Vacation Rentals By Owner In Holmes Beach, FL

Serenity NowbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbr*Please note that this home only allows minimum night stays of 30 nights or longer. This is enforced by the HOA and we cannot make any exceptions.brbrCome enjoy this family-friendly condo that puts you right in the heart of the Holmes Beach action! This updated pool-view home boasts room for the whole family, shared pool access, and a seaside location that gives you the beach as your playground. brbrLocated in the quiet, Gulf-front West Winds condo complex just west of Gulf Drive on beautiful Anna Maria Island, you won't have to go far to dive into fun. Stroll seven miles of unspoiled Anna Maria beaches, browse through one of our many unique island shops located nearby, or just do nothing at all while enjoying the famous sunshine on the west coast of Florida. 1 assigned parking space and 1 on-site guest parking space are available, along with free trolley service in the area.brbrThis is the perfect family holiday rental, featuring a large heated pool and nestled right in the sands of the Gulf of Mexico beaches. Enjoy the large screened lanai overlooking the pool with views of the Gulf and beach, or enjoy the sunrise with a cup of coffee from the covered open porch off the master bedroom. With free WiFi, a private washer/dryer, and a DVD player, you'll be able to relax without a worry.brbrThis is the perfect place for a winter holiday retreat, beach rental, or an island escape. Conveniently located, there are so many island activities close by. Once you stay here you will want to return again and again - book your retreat to this Florida condo today!brbrThis property's maximum occupancy is limited to 6 guests. All guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian.brThis property is managed by Vacasa Florida LLC.brHeated Pools may not be available if temperatures drop below 65 degreesbrWe will not be accepting payments for pool heat for the months of May through October.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.brCity of Holmes Beach VRC20-000043brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 2.brbrbrbrDamage 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Seaside family-friendly condo with WiFi, pool & prime location

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$205.75

Starfish Cove, B by AMI Locals brDuplex in Holmes Beach, FLbrVRC21-000189brbrWelcome to Starfish Cove, B, a charming beach-themed retreat in Holmes Beach! This two-bedroom, one-bath vacation home is ideal for small families seeking a cozy, functional escape just minutes from the shoreline. Located on Palm Drive, this home offers easy access to the Anna Maria beaches, local shops on Pine Avenue, and watersports like kayaking and paddle-boarding. Explore nearby ice cream shops and restaurants or simply relax and enjoy the island vibe. Starfish Cove, B promises a memorable beach getaway.brbrHighlights br• 4-minute walk to beaches br• 2 Bedroom / 1 Bathbr• 2 Queen beds, 1 Queen sleeper sofabr• 2-minute walk to trolley stop br• Outdoor beach supplies, wagon, and beach chairs included br• Pet friendly br• Shared washer and dryer br• Shared patio and grill areabr• 2 Parking Spotsbr• Close to local dining, shopping, and water activities brbrStarfish Cove, B invites guests to enjoy a peaceful outdoor setting with a shared patio and grill, perfect for family cookouts or evening relaxation. A shared sunroom offers seating and a dining table for four, while the outdoor closet provides beach gear, chairs, and a wagon for your convenience. brbrStep inside to a bright living room with vibrant coastal decor, plush seating, and a TV for family movie nights. The open layout flows easily into the dining area, where a table for four creates a cozy setting for meals or board games. The fully equipped kitchen features stainless steel appliances, modern cabinetry, and all the cookware needed to prepare everything from snacks to seafood feasts.brbrBoth bedrooms showcase coastal decor and soft linens, creating a restful environment after busy beach days. The primary and second bedrooms each have a queen-sized bed with ample dresser space. The main bathroom includes a relaxing bathtub and a shower combo, ideal for unwinding. brbrRoom Details br• Primary Bedroom: Queen bed br• Second Bedroom: Queen bed br• Living Room: Queen sleeper sofa br• Bathroom: Shower and bathtub combobrbrThis vacation rental includes Wi-Fi, a shared washer and dryer, and parking for two vehicles. Beach chairs and a wagon are provided to make your beach days effortless, and the home’s location near the AMI trolley ensures easy travel around the island. brbrWhether you’re strolling to Holmes Beach, hopping on the trolley to Pine Avenue or Bridge Street, or relaxing on the patio, Starfish Cove, B offers the perfect setting for your next island getaway. Traveling with a larger group Rent both Starfish Cove, A and B together to enjoy more space while keeping everyone close. Book your stay today and start making unforgettable memories on Anna Maria Island!brbrbr-brThis home is managed by AMI Locals, an Anna Maria Island property management company. br brWith host approval before check-in, this property accepts pets. An additional pet fee will apply. See our AMI Locals Rental Policies for full details.br br1 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. br brWe 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. Please 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.

Family Friendly Home, 4 mins to Beach! - Starfish Cove, B

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$178.0

Starfish Cove, A by AMI Locals brVRC17-000165brbrWelcome to Starfish Cove, A, a charming coastal retreat in Holmes Beach! This two-bedroom, one-bath vacation home offers the perfect romantic getaway for couples and small families. Just a four-minute stroll to the stunning Gulf beaches, this dog-friendly home is ideally situated near local attractions such as Pine Avenue shops, cafes, and scenic Bridge Street. Whether you're seeking relaxing beach days, exploring Anna Maria Island’s vibrant scene, or enjoying outdoor dining, Starfish Cove, A provides a serene and stylish base for your Florida vacation.brbrHighlights br• 4-minute walk to beachbr• 2 Bedrooms/ 1 Bathroombr• 1 Queen, 1 Full bedbr• 2-minute walk to trolley stop br• Dog friendly with an additional fee br• Beach chairs, wagon, and supplies provided br• Shared outdoor patio with grillbr• Shared Washer and dryerbr• Near shopping, dining, and entertainmentbrbrGuests at Starfish Cove, A are invited to enjoy a peaceful outdoor setting with a shared patio and grilling area, perfect for evening cookouts under the Florida sky. A shared sunroom offers comfortable seating and a dining table for four, creating a versatile space to relax with a good book, enjoy a meal, or chat with your travel companions. An outdoor storage closet is fully stocked with beach gear, including chairs and a wagon, making your beach days effortless and enjoyable.brbrStep inside to a welcoming living space thoughtfully decorated with coastal-inspired accents and cozy furnishings. The living room includes a TV for movie nights, while the adjacent dining table provides a bright space for meals or board games. The fully equipped kitchen features stainless steel appliances, a Keurig coffee maker, and a toaster oven, giving you everything you need to prepare your favorite dishes and start each morning with fresh coffee.brbrThe primary bedroom includes a queen bed, soft linens, and ample storage, creating a restful sanctuary for guests. The second bedroom offers a full bed, making it perfect for additional guests or children. Both rooms include charming coastal décor to enhance the island atmosphere. The shared bathroom is equipped with a shower and tub combination, offering both convenience and comfort.brbrRoom Details br• Primary Bedroom: Queen bedbr• Second Bedroom: Full bed br• Bathroom: Shower/tub combo, vanity with storage brbrStarfish Cove, A provides everything needed for a seamless stay, including Wi-Fi, TVs, a shared washer and dryer, and parking for two vehicles. The property’s dog-friendly policy (with host approval) ensures your four-legged family members can join the fun. With its central location near Holmes Beach, restaurants, and attractions, this home is perfect for guests who want both relaxation and easy access to island highlights.brbrWhether you’re lounging on Holmes Beach, hopping on the trolley for island exploration, or grilling dinner on the shared patio, Starfish Cove, A offers the perfect blend of charm and convenience. Book your stay today and start making unforgettable Anna Maria Island memories!brbrbr-brThis home is managed by AMI Locals, an Anna Maria Island property management company. br brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. br br1 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. br brWe 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. Please see our AMI Locals Rental Policies for full details. br brPlease 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.

Dog-Friendly Home! 4 mins to the Beach - Starfish Cove, A

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$460.0

Welcome to Kiwi Cabana! A 2 bed/2 bath, totally private half duplex with a large heated pool in the heart of Holmes Beach.brbr*Features include* brbr* Completely renovated ground level home br* Private heated pool br* Spacious tropical back patio br* Outdoor dining table and umbrella br* Chaise loungers br* Propane grill br* Short walk to the beach br* Washer & Dryer br* Beach chairs, umbrella, and cart br* Small dog friendly!brbrWelcome to the all-new Kiwi Cabana! This 2 bedroom, 2 bathroom private half-duplex has undergone a complete top-to-bottom renovation - brand new everything for Fall 2025. Thoughtfully designed for comfort and style, this ground-level island retreat is perfect for up to 6 guests.brbrStep inside and you’ll be greeted by a bright, open living area with super-comfy oversized furniture. It's the perfect spot to kick back and relax after a day at the beach. The fully updated kitchen, fresh interiors, and all-new furnishings create a relaxing, modern island vibe you’ll love coming home to.brbrThe primary bedroom offers a comfortable retreat with its own ensuite bath and TV, while the second bedroom is designed with families in mind, featuring two twin beds each with pullout trundles - perfect for kids. A second full bathroom with a shower/tub combination is conveniently located off the hallway. The living room also includes a pullout sofa, giving everyone plenty of comfortable sleeping arrangements.brbrOutside, your private fenced yard is a tropical oasis with lush landscaping, a large heated pool, and plenty of loungers for soaking up the sun. Enjoy al fresco dining under the umbrella after grilling on the propane BBQ, or simply unwind with evening cocktails by the pool.brbrLocated in the heart of Holmes Beach, Kiwi Cabana is just a short stroll to the sugar-soft sands and famous sunsets of Anna Maria Island. You’ll also be within walking distance of local favorites like The Feast, Ugly Grouper, Island Creamery, Hurricane Hanks, and more.brbrIf you need space for a larger group of friends or family we are happy to offer Kiwi Cabana in combination with Key Lime Cottage, which is the other side of this duplex. When rented together the entire property sleeps 12. brbrPET POLICY: brbrWe are DOG FRIENDLY! At this home a fee of $150 + tax is required in advance for each dog you are bringing. brbr2 pets maximum unless granted an exception. Weight limit of 25 lbs maximum per pet. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL INFORMATION brbrWe generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you! brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay. brbrAnna Maria island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrVRC16-000150brbrThis home provides off-street parking for up to 2 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.

Kiwi Cabana by Beach Boutique Rentals

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$274.76

Salty Soul by Anna Maria Island Accommodations brbrWelcome to Salty Soul, your family’s canal-front island escape located in beautiful Holmes Beach on Anna Maria Island! With two spacious bedrooms, two ensuite bathrooms, and a private dock, this charming single-level retreat is perfect for families or small groups looking to enjoy sunshine, serenity, and Gulf adventures. Just a 12-minute walk from the beach and close to parks, restaurants, and shops, Salty Soul offers the perfect combination of comfort, location, and island charm! brbrHighlights br• Canal-front home with Private Dock br• 2 Bedrooms / 2 Bathrooms br• 2 King beds br• 12-minute walk to the beach br• 2 kayaks included br• Outdoor dining and lounge seating br• BBQ grill & beach gear (chairs + cart) br• Dog friendly br• Washer and dryer br• 4-minute walk to the free AMI trolley stop br• 2 Parking spots brbrSoak up island life from your canal-front patio, complete with a dining table, cozy wicker chairs, and a peaceful waterfront view. Enjoy your morning coffee at sunrise or gather for dinner after a day at the beach. The private dock is ideal for fishing or launching a kayak (two provided!), while the beach cart and chairs make it easy to take your adventure to the nearby white-sand Gulf shores. brbrInside, Salty Soul features a bright and welcoming layout with chic coastal decor and thoughtful touches throughout. The comfortable leather sectional sofa in the living room is perfect for movie nights or quiet reading time. The kitchen includes all your cooking essentials including a refrigerator, oven, stove, Keurig coffee maker, toaster, dishwasher, and a microwave, making it easy to prepare home-cooked meals for the whole family. Share meals at the adjoining dining area and enjoy quality time together in this cozy, family-friendly space. brbrEnter the bright and coastal primary suite with a luxurious king bed and an en-suite bathroom with dual vanity and a walk-in shower. The second bedroom features a beautiful king bed and ensuite bathroom with a walk-in shower. brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroom with walk-in shower br• Second Bedroom: King bed, ensuite bathroom with walk-in shower brbrWhether you're fishing off the dock, paddling through the canals, lounging on the beach, or exploring Holmes Beach and nearby Bridge Street, Salty Soul is the perfect home base for your next vacation. With everything you need for outdoor fun, this canal-side gem invites you to relax, explore, and make memories. brbrBook your stay at Salty Soul today and experience the best of Anna Maria Island. br brbr- brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrThis property has an active Ring doorbell at the main entrance. brbrBikes are for owner use only. 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 Island Accommodations Rental Policies for full details. brbr2 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. 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 Island Accommodations 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.

Villa

Canal-Front Home with Dock and Walk to Beach

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$397.06

Villa La Esperanza 201 – Holmes Beach 201 & 203 are two neighboring yet fully private cottages, each with its own separate entrance on a different street. Both villas offer exclusive access to a private, heated pool—perfect for unwinding after a day at the beach.brbrLooking to stay close to friends or family A discreet gate at the far end of the patio allows optional access between the two homes, offering the perfect balance of connection and privacy.

Villa La Esperanza-201 Holmes Beach

Holmes Beach, Florida, United States

3

Bed

3

Bath

6

Sleeps

$284.49

This is a privately owned side by side property, nothing is shared . Private driveway/ garage / Pool and fenced in back yard.br Home away from home, cozy and comfortable Beach house. A 5 minute walk to the beach and shops. Very quite neighbor hood.br New elevated house with private heated pool, and fenced in yard, with a large swing.brKing bed in the master bedroom with its own bathroom ,queen bed in the second bedroom, and two twin beds in the third bedroom . Second bathroom located in the hallway between the other 2 bedrooms. Wood floors through out the house Full kitchen with granite counter tops and stain steel appliance & Espresso , cappuccino machine. All bedrooms have flat screen Tv . Internet acess and cable. Sliding door to the outside deck and stairs to the downstairs area by the pool. Out side shower with hot/cold water for that after the beach rinse. Large pool with Tiki style umbrella and seating in the pool. BBQ , table, chairs, lounge chairs for a relaxing time by the pool.There is also a TV by the pool for your enjoyment. There are plenty of beach chairs and accessories for the beach and a Ping Pong table in the garage with a door to the pool area. There is a free trolly by the beach access that will take you from one end to the other of Anna Maria Island There are plenty of great restaurants, bars and shops in a walking distance. you will fall in love with Holmes beach just like we did, come and stay at our Beach house for a wonderfull vacation ever.brEarly check in will be $50 an hour extra.

Beach pool House Family Vacation Home.

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$285.14

The location is perfectly situated in the middle of the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.brbrCome enjoy our heated salt water pool in an oasis of palm trees and native tropical flora. Ohana Beach Resort features amenities for the perfect vacation including:brbr● Beach Cartbr● Tommy Bahama Beach Chairs with backpack and built in coolerbr● Sand Free Beach Towelsbr● BBQ Grill and outdoor furniture for eating and loungingbr● Fully stocked kitchens including Keurig Coffee machines and Ninja Blendersbr● Brand new appliancesbr● Brand new mattressesbr● Starter toiletry and cleaning kitbr● Luxury sheetsbr● Sound machinebr● Porta crib and high chair (upon request)br● New laundry facility with washer + dryerbrbrWe also offer LED High-Definition Smart TVs, free nationwide phone calling, and high-speed 450 MBpS WiFi Internet download. brbrUnit C is a 700 sq ft 2 bedroom, 1 bathroom unit featuring a king bed and bathroom on the main level and a queen bed in the bedroom upstairs.brbrPlanning a vacation for multiple families This triplex is perfect for hosting large groups of up to 13 people. Contact us to learn more.brbr5 folks • Ohana Beach Retreat - Unit C - https://www.Vrbo.com/3774461 dateless=truebrbr5 folks • Ohana Beach Retreat - Unit B - https://www.Vrbo.com/3774456 dateless=truebrbr3 folks • Ohana Beach Retreat - Unit A - https://www.Vrbo.com/3774458 dateless=truebrbrCity of Holmes Beach Registration VRC22-000021brbrHolmes Beach Minimum stay requirements = 7 nightsbrbrHolmes Beach Occupancy requirements = 5 guestsbrbrHolmes Beach Number of on-site parking spaces = 2brbrHolmes Beach Noise ordinance information = 10 pm to 8 am quiet timebrbrRegards,brbrRex & Michele GeisslerbrCastle Rock, Colorado

AMI Ohana Beach Resort C with fabulous salt pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$202.57

The location is perfectly situated in the middle of the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.brbrCome enjoy our heated salt water pool in an oasis of palm trees and native tropical flora. Ohana Beach Resort features amenities for the perfect vacation including:brbr● Beach Cartbr● Tommy Bahama Beach Chairs with backpack and built in coolerbr● Sand Free Beach Towelsbr● BBQ Grill and outdoor furniture for eating and loungingbr● Fully stocked kitchens including Keurig Coffee machines and Ninja Blendersbr● Brand new appliancesbr● Brand new mattressesbr● Starter toiletry and cleaning kitbr● Luxury sheetsbr● Sound machinebr● Porta crib and high chair (upon request)br● New laundry facility with washer + dryerbrbrWe also offer LED High-Definition Smart TVs, free nationwide phone calling, and high-speed 450 MBpS WiFi Internet download. brbrThis unit is a 600 sq ft Studio with a queen murphy bed and a sleeper chair. This unit has a large living space and sleeps 2-3 people.brbrPlanning a vacation for multiple families This triplex is perfect for hosting large groups of up to 13 people. Contact us to learn more.brbr5 folks • Ohana Beach Retreat - Unit C - https://www.Vrbo.com/3774461 dateless=truebrbr5 folks • Ohana Beach Retreat - Unit B - https://www.Vrbo.com/3774456 dateless=truebrbr3 folks • Ohana Beach Retreat - Unit A - https://www.Vrbo.com/3774458 dateless=truebrbrCity of Holmes Beach Registration VRC22-000018brbrHolmes Beach Minimum stay requirements = 7 nightsbrbrHolmes Beach Occupancy requirements = 3 guestsbrbrHolmes Beach Number of on-site parking spaces = 1 brbrHolmes Beach Noise ordinance information = 10 pm to 8 am quiet timebrbrRegards,brRex & Michele GeisslerbrGolden, Colorado

AMI Ohana Beach Resort A with fabulous salt pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$306.14

The location is perfectly situated in the middle of the island with quick access to the beach (3-minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated saltwater pool in an oasis of palm trees.brbrCome enjoy our heated saltwater pool in an oasis of palm trees and native tropical flora. Ohana Beach Resort features amenities for the perfect vacation including:brbr● Beach Cartbr● Tommy Bahama Beach Chairs with backpack and built in coolerbr● Sand Free Beach Towelsbr● BBQ Grill and outdoor furniture for eating and loungingbr● Fully stocked kitchens including Keurig Coffee machines and Ninja Blendersbr● Brand new appliancesbr● Brand new mattressesbr● Starter toiletry and cleaning kitbr● Luxury sheetsbr● Sound machinebr● Porta crib and high chair (upon request)br● New laundry facility with washer + dryerbrbrWe also offer LED High- Definition Smart TVs, free nationwide phone calling, and high-speed 450 MBpS WiFi Internet download.brbrUnit B is a 700 sq ft 2 bedroom (one king and one queen), 1 bathroom unit featuring a sleeper chair and sleeps 5 people. Both bedrooms and bathroom are upstairs.brbrPlanning a vacation for multiple families This triplex is perfect for hosting large groups of up to 13 people. Contact us to learn more.brbr5 folks • Ohana Beach Retreat - Unit C - https://www.Vrbo.com/3774461 dateless=truebrbr5 folks • Ohana Beach Retreat - Unit B - https://www.Vrbo.com/3774456 dateless=truebrbr3 folks • Ohana Beach Retreat - Unit A - https://www.Vrbo.com/3774458 dateless=truebrbrCity of Holmes Beach Registration VRC22-000019brbrHolmes Beach Minimum stay requirements = 7 nightsbrbrHolmes Beach Occupancy requirements = 5 guestsbrbrHolmes Beach Number of on-site parking spaces = 2brbrHolmes Beach Noise ordinance information = 10 pm to 8 am quiet timebrbrRegards,brbrRex & Michele GeisslerbrCastle Rock, Colorado

AMI Ohana Beach Resort B with fabulous salt pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$246.72

Find everything you need for a fun and memorable beach getaway at this three-bedroom Holmes Beach rental! You'll have a screened, furnished lanai, a front-facing balcony, a newly remodeled full kitchen, new furnishings and a community pool surrounded by beautiful tropical foliage.brbrThis rental is located just north of the Holmes Beach town center, and only a block from miles of beautiful, sugar-sanded Gulf of Mexico beaches. Hop aboard the free Anna Maria Island trolley on nearby Gulf Drive and take it into town for great dining, shopping, and a little nightlife. You'll find additional restaurants and bars on Marina Drive, about a half-mile east of your rental, and you'll have access to a two-car garage if you'd like to explore farther afield.brbrBack at your home away from home, discover great amenities, comfort, and relaxation within the quiet North Beach Village community. Get online and plan out your days with the free WiFi, or kick back and watch your favorite shows or movies on the flatscreen cable TVs. In the kitchen, you'll find all the basics for creating meals during your stay. Enjoy them out on the screened lanai while surrounded by rustling palms, then head over to the heated community pool for a swim!brbrFor the perfect Anna Maria Island vacation, reserve this charming condo today!brbrVRC16-000892 - Local ordinances require guest stays of at least 7 nights. brbrParking for 3 compact Vehicles- garage and driveway parking available. brbrPlease note that pets are not allowed in this rental.brbrNoise Notice as required by The City of Holmes Beach:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

AMI Moana Villa 3-minute walk to the beach plus heated pool, grill, beach gear

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$224.38

Delightful private fully furnished one bedroom apartment on second floor of old Florida house located less than 100 feet from access to the white sand beach on the Gulf of Mexico. The spacious master bedroom is light and airy with windows allowing a peak at the Gulf of Mexico. There is a separate dressing area connected to the bedroom with a dressing table and two closets. The living room is paneled in old cypress with exceptional light from five windows, which overlook a natural landscape and provide a partial view of the water. The galley style kitchen is small but well-equipped and accesses a small pantry. The bathroom has a tiled shower and charming vintage washbasin. A bistro table on the deck outside the living room is ideal for outdoor dining while viewing the surrounding lush landscape and Gulf waters.brAmenities include flat screen wall HD TV, oriental rugs over beautiful oak hardwood floors in the bedroom, WiFi, central heat and air, sunscreen shades in the living room and bedroom, a bedroom ceiling fan. You will enjoy the convenience of your own washer and dryer. A carport will protect your car from the Florida sun, and bikes may be provided on request to cycle around the island. Linens, kitchen ware, a coffee maker, iron and ironing board and a vacuum are provided. The furniture combines wicker and light solid wood pieces arranged for casual comfort. The living room sofa is long enough to accommodate an occasional overnight guest. A cushioned corner window seat in the living room is surrounded by windows on two sides. brAnna Maria Island has wonderful shops and unique boutiques. There are restaurants for all tastes ranging from coffee bars to 5-star restaurants, all within easy distance driving, walking or biking. brCaptain's Quarters is in a home located in a residential neighborhood. All guests are asked to be good neighbors and maintain noise to a respectful level during day and night. Excessive and/or unreasonable noise can deprive neighbors of peaceful enjoyment of their property.

Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$560.28

Tidal Daze by AMI Locals brVRC22-000087 brbrWelcome to Tidal Daze! This four-bedroom, three and a half bath Anna Maria Island retreat is just a two minute walk to the soft sands of Holmes Beach. With a private pool, putting green, outdoor games, and multiple lounge areas, this home was designed for family fun and relaxation. Whether you’re soaking up the sun, hosting a backyard BBQ, or exploring the island by free trolley, Tidal Daze sets the stage for an unforgettable Gulf Coast getaway. brbrHighlights br-2-minute walk to Holmes Beach br-4 Bedrooms / 3.5 Bathrooms br-2 Kings, 1 Queen, 1 Full over Full bunk br-Private heated pool br-Putting green and cornhole br-Outdoor living and dining area with TV br-Two living rooms br-Washer and dryer br-Convenient location near shops, dining, and trolley stop br-4 Parking Spaces brbrStep outside to your private backyard oasis, where endless entertainment awaits. Practice your short game on the putting green, challenge friends to cornhole, or lounge by the sparkling pool. The covered patio is complete with a dining table, BBQ grill, and a huge 72” outdoor TV, perfect for game days or family movie nights under the stars. Multiple sun and shade seating areas make this backyard ideal for relaxation. brbrInside, the home blends comfort with coastal style. The first floor living space features cozy seating, a large TV, bean bag chairs, beverage cooler, Keurig, board games, and a microwave for easy movie-night snacks. Upstairs, a second living room opens to the dining area with a custom built table and a fully equipped kitchen with stainless steel appliances and a butler’s pantry that includes a washer and dryer. Guests will love browsing the collection of books, board games, and vintage records for extra downtime fun. brbrEach bedroom is professionally decorated with premium bedding, TVs, and plenty of storage. The primary suite is a true retreat, featuring a king bed, balcony access, and a luxurious ensuite bathroom with a double vanity, walk-in shower, and soaking tub. Two additional bedrooms offer balcony or backyard access, and the bunk room, with a full over full bunk bed, is perfect for kids or extra guests. This home includes three full bathrooms plus a half bath to ensure everyone in your group will have plenty of space. brbrRoom Details br-Primary Bedroom, 2nd floor: King bed, balcony access, ensuite bathroom with walk-in shower, soaking tub, and double vanity br-Second Bedroom, 2nd floor: King bed, balcony access br-Third Bedroom, 1st floor: Queen bed, backyard access br-Fourth Bedroom, 1st floor: Full-over-Full bunk bed brbrTidal Daze offers the ultimate combination of relaxation and recreation, just steps from the beach. From the private pool and putting green to the multiple living spaces and luxury finishes, this home is ideal for family vacations, couples’ getaways, or trips. Book your stay today with AMI Locals and make lasting memories on beautiful Anna Maria Island! br br- brThere are no pets allowed in this home. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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.

Tidal Daze! Pool, Putting Green and Beach Walk!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1062.05

Coconuts Beachfront #112 by AMI Locals brVRC21-000175 br brYour dream beach vacation starts at Coconuts Beachfront #112, a stunning second-floor condo offering direct beach views from your private balcony! This one-bedroom, one-bath home provides easy access to pristine beaches, a shared pool with ample lounge chairs, and a scenic outdoor space perfect for relaxing, dining, and sunset watching. Located just minutes from the Anna Maria Island trolley stop and nearby shops and waterfront restaurants, this condo delivers comfort, convenience, and the best of island life! br brHighlights br• Beachfront br• Direct access to Holmes Beach br• 1 Bedroom / 1 Bath br• 1 King bed, 1 queen sleeper sofa br• Beach facing balcony br• Beachfront loungers br• Community Pool br• Short trolley ride or walk to local shops and dining br• Washer and dryer br• 1 parking space br brRelax outdoors on your large balcony with sweeping ocean views. Take in the island breeze, watch the sunset, or dip into the shared pool, all just steps from the beach. The nearby trolley stop makes exploring Anna Maria’s seven-mile stretch simple and fun, with visits to AMI beaches, waterfront restaurants, and boutique shops. brbrStep inside this coastal retreat and enjoy a bright, inviting living space decorated with a beautiful ocean theme. The new sofa and wicker chairs create a relaxing atmosphere, while the fully stocked kitchen with a countertop ice maker, coffee maker, and drink fridge makes mealtime fun and easy. The dining table for four offers a cozy spot to enjoy meals together, all overlooking the water. br brUnwind in the primary bedroom, styled with chic furnishings and soft linens, with a luxurious king bed, a TV, and classic beach decor that will bring a smile to your face. The hall bathroom features a walk-in shower adorned with stunning blue tile, perfect for quick refreshes. A sofa bed in the living room offers extra sleeping space for additional guests. brbrRoom Details br• Primary Bedroom: King bed br• Living Room: Queen sofa sleeper brbrThis complex provides an assigned parking spot and a coin-operated laundry facility, for ease during your stay. br brBook Coconuts Beachfront #112 today and enjoy a luxurious, scenic beachside retreat. With stunning water vistas, outdoor amenities, and a prime location near beaches, shops, and dining, this condo offers everything you need for an unforgettable Anna Maria Island vacation. Reserve your dates 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 1 Bedroom Condo with Beach Facing Balcony and Pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$285.35

***Updated Photos July 2025***brStep into your own private paradise at this beautifully renovated 3-bedroom, 2-bath getaway, featuring a bonus Den and a 2-car garage—all conveniently on one level. Recently renovated in 2025, the home offers fresh, modern finishes throughout while maintaining a warm and welcoming feel.brbrThe open-concept living area is perfect for gathering with family and friends, with plenty of space to relax and unwind. Step outside to the spacious backyard, where a large 36' x 18' heated lagoon-style pool with a tranquil multi-step waterfall invites you to enjoy sunny days and laid-back evenings. Whether you're lounging poolside or firing up the grill, this home makes outdoor living easy and comfortable.brbrAnd when it comes to location, it’s hard to beat! Just a short stroll to the Gulf beach, with local shops, restaurants, and bars all close by. The island’s free trolley stops nearby too, making it a breeze to explore everything Anna Maria Island has to offer.brbrHome Layout (Ground/Main Living Level):brBedroom 1: King master with TV and ensuite bathroom with walk-in showerbrBedroom 2: King with TVbrBedroom 3: Two twin beds with TVbrBonus Room (Den): King with TVbrShared hall bathroom with walk-in showerbrbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 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.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.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.brbrVRC20-000271

Paradise Palms: Paradise Awaits, Heated Pool, Perfect Location!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$354.82

Newly remodeled. Beautiful turquoise Gulf of Mexico waters, 7 miles of white sand beach, your own private balcony overlooking the beach and the water! This condo boasts a king- sized master bedroom with view of the Gulf. XL twins in the guest room with adjacent bath. Undercover parking, LARGE heated pool with new paver deck, 42' HD flat screen television. Wi-fi Internet service, washer/dryer, full kitchen and close to all of the conveniences: shopping and great restaurants and the free trolley run up and down the island. Walk 40 steps to beach!

Gulf Sands 103, 2B/2B Beachfront condo on Anna Maria Island!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$984.39

Welcome to The Colony, a stunning vacation rental on Anna Maria Island, designed to capture the essence of Palm Beach living. This spacious 4-bedroom, 4.5-bathroom house features elegant decor and modern amenities. Step outside to discover a beautiful backyard oasis, complete with a large pool, hot tub, and a well-appointed patio that invites relaxation. Just a 5 minute walk to the pristine beaches of AMI, The Colony is perfectly situated in charming Holmes Beach for an unforgettable getaway.brbrHighlightsbr• 7-minute Walk to Manatee Beachbr• 4 Bedroom / 4.5 Bathbr• 3 Kings, 2 Twin Bedsbr• Resort-style heated pool and hot tubbr• Rooftop deckbr• Ping pong table and outdoor gamesbr• Dog-friendly (with prior approval and additional fee)br• Outdoor dining and lounge spacesbr• Close to Holmes Beach Towne Center for shops, waterfront dining, and local water adventuresbr• 4 Parking SpacesbrbrStep inside this luxurious home and feel the vacation vibe instantly. The main living space features plush sofas, a large TV, and elegant coastal decor, ideal for relaxing or family movie nights. The fully stocked kitchen boasts new appliances, a large center island with high-top seating, and a formal dining table overlooking lush palms and the balcony. Large windows flood the interior with natural light and tropical views.brbrThe primary suite is a serene retreat, equipped with a king-sized bed, private patio, and a spa-like ensuite with a walk-in shower and a separate tub, perfect for unwinding after a day of water activities. The second and third bedrooms each feature king beds, tropical decor, and ensuite bathrooms with walk-in showers. The bright fourth bedroom offers two twin beds, ideal for kids or additional guests, with a dedicated ensuite bathroom featuring a beautiful tiled walk-in shower. A hall bathroom with a walk-in shower serves the rest of the home, and the laundry room adds convenience for extended stays.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite with walk-in shower and tubbr• Second Bedroom: King bed, ensuite with walk-in showerbr• Third Bedroom: King bed, ensuite with walk-in showerbr• Fourth Bedroom: Two twin beds, ensuite with walk-in showerbrbrRelax outdoors in your tropically landscaped backyard, featuring a private pool, hot tub, lounge chairs, and shaded patio. Dine al fresco under the shaded canopy, fire up the BBQ, or enjoy fun games like ping pong with friends. The rooftop deck provides sweeping bay views, perfect for sunset cocktails or sunrise mornings over the water. With the beach, shops, and water activities nearby, every day promises new adventures and relaxing moments.brbrBook The Colony today and enjoy a luxurious, fun-filled getaway on Anna Maria Island. Whether lounging poolside, exploring the Gulf beaches, or fishing from the historic pier, this estate has everything you need for a memorable vacation!brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

NEW Beach House! Hot tub and Heated pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$740.72

3BR · 3BA · Sleeps 6 · Direct Beachfront · Jacuzzi · Elevator · Pool & Gulf Balcony · Two King Beds · Twin Room · Granite Kitchen · Covered Parking · No Grills PermittedbrbrDirect beachfront in Holmes Beach with an elevator, a Jacuzzi, and a balcony that overlooks both the pool and the Gulf. LaPlage Unit #3 is an upper-level condo where the beach is steps from the door and the building amenities are the strongest in the complex.brbrThe balcony has a dining area and faces the pool and Gulf — the right spot for morning coffee and evening drinks without leaving the unit. The heated pool and Jacuzzi are shared among complex guests and consistently well-maintained within tropical landscaping. The elevator means arrivals, departures, and grocery runs require no stair coordination.brbrInside, the open-concept living area connects naturally to the kitchen and the balcony beyond. The granite kitchen has stainless steel appliances and is fully equipped for a week of meals at home. Three bedrooms sleep six. The master suite has a king bed, walk-in closet, and en-suite bathroom. The second bedroom has a king bed with en-suite bathroom. The third bedroom has twin beds — the right configuration for families with kids or guests who prefer their own beds. Two full bathrooms throughout.brbrSmart TVs in all rooms. High-speed WiFi. Covered parking included.brbrPlease note: no grills are permitted on the property. No smoking.brbrLaPlage Unit #3 requires a one-week minimum stay. 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

LaPlage 3 · Beachfront · Pool · Elevator

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$463.62