Featured Vacation Rentals

Featured Vacation Rentals For A Perfect Florida Gulf Coast Vacation!

Duncan Vacation Rentals is your Anna Maria Island vacation rentals expert, servicing the Florida Gulf Coast Island cities of Anna Maria, Holmes Beach, Bradenton Beach, Longboat Key, and the surrounding area of Manatee County

Duncan Real Estate distinguishes itself from other Anna Maria Island vacation rentals with our personal touch. Experience the Duncan difference and find out why many of our guests return year after year. We strive to make your Anna Maria vacation the best one yet. As you begin to plan your Anna Maria Island vacation, it starts with ease over the phone where you talk to one of our local vacation rental agents that know all the properties and can help plan your trip. If you prefer online booking, start the reservation process by searching for your perfect Anna Maria Island getaway.

Don’t Miss out on Anna Maria Island Vacation Rentals Deals!

Make sure to browse our Online Specials. Duncan Deals are changing often and you do not want to miss a good deal!

New properties join our program all the time, so be sure to check out our Featured Vacation Rentals for the latest additions. Oftentimes introductory rates with special pricing are offered on the brand new Anna Maria Island vacation rental properties.

If you like to keep up to date with all Duncan Real Estate and Anna Maria Island news, sign up for our newsletter. Be the first one to know what is happening on beautiful Anna Maria Island!


Anna Maria Island Vacation Rentals Duncan Benefits

Duncan Vacation Rentals cooperates with island vendors to ensure you have everything you need while in paradise. Check out our Duncan V.I.P. perks and use your Duncan Real Estate guest promo code to enjoy special pricing while you are on your Anna Maria Island vacation!

Upon check in, we provide you with arrival information in addition to the guest handbook in every property. Find useful information about the house and Anna Maria Island. If you encounter any concerns during your stay, Duncan Vacation Rentals has their own maintenance staff to address your issues. Just give us a call and we are happy to help! Our emergency line is open 24/7. We encourage our guests for feedback on their stay with a short guest survey. This ensures us and our owners that we provide the best service possible.

Our return guests love the repeat discount! Be sure to mention it when you book with Duncan Vacation Rentals again.

Contact one of our professional vacation rental specialists today! We love to help you plan your perfect Anna Maria Island vacation getaway on the Gulf of Mexico. There’s nothing quite like walking out your front door and finding yourself toes deep in the magnificent white sand of our shoreline. Duncan Vacation Rentals is ready to serve your every beach holiday need, call today 941-779-0304 or email us.


View All Featured Vacation Rentals



Properties Available 13 properties available
Welcome to Dolphin Resort! This beautiful, centrally located 3 bedrooms, 2 1/2 bathrooms house has 1,612 square feet of elevated living space and offers the best of Island vacationing. Up to 6 guests will be accommodated very comfortably inside and out. From the quality quilts and linens on the beds, TVs in all the bedrooms and several fantastic o
Hot HOT 42
Dolphin Resort
Home
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Pool pool
Rating 5 (1)
Welcome to Watercolor Palms, a comfortable two bedroom, two bathroom vacation triplex in the heart of Holmes Beach. In this convenient ground-level layout, guests will enjoy a well-equipped kitchen perfect for preparing a gourmet meal or cook outdoors on the gas grill. The living area is spacious, with plenty of seating for family and friends to ta
Hot HOT 62
Watercolor Palms
Duplex - Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (1)
Welcome to Sunbow Bay 115! With a prime location on Anna Maria Island, Sunbow Bay 115 is perfect for your next relaxing beach getaway. This two-bedroom condo features updates throughout and has been designed with a vacation in mind. The open floor plan will give you the space to spend time together, while the private bedrooms will offer the oppo
Hot HOT 31
Sunbow Bay 115
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Pool pool
Welcome to Water’s Edge 104S! This beautiful two bedroom, two bath condo that is located in the Water’s Edge Complex which is directly on the Gulf of Mexico. This stunning property has undergone major renovations! Offering views of the lush gardens, shared pool area and the white sugar sand and turquoise water of the Gulf of Mexico. Simply sit back
Hot HOT 55
Waters Edge 104S
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Pool pool
Rating 5 (1)
Welcome to Veselka! The Island’s Rainbow. Enjoy gulf breezes, island living and sea air from this stunning, newly renovated beach home located in the award-winning island of Anna Maria. Veselka offers four bedrooms and three bathrooms and can accommodate up to eight guests. This multi-level home is situated in a peaceful neighborhood just blocks f
Hot HOT 75
Veselka
Home
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Pool pool
Welcome to Sea Pirate 5! Across from the beach access on Anna Maria Island. Sea Pirate 5 is a beautiful two bedroom, one bath villa that is located directly across from the amazing beaches of Anna Maria Island and the Gulf of Mexico. Sea Pirate is a private 8 villa complex with a large shared heated pool. An open private court yard to enjoy al fr
Hot HOT 43
Sea Pirate 5
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Pool pool
Gulf Watch 112 is a completely updated 2-bedroom 2-bathroom gulf to bay condo located in the Gulf Watch condo community. Gulf Watch is a beautifully maintained complex boasting a sparkling heated pool all-year round. This condo is located in Bradenton Beach and is only a few steps away from the beach, shopping, and dining. HIGHLIGHTS • Waterfront
Hot HOT 28
Gulf Watch 112
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Pool pool
Rating 5 (4)
Welcome to Gulf Sands, a beachfront getaway with stunning views! Gulf Sands 108 condo is a beautiful two-bedroom, two-bath condo that is located directly on the Gulf of Mexico. Offering picturesque views of the white sugar sand and turquoise water, a shared heated pool and an open balcony overlooking the beach! Simply sit back, relax, and enjoy the
Hot HOT 44
Gulf Sands 108
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Pool pool
Welcome to The Bayou 5C! With a prime location the north side of Pine Avenue on Anna Maria Island. The Bayou 5C is the perfect location for a relaxing Island getaway. This two-bedroom/ one-bath condo features updates throughout and has been designed for a family or romantic vacation in mind. The floor plan takes advantage of the water views from
Hot HOT 14
Coconut Bayou
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Runaway Bay 212 is a fully furnished 1-bedroom, 1-bathroom condominium in the centrally located Runaway Bay community. The Runaway Bay complex is situated in the middle of Bradenton Beach around many shops and restaurants. Runaway Bay also has private beach access available to its residents and guests as well as a private fishing dock and kayak lau
Hot HOT 39
Runaway Bay 212
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Pool pool
Welcome to The Beach House 2! Enjoy absolute beachfront on the north end of Anna Maria. Directly on the Gulf of Mexico, north of Pine Avenue on beautiful Anna Maria Island, The Beach House 2 is a spectacular beach retreat. This Old Florida beach house on the outside, the interior has been remodeled and updated with all the comforts of a family home
Hot HOT 53
The Beach House 2
Home
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (3)
Fun N Sun is a second-floor unit in the Runaway Bay community. Enjoy the sights and sounds of this tropical getaway and all the amenities of the Runaway Bay Complex being a shared heated pool, private beach access, a club house with a kitchen and living areas to relax and unwind, also a tennis court, shuffleboard, bocce ball, pickleball, fitness ce
Hot HOT 21
Fun N Sun
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Pool pool
Rating 5 (1)

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