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Holmes Beach House Rentals

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    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful 3 bedroom/2 bath beach house with Florida style furnishings! Corian countertops, beautiful Ceramic tile throughout, and high ceilings with crown molding. Private backyard with Heated Pool, waterfall, tropical landscape, and covered patio. Sleeps up to 6 people. 1 adult and 1 kid's bike... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Updated Holmes Beach Island home just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a caged heated pool and a brand new paver area with propane grill. This vacation rental has everything to offer with three bedrooms, brand new kitchen, nicely furnished and well equipped... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Be one of the first to enjoy this brand new 5 bedroom, 4 bathroom beach home just a one minute walk to the famous Anna Maria Island beach. The beach stretches for miles in each directions. Feel the powdery sand between your toes and enjoy the warm Gulf waters. This home has all the style and... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Gorgeous, remodeled home on the west side of Gulf Drive, no streets to cross to the Gulf of Mexico! Queen-sized master bedroom with Flat screen TV/DVD and quiet patio, Queen in Second Bedroom with Flat Screen TV/DVD and patio to pool area, and 2 twin trundle beds in guest room with Flat screen... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful, Brand New, 3 bedroom/2 bath home with Heated Pool and Hot Tub! Granite Countertops, vaulted ceilings, Stainless Appliances, and more. Great location in a quiet neighborhood, just a couple blocks to the beach, and a half block to the Free Island trolley. Enjoy the pool and hot tub with... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedroom, 2 Bath (Sleeps 4) – “Blue Lagoon 6 - Osprey” –215 6th Street Holmes Beach. Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endless character. Accommodating up to 4 guests this 2 bedroom... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4 Bedroom, 3 Bath (sleeps 8) - "Jackie's Cottage" - 209 N. Harbor Drive, Holmes Beach Manatee Heaven! – Watch the manatees play from the private boat dock of this comfortable, ground level, pool  home!  If the manatees and sparkling pool aren’t enough, take the short one and a half block... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
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    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    While Anna Maria Island is a place that you can go barefoot about twenty two hours of the day, we still don’t like to skip on luxury. Blue Wave Villas are cozy, comfortable, and above all, classy. After staying for a week in these two bedroom, one bath duplexes spending your vacation in hotels... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    The Bollinger Duplex, Side B is a ground level one bedroom, one bath duplex located at 6909 Gulf Drive, in the preferred northern area of Holmes Beach. It only one-half block to a beautiful beach where you can stroll from one end of Anna Maria Island to the next! This ground level unit is... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Shady Pines is a tastefully updated 2 BR, 1-1/2 bath beach house right on the beautiful Gulf of Mexico. Walk out the door to a wide, white, powdery beach and the Gulf. This 2 bedroom beach house is located in the most perfect spot you willl ever find! Great views and privacy. This quiet beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Elegant and tropical poolside paradise holiday rental. (4) Bedroom, (3.5) Bath, accommodates to (12) people: (2) Kings, (1) Queen, (4) Twin Bunks, (1) Queen Sleeper Sofa. Heated pool, free wireless internet, sorry no pets allowed, about two and a half blocks to the beach. Enjoy this new... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    This beautiful 1000 square foot ground floor unit is half of a duplex, which is a stand alone home with one unit upstairs and one unit downstairs. We've decorated and furnished our lovely island retreat keeping in mind that we're at the beach! This unit has a screened lanai at the front of the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This wonderful vacation home is located in the quiet and peaceful neighborhood of Holmes Beach on beautiful Anna Maria Island within walking distance to the beaches. The private backyard features a heated private pool, full sized BBQ, cozy outdoor seating and an outdoor dining table. For... View all property information
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    Holmes Beach, Anna Maria Island FL 34217
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    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful waterfront 3 bedroom/2 bath home with Heated Pool, Dock, and just over a block to the beach! Covered Patio by pool area and beautiful views of the canal from the Dock. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to the Public Beach and Cafe.... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Welcome to the ultimate in large family luxury vacation homes, with peeks of the Gulf of Mexico from the balconies! This 6 bedroom/4.5 bath beauty features a large, private, tropically landscaped backyard with heated pool and hot tub, gas grill, swim up tiki, and covered tiki bar area with flat... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy a laid back tropical paradise vacation when you visit Anna Maria Island vacation rental “Catchin’ Rays”. Just a short block to Gulf of Mexico beaches, “Catchin’ Rays” is the perfect beach vacation destination for up to eight guests. This easy going home offers everything you and your... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    At 4 bedrooms and 3 full bathrooms, this is one of the best rentals on Anna Maria Island. Straight down the road 1 block to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day, Conch Out Beach House is a luxurious and welcome... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Great 2 Bedroom/2 Bath Home with a private Heated Pool, located on a quiet street west of Gulf Drive, just 3 houses to the beach!! King sized master bedroom with TV/DVD, Twins in guest room with TV/DVD, and sleeper sofa in living room! Cable TV/DVD and Wii Console in living Room, High speed... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large deck facing the Gulf. Numerous fruit trees and... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    “La Mer” is a lovely destination for a fun and relaxing Anna Maria Island getaway. This stylish home comfortably sleeps up to six guests with fantastic amenities just a short stroll to gulf beaches. When you visit “La Mer” you’ll find everything you want from an island vacation including a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Brand New Construction! Spacious Ground Level 4 Bedroom/4 Bath Home with One Car Garage, Heated Pool, and Hot Tub. Featuring Granite Countertops, Stainless Steel Appliances, and Flat Screens throughout. Great location in a quiet neighborhood, just a block to the beach, and close to the Trolley... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Sea Breeze Sands is a fabulous three story vacation home sitting right across from the Gulf of Mexico and Anna Maria Island’s world famous, white sugar beaches. There are seven miles of beach along our barrier island and the sand is mostly pulverized quartz, which keeps it cool and powder soft... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Stunning canal front Anna Maria Island vacation rental home “3 Oars” is the perfect destination for your next luxury getaway! With everything you expect from a fun and relaxing vacation, “3 Oars” has it all! Spaciously accommodating up to eight guests with four bedrooms and four bathrooms no... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Jukes Beach House is a charming, gulf front home located at 102 34th Street in Holmes Beach. This ground level home is conveniently located close to shopping and restaurants and on a pristine, wide expanse of beach. What could be better? This is a new and affordably priced gulf front home that... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Beautiful, Brand New, 5 bedroom/3.5 bath Waterfront home with Heated Pool, Hot Tub, Dock, and just over a block to the beach! Covered Patio by pool area and peeks of the Gulf and Bay from the top patios. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Very spacious 4 bedroom/3 bath home, just a short block to the beach (just over 100 yards), and a couple houses to the free Island trolley! Beautifully tropical landscaped back yard with a Heated Pool surrounded by a large paver deck and plenty of seating options. Huge open Living/Family Room area... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Fantastic private "Coastal Cottage" vacation home just a few houses to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool with large tiki umbrella in pool bar area all in a tropical paradise setting! Enjoy the feel of this cottage for your next... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    On Anna Maria Island, you hear a lot about visitors experiencing love at first sunset. By the time sun is setting on your first day, most people are hooked. But when you pull up the east side of this elevated vacation home at 131 White Ave, it might be good old fashioned love at first sight.... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Coastal living in a tropical setting! Gorgeous ground level 3 bedroom/3 bath home with designer touches at every glance. This light and airy, open-concept floor plan is generously appointed with flat screen TVs in all rooms and tile floors throughout every one of its almost 2000 square feet. You... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    When you arrive at Anna Maria Island vacation rental home “Mermaid Crossing” you are greeted with true island style and luxury. This three bedroom three bath room home spaciously accommodates up to six guests with one king bed, two queen beds and endless charm. Located in the central area of the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    “Vitamin Sea” offers fabulous amenities for up to eight guests with four bedrooms and 3 bathrooms all just a short walk to beaches, free trolley stops, shopping and DINING. This Anna Maria Island vacation rental is the perfect place to gather family and friends for a memorable holiday with no... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    About this property
    Welcome to On Island Time; a stunning, entirely new luxury rental home only 3 minutes' walk from the powdery white sand beaches and Gulf of Mexico. With its own private heated salt water pool with spa, 3 bedrooms and 2 bathrooms this is the epitome of luxury. Everything is brand new!!! 3 flat... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    The perfect retreat for a family vacation “East Winds” is the Anna Maria Island memory maker destination of a lifetime. (4) Bedroom, (3.5) Bathrooms: 2 king bed, 1 queen, 1 twin/double bunk, 2 twin bunk beds. You can gather your entire family together for this colorful Florida Beachside... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    “Time for the Sea” is an excellent choice for your next Anna Maria Island vacation! This centrally located home offers everything for the perfect getaway for up to eight guests in paradise. Anna Maria Island boasts seven miles of pristine Gulf of Mexico beaches making it one of Florida’s best... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to Bella Vida, a Brand New vacation home in our rental program! Some may know that "Bella Vida" means "Beautiful Life", and your time spent at this home in our tropical island paradise will remind you of exactly that just how beautiful life truly is. This single family home has a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. It’s located on a quiet residential street west of Gulf Drive and less than a two minute walk to the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    You'll be close to all the favorite things to do on Anna Maria Island while spending a week's holiday at this well-appointed vacation home! (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pets allowed up to 25... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    A dream come true holiday oasis perfect for large families. (6) Bedrooms, (4.5) Bath, accommodates up to (16) people: 4 King, 1 Queen, 2 Twin, 2 Sleeper Sofa. Private heated pool with spa, outdoor kitchen, free wireless, pet friendly with fee, less than two blocks to the beach. New Luxury... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    SUNSET SHORES is a brand new construction home that features 6 bedrooms and 4.5 bathrooms and a fantastic location-just a 1 minute stroll to the White sandy beaches at the 65th st access! This lovely property offers a private heated pool with a spa & water slide! The backyard is an oasis with... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Sirena del Mar is a three bedroom, two bath home located at 201 30th Street in Holmes Beach. This home has been totally renovated and features a small pool. Its two very short blocks to the wonderful, white sandy beaches. Sirena del Mar has a wonderful open design with all new kitchen cabinets... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Only 2 houses away from the beautiful white sandy beaches of Anna Maria Island. This newly constructed Holmes Beach 2 bedrooms and 1- 1/2 bathroom house is over 2000 square foot with a heated private saltwater pool. Open floor plan, flat screen TV's, and two balconies overlooking the beach are... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Please note: Pets allowed under 25lbs. There is a non-refundable pet fee of $150 per pet for this property that will not be reflected in online pricing. Find the perfect Anna Maria Island vacation rental in Holmes Beach when you visit “Palm Paradise”. This canal front rental is just minutes from... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom, two bath home is situated on a spring fed lake yet it's only three blocks to the beach. New renovations include a brand new family room addition with easy access to the beautiful pool! A unique... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Drive in Holmes Beach. It features a very large open deck facing the beach as well as a screened lanai for when you want a little shade. The expansive beach stretches for miles in either... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Beautiful, brand new, 5 bedroom/3.5 bath home with large privacy fenced lushly tropical landscaped yard, heated pool, hot tub, elevator, and ping pong table! There is large covered patio by the pool area with outside dining options and plenty of seating in the large great room area. The kitchen... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218