Find your happy place at this beautiful beach condo on Anna Maria Island, featuring access to a shared pool and a wonderful location just steps from the beach! Located at the quiet Water's Edge complex in Holmes Beach, this condo makes it easy to spend your days basking in the chaise lounges by...

Catch some of Florida's most memorable sunsets when you escape to this two-bedroom Holmes Beach condo, where you'll enjoy a shaded patio, a shared pool and tennis court, and direct access to a beautiful white sand beach. This ground-floor condo is located in Nautilus Condominiums, a beachfront...

Amazing beachfront Studio on Bradenton Beach, Anna Maria Island. Step out your door and your feet are in the sand. I doesn't get any better than this. This small studio has everything you need to enjoy your time in the Florida Sunshine. Many restaurants and shops nearby and even take the...

A delightful retreat awaits you at this family-friendly condo on Anna Maria Island. Featuring a shared pool, a terrace with ocean views, and easy access to pristine Gulf beaches, this rental offers everything you could want on your vacation to the tropics! Located in Holmes Beach right across the...

*Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you!* *Check in time is 4:30 PM ET - If Early check-in becomes available you will receive an email stating it is available. If you do not receive an email,...

This condo is perfect for couples looking to experience the best of Bradenton Beach, complete with shared amenities like a swimming pool, a breezy balcony, and a cozy living area with a flatscreen TV. What's nearby: Soft sands and Bradenton Beach fixtures like The Beach House and Island Cream are...

Whether you need some me-time by the beach or want to treat your special someone to a romantic Gulf getaway vacation, this first-floor Bradenton Beach condo comes complete with everything you need for an unforgettable vacation. This beach condo is directly across the street (a three-minute walk)...

Runaway Bay Club 256 is the perfect destination for a romantic couple's getaway. Walk to the beach and enjoy many fantastic community amenities too (like a shared pool and tennis). A spacious one-bedroom Anna Maria Island vacation condo, this home will have you and your special someone in love with...

This lovely two-bedroom rental in Anna Maria offers guests the quintessential island experience with a tranquil setting near the beach right in the heart of the island's favorite shopping and dining. You'll be located between the Gulf of Mexico and Tampa Bay with three blocks either way between...

Anna Maria island is the best place for a Florida vacation. Winter or summer - it is perfect for every age, life style, or adventure. This house is in the middle of everything. Within 100 yards off the tennis court, dog park, basketball court, boat ramp, marina, restaurants, and shops. It is a 10...

Location, location, location, this cozy quaint beach house is centrally located on Anna Maria Island and is less than a 2 minute walk from Holmes Beach. The 2 bedroom and 1 bathroom unit is not only a very short walking distance to the beach, but is also a short walking distance to shopping and...

PLAYA ESMERALDA on beautiful Anna Maria Island a charming Bungalow 20 steps to the beach. This one-bedroom unit is nicely decorated with a island vibe. Unit has a well-equipped kitchen with full size refrigerator, stove with oven, microwave, toaster and all utensils. air conditioning, heat and...

Immerse yourself in the Florida island life at this beach side vacation rental just steps to Holmes Beach and within walking distance to grocery stores, restaurants, and more. Homes Beach is an active beach side community located approximately 8 miles from downtown Bradenton and offers a wide...

Enjoy your stay in this quaint 2 bedroom, 1 bathroom mobile home in a 55+ community. Just steps to beach or enjoy a relaxing sit on the bayside. Great for active adults looking to enjoy some time without the kids. Sandpiper 55+ Resort is on beautiful Anna Maria Island on Florida's Gulf coast. It...

Bradenton Beach awaits from the comfort of this welcoming bayside cottage! Between the soft sands of the beach, nearby shopping and dining, and gorgeous views back at home, you'll have everything you need for an unforgettable vacation. This home lies a quick drive south of downtown Bradenton...

*Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you!* *Check in time is 4:30 PM ET - If Early check-in becomes available you will receive an email stating it is available. If you do not receive an email,...

Vacation in your own tropical sanctuary on Anna Maria Island. This 2 bedroom and 2 bathroom single family home is located on a quiet cul-de-sac and only steps away from the soft sand beaches of Anna Maria Island. Enjoy amazing sunsets at the famous picturesque Bean Point Beach only a short distance...

West Bay Cove 222 - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. Distance to the Beach: 1 blocks West Bay Cove is a great location for taking advantage of everything that Anna Maria Island has to offer. Only a block from the public beach area, close to the grocery store, several...

This 2 bedroom, 2 bath villa is in the heart of Anna Maria Island. It is located 500 feet to the beach in a residential neighborhood, west of Gulf Drive. Decorated with simplicity, it is fully equipped with all the amenities which include: Full kitchen, washer/dryer, microwave, dishwasher, cable...

Fall in love with this adorable, renovated island bungalow! Your location near the beach is hard to beat, and the outdoor sitting area ensures you're never far from the ocean breeze. Stay a while with the family or a group of friends and experience life on Anna Maria Island! You're about a block...

Sunny Cottage is located within a 2 min. walk from the Palma Sola Bay right across from Anna Maria Island. Sit and enjoy the views in the park. 5 min. drive to the most beautiful Gulf beaches. Watch the dolphins swim and relax on the beach. Snorkeling, fishing, biking and lots more. Great...

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 newly...

This newly decorated and refurbished condo is the answer to your dreams this fall. This 2 bedroom 1.5 bath condo is 300 steps to the beautiful white sands and crystal blue waters of Anna Maria Island. The condo is completely turn-key ready--nothing to bring but your swimsuit and toothbrush. Condo...

Looking for that tropical island getaway? Look no further – this lovely, light and bright two bedroom, two bath condominium is calling your name. Located on beautiful Anna Maria Island in Holmes Beach, the free trolley stops right in front which makes shopping and dining a breeze. This condo has...

Enjoy quite sunsets from your private screened balcony at this two bedroom two bathroom third floor condo with preserve views. The large kitchen with breakfast bar is well stocked wth everything you would need for preparing small meals to family dinners. The living room is furnished with a flat...

Freshly renovated in an under the sea theme. Make this your yearly oasis! Master Bedroom hosts brilliant orange linens on the queen size Perfect Sleeper bed with Caribbean Blue accent wall. An oasis to drift away after a long day in the Florida sun. Full on suite bathroom and walk-in closet...

Discover the chic island style of this Holmes Beach escape, where you'll enjoy a private heated pool, your very own deck and tropical patio, and an enviable location down the street from the Gulf of Mexico! This multi-level house sits on the north end of Holmes Beach on Anna Maria Island, less...

Slow down to island time with this ideally located two-bedroom duplex and enjoy a private pool, deck with views, and easy access to the sand and water, as well as two parking spots in the driveway and a free trolley! This rental is situated on the north end of Anna Maria Island, one of the...

Settle into your own corner of island life at this comfortable, one bedroom condo decorated in subtle, sandy hues with pops of color and featuring a full kitchen, a furnished patio with a lake view, and access to on-site resort amenities including tennis courts, shuffleboard, a fitness room, and...

Come revel in casual style and a laid-back attitude when you stay in this charming one-bedroom Bradenton Beach condo. You'll enjoy access to a shared pool and a great location mere blocks from Anna Maria Island's pristine beaches. The free trolley also stops only a short walk away, so park your car...

Located on the Intracoastal Waterway, this updated 2BR/2BA Bradenton Beach condo puts you just a few minutes’ walk from a white-sand beach. Explore the natural beauty of Anna Marie Island. This condo complex offers great amenities including a pool, shuffleboard, and tennis courts. Make some new...

Make your Bradenton Beach vacation one to remember when you stay in this stylish, fun condo with a shared pool and easy access to the beach, restaurants, and shops. Park your car in your assigned spot, drop off your bags inside, and head to the gorgeous sandy Gulf of Mexico beaches, just a few...

Escape to Anna Maria Island and stay in this stylish, gold-rated condo featuring a shared pool and close proximity to the beach, dining, and all the sights. This rental has one assigned parking spot and also lies just two blocks from the free trolley stop, so getting around is easy! This condo is...

This beautiful island condo is newly refurbished and redecorated for a perfect get-away. This quiet, 55+ community is a paradise. Situated in Anna Maria Island, Florida, the island has quiet, old-Florida charm with numerous restaurants, shops, and conveniences. A free trolly runs the length of...

When you're feeling stressed out, there's nothing a little relaxation and vitamin D can't cure! Plan an escape to this lovely cottage on Anna Maria Island and enjoy island views, a private patio, access to a shared pool, and white sandy beaches nearby. The family dog is also welcome to come along...

2206 Ave. B - Private Bungalow 2 Bedroom / 1 Bath, maximum occupancy of 6 people and one small dog. Distance to the Beach: 2 blocks Quaint Island bungalow with an enclosed garage. In a friendly neighborhood in Bradenton Beach where the water is sparkling blue and the beaches are beautiful. Enjoy...

PLAYA ESMERALDA on beautiful Anna Maria Island is a charming Inn 20 steps to the beach. This one-bedroom unit is brightly decorated offering Tvs. This unit has a well-equipped kitchen with full size refrigerator, stove with oven, microwave, toaster and all utensils. There is air conditioning, heat...

Your Anna Maria Island getaway just got a little more affordable! Book Family Tides and stay now through the end of 2018 & Save 20% with coupon code Tides20 Your vacation will begin once you step through the doors of this adorable Bradenton Beach condo! This one-bedroom, one-bath Bradenton Beach...

Located on the north end of Anna Maria Island in the city of Anna Maria on historic Pine Avenue, this two-bedroom, one-bathroom second-floor vacation rental condo has been completely updated and is picture perfect. So much so, once you walk through the front door you'll feel as though you just...

Runaway Bay 115 - Across the street from the beach - Condo 1 Bedroom/ 1 Bath , maximum occupancy of 4 people. Runaway Bay ----Large complex ---right across the street from the beach. Easy beach access. Tastefully decorated 1 bedroom, 1 bath unit with a nice pond view. Relax in the inviting...

Runaway Bay 164 - Across the street from the beach - Condo 1 Bedroom/ 1 Bath , maximum occupancy of 4 people. The Runaway Bay Complex features 13 acres and the largest heated swimming pool on Anna Maria. Additionally it has a tennis court, recreation room, sauna, exercise equipment, shuffleboard...

Anna Cabana Bungalow #3 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for...

Westbay Cove 208 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious one bedroom one bath bay front condo on Anna Maria Island which features gorgeous views of the Tampa Bay. From the spacious balcony, you can enjoy breathtaking sunrises over the bay and spectacular views...

Relax to the sound of waves crashing with views of the ocean from almost every window in this cozy cottage. This second floor cottage is only steps away from Holmes Beach and overlooks the calm waters of the Gulf of Mexico. The perfect location of this cottage also puts you less than a mile from...

Enjoy a shared, heated pool with LED lighting and a full kitchen at this newly remodeled vacation rental located just a few blocks from shops, restaurants, bars, and more right in the heart of nearby Holmes Beach. Take a short walk over to miles of soft, sandy, Gulf Coast beaches just a couple...

Come to Anna Maria Island and stay at Coastal Hideaway! This recently renovated two-bedroom, two-bath condominium, located in Holmes Beach, is a fantastic place for your vacation. A beautiful vacation rental condo with an open floor plan invites you to relax the minute you walk in the door. A new...

You'll be steps from the beach when you book this 1-bedroom, 1-bathroom Holmes Beach vacation rental condo. This quaint unit features accommodations for up to 4 guests, boasts an ocean view and community pool and is ideal for a couple or family to have a memorable vacation. Spend your days relaxing...