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1282 rentals are available

  • Seabreeze Condo B, at 403 39th Street in Holmes Beach, is a very nicely furnished, well maintained, and comfortable two bedroom, two bath unit with a heated pool.

    This unit offers every amenity to make your stay here comfortable. Recent upgrades include new kitchen cabinets and new living room furniture as well as high speed internet service. There is a 38" television in the living room with a DVD player.

    The master bedroom has a 24" television. Seabreeze Condo B sleeps six with a queen size bed, two twin beds and a sofa bed. This is a wonderful and quiet location for your Holmes Beach vacation!

    Amenities include Swimming pool, Garage or carport, Laundry room on site, Patio or deck, BBQ grill, Internet access, Dishwasher.

    Bed Configuration: Bedroom 1: Queen | Bedroom 2: 2 Twins | Living Room: Sofa Bed.

    A great place to spend vacation with you family, the kids had a lot's of fun at the pool they love it just asking when are we going back again. I recommended you will love it.

    Holmes Beach 28.85 miles
  • The Garden Home, located at 419 Clark Drive in Holmes Beach is a spectacular, three bedrooms, and two-bath pool home. This beauty is hidden among tropical gardens, ensuring a private, tropical vacation getaway. Nothing was spared in the recent renovation to this home! Its 2600 square feet of splendor! The huge kitchen features two separate areas, one as a workstation and the other as an entertainment area.

    The spacious living room features a 72" rear projection television with DVD and VCR while there are 32” televisions in the bedroom. The dining area seats eight comfortably at the one-of-a-kind granite dining area complete with full size trees. A XM satellite radio system offers more than 100 stations and features an outdoor speaker system. New digital long distance provides unlimited free long distance to the US and Canada and the Garden Home now features wireless broadband Internet.

    Last but not least is the screened pool area. This spacious area features a large, free style pool and spa, waterfall and tropical plantings throughout. A large gas BBQ grill is provided for your convenience as well as a full size washer and dryer and garage. The amenities go on and on! This wonderful home sleeps six with two queen size beds and two twin beds.

    No smokers or pets please. There is an extra weekly charge to heat the pool.

    This was the first time ever to the island. We were used to staying in Cape Coral. We loved the house. It was clean with plenty of cooking supplies, towels and beach goodies. The owners were awesome, very friendly but only around if you needed or wanted them there. The pool and spa were wonderful and the privacy was great. Close to the beach but far enough away that privacy was well maintained. Eating was nice, you could order pizza or sit on the beach and eat. If you wanted to hit a McDonalds or Wendy's you needed to cross the bridge but it was only 10 minutes away. Our family ranged from 7-17 and we loved the house and beach. It was all we needed or wanted. I would recommend this to anyone and we will be back. Thank you Fam of 6 from Illinois

    Holmes Beach 27.35 miles
  • Unit 2 at Four Beach Lovers is the Northwest unit directly facing the beach. The private covered patio is perfect for watching the sunsets, searching for shells or just sitting back to relax with a book after a day at the beach. This unit has just been refurnished with all new furniture, linens and dishes!

    This updated unit features a recently updated kitchen and bath. There is a 48" Smart television with a DVD player in the living room and an 24" television in the bedroom. Of course, free Wifi is provided as well as the expanded cable package and free domestic long distance calling. Small dogs are considered at Four Beach Lovers with a non-refundable pet fee per pet. No cats please! Unit 2 sleeps four with a king size bed and a sofa bed in the living room.

    Amenities include Gulf front, patio or deck, internet access, dishwasher, Gulf side, water view, BBQ grill, ground level or elevator, laundry room on site.

    Bed Configuration: Bedroom 1: King | Living Room: Sofa Bed.

    We loved this really cute cottage on the sand. It was a great location and was very clean. Only thing we didn't like was the infestation of snakes on the property.

    Holmes Beach 29.41 miles
  • 1br 1 bath with view over roof - common balcony. 1 king bed NON SMOKING. Newer kitchen. Patio with chairs. Nice suite style. Pocket doors close off sleeping from living area. Onsite management office by SunHost. As a SunHost Resorts managed unit, this property will be fully furnished with all kitchen utensils, linen for all beds, extra pillows & sufficient towels for your stay.

    Amenities include balcony, BBQ facilities, DVD, full kitchen, master TV, micro/coffeemaker.

    Bed Configuration: Bedroom 1: King.

    everything was in walking distance ecspecially johns pass,this is the third year in arow we have stayed in the same room and we enjoyed it every year

    Madeira Beach 8.52 miles
  • 2 bedroom 2 bath Pass View balcony; 3 TVs; DVD. 1 handicap accessible bath1 queen 1 full in each br NO SLEEPER SOFA Free WiFi & LD in US/Can.ONLY 1 Parking space-No Visitor Parking, COIN Laundry. All New Granite Kitchen.

    Amenities include Balcony, Beach Place Area, Master TV, DVD, Full Kitchen, Microwave, Coffeemaker, BBQ Facilities, Handicap Accessible Type.

    Bed Configuration: Bedroom 1: Queen & Full | Bedroom 2: Queen & Full.

    This place was fabulous. Apparently, it is one of the nicer units available. Our neighbors above us came to visit one night and were blown away. Apparently theirs was a 70's motif. This unit has all the bells and whistles. Even though it doesn't face the beach we enjoyed watching the bridge go up and down. I would highly recommend this unit. Can't go wrong for the price.

    Madeira Beach 8.59 miles
  • Motel type - No balcony NON SMOKING. 1 king bed and a sofabed. Looks over pool to beach. Just updated, ground floor with new furnishings. Looks over pool to beach.

    Amenities include BBQ Facilities, Microwave/Coffee Maker, Direct Beach View Location, Master TV.

    Bed Configuration: Bedroom 1: King & Sofa Bed.

    This is the perfect place to go for vacation. Very quiet and relaxing. Great for the family.

    Madeira Beach 8.52 miles
  • Located at the north end of Anna Maria, Stonehenge is a charming, vintage ground level cottage, which has been completely renovated to 2014 standards. You will find this charming 4 bedroom, plus den, home on a quiet street just a short 3-4 minute walk from the beautiful white sand beach of the Gulf of Mexico. It features an open concept with completely equipped kitchen, granite countertops and Bosche appliances. Ceramic tile floors throughout.

    All rooms have immediate access to the outside with the king bed master bedroom, opening onto the very private heated pool and deck which includes outside enclosed shower. 2nd bedroom has queen bed and private deck. 3rd bedroom features extra long twin beds and its own private deck also. 4th bedroom has double size bunk beds with twin trundle. Pullout queen couch in den. Lots of closet space. 3 flat screen tv's with cable and Apple TV on each. Wireless internet as well as unlimited long distance. This is a great family vacation opportunity.

    Amenities include TV's, DVD, VCR, Ceiling Fans, Microwave, Dishwasher, Wireless Internet, BBQ Grill, Washer/Dryer, Refrigerator, Deck, Outdoor Shower and Pool.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: 2 Twins | Bedroom 4: Full Bunk | Beds Pull-out: Queen Sofa.

    Anna Maria 25.8 miles
  • Our Sea Turtle Suite is an exquisite rental in a fantastic location and is sure to keep you coming back time after time! This suite is located on the second floor of the property.

    Our Sea Turtle rental consists of one bedroom with a private bathroom, living area with a pull out couch, completely kitchen and dining area.
    Sleeping a total of 4 guests.

    This bedroom features a King-size bed with a private bathroom, and a flat screen television with a DVD player. This cute vacation rental has a balcony with a partial beach view. Perfect location! In the heart of Clearwater Beach just steps from restaurants, bars, entertainment and shops. Please note a 1 parking spot is available for this unit only.

    Amenities include Communal Pool, Water View, Wireless Internet (Wi-fi), Air Con, BBQ, Big Screen TV, CD Player, DVD Player, Grill, Hair Dryer, Beach On Site, Full Kitchen, Laundry On Site, Microwave & Sea View.

    Bed Configuration: Bedroom 1: King | Living Area: Sleeper Sofa.

    Clearwater Beach 6.36 miles
  • Lower level unit with one Queen bed and a large deck directly on the Intercoastal waterway. Gaze the open waterway while dining in your air conditioned suite or on your large deck, which is also great for sunbathing. Renovated kitchen with granite counter tops, washer/dryer, full-size refrigerator and range. Queen bed plus a convertible sofa and two flat screen TVs. It's got it all! No wonder many guests choose to stay for months at a time!

    All suites feature free wireless Internet, a minimum of two flat-screen cable TVs and a DVD player, along with complimentary use of bicycles, beach chairs and umbrellas, books, and DVDS.

    Clearwater Beach 6.52 miles
  • Great Gulf of Mexico views from this fun beach house in popular Sunset Beach! Directly across the street from white sand beaches and gorgeous blue-green waters. This two storied home with two bedrooms and two bathrooms can sleep 8 guests comfortably and is the place where beach holiday dreams come true.

    This house is steps from the sand and equipped with free Wireless Internet Access and a new 42 inch plasma TV in the living room as well as new flat screen TVs in both bedrooms! This location sleeps 8 guests with a queen size bed in the master bedroom, 4 twins (2 bunks) in the guest bedroom and a queen size sleeper sofa bed in the living area. Authentic nautical and old Florida antiques enrich the comfortable and relaxing interior. Outside, sip a cool drink on the second floor porch while you watch the sun melt into the West Florida Coast. Make this exceptional property your base for an exclusive and very private holiday in tropical Florida. This house is Small Dog friendly- 35 pounds and less.

    Treasure Island 11.73 miles
  • 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 coconut palms surround the house. It is just next door to the four Anna Cabana Bungalow units.

    With the numerous room configurations this is a perfect complex for larger families who want to be together. The Anna Cabana Beach House is furnished with tranquil, tropical colors and beachy accessories. The living room even features a fireplace with gas logs for romantic evenings at home.

    This well appointed home is a very short distance to the Manatee Public beach, shopping and restaurants. It sleeps six with king size bed, queen size bed and two twins in the enclosed den area. There is a 32” television in the living room with a DVD player. Each of the two bedrooms has 22” televisions with DVD players and the enclosed den/third bedroom has a 21” television.

    New upgrades include wireless high speed internet with free domestic long distance calling and expanded cable television service. Just steps to the beach, shopping and restaurants – a car may not even be necessary. It can easily be rented with the four Anna Cabana Bungalows next door for groups up to twenty four. There is a coin operated laundry room on site for your convenience as well as a private, full size washer and dryer in your unit.

    Amenities include Water view, BBQ grill, Washer and Dryer in unit, Patio or deck, Internet access, Dishwasher.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Den: 2 Twins.

    Second great year at the anna Cabana Beach house. We'll be back next year. Watch out Skinny's!

    Holmes Beach 28.9 miles
  • 2 bedroom 2 bath poolside- No balcony NON SMOKING. Queen in master bedroom, twins in second. NO SOFA BED. Flat panel TV - New furnishings, All new kitchen. Ground floor one unit back from beach.

    Amenities include BBQ Facilities, Full Kitchen, Master TV, Microwave, coffeemaker, Pool / Near Pool Location.

    Bed Configuration: Bedroom 1: Queen | Bedroom 2: Twins.

    We always enjoy staying at Surf Song especially the rooms by the pool. John's Pass Boardwalk across the street has alot of different types of stores and restaurants. The Kubiak's recommend this vacation spot to anyone looking for a fun and relaxing stay. Since we have had such great customer service and great rooms the past 4 years we plan on making this our yearly vactation.

    Madeira Beach 8.52 miles
  • Your Anna Maria Island paradise vacation rental home away from home is waiting for you at “West Bay Point 12”! This 2 bedroom 2 bathroom ground level condominium style Holmes Beach vacation rental sleeps up to four guest with one king bed and 2 twin beds in a fun Florida chic setting.

    Inside “West Bay Point 12” enjoy a Florida chic style in comfortable luxury. The Master bedroom has premium linens and access to the vinyl enclosed lanai. The twin bedroom has two beds, also with premium linens, and television.

    The well equipped kitchen has all the basics the home cook needs to make a fabulous meal for family and friends including a dish washer, basic utensils and plates, blender, coffee maker and plenty of counter space. The breakfast bar seats two and is situated just between the kitchen and dining room table seating up to six.

    Passing through the stylish and comfortable living room to the front of the house you find floor to ceiling vinyl windows in the lanai letting in gorgeous natural light. Relax in the lanai furniture with a good book or have an intimate meal in the lanai dining area.

    Amenities include wireless internet access, 1 assigned parking, washer/dryer, heated pool, Premium Linens.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Set of Twins.

    Square Footage: 1266 Square Feet.

    Holmes Beach 27.66 miles
  • “Vitamin Sea” offers fabulous amenities for up to 10 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 detail overlooked.

    All four of the well-appointed bedrooms at “Vitamin Sea” offer premium hotel quality linens, and flat screen televisions to keep guests feeling comfortable. In the master bedroom you’ll find a king size bed, a private balcony with glimpses of the gulf, and a master bath with a tiled walk in shower and double vanity sinks. In addition to the Master bedroom there are two more bedrooms on the upper living level offering a queen bed in one room and two bunk beds in the third bedroom. There is an additional bathroom on the upper floor offering a tub/shower combo. The fourth bedroom has a queen bed, and can be found on the lower living with the third bathroom offering a walk in shower.  

    The main living space at this Anna Maria Island vacation rental is fabulous for entertaining large groups. In the kitchen you’ll find plenty of gorgeous granite countertop space for preparing meals along with breakfast bar seating for three guests. This kitchen also offers a beautiful tile backsplash, stylish lighting, and a dishwasher to aid in clean up. In the living room you’ll find plenty of festive seating along with a comfortable spot to kick up your feet while enjoying wireless internet and watching a show on the flat screen television. Off the living room there is a gorgeous covered balcony facing the front of this home perfect for watching beach bound foot traffic with a cool drink in hand. This gorgeous balcony space comes complete with a dining area, and Adirondack style chairs for maximum relaxation.

    The dining room at “Vitamin Sea” offers a more formal setting for gathering the family together with seating for eight, beautiful artwork and modern lighting. Exit through the double doors off the dining room and head out to the sundeck balcony leading you down to your very own pool paradise backyard. You will love relaxing in the well-appointed backyard at “Vitamin Sea” with a heated lagoon style pool, manicured tropical landscaping, plenty of seating, propane grill and a gorgeous covered lounge. In the covered lounge area you’ll find outdoor dining space, flat screen television, ceiling fans, and a fabulous wet bar complete with granite counter top seating, a sink and wine cooler. Your family and friends will feel truly pampered in this one of a kind backyard oasis.

    One of the most convenient amenities at “Vitamin Sea” is the elevator that services all floors perfect for moving groceries, luggage or guests that have difficulties with using stairs. This home also offers a washer and dryer along with beach and bath towels to keep you feeling right at home.

    This home does not allow boats or trailers, but does offer parking for up to four vehicles with two spaces in the garage. Leave your cars parked during your entire stay and take the free trolley almost everywhere on the island. There are both north and southbound trolley stops located just a short walk down 48th street on Gulf Drive. The free trolley typically runs about every 20 minutes, and is well worth the wait during the island’s high season.

    Square Footage: 2500 Square Feet.

    We had a wonderful experience. The property was perfect for us and very well equipped/maintained!

    Holmes Beach 28.34 miles
  • Close your eyes and picture yourself lounging on a wide sandy beach, waves lapping at your feet. Imagine yourself sunning poolside, book in hand. How about a romantic stroll on the beach as the sun sets in the Gulf of Mexico? Feel even lazier? Enjoy the breathtaking sunset from your private balcony overlooking the Gulf.

    Amenities include Balcony, Blender, Cable TV, Central Heat and Air, Close to Town, Coffee Maker, Deck, Fireplace, Full Kitchen, Gas Grill (Complex), Heated Pool, Hot Tub (Complex), Ice Maker, Iron & Ironing Board, Linens, Patio, Pets Not Allowed, Post Office Nearby, Refrigerator, Restaurants Nearby, Toaster, UPS Store Nearby, Walking & Bike Trails Nearby, Washer & Dryer, Wave Runner Rentals Nearby, Whirlpool Tub, ATM Nearby, Bank Nearby, Beach, Bicycle Rental Nearby, Boat Rentals Nearby, Convenience Store Nearby Cookware, Deep Sea Fishing Charters Nearby, Golf Course Nearby, Grocery Nearby, Library Nearby, Medical Services Nearby, Microwave, Mini Golf Nearby, Movie Theatres Nearby, On Beach, Paragliding Nearby.

    Bed Configuration: Bedroom 1: King | Bedroom 2: 2 Queens | Living Room: Queen Sofa Sleeper.

    Location Distance: Busch Gardens 45 minute drive | Disney less than a 2 hour drive.

    This location was the best part of our family vacation. Beach Cottage 2406 is very secure, a very clean location and has perfect views of the beach, courtyard and gulf blvd. Would definitely go back again!

    Indian Shores 4.1 miles

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