Vacation Home Rentals By Owner In Holmes Beach, FL

Welcome to Serenity Now!brOn Anna Maria Island (Holmes Beach, FL)brbrThe SpacebrWhere calm meets connection, Serenity Now offers spacious living, modern comforts, and a private backyard oasis with a heated pool. Thoughtfully designed for ease and balance, this pet-friendly home invites you to slow down, breathe deeply, and enjoy island life at your own pace.brbrPerfect for: families seeking space to reconnect, travelers who value quiet and comfort, and guests who want to bring a well-behaved pet.brbrHighlightsbr- Open living/dining/kitchen with direct access to a covered balconybr- Heated private pool with sun shelf, loungers, outdoor shower, and grillbr- Four bedrooms plus a loft daybed with trundle for flexible sleepingbr- Main-floor king ensuite with private balcony and spa-style bathbr- Pet-friendly with prior approvalbr- 7–10 minute walk to the Gulf beaches, near local cafés and shopsbrbrInteriorbrInside, the main living area welcomes you with comfortable seating, a TV for movie nights, and sliding doors that open to a covered porch. Natural light, coastal textures, and clean lines create a calm backdrop for time together.brbrThe kitchen is set up for everyday ease: stainless appliances, a large island with bar seating, and plenty of prep space. The adjacent dining table makes family meals simple, whether you are cooking in or enjoying takeout from a nearby restaurant.brbrBedrooms are designed for rest and reset:br- Main Floor King Ensuite: King bed, TV, walk-in closet, desk, and a private balcony. Bath with soaking tub, walk-in shower, and double sinks.br- Second King Ensuite (Upstairs): King bed, TV, walk-in closet, and bath with double sinks and shower.br- King Bedroom: King bed, TV, and closet.br- Bunk Room: Twin-over-full bunk with trundle, desk, and closet — a favorite for kids.br- Loft Space: Sitting area with TV and a twin daybed with twin trundle for added flexibility.br- A hall full bath (tub/shower) and a convenient main-floor half bath support the flow of the home.brbrLayout Overviewbr- Main Level: Open kitchen, dining, and living areas; covered balcony; king ensuite; half bath; laundry.br- Upper Level: Second king ensuite, queen bedroom, bunk room, hall bath, and loft with additional seating and sleeping.br- Outdoor Connection: Multiple entries lead to the backyard pool area for seamless indoor-outdoor living.brbrOutdoor LivingbrThe backyard is designed for easy days and quiet evenings. The heated pool features a sun shelf for relaxed lounging, with loungers and umbrellas nearby for shade or sun. A covered dining area invites unhurried meals, and the gas grill makes simple cookouts a breeze. Rinse off in the outdoor shower after the beach, then settle in as the palms sway overhead.brbrKitchen & DiningbrEverything you need for simple, satisfying meals:br- Stove, oven, dishwasher, and microwavebr- Refrigerator with ice and waterbr- 12-cup coffeemaker, blender, toaster, and full kitchenwarebrbrThe island seats a few for coffee or snacks, while the dining table brings everyone together to share the day's stories.brbrAdditional Amenitiesbr- A/C and heatbr- Cable television and wireless internetbr- Linens, bath towels, and beach towelsbr- Hair dryer, iron, and ironing boardbr- Washer and dryerbr- Beach gear rental credit included (chairs, cart, umbrella, bikes, coolers, games, etc.) — select items before arrival; some gear may be onsite but is not guaranteed.br- No elevator; stairs required.brbrParkingbr- 1-car garagebr- 2–3 additional vehicles in the drivewaybrbrStart your story in a home that centers calm, care, and connection — and Write Your Vacation Story at Serenity Now.brbrPoliciesbrbrPlease 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.brbrNO SMOKING.brbrPets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Holmes Beach Vacation Rental License: VR22-000001brMax Occupancy: 8 Guests | Max Vehicles: 3brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Serenity Now - Pet-Friendly Retreat w/ Heated Pool, Near Beach & Tropical Oasis

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$880.76

2000 square foot home on beautiful Anna Maria Island Florida, with all the upgrades and amenities. Short two block walk to the most beautiful white sand Gulf beach in the world and if you want to kick back at home at your private in-ground swimming pool. There is a spa with jets off the pool. NOTE: The pool/spa are heated by a heat pump heater and the target temperature is heated between 83 to 85 degrees for the pool and 101 for the spa. In the rare circumstance when the ambient air temperature is lower than the pool water the heater will not heat. Also please note it takes at least 45 minutes to heat the spa to a temperature of 101 degrees so you need to plan ahead if you want to use the hot tub.brbrAnna Maria Island is conveniently located near two major airports: Tampa International - 55 minutes drive or Sarasota Bradenton Airport, roughly 30 minutes drive. The island still maintains an old Florida feel, with uncrowded beaches and beautiful sunsets, while offering a diverse choice of restaurants and activities. World Class sunbathing, shelling, fishing, or just lounging are literally right outside your front door. With a private heated pool (winter only) and beach access, this house has everything you could ask for. brbrThe house is luxuriously furnished. Special designer touches include - crown moldings, upgraded countertops, Satellite Direct TV service with ability to connect to Netflix. DVD player, full wet bar, parking for two cars in the garage and 2 cars outside on driveway. The master suite has a king bed and a master bath fit for a king or queen with bathtub and separate shower. The second bedroom has a king-size bed and room for sitting and reading. The third bedroom has two twin beds.brbrThis is truly paradise within reach. You will come for two weeks and never want to leave.brbrbrbrbrKeywords: Anna Maria Island Florida Rental Home, Anna Maria Rental, Gulf Beach, Anna Maria Rental Home, Vacation rental, Florida Vacation home, Holmes Beach, Beach rental, Pool home, for rent by owner, florida for rent by owner, florida rentals,

Anna Maria Rental Steps to Gulf Beach with Private Pool! Special deal Nov 15-25

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1050.57

Salty Margarita by AMI LocalsbrbrWelcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaking Gulf and sunset views. With vibrant island style and endless entertainment, this home is designed for family fun and relaxation from sunrise to sunset.brbrHighlightsbr• 1-minute walk to Holmes Beachbr• 4 Bedrooms / 5 Bathroomsbr• 4 King Beds – all ensuites. Queen sleeper sofa br• Rooftop deck with Gulf viewsbr• Heated private pool and in-ground spabr• Outdoor kitchen with grill, sink, and ice makerbr• Game room with ping pong, foosball, skee-ball, and pool tablebr• Backyard putting green and corn holebr• Elevator access to all floorsbr• Pet friendly (with fee)br• Washer and dryerbr• 4 parking spacesbrbrStep inside to a bright open-concept living area where coastal-chic furnishings, colorful artwork, and wood-accented ceilings create an inviting island vibe. Sunlight fills the space, highlighting the plush sectional sofa, the perfect spot to unwind with a movie or morning coffee. The gourmet kitchen features high end stainless-steel appliances, a large island with seating, quartz countertops, and custom cabinetry with beach-inspired finishes. Whether preparing fresh seafood or mixing margaritas, this space makes entertaining effortless. Gather around the spacious dining table for family meals or game nights after a sun-soaked day on Holmes Beach, surrounded by coastal charm and the relaxed elegance of Anna Maria Island living.brbrThe outdoor space at Salty Margarita is built for making memories. Lounge by the heated pool and spa, cook dinner in the outdoor kitchen, or sip cocktails at the shaded tiki bar. Challenge your friends to a game of pool or foosball in the covered entertainment area or practice your short game on the private putting green. As the day winds down, head to the rooftop deck to watch spectacular Gulf sunsets with a drink in hand.brbrEach of the four luxurious king suites offers a tranquil retreat with plush bedding, Smart TVs, and private ensuite bathrooms featuring modern walk-in showers. The primary suite is especially serene, with French doors that open to a private balcony for morning coffee or quiet evenings under the stars. You’ll love the spa-inspired ensuite, complete with dual vanities, a glass walk-in shower accented with turquoise mosaic tile, and thoughtful touches like a cozy sitting area and in-room coffee nook. Every room combines comfort, style, and functionality, ideal for couples or families traveling together.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Second Bedroom: King bed, ensuite bathroom with walk-in showerbr• Third Bedroom: King bed, ensuite bathroom with walk-in showerbr• Fourth Bedroom: King bed, ensuite bathroom with walk-in showerbr• Queen sleeper sofa in home officebrbrWi-Fi, Smart TVs, beach chairs, a beach wagon, and a fully equipped laundry room add convenience to your stay. Elevator access to all floors makes this home perfect for multi-generational families.brbrLocated just steps from Holmes Beach, Salty Margarita places you close to island favorites like The Ugly Grouper, Hurricane Hanks, and Island Shopping Center. Hop on the free AMI trolley to explore Pine Avenue, Bridge Street, and the stunning Gulf beaches that make Anna Maria Island one of Florida’s most beloved vacation destinations.brbrExperience island luxury and laid-back fun at, where beach days, sunsets, and salty breezes are always on the menu.brbr-brbr**Please note that the garage is not available for guest use**brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our AMI Locals Policies for full details. brbr*Please note: 4 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. 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: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.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Two Houses from Beach! Rooftop, Pool & Game Room

Holmes Beach, Florida, United States

Bed

5

Bath

Sleeps

$449.09

Welcome to Stillpoint, a beautifully designed single-level home just one block from the beach in the heart of Holmes Beach, where island ease meets modern comfort. Thoughtfully laid out and ideal for families or multiple guests, this 3-bedroom, 2-bath getaway is pet-friendly (1 dog allowed) and perfectly positioned so you can park the car and truly relax.brbrStep inside to soaring high ceilings and a bright, open living space anchored by a sleek kitchen with clean lines, stainless steel appliances, and generous seating for eight, perfect for shared meals after a day in the sun. Just beyond, the screened-in lanai keeps the bugs away while you enjoy your private pool and spa, creating a year-round oasis. Outside, the patio offers comfortable seating and a grill for easy island cookouts.brbrSleeping arrangements are flexible and comfortable:brPrimary suite: King bed with a spa-like bathroom featuring a soaking tub and separate walk-in showerbrSecond bedroom: Queen bedbrThird bedroom: Twin-over-twin bunk plus an additional twin bedbrDen: Queen sofa bed for extra guestsbrbrThe second full bathroom includes a walk-in shower, and after beach days you'll love the outdoor shower, perfect for rinsing off sand and salt.brbrStillpoint allows three parking spaces. This home is walking distance to shops, restaurants, and the beach, and just steps from the free trolley that runs the entire 7-mile stretch of Anna Maria Island. Whether you're here for beach days, sunset dinners, or laid-back island living, Stillpoint is your conveniently located home base for it all.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. 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. 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: VRC23-000058brMax Occupancy: 6 Guests | Max Vehicles: 3brQuiet 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.

Enclosed pool/spa - Stillpoint by SeaBreeze Vacation

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$507.83

Home Sweet Holmes! Pets Stay Free, 1.5 Blocks to Beach, Heated PoolbrbrStep into your own secluded slice of paradise where the ocean breeze whispers “relax,” and every detail invites you to unwind. Welcome to Home Sweet Holmes—a spacious, private duplex just 1.5 blocks from the pristine shores of Anna Maria Island.brbrThis exclusive retreat offers the best of both worlds: two fully appointed units combined into one generous, private escape. No shared spaces. No compromises. Just you, your guests, and the comfort of an entire island oasis to yourselves. Perfect for extended families, multi-generational vacations, or groups of friends traveling together, Home Sweet Holmes blends beachy charm with the ease of modern coastal living.brbrInside, you'll find two distinct yet harmonious living areas, each featuring three bedrooms and two bathrooms, offering flexibility, space, and privacy under one roof. The interiors are bathed in natural light and styled with a casual island elegance—from open-concept living areas perfect for connection and laughter, to two fully equipped kitchens with modern appliances and everything you need to cook, entertain, or unwind. Enjoy your morning coffee on the shaded front porch, and end your day with a drink on the upstairs balcony as the sky glows with sunset.brbrOutside is where the magic of Home Sweet Holmes truly comes alive. The private pool is all yours—no other guests, no shared access. Heated during the slightly cooler season and chilled during the summer. Spend your days floating under swaying palms, lounging poolside in total tranquility, or gathering for a meal around the outdoor dining area. The BBQ grill is ready for cookouts, and there's plenty of space to eat, sip, and savor in the fresh island air. Best of all, the property is pet-friendly, so your four-legged family members can enjoy the island escape, too.brbrLocation is everything, and here you're just a short walk to the beach and even closer to the heart of Holmes Beach. Wake up to beach walks, spend afternoons kayaking or biking, and end the day with fresh seafood, local shopping, or live music at a nearby beachfront bar. From sunrise to stargazing, every moment at Home Sweet Holmes is an invitation to slow down, reconnect, and truly live the island life.brbrWhether you're celebrating, escaping, or simply craving sunshine and togetherness, Home Sweet Holmes offers unmatched privacy, space, and island charm—all within walking distance to everything Anna Maria Island has to offer.brbrYour private paradise is waiting. Book your stay at Home Sweet Holmes today and create the kind of memories that only island living can offer.brbrExclusive Amenities Include:br• Located in the Heart of Anna Maria Islandbr• Private Heated Poolbr• Less Than a 5 Minute Walk to beach access; 0.2 miles to 72nd Street Public Beach Accessbr• 6 Bedrooms, 4 Full Bathsbr• 2 King Beds, 2 Queen Bed, 4 Twin Beds (Sleeps 12) with linens providedbr• Outdoor Porch & Balconybr• Spacious Outdoor Patiobr• Barbecue Grillbr• Free WiFi & 8 TVsbr• Coffee Maker, Kitchen Essentials Providedbr• Beach Towels, Chairs, & Caddy Providedbr• Private Driveway Parkingbr• Pets Stay FreebrbrHome Sweet Holmes can accommodate up to 12 guests with a bedding configuration as follows:brHolmes Getaway:brBedroom #1: King bed (1) sleeps 2brBedroom #2: Queen bed (1) sleeps 2brBedroom #3: Twin beds (2) sleeps 2brHolmes Hideaway:brBedroom #4: King bed (1) sleeps 2brBedroom #5: Queen bed (1) sleeps 2brBedroom #6: Twin beds (2) sleeps 2brbrMission statement from the Hermansen Family: After 30 years of hosting over 10,000 guests, it's an honor that you are considering our vacation home. brWe continue our commitment to the understanding of a beach community and its treasures. We strive to provide top level amenities, comfortability, and service second to none. Our newest relationship with a premier company, Vaaraway, has only made us stronger. Our commitment to excellence is the key to your enjoyment!brbrPlease Note: This unit is made up of two (2) Separate Duplex units (Holmes Hideaway and Holmes Getaway) with NO access to each other from inside. This pool is heated from November 15th to April 15th.

PETS STAY FREE! 1.5 Blocks from Beach, Heated Pool

Holmes Beach, Florida, United States

Bed

Bath

12

Sleeps

$235.97

Breathe in the island breeze and let the rhythm of the coast reset your soul at Holmes Getaway—a sunny, elevated escape just a short stroll from the powder-soft shores of Anna Maria Island.brbrSet on the upper floor of a quiet duplex in the heart of Holmes Beach, this welcoming 3-bedroom, 2-bathroom retreat blends island ease with modern comfort. Pet-friendly and perfectly suited for couples, families, or friends, Holmes Getaway is your laid-back home base for experiencing the best of AMI.brbrInside, natural light fills every room, creating an airy, relaxed vibe. The open-concept living space is ideal for lounging or gathering, while the fully equipped kitchen makes mealtimes a breeze with sleek appliances, generous counter space, and all the essentials. Enjoy breakfast with a breeze on your private balcony or sit down for a cozy meal inside after a day in the sun.brbrStep into the backyard oasis and you'll find a shared tropical escape. The large pool is perfect for floating the day away or cooling off with a drink in hand. Heated during the slightly cooler season and chilled during the summer. Comfortable lounge seating surrounds the pool, inviting you to soak in the Florida sun or unwind in the shade. Fire up the BBQ grill for easy island-style dinners, and don't forget—pets are welcome, so your furry family member can enjoy the adventure too.brbrLocation is everything, and at Holmes Getaway, you're just 1.5 blocks from the beach and moments from local favorites. Walk to beachside cafés, browse charming shops, grab a cone from the local ice cream parlor, or catch a live band while the sun sets. You're also close to parks, bike rentals, paddleboard spots, and the free island trolley—making it effortless to explore everything AMI has to offer.brbrWhether you're visiting for a romantic escape, a family getaway, or a sun-soaked retreat with friends, Holmes Getaway offers the perfect blend of comfort, style, and island simplicity. Slow down, breathe deep, and savor the laid-back luxury of life on Anna Maria Island—this is the coastal escape you've been craving.brbrExclusive Amenities Include:br• Located in the Heart of Anna Maria Islandbr• Semi Private Heated Poolbr• Less Than a 5 Minute Walk to beach access; 0.2 miles to 72nd Street Public Beach Accessbr• 3 Bedrooms, 2 Full Bathsbr• 1 King Beds, 1 Queen Bed, 2 Twin Beds (Sleeps 6) with linens providedbr• Outdoor Balconybr• Spacious Outdoor Patiobr• Barbecue Grillbr• Free WiFi & 4 TVsbr• Coffee Maker, Kitchen Essentials Providedbr• Beach Towels, Chairs, & Caddy Providedbr• Private Driveway Parkingbr• Pets Stay FreebrbrHolmes Getaway can accommodate up to 6 guests with a bedding configuration as follows:brBedroom #1: King bed (1) sleeps 2brBedroom #2: Queen bed (1) sleeps 2brBedroom #3: Twin beds (2) sleeps 2brbrMission statement from the Hermansen Family: After 30 years of hosting over 10,000 guests, it's an honor that you are considering our vacation home. brWe continue our commitment to the understanding of a beach community and its treasures. We strive to provide top level amenities, comfortability, and service second to none. Our newest relationship with a premier company, Vaaraway, has only made us stronger. Our commitment to excellence is the key to your enjoyment!brbrPLEASE NOTE: This unit is part of a two (2) unit duplex with a private entrance. This is the upper unit. This home being a part of a duplex unit, means that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with the other unit. When renting this unit, you will have access to the shared pool and patio area. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

Pet-Friendly, Pool, Walk to The Holmes Beach With Incredible Sunsets

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$250.0

Welcome to Holmes Bungalow, your inviting island retreat just 1.5 blocks from the sugar-white sands of Anna Maria Island. Nestled in the heart of Holmes Beach, this sun-drenched, pet-friendly lower-level unit offers three spacious bedrooms, two full bathrooms, and a breezy, laid-back vibe that invites you to relax the moment you arrive.brbrInside, you'll find a light-filled interior with coastal charm and comfort in every corner. The open living space is perfect for gathering with family or friends after a day at the beach, while the fully equipped kitchen makes it easy to whip up a seafood feast or blend up tropical drinks. With modern appliances, ample counter space, and everything you need to cook, it's made for long mornings and late-night snacks. Start your day sipping coffee on the cozy private porch or unwind with a glass of wine around the indoor dining table after a sun-soaked day.brbrStep outside and you'll discover a lush, shared tropical oasis. The large pool is a true highlight—ideal for floating the day away or cooling off after a beach adventure. Heated during the slightly cooler season and chilled during the summer. Lounge poolside in the sun or relax in the shade with your favorite book. A poolside BBQ grill makes casual cookouts a breeze, and with plenty of seating, everyone can unwind together in comfort. The best part This retreat is pet-friendly, so your four-legged companion can enjoy island life right along with you.brbrYou're just a short walk from the powdery shores and turquoise waters of Anna Maria Island, where each sunset paints the sky in unforgettable colors. Explore charming local spots nearby—grab a scoop of handmade ice cream, sip craft cocktails at a beachfront bar, or shop for unique finds in local boutiques. Kayak through mangrove tunnels, rent bikes to cruise along scenic paths, or simply embrace the island's slower pace and laid-back energy.brbrWhether you're planning a romantic escape, a family getaway, or a relaxed beach trip with friends, Holmes Bungalow is your perfect island home base. With its unbeatable location, thoughtful amenities, and welcoming coastal atmosphere, this lower-level haven is more than a vacation rental—it's a place to reconnect, recharge, and create lasting memories.brbrYour island retreat awaits—don't miss out! Holmes Bungalow fills quickly thanks to its unbeatable location, heated pool, and pet-friendly comfort. Book your stay today and make unforgettable memories on Anna Maria Island.brbrExclusive Amenities Include:br• Located in the Heart of Anna Maria Islandbr• Semi Private Heated Poolbr• Less Than a 5 Minute Walk to beach access; 0.2 miles to 72nd Street Public Beach Accessbr• 3 Bedrooms, 2 Full Bathsbr• 1 King Beds, 1 Queen Bed, 2 Twin Beds (Sleeps 6) with linens providedbr• Outdoor Porchbr• Spacious Outdoor Patiobr• Barbecue Grillbr• Free WiFi & 4 TVsbr• Coffee Maker, Kitchen Essentials Providedbr• Beach Towels, Chairs, & Caddy Providedbr• Private Driveway Parkingbr• Pets Stay FreebrbrHolmes Bungalow can accommodate up to 6 guests with a bedding configuration as follows:brBedroom #1: King bed (1) sleeps 2brBedroom #2: Queen bed (1) sleeps 2brBedroom #3: Twin beds (2) sleeps 2brbrMission statement from the Hermansen Family: After 30 years of hosting over 10,000 guests, it's an honor that you are considering our vacation home. brWe continue our commitment to the understanding of a beach community and its treasures. We strive to provide top level amenities, comfortability, and service second to none. Our newest relationship with a premier company, Vaaraway, has only made us stronger. Our commitment to excellence is the key to your enjoyment!brbrPLEASE NOTE: This unit is part of a two (2) unit duplex with a private entrance. This is the lower unit. This home being a part of a duplex unit, means that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with the other unit. When renting this unit, you will have access to the shared pool and patio area. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

Pet-Friendly, Pool, Walk to Holmes Beach, Incredible Value

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$261.43

brLiddie's Place by Anna Maria Life Vacation Rentalsbr5608 Gulf Drive, #209, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! Condo in Sun Plaza West! Directly on the Beach!br2 Bedrooms / 2 Bathroomsbr1 Queen Bed / 2 Twin Beds / Queen Sofa SleeperbrOpen Air Balcony from Master BedroombrEnclosed Lanai with Patio DiningbrHeated Resort Pool (shared) brElevator AccessbrTennis CourtsbrExclusive Beach AccessbrProfessional Linen Service, Washer & Dryer, & Complimentary WIFIbrBeach Towels, Beach Chairs, Beach Umbrella, & Beach WagonbrAssigned Parking Space for 1 CarbrbrDetails:brLocated in the beach front community of Sun Plaza West, Liddie's Place is the definition of vacation relaxation.brbrOur spacious condo provides all the comforts of home including a full kitchen for home crafted meals. A Keurig coffee maker and drip coffee maker are both provided. Dine on the enclosed balcony and take in the views. brbrThe master suite includes a plush queen sized bed, an attached bathroom, and opens to a private balcony. The guest room has two twin beds and is conveniently located to the hall bathroom. Your guests will enjoy crisp linens and plush towels provided by our professional linen service. Each bedroom has a TV. A pull-out queen sofa sleeper is in the living room. Everyone will stay connected with complimentary WIFI and the added convenience of a full sized washer and dryer make vacationing a breeze.brbrWhen it's time for the beach, you couldn't be closer! Sun Plaza West offers private beach access for guests. Beach towels, chairs and umbrellas are provided for your day at the beach. Sun in the fun doesn't stop at the beach, Sun Plaza West also has a heated pool and tennis courts for your enjoyment. POOL IS CURRENTLY UNDER REPAIR & UNAVAILABLE FOR USE - 10/25brbrLiddie's Place is centrally located in Holmes Beach and close to everything the island has to offer. The free trolley stops nearby and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches.brbrBedroom 1 - Queen BedbrBedroom 2 - Two Twin BedsbrLiving Room - Queen Sofa SleeperbrbrPlease note:brPets are not permitted in this home.brA Condo Application Fee of $125 is required and is included in your reservation total. We will submit the application on your behalf.brAmenities are subject to change.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.brbrVRC19-000158brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Liddie's Place: Gulf Front Sun Plaza West Condo, Pool, Tennis by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$831.7

Ah, the smell of salt and sand. There's no elixir on this blessed earth like it. brbrOur luxury Anna Maria Island Townhome is situated just 100 steps to the white Gulf sands! Complete with private heated pool, ocean views, and spacious 3,100 square feet of living area, Tropical Sands sets the stage for the perfect Island vacation! brbrSituated perfectly, Tropical Sands is an easy stroll to the grocery store, pharmacy, and the Anna Maria Island shops as well as Manatee Beach Cafe where you can dine casually with your feet in the sand. And with an Island Trolley stop just moments away, the shops, restaurants, and excursions of Pine Avenue, Holmes Beach and Bridge Street are well within reach. brbrTropical Sands is the ultimate in sophisticated relaxation, decorated throughout with the tropical colors of the island. Kick back on the common third floor balcony with seating for 6, or your personal deck off your bedroom. Dine in the poolside lounge area abounding with tropical plantings, or take advantage of the 360-degree views from the main living floor located on the top floor of the 3-story home. The open floor plan is perfect for keeping your group together while preparing a meal in the gourmet kitchen with plenty of room to dine in the formal dining room for 8, seating for 5 at the bar and seating for 4 at the informal game table. With the 65-inch TV with a Blu Ray player and seating for all around the large living room, taking in a movie after your long day of adventures is a breeze. brbrWhen it's time to get your beauty sleep, Tropical Sands doesn't disappoint. The master suite provides a king bed, TV, side seating, Jacuzzi® tub, huge tiled shower and second floor deck overlooking the pool with seating for 4. One each king and queen bedrooms #2 & 3 provide a TV, tiled glass door showers and private deck. The fourth bedroom has two twins that can convert to a king with a Tempur-pedic® topper with tiled glass door shower. Linens provided are all Cuddledown® premium hotel bedding, for a fresh and clean bed every time you stay. brbrCome stay at Tropical Sands and let the smell of the salt sea air and the feel of the powder white sand lull you into ultimate relaxation! brbrKelly & Harvey

Lux Ocean View June 20-27 Discounted $200/Day

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1019.57

Summary:brbrInfinite Views is a stunning waterfront retreat on Tampa Bay featuring 4 king bedrooms, a bunk nook, and 3 baths. Enjoy bay and Sunshine Skyway views, a heated pool, and a deep-water dock. The open-concept interior offers multiple living spaces, a fully stocked kitchen, and elegant comfort throughout. Includes beach chairs, wagon, and umbrella—perfect for relaxing coastal living with unforgettable views. brbrbrbrThe Space:brbr Infinite Views – Waterfront Luxury on Tampa Bay brbr 236 S Harbor Dr, Holmes Beachbrbr✅ VRC #: VRC25-000151brbrbrbrWelcome to Infinite Views, a breathtaking waterfront retreat where luxury meets endless blue horizons. With panoramic views of Tampa Bay and the Sunshine Skyway Bridge from nearly every room, this spacious home is designed for unforgettable coastal living.brbrbrbrStep inside to a bright, open-concept layout featuring multiple living spaces perfect for gathering. The fully stocked kitchen with stainless steel appliances and a 5-burner stove flows seamlessly into the dining and living areas, all framed by stunning water views. Elegant furnishings and expansive windows invite natural light and calming bay breezes throughout the home.brbrbrbrOutside, your private backyard oasis awaits with a heated pool, sun loungers, outdoor dining, and a deep-water dock—ideal for boating, fishing, or simply relaxing by the water. Beach chairs, a wagon, and an umbrella are included for effortless days in the sun.brbrbrbr Highlightsbrbr• Panoramic Tampa Bay & Sunshine Skyway viewsbrbr• Spacious open-concept layout with multiple living areasbrbr• ️ Fully stocked kitchen with stainless steel appliances & 5-burner stovebrbr• Private heated poolbrbr• Deep-water dock with direct bay accessbrbr• Floor-to-ceiling windows showcasing water viewsbrbr• ️ Beach chairs, beach wagon & umbrella providedbrbr• Two-car garagebrbr• Washer & dryerbrbrbrbr Bedrooms & Sleeping Arrangementsbrbr• Primary Suite: King bed, stunning bay views, 65” TV, large walk-in closet, spa-style ensuite with Jacuzzi tub, walk-in shower, double vanity, and private patio accessbrbr• Bedroom 2: King bed with beautiful Tampa Bay viewsbrbr• Bedroom 3: King bed with walk-in closet and shared Jack-and-Jill bathroombrbr• Bedroom 4: King bed, spacious and comfortablebrbr• Bunk Nook: Twin-over-full bunk bed—perfect for kids or extra guestsbrbr• Family Room: Queen sleeper sofabrbrbrbr✨ From sunrise to sunset, Infinite Views delivers unmatched scenery, comfort, and waterfront tranquility—your perfect Florida escape awaits!brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space. ️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 2 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Infinite Views! Heated Pool! Directly on Tampa Bay

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1594.93

Summary:brbr Welcome to Nirvana Sunset Located at 2809 Ave E in Holmes Beach, this luxurious 4BR / 4.5BA retreat features a private pool, infinity spa with barstools, games, and multiple outdoor seating areas. Enjoy an open-concept living space with a chef’s kitchen, dining for 8, 75” TV, balconies, and a stunning rooftop deck with panoramic Gulf views ✨.brbr ️ Bedrooms: 3 King en-suites + 1 Twin-over-twin bunk en-suitebrbr Bathrooms: 4 full + 1 halfbrbrbrbrThe Space:brbr Welcome to Nirvana Sunset ✨brbr 2809 Ave E, Holmes Beachbrbr✅ VRC #: VRC25-000158brbrbrbrNirvana Sunset is a breathtaking 4-bedroom, 4.5-bath luxury coastal retreat designed for comfort, style, and unforgettable Gulf sunsets. From the moment you enter the grand foyer, sliding glass doors draw you straight to the private backyard oasis, complete with a sparkling pool, infinity spa with barstools, cornhole, life-size Connect Four, and multiple seating areas for lounging and entertaining ‍♀️ . Beach towels are thoughtfully provided in the foyer for easy island days ️.brbrbrbrAscend to the main living level and enjoy a bright, open-concept floor plan ideal for gathering. The fully stocked chef’s kitchen features premium GE Monogram appliances, including a six-burner gas cooktop with griddle, double ovens, wine fridge, oversized side-by-side refrigerator, microwave drawer, large sink, and pull-out trash and recycling. An eat-at peninsula with four barstools makes casual dining effortless ☕ . The dining area seats eight, while the living room offers two plush sofas, accent chairs, and a large 75” TV . Step outside to the balcony with a dining table and Adirondack chairs, or take the spiral staircase down to the pool area for seamless indoor-outdoor living .brbrbrbr ️ Bedrooms & Bathrooms ✨brbrPrimary King Suite (3rd Floor)brbrKing bedbrbrEn-suite bathroom with double vanitybrbrLarge walk-in showerbrbrSeparate toilet roombrbrSpacious walk-in closet with custom built-insbrbrPrivate balcony with stunning Gulf viewsbrbrLarge-screen TVbrbrbrbrKing Bedroom En-Suite (3rd Floor)brbrKing bedbrbrEn-suite bathroom with walk-in showerbrbrSingle vanitybrbrLarge-screen TVbrbrbrbrKing Bedroom En-Suite (Main Living Level)brbrKing bedbrbrEn-suite bathroom with walk-in showerbrbrSingle vanitybrbrLarge-screen TVbrbrbrbrBunk Bedroom En-Suite (Main Living Level)brbrTwin-over-twin bunk bedsbrbrEn-suite bathroom with tub/shower combobrbrSingle vanitybrbrLarge-screen TVbrbrbrbrHalf Bathroom (Main Living Level)brbrConveniently located off the kitchen and living areabrbrbrbrA full-size front-load washer and dryer are located on the third floor for added convenience .brbrFinish your day by heading up a half flight of stairs to the rooftop deck, where you’ll find ample seating and jaw-dropping panoramic views of the beach and Gulf—perfect for sunset cocktails and evening relaxation ✨.brbrNirvana Sunset offers the ultimate Holmes Beach escape with luxury, space, and unforgettable views at every turn.brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.brbrbrbrOther Things to Note:brbrFor your convenience, the home includes 6 beach chairs, a beach cart, a beach umbrella, and all the bath towels, beach towels, and linens you'll need—everything ready for a relaxing stay!brbrbrbr4 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.brbrbrbrPlease 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.brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Nirvana Sunset~Across from Beach, Heated Pool/Spa!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1500.67

Summary:brbrSouth Seas is a 6BR/4.5BA luxury home just a 5-minute walk to Holmes Beach ️. Enjoy a private pool with spa and one-of-a-kind balcony waterslide, rooftop deck, shaded lanai with ping pong, and outdoor dining . With two primary suites, kid-friendly bunk rooms, and space to entertain, it’s the perfect Anna Maria Island getaway for families and groups ☀️✨.brbrbrbrThe Space:brbr South Seas – Holmes Beach Luxury Escape ️brbr 307 66th St, Holmes Beachbrbr✅ VRC #: VRC19-000014brbrbrbrWaterslide Pool • Walk to the Beach • Rooftop ViewsbrbrbrbrWelcome to South Seas, a spectacular three-level vacation home just a 5-minute walk to the sugar-white sands of Holmes Beach . This 6-bedroom, 4.5-bath luxury retreat is ideal for families and group getaways, featuring a private pool with an unforgettable balcony waterslide, spa, rooftop deck, and resort-style outdoor living. Located in the heart of Holmes Beach, you’ll be close to island dining, parks, and outdoor adventures—perfect for making lasting Anna Maria Island memories ☀️ .brbrbrbrStart your mornings with a beach walk, then cool off by zipping down the one-of-a-kind waterslide straight into the pool ‍♂️. Unwind in the in-ground spa, relax under the shaded lanai with ping pong, lounge seating, and a TV, or gather for meals in the outdoor dining area. Head upstairs to enjoy breezes and views from the rooftop deck and balconies .brbrbrbrInside, South Seas offers stylish coastal finishes and a bright open layout. The living room includes comfy seating, TV, Wii, and Xbox for family fun . The gourmet kitchen is fully equipped with stainless steel appliances and custom cabinetry, flowing into a formal dining room perfect for shared meals, games, and celebrations ️.brbrbrbrWith two primary suites, multiple king bedrooms, and kid-friendly twin and bunk rooms, this home is thoughtfully designed for comfort, privacy, and fun for all ages ️✨.brbrbrbr✨ Highlights ✨brbrbrbr• ️ 5-minute walk to Holmes Beachbrbr• ️ 6 Bedrooms / 4.5 Bathroomsbrbr• 4 King beds, 2 Twins, 2 Twin bunk bedsbrbr• Private heated pool, spa & epic balcony waterslidebrbr• Poolside lanai with seating & TVbrbr• Ping pong & outdoor diningbrbr• Rooftop deck & balconiesbrbr• Dog friendlybrbr• Washer & dryerbrbr• Parking for 4 vehiclesbrbrbrbr Bedrooms brbrbrbrSecond Floorbrbr• Primary Bedroom: King bed, private balcony, ensuite bath with walk-in showerbrbr• Bedroom 3: King bed, ensuite bath with walk-in showerbrbrbrbrThird Floorbrbr• Second Primary Bedroom: King bed, ensuite bath with walk-in showerbrbr• Bedroom 4: King bedbrbr• Bedroom 5: Two twin bedsbrbr• Bedroom 6: Two twin bunk bedsbrbr(Shared hallway bath with tub/shower combo for upstairs guest rooms)brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa —perfect for relaxing, entertaining, and enjoying your own secluded space.☀️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

South Seas! 2 Story Water Slide~Heated pool/spa

Holmes Beach, Florida, United States

5

Bath

12

Sleeps

Exceptional(3)

$855.98

Summary:brbrCoconuts 118 is a newly renovated Gulf-View 2-bedroom, 2-bath condo steps from Holmes Beach. Enjoy two private balconies, a heated pool, beachfront loungers, BBQ grills, and easy trolley access to Anna Maria Island’s shops and dining. With two king beds, a premium queen sleeper sofa, smart TVs, and a fully equipped kitchen, this owner-managed retreat is perfect for a relaxing beach getaway. ️ ✨brbrbrbrThe Space:brbr Coconuts 118 | Gulf Views • Heated Pool • Steps to Sand ️brbr Holmes Beach, Anna Maria Islandbrbr✅ VRC21-000172brbrbrbrWelcome to Coconuts Gulf View #118, your cheerful newly renovated beachfront escape just steps from the sparkling waters of the Gulf of Mexico ☀️ With sweeping Gulf views, two private balconies, and a heated pool, this 2-bedroom, 2-bath condo is the perfect setting for a relaxing island getaway.brbrbrbrStart your mornings with coffee on your either of your furnished balconies overlooking the water , then take the short walk—less than a minute!—to sink your toes into the soft sands of Holmes Beach. Spend your afternoons lounging poolside, grilling fresh seafood at the BBQ area , or unwinding under the beachfront tiki huts with a good book.brbrbrbrInside, you’ll find a bright, coastal-inspired space designed for comfort. The open layout includes a cozy living area with Roku TV , a dining nook, and a fully stocked kitchen with island seating—perfect for casual meals and late-night snacks. After a day in the sun, retreat to spacious bedrooms with smart TVs for restful evenings.brbrbrbrWith easy access to the free island trolley , exploring Anna Maria Island’s charming shops, restaurants, and attractions couldn’t be easier. Owner managed for a smooth and welcoming experience from start to finish ✨brbrbrbr✨ Highlightsbrbr• ️ Beachfront – less than 1-minute walk to Holmes Beachbrbr• 2 Private furnished balcony with Gulf viewsbrbr• Heated community pool with loungersbrbr• Shared beachfront lounge chairs & tiki tablesbrbr• BBQ grills for island cookoutsbrbr• Smart TVs in living room & bedroomsbrbr• In unit washer & dryerbrbr• 2 parking spotsbrbr• Owner managedbrbrbrbr ️ Bedroomsbrbr• Primary Suite: King bed, balcony access, ensuite bath with walk in shower.brbr• Guest Bedroom: King bedbrbr• Living Room: Premium queen sleeper sofabrbr• Two luggage racks in each bedroom!brbrbrbrTwo full bathrooms provide comfort and convenience for families or friends traveling together.brbrbrbrGuest Access:brbrCoconuts welcomes you with beautifully maintained shared grounds surrounded by lush tropical landscaping ✨ During your stay, enjoy access to the sparkling community swimming pool—perfect for a refreshing dip after a day at the beach ‍♀️☀️. Fire up the convenient propane barbecue grills and savor a relaxed outdoor meal in true island style . Whether you’re lounging poolside or gathering for a sunset cookout, the setting is designed for effortless coastal living.brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 2 vehicles maximum and parking spots are marked with Unit 118. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

Coconuts 118 | Gulf View Heated Pool • Steps to Sand

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$449.5

Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen with Cafe appliances, ample counter space, cook top and oven, extra-large fridge/freezer making meal prep a breeze.br There is also a dry bar in the kitchen area with a coffee bar and cocktail making area. Delight in your delicious island-inspired homemade meals or Anna Maria Island take-out at the indoor or outdoor dining, where you can also enjoy that balmy summer evenings.br br The primary bedroom offers a calming atmosphere perfect for catching up on much-needed sleep and a view of the pool area. The primary bedroom has a walk-in closet; a bathroom which features a walk-in shower. The second bedroom is perfect for another couple and has plenty of closet space for vacation attire and beach necessities. The guest bathroom also has a walk-in shower.br br Relax in your private backyard oasis, where you and your guests can make a splash in the 9' x 12.5' pool with spa features. Catch the sun rays on the comfortable loungers and be surrounded by the tropical landscaping. There is a BBQ grill perfect for grilling locally caught seafood. Explore the beautiful beaches Anna Maria Island offers, swim in the warm turquoise waters, and feel the sugary sand cover your feet. Afterward, browse the fantastic boutiques, coffee shops in Holmes Beach or head to any local restaurants for delicious treats and fresh seafood! Hop on the free trolley and explore the island! Anna Maria Island has many guided tours. Kayak or paddleboard the bay and the calm Gulf of Mexico, where you might even encounter some wildlife!br br Have a larger travel party book West and East to sleep 12 in total.br br HIGHLIGHTSbr br 1304 sq. ft. br Private Pool (9x12.5 ft)br Dog Friendlybr Pool bar with seatingbr Fire pitbr 0.3 mile from beach access br 350 ft. from canal accessbr br BEDROOMSbr br Sleeps 6br Primary Bedroom: Kingbr Second Bedroom: Kingbr Sleeper Sofa: Queenbr br BATHROOMbr br Primary Bathroom: Walk-in Showerbr Second Bathroom: Walk-in Showerbr br EXTERIORbr br After a long day at the beach, head back to 83rd St Villas West and take advantage of its beautiful outdoor scape. Take a dip in the crystal-clear private heated pool. There is a gas grill and outdoor dining spot to enjoy a bite to eat in a beautiful, tropical landscape. Also, loungers and fire pit.br br The pool heat is $100.00 a week. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. br br There are parking spaces for two cars at 83rd St Villas West. Also, a Golf Cart parking space with outlet.br br 83rd St Villa West is a pet friendly property for dogs up to 100 lbs. The non-refundable pet fee is $150.00 per pet and will be charged for each week. The pet fee does not cover any damage caused by the pet.br br Please keep in mind that 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 br VRC: 25-000046br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Kingbr - Queen Sleeperbr - Bathroom 1 Walk-in Showerbr - Bathroom 2 Walk-in Showerbr - Hot Waterbr - Canal Access 350 ftbr - Beach Access 0.3 milesbr - Ground Level Ybr - Central A Cbr - Cental Heatbr - Sqft under a c 1300 sqftbr - Parking Spots 2br - Dogs Any Size Ybr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Ice Makerbr - Stovebr - Cookwarebr - Toasterbr - Blenderbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Garbage disposalbr - Dining Tablebr - Breakfast Barbr - High Speed WIFIbr - TV 1br - TV Streaming Onlybr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Pool Ybr - Pool Dimensions 9ft x 12.5ftbr - Pool Alarmsbr - Sun Loungersbr - Patiobr - Outdoor Diningbr - Propane Grillbr - Fire Pitbr - Beach Amenitiesbr - Game Roombr - Exterior Outletbr - Duncan Emerald Club

83rd St Villas West by Duncan Real Estate

HOLMES BEACH, Florida, United States

Bed

Bath

Sleeps

$217.81

VRC22-000010brbr1BR · 1BA · Sleeps 4 · Beach Across the Street · 1-Min Walk to Gulf · Pet-Friendly (With Approval) · Private Patio · Gas Grill · Beach Chairs & Umbrella · Shared Laundry · 2 Blocks to Publix & Trolley · 1 Parking SpacebrbrBeach access is directly across the street — cross the road and a shaded path leads to the white sand in under a minute. Made in the Shade A is a Holmes Beach vacation rental where guests come back year after year, and where the combination of location, comfort, and easy beach access keeps the calendar consistently booked.brbrThe private patio has a gas grill for evening cookouts and outdoor seating for the mornings before the beach day begins. Beach chairs and an umbrella are provided — grab everything and walk across the street. Shared on-site laundry handles the week's beach clothes.brbrThe bedroom has a king bed. A pullout sleeper sofa in the living room handles two more guests, sleeping four total. One full bathroom. The kitchen is fully equipped for meals at home. High-speed WiFi and cable TV included.brPublix, Walgreens, and the free Anna Maria Island trolley are two blocks away — one of the most walkable positions in Holmes brbrBeach for everyday errands and island exploring without moving the car.brbrPets are welcome with approval — contact IVP before booking with a pet. One parking space included.brbrMade in the Shade A requires a one-week minimum stay.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

Made in Shade A · Beach Across St · Pets OK

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$201.66

VRC22-000022brbr1BR · 1BA · Sleeps 4 · Beach Across the Street · 1-Min Walk to Gulf · Pet-Friendly (With Approval) · Private Patio · Gas Grill · Beach Chairs & Umbrella · Shared Laundry · 2 Blocks to Publix & Trolley · 1 Parking SpacebrbrBeach access is directly across the street — cross the road and a shaded path leads to the white sand in under a minute. Made in the Shade B is a Holmes Beach vacation rental where the location does most of the work. Guests come back year after year — one stayed for 21 days and described the unit as bright, clean, and well-stocked throughout.brbrThe private patio has a gas grill for evening cookouts and outdoor seating for the mornings before the beach day begins. Beach chairs and an umbrella are provided — grab everything and walk across the street. Shared on-site laundry handles the week's beach clothes.brbrThe bedroom has a king bed. A pullout sleeper sofa in the living room handles two more guests, sleeping four total. One full bathroom. The kitchen is fully equipped for meals at home — updated appliances and well-stocked for extended stays. High-speed WiFi and cable TV included.brbrPublix, Walgreens, and the free Anna Maria Island trolley are two blocks away — one of the most walkable positions in Holmes Beach for everyday errands and island exploring without moving the car.brbrPets are welcome with approval — contact IVP before booking with a pet. One parking space included.brbrMade in the Shade B requires a one-week minimum stay.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

Made in Shade B · Beach Across St · Pets OK

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$217.53

Free Shuttle | Mangrove Forest Views | 1/2 Mi to Manatee Public BeachbrbrExperience the perfect blend of waterfront adventure, serene relaxation, and outdoor recreation from this 3-bedroom, 3-bath vacation rental. The Holmes Beach townhome features 2 screened-in lanais with scenic nature views and 2 open-air balconies overlooking the pool. It also offers an unbeatable location within walking distance of shops, restaurants, and Manatee Beach.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 2 twin beds (convertible to 1 king bed) br- Bedroom 3: 1 full bedbrbrSANDY POINTE AMENITIESbr- Outdoor pool (depth 3’-6’), fenced-in pool deck, lounge chairsbr- Free shuttlebrbrOUTDOOR LIVINGbr- 2 screened-in lanais w/ seating, lounge area, dining spacebr- 2 balconies w/ seatingbr- Gas grill (propane provided)br- Beach chairs & towels, beach & pool toys, beach cartbrbrKITCHENbr- Fridge, stove/oven, dishwasher, microwavebr- Cooking basics, dishware/flatwarebr- Drip & Keurig coffee makers (coffee not provided), tea kettle, toasterbr- Paper towels/trash bagsbrbrINDOOR LIVINGbr- Smart TVsbr- Dining table, bar-top seatingbr- Office/vanity spacebr- Board games, booksbrbrGENERALbr- Free WiFi (high speed)br- Linens & towelsbr- Washer & dryer, iron/boardbr- Central air conditioning & heating, ceiling fansbr- Complimentary toiletries, hair dryerbr- Keyless entrybrbrFAQbr- Quiet hours (10:00 PM-6:00 AM)brbrACCESSIBILITYbr- Stairs required to access, multi-level homebrbrPARKINGbr- Garage (1 vehicle)br- Driveway (1 vehicle)brbr-- THE LOCATION --brbr- 0.6 miles to Manatee Public Beachbr- 2 miles to the Bridge Street Pier br- 4 miles to Coquina Beachbr- 10 miles to Manatee Village Historical Park br- 15 miles to Sarasota Bradenton Int’l Airport & 51 miles to Tampa Int’l Airportbrbr-- 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- Please observe quiet hours from 10:00 PM to 6:00 AMbrbrADDITIONAL INFORMATIONbr- This multi-level property requires a flight of interior stairs to access the main level. Although there is a bedroom and full bathroom on the main level, interior stairs are required to access the other upper-level bedrooms

Holmes Beach Condo Near Anna Maria: Pool Access!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$308.51

Welcome to this beautiful home in North Beach Village on Anna Maria Island, where coastal charm and exceptional privacy create a blissful retreat. Experience the quintessential island lifestyle as you are just steps to the gorgeous beaches of Anna Maria Island. Walk to restaurants and local shopping. Beautifully furnished and ready for maximum enjoyment. There is plenty of versatile, accommodating space bestowing three bedrooms and two baths for family, friends or guests. An extension of living space granting the enviable indoor-outdoor experience is found on the expansive second-floor outdoor deck where you can relax and dine alfresco. The accentuated interiors include vaulted ceilings and a spiral staircase to the guest bedrooms, adding flair and style. Optimal storage capacity for vehicles, toys and beach items is afforded in the two-car garage. This single-family home resides in a small complex of only six homes in Paradise Village. Residents and guests value the heated community pool at North Beach Village which is included. There is a short stroll to the public beach and the free island trolly for maximum convenience. This island home makes for the perfect getaway. All new mattresses and living room furniture!

Beach House Anna Maria Island, FL - 1 block to beach!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$431.63

Surf's Up by Anna Maria Life Vacation Rentalsbr214 75th St, Holmes Beach, FL 34217brbrWhat You ll Love About This Home:brLocation! 2 Blocks to the Beach!br4 Bedrooms / 3 Bathroomsbr2 Kings, 1 Queen, 2 TwinsbrPrivate Heated Pool SpabrOutdoor ShowerbrPool LoungersbrGas GrillbrDrip Coffee MakerbrProfessional Linen Service, Washer DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 3 CarsbrbrDetails:brLocated in the heart of Holmes Beach, Surf's Up is 1.5 blocks from the sugar sand beach! You'll be enjoying the shimmering clear waters and in the surf in no time!brbrOur lovely home features a kitchen with counter bar seating for three, dining room with seating for six and a comfortable living room for gathering family and friends. brbrTwo of the four bedrooms features a king-sized bed and ensuite bathrooms. The additional guest bedrooms have a queen bed in one and a set of twin beds in the other. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe sparkling pool and spa highlight the tropically landscaped backyard which is complete with pool loungers and gas grill. brbrSurf's Up is easy walking distance to many shops and restaurants and to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King bed, Ensuite bathroom, TVbrBedroom 2- King bed, Ensuite Bathroom, TVbrBedroom 3 - Queen Bed, TVbrBedroom 4 - Two Twin Beds, TVbrbrPlease note:brPets are not allowed in this home.brAmenities are subject to change.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. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVRC16-000102brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Surfs Up: 2 Blocks to Beach! Private Pool & Spa! by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

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Bath