Vacation Rentals By Owner In Holmes Beach, FL

VRC16-000555brbr3BR · 2BA · Sleeps 6 · 71 Steps to Gulf · 2025 Updates · Two King Beds · Twin Room · Heated Pool · On-Site Laundry · Free Trolley · Walk to PublixbrbrSeventy-one steps from the front door to the Gulf. Palm Cay 5 is a Holmes Beach vacation rental updated in 2025 with a new kitchen, upgraded bathrooms, and fresh furnishings throughout. The beach is right there.brbrThe townhome sleeps six across three bedrooms. The primary suite has a king bed. The second bedroom has a king bed. The third bedroom has two twin beds — the right configuration for families with kids or two guests who need their own space. Two full bathrooms throughout.brbrThe kitchen has new appliances, sleek countertops, and everything needed for full meals at home. The open-concept living area connects naturally to the dining space. High-speed WiFi included.brbrThe complex has a large heated pool just steps from the unit and on-site coin laundry for the week's beach clothes. The free brAnna Maria Island trolley stops nearby. Publix and local restaurants are within easy walking distance.brbrPalm Cay 5 requires a one-week minimum stay with parking for two vehicles. 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

71 Steps to Beach · 2025 Updates

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$210.91

VRC19-000217brbr2BR · 2BA · Sleeps 6 · Fall 2023 Renovation · Private Lanai · Pool & Mangrove Views · King Bed · Two Twins · Sleeper Sofa · Two Covered Parking Spaces · Washer/Dryer in Unit · 12-Min Walk to GulfbrbrUnder new ownership, Cove at Sandy Pointe 208 was renovated in Fall 2023 — new floors, furniture, small kitchen appliances, and updated décor throughout. The result is a well-configured two-bedroom condo that feels current without losing the relaxed character that makes this complex work.brbrThe private lanai overlooks both the heated pool and the mangrove preserve — two views in one outdoor space. Morning coffee here with the pool quiet below and the mangroves beyond is one of those details that ends up in guest reviews. The pool is large, heated, and available year-round.brbrInside, the unit sleeps six across two bedrooms and the living room. The master has a king bed with an en-suite bathroom. The guest bedroom has two twin beds with ample closet space and ceiling fans. The living room sleeper sofa handles the remaining guests. Smart TVs in both bedrooms and the living room. High-speed WiFi throughout.brbrThe kitchen is fully stocked for a week of meals at home. The washer and dryer is located in the kitchen — compact and convenient, worth knowing before arrival. A private storage room in the parking garage holds beach chairs, umbrella, beach wagon — grab everything on the way to the water and roll it back when you're done.brbrThe Gulf beach is a 12-minute walk or 4-minute drive. The free Anna Maria Island trolley stops nearby — car-free island exploration is genuinely possible. Two designated covered parking spaces are included for guests who drive.brbrCove at Sandy Pointe 208 requires a one-week minimum stay with parking for two vehicles. 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

Cove 208 · Renovated 2023 · Pool & Mangrove

Holmes Beach, Florida, United States

Bed

Bath

6

Sleeps

$1227.82

VRC16-000512brbr4BR · 3.5BA · Sleeps 8 · Private Beach · Heated Pool · Outdoor Kitchen · Rooftop Deck · Media Room · Gulf Front · Dead-End StreetbrbrA heated pool with a shallow end for the kids and a built-in table for the adults. An outdoor kitchen with a full-size grill, refrigerator, sink, and flat-screen TV. A rooftop observation deck with unobstructed views from the Gulf of Mexico to the Intracoastal Waterway. And not a neighbor in sight from the water — because Absolutely Perfect sits at the end of a quiet dead-end street in Holmes Beach, where the only thing between you and the Gulf is your own stretch of sand.brThis is what a Gulf-front home on Anna Maria Island is supposed to feel like.brbrThe main living level opens onto the beach through floor-to-ceiling glass, with a gourmet kitchen featuring marble countertops and upscale appliances at the center. Clear glass railings on both the living room deck and the upper-level deck mean your Gulf view is never interrupted — whether you're cooking, eating, or simply watching the light change over the water. Sunsets are visible from virtually every room.brbrFour bedrooms sleep eight comfortably. The first-level master has a queen bed and its own bath. Upstairs, the master suite has a king bed, and two additional bedrooms each have queen beds. Every bedroom has a flat-screen TV. The master bath features a soaking tub, double vessel sinks, and a walk-in shower with a rain head and four body sprays. Travertine marble floors, crown molding, tray ceilings, and exceptional wood trim and doors run throughout — the kind of finishes that photograph well and feel even better in person.brbrWhen the beach day ends, the fun doesn't have to. The ground-level media room has a pool table and a panel of sliding doors that open directly onto the private beach — so game night happens with the sound of the Gulf in the background. A single-car garage, full-size laundry room, and generous walk-in closets throughout mean the practical side of a week-long stay is handled.brbrThe elevator connects you to the main level quickly, and it's worth knowing in advance if you're traveling with very young children or guests with mobility needs.brbrAbsolutely Perfect sleeps 8, requires a one-week minimum stay, and allows parking for up to four cars. Quiet hours are observed from 10 PM to 7 AM.brbrbr*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.

Absolutely Perfect · Gulf Front · Private Beach Home

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$349.26

Welcome to the Sand Dollar Shack located just a few houses from the Gulf beaches on Anna Maria Island. The Sand Dollar Shack is a half duplex with 2 bedrooms and 1 and a half baths and its own private full sun patio surrounded by tropical landscaping where you can enjoy the heated pool and outdoor shower. Inside you will find the spacious living area and kitchen area are open for easy entertaining. During the day you can relax on the beach with the provided beach wagon, chairs and umbrella. Relax in the evening in our spacious living room or retreat to the master suite where you will enjoy our comfortable beds complete with 600 thread count prima cotton wrinkle free sheets. This home includes a fully equipped kitchen, linens, towels, beach towels and a Weber grill.brbrLizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.brWhile vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.brbrCity ordinance requires us to inform you 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. brHolmes Beach Rental License VRC16-000371

Cottage

Two Bedroom Ground Floor Island Home Sleeps 5 and Includes Heated Pool.

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$524.79

Palm Villa welcomes you to sunny AMI! Palm Villa is a very comfortable, casual, but well-appointed Florida island getaway that exemplifies all that is Anna Maria. As you enter, the vaulted main room welcomes you to a very well-constructed, beautiful quality home with a wide-open feel, while the shabby-chic furnishings create a cozy, homey atmosphere. The tropical foliage around the heated pool creates a private oasis in the back yard, complete with a variety of lounging options, outdoor dining and a barbecue grill. Only a short 6-minute stroll to AMI’s renowned Gulf beach, this astonishing 3-bedroom, 3 bathroom very comfortable property is just perfect for your Anna Maria Island vacation.brbrThe 3 bedrooms and 3 full baths offer all the comforts you need to more than enjoy your stay. The large upper suite offers a king-size bed, bathroom with its own spacious walk-in tile and glass shower, and a large closet. French doors open onto a private balcony with a view of the sunset skyline. The lower suite offers a king-size bed, plenty of closet space and a large bathroom with a spacious walk-in tile and glass shower and his and her sinks. The third bedroom offers a queen-size bed and direct access to its own well-appointed bathroom. brThe upper bedroom, as well as the main living room, have large HD flat screen TV's. The living area TV is Roku ready, and a blue tooth speaker is available for your use. There are multiple sitting options on Palm Villas 3 decks for you to enjoy your morning coffee, a conversation with a friend or relax to the sound of rustling palm trees. brbrThe owners of this home love Anna Maria Island, and they are committed to providing you with an enjoyable Anna Maria Island experience in a well-maintained, well-equipped home. A beach wagon, beach chairs, beach toys, pool toys and coolers are provided for your convenience. Guests make great use of a large cabinet full of family board games, an assortment of DVDs, and many books. There is also baby equipment including a Pac-n-Play, baby gate, booster seat and a variety of toys.brbrEnjoy all that Anna Maria Island has to offer - free trolley stops at the end of 63rd street. Bask in the sun at the beach, relax by the pool, easily visit nearby restaurants and shops -- all from Palm Villa! More than a home away from home, Palm Villa is just the vacation spot you are looking for!brbrFree Wi-Fi, Spectrum cable and Roku TV, plenty of beach equipment provided.brbrAccommodates up to 6 people (strictly enforced). brMinimum Stay Required: 1 Week. brParking for 3 vehicles only (as per code) VRC #16-000032brbrWhen you visit Anna Maria, you are vacationing in family oriented residential areas with neighbors who respect each other’s privacy and sensitivity to excess noise. Code enforcement as well as your considerate neighbors ensure noise is kept to respectful levels during the day and night. It is what makes Anna Maria Island a great place to have a very relaxing vacation. Anna Maria and Palm Villa have it all!brbrbr* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.

3 bedroom, luxury beach house on Anna Maria Island, private pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$402.34

Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everything you need for your island vacation. The master bedroom features a king sized bed with an en-suite bathroom with walk out access to your tropical tiki patio and private heated pool. Second bedroom features 2 twin size beds.brbrThe kitchen has stainless steel appliances and all the amenities you would have at home. A gas grill is also provided outside. brYou are just a 2 minute walk away from the beautiful Gulf of Mexico where you can watch breath taking sunsets, or spend the day playing in the sand and waves! Explore all Anna Maria Island has to offer with its unique boutiques and fantastic restaurants, either by foot or taking the free Trolley ride. You may even want to book both sides of the duplex for family reunions or large gatherings where you could sleep 8 and have TWO pools and four bedrooms. There is a gate between the pool areas so you can easily maneuver from one side to the other.brDogs up to 40lb are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR. brbrAccommodates up to 4 people. Minimum Stay Required: 1 Week. brMax. parking: 2; VRC #16-000940brbrYou 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* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.

Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$816.97

Welcome to Coral Cabana located just steps away from the Gulf beaches of Anna Maria Island. Coral Cabana is a 3 bedroom half duplex with a private patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower, Weber grill and a picnic table. In the garage you will find a beach wagon, chairs and umbrella for a day at the beach. Inside on the main floor you will see the fully equipped kitchen with island bar seating for 4 and dining table for 6 opens up to the living area for easy entertaining. The half bath is also located on the main floor and is easily accessible from the patio.brbrOn the second floor you will find the 2 master suites and the third bathroom. Both master suites have king size beds complete with 600 thread count prima cotton wrinkle free sheets, their own bathroom, access to the second floor deck and amazing views of the beach. The third bedroom has 2 twin beds and attached bathroom as well. Linens, towels and beach towels are included in this home.brbrLizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible. While vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are located in our homes as well as our arrival information.brbrCity ordinance requires us to inform you 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. brHolmes Beach Rental License VRC16-000378

Cottage

Beautiful Home Two Houses from the Beach! Pool, Private Patio, 3 Bedrooms

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$449.17

This stunning tropical oasis called Sunbreeze features hardwood and tile floors throughout the home, front and back decks to unwind on and enjoy fresh air, and also a heated salt water pool with tropical foliage that may be enjoyed year round. The master bedroom hosts a king bed with a master bath with shower and Jacuzzi tub. Enjoy opening the sliding door to the back deck and pool area right from your bedroom. The top floor hosts two rooms which one entails 2 full beds and the other offers another king bed all with excellent natural light. Within walking distance to restaurants, entertainment, and the beach. This property is sure to impress visitors and will make Anna Maria Island your second home! brFree Wifi, keyless entry, linen, towels & beach equipment provided!brbrAccommodates up to 6 people. Minimum Stay Required: 1 Week. brMax. parking: 3; VRC #16-000036brbrYou 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* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.

3 bedroom home on Anna Maria Island, private heated pool, super location!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$288.15

Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. Parking included.brbrIf you are looking for a great place to stay in Anna Maria Island and want to be close to the beach you will love these condos. They are located literally on the beach front at Holmes Beach with a private heated pool, large private deck area and outdoor gas grill barbecue. Each condo also has designated parking in front of the building.brbrThere are two condos available for rental, both with views of the Gulf of Mexico. Next door you'll find the 'Café on the Beach', serving homestyle breakfast, lunch and dinner, complete with live music from 6pm. There are many charming restaurants within walking distance and plenty of stores and a major supermarket nearby. There is also a fishing pier next to the Café. Close by on the beach there are volleyball courts and a playground.

Villa-style condo with pool on the beach - Condo 1

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$557.55

Kickback Cabanabr 411 79th Street Holmes Beach FL 34217br VRC19-000189br 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Heated Pool & Hot Tub | Pet Friendly br This home can park up to 3 vehiclesbr Quiet hours at 10p-7a: please respect neighborsbrNo cancellation fees!brCancel 60+ days before arrival → Full refundbrCancel within 60 days → No refundbrExtended stays & bookings $20,000+ → Full payment 90 days prior, non-refundablebr$500 deposit due at booking; balance due 60 days priorbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brThird party travel insurance cost is due at time of purchase brThird-party travel insurance through Beach Retreats is non-refundablebrNo changes permitted within 60 days of arrival or during staybrWe highly recommend cancelation insurancebrbrWe do our rentals from Saturday to Saturday, if you are looking for a stay that is not a 7-night rental or would like to begin your vacation on a day other than Saturday please send us an email to reservations@beachretreatsfl.com as we can sometimes accommodate alternate reservations brbrThis large single-family home located in Holmes Beach on Anna Maria Island is the perfect spot to spend your next beach vacation. With 2 king bedrooms and a large 3rd bedroom with a queen bed and a single bunk bed, there is plenty of space for everyone. This home has just been completely repainted and updated with new furniture, lighting, and decor. There is something for everyone with t.v's in each bedroom, a large pool, and spa that gets all day sun, inside and screen in porch eating areas, washer and drier, ping pong table, bikes, and beach gear all you have to do is arrive and make magical memories. With almost 2200 sq feet of living space, the open concept first floor allows everyone to be together without feeling crowded. brThis keyless entry home allows easy access and no need to worry about late arrivals or early departures as there is no need to stop by an office and pick up or drop off the keys. Never worry if part of your group isn't back from the beach before you head out on a bike ride they will always be able to get back into the property without an issue. brBeach Towels, chairs, cart and umbrella provided brFree wifibrFree heated pool brTake the free trolley to Bean Point, or down to historic Bridge Street. Eat at restaurants like Beach Bistro, Chateau Anna Maria, grab burger's at Skinny's, or watch the sunset at the Sandbar. Go parasailing, take a sunset cruise or paddleboard on the crystal clear blue waters in the Gulf of Mexico. br“You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property”brbrWe might be only 7 miles long but Anna Maria has everything you could possibly need for your perfectbrbeach vacation. Traveling with a little one All our homes come with pack & plays and highchairs. Needbrmore There are several great rental places that have everything from baby gates to golfcarts, and theybrwill drop them right off at your vacation property for you. No need to pack beach towels we providebrthose for you.brRemember we are laid back and on Island time - Flip-flops and shorts are ok for breakfast, lunch andbrdinner no need to overpack you will most likely be in your cutest bathing suit or bikini anyways.brNo need to pay the crazy high fees to check all those bags! With Publix, CVS, and Walgreens right on thebrisland you can grab any sunscreen, hair product anything needed, why haul it all with you brbrGuests are allowed up to 2 dogs provided they are housebroken and must be friendly with other dogs and people. Pet must be disclosed up front at the time of inquiring/booking. A one-time non-refundable fee of $150 will be due at the time of booking to accommodate for extra cleaning/pet sanitation. Should we receive complaints from neighbors of barking/disruption we reserve the right to ask you to remove the pet immediately. Undeclared pets will be charged $500 and you will be required to vacate the property. By booking this property you are agreeing to the terms and fees associated with bringing an approved pet. We closely monitor all properties. Pet fee is not included in the price of the rental, and must be added directly with the host after booking. br This home can accommodate up to 3 vehicles br This home features Silicon Travel. With Silicon Travel's firewall place in place, you can prevent internet access to any malicious activity in a Vacation rental home. Any guest device (WebCam, Baby Monitor, etc) can be added for a set time and will be removed automatically upon departure.

Kickback Cabana managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

3

Bed

Bath

6

Sleeps

$284.72

If you are looking for a great place to stay in Anna Maria Island and want to be close to the beach you will love these condos. They are located literally on the beach front at Holmes Beach with a private heated pool, large private deck area and outdoor gas grill barbecue. Each condo also has designated parking in front of the building.brbrThere are two condos available for rental, both with views of the Gulf of Mexico. Next door you'll find the 'Café on the Beach', serving homestyle breakfast, lunch and dinner, complete with live music from 6pm. There are many charming restaurants within walking distance and plenty of stores and a major supermarket nearby. There is also a fishing pier next to the Café. Close by on the beach there are volleyball courts and a playground.

Villa-style condo with pool and beach access - Condo 8

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$213.32

Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds and sunsets you'll remember for the rest of your life. This beautifully remodeled 1 bedroom/1 bathroom condo has everything you will need to make everlasting memories of adventure and fun. Not to mention it is within walking distance of everything you would need during your island stay, Less than a 5 min walk to the beach, Publix grocery store, and dining. Upon entry, you will find the spacious, open kitchen and living room. The kitchen has been fully renovated with quartz countertops, stainless steel appliances, and everything you could possibly need to make a quick snack or full-course dinner. The living room offers plenty of space to relax after a long day in the sun and is equipped with a queen-size pull out sofa and flat screen TV. Off the living room, you will find sliders that lead you out to your private balcony where you can relax and enjoy your coffee or an evening cocktail. Opposite the kitchen is the laundry room complete with full-size washer and dryer for use during your stay. Down the hall, you will find the oversized bedroom complete with king-size bed, dresser and flat screen TV. This unit is also equipped with Hi-speed WiFi and provides a beach cart and chairs for use during your stay.brbrThe 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. Our 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.brbrBedroom 1 features a king-size bed, flat screen TV.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: VRC21-000039brMax Occupancy: 4 Guests | Max Vehicles: 2brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.

Island Retreat by SeaBreeze Vacation

Holmes Beach, Florida, United States

1

Bed

1

Bath

4

Sleeps

$1458.13

Welcome to Glasswater House, a brand-new luxury retreat where sleek modern design meets peaceful waterfront living. Thoughtfully designed with clean lines, natural textures, and floor-to-ceiling windows, this 4-bedroom, 4.5-bath home feels bright, open, and connected to nature from the moment you walk in.brbrSpend your days lounging by the stunning infinity pool that appears to flow right into the tranquil lake beyond. The private dock offers a quiet place to relax, read a book, or sip a morning coffee while taking in the calm water views. While boats aren’t permitted on the lake, the setting provides a perfect backdrop for rest and reflection.brbrInside, the open-concept layout makes it easy to gather and enjoy time together. The chef’s kitchen is fully equipped for home-cooked meals, and each bedroom features its own ensuite bath, creating a comfortable and private retreat for everyone.brbrWhen you’re ready to explore, the soft sands of the Gulf are less than a 5-minute walk away, and the Free Anna Maria Trolley stop is just a short stroll from the home, making it easy to experience all that the island has to offer.brbrWhether you’re soaking up the sun by the pool, watching the sunset from the dock, or enjoying a quiet evening surrounded by glass and water, Glasswater House is the perfect place to slow down, reconnect, and experience the peaceful side of Anna Maria Island.brbrPETS: Please note this property does NOT allow pets. brbrPARKING: 3 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.brbrDOCK/BOATS: Dock cannot accommodate boats of any size.brbrNOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.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.brbrVRC25-000119

Glasswater House – Modern Luxury with Infinity Pool & Lake Views

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$296.4

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

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

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$301.56

Welcome to this stunning beach house, just steps away from the sugary sand beaches of Anna Maria Island! This gem is not only a beach lover's dream but also offers a central location close to trolley stops, ice cream shops, a variety of local restaurants, and all the essentials for your beachy lifestyle.brbrWelcome to Ocean Brezze Villa, a hidden paradise nestled within Santa Maria Island! Our villa is designed to provide the ultimate comfort and enjoyment for our guests. As you step into the property, you'll be greeted by the convenience of either two single-car garages or one spacious double garage, equipped with all the essentials (Beach chairs, Cooler, BBQ, Bikes, Snorkeling ect) for a perfect beach day.brbrThe villa has an inviting outdoor terrace, perfect for hosting a delightful barbecue while soaking in the sun-kissed ambiance. Moving inside to the second floor, you'll find a cozy living area, a chic dining space, and a fully renovated kitchen, ideal for preparing delicious meals.brbrThe Master bedroom awaits you on the 2nd floor, featuring a luxurious King-sized bed, a private ensuite bathroom, and not one but two outdoor spaces for relaxation. Step out onto the balcony with its comfortable lounge chairs or unwind on the covered terrace, complete with a seating area perfect for conversations, board games, or al fresco dining.brbrVenture up to the third floor, where you'll discover two more comfortable bedrooms. Both offers a queen bed, accompanied by a full bathroom.brbrThe Master bedroom truly stands out with its spacious walk-in closet, adding a touch of convenience to your stay. brbrOutside on the first-floor terrace, a convenient outdoor shower awaits, allowing you to rinse off the beach sand before entering the house.brbrCome experience the allure of Ocean Breeze Villa and indulge in a luxurious beach getaway like no other!

Island ️ Escape on Private Street – 5 min Walk to Beach & Dining

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$244.94

Former property number 767074brbrOur renovated and tastefully furnished apartment is located in close proximity to one of the most beautiful beaches in Florida. brbrThe apartment has one masterbedsuite each with an extra wide double bed incl.boxspring mattresses, Smart TV, a private bathroom with shower or shower tub and toilet, as well as a large and walk-in closet. brThe second bedroom has two single beds each, as well as its own spacious bathroom with shower and toilet. All bathrooms are new and equipped to a high standard.brbrTowels and bed linen are sufficiently available for use . brBeach utensils such as sun loungers, umbrellas and chairs are also sufficiently available for usebrbrThe kitchen is fully equipped: Dishwasher, stove with ceramic hob, microwave, fridge / freezer, icemaker, washing machine and dryer.brThe living and dining area is high quality and fully furnished. The apartment is tiled in all rooms and therefore very suitable for allergy sufferers. brbrFree highspeed internet incl. W-Lan is available. Free phone calls within USA and Canada are also possible and already included in the price.brbrImportant informationbr*************************brDuring the month of January, February and March the unit will only be available per month, Reservation 02/15 -03/15 for example won`t be availablebrbr

Apartment

condo Anna Maria Sunrise

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$472.11

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

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

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$213.75

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

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

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$213.38

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

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

Holmes Beach, Florida, United States