Vacation Condo Rentals By Owner In Holmes Beach, FL

Beach Villa 1BbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrBright & Beachy Ground-Floor Getaway with Pool, WiFi & Central ACbrbrWelcome to your island escape! This fresh and cheerful ground-floor condo is perfectly located just a short stroll from the sugar-white sands of Holmes Beach. Whether you’re looking to soak up the sun, relax poolside, or explore the charm of Anna Maria Island, this cozy retreat is your perfect home base.brbrInside the CondobrbrStep into a bright, coastal-inspired space designed for comfort and convenience. The fully equipped kitchen makes dining in a breeze, complete with full-size appliances and a breakfast bar for two — perfect for morning coffee or a quick bite before heading out to the beach.brbrKick back in the cool comfort of central air conditioning, and enjoy easy, stair-free access thanks to the ground-floor setting. The light, beachy décor and open layout set the perfect tone for a relaxing island getaway.brbrOutdoor LivingbrbrAfter a day on the sand, take a dip in the shared community pool, rinse off in the outdoor shower, and enjoy the laid-back atmosphere that makes island life so special.brbrHighlightsbrbrHigh-speed WiFi for streaming or remote workbrbrCentral air conditioningbrbrShared pool & outdoor showerbrbrFull kitchen with modern appliancesbrbrGround-floor convenience — no stairs!brbrParking available for 2 vehiclesbrbrThings to KnowbrWe will not be accepting payments for pool heat between May and OctoberbrSnowbird-friendly – contact us for extended stay detailsbrNo pets allowedbrActive security cameras monitor the driveway, pool, and gate areas for your safetybrSmart E-lock provides keyless, secure entry (unique code per stay)brThis property has a 7-night stay requirement.brThis property's maximum occupancy is limited to 6 guests. brCode 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.brbrCity/town permit number: VRC21-000141brbrYour stress-free island retreat awaits! Whether you’re planning a quick weekend escape or a long, lazy stay under the Florida sun, this cozy condo has everything you need for a relaxing, memorable vacation near the beach.brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: Driveway, pool and gate camerasbrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 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.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Charming Ground Floor Condo with Shared Pool, High-Speed WiFi, and Central AC

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$207.23

VRC20-000177brbr2BR · 2BA · Sleeps 4 · 1,275 Sq Ft · 30-Night Minimum · 19x10 Bay-Window Sun Room · Sunshine Skyway Bridge Views · Dolphins & Manatees from Living Room · Renovated Kitchen · In-Unit Laundry · Two Heated Pools · 5-Min Walk to Manatee Beach · Board Approval RequiredbrbrImportant before booking: West Bay Cove 231 requires a minimum stay of 30 nights, a condo application, and board approval — contact IVP to start the process before booking.brbrThe sun room is 19 feet by 10 feet of wraparound bay windows — built-in bookshelf seating, natural light from every angle, and an unobstructed view of Tampa Bay with the Sunshine Skyway Bridge in the distance. This is the room that makes West Bay Cove 231 different from anything else available on Anna Maria Island. The primary bedroom opens directly into it — you wake up to water. Remote workers will recognize immediately what it means to take a video call with this as the background. brbrNature lovers will understand when the pelicans start diving and the dolphins appear below.brThe view doesn't stop at the sun room. Floor-to-ceiling windows throughout the living area bring Tampa Bay inside. Dolphins, manatees, and wading birds are visible from the living room. The waterfront lawn extends to the bay's edge where a mangrove-lined shoreline creates natural wildlife habitat. Adirondack chairs on the lawn face the water — the Sunshine brSkyway Bridge visible from this position at any hour of the day or night.brbrThe kitchen was completely renovated — white shaker cabinets, black granite countertops, geometric fish-scale backsplash, stainless appliances, and peninsula seating. The open living and dining areas flow naturally with coastal blue walls, curated furnishings, and modern LVP flooring throughout.brbrTwo bedrooms sleep four. The primary suite has a king bed with direct sun room access and an ensuite bathroom. The guest bedroom has a queen bed, a dedicated workspace with desk and office chair, and hall bathroom access. A screened porch has additional seating and a beach gear storage closet stocked with chairs, umbrellas, and beach toys.brbrThe in-unit washer and dryer is in a dedicated laundry room. Two heated community pools — saltwater and chlorinated options. Tennis court on-site. Manatee Public Beach is a 5-minute walk. Publix and CVS are directly across the street. The free brbrAnna Maria Island trolley stops nearby.brbrWest Bay Cove 231 requires a 30-night minimum stay with parking for two vehicles. Condo application and board approval brrequired. brbrNot pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

West Bay Cove 231 · Skyway Views · Sun Room

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$226.29

VRC 20-000141brbr2BR · 2BA · Sleeps 4 · 30-Night Minimum · Bay Front · Sunshine Skyway Bridge Views · Kayak & Fish from Backyard · New Kitchen · In-Unit Washer/Dryer · Two Heated Pools · Tennis Court · 5-Min Walk to Manatee Beach · Condo Application Required · 2 Parking SpacesbrbrImportant before booking: West Bay Cove 236 requires a minimum stay of 30 nights and a condo application — contact IVP to start the process before booking.brbrThe balcony faces Tampa Bay with direct views of the Sunshine Skyway Bridge — sunrises come up over the water every morning from this position. Dolphins and shorebirds are visible from inside the condo. The backyard offers direct bay access — guests swim, kayak, and fish from the property itself.brbrThe kitchen has been updated with an open layout and new appliances — fully equipped for a month of meals at home. An in-unit full-size washer and dryer handles extended stay laundry without shared facility coordination. Two heated pools and a tennis court are available within the community.brbrTwo bedrooms sleep four. Two full bathrooms. Flat-screen TVs in the living room and primary bedroom. High-speed WiFi included.brbrManatee Beach on the Gulf is a 5-minute walk. Publix, CVS, shops, and restaurants are all within easy walking distance. The free Anna Maria Island trolley stops nearby — a car is not needed for daily island life.brbrWest Bay Cove 236 requires a 30-night minimum stay with parking for two vehicles. Condo application required. brbrNot pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

West Bay Cove 236 · Skyway Views · 30-Night Min

Holmes Beach, Florida, United States

Bed

Bath

4

Sleeps

$249.13

VRC 20-000136brbr2BR · 2BA · Sleeps 4 · 30-Night Minimum · Bay Front · Sunshine Skyway Bridge Views · Kayak & Fish from Backyard · 5-Min Walk to Manatee Beach · Two Heated Pools · Tennis Court · Condo Application Required · 2 Parking SpacesbrbrImportant before booking: Westbay Cove 131 requires a minimum stay of 30 nights and a condo application — contact IVP to start the process before booking. This is a long-stay property ideal for snowbirds, seasonal visitors, and extended-stay guests settling into Holmes Beach for a month or more.brbrThe spacious balcony faces Tampa Bay with direct views of the Sunshine Skyway Bridge — one of the most distinctive views available from a vacation rental on Anna Maria Island. Sunrises come up over the bay every morning from this position. brbrDolphins and shorebirds are visible from inside the condo.brbrThe backyard offers direct bay access — guests swim, kayak, and fish from the property itself. Two heated pools and a tennis court are available within the community. Manatee Beach on the Gulf is a 5-minute walk. Publix, CVS, shops, and restaurants are all within easy walking distance. The free Anna Maria Island trolley stops nearby — a car is not needed for daily island life.brbrTwo bedrooms sleep four. Two full bathrooms. Flat-screen TVs in the living room and bedroom. High-speed WiFi included.brbrWestbay Cove 131 requires a 30-night minimum stay with parking for two vehicles. Condo application required. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

West Bay Cove 131 · Skyway Views · 30-Night Min

Holmes Beach, Florida, United States

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Bath

Sleeps

$1239.33

Top 10 Gulfview on Anna Maria Island!!! You can see for miles in both direction down the beach. Luxury condominium “Buena Vista unit 4” located direct beach front at 101 67th Street, Holmes Beach. Rooms (8) guests with (4) bedrooms (3.5) bathrooms: 3 king beds, 2 twin beds, and queen sleeper sofa. Community heated pool with water feature and spa. Community grill, TV, ping pong and cornhole. Lockable storage pool side with (4) beach chairs and cart. Washer/Dryer, elevator, 3 parking spaces (2) Spots under cover, one of which in an enclosed garage and one in the public garage. (2) assigned and (1) guest parking spot, wireless interne in the condo as well as one in the common area that reaches the beach, dishwasher. Open covered balcony overlooking pool area and Gulf of Mexico.brbrBRAND NEW LUXURY BEACH FRONT CONDO Whether you are staying for just a week or an entire month you will absolutely adore luxury condominium style vacation rental condo Buena Vista 101 67th Street Unit 4. Rooming up to eight guests this four bedroom and three and a half bathroom condo offers 3 king beds, 2 twin beds, and a queen sleeper sofa so everyone in your group will feel comfortable. brbrLocated in the Buena Vista condominiums in Holmes Beach, this Anna Maria Island vacation rental is situated on gorgeous direct gulf front beaches; you’ll never miss a sunset! Known for powdery quartz sand, blue water and a relaxed island attitude, Anna Maria Island beaches are sure to please! brbrStaying at Buena Vista unit 4 is a fun and memorable experience. Including comfortable furniture, smart televisions in all rooms with HBO and Showtime, and a custom chefs kitchen with induction stove as well as a double door wine fridge; vacationers love celebrating their stay in the spacious living room perfect for entertaining. The open floor plan and over 2400 square feet make for the perfect space to entertain in your home away from home.brbrThroughout “Buena Vista unit 4” you’ll find elegant accents and casually sophisticated decor. You’ll truly feel like you’re on island time when you relax and enjoy your getaway in this luxurious condo. Two of the four bedrooms have offer king beds and their own full bathroom with walk in showers. The two additional bedrooms are perfect for extended family or your kiddos offering another king bed and set of twins. There is also a queen sleeper sofa in the spacious living room. All bedrooms have smart TVs with HBO and Showtime.brbrThe kitchen is equipped with stainless steel appliances including a dishwasher, induction stovetop, double door wine fridge, and the dining room table seats up to ten. There is also a breakfast bar seating four perfect for a quick lunch or snack. Dine al fresco on the open covers balcony that is fully furnished and waiting for you. The open balcony looks directly over the electric heated community pool with waterwall and spa heated with gas, and has plenty of seating for getting into relaxation mode. Outdoor storage pool side as well as beach cart with 4 chairs supplied for your enjoyment. Large windows let in great natural light during the day making for a real Florida feel. brbrDon’t forget about the community BBQ grilling area making meal time fun, easy and delicious. You can also make sure you don't miss the big game with a community TV poolside. You can also challenge your friends two a match or two of ping pong or cornhole while waiting for your steaks! Three parking spaces are available, so leave your car, and hop on the free trolley on Gulf Drive running approximately every 15-20 minutes. So close to beach Bistro as well i n a quiet Holmes Beach locationsbrbrBook “Buena Vista unit 4” for your next luxury Anna Maria Island getaway! brbrIMPORTANT 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.br brPayment 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: 3 (2) Spots under cover in the garage and (1) spot outside. (2) assigned and (1) guest parking spots. Max Day Guests Allowed: 2

BUENA VISTA 4 - LUXURY BEACHFRONT - Anna Maria Island - By Island Real Estate Va

Holmes Beach, Florida, United States

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Bath

Sleeps

$156.38

A Lil’ Nauti by Anna Maria VacationsbrCondo in Holmes Beach, FloridabrVRC23-000061brbrWelcome to A Lil’ Nauti, a charming ground level home nestled in the heart of Anna Maria Island! This recently updated one-bedroom, one-bath retreat offers a cozy atmosphere combined with outdoor adventures just steps from the bay and a short, 4-minute bike ride to Holmes Beach. Perfect for couples or small families. Enjoy a peaceful seaside escape with a private back patio, paddle boards, beach gear, and easy access to parks, courts, and local dining.brbrHighlights br• 12-minute Walk to Holmes Beachbr• 1 Bedroom / 1 Bathbr• 1 King bed, 1 Queen sleeper sofabr• Fully renovated interior br• 4 Bikes provided br• Private patiobr• Beach gear and boards providedbr• Dog-friendly br• 2-minute Walk to local shops, ice cream, and restaurants br• Close to parks, tennis, basketball, bocce, shuffleboard, and a dog park br• 2 Car parkingbrbrRelax on your private back patio or take advantage of the lush outdoor area for outdoor dining, reading, or cocktails. The backyard features two paddle boards for water adventures, beach chairs, a cart, and a cooler, helping you make the most of every moment, whether on the water, on the sand, or exploring local parks and courts nearby.brbrInside, the inviting living room features a comfortable sofa that easily converts into a queen sleeper, perfect for extra guests or relaxing movie nights. The smart TV allows you to stream your favorite shows, while the kitchen boasts updated stainless steel appliances, new cabinetry, and a seamless flow into the dining area. Enjoy bites and a glass of wine at the dining table, creating a cozy atmosphere for evenings or casual gatherings.brbrSleep soundly in the primary bedroom, featuring a luxurious king-sized bed, custom built in storage, and soft, plush bedding. The bathroom includes a shower and bathtub combo, perfect for unwinding after a day exploring the island. Laundry needs are taken care of with an in-unit stackable washer and dryer, ensuring fresh clothes for every adventure.brbrRoom Details br• Primary Bedroom: King bed br• Living Room: Queen sleeper sofabrbrThis home is conveniently located near multiple parks with picnic tables, a boat ramp, tennis court, basketball court, and shuffleboard court, as well as some of the best local restaurants and shops in Holmes Beach!br brBook A Lil’ Nauti today and enjoy a peaceful yet adventurous stay on Anna Maria Island! With its prime location, outdoor gear, and easy access to the bay and beach, this cozy retreat offers the perfect setting for a relaxing and fun-filled island getaway!brbrbr- brThis property is equipped with an active doorbell Ring camera at the main entrance. brbrWith 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 Anna Maria Vacations Rental Policies for full details. brbr2 cars maximum is 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. brbrThis home is managed by Anna Maria Vacations, an Anna Maria Island property management company. brbrWe 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. brbrPlease see our Anna Maria Vacations 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.

Cottage Near the Beach with Paddleboards and More! - A Lil' Nauti

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$226.76

VRC20-000176brbr2BR · 2BA · Sleeps 4 · 30-Night Minimum · Bay Front · Sunshine Skyway Bridge Views · Floor-to-Ceiling Sliders · Dolphins & Manatees Daily · Two Heated Pools · In-Unit Laundry · 5-Min Walk to Manatee Beach · Board Approval RequiredbrbrImportant before booking: West Bay Cove 238 requires a minimum stay of 30 nights, a condo application, and board approval — contact IVP to start the process before booking.brbrFloor-to-ceiling sliders bring Tampa Bay directly into the living room — the Sunshine Skyway Bridge frames the distant horizon and dolphins feed in the water below on a daily basis. West Bay Cove 238 is a second-floor bay-front condo where the elevation gives the views an added quality over ground-level units, and where manatees, herons, and pelicans are part of the daily routine rather than occasional sightings.brbrThe screened front balcony overlooks the pool for morning coffee. The waterfront lawn extends to the bay's edge with Adirondack chair seating and a mangrove-lined shoreline that creates natural habitat for wildlife viewing. The magic here is in the watching — all the beauty of waterfront living without any of the maintenance.brbrThe unit has been recently updated throughout — modern LVP flooring in the living areas, renovated bathrooms with frameless glass showers and contemporary tile, and a clean white kitchen with granite countertops and stainless appliances fully equipped for extended-stay cooking. Two king beds in separate bedrooms sleep four. Both bedrooms have balcony access, ensuite or hall bathroom access, and smart TVs. The in-unit washer and dryer is in a dedicated closet.brbrTwo heated pools — saltwater and chlorinated options — and a tennis court are available within the community. Manatee Beach is a 5-minute walk. Publix and CVS are directly across the street. The free Anna Maria Island trolley stops nearby.brbrWest Bay Cove 238 requires a 30-night minimum stay with parking for two vehicles. Condo application and board approval required. brbrNot pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

West Bay Cove 238 · Skyway Views · 30-Night

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$174.79

VRC20-000142brbr2BR · 2BA · Sleeps 5 · 30-Night Minimum · Pool & Courtyard Views · Two Heated Pools · Tennis Court · 5-Min Walk to Manatee Beach · Condo Application Required · 2 Parking SpacesbrbrImportant before booking: Westbay Cove 142 requires a minimum stay of 30 nights and a condo application — contact IVP to start the process before booking.brbrA two-bedroom condo in Holmes Beach with pool and courtyard views, two heated pools, and a tennis court within the community. The location is one of the strongest practical positions on Anna Maria Island for a long-stay guest — Manatee Beach is a 5-minute walk, Publix, CVS, shops, and restaurants are all within easy walking distance, and the free Anna Maria Island trolley stops nearby. A car is not needed for daily island life.brbrTwo bedrooms sleep five. Two full bathrooms. Flat-screen TVs in the living room and both bedrooms. High-speed WiFi included.brbrWestbay Cove 142 requires a 30-night minimum stay with parking for two vehicles. Condo application required. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

West Bay Cove 142 · Pool Views · 30-Night Min

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$570.1

The Reef’s Edge 3302 Gulf Drive Unit 103, Holmes Beach 34217 VRC16-000345 What you will love about this property: • Brand new renovated beach front condo • Corner unit • Private balcony with stunning views • Private walkway to the beach • Heated community pool • Fully equipped gourmet kitchen • Shared community elevator • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to The Reef’s Edge. A luxurious 3-bedrooms and 2.5-bathrooms beachfront condo with direct access to the beach from the private balcony. It is also within swimming distance of a natural reef, perfect for guests who love exploring marine life. Guests have access to the complex's shared swimming pool and BBQ area, which are both great places to relax and enjoy the sunshine. This gorgeous getaway has a coastal-themed living space with plenty of comfy seating and a large TV for all your streaming needs. The kitchen has a full suite of appliances, pots, pans, utensils, and a breakfast bar. You can enjoy a delicious meal indoors or take the party outside to the deck, where you'll be blown away by the breathtaking beach views from the outdoor dining table. From plush bedding that's crisp and fresh to private balconies and televisions, we've thought of everything to make each guest's stay unforgettable. The primary bedroom boasts high-end furnishings and an ensuite bathroom with a double vanity and walk-in shower. Meanwhile, the guest bedrooms offer easy access to the updated hall bathroom, featuring a convenient shower and tub combo. Included is a half-bathroom and a washer and dryer for your convenience. Get ready to fall in love with Anna Maria's stunning sights! Grab a free trolley ride, take a leisurely stroll or rent a golf cart to explore. If you are traveling with a large group and seeking individual spaces while still being in proximity, you can find the other two units under the name Coastal Sunrise and The Gulf Front on our location search page. Get everyone together in comfort and style at The Reef’s Edge. Book with us today. Bedrooms & Bathrooms • Primary Bedroom: King bed with balcony and ensuite bathroom with walk-in shower • Second Bedroom: Guest bedroom with queen bed and balcony • Third Bedroom: Guest bedroom with two twin beds and balcony • Guest bathroom- Full bathroom with shower and bathtub combination in the hallway • Guest bathroom: Half bathroom located in the hallway This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please 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 a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 1 car at maximum can 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.

The Reef's Edge- 3 bedroom direct beach condo!!! Close to everything!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$213.61

Property Highlights:br- Short walk to the beachbr- Accommodates up to 4 guestsbr- 2 king bedsbr- Private screened balconybr- Tasteful coastal décor throughoutbr- Fully equipped kitchenbr- Indoor and outdoor dining space with room for 4br- Beach essentials: chairs, umbrella, cartbr- Covered parking spacebr- Beautiful scenery from nature preservebr- Walking proximity to shopping, grocery, free trolley and the beach!brbrWhat makes Flip Floppin' so special First, your unit is secluded in luscious tropical landscape just beyond your wooden bridge entrance, vacation-ready layout for up to 4 guests and heated pool. Then there's the central location near the best shopping, dining, and beaches on Anna Maria Island, including the pristine sands stretching before you just a short stroll away.brbrLocated in the Cove at Sandy Pointe this condo features two bedrooms and two full baths. The covered parking space has room for two cars and there is additional parking for guests. Take advantage of our flexible check in and check out days! No need to plan around Saturdays!brbrGet ready to sink your toes into soft sands and feel the Gulf breeze on your sun-kissed skin. When you've fully soaked in Mother Nature's splendor, retreat back into your air-conditioned palace at the beach and take in the magnificent views of the beautiful nature preserve.brbrSip an icy sunset drink on your private balcony. Then, after eating dinner with your favorite people, go for an evening swim under the stars in your heated pool or settle in for a movie night in the living area.brbrPLEASE NOTE: br1. The Sandy Pointe condo complex does not allow charging of electric vehicles including Teslas, Golf Carts, etc. If you wish to rent a golf cart it must be gas powered.br2. Must climb steps to get to the condo (top level, no elevators)brbrADDITIONAL INFORMATION:br- No pets allowed in this homebr- Maximum of 6 overnight guestsbr- Minimum stay is 7 nightsbr- Maximum of 2 cars allowed to park at the property (no overnight parking for additional vehicles)br- Managed by Coastal Chic Vacations LLCbr- Holmes Beach Noise Ordinance: Quiet hours are from 10:00 pm to 7:00 am. Daytime noise not to exceed 65 decibels, nightime noise not to exceed 50 decibelsbr- This home is exempt from accommodating Service Animals or Emotional Support Animals.brbr*** We are available 24/7 to assist with any questions or needs during your stay.brbrLicense: VRC22-000097

Flip Floppin' at Sandy Pointe by Coastal Chic Vacations

HOLMES BEACH, Florida, United States

Bed

Bath

Sleeps

$337.15

Water’s Edge 205 by AMI Locals brVRC21-000026 br brExperience the ultimate beachfront escape at Water’s Edge 205, a beautifully renovated one-bedroom condo located directly on Anna Maria Island shores! Situated within a breathtaking beachfront complex, this unit offers partial ocean and pool views from a wall of sliding doors, a private oversized patio to unwind and listen to the waves, and a shared heated pool, perfect for relaxation and family fun! Conveniently located close to shops, dining, and the island trolley, Water’s Edge 205 is your ideal destination for a memorable Anna Maria Island vacation! brbrHighlights br• Direct Access to Holmes Beach br• 1 Bedroom / 1 Bath br• 1 King, 1 Queen sleeper sofa br• Shared heated pool br• Shared coin operated laundry br• Balcony  br• 2nd Level Condo br• Elevator Access br• Central location near shopping and dining options  br• 1 Assigned, Covered Parking Space br brEnjoy your private oversized patio while listening to the waves and soaking up the Florida sunshine. Take a short walk to the water’s edge, lounge by the pool, or visit local shops and delightful waterfront restaurants nearby. The complex’s lush tropical landscaping, combined with its prime waterfront location, makes every day feel like a tropical vacation. br brInside, the condo features a spacious living, dining, and kitchen area with a wall of sliders opening to beautiful views and flooding the space with natural light. The fully equipped kitchen includes all essentials for preparing delicious island inspired meals, which can be enjoyed indoors or outside on your oversized private patio. The seating area is perfect for relaxing or socializing with family and friends.br brThe primary bedroom offers a luxurious king bed, a TV, and an ensuite bathroom with a shower/tub combo. The living room provides a sofa that converts into a comfortable queen sleeper sofa, accommodating up to four guests in total and includes a half bathroom in the hallway. The condo is ideal for small families, couples, or friends seeking a relaxed island experience. br brRoom Details br• Primary Bedroom: King bed  br• Living Room: Queen sleeper sofa br brBook Water’s Edge 205 today and enjoy a relaxing, scenic getaway on Anna Maria Island. Whether lounging poolside, exploring the seven miles of white sand beaches, or exploring local shops and dining, this condo offers the perfect balance of comfort, convenience, and coastal beauty. Reserve now and start living your island dream!br brbr- brThis home does not allow pets. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe 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. 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.

Beautiful Condo with Beach views! Rest and Relaxation await!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$468.48

Escape to Gulf Place 18, a beautifully updated 3-bedroom, 2-bath beachfront condo on Anna Maria Island. Perfect for families and small groups, this coastal retreat comfortably sleeps up to 6 guests and offers stunning Gulf views, direct beach access, and resort-style amenities.brbrInside, enjoy a bright open-concept living space with stylish coastal dcor, comfortable seating, and a large SMART TV. The fully equipped kitchen features stainless steel appliances, granite countertops, and everything needed for easy vacation dining. The dining table seats six, with additional seating at the breakfast bar, plus a dedicated workspace for remote work needs.brbrStep onto the private balcony to enjoy morning coffee, sunset views, and peaceful sights of the heated community pool and Gulf waters.brbrThe spacious primary suite includes a king bed, large closet, dressers, and an en suite bathroom with double vanity and walk-in shower. The second bedroom offers a full bed, while the third bedroom features two twin bunk bed setsideal for kids or additional guests. A second full bathroom includes a tub/shower combination.brbrCommunity amenities include:brbrHeated beachfront poolbrbrSun deck with lounge chairsbrbrTennis & pickleball courtsbrbrDirect beach accessbrbrComplimentary Island Trolley nearbybrbrConveniently located near local dining, shopping, and island activities, Gulf Place offers a peaceful, well-maintained setting with on-site management for added comfort during your stay.brbrPlease note:brbrMaximum occupancy: 6 guestsbrbrNo pets allowedbrbrAdditional units may be available for larger groupsbrbrExperience the perfect beach getaway at Gulf Place 18!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.brbrThere is assigned parking for one vehicle and one space for guest (first come/first serve).brbrVRC25-000017

Anna Maria Island Beachfront Condo | Gulf Views, Heated Pool, 3BR at Gulf Place 18 |Great Sunsets!

Holmes Beach, Florida, United States

3

Bed

Bath

6

Sleeps

$334.23

Welcome to the Nautilus!brWe are 34 individually owned and uniquely decorated condominiums available for vacation rentals. We occupy one entire block right on the Gulf of Mexico on Anna Maria Island. No streets to cross to get to the beach here—just a few steps to our beautiful 7-mile white sand beach. Many visitors are content to while away the day under an umbrella, soaking up the sun and sea breeze.brbrTake a swim in our heated swimming pool or in the warm Gulf waters, or enjoy a game of tennis or pickleball. You can be as active as you'd like here, though a lazy day on the beach might make your vacation exactly what you're looking for!brbrThis upstairs poolside 2-bedroom, 2-bathroom poolside condo features a full kitchen with all modern conveniences and comfortably accommodates 4 guests for a minimum 7-night stay. Enjoy your morning coffee or evening dinner on your private outdoor patio, or explore the local restaurants for a wonderful variety of dining choices. From casual burgers to elegant bistros, breakfast, lunch, or dinner—you'll find plenty of delicious options on this charming island.brbrCome stay with us and discover what makes The Nautilus a perfect vacation destination. Take a leisurely walk, ride your bike, or hop on Anna Maria's free trolley service (trolley stop just one block away!) for sightseeing and shopping. Experience the laid-back island charm and natural beauty that make Anna Maria Island such a beloved getaway!brbrPROPERTY HIGHLIGHTSbrPrime Location: Wake up to ocean breezes and fall asleep to the sound of gentle waves. This oceanfront complex puts you mere steps from Anna Maria's renowned white sand beaches, where you can spend your days swimming, sunbathing, or searching for shells.brbrPoolside Convenience: Step directly from your front door onto the pool deck, making it easy to alternate between refreshing dips in the pool and relaxing ocean swims.brbrFully Equipped Kitchen: Prepare everything from morning coffee to gourmet meals in the well-appointed kitchen, perfect for enjoying fresh seafood or preparing beach picnics.brbrComfortable Accommodations: The property features two spacious bedrooms and two full bathrooms, providing ample space for families or friends to unwind after sun-soaked days.brbrPrivate Patio: Enjoy your morning coffee or evening cocktails in your own private outdoor space, where you can soak in the coastal atmosphere.brbrOn-Site Recreation: Stay active with the complex's private racket court, perfect for pickleball and tennis enthusiasts looking to add some friendly competition to their beach vacation.brbrFree Trolley Access: Explore the island with ease! The complimentary Anna Maria Island trolley stop is just one block away, providing convenient transportation to shops, restaurants, and attractions throughout the island.brbrOnsite Laundry FacilitybrbrProperty GuidelinesbrbrNoise Ordinance: 65 dB (7 AM-10 PM) | 50 dB (10 PM-7 AM)brProhibited: Trailers, boats, jet skis, smoking, illegal substancesbrPlease observe all posted Nautilus community rulesbrbrTHE ANNA MARIA EXPERIENCEbrAnna Maria Island is renowned for its laid-back island atmosphere, stunning sunsets, and sugar-sand beaches. From your doorstep, explore charming local restaurants, a range of unique shops, and endless water activities. Whether you're seeking adventure or relaxation, this oceanfront retreat provides the perfect base for your Florida beach getaway.brbrBook #215 now and start counting down the days until your toes are in the sand!br#VRC19-000033

Nautilus 215 by Nautilus Vacations-Beachfront Complex, Heated Pool, Racket Court

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$644.09

Forget everything around you and switch to vacation mode the moment you step foot onto this beachfront balcony. Located at the Playa Encantada condominium complex, this elevator accessible unit could not be any closer to the beautiful beach of Anna Maria Island.brbrOffering more than 1,700 square feet of living space, this 3 bedroom and 2 bathroom corner condo unit has plenty of natural light of living space, as well as unforgettable views from the balcony. Other amenities available exclusively to guests of Playa Encantada include a heated pool, hot tub, shuffleboard, tennis courts and sauna.brbrThe master bedroom has a king size bed, TV, and en-suite bathroom with walk-in shower. The second and third bedroom each have two single beds and share a hallway bathroom with a shower/ tub combination. The kitchen is very well stocked with everything you need to prepare anything from a light breakfast to a full family dinner. The living room has plenty of comfortable seating for everyone, a large smart TV and you can stay connected with free high speed Wi-Fi internet throughout the condo.brbrReserved parking for one vehicle is available inside the ground floor garage. Additional parking spaces are available marked as Guests.brbrVRC26-000013brMinimum Stay: 14 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.

Beachfront Condo with Stunning Ocean Views, Heavenly Sunsets, Large Balcony

Holmes Beach, Florida, United States

3

Bed

Bath

6

Sleeps

$202.15

2BR · 2BA · Sleeps 4 · 30-Night Minimum · Pool & Sound Views · Murphy Bed Office · Granite Kitchen · Two Heated Pools · Tennis Court · Bayfront Grilling Area · Condo Application Required · 2 Parking SpacesbrbrImportant before booking: West Bay Cove 242 requires a minimum stay of 30 nights and a condo application — contact IVP to start the process before booking.brbrA completely renovated two-bedroom condo with pool and Anna Maria Sound views — second floor, quiet community, and a setup that works particularly well for guests who need to work while they're here. The second bedroom is configured as a proper office with a Murphy bed that folds down when sleeping space is needed — a desk, full work-from-home setup, and a real bed when the occasion calls for it.brbrThe kitchen opens directly into the living and dining area — granite countertops, stainless appliances, and enough cabinet space for a month of serious cooking. The windows look out over the pool and water. The dining table seats four and doubles as a workspace for guests who need more than one screen.brbrThe primary suite has a king bed, ensuite bathroom, and the same pool and bay views. Two heated pools and tennis courts are available within the community. The bayfront area has grills and Adirondack seating where guests naturally gather for sunsets. Manatee Beach is a 5-minute walk. Publix and CVS are directly across the street. The free Anna Maria Island trolley stops nearby.brbrWest Bay Cove 242 requires a 30-night minimum stay with parking for two vehicles. Condo application required. brbrNot pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

West Bay Cove 242 · Murphy Bed Office · Pool

Holmes Beach, Florida, United States

Bed

Bath

4

Sleeps

$393.42

Welcome to the Nautilus 103!brVRC25-000019brWe are 34 individually owned and uniquely decorated condominiums available for vacation rentals. We occupy one entire block right on the Gulf of Mexico on Anna Maria Island. No streets to cross to get to the beach here—just a few steps to our beautiful 7-mile white sand beach. Many visitors are content to while away the day under an umbrella, soaking up the sun and sea breeze.brbrTake a swim in our heated swimming pool or in the warm Gulf waters, or enjoy a game of tennis or pickleball. You can be as active as you'd like here, though a lazy day on the beach might make your vacation exactly what you're looking for!brbrThis inviting 2-bedroom, 2-bathroom downstairs poolside condominium comfortably accommodates up to 4 guests for a minimum of 7 night stay. Enjoy your morning coffee or evening dinner on your private outdoor patio, or explore the local restaurants for a wonderful variety of dining choices. From casual burgers to elegant bistros, breakfast, lunch, or dinner—you'll find plenty of delicious options on this charming island.brbrCome stay with us and discover what makes The Nautilus a perfect vacation destination. Take a leisurely walk, ride your bike, or hop on Anna Maria's free trolley service (trolley stop just one block away!) for sightseeing and shopping. Experience the laid-back island charm and natural beauty that make Anna Maria Island such a beloved getaway!brbrPROPERTY HIGHLIGHTSbrPrime Location: Wake up to ocean breezes and fall asleep to the sound of gentle waves. This oceanfront complex puts you mere steps from Anna Maria's renowned white sand beaches, where you can spend your days swimming, sunbathing, or searching for shells.brbrPoolside Convenience: Step directly from your front door onto the pool deck, making it easy to alternate between refreshing dips in the pool and relaxing ocean swims.brbrFully Equipped Kitchen: Prepare everything from morning coffee to gourmet meals in the well-appointed kitchen, perfect for enjoying fresh seafood or preparing beach picnics.brbrComfortable Accommodations: The property features two spacious bedrooms and two full bathrooms, providing ample space for families or friends to unwind after sun-soaked days.brbrPrivate Patio: Enjoy your morning coffee or evening cocktails in your own private outdoor space, where you can soak in the coastal atmosphere.brbrOn-Site Recreation: Stay active with the complex's private tennis/pickleball court, perfect for pickleball and tennis enthusiasts looking to add some friendly competition to their beach vacation.brbrFree Trolley Access: Explore the island with ease! The complimentary Anna Maria Island trolley stop is just one block away, providing convenient transportation to shops, restaurants, and attractions throughout the island.brbrProperty GuidelinesbrbrNoise Ordinance: 65 dB (7 AM-10 PM) | 50 dB (10 PM-7 AM)brProhibited: Trailers, boats, jet skis, smoking, illegal substancesbrPlease observe all posted Nautilus community rulesbrbrOnsite Laundry FacilitybrbrTHE ANNA MARIA EXPERIENCEbrAnna Maria Island is renowned for its laid-back island atmosphere, stunning sunsets, and sugar-sand beaches. From your doorstep, explore charming local restaurants, a range of unique shops, and endless water activities. Whether you're seeking adventure or relaxation, this oceanfront retreat provides the perfect base for your Florida beach getaway.brbrBook now and start counting down the days until your toes are in the sand!

Nautilus 103 by Nautilus Vacations-Beachfront Complex, Heated Pool, Racket Court

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$437.88

Coconuts Poolside #104 by AMI Locals brVRC16-000664 brbrWelcome to Coconuts Poolside #104! Enjoy the luxury of a dreamy one-bedroom, one-bathroom condo with direct access to the shared heated pool and just steps from the sands of Anna Maria Island beaches. Located in the heart of Holmes Beach, this modern ground-floor apartment combines cozy comfort, vibrant coastal decor, and ultimate convenience for your next island getaway. brbrHighlights br• Gulf-Front Condo br• 1 Bedroom / 1 Bath br• 1 King bed, 1 Queen Sleeper Sofa br• Direct Pool Access from Lanai br• Steps to the Beach br• Updated Furnishings br• Shared Heated Pool br• Lanai with Outdoor Seating br• Centrally Located Near Shops and Restaurants br• One Assigned Parking Spot brbrStart your mornings sipping coffee on the lanai, enjoying the island breeze and sounds of waves crashing just beyond the palm trees. The shared heated pool is perfect for cooling off between beach trips, just steps away, where sunsets are magical and relaxation comes naturally. Whether you’re reading a book on the lanai, lounging by the pool, or exploring the island, you’ll feel right at home in paradise. brbrInside, a bright and open concept living and dining area offers the perfect space to unwind after a day on the beach or by the pool. This condo is newly remodeled with stylish decor, modern furnishings, and thoughtful touches to make your stay extra special. The fully stocked kitchen has everything needed to prepare meals and snacks, including a breakfast bar for quick meals or additional seating. brbrEnter your private sanctuary in the primary bedroom, featuring a luxurious king bed and ample storage for your island gear. A hall bathroom includes a walk-in shower and space for all your essentials. The living room provides additional sleeping space with a queen sleeper sofa available for extra guests. brbrRoom Details br• Primary Bedroom: King bed br• Living Room: Queen sleeper sofa br• Hall Bathroom: Shower and tub combination brbrTake a short walk to nearby restaurants, local boutiques, a grocery store, and a surf shop or hop on the AMI trolley to explore even more of the island. The on-site laundry facility adds a touch of convenience to extended stays. brbrWhether you're planning a romantic getaway, a solo retreat, or a laid-back beach vacation, Coconuts Poolside #104 delivers the island charm you’ve been craving. brBook Your Beach Getaway Today! brbr- brThis home does not allow pets. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbr1 car maximum is 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. brbrWe 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. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: 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. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Beach Condo with Pool Near Holmes Beach!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$400.56

Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white sandy beaches.brbrThe spacious living area is perfect for relaxing after a day at the beach, with comfortable seating and a large flat-screen TV. The kitchen is fully equipped with everything you need to prepare delicious meals.brbrThe master bedroom has a king-size bed, the second bedroom has a queen-size bed and the third bedroom with two full beds.

Beachfront Condo on AMI

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$427.61

Welcome to Waves On 4th – your modern coastal escape on Anna Maria Island! This stylish 2-bedroom villa is just 1.5 blocks from the Gulf and a block from Publix and Walgreens. Located in a private complex in the heart of Holmes Beach, you'll enjoy easy access to top restaurants, boutique shopping, and spas along the scenic seven-mile stretch. A state-of-the-art golf cart is included to explore the island with ease!

Modern Coastal Villa • Steps to Beach + Golf Cart

Holmes Beach, Florida, United States

Bed