantly surprised with some of the amenities the owner has at this home to offer its guests. Anna Maria Vacations would love to welcome you back to AMI for more stays!

A Great Family Getaway 11/20/2019

By: Carol Henderson Trip Date: 10/31/2019

This property is a perfect location to enjoy all the offerings of the Island. The house was clean and spacious. The free shuttle is a bonus. Overall a great place to vacation.

Thank you for the 5 star review, Carol! We are thrilled to hear that you enjoyed your stay at Island Retreat and this homes perfect location in Holmes Beach! We hope to welcome you back to AMI for future stays!

Amazing 07/23/2019

By: Lynn Trip Date: 04/13/2019

This is definitely Paradise! You will never want to leave.

Thank you for the kind review, Lynn! We’re glad that Island Retreat was amazing and that you never wanted to leave! We hope to have you back soon!

Perfect in every way!

By: Joan Trip Date: 01/20/2018

Very nice beach house in a nice location with plenty of space & easy to walk to beach! Nice pool & ping pong table & grill. Great for family & friends to be together & eat together while relaxing in a wonderful place! Beds were great & awesome showers with huge closet space.Will definitely come back!!

Joan, thank you for the awesome review! We’re thrilled to hear that you had a wonderful time, and that the pool, ping pong table, and grill supplied you with tons of fun! We’d love to have have you back soon!

Fabulous Beach House

By: The C4 Trip Date: 12/06/2014

Fabulous house and great location to the beach and town! It was clean, which is the highest priority on my list, comfortable and up-to-date. Three families shared this home and we were truly able to relax in it. My boys loved the heated pool! The ping pong room was an extra treat. Thanks for having some sand toys on hand! The only downside was that it did not have great WiFi. We would definitely recommend this home and we are looking forward to going back one day.

Thank you for taking your time to have us a 5 star review! We love hearing about your stay, and that it was fabulous, clean, and in a great location! We look forward to having you back for more amazing memories on the island!

June 2019 Stay 06/10/2019

By: Monica Trip Date: 06/01/2019

We really enjoyed our stay at Island Retreat! The house was spacious and clean and the kitchen was well equipped with everything we needed. We spent a lot of time in the pool area and the outside refrigerator was a nice feature. There were a few pool floats and the house also provided beach chairs, plenty of sand toys and a wagon! I highly recommend this house and if available we will rent again.

Thank you for the kind review, Monica! We’re thrilled that you had a great time at Island Retreat! We are so glad that you enjoyed the pool area, outside refrigerator, pool floats, and many more great amenities! We can’t wait to have you back!

Pleasantly surprised 05/17/2019

By: Amy Collar Trip Date: 01/26/2019

Location was perfect because its really close to the beach and you don’t have to cross busy roads, etc. If you have kids, its kid friendly. The tropical pool area was where we spent much of our time. We were a little worried after booking the house and seeing the review left but mosquitos were not a problem but, it could also be because we came in Jan. We were sent a text message at around 3:00 letting us know we could check in early which was nice because we arrived around 12pm and were just cruising around til check in time. Everyone at the office I spoke with was very professional and friendly. They also booked us some beach items and set us up with a dolphin tour. This was one of our favorite vacations by far and I hope we will come back soon. I would recommend this company and this house to anyone!!

Amy, Thank you for the kind review of Island Retreat! We’re glad that you loved the location of the home and its tropical pool area! We love hearing that you were able to book some beach items as well as a dolphin tour! We would love to have you back for another Anna Maria Island getaway!

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