Vacation Condo Rentals By Owner In Holmes Beach, FL

This Poolside condo offers direct access to the Pool Area, creating a dreamy atmosphere reminiscent of living atop the beautiful blue waters of the Gulf of Mexico. Memorable sunsets and the soothing sound of calm waves will leave you feeling refreshed and rejuvenated during your stay on Anna Maria Island. The kitchen, living, and dining areas boast large bay windows that perfectly frame the beach, while the screened porch invites you to savor the island lifestyle with a gentle breeze.brbrThe Coconuts condo is a delightful option for a family or couple's getaway. Fully stocked with everything needed for a family vacation, the kitchen provides ample space for dining and relaxation. The property features 1 bedroom with 2 Queen beds and a hallway bathroom with a shower/tub combination.brbrCentrally located on the Island, this property allows for easy access to various activities, such as shops, restaurants, grocery stores, and surf shops. However, the real highlight is the fabulous beach, just steps away from your condo door. Guests can also enjoy the shared heated pool and dedicated parking within the complex.brbrFor convenience, a coin-operated shared laundry facility is available on-site for guest use.brbrExperience the splendor of Anna Maria Island at this spectacular Gulf-front vacation destination!brbrVRC16-000676brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbrMax Vehicles Allowed: 1 assigned space Max Day Guests Allowed: 0brbrParking and Towing Guidelines:brGuests must park in their designated spots only. Parking in another unit’s spot may result in towing. If you find someone parked in your assigned spot, please promptly inform your rental company so they can notify management. Please note that parking in another unit’s spot is not permitted, even if your designated spot is occupied. Updated towing signs and parking rules have been implemented to ensure order. Vehicles may be towed for non-compliance.

Coconuts 119 - 1 bedroom poolside condo - Anna Maria Island - By Island Real Est

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$472.11

**ASK ABOUT LAST-MINUTE DEALS!brbrExperience the epitome of luxury at our exquisite 3-bedroom, 2.5-bathroom condominium in North Beach Village, Holmes Beach. This stunning property boasts a beautifully designed coastal-inspired interior, complete with wood laminate flooring throughout. The spacious living area features expansive windows that showcase breathtaking tropical views, a large flat-screen TV with cable package, and plush seating. Adjacent to the living room, a game area awaits, equipped with a foosball table, board games, puzzles, and books for endless entertainment. Step out onto the screened lanai, surrounded by picturesque palm trees, and unwind in style.. brbrThe kitchen has updated stainless appliances and everything you need to enjoy your time on vacation. Also on the main level is a half bath/laundry room. Just upstairs is a beautiful primary bedroom with a king bed, television, and en suite updated bath, as well as access to a private balcony. The primary bath has double sinks and a large walk-in tiled shower with a seat. The second bedroom has a queen bed and the third bedroom has 2 twins. The second full bathroom has a tiled walk-in shower. There is also a sleeper sofa for extra space. On the ground level, enjoy sitting out on the deck area while grilling your dinner. Venture over to the heated community pool and relax in the lounge chairs or go for a swim.brbrYou may not want to leave, but when you are ready to venture out, the beautiful beaches of Anna Maria Island are only a block away; There are also great dining and shopping opportunities within a few blocks, or hop on the free Anna Maria Trolley and explore the Island.brbrWhile we know you love your furry friends, this property is not pet friendly. Please make other arrangements for your pets.brbrOur Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.brbrSPECIAL NOTICE TO VISITORS OF HOLMES BEACH:brbr1. Per City of Holmes Beach ordinances: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbr2. Per City of Holmes Beach ordinances, this unit cannot exceed 6 occupants. This amount includes adults and children of all ages.brbr3. Per City of Holmes Beach ordinances, we are required to tell you the minimum stay requirement for this property is one week.

Coastal Retreat 1 Block to Beach | Pool | Lanai | Family + Dog Friendly

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$213.75

Welcome to Gulf Drive 5400!br⚓55+ Community, Heated Poolsbr⚓Short walk to the World Class Beaches of Anna Maria Islandbr⚓Fully stocked kitchen for all of your favorite home cooked mealsbr⚓High speed Wi-Fi & Basic CablebrbrTreat yourself to a magical Florida getaway when staying at the Gulf Drive Escape! Enjoy access to a shared pool, a great location steps away from the white sand beach in a friendly 55 and over community! brLocated in a prime spot on the west coast of Anna Maria Island, you'll be near the center of Holmes Beach providing you with plenty of restaurants and shops just a short walk away! The island also has a free trolley that goes up and down the island if you want to explore. There is also a provided parking spot for 1 vehicle so nothing is out of reach! brbrWhether you're cooling off with a dip in the shared heated pool, lounging at the beach with a refreshing beverage, or surfing the free WiFi to plan upcoming activities, you'll be comfortable every moment of your stay. Cook up a tasty meal in the fully equipped kitchen, load up the dishwasher for an easy clean, and sit back and enjoy some tv in the family room. A private washer/dryer lets you take care of laundry, so pack light and save room in your bags for souvenirs!brAdditional sleeping for 2 guests is available on the futon in the family room.brbrVRC20-000322 brbrCode enforcement notification: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrApplication Fee does apply- Age-restricted community. br**Minimum rental requirements based on community restrictions.brbr*1 Parking space availablebr*Pets not allowed.brDamage Waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee (“Management”), plus tax if applicable (the “Damage Waiver”).brThe Damage Waiver covers you for up to $1,500 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.

⚓5400 Gulf Dr! 55+ condo with amazing pool just steps away from the beach!⚓

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$213.38

New to our rental inventory and awaiting your review!brbrWelcome to the charming Starfish at 211 77th St East Unit, a cozy and inviting short-term rental nestled in the heart of Holmes Beach and a short 2 blocks to the beach. This delightful one-bedroom, one-bathroom retreat offers a perfect blend of comfort and style, ideal for a couple or small family seeking a serene escape.brbrAs you step into the property, you'll be greeted by a well-appointed living area featuring a sectional sofa that converts into a sofa bed, perfect for accommodating up to four guests. The bedroom boasts a cozy queen bed, ensuring a restful night's sleep. The full bathroom is equipped with a refreshing new shower, providing all the amenities you need for a convenient stay.brbrOur Holmes Beach rental offers modern conveniences such as WiFi, air conditioning, and heating, making your stay comfortable year-round. Enjoy the convenience of a fully equipped kitchen with new appliances including an apt size range, microwave and refrigerator allowing you to prepare delicious meals with ease. Linens and towels are provided, ensuring a home-like feel from the moment you arrive. brbrThe local area is brimming with activities and attractions. Just a short walk away, you'll find the pristine beaches perfect for sunbathing and swimming. Explore the local Fishing Pier, a popular spot for fishing and enjoying the beautiful sunsets. Nearby you will find find local shops, library, art galleries, and delicious dining options.brbrWhether you're looking to relax on the beach, explore the local attractions, or simply unwind in a beautifully appointed rental, the Starfish at 211 77th St East Unit promises an unforgettable stay. Book your perfect getaway today and experience the best of Anna Maria Island!brbrNoise Notice as required by The City of Holmes Beach:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private propertybrbrVRC25-000147- Local Ordinance requires a 7 night minimum stay.brbrOnsite parking for 1 vehicle.brbrWe do not accept reservations from any guests under the age of 25. The primary guest will be required to provide proof of age and must occupy the rental home for the duration of the reservation

Cute and Cozy Island Bungalow, newly remodeled and a short walk to the beach

Holmes Beach, Florida, United States

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Bath

Sleeps

$233.47

Nestled in the heart of Holmes Beach West of Gulf Drive with no streets to cross to the beach and many great restaurants and shops within walking distance. brbrSea Host Villa at 122 51st St Unit B offers a perfect blend of comfort and luxury for your Florida getaway. This spacious 1,624 square foot rental comfortably sleeps up to six guests, making it ideal for families or groups of friends. The property features three well-appointed bedrooms, including a primary suite with a King bed, ensuite bathroom and a walk-in closet, a second bedroom with a king-sized bed and third bedroom which is also used as a Den with a Queen size sleeper sofa. Both full bathrooms are designed with your convenience in mind. Step into the open-concept living area, where you'll find a fully equipped kitchen complete with modern appliances, including an electric range, microwave, refrigerator, and dishwasher. Whether you're preparing a quick meal or hosting a dinner party, this kitchen has everything you need. The living room is perfect for relaxing after a day of exploring, with a Smart TV and a comfortable seating area that overlooks the serene back yard. One of the highlights of this unit is the private screened lanai, where you can unwind with a book or enjoy a morning coffee. The property also offers premium amenities such as WiFi, central air conditioning, and heating, ensuring you stay comfortable no matter the season. Linens and towels are provided, so all you need to do is pack your bags. brbrLooking for family fun during your stay there is a large entertainment area and 2 car garage on the ground level with ping pong table, foosball table and corn hole. Beach gear is also provided. Holmes Beach is a haven for outdoor enthusiasts, with plenty of activities to enjoy. Whether you're looking to relax on the beach, explore the local attractions, or simply enjoy the warm Florida sunshine, the Sea Host at 122 51st St Unit B is the perfect place for your next vacation. Book your stay today and experience the best of Holmes Beach living. brbrTake the free trolley that runs every twenty minutes up and down the 7 mile island, with stops all along the way, for shopping and sightseeing and restaurants in Holmes Beach, Bradenton Beach, and Anna Maria! brbrbrPlease note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. brbrPer the City Noise Ordinance: Quiet hours are to be observed between the hours of 10 pm to 8 am daily. This includes outdoor areas. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrVRC25-000117 - Local ordinances require guest stays of at least 7 nights.brbrOnsite Parking for 3 vehicles.

Close to beach w/ no streets to cross, private fenced yard, Games and beach gear

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$267.31

Escape to this beautifully finished 3-bedroom, 3-bathroom coastal condo, where modern comfort meets Florida charm. Perfectly designed for relaxation and convenience, this stunning getaway offers multiple private balconies overlooking a lush mangrove preserve, creating a tranquil, nature-filled backdrop for your stay.brbrStep inside to discover a bright, open living space featuring high-end finishes, tasteful décor, and an abundance of natural light. The fully equipped kitchen with everything you need to prepare a meal or enjoy your morning coffee. The spacious living and dining areas flow seamlessly to the balcony — the perfect spot to unwind, listen to the sounds of nature, and soak in the peaceful views. All bedrooms open to a private balcony — the perfect spot to relax, enjoy the fresh air, and soak in the tranquil views.brbrThe condo offers two comfortable and well-appointed bedrooms:brPrimary suite: King bed, private balcony access, and a beautifully updated en-suite bathroom with a walk-in shower and private balcony.brGuest bedroom 1 and 2: Queen bed and easy access to full bathroom and private balcony with modern finishes.brbrGuests can take advantage of the heated community pool, ideal for relaxing year-round, or take a leisurely stroll through the scenic property surrounded by tropical landscaping.brbrLocation, Location, Location!brThis condo is perfectly situated just a short distance to the beach, where you can enjoy the soft sands and turquoise waters of the Gulf. You'll also find yourself close to everything — boutique shopping, local restaurants, coffee shops, and dining are all nearby. Whether you're in the mood for a beach day, a sunset walk, or exploring the local area, everything you need is within easy reach.brbrProperty Highlights:br3 bedrooms / 3 bathrooms – sleeps up to 8 guestsbrBeautifully finished and fully furnishedbrMultiple private balconies with preserve viewsbrHeated community poolbrShort distance to the beach and shoppingbrHigh-speed Wi-Fi and Smart TVsbrWasher & dryer in unitbrPeaceful and private location with easy access to area attractionsbrbrWhether you're looking for a quiet retreat surrounded by nature or a convenient home base close to the beach, this condo offers the perfect balance of serenity, style, and accessibility. Come enjoy the best of Florida's Gulf Coast — sunshine, sand, and relaxation await!

Private balconies, Walk to Holmes Beach, sleeps 8, access to heated pool

Holmes Beach, Florida, United States

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Bath

Sleeps

$199.0

Welcome to The Island Easy, a dog-friendly, one-bedroom condo on Anna Maria Island just a short walk from the beach. Perfect for monthly rentals, snowbirds, and remote workers, this updated second-floor unit offers comfortable, convenient island living in one of the most walkable locations on the island.brbrLocated just five minutes from the beach and three minutes from both Publix and CVS Pharmacy, two minute walk to a stop for the FREE trolly which allows you to enjoy everything that AMI and Bradenton Beach has to offer. You can easily enjoy your stay without relying on a car. This level of walkability is rare and makes day-to-day living simple, however long you stay.brbrInside, the condo has been updated and is designed for longer stays. The living area features a 75 inch Smart TV with a Fire Stick along with a new sofa and loveseat set with built in recliners. The bedroom features a king-size Tempur-Pedic bed, and the fully stocked kitchen is ideal for guests who enjoy cooking at home. A private balcony overlooks the main heated pool, creating a relaxing space to start or end your day. The unit also includes an in-unit washer and dryer for added convenience.brbrGuests have access to two heated pools, as well as tennis/ pickleball courts. Beach chairs, a cart, and a Cool Cabana are provided, making it easy to spend time on the sand without extra hassle. The condo is dog-friendly and allows up to two dogs, which is a rare find on Anna Maria Island and a major benefit for longer stays.brbrAn assigned parking space is included, along with ample guest parking. Whether you're here to escape the winter, work remotely, or simply enjoy the Gulf Coast, this condo is set up to feel like home.brbrWith its combination of location, comfort, and amenities, The Island Easy offers a true “live like a local” experience. Many guests come for a month and quickly wish they had booked longer.brbrA Few Guest Favorites . . . brbrOne of the things guests love most about The Island Easy is how easy it is to enjoy the island without spending all day in the car. Start your morning with a walk to the beach, watch the sunrise or enjoy a cup of coffee on the balcony overlooking the pool and tropical landscaping.brbrWhen it's time to explore, some local favorites are just minutes away. Grab a burger at Skinny's Place, enjoy a sunset view while listening to live music at Wicked Cantina, or dance to local bands at Freckled Fin. Bridge Street is also nearby and offers unique shops, restaurants, ice cream, daiquiri deck, fishing, and beautiful bay views.brbrThe free island trolley makes it easy to explore Anna Maria Island from north to south, including Pine Avenue, Coquina Beach, Holmes Beach, and Bradenton Beach.brbrOf course, many guests find their favorite activity is simply loading up the beach cart, chairs, cooler, and Cool Cabana and heading to the beach for the day. Afterward, return to one of the heated pools, enjoy a game of pickleball, or unwind on the balcony with a glass of wine and an island sunset.brbrThat's the beauty of The Island Easy—everything you need for a relaxing island getaway is right here.

The Island Easy - Walk to Beach - Pool View Balcony - Dog Friendly - King Bed

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$293.8

Beautifully furnished 2br/2ba gulf view condo steps to the beach, in Holmes Beach on Anna Maria Island. Walk to dining, shopping, grocery and free trolley from this private 4 unit building. 3 flat screen televisions, blu-ray player, wifi, and full size washer/dryer in unit. 2 screened lanais for enjoying a good book and the gulf breeze. Loft with queen bed and futon. New tile throughout, fully stocked with everything including beach supplies. Covered parking

Anna Maria Island Gulf View, Steps to Beach, 2br/2ba

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$396.33

Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court and less than a minute walk to a private access for the beautiful white sandy beaches. The primary bedroom has a private balcony where you can enjoy your morning coffee, have your meals or just sit and relax. But, it doesn't stop there! You are also within walking distance to local restaurants & shopping. brbrThis spectacular second floor 2 bedroom/2 bathroom condo has plenty of living space. You can enjoy gulf views from the open concept living and dining room that extends out to a seating area where you can sit & relax, open the sliders and listen to the waves or just enjoy the breathtaking view. There's even a sleeper sofa for extra guests. The heart of the home is the brand-new kitchen designed to inspire your culinary adventures. It boasts stainless steel appliances, beautiful countertops and backsplash, all for you to prepare a quick snack for the family or a full dinner. Included in this unit are flat screen TVs, linens and towel services. Wireless internet and phone are complimentary. The primary bedroom has a king bed, walk-in closet, and ensuite bath. The guest bedroom has one double bed and one twin bed.brbr*** This property requires an rental application to be filled out that must be completed within 48hrs of initial booking.***brbrThis property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay. brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: VRC17-000159brMax Occupancy: 6 Guests | Max Vehicles: 1brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.

Beachfront - Sun Plaza West 214 by SeaBreeze Vacation

Holmes Beach, Florida, United States

Bed

Bath

5

Sleeps

$210.59

Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll be surrounded by charming shops, local restaurants, taverns, and more. A nearby trolley stop makes it easy to explore the entire island, from Coquina Beach to the Bayfront Park, without ever needing a car.brbrInside, the spacious two-bedroom, two-bathroom condo features two comfortable king beds, two televisions, and an open layout designed for both relaxation and entertaining. The fully stocked kitchen has everything you need to prepare meals at home, while the enclosed lanai overlooking the turquoise waters provides the perfect spot to unwind. Out front, an outdoor seating area offers another inviting place to enjoy morning coffee or evening breezes. With elevator access and thoughtful touches throughout, every detail makes island living easy and enjoyable.brbrGuests love the community amenities, which include a sparkling beachfront pool, tennis courts, and direct access to the white sandy beach. Whether you prefer lounging by the water, strolling through town, or watching the sunset from your lanai, Martinique Cheer is the perfect balance of peace and convenience.brbrIdeal for snowbirds and monthly renters, this cheerful condo combines comfort, convenience, and the laid-back lifestyle Anna Maria Island is known for. Book your stay at Martinique Cheer and experience why Holmes Beach is one of Florida’s most beloved coastal destinations.brbrProperty comfortably accommodates 4, and parking is for 2 vehicles.brbrVRC20-000122brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrREQUIRES ASSOCIATION APPLICATION AND APPROVAL! 15 DAY MINIMUM BOOKING NOTICE!brABSOLUTELY NO SMOKING or VAPING WITHIN THE BUILDING, THAT INCLUDES THE LANAI , POOL, AND FRONT DOOR AREA! $250 FINE!!!brbrSorry! No pets or parties allowed. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrStatement on Sound: Sound that is audible beyond the property lines of the vacation rental unit is regulated by the City’s Noise Ordinance and violation of the Noise Ordinance could result in fines to the occupants.brbrExceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Snowbird Paradise | Monthly Beachfront Condo with Lanai, Pool & Tennis

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$669.24

Spend a week in paradise at La Casa Costiera, one of Anna Maria Island’s most exclusive beachfront communities. This spacious 3-bedroom, 2.5-bath condo combines resort amenities with the comforts of home — perfect for families, couples, or friends looking for a luxury island escape.brbrWhy You’ll Love It Here: brbr- Steps from the Gulf. Walk right out to Holmes Beach’s soft white sand br- Private balcony with Gulf breezes and sunset views br- Resort size pool & hot tub set in tropical landscaping br- Community with only 12 luxury residences br- Spacious open layout with beach-inspired décor br- Chef’s kitchen with stainless appliances & granite counters br- Washer/dryer br- Reserved parking includedbrbrImagine waking up every morning to Florida weather and never being more than a few steps away from the pristine white sand beaches of Anna Maria Island. Imagine sitting outside on the over-sized balcony and enjoying your morning coffee, while gazing at the beautiful Gulf of Mexico, or watching the sunset on the horizon every evening.brbrAll that and more awaits you at our La Casa AMI Beachside. Located on the second floor, this 3-bedroom, 2.5-bathroom condo unit offers plenty of space for everyone in the family. brbrThe master bedroom has a king size bed, en-suite bathroom with dual sink vanity, walk-in shower, bathtub and large walk-in closet. Oversized glass sliding doors offer access to the balcony and most importantly, beautiful views of the Gulf of Mexico. The second bedroom has a queen size bed and twin bed, en-suite bathroom with walk-in shower, and walk-in closet. The third bedroom has a queen size bed and twin bed. A half bathroom is available right across the hallway. All bedrooms are equipped with TVs.brbrThe open concept floorplan of kitchen, dining and living room is perfect for the family to spend some time together. A well-equipped kitchen boasts stainless steel appliances, granite countertops and barstool area for a quick meal. Dining table and living room comfortably seat up to 6 people and a wet bar and wine cooler are available as well. brbrAn elevator, in-home washer and dryer, free Wi-Fi, two covered and reserved parking spaces, plenty of beach chairs and equipment give this home the additional touch of comfort and convenience you were looking for. brbrThe thoughtfully designed grounds and gardens lead to a large heated pool with hot-tub and gazebo area. A picnic and BBQ area are available, as well as a gas and charcoal grill, ideal to prepare and enjoy the catch of the day or steaks for dinner.brbr*Please note that if the elevator becomes inoperable for any reason, stairs will be the only means of access to the second floor. This unit is subject to the rules and regulations of a Condo Association which is not affiliated with Island Dreams. We are not notified by, nor can we be held responsible for any exterior maintenance that might occur during your stay*brbrVRC21-000099brMinimum Stay: 7 NightsbrMax Occupancy: 6 GuestsbrMaximum Parking: 2 vehiclesbrNoise Ordinance: The City of Holmes Beach has a noise ordinance with quiet hours from 10 PM to 7 AM, prohibiting unreasonable, loud, or excessive noise that disturbs the peace, with specific decibel limits (65 dBA daytime, 50 dBA nighttime) and fines for violations, enforced by code officers using noise meters.

La Casa AMI Beachside-Beachfront Condo w/ Heated Pool, Hot tub & Garage Parking

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$184.75

Map out your coastal Florida escape to this warm and welcoming 2-bedroom, 2-bathroom vacation rental located on Anna Maria Island! This tastefully furnished residence offers a modern interior, a full kitchen, a private screened-in porch, as well as access to a heated community pool for soaking up the sun! Whether you're in Holmes Beach to tan on the Gulf of Mexico, fish in the bay, or explore one of the many quaint towns along the coast, this updated condo is the perfect Florida home base!brbr-- THE PROPERTY --brbrSTR # CND5105378 | Central A/C | Community Pool | 7-Day Minimum Stay | Keyless EntrybrbrIdeal for coastal family getaways and beach enthusiasts alike, this modern Holmes Beach condo offers all the essentials and a prime location to enjoy the Gulf of Mexico!brbrBedroom 1: King Bed | Bedroom 2: 2 Twin Beds | Living Room: Sleeper SofabrbrSTEP OUTSIDE: Screened-in porch w/ patio furniture, lighting & privacy, community pool accessbrINTERIOR LIVING: Recently updated modern interior, dining table, 2 cable TVs w/ Roku (1 in Bedroom 1), beach-themed furnishings, storage w/ beach chairs, umbrellas & beach cartbrKITCHEN: Fully equipped, granite countertops, cooking basics, Keurig coffee maker, drip coffee maker, tea kettle, toasterbrGENERAL: Free WiFi, central A/C, washer/dryer, linens & towels, free WiFibrFAQ: Stairs required for access, 7-day minimum stay, 1 exterior security camera (facing out)brPARKING: Carport (2 vehicles), guest parking (first-come, first-served)brbr-- THE LOCATION --brbrSOAK UP THE SUN: Manatee Public Beach (0.5 miles), Anna Maria Public Beach (0.6 miles), Coquina Beach (3.6 miles), Bayfront Park (3.9 miles), Bean Point Beach (4.2 miles), Longboat Key Beach (4.6 miles), Lido Key Beach (16.1 miles), Siesta Key Beach (24.9 miles)brGOLF THE DAY AWAY: Timber Creek Golf Course (7.1 miles), Pinebrook Ironwood Golf Course (8.8 miles), Manatee County Golf Course (8.9 miles), IMG Academy Golf Club (10.6 miles), River Run Golf Links (12.5 miles), Longboat Key Golf Club (14.1 miles), The Highlands Golf Course (23.2 miles)brLOCAL ATTRACTIONS: Anna Maria Island Historical Society (3.5 miles), The John and Mable Ringling Museum of Art (15.7 miles), Sarasota Jungle Gardens (17.1 miles), Siesta Key Drum Circle (25.4 miles), Alligator & Wildlife Discovery Center (38.6 miles), The Florida Aquarium (54.3 miles), Busch Gardens Tampa Bay (59.7 miles)brEXPLORE NATURE: Neal Preserve (1.7 miles), Perico Preserve (2.1 miles), Robinson Preserve (3.2 miles), Leffis Key Preserve (3.4 miles), Robinson Preserve (7.5 miles), Emerson Point Preserve (14.3 miles)brAIRPORTS: Sarasota-Bradenton International Airport (16.0 miles), St. Pete–Clearwater International Airport (44.1 miles), Tampa International Airport (52.3 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs and may be difficult for guests with limited mobilitybr- NOTE: The property has a 7-day minimum staybr- NOTE: Electric cars/golf carts are not allowed to be charged on premisesbr- NOTE: Your safety matters. This property features 1 exterior security camera above the front door facing the stairwell. The camera is outward facing and does not look into any interior spaces. The camera records video when motion is detected by the device. It will record when it first senses motion and 5 seconds after the last motion is detected

Walk to Beach: Home w/ Porch on Anna Maria Island!

Holmes Beach, Florida, United States

Bed

Bath

6

Sleeps

$324.2

Make yourself at home in this 2-bedroom Holmes Beach retreat. This terrific condo offers a gorgeous interior with 1 king bed in the owners bedroom with ensuite full bathroom and 1 queen bed in the second bedroom with a second trundle bed below near a full second bathroom. You'll find everything you need for a phenomenal stay, including a hair dryer, washing machine and dryer, iron, WiFi, AC, and heating, full kitchen and dishwasher. The place can comfortable sleep 4-6 adults, we also have a pack and play if you are bringing a little one!

Update Private condo with all amenities of a home in adorable Anna Maria Island!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$271.55

Sea La Vie by AMI Locals brVRC21-000203brbrWelcome to the relaxed coastal vibe of Sea La Vie, a modern three-bedroom, three-bath vacation townhouse located just two blocks from the turquoise Gulf beaches of Holmes Beach. This island retreat offers a private patio with chic wicker seating and a BBQ grill, along with stairwell access to a screened-in balcony, perfect for outdoor dining or evening relaxing. Guests also enjoy access to a tranquil community pool, making Sea La Vie an ideal destination for families, friends, or couples seeking a beachside escape on Anna Maria Island.brbrHighlights br• 5-minute walk to Holmes Beachbr• 3 Bedroom / 3 Bathbr• 1 King, 1 Queen, 1 Twin/ Full bunkbr• Community poolbr• Screened-in balcony br• BBQ grill br• Washer and dryerbr• Walking distance to shops, restaurants, and local attractions br• 4 Parking spacesbrbrEnjoy your island retreat with access to a community pool and your private patio with wicker seating and a BBQ grill, perfect for meals with family. The upstairs screened-in balcony offers additional outdoor dining options, perfect for sunset meals or morning coffee. Explore the nearby beaches or the local shops and dining of Holmes Beach Town Center, prepare for island adventure or everyday bliss. brbrThe open-concept living space provides a cozy lounge with a sectional sofa, smart TV, and tropical accents, creating a welcoming environment after a day at the beach. The adjoining formal dining room and outdoor balcony enhance the living experience, offering multiple spaces to gather and enjoy the island breezes.brbrThe primary bedroom on the first floor features a king-sized bed, smart TV, and an ensuite bathroom with a walk-in shower adorned with stunning blue tile. Upstairs, the second bedroom includes a queen bed, while the third bedroom features a twin over a full bunk bed to provide plenty of space for family or friends. The hall bath is equipped with a shower and tub combo, offering a spa-like retreat for all guests.brbrRoom Details br• Primary Bedroom (1st floor): King bed, ensuite with walk-in shower br• Second Bedroom (2nd floor): Queen bed br• Third Bedroom (2nd floor): Twin over full bunk bedbrbrGuests enjoy the convenience of a washer and dryer, a dedicated workspace in the den, and access to nearby parks for active outdoor fun. Located close to the Gulf beaches, shops, restaurants, and parks, Sea La Vie offers the perfect base for exploring Anna Maria Island and making lifelong memories.brbrBook your stay at Sea La Vie today and immerse yourself in a relaxing beach getaway. Lounge poolside, enjoy outdoor dining on the balcony, or explore local attractions and parks. With ample space, modern amenities, and a prime location, this island retreat invites you to experience the best of living on the Gulf Coast. Reserve your dates now and start your unforgettable vacation!brbrbr-brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrPlease see our AMI Locals Rental Policies for full details.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Townhome with Private Outdoor Living Space, Community Pool - Sea La Vie

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$296.23

Sea Pirate 2 is a bright and sunny, ground-floor vacation rental condo that features beach decor, has an oversized heated pool and a patio that allows you to enjoy the outdoors. Relax and enjoy a picnic in the community pool or adjacent garden area, or go shopping in one of the nearby island shops. brbrA Seashell Throw From The The Pristine Gulf Of Mexico two bedroom, one bath, wireless internet holiday condo. Sea Pirate 2 is a stone's throw away from the pristine Anna Maria Island beaches. Relaxing condo sleeps up to four guests with a King bed, and set of twins. Flowing floor plan with front entry patio with table and umbrella to dine alfresco!brbrThere are so many things to do on Anna Maria Island like stroll the seven miles of white sugar sand beaches, swim in the azure Gulf waters, bask in the famous Florida sunshine or just relax by the sparkling pool waters. You will enjoy new island adventures everyday of your stay. Free long distance to US and Canada included.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbrVRC19-000143brbrMax Vehicles Allowed: 1 Max Day Guests Allowed: 2brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay.

Sea Pirate 2- Condo with Pool - By Island Real Estate Vacations

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$304.94

A few things that make Sea Glass Villa special:br2 Min walk to BeachbrCommunity Heated Pool (shared with 3 other units)brProfessional Linen ServicesbrComplementary WiFibrBeach Chairs, Beach Wagon, & Beach Umbrellabr2 Parking SpacesbrSea Glass Villa welcomes you to an easygoing island stay where paradise feels close and the details are already handled. Just a two-minute walk from the beach, you're never far from sunny skies, warm sand, and that familiar island rhythm. Morning walks, sunset strolls, or a quick dip in the Gulf—why not do it all brbrAfter a day at the beach, unwind at the community heated pool, shared with only three other villas. It's a peaceful place to relax, reconnect, and enjoy the slower pace that makes this island so special. Whether you're traveling with family or enjoying a quiet getaway, the setting is calm, welcoming, and refreshingly simple.brbrInside, Sea Glass Villa is prepared with care and attention to detail. Professional linen services ensure a clean, comfortable arrival, while complimentary WiFi keeps you connected when needed. Modern comforts and thoughtful amenities create a stress-free vacation experience, so you can focus on what really matters—time together.brbrBeach days are effortless here. Beach chairs, a beach wagon, and a beach umbrella are provided, making it easy to head out and enjoy the shore. With two dedicated parking spaces and support from our dedicated team, everything is designed to feel smooth and worry-free. From our happy place to yours, Sea Glass Villa is ready to welcome you. Book with confidence—we've got you.brbrSea Glass Villa is rated in the Platinum tier of the SeaBreeze Property Rating System. This system gives guests a clear, consistent sense of what to expect from every rental. Platinum properties balance style and value with updated interiors, well-appointed furnishings, spa-inspired bathroom finishes, and thoughtful design throughout. Sea Glass Villa delivers a refined island stay that combines comfort, beauty, and quality.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: VRC21-000181brMax Occupancy: 6 Guests | Max Vehicles: 2brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.

Coastal Getaway - Sea Glass Villa by SeaBreeze Vacation

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$304.69

LaPlayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC19-000138br Community pool. Covered parking for one vehicle.br Please ask for Long-term specials. br br La Playita is situated in a small, 7-unit complex, on a quiet dead-end street in the heart of Holmes Beach. The gorgeous white sand beaches of Anna Maria are a mere 2 minute walk from your front door! There is a large heated pool in the middle of this quaint complex, with plenty of seating options around its paver deck. br br Anna Maria Island is a tropical barrier island seven and one half miles long. Its fine white sugar sand beaches are open to the public with convenient accesses along the entire island. It is one of the finest beaches in the United States. Unlike some tourist areas of Florida that are typified by endless rows of high rise apartment buildings and hotels, Anna Maria is an island of homes and small resorts.br br Enjoy many activities on your visit; swimming, snorkeling, beautiful sunsets, fishing, boating, sunset dining, picnicking, shopping, watching wildlife, golfing, bicycling, tennis, and more. Easily explore, using the free trolley. There are convenient stops the length of the island.br br You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br Amenities Include:br - # Bedrooms: 2br - Bed Sizes: Queen,Twinsbr - # Baths: 2br - Tub or Shower: 1 tub 2 showersbr - Pool: Community poolbr - Pool Heat Avail: Yesbr - #of units in complex: 7br - Square Feet: 1197br - Floor Number: Elevated Townhousebr - Distance to Beach: 150 Yards to beachbr - Internet: wifibr - View: poolbr - washer dryer: Yesbr - Dishwasher: Yesbr - Maximum Persons: 4br - DVD/VCR: DVDbr - TV: Living Room and Masterbr - Hairdryer: Yesbr - Type of Parking: Under Bldgbr - Coffee maker: Keurigbr - Blender: Yesbr ...

LaPlayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath , maximum occupancy of 4 people.

Holmes Beach, Florida, United States

1

Bed

Bath

4

Sleeps

$327.99

Sandy Point 205 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. br VRC16-000291br Distance to the Beach: 4 blocks.br Community pool.br br Sit on your balcony and listen to the gentle sway of the mangroves as you sip on your cocktail and bask in the Florida warmth!br br Conveniently locacated in the City of Holmes Beach, you are within walking distance to shops and restaurants. Step out and explore the island taking advantage of the free trolley.br After a day of shopping in the nearby shops, relax in the heated pool!br br Anna Maria Island is a tropical barrier island seven and one half miles long. Its fine white sugar sand beaches are open to the public with convenient accesses along the entire island. It is one of the finest beaches in the United States. Unlike some tourist areas of Florida that are typified by endless rows of high rise apartment buildings and hotels, Anna Maria is an island of homes and small resorts.br br You are vacationing in a residential area where homes are in close proximity to each other. Please be a good neighbor by keeping the noise to a respectful level during the day and night. A violation of the city's noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.br Amenities Include:br - # Bedrooms: 2br - Bed Sizes: Queen,twinsbr - # Baths: 2br - Tub or Shower: Bothbr - Balcony: Yesbr - Pool: Community/Pool keybr - Pool Heat Avail: Yesbr - Smoking or Vaping: Outsidebr - #of units in complex: 22br - Square Feet: 976br - Floor Number: secondbr - Distance to Beach: 1/4milebr - Internet: Wifibr - View: Greenerybr - washer dryer: Yesbr - Dishwasher: Yesbr - Maximum Persons: 4br - Type of Parking: Covered

Sandy Point 205 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people.

Holmes Beach, Florida, United States

1

Bed

Bath

4

Sleeps

$402.77

Take it easy at this beautiful and tranquil Holmes Beach getaway on Anna Maria Island. Gulf front! Eat, cook, sleep, swim, all overlooking the gulf. You can see the beautiful clear water from the living room , dining room, kitchen, and primary bedroom. Rare corner unit gives panoramic views of the beach and the notorious Anna Maria Island sunsets. There is a beautiful pool with seating overlooking the gulf. The beachside storage room has chairs, an umbrella, and toys available for your use. Kitchenware and linens are provided. Washer and Dryer in condo.There is a desk in the kitchen. The primary bedroom has a king bed and the secondary bedroom has two singles joined together as a king. No smoking or pets! br2 WEEK MINIMUM brHurricane policy-brIf a Hurricane is predicted to hit at the time of your reservation, or up to one week BEFORE, your money will be refunded upon request.brNo pets or smoking!

Superb 2 bed, 2 bath condo Seaside Serenity directly on Holmes Beach

Holmes Beach, Florida, United States

Bed