58,368 properties available

Located in Holmes Beach, Florida, United States. Updated home near the beach with saltwater pool, balcony, AC, & soaking tub Driftwood InnOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise abounds at this palm-lined beauty, situated within walking distance of the beach! Curate your favorite vacation memories in the enclosed backyard, splashing in the saltwater pool, and engaging in some playful competition over rounds of water basketball. When you'd prefer to simply sit back and watch your loved ones play, sit on the screened-in balcony with a tropical beverage.Minutes from the quiet of Driftwood Inn, you'll find local shops, restaurants, parks, and beaches. Rest assured that when you want to explore beyond Holmes Beach, there is easy access both on and off the island. Bright, spacious, and upgraded, the interior of Driftwood Inn has it all! The open-concept living room, dining area, and kitchen are composed of high ceilings and ample natura

Located in Holmes Beach, Florida, United States. 2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - GAS GRILL and More Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located in a quiet col de sac on Gulf Drive. It is a quick 2 minute walk to the famous white sugary sand beaches of the Gulf.Enjoy the large sunny open deck with a peak of the Gulf off the main living area for your morning coffee. After a long day sunning at the gorgeous teal waters of the beach rinse off in the private outdoor shower and relax for awhile on the oversized private lanai surrounded by palms off the dining area and have a cocktail or watch some TV!Quiet col de sac on Gulf Drive makes it safe for kids. Beach is steps away. Oversized heated pool surrounded by a lush tropical setting for North Beach Village residents and guests. Restaurants and shopping within walking distance. Safe for kids, bike riding and walking. Easily walk about 5 blocks to Holmes Beach Park facilities (tennis

Located in Holmes Beach, Florida, United States. New Retro Style Home with Large Pool Close to Downtown Holmes Beach and Walk to Beach! Welcome to Gumbo Cottage located just 7 houses from the Gulf beaches of Anna Maria Island and a street away from downtown Holmes Beach. This ground level half duplex with 2 bedrooms, 2 baths has its own private patio for you to enjoy with heated pool, outdoor shower and grill surrounded by tropical landscaping. Inside, you will find retro styled living area and kitchen with plenty of seating for easy entertaining. You can enjoy a day at the beach with provided beach wagon, chairs and umbrella. Or, take a short walk to downtown Holmes Beach and check out resteraunts, shopping and the marina. Hop on the free island trolley and discover all Anna Maria Island has to offer!In the evening, retreat to the master suite where you will enjoy the comfortable bed complete with 600 thread count prima cotton wrinkle free sheets. This home includes a fully stocked kitchen, linens, towels, beach towels, and a Weber

Located in Holmes Beach, Florida, United States. Spacious Condo on the Beach Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landscaping, then walk through the gate straight out to the beach. Stylish, clean, and comfortable interior awaits you. New flooring, countertops, appliances, paint, decor, tvs, linens & dishes. Beach accessories are available; including chairs, umbrella, and beach towels. The perfect location on the island. Tennis courts and shuffle board on site. Guest room has built in bunk beds and full size bed, with its own bathroom attached. Well stocked kitchen and close to the best restaurants. Full size washer & dryer in the unit. Free trolley on the island or rent bikes for even more fun. Covered parking. High speed wireless internet. Keypad entry. Quiet complex, best for families or couples, not so much for girls trips. Get ready for paradise!

Located in Holmes Beach, Florida, United States. Mello on the Beach - Shore Enuff Nostalgic, eclectic, and built to recharge. Shore Enuff is a one-bedroom one-bathroom pet-friendly vacation rental on Anna Maria Island. Formerly the Aquarius Motel and then Anna Maria Island Beach resort, Mello on the Beach is located directly on Manatee Beach and the Gulf of Mexico. This vibrant condo includes a colorful kitchenette, terrace access and private patios for serious mello-ing out. Rooms are perfectly appointed with fully equipped kitchens, full-size washers and dryers, clothes steamers, and even pet accessories! Guests are provided with an amenity starter kit that includes shampoo, conditioner, and body wash. Additional items provided include dishwasher pods, laundry soap, and k-cup coffee service.Mello on the Beach has everything you need to enjoy a truly relaxing vacation. All rentals are equipped with pool and beach towels, beach chairs, beach umbrellas, personal coolers, and much more! Take a dip in our refreshing pool which includes

Located in Holmes Beach, Florida, United States. Mello on the Beach - Sol Mate Nostalgic, eclectic, and built to recharge. Sol Mate is a one-bedroom one-bathroom pet-friendly vacation rental on Anna Maria Island. Formerly the Aquarius Motel and then Anna Maria Island Beach resort, Mello on the Beach is located directly on Manatee Beach and the Gulf of Mexico. This vibrant condo includes a colorful kitchenette, terrace access and private patios for serious mello-ing out. Rooms are perfectly appointed with fully equipped kitchens, full-size washers and dryers, clothes steamers, and even pet accessories! Guests are provided with an amenity starter kit that includes shampoo, conditioner, and body wash. Additional items provided include dishwasher pods, laundry soap, and k-cup coffee service.Mello on the Beach has everything you need to enjoy a truly relaxing vacation. All rentals are equipped with pool and beach towels, beach chairs, beach umbrellas, personal coolers, and much more! Take a dip in our refreshing pool which includes use of

Located in Holmes Beach, Florida, United States. Gulf Place Condominium, Unit #13 Book your next Anna Maria Island Vacation at this popular gulf front complex. This relaxing condominium unit consists of 3b/3ba , living, dining area and kitchen with a spacious lanai overlooking the pool area and enjoy partial gulf views.. Comfortably sleeps 6 people. Only steps to white sandy beach. *Condo. Association Application To Be Completed At Time Of Reservation Booking. Tenant To Pay Application Fee Cost $150.00

Located in Holmes Beach, Florida, United States. Beautiful home w/ Heated Pool, Hot Tub, Putting Green⛳️. 2-minute walk to beach! Maximize your outdoor experience in this 4 bedroom, 3.5 bath home located in the heart of Holmes Beach! Not only does this beach house provide two common area balconies, two bedroom balconies, a spacious pool area and covered patio, it's only a short block to the amazing gulf beaches Anna Maria Island is famous for. The house provides beach towels, beach chairs, wagon, cooler, beach toys, beach games, and a paddleboard, making a trip to the beach fun and enjoyable.Visit the main shopping and restaurant area of Holmes Beach or grab a ride on the free trolley to explore the north or south end of the island in just a five-minute walk under the beautiful Florida sky. Interested in booking a charter or renting a boat or jet ski? Egmont Key Adventures is nestled just north of the shopping center for all your charter needs, and rentals are right across Marina Drive at Keyes Marina. You'll be on your way to the w

Located in Holmes Beach, Florida, United States. Beautifully remodeled with private pool and spa! Located near beach & shopping! Last Resort by AMI LocalsHome in Holmes Beach, Florida VRC19-000160Welcome to Last Resort, the perfect ground-level, four bedroom and three bathroom vacation home for you and your family to come to for every getaway! The updated backyard offers a private lounge area with a BBQ grill, and a gorgeous hot tub and pool. The nearest beach access to the pristine Gulf of Mexico beaches is just a block away. Get ready for a tropical escape at Last Resort!Highlights• Less than a 5-minute walk from the Gulf beaches• Private Pool • Hot tub• Outdoor dining and BBQ grill• Less than a 5-minute walk from the free Trolley stopFeel the island vibe instantly as walk in the door with a summer décor and sliding glass doors that lead to the stunning backyard. There is a vibrant seating area with a tv, a decked-out kitchen with all the essentials for preparing meals, island sitting perfect for enjoying a cup of coffee, and dinin

Located in Holmes Beach, Florida, United States. Lovely 2 bedroom duplex on Anna Maria Island, great location, pet friendly! Isle Haven B will let you make beautiful memories - it's the perfect beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. The 2 bedroom/two bath duplex offers all the amenities you may think of. The master bedroom has a king size bed, the second bedroom a queen and a bunk bed if your kids prefer this. The location cannot be any better. The beach is just a short walk down the street, the same goes for bars, restaurants and shops in Holmes Beach. The free trolley as well stops very close by the house. The kitchen is fully stocked, linens, towels, cookware, beach equipment and of course free Wifi is all provided. You can't go wrong with this rental.Dogs up to 40lb are welcome. Pet fee is $200 per pet plus taxes.Accommodates up to 6 people. Minimum Stay Required: 1 Week. Max. 2 parking; VRC #18-000064You are vacationing in a residential area. Please be a good neighbor by keeping the nois

Located in Holmes Beach, Florida, United States. Perfect Island Hideaway... private, heated pool, 5 min walk to the beach Welcome to Sandy Palms…. You’ll love this updated classic Florida beach house. On a quiet dead-end street and close to everything in Holmes Beach. It’s a perfect home base for your family to enjoy the laid back, Old Florida lifestyle of Anna Maria Island. Sandy Palms is managed by the owners who live in FL and are always available if you should need anything during your stay. Sandy Palms is a single family home- not a duplex. Completely renovated and updated through out with all the comforts of home . The house is professionally cleaned between each guest. We (the owners) personally check the home before each check-in to assure everything is ready for your arrival.The blue gulf waters and spectacular sunsets are just a 5 minute walk. Restaurants and shopping are a couple of blocks away. Grocery store is only 1-1/2 miles away. And the free AMI trolley stop is right around the corner, where you can catch a ride to s

Located in Holmes Beach, Florida, United States. GULF BEACH VIEW w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets! Let Gulf Place 14 be your happy place! Walk into this spacious 3-bedroom condo and let the amazing view of the Gulf of Mexico instantly relax you. Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, Gulf Place is a small, thoughtfully designed, and carefully maintained condo complex that offers guests a beach vacation to remember. When you return from the beach or pool to unwind indoors, lounge in the roomy open concept living area with a flat screen smart TV and free Wi-Fi or just enjoy the view! Mealtimes are easy in this newly remodeled kitchen, boasting all new appliances, quartz countertops, island seating, a large dining table and all that you will need to enjoy and prepare meals. The spacious screened balcony offers the opportunity to kick back and put your feet up, dine al fresco or grill your meal with the electric grill. The Primary Bedroom contains a

Located in Holmes Beach, Florida, United States. Friendly home with private pool & spa, WiFi, central AC, and Ping-Pong table Hidden TreasureOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a load off and sink into your own private pool by the palm trees - this is where vacation starts. This cheerful, family-friendly home is all set up to be your relaxing home base. Relax with ease in the spa, lay back on the hammock, or enjoy a game of Ping-Pong out in the backyard. If you need a break from the sun, head inside to relax in the central air conditioning. Enjoy cooking up dinner in one of two full kitchens, each featuring full-size appliances for your convenience. Come together in the dining area inside, or take it outside if you just can't get enough fresh air. The spacious (and covered!) poolside patio is generously furnished for all your hangouts. Play your favorite tunes on the stereo and enjoy kicking back - you're on vacation now!THINGS TO

Located in Holmes Beach, Florida, United States. Charming Ground Level Resort Style 3 unit Condo - unit C Welcome to our newly updated ground level 2 beds/1bath unit C of the triplex located on the southern end of Holmes Beach, just a few steps from the beach.(2-3min walk)There are no busy streets to cross and even footpath to the beach leading from the back of the property. There is a large shared pool in the backyard as well as a separate patio and grill for each unit. You have the option to heat the pool. Your room charge covers the the pool temperature up to 75F. It’s additional $150 for week stay or less to heat the pool above 75F. Please let us know if you wish to heat the pool so we have it ready for your upcoming stay. Washer and dryer in each unit for your use. The property includes free wireless internet. Each unit has been updated and is comfortably furnished. Master bedroom has a king size bed, 2nd bedroom full size.Each bedroom has a TV.We provide beach towels, beach chairs and beach trolley as well. Kitchen is fully e

Located in Holmes Beach, Florida, United States. Block to Beach - Brand New Heated Pool and Spa! Gone Coastal by Anna Maria Island LocalsHome in Holmes Beach, FLHighlights:• Brand new pool• Fully stocked kitchen• Dog friendly with host approval and $250 pet feeUnit A layout:Ground-level cottage• Bedroom 1 - King bed, ensuite bathroom with walk-in shower• Bedroom 2 - Queen bed, shares hallway bathroom with shower/tub combinationUnit B layout:Ground-level cottage• Bedroom 1 - King bed, ensuite bathroom with walk-in shower• Bedroom 2 - Queen bed, shares hallway bathroom with shower/tub combinationThis gorgeous duplex that was just completely renovated! Enjoy both sides of this adorable beach cottage. Perfect for two families vacationing together! Enjoy hanging out together at the pool and have you own space later when it is time to wind down after a long, fun day. Each side features 2 bedrooms and 2 baths, a fully stocked kitchen, and a super comfortable and chic living room. There is a brand new pool in the backyard for cooling off a

Located in Holmes Beach, Florida, United States. Swanky Bubbles by SeaBreeze Vacation Gather your family and friends and head to Swanky Bubbles! Swanky Bubbles can accommodate 18 people! This exquisite 9-bedroom, 11-bathroom, pet-friendly with an elevator residence is ideally situated. Just steps away from the beach and within walking distance of shopping and restaurants, you'll have ample entertainment to ensure boredom is never an option.The main level is on the second floor where you'll have a living room with cushy seating and large screen television. The kitchen is fully equipped with all the essentials, stainless steel appliances and an island with ample seating there or dine at the large dining room table right off the kitchen. Following sun-filled days at the beach, retreat to the nine bedrooms spanning the second and third floors. These rooms feature luxurious bedding, soft lighting, with some offering private balconies, and all complete with ensuite bathrooms. With ample space available, you and your guests can unwind while

Located in Holmes Beach, Florida, United States. SS Salamander N Pool Duplex in a Quiet Residential Location VRC16-000499Welcome to the SS Salamander, North unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one and one half bath unit is just a one block stroll down a side street to the beautiful white, sandy beaches. It's located in a quiet and preferred residential neighborhood yet it's easily within walking distance to restaurants and shopping. A great combination of tranquility and convenience!This unit has just undergone many upgrades including new laminate flooring, new living room furniture and many new linens and dishes. It's now better than ever and ready for you to enjoy!The SS Salamander has a beautiful 17' x 36' heated pool surrounded by beautiful landscaping and lots of comfortable pool furniture. This Holmes Beach vacation getaway also has a large covered deck which is a perfect spot to relax after a day at the beach. There is charcoal grill and an outside shower for your use. A "shared" laun

Located in Holmes Beach, Florida, United States. Luxury Beachfront Cottage with a Private Pool and Spa! Beachfront Bungalow by Anna Maria Island Locals Home in Holmes Beach, FLFeatures:• Beachfront property with private gate access• Private Pool and Spa• Perfect for Family Vacations!• Sunset Views from the Pool Deck and Patio• Dog friendly with host approval and additional $250 pet fee• Washer + DryerHome Layout:• Bedroom 1 - King bed, ensuite bathroom with walk-in shower• Bedroom 2 - King bed, shares hallway bathroom with shower/tub combo• Bedroom 3 - King bed, ensuite bathroom with dual vanity sinks, walk-in shower and separate soaking tub• Bedroom 4 - Two Twin over Full Bunk beds, shares hallway bathroom with shower/tub comboThere is also a sleeper sofa in the living room.Welcome to Beachfront Bungalow! This 4 charming bedroom, 3.5 bathroom coastal cottage is located directly on Holmes Beach on Anna Maria Island. There are very few Anna Maria homes directly on the beach, and our discerning guests won't settle for simply being ne

Located in Holmes Beach, Florida, United States. Anna Maria - Steps From The Beach Perfect place to put your feet up and relax. One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. It's the only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors and we welcome both. Just a nature trail away from a grocery store.

Located in Holmes Beach, Florida, United States. The Endless Summer. Ground floor. Practically on the Beach! Steps to the one of the worlds most beautiful beaches! Our two bedroom, 1 bathroom condo has 1 King Bed and 2 Twin Beds in second bedroom. Queen sofa sleeper in living room. The kitchen is well stocked with dishes and cooking pots/pans/baking sheets etc. The location could not be any better. Walking distance to local shops, restaurants, Walgreens, Publix Grocery store, etc. Heated pool with outdoor shower, lounge chairs and picnic tables. Gas grills in pool area. Complimentary crib, high chair, beach chairs, beach cart, umbrella, 2 large boogie boards, large canopy and beach towels provided for your use. All linens included. Our place has a Nest Thermostat. If you need help using it, please contact host. If you think you may cancel less than 30 days before check in, please consider a third party travel insurance. VRC 22-000-094————————————————————————PLEASE READ THIS INFO BEFORE BOOKING!Contact us with any questions.Quick S

Located in Holmes Beach, Florida, United States. Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach At A GlanceLuxury Island style homeTwo minute stroll to the beachTropical heated pool/Tiki BarWest-facing, view of the gulfTwo king-sized, Master en-suites with a jacuzzi tub in Master bed #1Flat-screen TVs, DVD, Internet, Game room with Ping-Pong tableBonus kids area with TV and WiiLarge, fully-equipped kitchenDouble garageOn our Professional Linen Service ProgramThere are two primary suites in this rental, one on the main level and the second on the upper level. Both of these rooms are very spacious and feature king-sized beds, private balconies, flat-screen TVs, and en-suite bathrooms. Both of the private balconies in these two suites have views of the surrounding community and outdoor furnitureOverviewIsland Retreat4805 2nd AvenueHolmes Beach, FL 34217VRC16-000621A light blue exterior, multi-level home with several covered balconies and surrounded by tropical landscaping Island Retreat is exactly what it

Located in Melbourne, Washington, United States. Family House 11 min Beaches/Eau Gallie/Downtown Forget your worries in this cul-de-sac house for this season. Pets, remote workers, retirees are welcome!Centrally located 10 minutes' drive to Eau Gallie, beaches, downtown Melbourne. 5 minutes' drive to Aldi, Walmart, Golf Course and gym.The house contains 3 bedrooms and 2 bathrooms. Plus, an extra room that can be use as remote workplace and/or children and adult's playroom. Books, games boards are located there.Also, the backyard offers a space for BBQ, outdoor seating and a playground for infants.We also offer a laundry room with washer and dryer, covered carpool and additional parking. Total parking can accommodate 3 cars.The Smart TV has all the apps downloaded (Disney, Amazon Prime, Netflix, YouTube, Hulu, Pluto...) all you need is log in/out with your account.Wi-fi is high spend great for work from home. You can connect to your VPN, ERP systems and video calling without any connection issue. We also offer a 2nd monitor to facil

Located in Treasure Island, Louisiana, United States. Let's Go To The Beach! Westwind condos are truly the best kept secret on the beach! Sitting directly on Boca Ciega Bay and only steps to Sunset Beach, you’re within walking or biking distance to Treasure Island and St Pete Beach. Step inside, and you’ll fall for this elegant one bedroom/ one bath abode, completely remodeled and sold fully furnished! Enjoy an open floor plan with pass-through kitchen for easy entertaining as well as luxury vinyl flooring throughout which makes for seamless clean-up after a day on the beach. The newly renovated kitchen boast stainless steel appliances and quartz countertops while the bathroom is also sparkling new and features a sleek walk-in shower. Your primary bedroom has a King bed and plenty of closet space. The complex itself includes access to Boca Ciega Bay, a community laundry facility, plenty of parking and a private dock where you can fish or simply watch dolphins play. By bike or on foot, all that Treasure island has to offer is at your finge

Located in Treasure Island, Louisiana, United States. Beach & Bay! Waterfront condo with Fish/Boat Dock & Heated Pool This updated ground floor unit has a KING bed and a waterfront location! Covered parking space next to the back door. Small community. Quiet but fun! 10min GORGEOUS stroll to beach. The condo is near Treasure Island’s popular restaurants. Many guests walk to/from the beach and restaurants! This is a place for relaxing, overlooking the breathtaking Intracoastal waterway. Or take a drive up to Clearwater, or go to museums in St Pete, or head to Busch Gardens! Close to it all!