Home Vacation Home Rentals By Owner In Holmes Beach, FL

Showing 100 Of 800 Vacation Rentals
Slider Thumb
Exceptional(9)

$302.13

/ Nightly
Private Vacation Home

Coastal 2BDRM Townhouse 100 Steps to Beach!

Holmes Beach, Florida, United States

Welcome to Beach House 102!brThis sparkling clean and bright 2 bedroom condo is directly across the street from the beach and located in the heart of Holmes Beach! brbr Property Highlights:br✨ 2 full bedrooms and 2.5 bathroomsbr✨ Fully equipped kitchenbr✨ Screened-in balcony with room to dinebr✨ Easy walk to Anna Maria Island shops and diningbr✨ Plenty of room to sleep 6br✨ Heated community poolbr✨ Beach essentials includedbr✨ 3-minute walk to the beachbrbrAs soon as you cross over the bridge onto Anna Maria Island you will have arrived at this well-maintained coastal townhome. Located in the heart of Holmes Beach, you will have access to shopping, dining, and beaches all within a short distance from your front door. It features two large bedrooms, and two full baths, and one half bath. The screened-in lanai overlooking the public beach is a great setting for your morning coffee, or evening cocktails. With a king-master bedroom, and additional guest room with queen bed there is plenty of space for the whole family! This townhome also features a spacious living and dining area with plenty of room to stretch out after a great day at the beach! Indoor and Outdoor dining for four.brbrThe complex has a large heated pool for guests only. The covered parking space has room for one car, with additional uncovered parking available. brbrBeach chairs and an umbrella are available as well as beach and pool towels. This townhome participates in a professional linen program so you can rest well in luxury.brbrPAYMENT AND CANCELLATION TERMS WHEN BOOKING ON VRBObrbrAt the time of booking your credit card will be charged by Shore Thing Property Services LLC for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrWe require 25% deposit with the final payment due 60 days prior to your arrival date. Full payment will be due immediately if the arrival date is within 60 days. brbrAlthough the VRBO policy states no refunds, we will refund in the event that you need to cancel your reservation prior to 60 days before your arrival date. We will implement our Shore Thing Properties cancellation policy as indicated on the rental agreement. This allows for a refund of the deposit paid minus a $250 cancellation fee and the original management fee. Within 60 days of arrival there are no refunds.brbrADDITIONAL 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!brbrHouse keeping will provide you with 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 10pm and 8am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors.brbrbrVRC19-000284
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(51)

$729.88

/ Nightly
Private Vacation Home

Beach Time AMI! Pet Friendly Home with Pool, Hot Tub and Walk to Beach

Holmes Beach, Florida, United States

Beach Time AMI by AMI Locals brVRC19-000030 brbrWelcome to Beach Time AMI, a five bedroom, three bath vacation home in Holmes Beach with a private heated pool and hot tub. Just a short walk from the Gulf beaches, this multi-level retreat is perfect for families and groups looking for space, comfort, and a prime location near shops, restaurants, and the Anna Maria Island trolley. brbrHighlights br-5-minute walk to Holmes Beach br-5 Bedrooms / 3 Bathrooms br-4 King beds, 1 Twin-over-Twin bunk, 2 sleeper sofas br-Private heated pool and hot tub br-Multi-level home with loft den br-Outdoor dining and lounging areas br-Washer and dryer br-Close to free island trolley stop br-Pet friendly with approval and additional fee br-Near restaurants and shopping br-3 Parking space brbrSpend sunny afternoons in your private backyard oasis, complete with a heated pool, relaxing hot tub, and plenty of seating for lounging or dining al fresco. Fire up the grill for a casual cookout, enjoy cocktails poolside, or take a short stroll to the nearby shops and restaurants. With pet-friendly accommodations, this home is designed for the whole family! brbrThe bright, open concept living area features two plush sofas, a TV, and direct access to the pool patio. The kitchen is fully equipped with modern appliances, cookware, and barstool seating. Gather around the dining table for family meals or enjoy breakfast on the poolside patio. brbrThis cozy home offers privacy for multiple couples or families traveling together. On the second floor, the primary suite includes a king bed, pool access, and an ensuite bathroom with double vanity and walk-in shower. Two additional king bedrooms share a hall bathroom with a walk-in shower. Upstairs, the loft area features a second den with a sleeper sofa, plus two more bedrooms: one with a king bed and the other with a twin-over-twin bunk bed and desk. A hall bathroom with a walk-in shower serves this level. brbrRoom Details br-Primary Bedroom, 2nd floor: King bed, ensuite with walk-in shower, pool access br-Second Bedroom, 2nd floor: King bed, shares hall bath with walk-in shower br-Third Bedroom, 2nd floor: King bed, shares hall bath with walk-in shower br-Living Area, 2nd floor: Sleeper sofa br-Fourth Bedroom, 3rd floor: King bed, shares hall bath with walk-in shower br-Fifth Bedroom, 3rd floor: Twin-over-Twin bunk bed, shares hall bath with walk-in shower br-Den, 3rd floor: Sleeper sofa brbrThis home includes Wi-Fi, TVs, washer and dryer, and parking. Located in the heart of Holmes Beach, guests are close to local restaurants, pubs, and shops, as well as the trolley for exploring Anna Maria Island’s seven miles of beaches and attractions. brbrWith its five bedroom layout, private heated pool and hot tub, and prime Holmes Beach location, Beach Time AMI is the ultimate Anna Maria Island vacation rental for families and groups. Book your stay today and start making unforgettable island memories! brbr- br*Please note: 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 vehicle 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 AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. 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.
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(108)

$1184.74

/ Nightly
Private Vacation Home

1 Block to Beach - LARGE Private Pool, 6 BDRM, Ranked Top 10% of Rentals on AMI

Holmes Beach, Florida, United States

Holmes Beach House For Rent - Luxury Vacation Rental on Anna Maria Island, Florida - Ranked in Top 10% of Rentals on AMIbrbrShore House is a large luxury home one block from the sugary white sands of Holmes Beach on Anna Maria Island. Multiple private terraces, a large heated private pool with lushly landscaped grounds and six generously sized suites enhance guest comfort and offer plenty of space for relaxing moments or celebratory events. brbrShore House has an elegant coastal design with Designer furnishings throughout. The main living area features an expansive open floor plan with a fully stocked gourmet kitchen opening up to the dining area and main gathering space. Brand new wood flooring throughout adds warmth and sophistication to this beautiful home. The desirable set up of this home offers not only an open floor plan on the 1st level, but extra large bedroom suites with separate bathrooms which make traveling with a group enjoyable. Picture yourself gathering in the great room while cooking, watching TV or reading a book, then retreating to your own suite for some privacy. Shore House offers guests the convenience of 2 laundry rooms - one on the main floor and the second, located on the 2nd floor across from two bedrooms.brbrThe kitchen has plenty of room for several cooks and is fully stocked with small appliances and everything you need to prepare a gourmet meal. The dining table up to 8 guests while the large center island can accommodate an additional 3-4 guests. Additional dining can be found on the pool terrace where an outdoor dining area can accommodable up to 6 guests at the dining table and a bistro set is available. brbrShore House offers six large bedrooms, five of them with their own dedicated bath. One large bonus room is available and offers additional sleeping options as described below. brbrBedroom 1: 1st Floor - Features 1 King Bed, Wall-mounted Flat Screen TV, French Doors Opening to Your Own Private Terrace, a Large Dresser and Ample Sized Closet, Private Full Bath Recently Remodeled with All New Plumbing/AmenitiesbrbrBonus/Game Room: 1st Floor – 2 Twin Daybeds with Oversized Lounge Pillows, Comfy Plush Chairs for Watching TV, Reading or Gaming, Flat Screen TV, Gaming SystembrbrBedroom 2: 2nd Floor – 1 King Bed, Access to Large Private Balcony Complete with Adirondack Chairs, Private Full Bath, Large Closet and Dresser, Wall-mounted Flat Screen TV, Direct Access to 2nd Laundry RoombrbrBedroom 3: 2nd Floor - Features 1 King Bed, Large Flat Screen TV, French Doors with Access to Private Terrace, Large Closet and Direct Access to 2nd Floor Laundry RoombrbrBedroom 4: 3rd Floor - 1 King Bed, Loft Ceilings, Wall-mounted Flat Screen TV, Large Dresser with 2 Ample Sized Closets, Access to Private Full BathbrbrBedroom 5: 3rd Floor - 1 King Bed, Beautiful High Loft Ceilings, Wall-mounted Flat Screen TV, Large Dresser, Access to Private Full Bath Recently Remodeled with All New Plumbing/AmenitiesbrbrBedroom 6: 3rd Floor - 1 King Bed, Vaulted Loft Ceilings with Shiplap Detail, Oversized Walk-In Closet, Wall-mounted Flat Screen TV, Separate Sitting Area, En Suite Recently Remodeled Bath with All New Plumbing/Amenities - Complete with Soaking Tub and Separate Walk-in Glass Shower, Private Terrace Overlooking Pool Grounds. Enjoy watching the sunrise on the terrace while sipping your coffee in the morning! brbrThe lushly landscaped backyard offers a serene area to relax by the pool. Amenities include an outdoor shower, reclining lounge chairs, dining table & a gas grill for outdoor cookouts. Pool floats, toys and beach gear are included for your enjoyment as well. The large private, heated, Grecian style pool ranges from 3-5' deep and is surrounded by Pavers giving you plenty of room to relax in the sun and an elegant evening ambiance. There is a small shallow area perfect for those little swimmers who want to splash around and play or to simply lounge in the pool and sunbathe on a hot day. brbrOn-site parking: There are six (6) spaces for vehicles brbrMANY EXTRAS PROVIDED FOR YOU:brFlat Screen Smart TVs in all Bedrooms and Living Room with Sonos SpeakersbrHigh Speed Wireless Internet brPack N PlaybrStrollerbrHigh Chair & Booster seatbrPool Float/ Beach ToysbrHairdryers in each bathroombrBeach Wagon/CartbrRolling CoolerbrReclining beach chairsbrReclining pool lounge chairsbrGas Grill brMovies & GamesbrSmall appliances (blender, toasters, chopper)brCoffee pot & Keurig Coffee Maker brStocked kitchen with pots, pans, bake ware, crock pot, griddle, grilling utensils, Dishes, silverware, and more.brbrHolmes Beach is a Lower Density area with public beach accesses just a short walk away. Take a short stroll down the beach to the Sandbar Restaurant for a cold drink & appetizers at the beach bar or watch the beautiful sunset each evening at Bean Point, a short walk north on the island. Free Trolley Service runs on the island and Shore House is within walking distance to playgrounds, ice cream shops, shopping, restaurants and Pine Avenue! brbrWhether you're looking to reconnect with family & friends, relax poolside, or take a bike ride on the quiet streets, this house has all the amenities to provide a memorable week at the beach. brbrSorry, Absolutely NO SMOKING (due to allergies)brbrPlease be aware of the 10 p.m. noise ordinance here on the island. Please be respectful to your neighbors while enjoying the outdoors. brbr*7 night minimum stay requiredbrbrVRC # 19-000155brbrHolmes Beach Vacation Rental, Anna Maria Island Vacation Home, Anna Maria Island Rental
Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(42)

$319.82

/ Nightly
Private Vacation Home

Chasing Waves managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Chasing Waves by Beach Retreats Vacation Rentalsbr 107 78th St, Holmes Beach, FL 34217br VRC21-000089br 2 Bedrooms | 2 Bathrooms | Sleeps 6 br This home can park up to 2 vehiclesbr Quiet hours at 10p-7a: please respect neighborsbr“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”brbr⚠️ Please note: The beach access at 78th street is currently unavailable; our guests can access the beach at 77th street beach access point.br ​​​​​​​While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!brbr✅ Important InfobrNo 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 purchasebrThird-party travel insurance through Beach Retreats is non-refundablebrNo changes permitted within 60 days of arrival or during staybrWe highly recommend cancelation insurancebrGuests must be 25+ to book (or accompanied by a parent/guardian)br​​​​​​​ This home can accommodate up to 3 vehiclesbr Book your stay at Chasing Waves today and experience Anna Maria Island the way it's meant to be—relaxed, refreshing, and unforgettable!brbrWe typically rent 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 brbrRelax and unwind in this gorgeous, renovated 2 bedroom, 2 bath home close to everything!brbrChasing Waves, located seconds from the powdery white sandy beach of the Gulf of Mexico, minutes to downtown Holmes Beach and ½ a mile from historic Pine Avenue on Anna Maria Island. brbrThis single family home is located WEST of Gulf Drive - no streets to cross to get to the beach! Chasing Waves is a fantastic beach retreat for any family, couple or small group of friends. This property offers two bedrooms; One king bedroom and the second bedroom with two twin beds. There are also 2 full baths: One with a walk in shower and the second bathroom off the main living area with a tub/shower combination - perfect for sandy kids after a long day at the beach. The open and generous living area features ample seating for winding down in front of the HDTV. 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. 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 thebrthe island 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 (per pet) 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.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(26)

$2298.13

/ Nightly
Private Vacation Home

⚓Ocean Star! 7 Bdrms/ 7.5 Baths! Beaches 5min> walk!⚓

Holmes Beach, Florida, United States

Welcome to Ocean Star!br⚓.01 Miles to Amazing Gulf Coast Beachesbr⚓Private Heated Pool/Spa with Outdoor Seating & BBQbr⚓Beach Equipment Available for Usebr⚓Every Bedroom Has a Private Bathroombr⚓Fully stocked kitchen for all of your favorite home-cooked meals br⚓ High-speed Wi-Fi, Smart lock for Self Check-in br⚓Pool Heat included with rentalbrbrOcean Star -- your escape from reality on Anna Marie Island! This 7 bedroom, 7-1/2-bathroom home is stunning – expansive kitchen and dining room, high ceilings, beautiful flooring, gorgeous pool! All furnished with your comfort in mind.brbrThe main level is spacious with a full-open kitchen stocked with everything you need to prepare gourmet meals. The large dining room has a massive table with room for everyone. The living room has lots of comfy seating and large smart TV for relaxing.brbrLove to vacation with family and friends but hate sharing a bathroom, Ocean Star solves your problem – every bedroom has its own ensuite bathroom. Many of the bedrooms have private balconies to enjoy some quiet time with your morning beverage or evening drink after a day at the beach.brbrAll families need different bedroom layouts, Ocean Star has a layout for most every situation. Bedroom layouts:brbrMain level (2nd floor)br• Bedroom 1: King bed with ensuite bathroombr• Bedroom 2: King bed with ensuite bathroombrUpper Level (3rd floor)br• Bedroom 3: King Bed with ensuite bathroombr• Bedroom 4: King Bed with ensuite bathroombr• Bedroom 5: Full over Full Bunk with Twin XLbr• Bedroom 6: Two Twin XLbr• Bedroom 7: Queen bed with ensuite bathroombrbrFun in the sun or shade – massive-covered patio with outdoor seating or enjoy the private gorgeous-heated pool with sun deck, swim-up table with seats, and spa. The handy full-size frig keeps your beverages at the perfect temperature while you lounge by the pool, take in the latest sport event on the Smart TV or grill the best burgers on the BBQ grill. brbrThe privacy fence with back gate makes beach access a breeze. Just take a short stroll across Gulf Drive to the white sands and blue waters of the Gulf!brbrIf its views you want, then head on up to the rooftop deck here to get a bird's eye view of Anna Maria Island as well as the Gulf and Bay waterways. There is no better spot to enjoy the sunset here in your own slice of paradise!brbrThe location is just as great as the home! The walk to the beach is just 2-3 minutes. Use the provided beach wagon to carry all your beach equipment. There is also a 24-hour convenience store a block away for all the last-minute items you may have forgotten!brbrWant to explore the Island -- rent a bike, take the AMI trolley, or walk to fantastic restaurants and shopping on the island.brbr*The house is equipped with high-speed wireless internet. High-quality towels and linens are provided for your use.br*Full-size washer and dryer available on 3rd floor & 2nd floorbr*​​​​​​​Pool heat included with the rental rate.br* Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 85° is the highest heat temperature setting. Pool temperatures will probably stay around 76° during the winter months. Please note if cold days occur, water temperatures will drop and may take longer to heat.br*Pets allowed with a $100 fee per pet with prior approval. Number of pets limited based on owner preference. No aggressive breeds allowed per insurance. Inquire for more info.brbrDamage 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.
Bed 7

Bed

Bath 7

Bath

Sleep 17

Sleeps

Slider Thumb
Exceptional(1)

$700.42

/ Nightly
Private Vacation Home

Mermaids Crossing- 3 bedrooms with private pool and less than 1 block to beach-

Holmes Beach, Florida, United States

Mermaids Crossing 207 69th Street Unit B, Holmes Beach, FL 34217 VRC16-000264 What you will love about this property: • Less than 2-minute walk to the beach • Completely renovated- Everything is brand new! • Private pool • Luxury home with luxury finishes • Outdoor living and dining space with grill • Open-concept kitchen and living areas • Beach items- Beach chairs, wagon and umbrella • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to Mermaids Crossing. Nestled in the heart of Holmes Beach, Mermaids Crossing offers an idyllic retreat for up to six guests. As you enter this charming three-bedroom, two-bathroom vacation rental, you're greeted by a contemporary, airy design that effortlessly blends comfort with style. The master bedroom features a plush king bed, while the two guest rooms each boast a cozy queen bed, ensuring a restful night's sleep for everyone. Both bathrooms are equipped with walk-in showers, providing convenience and a touch of luxury. This property is more than just a place to sleep; it's a space designed for relaxation and entertainment. The open-concept living area is perfect for unwinding after a day spent exploring the local attractions. Indulge in the modern kitchen, complete with a sleek island, dishwasher, and all the necessary appliances, including a Keurig machine, making your coffee cravings a breeze to satisfy. The dining area comfortably seats everyone, making mealtimes a joyous occasion. Step outside to your private pool area, where a table and chairs wait for alfresco dining or simply soaking up the Florida sun. The fenced yard adds an extra layer of privacy, and the heated pool is the perfect spot to cool off on a hot day. For those who love to grill, a BBQ area is conveniently located, making it easy to prepare delicious meals outdoors. Whether you're here to relax by the pool, explore the island's natural beauty, or indulge in some local cuisine, Mermaids Crossing provides the perfect setting for your Holmes Beach getaway. Get everyone together in comfort and style at Mermaids Crossing. Book with us today. Bedrooms & Bathrooms • Primary Bedroom: King bed and ensuite bathroom with walk-in shower • Second Bedroom: Queen bed • Third Bedroom: Queen bed • Guest bathroom: Hallway bathroom with walk in shower This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. Please note that homes with elevators do not have living accommodation on the first floor. If you have members in your party that struggle with the use of stairs, we strongly recommend that you reserve a property on the ground floor. Beach House Real Estate cannot be held accountable for any malfunctions of the elevator and does not offer compensation. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 3 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(4)

$437.53

/ Nightly
Private Vacation Home

Harrington Cottage - New 4BR Private Pool Home - Anna Maria Island - By Island R

Holmes Beach, Florida, United States

Lovely 4 bed, three bath Anna Maria Island beach cottage with private pool, close to the Gulf of Mexico, recently renovated and located in a quiet neighborhood.brbrHarrington Cottage is equipped to handle large groups, able to sleep up to 8 guests in comfort. In the master bedroom, you will find a large flat-screen TV as well as a king bed. In the other three bedrooms, you’ll find two queen beds, and two twin beds all dressed in our premium linens. brbrOutside tropical landscaping awaits, surrounding the heated pool and patio furniture for 8.brbrFor the perfect Anna Maria Island vacation with friends and family reserve “Harrington Cottage” today! brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.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.brbrbrAnna 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.brbrbrMax Vehicles Allowed: 4 Max Day Guests Allowed: 2
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb

$905.27

/ Nightly
Private Vacation Home

Gone Coastal Duplex by Beach Boutique Rentals

Holmes Beach, Florida, United States

Welcome to the ultimate family vacation getaway. This amazing house is a full duplex rental with a total of 4 bedrooms and 4 full baths. Perfect for two families to travel together yet each have their own private space! brbr*Features include* brbr* Two private saltwater pools! br* Stainless appliances br* Flat screen TVs in every room br* 2 king beds and 2 queen bedsbr* Sleeper sofa in each unitbr* Ping Pong and Corn Hole! br* Game console for the kids (or the kids at heart!) br* Outdoor showers br* Beach cart, chairs, and umbrellas br* Beach towels and toys brbrGone Coastal Duplex offers the ultimate vacation experience with double the space and double the fun! This unique retreat features two of everything—two fully equipped kitchens, two inviting living rooms, two laundry rooms, and even two private pools—making it perfect for families or groups traveling together.brbrCentrally located in Holmes Beach, this elevated home is beautifully updated and designed in bright, coastal hues, creating a cheerful and relaxing atmosphere. Each side of the duplex boasts a spacious split-floor plan with a king-sized primary suite, while the additional bedrooms feature cozy queen beds for a restful night’s sleep.brbrEnjoy all the comforts of home with brand-new living room furniture, plantation shutters, high-speed WiFi, and refreshing air conditioning throughout. The attached garages add an extra layer of fun, complete with a Ping Pong table and Cornhole for friendly competitions.brbrBest of all, you’re just steps from the free island trolley stop, ready to whisk you away to Anna Maria Island’s best beaches, boutiques, and restaurants. Whether you’re lounging by the pool or exploring the island, Gone Coastal Duplex is your perfect beach getaway!brbrPET POLICY: brbrWe are DOG FRIENDLY! 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 75 lbs total for 1 pet or 120 lbs for 2 pets. 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. brbr VRC19-000077 and VRC19-000098brbrThis home provides off-street parking for up to 4 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.
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(24)

$377.75

/ Nightly
Private Vacation Home

2 Min Walk to Gulf Beaches, Heated Pool, XL Lanai, Gas Grill

Holmes Beach, Florida, United States

Whispering Palms Villa at North Beach Village is a bright, sunny, and beautifully decorated coastal-style townhouse tucked away in a quiet cul-de-sac on Gulf Drive—just a 2-minute walk to the famous sugary white-sand beaches of the Gulf.brbrStart your mornings on the sunny open deck off the main living area with a peek of the Gulf and your coffee in hand. After a day enjoying the beach’s gorgeous teal waters, rinse off in the private outdoor shower and unwind on the oversized private lanai surrounded by tropical palms—perfect for cocktails, relaxing, or watching TV.brbrThis peaceful neighborhood is ideal for families, with safe streets for kids, biking, and walking. Guests enjoy access to a large heated community pool in a lush tropical setting, plus restaurants, shopping, and island attractions all within walking distance. Holmes Beach Park is just 5 blocks away and offers tennis courts, basketball, a boat launch, and open play space.brbrEnjoy the convenience of private parking for 3 cars (1 in garage, 2 under the front deck).brbrGetting around is easy with the free trolley service on Anna Maria Island, with a stop just across the street, running daily from 6 AM–10 PM. The free Monkey Bus also provides transportation around the island and nearby areas.brbrIncluded Amenitiesbrbr✔ Professional luxury linen service with hypoallergenic, fragrance-free launderingbr✔ Sheets, bath towels, kitchen towels & pool towelsbr✔ Starter supplies including toilet paper, paper towels & detergentsbr✔ Free WiFibr✔ Private outdoor showerbr✔ Oversized heated pool accessbr✔ Family-friendly location near beach, parks & diningbrbrHouse Rules & Policiesbrbr• No smoking indoors – $500 cleaning fee for violationsbr• Quiet hours after 10 PM per island ordinancebr• No parties or loud musicbr• Pool closes at dusk and is heated seasonally (Thanksgiving–Easter)br• Exterior security cameras monitor the perimeter onlybr• Guests are responsible for any fines, damages, or liability during their stayWhispering Palms Villa is the perfect blend of luxury, comfort, and island charm—ideal for families, couples, or anyone looking for a relaxing beach getaway. ☀️o
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(5)

$740.1

/ Nightly
Private Vacation Home

3 Blocks to Beach ☀️ Game room, cabana bar + family fun

Holmes Beach, Florida, United States

Just 3 blocks to the beach & steps to the canals! Bring the whole crew to this bright & breezy 3-bed, 3 bath beach house-with coastal cool style- complete with king beds & a stocked kitchen. Enjoy meals al fresco or sip cocktails at the cabana. Rain or shine, the game room delivers fun for all ages. Free trolley stop around the corner making island exploring a breeze. Rent bikes & enjoy an easy ride to eats & shops. With games, beach gear, and good vibes, it’s your family’s dream vacation spot!brbrThe house is self check in to make getting in a breeze. We are always available for questions and reply to messages quickly.brbrGuests are welcome to use the entire space including the house, yard and garage. The only things locked for owner use is the small shed in the backyard and 2 indoor closets that store supplies.brbr Welcome to Sunburst Cottage! brbrStep into 2,100 sq ft of pure relaxation and fun in our stylish, ranch-style home! The huge open living area features an extra-large sectional — perfect for movie nights, game days, or just chilling after a sun-soaked beach adventure.brbr There's plenty of room for the whole crew! The house comfortably sleeps 6 with 3 King beds. We also have two playful monster-themed inflatable kid beds and two pack ’n plays ready to keep the kiddos cozy and happy during your stay!brbr ️ Catch some serious vacation vibes in one of three roomy bedrooms, all with king-size beds made for ultimate relaxation! Two rooms let you slide straight out to the side yard to soak up the sunshine, while the third has its own private entrance by the garage — perfect for sneaking out to enjoy that fresh coastal breeze anytime you like!brbr No waiting for showers here! With 3 full bathrooms (2 en-suites!), there's plenty of space for everyone to freshen up after a day at the beach.brbr ️ Gather around the open dining room table for 6, or pull up a stool at the island — there’s room for 4 more! The kitchen is fully loaded with brand-new appliances, an induction cooktop, spices, and all the cookware you need to whip up a feast.brbr☕ Cozy conversation corner alert! Sip your morning coffee, enjoy cocktails, or play cards in the stylish 4-seater nook with comfy swivel chairs, complete with easy access to an outlet if you need to sneak in a little work.brbr Game on! The garage has been transformed into an epic game room featuring ping pong, skee ball, shuffleboard, darts, and a game table for hours of family fun.brbr ️ Beach days made easy! We’ve got you covered with 6 beach chairs, 3 umbrellas, 2 coolers, a beach wagon, sand toys for the kids, and plenty of towels — all ready for your perfect day by the ocean.brbr Outdoor living at its finest! Relax in the Adirondack chairs with your morning coffee, enjoy a meal under the stars at the dining table for 8, or kick back under the festive cabana bar for happy hour.brbr Let the games begin! Kids (and kids at heart) will love the slip n slide, corn hole, and jumbo Jenga — endless fun in your private backyard oasis!
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$437.03

/ Nightly
Private Vacation Home

⚓Mermaid Sunset! Coastal beach home w/pool 200 steps to beach!⚓

Holmes Beach, Florida, United States

Welcome to Mermaid Sunset! brVRC16-000276 br⚓Private Heated Pool/ Spabr⚓200 steps to Holmes Beachbr⚓Beach Chairs & Wagon Available for usebr⚓1 Mile to Pine Ave. Fishing, Shopping, Restaurants, and morebr⚓High speed Wi-Fi, Smart lock for Self Check-in br⚓Pool Heat included with rental br brWelcome to Mermaid Sunset! This beachy three-bedroom Duplex is the perfect place to stay for your next vacation getaway. When arriving to the home You will immediately feel the island vibe from the ocean colors and adornments of the home to the seashell driveway. This home is the definition of a beach home as it is only 200 steps from the beautiful powder white beaches of Anna Maria Island! The island has many equipment rental companies giving you access to more suitable and convenient transportation to get around the island. Restaurants are within walking distance or a short drive down the beach depending on what you're hungry for. br brThis vibe continues through to the interior of the home with the tropical decor that is spread throughout the open floor plan. The living room, dining room, and kitchen all combine with numerous windows to allow natural lighting to flood the home. The living room provides enough seating for you and all your guests to kick back and hang out or enjoy your favorite movies and shows altogether well the dining room just beside it offers a table with seating for up to eight people. br brThe kitchen comes equipped with all major appliances, as well as all the pots and pans needed for you to cook your favorite homemade meals. With the open floor plan, there is plenty of space so that you will not feel cramped in the kitchen, even if there's more than one chef in the family and plenty of counter space including the large kitchen island makes it easy to prep without missing out on any fun. Preferred cooking outside on the grill There is a propane grill outside by the pool for your use. The pool area is fenced in and offers additional seating for enjoying a meal outside or catching the rays of the beautiful Florida Sunshine! br brTrying to figure out sleeping arrangements The Master bedroom sits on the right side of the home and offers a king size bed, ensuite bathroom, and smart TV. Bedroom 2 sits in the middle of the home and offers a twin-over-twin bunk bed as well as a separate twin size bed as well as a smart TV. Bedroom 3 sits on the left of the home just through the kitchen and offers a King size bed as well as a smart TV. Bedrooms 2 & 3 share a bathroom situated between them. br brMaster Bedroom - King Size Bed, Ensuite Bathroom, Smart TV brBedroom 2 – Twin-over-Twin Bunk Bed, Twin Bed, Smart TV brBedroom 3 - King size Bed, Smart TV br brNeeding more space This unit also has a back unit that offers an additional 3 bedrooms. Inquire for more info about renting both units! brbrPrefer the outdoors Luckily for you this home does have a private pool just outside with pool heating for those cold winter months. The pool also has a spa that can be isolated for some late-night soaking to wind down. There's also plenty of seating as well as a shaded table for 6 for those days you ought to soak in the sun to get a nice tan or just to enjoy the Florida air while you eat. There is also beach chairs, a beach umbrella, a cooler, and a wagon available at the property for those short walks to the beach just down the street! br brWant to adventure Discover the pristine beaches and quaint coastal vibes of Anna Maria Island that create the perfect getaway. Sink your toes into the soft, sugar-white sand at Bean Point, a secluded paradise with panoramic Gulf views and stunning sunsets or on bustling Holmes Beach with restaurants within arm's reach. Just a short stroll away, explore the island's vibrant heart on Pine Ave, lined with charming boutiques, local art galleries, and delicious dining spots. Savor freshly caught seafood at The Sandbar Restaurant, sip a tropical cocktail at a beachfront café, or grab a sweet treat from the AMI Beach Hut or AMI Creamery. Whether you're unwinding by the waves or exploring the island's best eats and shops, Anna Maria Island offers a truly unforgettable slice of paradise! 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.br​​​​​​​br*Pets allowed with a $100 fee per pet with prior approval. Number of pets limited based on owner preference. No aggressive breeds allowed per insurance. Inquire for more info.br*2 Parking spots are available for this unit on the left side of the driveway.br*Washer and Dryer are available for use in Bedroom 3. br*Pool heat included in rental rate. br*Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 85° is the highest heat temperature setting. Pool temperatures will probably stay around 76° during the winter months. Please note if cold days occur, water temperatures will drop and may take longer to heat. br 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.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(4)

$457.47

/ Nightly
Private Vacation Home

Gone Coastal Too by Beach Boutique Rentals

Holmes Beach, Florida, United States

Welcome to Gone Coastal, Too! This sister property to Gone Coastal has all the comforts of home.brbr*Features include* brbr* Private saltwater pool br* 2 bedrooms and 2 full bathrooms br* Brand new queen sleeper sofa - sleeps 6 totalbr* Stainless appliances br* Keurig coffee maker and regular drip coffee maker br* Flat screen TV br* Laundry room br* Ping Pong and Corn Hole! br* Video game console for the kids (or the kids at heart!) br* Outdoor shower br* Beach cart, chairs, and umbrellas brbrCentrally located in Holmes Beach, this elevated two bedroom/two bath half duplex is the perfect retreat! It has its own private heated salt water pool and outdoor bbq area with gas grill! The beach is a short 2 1/2 blocks away. Beach chairs, umbrellas and a cart are provided. Just load up and go! There is also an outdoor shower for rinsing off after your trips to the beach.brbrUpdated throughout and furnished in bright, coastal colors, you will feel right at home here for your beach getaway! Inside, the house has a split plan with a king sized bedroom and a second guest bedroom with queen size bed.brbrYou will love the many comforts of home including all new living room furniture, plantation shutters, AC, and WIFI. There is also a one car garage with a Ping Pong Table and Corn Hole! The trolley stop is conveniently located just down the street, where you can hop on the free trolley and go the length of the island to all of your favorite shops and restaurants!brbrThis house can also be rented together with it's sister property next door for the ultimate family vacation pad! brbrPET POLICY: brbrWe are DOG FRIENDLY! 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 75 lbs total for 1 pet or 120 lbs for 2 pets. 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. brbrVRC19-000077brbrThis 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.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(23)

$1046.65

/ Nightly
Private Vacation Home

Just Beachy managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Just Beachy – Your Luxury Island Retreat on Anna Maria Islandbr 128 49th Street Holmes Beach FL 34217br VRC21-000019br 4 Bedrooms + nanny suite | 6 Bathrooms | Sleeps 10 | Heated Pool & Hot Tub | br This home can park up to 4 vehiclesbr Quiet hours at 10p-7a: please respect neighborsbrbrEscape to Just Beachy, a beautifully appointed 4-bedroom, 5.5-bathroom luxury home just a short walk from the crystal-clear waters ️ and powder-soft sands of Holmes Beach. Thoughtfully designed for comfort, style, and convenience, this upscale retreat is perfect for families, friends, or groups seeking a relaxing—and memorable—beach getaway.brbr ​​​​​​​While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!brbr✨ Spacious, Elegant & Designed for ComfortbrbrStep inside and feel instantly at ease. This home offers a bright, open layout with high-end finishes and coastal décor throughout.brbrMain Floor Primary Suitebrbr ️ King bedbrbr Private ensuite bathroombrbrPerfect for guests who prefer single-level sleepingbrbrSecond Floor Nanny/Guest Suitebrbr ️ King bedbrbr Ensuite bathroombrbrAdditional privacy and comfortbrbrBedroom 3brbr ️ King bedbrbr Ensuite bathroombrbrBedroom 4 – Queen Bedroombrbr ️ Queen bedbrbr Ensuite bathroombrPerfect for additional guests or family membersbrbrPrivate Officebrbr Equipped workspacebrbrPerfect for remote work or quiet reading timebrbrWith room for up to 10 guests, every bedroom is designed to offer ultimate rest after long, sun-filled days on the island.brbr Your Private Outdoor OasisbrbrUnwind in the serene backyard—your personal paradise complete with:brbr Heated pool & jacuzzibrbr Outdoor grill for family barbecuesbrbr ️ Dining & lounging spaces for relaxing or entertainingbrbr☀️ Poolside seating & sun loungersbrbr ️ Beach gear included:brbr4 beach chairsbrbrBeach towelsbrbrBeach umbrellabrbrBeach wagon for easy trips to the shorebrbrWhether you're soaking up the sun, enjoying dinner outdoors, or cooling off after a beach day, this space is designed for making unforgettable memories.brbr ️ Fully Equipped Gourmet KitchenbrbrThe kitchen comes stocked with everything you need:brbr Stainless steel appliancesbrbr☕ Coffee makerbrbr Blenderbrbr Dishwasherbrbr ️ Cookware, bakeware & serving essentialsbrbrThe open-concept design flows into a relaxing living area featuring:brbr Electric fireplacebrbr Flat-screen TVbrPerfect for cozy evenings or family movie nights.brbr Explore Anna Maria IslandbrbrWhen you're ready to venture out, you'll love how close you are to everything:brbr ️ Public beach accessbrbr Botanical gardensbrbr⛵ Marinas & water activitiesbrbr ️ Beachside diningbrbr Ice cream shops, boutiques & local marketsbrbrWhether you prefer adventure or relaxation, this home puts the best of Anna Maria Island right at your fingertips.brbr Amenities for Effortless Comfortbrbr Free Wi-Fibrbr❄️ Air conditioningbrbr Washer & dryerbrbr ️ Private parkingbrbr ️ Premium linens & starter suppliesbrbr Private officebrbr This home can accommodate up to 4 vehiclesbrbr✔️ Book With Confidence – No Cancellation FeesbrbrCancellation Policybrbr $500 deposit due at bookingbrbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brbr Balance due 60 days prior to arrivalbrbr⏳ Cancel 60+ days before arrival → Full refundbrbr❌ Cancel within 60 days → No refundbrbr⏱️ Extended stays (2+ weeks) or bookings over $20,000 → Full payment 90 days prior, non-refundablebrbrThird party travel insurance cost is due at time of purchase brbr⚠️ Third-party travel insurance purchased through Beach Retreats is non-refundablebrbr No changes permitted within 60 days of arrival or during staybrbr✅ We highly recommend vacation cancellation insurance
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(1)

$1719.47

/ Nightly
Private Vacation Home

Swanky Bubbles- Luxury 9 bedroom close to beach with views, pool and spa!!!

Holmes Beach, Florida, United States

Swanky Bubbles 6506 Gulf Drive, Holmes Beach, FL 3421 VRC22-000202 What you will love about this property: • Luxury home with luxury finishes • Private balcony and roof top deck with stunning views • Private pool and spa • Private Elevator • EV Charger • Beach items- Beach chairs, wagon and umbrella • Fully equipped gourmet kitchen • Pet friendly • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to Swanky Bubbles. Gather your family and friends and head to Swanky Bubbles! Swanky Bubbles can accommodate 18 people! This exquisite 9-bedroom, 11-bathroom, pet-friendly residence with an elevator is ideally situated. Just steps away from the beach and within walking distance of shopping and restaurants, you'll have ample entertainment to ensure boredom is never an option. The main level is on the second floor where you'll have a living room with cushy seating and large screen television. The kitchen is fully equipped with all the essentials, stainless steel appliances and an island with ample seating there or dining at the large dining room table right off the kitchen. Following sun-filled days at the beach, retreat to the nine bedrooms spanning the second and third floors. These rooms feature luxurious bedding, soft lighting, with some offering private balconies, and all complete with ensuite bathrooms. With ample space available, you and your guests can unwind while enjoying privacy. Venture to the backyard, where you'll discover a covered patio featuring both lounging and dining areas, along with a private pool, swim-up bar, and jetted spa to indulge in relaxation—you're on vacation! Grab a drink from the wet bar and ascend to the rooftop deck to catch breathtaking sunsets or blend up a smoothie and engage in some sunrise yoga—the possibilities are endless up there! Get everyone together in comfort and style at Swanky Bubbles. Book with us today. Bedrooms & Bathrooms • Bedroom 1 - King with ensuite bathroom and walk in shower • Bedroom 2 - King with ensuite bathroom and walk in shower • Bedroom 3 - King with ensuite bathroom and walk in shower • Bedroom 4 - King with ensuite bathroom and walk in shower • Bedroom 5 - King with ensuite bathroom and walk in shower • Bedroom 6 - King with ensuite bathroom and walk in shower • Bedroom 7 - King with ensuite bathroom and walk in shower • Bedroom 8 - King with ensuite bathroom and walk in shower • Bedroom 9 - 2 Full over full bunks with ensuite bathroom shower/tub combo This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders This property allows pets and there will be an additional non-refundable pet fee. Dogs are allowed under certain conditions and all animals including service dogs must be disclosed and approved prior to arrival. No cats allowed. Weight limits apply and maximum of 2. Please reach out to Beach House Real Estate for full details. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please note that homes with elevators do not have living accommodation on the first floor. If you have members in your party that struggle with the use of stairs, we strongly recommend that you reserve a property on the ground floor. Beach House Real Estate cannot be held accountable for any malfunctions of the elevator and does not offer compensation. Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 5 cars at maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
Bed 9

Bed

Bath 10

Bath

Sleep 18

Sleeps

Slider Thumb
Exceptional(21)

$340.54

/ Nightly
Private Vacation Home

Beach Escape By Coastal Chic Vacations

HOLMES BEACH, Florida, United States

Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sandy beaches. This charming property offers all the conveniences you desire for a perfect island stay and is within walking distance to delightful shopping and dining options.brbrKEY FEATURESbr- Fully-equipped kitchen for home-cooked mealsbr- In-unit washer & dryer for your conveniencebr- Cozy dining area and spacious living room with a flat-screen TVbr- Primary bedroom with a king-size bed, flat-screen TV, and ensuite bathroombr- Guest room with a queen-size bed and flat-screen TVbr- Private patio for morning coffee, afternoon drinks, or sunbathingbrbrOur property comfortably accommodates up to 6 guests and offers parking for 3 vehicles.brMinimum stay is 7 nights.brbrEXCLUSIVE AMENITIESbrThis property is part of our Professional Linen Program, ensuring a top-quality experience. Enjoy high-quality linens laundered with hypoallergenic, perfume & dye-free soaps, providing a luxurious and comfortable stay from the moment you arrive.brbrYOUR ISLAND ADVENTURE AWAITSbrImmerse yourself in the ultimate beach escape with Coastal Chic Vacations. Enjoy the perfect blend of luxury, comfort, and island charm. Book now and make unforgettable memories!brbrHolmes Beach Noise Ordinance: Quiet hours are from 10:00 pm to 7:00 am. Daytime noise not to exceed 65 decibels, nightime noise not to exceed 50 decibelsbrbrVRC16-000427
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(59)

$244.11

/ Nightly
Private Vacation Home

Island Vibe 6: Close to Beach with Private Heated Pool

Holmes Beach, Florida, United States

Welcome to Island Vibe 6! This is a newly renovated 2-bedroom, 2-bathroom home with private, heated and cooled pool, tropical landscaping and a private back yard.brbr** If you're visiting AMI with another group, considering renting with attached duplex Island Vibe 5 (VRBO# 1919652) for a total of 4 bedrooms!brbrLocated on 63rd Street in Holmes Beach, this lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door. From here, it is just a short walk to the many shops and restaurants in downtown Holmes Beach, as well as the Island’s only dog park. It's mere steps from the northbound Anna Maria Island Trolley!brbrThis beautiful property will sleep 6 people with 1 King bed, 2 Twin beds that can convert to a second king, and 1 Queen sized sleeper sofa in the living room. You can park up to 2 cars in the driveway.brbrIn the backyard, you'll find a large open deck and a covered, shaded area overlooking the pool. There are solar lights and a pool light for enjoying the outdoors during those great Florida evenings.brbrYou'll never miss a moment of your favorite sporting event! We have a 55 television in the living room with a DVD player, a 50 television in the master bedroom, a 43 television in the second bedroom, AND even a 50 television on the outdoor patio!brbrConvenience for our guests is a priority for us! All of the TVs are smart TVs and have streaming television with the Spectrum App. A washer and dryer, wireless internet, cable television and free domestic long distance calling are all included! Additionally, if you're traveling with little ones or pets, we gladly provide an array of convenient items upon request. We have high-chairs, pack 'n plays, baby gates, fans, and dog crates so you can pack less and enjoy a worry-free family getaway. Just let us know what you need in advance so we can make sure it is ready for you at the property upon your arrival.brbrThere is plenty of opportunity for fun and games at Island Vibe 6. We have a storage shed on the property with a beach cart, beach toys, and lots of beach equipment. Additionally, there is a propane grill and outdoor propane fire pit.brbrWe are pet-friendly! Two pets are permitted with prior approval, signed Pet Addendum, and a $150.00 non-refundable pet fee (plus 13% tax).brbrWe treat for mosquitos from May through AugustbrbrYou 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.brbrNOISE ORDINANCE: Anna Maria Island has a zero tolerance policy for noise after 9 PM. Please show consideration for your neighbors. No loud music, parties or playing in pools after 9 PM. If a neighbor complains the Police Department has no choice but to file a complaint. Any tickets issued by the police department for noise violations will be the responsibility of the guest and may result in immediate eviction with no refunds of rent or deposits.brbrBy City Regulation, a 7 night minimum stay is required with a maximum occupancy of 6 persons. Violation of the occupancy limit may result in immediate eviction with no refunds of rent or deposits.brbrLicense #: VRC20-000097
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$417.26

/ Nightly
Private Vacation Home

Sapphire Serenity · Glass Walls · Pool · 30-Night

Holmes Beach, Florida, United States

2BR + Bonus Room · 3BA · Sleeps 6 · 30-Night Minimum · Retractable Glass Walls · Heated Pool · Three Cascading Water Walls · Professional Gas Range · Wet Bar · 2,181 Sq Ft · White Avenue Beach Access · December 2025 DebutbrbrImportant before booking: Sapphire Serenity is available for stays of 30 nights or longer only. This is a long-stay property — designed for snowbirds, remote workers, and guests who want to settle into Holmes Beach for a month or more. brbrThe great room's entire glass wall retracts completely — inside and outside become one flowing space, opening to the heated pool on one side and a covered patio with retractable awning on the other. This is the defining architectural feature of the home, and it works in both directions: the pool deck extends into the great room, and the great room extends onto the pool deck.brbrThe pool has three cascading water walls, blue and white mosaic tile, built-in loungers, and a sun shelf. A mature palm grove surrounds the yard — towering palms and tropical foliage that create complete privacy in a residential neighborhood.brbrThe kitchen was designed for serious cooking. Professional gas range, prosumer appliances throughout, pearl iridescent mosaic tile backsplash, dark granite countertops, an LED-lit curved island, and a second galley-style prep area with beverage refrigerator. The built-in wet bar has its own full-size refrigerator, freezer drawer, bar sink, and bar dishwasher — the kind of detail that only happens when owners design a home for themselves.brbrThe formal living room has white leather power recliners with USB charging, an electric fireplace, and custom coffered ceilings with millwork. The formal dining room seats six to eight at a glass-top table with palm-leaf carved chairs — one of the most distinctive dining rooms in any vacation rental on the island.brbrThe home is 2,181 square feet on a single level — no stairs. Two bedrooms plus a bonus room sleep six. The primary suite has a king bed, walk-in shower with dual showerheads, double-sink vanity, and a private water closet. The second bedroom has a queen bed. The bonus room has a built-in work area and a twin daybed with trundle — the right remote work setup for extended stays. Three full bathrooms throughout. Dedicated laundry room with full-size washer and dryer.brbrWhite Avenue beach access is approximately 17 houses away — one of the quieter, less-trafficked beach accesses on Anna Maria Island. The free island trolley stops nearby. Publix, seafood markets, and restaurants are close.brbrThis property does not allow pets or smoking. Parking for two vehicles in the driveway.brbrSapphire Serenity requires a 30-night minimum stay. brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due
Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Holmes Beach