Home Vacation Condo Rentals By Owner In Holmes Beach, FL

Showing 180 Of 325 Vacation Rentals
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$382.95

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Vibrant retreat with pool, beach access, tennis, balcony, & stunning ocean views

Holmes Beach, Florida, United States

Gulf Place 19brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFind yourself with a favorite drink on the balcony of this bright getaway as you look out to the water mere steps away! With an open concept interior and beachy decor throughout, each guest will slip right into vacation mode within moments of arriving. When the warm sun rises each day, head outside, and makes the most of the on-site amenities like the shared pool and tennis courts! And, obviously, the main attraction will be the white sand and crashing waves that can be found just a short walk from the pool area! After enjoying a picnic in the salty air or working up a sweat with a partner at the tennis courts, heading home for a fresh meal prepared in the full kitchen will be the best way to curb appetites. Find your favorite place to watch the colors of the sunset and make your way to the plush sectional sofa for a movie night as the stars come out. No one will have trouble dozing off to the sound of the tide ever-present just outside. brbrAnnas Maria Island is a treat for all kinds of guests, as the activities located nearby are unbeatable. For days on the warm sand, the beach access from the complex is incredible and Manatee Public Beach is just one and a half miles down the coast. Marina Drive will be just the place to go for some fresh seafood or local cuisine as well and is mere blocks from your front door. The Freckled Fin is definitely a family favorite on the island! brbrThings to know:brWe will not be accepting payments for pool heat for the months of May through October.brCode enforcement notification: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brThis property's maximum occupancy is limited to 6 guests.brThis property has a 7-night minimum stay requirement.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(26)

$261.86

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Shell Game: Playa Encantada - Beachfront Community Steps to the Beach!

Holmes Beach, Florida, United States

Nestled in the exclusive Playa Encantada Beachfront Community on the sun-kissed shores of Anna Maria Island, this delightful 2-bedroom, 2-bathroom condo is the ultimate haven for couples or small families seeking relaxation and adventure. Just steps from the powdery white sands and gentle waves of the Gulf of Mexico - pure Florida magic at its finest. brbrThe open concept Living and Dining Areas, and fully equipped Kitchen are perfect for creating a beachside breakfast or sunset cocktails. Retreat to the serene primary suite featuring a king bed and walk-in shower ensuite. The guest bedroom offers two twin beds (can convert to King on request) with private access to a full shower/tub combination ensuring everyone has their private space with every detail designed for your comfort. (Sleeps up to 4 comfortably.) brbrWith elevator access for effortless entry, and assigned covered parking means no hunting for spots, and the complex's smoke-free, pet-free policy keeps the air as fresh as the ocean breeze.brbrCome Enjoy the Beach Life on Anna Maria Island!brbrRates start around $200/night (varies by season); contact for availability.brPlaya Encantada Condo Association has a $100 non-refundable application feebr14 DAY MINIMUM STAY - with NO SATURDAY to SATURDAY requirementbrPlaya Encantada is a smoke free and pet free communitybrbrYou 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. VRC19-000199
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Exceptional(6)

$377.77

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Appletini- Dog Friendly Private Pool Home IN Heart of Anna Maria By Island Real

Holmes Beach, Florida, United States

Tiki waterfall heated pool with comfortable pool side furniture will melt your worries away. This ground level property is only a short walk to the beach for all day fun in the water or stroll back later for a magical sunset on the Gulf of Mexico. APPLETINI is a fantastic duplex only a short 5 minute walk to the beach. This home is also walkable to the HB Tennis Courts, HB Skate Park, Pickleball courts, basketball courts and Keyes Marina.brbrThis property showcases designer quality furnishings and is fully equipped with all the most updated features. This vacation rental is close to shopping, dining and hop the free trolley and explore from Bradenton Beach to the city of Anna Maria. brbrThe living room features a new 65 inch smart TV, and the bedrooms each feature 42 inch smart TVs. Appletini welcomes up to 6 guests comfortably with a king bed in each bedroom as well as a queen sleeper sofa in the living room. The list can go on and on and you will come back year after year to enjoy beautiful Anna Maria Island.brbrPlease note: we may sometimes gladly accept non Saturday to Saturday stays from middle of August to middle of January each year excluding Christmas and New Year week. Please speak with a vacation specialist for more details.brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.br brPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies. brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay. brbr• Up to 2 dogs under 20lbs are warmly welcomed in this residence for a fee of $250 plus tax per dog.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.brbrVRC16-000916
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Exceptional(12)

$850.16

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Pristine Anna Maria Island Beachfront Condo

Holmes Beach, Florida, United States

Looking to experience Old World Florida charm with a modern twist, The Sandy Turtle - Gulf Place Condominium #D15 on Anna Maria Island has you covered! brbrThis highly sought after newly renovated 3-bedroom, 2-bathroom gem is one of the few originals left on the Island. With a set-back balcony overlooking a huge, heated swimming pool, the unit also offers a best-of-both-worlds ocean view. brbrThe view can be seen not only from the unit's oversized balcony, but also from the open concept living and dining room, where up to 6 guests can gather to experience the glorious sunsets for which the Island is known. The living room features a reclining couch and SMART TV for viewing. The condo also boasts a full-sized kitchen with brand-new appliances and a unique built-in buffet bar area. A second beverage refrigerator with built in ice maker provide ample storage for all your drinks. The unit's high-speed internet provides an ideal environment for both die-hard vacationers and those guests looking for a flexible remote work-vacation setting. brbrOff the kitchen is a newly renovated and centrally located bathroom featuring a tub/shower combination. brbrThe main bedroom features a king-size bed, en-suite bathroom, and flat screen SMART TV. The first guest room also features a king-size bed, flat screen SMART TV along with a 4-drawer dresser and closet, while the third bedroom features a queen-size bed, flat screen SMART TV, closet with a built-in drawer system. All of the bedrooms are fully appointed with fresh linens ready for your use upon arrival. brbrThese linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye free soaps assuring all our guests a comfortable stay. In other words,, there's no need to pack sheets or towels for your trip! We also provide 4 rolls of toilet paper per bathroom, 2 rolls of kitchen paper towels, dishwasher detergent, laundry detergent and softener available for your use with the washer/dryer located within the unit. brbrThis property is co-managed locally by SeaBreeze Vacation. brbrThis property is limited to 6 overnight guests (including children and infants). brbrParking is limited to 2 vehicles (one reserve spot and an open lot that is on a first come basis)
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Exceptional(1)

$471.05

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Great location on Holmes Beach! 2 bdrm Condo Steps to the Beach! Heated pool!

Holmes Beach, Florida, United States

Newly Furnished and renovated! Steps to the Beach! 2 Bdrm 2 bath Condo - shared heated poolbrIsland Life Suites is centrally located on beautiful Holmes Beach, Anna Maria Island. brbrThis charming property is a short walk (100 steps) to the beach, shopping, amenities and restaurants. It includes a shared outdoor seated patio with loungers, an outdoor grill and heated pool. brThis Two Storey Triplex offers a peaceful and pleasant environment for individual guests and also great for a family reunion (unit #1 -4 bdrm, unit #2 - 2 bdrm, unit #3 -1bdrm)brAll 3 units rented together can accommodate 18 guests. brPlease enquire about special rates for multi unit rentals.brbrThis Condo - Unit #2 - 2 Bdrm/2 bath Suite is located on ground floor (no stairs) br3 bed/2 bath - max. 6 guests and free parking for two cars.brBedroom 1 - queen bed with full bathroom with showerbrBedroom 2 - 2 twin bedsbrliving room - sofa and a queen sofa bedbrBathroom 2 - full bathroom with tub/showerbrfresh linens, towels and beach towels provided upon arrivalbrOne small (under 20lbs), trained, non-shedding dog is welcome for an additional feebrfree wifi and smart tvbrfully equipped kitchenbrOur guests have access to shared pool/patio area, laundry room located next to the unit with washer and dryer and the garage is fully stocked with all beach essentials.brbrClosest airport is Sarasota International (approx. 30 minutes away). Tampa International is just over an hour away. St. Pete-Clearwater International is about 45 minutes to an hour drive. Orlando International is approx. 2.5 hour drive with plenty of attractions along the way. Travel time may vary depending on traffic.brAll your beach essentials are included. We supply beach towels, chairs, umbrellas, blankets, and toys for your enjoyment.brPlease note, there are security cameras and motion flood lights around the exterior of this property that record audio and video for the safety of our guests.
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Exceptional(2)

$443.4

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Beachfront, Breathtaking Gulfviews with Resort Pool and Spectacular Sunsets.

HOLMES BEACH, Florida, United States

Beachfront condo with stunning ocean views, manicured grounds and swaying palms. This lovely, recently renovated, end unit at the Gulf Sands condo resort, is an exceptional place to relax as you watch the waves strike the powdery white sand, feel the ocean breeze, witness beautiful sunsets and dazzling stars from the comfort of your private open-air balcony with table and chairs.brbrInside, the comfortable furnishings and appointments are coastal, fresh and bright. The open concept unit has three flat screen TV’s and Free Wireless Internet. Washer and dryer are located within the condo. The kitchen is fully stocked with dishes, glasses, pots/pans, and silverware, but for those who prefer to eat out the Anna Maria Island Beach Café (famous for All you Can Eat Pancakes and Live Music at Sunset) is just a short walk down the beach.brbrThe attractively decorated Master bedroom includes a King Bed, views of the Gulf, TV and an en suite bathroom with a large shower.brbrThe Guest bedroom includes a King Bed with TV, hall bath with tub/shower. Queen sofa bed in the living room adds sleeping for 2 additional guests. Each bedroom includes linens and towels from a professional linen service.brbrLooking to go for a swim Take a dip in the large, heated resort-style swimming pool or in the ocean, which is just steps away. For those who want to be in the middle of the action, Manatee Public Beach with its playground, beach volleyball and lifeguard stands are nearby, but from the privacy of this condo, your view is of the turquoise waters of the Gulf, dolphins, pelicans and when in season, sea turtle nesting sites. br brHoping to explore around the island The FREE Anna Maria Island Trolley stop is nearby. Venture to popular areas like Anna Maria Island City Pier, Bridge Street, or Coquina Beach. If you prefer to drive, the condo has private covered parking for two cars, near to the elevator, or take the stairs, your choice. Publix (the local grocery store) and CVS Pharmacy are within an easy walking distance, so a car is optional at this property.brbrLooking for more activities The Island offers surfing, sailing, deep sea fishing, kayaking, jet skis, parasailing, paddle boarding, bike rental, nature preserves, public pickleball and tennis courts, and shortly off island on Manatee Ave W, horseback riding and sea ponies.brbrWhether you are looking for relaxation or adventure, this condo offers the perfect beach vacation and so much more!!! brbrPlease note, the city of Holmes Beach on Anna Marie Island, has an ordinance which requires a 1 week minimum rental. If you require alternate times or accommodation needs, please contact the Host. Additionally, Holmes Beach has a noise ordinance. This ensures noise is kept to a respectful level during the day and night and allows for peaceful enjoyment of your rental and the neighboring residential area. br brVRC16-000449
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Exceptional(11)

$290.54

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Pelican Place at The Nautilus · Tennis & Pickleball · Steps to Beach

Holmes Beach, Florida, United States

VRC24-000057brbr2BR · 2BA · Sleeps 4 · Steps to Gulf · Two King Beds · Heated Pool · Tennis · Pickleball · Updated Kitchen · Work Area · Smart TVs · Free Trolley NearbybrbrThe beach is under a minute away — walk out the door and you're just steps to the sand. Pelican Place at The Nautilus is a Holmes Beach vacation rental where the Gulf is genuinely close and the on-site amenities are the strongest in the complex.brbrTennis courts and pickleball on-site — rare together on Anna Maria Island. The large heated pool is available for all building guests. The free island trolley stops nearby for exploring the full length of AMI without moving your car.brbrInside, the condo has been updated with new floors, a comfortable sectional, and smart TVs throughout. The kitchen is fully stocked for everything from simple breakfasts to full dinners. A small work area is ready for remote workers or anyone who needs to stay connected. The living room is open and well-configured for relaxing after a beach day.brbrTwo bedrooms, both with king beds — the right configuration for two couples or guests who both want a proper bed without compromise. Two full bathrooms. Linens and towels provided.brbrPelican Place at The Nautilus requires a one-week minimum stay. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due
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Exceptional(3)

$256.57

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Beautiful, Great location, Walk to everything, 2Bdrm 2Bdrm, Private,

Holmes Beach, Florida, United States

- 7 min. walk to beach, beach chairs, umbrellas, towels, beach wagon providedbrbr- sleeps 4, 2 bedroom/2 bath, very private and quietbrbr- all linens provided, washer/dryer in unitbrbr- stores within short walk; Publix, Walgreens, CVS, Dollarama, Dunkin Donuts/ Baskin Robbins, beach stores, Ace Hardware, various restaurants, unique coastal storesbrbr- free island trolley near entrance to complexbrbr- easy access on/off islandbrbr- contactless entry, dedicated code provided, code provided to on-site poolbrbr- Sarasota airport 20 min.; Tampa airport 1 hour; St./Pete's Clearwater airport 50 min.brbr- Owner usually responds in less than 30 min.brbr- Local activities, deep sea fishing, parasailing, canoe/kayak rentals, horseback riding, golf cart/bike/scooter rentals, water taxi brbrbrPrivate and quiet 2 bedroom/2 bath end unit in Sandy Pointe. Excellent location for all that Anna Maria Island has to offer! Sleeps 4 with a king size bed in the principal bedroom and 2 twins in the secondary bedroom. Large heated pool and screened in lanai. Short walk to shops, dining and stop for the free island trolley. Extensive views over top of the Mangrove Preserve.brWagon, beach chairs and umbrellas provided for pleasant walk to beach. Best location for on and off the island quickly. Washer and dryer provided as well as under cover parking for 2 cars. Plug at parking level for golf carts. Lovingly maintained condo with consistent high reviews. Enjoy your stay!brbrOne week minimum rental.brNo pets as per condo. association
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$593.25

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La Casa Costiera Blue Water - Newly Renovated, Top Floor Beachfront Condo

Holmes Beach, Florida, United States

AT A GLANCE:brbr- La Casa Costiera Unit #6 Blue Waterbr- Large balcony with Gulf views & spectacular sunsetsbr- Newly renovated with high end furniture & art work br- Fully equipped gourmet kitchen with induction cookingbr- Granite countertops & stainless steel appliancesbr- Smart living room TV with cable & DVDbr- Free high speed wireless internet accessbr- Heated swimming pool and hot tubbr- Outdoor picnic area with gas grillbr- Private garage parking for 2 vehiclesbrbrbrWELCOME!brbrLA CASA COSTIERA Unit #6br7312 Gulf Dr.brBldg. 3, Unit #6brHolmes Beach, FL 34217brbrWELCOME to the gentle side of FLORIDA with miles of white sand powdered beaches. ANNA MARIA ISLAND is a beautiful barrier island on the Gulf of Mexico off the West coast of Florida stretching seven miles between Tampa Bay south to Longboat Key. There is truly nothing better than gulf front living, and that is just what you will experience at this gorgeous coastal chic inspired home, completely renovated in 2019. Located directly on the beach, with a balcony facing the Gulf of Mexico, you can enjoy the sunset every evening right from the comfort of your favorite lounge chair.br brbrKITCHENbrbrOur top of the line kitchen boasts granite counter tops, built-in oven and microwave, induction cooking top, french door fridge and much more. Here you will find everything you need for your island inspired culinary creations. A laundry room is available as well with a washing machine dryer and ironing board.brbrbrBEDROOMSbrbrLa Casa Costiera can accommodate up to 6 people. The master bedroom has a king size bed, TV, walk-in closet and en-suite bathroom with dual sink, a shower that has two shower heads and jetted tub. The second bedroom has a queen size bed, walk-in closet, and en-suite bathroom with double sinks and large walk-in shower. The third bedroom has two twin size beds and TV. Another half bath is located just down the hallway.brbrbrEXTERIORbrbrThe gardens and grounds have been thoughtfully designed leading to a large pool with jacuzzi hot-tub and gazebo area. With the sounds of crashing waves right outside from the nearby beach, the large pool area is another great way to relax. A nice picnic and BBQ area are available, as well as a gas and charcoal grill.brbrThere is much to SEE and to DO around Anna Maria Island:brbr- Bring or rent a bicycle or kayak to explore the island or one of the nature preserves aroundbr- Enjoy a round of golf on nearby coursesbr- Visit the Ringling Museum, see a play at the Van Wezel or stop by Mote Marine Aquariumbr- Tour the island with the free trolley bus, which runs approx. every 20 minutesbr- Learn more about the sea life of dolphins, manatees and shorebirds - you can often spot them right from the balconybr- Discover great restaurants and local eateries, from fine dining to local divesbr- Take a day trip to Disney World in Orlandobrbrbr*Please note that if the elevator becomes inoperable for any reason, stairs will be the only means of access to the third floor. This unit is subject to the rules and regulations of a Condo Association which is not affiliated with Island Dreams. We are not notified by nor can we be held responsible for any exterior maintenance that might occur during your stay*brbrVRC21-000188brMinimum Stay: 7 NightsbrMax Occupancy: 6 GuestsbrMaximum Parking: 2 vehiclesbrNoise Ordinance: The City of Holmes Beach has a noise ordinance with quiet hours from 10 PM to 7 AM, prohibiting unreasonable, loud, or excessive noise that disturbs the peace, with specific decibel limits (65 dBA daytime, 50 dBA nighttime) and fines for violations, enforced by code officers using noise meters.
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Exceptional(4)

$340.51

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Beautiful villa with Private Pool, short stroll to beach w/ beach gear and grill

Holmes Beach, Florida, United States

New to our rental inventory and awaiting your stay!!!brbrWelcome to Ahoy Matey where you will find a tropical sanctuary with a private pool and just one short block to the beautiful white sand beaches of Anna Maria Island. This nicely appointed villa has 2 bedrooms both with en-suite bathrooms and an fully equipped kitchen with stainless appliances. The high ceilings and open floor plan add to the ambiance of this charming villa. The sliding glass doors from the living room lead directly to the private tropically landscaped pool area. Enjoy outdoor dining on the pool deck or simply lounging in the sun. Beach gear is provided and a barbecue grill. Direct beach access a short stroll away at the end of 79th St where you will find the most beautiful white sand beaches. There is a private driveway for parking-- 2 vehicles max. We look forward to welcoming you!!brbrPools: Fran Maxon Real Estate is not responsible for pool temperatures, closures or malfunctions. There will be days when the weather conditions will not allow pool heaters to accommodate swimming and temperature recovery times will vary. No credit, discount and/or rate adjustment can be granted for items mentioned above or circumstances beyond our control.brbrVRC16-000089 - Local ordinances require a 7 night minimum stay.brbrNoise Notice as required by The City of Holmes Beach: 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. Fines may be imposed for any violations and guests may be asked to vacate. Guests are responsible for any fines imposed.
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$616.05

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Palm Gables 112 :Gulf Front Condo, Pool, Beach Access by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Palm Gardens 112 by Anna Maria Life Vacation Rentalsbr112 36th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! Gulf Front Condo!br3 Bedrooms / 2 BathroomsbrCalifornia King, Queen, Twin over Full BunkbedsbrShared Heated PoolbrPrivate Beach AccessbrPrivate Lanai with Lounge Seating Overlooking Gulf of MexicobrElevator AccessbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrGarage Parking for 1 CarbrbrDetails:brWith private beach access, a shared Gulf-front pool, and stunning water views from nearly every room, Palm Gables 112 is the beachfront retreat you've been dreaming of.brbrStep out onto your private lanai, where upscale outdoor seating and breathtaking Gulf views set the stage for morning coffee or evening sunsets. Inside, every space reflects comfort and sophistication—from the stylish living area with plush seating and a smart TV to the floor-to-ceiling windows that frame stunning panoramic views.brbrThe fully equipped kitchen features all your cooking essentials, and a peninsula with barstool seating. Just beyond, a formal dining area offers the perfect setting for shared meals and relaxed conversation.brbrThe primary suite is a luxurious haven, featuring a California King-sized bed, ensuite bathroom and a private balcony overlooking the beach. The second bedroom includes a Queen bed and ensuite bathroom. The third bedroom is thoughtfully designed with bunk beds, perfect for younger guests, and easy access to the third full bath. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer. Each of the bedrooms features a TV with Roku.brbrAdditional amenities include a designated parking spot in the garage accessed from the 4th Avenue side of the building, as well as an elevator.brbrPalm Gables 112 is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - California King, Balcony, Ensuite Bathroom, TV - Floor 3brBedroom 2 - Queen Bed, Jack 'n Jill Bathroom, TV - Floor 3brBedroom 3 - Twin/Full Bunkbeds, TV - Floor 3brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDesignated garage parking for one car. Parking for additional vehicles is not available.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbr​​​​​​​VRC18-000128brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
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$283.34

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Sunset Beach 102: Gulf Front, Stunning Views, On the Beach, Pool by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

2716 Gulf Dr., #102, Holmes Beach, FL 34217brbrWhat You'll Love About This Homes:brbrLocation! Beach Front with Gulf Views! Zero Steps to the Beach!br2 Bedrooms / 2 Bathroomsbr1 King, 1 Queen, 1 Queen Sofa BedbrHeated Resort PoolbrOutdoor ShowerbrFully Equipped KitchenbrProfessional Linen Service, Washer / Dryer & Complimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrDetails:brbrKick off your shoes, sit back, relax, and enjoy a view of the sparkling waters of the Gulf of Mexico and the white sand beaches of Anna Maria Island from the balcony of this two-bedroom, two-bath condo.brbrThis lovely, beachfront condo is decorated with a unique kind of Florida-style furnishings from the Pamaro Shop. A king bed in the master, a queen bed in the second bedroom and a sofa bed in the living area provide plenty of sleeping space for family and friends. This property also features our professional linen service.brbrWith mere steps to the pool and beach you will be enticed to spend hours of fun in the sun! If you want to take a rest from the sun, there are several shops and restaurants within walking distance or you can explore the Island by hopping on board the free trolley that runs daily along the island and has a stop just a few steps from your door.brbrPets are not allowed in this home.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than 14 nights. The maximum occupancy is six.brbrVRC16-000402brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
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$289.09

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Private Beach Access w/Pool and Tennis!

Holmes Beach, Florida, United States

Welcome to Sun Plaza West 101!br*Highlighted Amenities*brbr* Location! Gulf Front Resort Condo Community!br* 2 Bedrooms / 2 Bathroomsbr* 1 King Bed & 2 Twin Beds (Or can make 1 King upon request)br* Open Air Balcony off Master Bedroombr* Screened Lanai with Patio Furniturebr* 3rd Balcony with view of the poolbr* Fully Equipped Kitchenbr* Full size washer and dryer in-unit & Complimentary WIFIbr* Children Pack and Play (two)br* Elevatorbr* Heated Resort Pool (Shared)br* Outdoor Showerbr* Private Beach Accessbr* Beach Chairs & Beach Towelsbr* Tennis/Pickle Ball Courtsbr* Designated parking for one vehiclebr* Views of the Tennis Court and Poolbr* Walkable to all shops, restaurant and Trolley stop!brbrPLEASE NOTE: This lovely condo comfortably accommodates 4 adults and can also provide space for 2 additional children. brbrThis home is managed by Coastal Chic Vacations, a local Anna Maria Island vacation rental management company.brbrLocation, location, location! Situated in the heart of it all, you will love that this condo complex is in a Gulf front resort-style condo community and yet a short walk to shops and restaurants.brFound West of Gulf Street, slip into your flip flops and enjoy a leisurely walk along your exclusive private beach access pathway leading to the pristine, sandy shoreline.brbrOutdoor activities in the community feature a large tennis court, heated pool with multiple adjustable chaise lounges as well as seating under the nearby pergola to enjoy a meal away from the sun. You’re also just moments from the sand and water of the Gulf with private beach access!brbrThe main enclosed balcony offers a view of the tennis court and is off the living room, making it the perfect expansion of your indoor space. brThe master suite boasts access to this balcony, as well as its own private balcony. A third balcony off the dining space is yet another place for outdoor living. brbrRecline and enjoy a movie night with the 65 inch Smart TV. Fully equipped kitchen with everything you need to prepare and serve a delicious home-cooked meal.brbrThe primary suite hosts a king bedroom, a wall-mounted flat screen TV with an en-suite bath with shower stall with seat. brThe second bedroom hosts a bedroom set that can be converted from two twin beds to a single king-size bed at your request. The bedroom includes a wall-mounted flat screen TV keeps you entertained. brbrThe hall bath has a tub/shower combo. There is room for everyone to enjoy an Anna Maria Island vacation!brbrNote:br* Pets are not allowed in this home.br* Minimum stay is 7 nightsbr* Elevated residence, Elevator available - Please keep in mind if the elevator becomes inoperable due to any reason, the stairs will be the only form of transportation to and from your unit. br* There is a $125 non-refundable condo application fee required. The fee is included in your quote.br* Holmes Beach Noise Ordinance: Quiet hours are from 10:00 pm to 7:00 am. Daytime noise not to exceed 65 decibels, nightime noise not to exceed 50 decibelsbr* The minimum requirement for this home is no less than seven nights. br* The maximum occupancy is six.br* Housekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrVRC16-000427
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$429.78

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WatersEdge208DIRECT GULFFRONT Pool & Tennis – By Island Real Estate

Holmes Beach, Florida, United States

Welcome to Water’s Edge 208S – Your perfect island escape on Anna Maria Island. Located just steps from the sparkling Gulf waters, Water’s Edge 208S is a newly redone, second-floor condo that offers everything you need for an exciting beach vacation. Whether you're in the mood to soak up the sun on the beach, explore local shops and restaurants, or simply unwind by the pool, this beautiful property provides the ideal setting for an unforgettable stay.brWith a prime location in Holmes Beach, this spacious two-bedroom, two-bathroom condo can comfortably accommodate up to six guests, making it perfect for families, couples, or groups of friends. The master suite features a king-sized bed and a private bath with a walk-in shower. The second bedroom is furnished with a cozy queen bed and is just as bright and inviting, with views of the lush garden and pool area. Both bedrooms include flat-screen TVs for your enjoyment.brThe open-concept living area is the heart of the condo, offering plenty of room to relax and entertain. The fully equipped kitchen is ideal for preparing your favorite meals, which can be enjoyed at the dining table or on the private terrace overlooking the stunning surroundings and view of the ocean. Take in the sounds of the surf and feel the sea breeze as you watch the sunset over Anna Maria Island.brBeach access is easy and direct from the condo—just a few steps from the pool to the sand. Cool off with a swim in the heated pool. Need a change of pace The condo is conveniently located near the free Trolley stop, restaurants, shops, and even tennis courts just across the street.brWhether you're here for a short stay or a longer vacation, Water’s Edge 208S has everything you need for an exceptional island experience. Book your stay today and create lasting memories in this stunning beachside retreat!brFun and charming gulf front Holmes Beach vacation rental condominium, “Water’s Edge 208S – 5806 Gulf Drive”. Sleeps (6) in (2) bedroom (2) bathroom: 1 King bed, and 1 Queen bed, and a full Murphy bed. Community heated pool, balcony with garden/ocean view. Wireless internet, Coin-op shared washer/dryer, dishwasher. Assigned parking. brbrIMPORTANT INFORMATION:brYour 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.brPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brYour 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.brAll our properties provide luxury linens for you to enjoy during your stay.br*Please Note: This is a non-smoking complex. Smoking is not permitted anywhere on the property, including balconies, patios, and common areas.*brAnna 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: 2 (1 assigned and 1 guest) Max Day Guests: 2
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$222.6

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Coastal Villa! Lanai, Decks and Pool Access!

Holmes Beach, Florida, United States

Island Tropical Villa by Anna Maria Vacations brCondo in Holmes Beach, Florida brVRC19-000249brbrWelcome to Island Tropical Villa, a charming three-bedroom, two-bath vacation home located just a five-minute walk from the turquoise waters and white sand of Holmes Beach. Perfect for families and small groups, this newly updated retreat offers multiple outdoor living areas, community pool access, and all the amenities you need for a relaxing Anna Maria Island getaway. With its wraparound decks, screened-in lanai, and close proximity to shops, restaurants, and the free island trolley, you’ll be set for the ultimate beach vacation. brbrHighlights br- 5-minute walk to Holmes Beach br- 3 Bedrooms / 2 Bathrooms br- 1 King, 1 Queen, 1 Full bed br- Screened-in lanai br- Community pool br- Multiple outdoor decks br- BBQ grill br- Outdoor shower br- Beach chairs provided br- Dog friendly with host approval br- 4 Parking spaces brbrSpend sunny days lounging by the community pool just steps away, then return to your private villa to unwind on one of the spacious outdoor decks. Fire up the BBQ grill for an outdoor dinner or relax in the screened-in lanai for evening outdoors. Beach chairs are included, making it easy to pack light and head straight to the shore. brbrThe main living floor welcomes you with an inviting seating area, coastal decor, and a large TV for movie nights. The fully equipped kitchen features quality appliances, granite countertops, and essentials like a 10-cup coffee maker and 4-slice toaster. Enjoy family meals at the indoor dining table for six or opt for the screened-in lanai’s dining space for fresh air and evening breezes. brbrThe professionally decorated bedrooms create a serene retreat after a day of island fun. The primary suite includes a king bed, closet, and ensuite bathroom with a walk-in shower. Upstairs, two guest bedrooms share a bathroom with a walk-in shower, one with a queen bed and the other with a double bed. brbrRoom Details br- Primary Bedroom (2nd floor): King bed, ensuite bathroom with walk-in shower br- Second Bedroom (3rd floor): Queen bed br- Third Bedroom (3rd floor): Full (double) bed brbrLocated in the desirable North Beach Village community, you’ll enjoy shared pool access with lounge chairs and restrooms for guest convenience. An outdoor shower makes rinsing off after beach days a breeze, and the provided beach chairs let you spend more time enjoying the surf. Walk to local restaurants, explore nearby shops, or hop on the free Anna Maria Island trolley for an easy way to see the island. brbrIsland Tropical Villa offers the perfect combination of comfort, convenience, and coastal charm. Book your stay today and make lasting memories in paradise! brbr- brThis home is managed by Anna Maria Vacations, an Anna Maria Island property management company. brbrThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Anna Maria Vacations Rental Policies for full details. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease 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.
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$372.01

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Nautilus 214 by Nautilus Vacations-Beachfront Complex, Heated Pool, Racket Court

Holmes Beach, Florida, United States

Welcome to the Nautilus!brWe are 34 individually owned and uniquely decorated condominiums available for vacation rentals. We occupy one entire block right on the Gulf of Mexico on Anna Maria Island. No streets to cross to get to the beach here—just a few steps to our beautiful 7-mile white sand beach. Many visitors are content to while away the day under an umbrella, soaking up the sun and sea breeze.brbrTake a swim in our heated swimming pool or in the warm Gulf waters, or enjoy a game of tennis or pickleball. You can be as active as you'd like here, though a lazy day on the beach might make your vacation exactly what you're looking for!brbrThis upstairs poolside 2-bedroom, 2-bathroom poolside condo features a full kitchen with all modern conveniences and comfortably accommodates 4 guests for a minimum 7-night stay. Enjoy your morning coffee or evening dinner on your private outdoor patio, or explore the local restaurants for a wonderful variety of dining choices. From casual burgers to elegant bistros, breakfast, lunch, or dinner—you'll find plenty of delicious options on this charming island.brbrCome stay with us and discover what makes The Nautilus a perfect vacation destination. Take a leisurely walk, ride your bike, or hop on Anna Maria's free trolley service (trolley stop just one block away!) for sightseeing and shopping. Experience the laid-back island charm and natural beauty that make Anna Maria Island such a beloved getaway!brbrPROPERTY HIGHLIGHTSbrPrime Location: Wake up to ocean breezes and fall asleep to the sound of gentle waves. This oceanfront complex puts you mere steps from Anna Maria's renowned white sand beaches, where you can spend your days swimming, sunbathing, or searching for shells.brbrPoolside Convenience: Step directly from your front door onto the pool deck, making it easy to alternate between refreshing dips in the pool and relaxing ocean swims.brbrFully Equipped Kitchen: Prepare everything from morning coffee to gourmet meals in the well-appointed kitchen, perfect for enjoying fresh seafood or preparing beach picnics.brbrComfortable Accommodations: The property features two spacious bedrooms and two full bathrooms, providing ample space for families or friends to unwind after sun-soaked days.brbrPrivate Patio: Enjoy your morning coffee or evening cocktails in your own private outdoor space, where you can soak in the coastal atmosphere.brbrOn-Site Recreation: Stay active with the complex's private racket court, perfect for pickleball and tennis enthusiasts looking to add some friendly competition to their beach vacation.brbrFree Trolley Access: Explore the island with ease! The complimentary Anna Maria Island trolley stop is just one block away, providing convenient transportation to shops, restaurants, and attractions throughout the island.brbrOnsite Laundry FacilitybrbrProperty GuidelinesbrbrNoise Ordinance: 65 dB (7 AM-10 PM) | 50 dB (10 PM-7 AM)brProhibited: Trailers, boats, jet skis, smoking, illegal substancesbrPlease observe all posted Nautilus community rulesbrbrTHE ANNA MARIA EXPERIENCEbrAnna Maria Island is renowned for its laid-back island atmosphere, stunning sunsets, and sugar-sand beaches. From your doorstep, explore charming local restaurants, a range of unique shops, and endless water activities. Whether you're seeking adventure or relaxation, this oceanfront retreat provides the perfect base for your Florida beach getaway.brbrBook #214 now and start counting down the days until your toes are in the sand!brVRC25-000138
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$734.5

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Warm, welcoming resort on prime beach area. comfortable and intimate

Holmes Beach, Florida, United States

Area InformationbrSurrounded by the bustling tourist cities of Tampa, Orlando and Sarasota, you’re just a short drive away from an action-packed day. But when you want to relax, Anna Maria Island is the place to be. With miles of pristine white beaches and softly swaying palms, the pace is as gentle as the ocean breezes. To see and do:brbrDeep Sea FishingbrSnorkeling and Scuba DivingbrBoating and SailingbrJet Ski Rentals and ParasailingbrBoutiques and AntiquesbrArt GalleriesbrRingling MuseumbrSelby Botanical GardensbrMote Marine Laboratory and AquariumbrBusch Gardens® (Tampa)brFor additional area information:brBeach Bistrobrwww.amisland.combrwww.annamariaislandchamber.orgbrbrArea InformationbrSurrounded by the bustling tourist cities of Tampa, Orlando and Sarasota, you’re just a short drive away from an action-packed day. But when you want to relax, Anna Maria Island is the place to be. With miles of pristine white beaches and softly swaying palms, the pace is as gentle as the ocean breezes. To see and do:brbrDeep Sea FishingbrSnorkeling and Scuba DivingbrBoating and SailingbrJet Ski Rentals and ParasailingbrBoutiques and AntiquesbrArt GalleriesbrRingling MuseumbrSelby Botanical GardensbrMote Marine Laboratory and AquariumbrBusch Gardens® (Tampa)brFor additional area information:brBeach Bistrobrwww.amisland.combrwww.annamariaislandchamber.orgbrbr
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$355.15

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Lovely Two Bedroom Condo, within walking distance to the Beach!

Holmes Beach, Florida, United States

Welcome to your cheerful hideaway by the beach, perfect for family or couple adventures! Wake up and start your day to views of beautiful sunrises every morning from the bay, Grassy Point Bayou, and the surrounding mangroves from this condo's extensive screened-in balcony (as well as an extra furnished balcony accessible from the main bedroom). Enjoy the comfort of the central air conditioning system, in addition to installed ceiling fans in each bedroom. A desk workspace in the main bedroom is available for guests who need to finish up remote work before hitting the beach. The unit is tastefully decorated to create a pleasant island atmosphere and also has a private washer/dryer to conveniently take care of any of your laundry needs. The kitchen is equipped with a dishwasher as well as appropriate cutlery and cooking pots & pans for guests who enjoy preparing their own meal. Guests are also welcome to enjoy access to the shared heated pool, and for spectacular beach access, a short walk to Holmes Beach allows guests to visit the Tiki bar and relax on one of Anna Maria Island’s most coveted and beautiful beaches!brbrWhat's nearby:brAnna Maria Island provides a convenient, free shuttle for local islanders and visitors. This shuttle, which travels up along the beach throughout the day, enables guests to explore the wider area and all the beautiful beaches along its shores without worrying about parking! Guests can explore Manatee Public Beach, Anna Maria Public Beach, Cortez Beach, and Coquina Beach during their stay; all these amazing beaches are like gems and are located within a four mile span, allowing visitors to explore a new side to the ocean of their choice throughout their stay. In the event that guests need to run out for the odd necessities, local amenities such as Publix and Walgreens are conveniently located across the street. brFor those guests who would like to experience some time out on the water, there are rental services available on AMI where they can rent a boat, or take a tour with Egmont Key Adventures which is approximately two miles away. Other rental services such as bike and golf cart rentals are available as well. Take a break to enjoy a meal at any of AMI's delicious restaurants such as: The Ugly Grouper, or something savory at Smoqehouse, or a meal at Hurricane Hanks, also within two miles of the condo. brbrImportant things to know:brFree high-speed WiFi (internet password provided in welcome binder)brSnowbird-friendly (please note: guests must be physically able to use stairs)brParking spaces for guests are provided in guest parking spots across from the condo and around the pool area.brBeach chairs, beach towels, and a beach umbrella are available for guest use.brThis condo is located on the second floor and guests use stairs to access the condo. Please be advised that the unit is not ADA accessible (there are no elevators).brGuests must book a minimum of seven nights per stay, as per HOA and Town Ordinance ZoningbrbrSorry, pets are NOT permitted at this vacation rental as per HOA policies.brParking Available on premises brCity/town permit number: VRC20-000260brbrYou must be 21 years or older to rent this property.brbr
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