Home Vacation Rentals By Owner In Anna Maria, FL

Showing 160 Of 792 Vacation Rentals
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Exceptional(24)

$1011.24

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Private Vacation Home

Reel Deal: Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Reel Deal by Anna Maria Life Vacation Rentalsbr505 S Bay, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! On a Canal! Quick Walk to Bay!br5 Bedrooms / 5 Bathroomsbr4 King Beds, 1 Set of Triple Bunkbeds (4 twin beds in this room)brPrivate Heated PoolbrPool Loungers & Adirondack ChairsbrFurnished, Covered Poolside Lounge Area with TVbrPing Pong & Corn Holebr2 Large Porches Overlooking Tampa Bay with Gorgeous Water ViewsbrPrivate Dock for Kayak & Paddle Board Launch (not large enough for boats)brElevator (to all floors)brGas GrillbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagon, Umbrellas & CoolersbrParking for 3 Cars in Driveway & 1 Car in GaragebrbrDetails:brWith multiple balconies and lanais, including two overlooking Tampa Bay, this is the Reel Deal. Lovely outdoor spaces, spacious living areas, and a gorgeous pool and backyard on a canal! What more could you ask for brbrThe main living level features 3 bedrooms, two with a king bed and the third with a twin bed and a triple twin bunkbed. The remaining two bedrooms are located on the third floor. Each bedroom includes a TV and crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrA sparkling, heated pool with pool loungers, and an outdoor shower are highlights of the main pool level. The covered poolside lounge area includes a TV. Additional outdoor amenities include a gas grill and outdoor patio dining table for eight.brbrGuests will love the ping pong table and corn hole set and relaxing on the private dock on one of AMI's gorgeous canals. Paddleboards and Kayaks can be easily launched from the dock. .brbrReel Deal is easy walking distance to the many shops and restaurants of Pine Ave. The free island trolley stops at the AMI City Pier and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV, Balcony Access - 2nd FloorbrBedroom 2 - Twin Bed, Triple Bunk Bed, Ensuite Bathroom, TV - 2nd FloorbrBedroom 3 - King Bed, Bathroom, TV - 2nd FloorbrBedroom 4 - King Bed, Ensuite Bathroom, TV - 3rd FloorbrBedroom 5 - King Bed, Ensuite Bathroom, TV - 3rd FloorbrbrPlease note:brPets are not allowed in this home.brThe dock is perfect for launching kayaks and paddleboards but is not long enough for boats. The water is also too shallow to dock a boat.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR21-000008brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
Bed 5

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Bath 5

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Sleep 12

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Exceptional(37)

$551.61

/ Nightly
Private Vacation Home

AMI Boathouse:Dog Friendly Canal Front Pool Home North End of AMI by Anna Maria Life

Anna Maria, Florida, United States

AMI Boathouse by Anna Maria Life Vacation Rentalsbr520 Loquat, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! AMI North End! On Canal! Bring the Boat!br3 Bedrooms / 2 BathroomsbrCalifornia King, 2 Kings, 2 QueensbrPrivate Heated Pool ** (Spa maintains same temperature as pool. Jets are not operational).brPool LoungersbrOutdoor ShowerbrCovered Poolside Lounge Area with TV & Patio Diningbr55' Boat Dock - No Bridges to get out to Tampa BaybrPing Pong, Oversized Connect Four Game, Corn HolebrGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly - with pet fee - see info belowbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 Cars & Room for the Boat TrailerbrbrDetails:brAMI Boathouse is a canal front home on Anna Maria's coveted North End. Bring the Boat! The dock can accommodate a 55' boat and the canal provides easy access to Tampa Bay.brbrThe main level includes the kitchen, dining and living rooms. The dining room features a table for eight with four seats at a breakfast bar. A sitting area on the other end of the kitchen is also a bonus sleeping area with two queen beds.brbrThe master bedroom features a California King bed and ensuite bathroom. The other two bedrooms include king beds. 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.brbrThe pool area includes pool loungers and a covered lounge area with a TV and patio dining. An outdoor shower allows you to rinse the sand from your suit before entering the pool. Relax in a deck chair and watch the world go by on the canals. Maybe you'll be lucky enough to spot a dolphin or manatee.brbrThe entire family will enjoy ping pong, air hockey, corn hole and a game of Connect Four on the oversized game.brbrAMI Boathouse is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2-dog limitbrbrAmi Boathouse is easy walking distance to Pine 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 Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - King Bed, TV - Floor 2brBedroom 3 - King Bed, TV - Floor 2brOther: 2 Queen Beds brbrPlease note:brSpa maintains same temperature as pool. Jets are not operational.brAmenities are subject to change.brThe dock is 55' and can accommodate a boat up to 40'.brDriveway parking is available for four cars with room for a boat trailer. Additional parking is not available.brbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVR18-000151brbrIMPORTANT 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.
Bed 3

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Bath 2

Bath

Sleep 8

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$884.24

/ Nightly
Private Vacation Home

Newly Renovated w/Heated Pool/Spa/Bistro, Stunning Views, Minutes from the Beach

Anna Maria, Florida, United States

Enjoy breathtaking views of Egmont Key, Tampa Bay, and the Gulf of Mexico right from your doorstep! Walk straight ahead and you are on North Bay Boulevard Beach. Walk 4 more lots to the left and you are on Bean Point! Or walk 5 lots further left and you are on the Gulf of Mexico. Perfectly situated next to all three Beach Options! brbrThis beautiful home was renovated and is ready for bookings! The property has 1 or 2 NEW Street Legal fully loaded 6 P Lithium Battery Golf Carts, ask for a quote to add them to your reservation. It is a Duplex rented to one group ONLY so no shared amenities. It has 2 Great Rooms, 2 Dining Rooms, 2 Fully Stocked Kitchens, 6 Bedrooms, One floor each has Larger bedroom with ensuite bath, 2 bathrooms on each floor - with total of 6 bedrooms and 4 bathrooms. Furnished like a Luxury Resort, Comfortably sleeps up to 16 guests, with 2 Great Room 3 person each sleeper sofas (great for kids). brFees Include Cleaning, Pool/Spa Heat, 4% CC Fee (waive this by booking by check) and State and Local Sales Tax. Optional 1 or 2 Fully Loaded Street Legal 6 P Lithium Bintelli Golf Cart Rental. VRBO Service Fee is their fee to you for finding our listing.brbrHIGHLIGHTS:brFantastic Location just right across the street from the Beach!! br2 Minutes to BEAN POINT BEACH!brDirect Access to 7 Miles of Gulf of Mexico Beaches!brFenced in Private Heated Pool and Spa!brDirect Waterfront viewsbr1 Gas Yardbird Firepit with Swivel Yardbird Chairs brIncluded FREE 2 kayaks with paddles and vestsbrIncluded FREE 2 rust-free bicycles br2 NEW Bintelli 6 P Lithium Battery Golf Carts available for rentbrLED-lit heated pool and spa with jetsbr10 Yardbird Cushioned Chaise Lounges, Tables in between each, 4 Cantilever Umbrellas surrounding the pool areabrExquisite Yardbird Outdoor Dining Set with Umbrella for 8brBistro Style kitchen bar area seats 8 for Dining In the cool of the shade with industrial ceiling fan.br65 Samsung TV with Bose Sound Portable Speaker Bluetooth Accessible.brNew Oversized Kitchen Aid Fridge with Ice Maker and Water in Door, convenient for your groceries for outdoor dining.brBrand new Rustproof Weber Slate 4 Burner Grill with Griddle next to Cabanabr2 Game Tables for 2 for Backgammon, Chess, Monopoly, Scrabble, tons of games!! brPing Pong Tennis Table provided. brNinja® CREAMi® 7-in-1 Ice Cream Makerbr3 - Ninja Detect™ Duo® Power Blender Smoothie Maker's with BlendSense™ brbrRelax upstairs on the wrap-around deck featuring a new Yardbird cozy sectional sofa, customizable cantilever umbrella, and bistro table. 2 Chaise Lounges with Cantilever umbrella and Bistro Table off the Master Bedroom Suite. By the Pool, Firepit with 4 Swivel chairs for gathering.brbrInside, each bedroom includes a New 13 Gel Cooled Memory Foam Mattress with New Quince White Bamboo sheets with 2 Linen Quilts, new firm, med and soft pillows, and brand-new 4K Samsung TVs with soundbars. Plus 10 new FANS for Bedroom and Great Room Comfort and outside at Cabana Bar.brbrBoth the main and upper floors have great rooms seating 8 with 65 Samsung HD Tvs and Sound Bars, Dining Room areas, 3 bedrooms, 2 bathrooms, a fully-equipped kitchen, dining area for 8, and laundry facilities. Each great room includes a new 3 person velvet sofa with storage for added flexibility. The pool area offers 10 padded chaise lounges, 5 tables, and 5 umbrellas for your enjoyment. LED and solar lighting create a serene and inviting atmosphere.brbrLocated directly across from a kayak launch and near popular fishing spots. Enjoy the highest-speed 1 Gig Wi-Fi with Google Mesh and a variety of streaming services throughout your stay. Perfect for family reunions, office retreats, or a relaxing getaway with friends.brbrPlease Note: For smaller groups up to 6, check out our listing VRBO 1309658. It is very close to the Gulf Beaches. And our other luxurious duplex on a canal with separate TIKI BAR for 14 guests is available at 1467039 on VRBO.brbrPets are welcome with a photo of each sent to Carolyn Hodgson, the owner. The pet fee is $350 per pet.
Bed 6

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Bath 4

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Sleep 16

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Exceptional(9)

$775.23

/ Nightly
Private Vacation Home

Sand Dollar Dream - Remodeled Canal Private Pool Home - By Island Real Estate Va

Anna Maria, Florida, United States

The perfect spot for your next island getaway, “Sand Dollar Dream” is a gorgeous canal front private pool home with everything for a fun and relaxing Anna Maria Island vacation. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This four bedroom, two bathroom Anna Maria City vacation rental home accommodates up to eight guests in paradise.brbrWhen you vacation at the fully renovated “Sand Dollar Dream” experience Florida’s gorgeous and unique luxuries. If you’re bringing along your boat, this is the perfect Anna Maria Island vacation rental for you. Dock your boat directly in your backyard canal. This canal leads out to beautiful Bimini Bay and the Intracoastal waterway. Take a day trip by boat to Egmont Key! When you stay at “Sand Dollar Dream” don’t forget to bring your gear for some amazing island fishing opportunities off the canal dock. brbrWhen you arrive to “Sand Dollar Dream” you are greeted with a fun Florida feeling house with oversized driveway for vehicles and your boat trailer (no garage access for guests). brbrThis well-appointed Anna Maria Island vacation rental home leaves nothing to be wanted. In the well-stocked kitchen find all the basics for meal time including a dishwasher, tons of counter space, a cozy table for snacking, and a door conveniently leading to the back screened entertaining area. In the canal side backyard find a top of the barbeque grill, future location gorgeous heated pool, and plenty of seating all while enjoying gorgeous tropical views. Have a more formal meal time experience in the elegant dining room. brbrIn the stylish living room enjoy flat screen televisions, wireless internet, spacious high ceilings and plush comfortable furniture. Pet friendly for small dogs only, so you can bring the entire family along for an unforgettable Florida vacation.brbrIn four gorgeous bedrooms find peace and comfort. This Anna Maria Island vacation rental offers an amazing master suite complete with a king size bed, flat screen television, high ceiling, master bathroom with walk-in shower and a garden tub to soak away your stresses in life, and sliding glass doors leading out to the screened balcony overlooking the canal. In the second guest room find a set of twin bunk beds, and flatscreen television. In the third guest room find a queen bed with a flatscreen television and another sliding glass door also leading out to the screened balcony overlooking the canal. The fourth cozy bedroom also has a flatscreen television and a view of beautiful Florida sunrises. Enjoy the custom tiled guest bathroom shared with these, and large laundry room added for your convenience.brbrFor the perfect Anna Maria Island vacation reserve “Sand Dollar Dream” today!brbrVR21-000004brbrMax Vehicles Allowed: 4 in the driveway only (no garage access for guests) Max Day Guests Allowed: 2brbrIMPORTANT 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.brbr• Dog Friendly - fee of $250 plus tax per dog.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(14)

$592.77

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Private Vacation Home

Island Oasis: Ground level canal front pool home

Anna Maria, Florida, United States

***Photos Updated July 2025***brLooking to escape to a beautiful tropical oasis This is the place for you! Refreshed with gorgeous coastal decor in the Fall of 2023 and located on the North end of Anna Maria Island, Island Oasis offers 2 bedrooms and 2 baths for your vacation getaway. brbrThe master bedroom includes a king bed, private ensuite with walk-in shower, and beautiful French doors that open onto the patio. The adjacent second bedroom includes a king bed. In the living room you will find a pull-out couch. brbrTake in the sun on the back patio or cool off in the beautiful lagoon-style pool. Make your way up the winding outdoor staircase to take in the beautiful views on the elevated deck. brbrIsland Oasis has a private dock to store your boat or to hangout and watch the tide roll in. Rent bikes and cruise down to Pine Avenue to enjoy a meal and some shopping! brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 3 cars are able to park at this home and the garage is available for guest use. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(22)

$598.5

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Private Vacation Home

Mangroves and Magnolias- Tropical island pool home on North end.

Anna Maria, Florida, United States

Vacation in luxury at the most desirable location on the north end of Anna Maria Island. The perfect home to unite and unwind with family and friends. Just minutes walk to the Bay and the Anna Maria Historic Pier. Four blocks only from the fantastic Gulf of Mexico. Short stroll to Pine Avenue which has a great selection of shops, cafes, restaurants, take-aways and beach rentals. Free trolly bus stop No. 2 is located here.brbrMangroves and Magnolias has a spacious south facing balcony and upper sun deck enjoying views down the canal to Bimini Bay. Large sunny outdoor leisure areas with 50-foot heated pool together with fun games including; putting green, table tennis and corn hole. Chill on the dock, where you can enjoy fishing, water sports and Manatee spotting.brbrFirst floor offers large luxury open-plan kitchen with island seating and a breakfast nook. Eight-seater dining table and cool, airy sectionals to unwind together. One King room with full ensuite and one twin with half bath. Upper floor has large twin room with full ensuite. Master king suite, opulent double shower and master bath tub. Sparkling water views over upper sun deck. The entire home is freshly decored with bright, contemporary coastal colors. brbrMangroves and Magnolias takes the beach house to the next level. Elegant and spacious with something for everyone.brbr*Boat lift not for guest use*brbrPARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.
Bed 4

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Bath 3

Bath

Sleep 8

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Exceptional(22)

$744.44

/ Nightly
Private Vacation Home

Close to Beach! 2-night 4/19, 4-night 4/11 - private Boat Dock & 30' Pool.

Anna Maria, Florida, United States

DESCRIPTION:brbr It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach.br With canal access, you have the possibility of bringing a boat right to the dock through Bimini Bay.br Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock.br Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant.br Enjoy dangling your feet off the dock, swimming in the pool, relaxing in the sunshine, and walking to dinner. br There's no better way to unwind and forget all your troubles, than staying at Sunshine Cottage, located in the City of Anna Maria!brbrTHE SPACE:brbr Sunshine Cottage couldn't be a better name, because this 3-bedroom, 2-bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling your feet off the dock, swimming in the pool, relaxing in the sunshine, and walking to dinner. With canal access, you can navigate a boat right to the dock through Bimini Bay. There's no better way to unwind and forget all your troubles!br 5 adult Bicycles and 2 child bicycles are available to rent, as well as a 14' tandem ocean kayak to explore the canals and beach!br Pool heating and chilling is available.brbrACCESS:brbrThe street address is 522 South Drive, Anna Maria, 34216 and keypad entry into Sunshine Cottage will be the primary means of access. brbrPARKING:brbrParking is only available for two vehicles on the property. Only up to a small to compact size can be parked in the garage, and up to a full-size SUV in the driveway. If additional parking is required, a 10’ easement along either side of our street is available. Just don’t block anyone’s driveway, and make sure to park with tire off the street pavement to avoid a ticket from the City of Anna Maria.brbrBEACH & RECREATION:brbrFor Beach use, we have eight Tommy Bahama beach chairs, umbrella, wheeled cooler, wagon, and beach towels.brbrFive adult bicycles and two teen bicycles is stored on the property and available to rent for $149 per week, or $39 per day, for all of them. brbrA Tandem Kayak and life vests are also stored on the property and available to rent for $189 per week, or $49 per day. Off site, golf carts, paddle boards, additional bikes/kayaks, and beach equipment can be rented thru Beach Bums, located at 427 Pine Avenue. (The owner’s golf cart is stored on the side of the property and is not available for rental).brbrUp to a 25' boat can be docked in the back canal. If you need to rent one, Just 4 Fun Rentals at 5358 Gulf Drive, can bring it right to the backyard dock and pick it up when you are finished. If you prefer a boat charter, Anna Maria Island Excursions is our favorite.brbrIf you do not have fishing equipment, Pine Avenue Bait & Tackle has everything you will need. They are located behind the General Store, at 501 Pine Avenue.brbrPOOL:brbrThe pool wonderful but is extremely sensitive to chemical imbalance. Please make sure to utilize the outdoor shower, prior to use, and refrain from using spray-on sunscreens. Use lotions only, as the spray-on will wreak havoc with the pool’s chlorination and filtering system. The water fountain/feature of the pool is automatic and runs for 15 minutes at select hours. The Pool Chiller or Heater is available to keep the pool at 85 degrees for $20 per day. Please let us know, so we can program the unit ahead of your arrival.brbrSECURITY:brbrA NEST video security system monitors the exterior front, side, dock, and rear exterior of the property, and will send us an immediate notification for glass breakage. Recorded video will not be reviewed by the owner unless damage or theft is reported.brbrKITCHEN & BATH: brbrThe house is fully furnished, with bedding, bath towels, and a washer-Dryer. The kitchen has pots, pans, plates, glasses, and utensils. We also have a standard K-Cup (Keurig) and Cuisinart Grind & Brew coffee makers.brbrPaper goods, bath, shampoo, soap, and kitchen garbage bags are not supplied. We ask each guest to leave behind enough for the next guest to start their stay. Publix, CVS, Walgreens, and the General Store on Pine Avenue are all located on the island for any purchases. Instacart is also available via Publix.brbrSCHEDULED MAINTENANCE:brbrAlso, please note that pool service is on Mondays and Fridays and should not take more than 15 minutes. Lawn maintenance is Thursday AM and should not take more than 30 minutes. Refuse pick-up is on Mondays and Thursdays, and Recycling pick-up is on Mondays. We ask that you place the receptacles by the street the evening prior.brbrCHECK OUT: brbrCheck-out is by 10 AM on the day of your departure. brbrPlease make sure to hang the bikes back up, alternating the handlebars, and lock the rear wheel. Also lock the kayak, with the lift in the highest position.brbrQUESTIONS: brbrPlease feel free to call/text Scott if you have any questions or concerns @ 224-246-1060 prior, or during, your stay. Sato Real Estate, our property manager, is also available if any emergency arises, and they’re close by at 519 Pine Avenue.brbrSorry about all the warnings/instructions but we want to ensure the best experience for all our tenants! Thank you and we hope you enjoy your stay at Sunshine Cottage. br
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(2)

$1031.81

/ Nightly
Private Vacation Home

Sun and Spring by Beach Boutique Rentals

Anna Maria, Florida, United States

Sun and Spring is a brand-new luxury retreat on Anna Maria Island, offering refined coastal elegance just steps from Pine Avenue and the beach.brbr*Features include* brbr* Brand new luxury built homebr* Private turf yard with sparkling heated poolbr* Designer chef’s kitchenbr* King master suite with ensuite bath br* Two queen guestrooms with Jack-and-Jill bathbr* Occupancy 8 with sleeper sofabr* Patios on three levelsbr* Outdoor TVsbr* Close proximity to shops and restaurants on Pine Avenue br* Beach chairs, umbrella and cart br* Short walk to the beachbrbrWelcome to Sun and Spring, a luxurious coastal retreat in the heart of Anna Maria Island. Newly built and professionally designed with upscale finishes and thoughtful touches throughout, this elegant escape offers the perfect blend of modern comfort and effortless island charm. Just steps from the boutiques and dining of Pine Avenue and a short stroll to the Gulf’s sugar-white sands, it’s a place where barefoot luxury meets easygoing vacation living.brbrInside, the main living space is open, airy, and bathed in natural light, with soaring ceilings and refined coastal décor. Gather in the stylish living room to stream your favorite shows, or share meals in the elegant dining area. The sleek chef’s kitchen is fully equipped with high-end appliances, quartz countertops, and everything you need to entertain with ease. brbrFor the ultimate in relaxation, ascend to the top-level balcony lounge - a true delight. This unique outdoor living room is furnished with plush seating, a large flat-screen TV, and a ceiling fan, creating the perfect atmosphere to unwind with a cocktail, catch the game, or simply enjoy the ocean breeze as the sun sets.brbrThe backyard is your private outdoor retreat, where a sparkling pool awaits along with turf yard, comfortable pool loungers and a shaded patio complete with outdoor dining and a gas grill - perfect for sunset dinners and relaxing sunny afternoons.brbrBack inside, the bedroom layout is designed for privacy and indulgence. The primary suite is located on the main living level, offering a king bed, oversized walk-in closet, and a spa-like bathroom with dual vanities and a luxurious walk-in shower. Upstairs, two guest suites each feature queen beds and share a beautifully appointed bathroom with a double vanity and a tub/shower combo. Every space has been curated for comfort, elegance, and a restful night’s sleep.brbrWith multiple balconies, designer furnishings, premium amenities, and one of the island’s best locations, Sun and Spring invites you to experience Anna Maria in elevated style. More than a vacation, it’s your own private luxury escape by the sea.brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay 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.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. 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. brbrThis 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 3

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Bath 2

Bath

Sleep 8

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Exceptional(15)

$295.55

/ Nightly
Private Vacation Home

Dog friendly cottage - One block to the Bay!

Anna Maria, Florida, United States

Slo M’Ocean by AMI Locals brVR21-000011 brbrWelcome to Slo M’Ocean, a recently refreshed 2-bedroom, 1-bath beach-style cottage on the north end of Anna Maria Island. Blending modern updates with Old Florida charm, this cozy retreat is an easy stroll to Pine Avenue shopping and cafes, City Pier Park, and Bayfront Park. It is a relaxed, family-friendly hideaway ideal for couples or small groups seeking an authentic Anna Maria Island vacation rental near the bay and close to Gulf beaches. brbrHighlights br-12-minute walk to Anna Maria Beach br-2 Bedrooms / 1 Bathroom br-1 King, 1 Twin-over-Queen bunk, 1 Queen sleeper sofa br-Screened lanai with seating br-Washer and dryer br-BBQ grill and dining table with seating br-Adirondack Chairs br-Beach chairs for guest use br-2 Parking spots br-Dog friendly with approval and fee br-4-minute walk to Pine Avenue attractions brbrSettle into the island pace on the front porch with Adirondack chairs. After a day by the water, return to the screened lanai for breezy evening chats or grill local seafood on your private grill surrounded by lush landscaping. With beach chairs on hand and the island trolley nearby, it is simple to explore north-end favorites, from Bayfront Park and Anna Maria Island Historical Society to sunset strolls toward Bean Point. brbrSunlight fills the open living and dining area with refinished wood floors, comfy seating, and TV for movie nights. The updated kitchen features brand-new stainless appliances, ample stone countertops, and the utensils you need for easy breakfasts or simple coastal dinners. brbrThoughtfully styled with new beds and luxury bedding, the primary bedroom offers a king bed for a restful night. The second bedroom provides a twin-over-queen bunk, perfect for flexible family sleeping. The living room adds a queen sleeper sofa for added capacity. The hall bath includes a step-in shower. brbrRoom Details br-Primary Bedroom: King bed br-Second Bedroom: Twin-over-Queen bunk br-Living Area: Queen sleeper sofa br-Bathroom: Hall bath with step-in shower brbrEnjoy the convenience of a washer and dryer, beach chairs for guest use, parking for two vehicles, and dog-friendly stays with prior approval and an additional fee. Walk to Pine Avenue for boutiques, ice cream, and local restaurants, or hop on the island trolley to explore the seven miles of Anna Maria Island. Head west to Palmetto Ave Beach for daytime swims and soft sand. brbrWith Old Florida charm, a fresh coastal style, and a prime north-end location near Pine Avenue, and Palmetto Ave Beach, Slo M’Ocean by AMI Locals delivers effortless comfort for couples and small families. Set your island plans in motion, book your stay at Slo M’Ocean today! brbr- brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbr2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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Bath 1

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Exceptional(16)

$526.35

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Private Vacation Home

Renovated 2bed / 1bath North End of Anna Maria, 2min walk to the beach

Anna Maria, Florida, United States

Welcome to Lamantin! Located on the picturesque north end of Anna Maria, this duplex has direct beach access across the street, just two properties away. Professionally renovated with permits and licensed contractors, this home combines modern comforts with coastal charm.brbrKey Features: brbr• Prime Location: Just steps away from the serene shores of Bean Point, known for its stunning sunsets, turquoise waters, and quiet ambiance.brbr• Fully Renovated: A brand-new interior with high-end finishes, including an updated kitchen, modern bathroom, and stylish, comfortable furnishings.brbr• New ductless AC system allows each room to set its own temperature, ensuring a comfortable experience for allbrbr• Living Space: Single story, open floor plan with plenty of natural light, perfect for relaxing or entertainingbrbr• Master bedroom with a king bed, br• 2nd bedroom has two twin beds ( (can be combined into a king for an extra charge ) brbr• 1 Bathroom: The full bathroom is newly updated with modern fixtures and walk-in shower.brbr• Private ground level screened in porch for enjoying morning coffee, evening cocktails, or a good book in the ocean breeze.brbr• Ability to book additional north unit for larger groupsbrbrExtras You’ll Love:brbr• Fully equipped kitchen with stainless steel appliances, Ninja blender / food processor. brbr• High-speed Wi-Fi and Smart TVs for your entertainmentbrbr• Beach essentials provided: chairs, towels, and an umbrellabrbr• On-site parking for conveniencebrbrThe home’s thoughtful renovation ensures a worry-free stay with all the amenities you need.brbrPRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
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Exceptional(10)

$933.29

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Private Vacation Home

Mia Bella walk to beach on canal 2 king suites AMI private dock/pool villa

Anna Maria, Florida, United States

Create unforgettable memories at Mia Bella located on Hammock Road, just north of Pine Avenue, in a *premier deep water canal location* in Anna Maria. Mia Bella is a short walk to the gorgeous, white sandy beaches of Anna Maria Island. This *very spacious beach house* has been fully renovated in 2025 and offers 2 distinct living areas: The Main House and The Villa.br br Enjoy *single-story beach house living* in the Main House and first floor of the Villa, with *seamless flow* between the house, private pool and canal front.br br Amenities include:br Professionally designed, new coastal modern furnishings br *Charming saltwater pool with fountain feature* br *95 feet of water frontage* br *Private patio and dock on deep water canal*br Private kayak launch (kayaks not provided)br Private patio with chaise lounge chairs, dining area and shade umbrellasbr 2 spacious living areas: Main House and attached Villa (please note there is not much privacy in the Villa since it is surrounded by stunning glass walls, but the mangroves provide natural privacy from the canal; access the Villa by walking 5 steps out of the Main House)br The Main House has 3 bedrooms, 3 bathrooms:br 2 bedrooms have king beds with private ensuite bathroomsbr 1 bedroom has 2 twin XL beds (which can be moved together upon request), with full bathroom across the hallwaybr The Villa has 1 open-concept bedroom area with queen bed and 1 bathroombr Very close proximity to Pine Ave. offering exquisite dining, shopping, bicycle and golf cart rentals, free island trolley and much more. br The Main house offers a brand new kitchen with custom cabinetry, quartz countertops and stainless steel appliances.br The Villa offers a restaurant style studio kitchen, fully equipped with stainless steel amenities and brand new appliancesbr Gas barbecue br Private exterior shower cabanabr 1 beach cart, 4 beach chairs and 2 umbrellas providedbr 4 parking spaces in front of the house (Neither garage is accessible for parking; middle garage serves as a storage / laundry room; 2nd garage serves as owner storage)br 2 brand new laundry centers (Main House & Villa)br Bonus office loft in the Villa accessible by spiral staircase (please note the ceilings are low in part of the loft, but it's a really cool space)br Free high-speed wireless internetbr TV, internet and phone service provided by Spectrumbr br br Disclaimers:br br *Florida Law requires an audible alarm to be installed on doors and windows that open to a pool area. The purpose of these alarms is to alert an adult if a child walks out to a pool area unattended. These alarms typically have a bypass button that allows the door to be opened for 7 seconds before the alarm goes off. These alarms must not be removed or tampered with in any way. Any evidence of tampering or damage to pool alarms will be billed to the credit card on file for the reservation.* br br *Dogs 25lbs or less are welcome, A $ 250+ tax pet fee is required per pet, This is a separate fee paid directly to Salty Mermaid Real Estate after booking. Pets that are not disclosed to our office will result in additional cleaning charges to your reservation.br br *Check-in time is 4 pm on the day of your arrival, and check-out time is 10 am on the day of your departure. No early access or late departure is allowed unless special arrangements are made with our office, our cleaning and Inspection team need time to ensure the rental is clean and safe for your stay*br br *White Duvet covers and inserts, white bed linens, multi color beach towels, white bath towels, white wash clothes, white bathroom floor towels, black makeup towels, kitchen towels, premium pillows, vacuum sealed throw blankets*br br *A starter kit of paper towels, toilet paper, trash bags, laundry detergent, and coffee & tea. Full sized luxury hand soap, shampoo, conditioner, and body wash are provided at check-in. Also available if requested, while supplies last, is a toothbrush and sewing kit. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.*br br *Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian*br br *Please note this is not a party or large gathering house. Noise complaints will result in eviction*br br *Reservations that are 30 nights or longer will require a mid-stay clean, one of our rental agents will provide more information at the time of booking*br br *No parking in the street or grass, please be careful of the neighbors' properties*br br *Pools are heated from approximately Thanksgiving to Easter only and are set no higher than 80 degrees. Spa temperatures default to the pool temperature when not in use and can reach 100 Degrees under normal weather circumstances. During colder weather, we cannot guarantee that the pool/spa can be maintained to that degree. No refunds, credits, or discounts will be offered if the pool/spa temperature cannot be maintained due to unusually cold weather*
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Bath 4

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Sleep 8

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Exceptional(71)

$590.43

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Private Vacation Home

Anna Maria island 3 bedroom, private pool and pet friendly!

Anna Maria, Florida, United States

Coconut Bayou is a 3 bedroom, 3.5 bath Key West style beauty with all the comforts you may think of. Just a few minutes walk to the beach or the famous Pine Ave! The kitchen is fully stocked and spacious with natural lighting along with the outdoor gas grill you can make a fantastic family meal and choose to eat it in the large dining room or outside with the provided accommodations. All rooms are equipped with TV's and high speed internet. Enjoy the tropics while relaxing on the front front porch or around the spacious pool with a couple of sun loungers. Rent a kayak or paddle board and take off right from your own private dock! The house comfortably sleeps 6 people in almost 2,500 square feet. Overlook the bayou from the balcony of the spacious master bedroom with a great view. A beach wagon, beach towels and beach chairs are provided for your convenience. Do not miss this gem! At Coconut Bayou Dogs are welcome. Pet fee is $200 per pet plus taxes.brbrAccommodates up to 6 people. Minimum Stay Required: 3 nights Max. parking: 3; VRC #18-000161brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.
Bed 3

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Bath 3

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Exceptional(36)

$224.92

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Apartment

Dog-friendly family home with WiFi, central AC, private W/D - close to beach

Anna Maria, Florida, United States

21 Palms Unit AbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis dog-friendly suite is located just one block from the Bimini Bay inlets and is only a five-minute walk from beach access, so it's the ideal place to spend a sunny vacation with friends and family! The living space is filled with bright, beachy décor, lots of comfortable furniture, and plenty of natural light throughout. The living room features a mounted flatscreen TV and a small, private library next to the kitchen's breakfast bar, which doubles as a small workspace, just the right size for laptop users. The home's high-speed internet and free WiFi make it quick and easy for remote workers and students to complete their projects on time.brbrThe living room also includes access to the private lanai furnished with plenty of comfy seating, the ideal place to entertain guests with refreshing cocktails. The full kitchen will make every meal a joy to prepare, with stainless steel appliances that include a french-door refrigerator, ample counter space, and attractive wood cabinetry and accents. When it's time to call it a night, you'll have two well-appointed and uniquely-decorated bedrooms to take advantage of, one with both patio and lanai access on opposite ends and a mounted flatscreen TV, the second with an en-suite bath. brbrOff the suite, you'll find an outdoor dining space with the nearby tennis court just beyond. When you're not splashing around down at the beach, use one of the home's two gas grills to host a delightful family barbecue while the kids romp around the yard with the family dogs. This suite offers numerous accessibility-friendly amenities such as step-free access, a flat path to the front door, and wide doorways, so every family member can enjoy their stay comfortably. The central AC will ensure everyone is nice and cool after a day of inlet-sightseeing or beach activities and the backyard's private washer/dryer will take care of your laundry.brbrYou'll have beach access just a short walk away and this home provides beach towels and an umbrella, so be sure to pack extra sunscreen because you're about to have a vacation loaded with sun and sand! This is a great location with easy walking distance to the local shops and dining as well as the fishing pier. Anna Maria Island is less than three miles south with galleries, beautiful beaches, shopping, and delicious food to explore.brbrTHINGS TO KNOWbrThe bathroom is located inside the 2nd bedroombrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.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.
Bed 2

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Bath 1

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Sleep 4

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Exceptional(3)

$417.55

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Private Vacation Home

Amazing dog-friendly duplex near beach with private lanai, W/D, patio & WiFi

Anna Maria, Florida, United States

21 Palms on Anna MariabrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis bright family duplex is located just one block from the Bimini Bay inlets and is a five-minute walk from beach access, making it the perfect place to spend a sunny vacation with the people you love! This home configuration is a combination of two suites, each with its own kitchen, so it's an ideal situation for extended families and groups of friends. The 21 Palms Unit A living space enjoys fun and beachy décor, lots of comfortable furniture, and plenty of natural light. The living room features a TV and a small, private library. Next to the library, the kitchen's breakfast bar doubles as a laptop-friendly workspace. The home's high-speed internet and free WiFi make it quick and easy for remote workers and students to complete their projects on time. The living room also includes access to the private lanai furnished with plenty of comfy seating, the ideal place to enjoy a favorite novel while waking up with your morning coffee. The full kitchen will make every meal a joy to prepare, with stainless steel appliances that include a french-door refrigerator, ample counter space, and attractive wood cabinetry and accents.brbrThe adjoining suite is a one-bedroom space with a well-dressed living room furnished with a TV, comfy furniture, and a ceiling fan to keep everything cool. You'll also find a small, open kitchen boasting a french-door refrigerator, a breakfast bar, and even a dishwasher to make cleanup a snap.brbrAll told, when it's time to call it a night, you'll have three well-appointed and uniquely-decorated bedrooms to take advantage of, one with access to both the furnished patio and the lanai on opposite ends, another with an en suite bath, and the third with access to an outdoor dining space with the nearby tennis court just beyond. When you're not splashing around down at the beach, use one of the home's two gas grills to host a delightful family barbecue while the kids romp around the yard with the family dogs.brbrThis duplex offers numerous accessibility-friendly amenities such as step-free access, a flat path to the front door, and wide doorways, so every family member can enjoy their stay comfortably. The central AC will ensure everyone is nice and cool after a day of inlet-sightseeing or beach activities and the backyard's private washer/dryer will take care of your laundry. Let this wonderful home carry you off into a vacation filled with joy and relaxation.brbrYou'll have beach access just a short walk away and this home provides beach towels and an umbrella, so be sure to pack extra sunscreen because you're about to have a vacation loaded with sun and sand! This is a great location with easy walking distance to the local shops and dining as well as the fishing pier. Anna Maria Island is less than three miles south with galleries, beautiful beaches, shopping, and delicious food to explore.brbrTHINGS TO KNOWbrHome is currently undergoing renovationsbrWe will not be accepting payments for pool heat for the months of May through October.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 4 vehicles.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(27)

$737.74

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Private Vacation Home

Beach Bliss: Perfect location, pool, views, steps to beach

Anna Maria, Florida, United States

Beach Bliss offers something special for everyone in the family! Come enjoy this beautiful 3 bedroom 2 bath home just steps away from beautiful white sand gulf beaches! Relax on the front porch while taking in gorgeous gulf views. The fully updated kitchen and charming dining room will create the perfect place to enjoy meals at home. Spend your days soaking in the sun while wading through the brand new swimming pool or sneak away to the elegant patio equipped with bar and large flat screen TV! The large Master bedroom extends out onto a private balcony with unobstructed views of the Gulf of Mexico. Enjoy a glass of wine at the bar height table while watching the sun set over the horizon. Looking to explore all that Anna Maria has to offer Take a short bike ride over to Pine Avenue to check out the many local shops and restaurants or hop onto the FREE Anna Maria Trolley to explore the entire island!brbrFloor 1 (ground)brLounge area with bar and TV, outdoor dining for 6brHeated pool with lounge areabrbrFloor 2 (main living level)brBedroom 1: King with TV and ensuite bathroom with walk-in shower and laundry. Also shares access Jack and Jill half bath in hall.brJack and Jill half bath in hall, shared with the bathroom of bedroom 1brbrFloor 3brBedroom 2: Queen, twin day bed, and twin trundle with TV, private balcony with seating, and ensuite Jack and Jill bathroom with walk-in shower (shared with hall)brBedroom 3: Two twins with TVbrbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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Bath 2

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Sleep 8

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Exceptional(44)

$271.31

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Condo

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria, Florida, United States

Sunrise Garden #1brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrFreshly Remodeled Island Suite w/ Pool | Pet-Friendly Paradise in Anna MariabrbrWelcome to your dream island getaway—beautifully remodeled and perfectly located just steps from the Gulf of Mexico! This bright and modern ground-floor suite offers everything you need for a relaxing, worry-free vacation on Anna Maria Island.brbrInside the SuitebrbrStep into a fresh coastal retreat featuring:brbrA fully equipped kitchen (no dishwasher) with everything you need to cook and dine in comfortbrbrA cozy living area with TV—perfect for unwinding after a day at the beachbrbrComplimentary locally roasted Sarasota coffee to start your mornings rightbrbrFree WiFi, so you can stay connected and share your favorite island momentsbrbrResort-Style AmenitiesbrbrYour stay includes access to a sparkling shared pool, outdoor BBQ grills, and on-site laundry facilities.brTraveling with family or friends There are 16 total units on the property—book multiple to enjoy time together while still having your own private space!brbrPet-Friendly EscapebrbrBring your furry family members—up to 2 dogs are welcome! Enjoy peaceful morning walks and sunset strolls with your pets by your side.brbrLocation, Location, LocationbrbrLocated just steps from the Gulf of Mexico’s white-sand beaches, this suite puts you right in the heart of Anna Maria’s charm.brbrBayfront Park – less than ½ mile away, perfect for picnics and incredible viewsbrbrManatee Public Beach – just 3 miles away, offering volleyball courts, grills, gift shops, and soft sandsbrbrSurrounded by local restaurants, boutique shops, and ocean adventures like paddleboarding, kayaking, and deep-sea fishingbrbrAdditional DetailsbrbrPool heat not available from May through OctoberbrbrFree parking for one vehiclebrbrSmart E-lock entry – unique code provided for each guest for easy, contactless check-inbrbrNo smoking inside the unitbrbrCome relax, recharge, and rediscover Anna Maria Island! Whether you're here for a romantic weekend, a family getaway, or a solo beach retreat, this freshly updated suite offers the perfect blend of coastal comfort and island adventure.brbrCity/town permit number: VR20-000078brbrYou must be 21 years or older to rent this property.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 1 vehicle.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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Exceptional(4)

$336.26

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Private Vacation Home

Beachside Duplex w/ Pool and Private Suite

Anna Maria, Florida, United States

Emerald Shores West by Anna Maria Island Accommodations brbrWelcome to Emerald Shores West, a charming three-bedroom, two-bath coastal duplex just one minute from the white-sand beaches of Anna Maria Island. With beach views, a shared pool, and a private suite for extra privacy, this two-story home is ideal for families and friends seeking a relaxed island getaway. Located just a short walk from Pine Avenue’s shops, bakeries, and restaurants, Emerald Shores West combines convenience, comfort, and charm. brbrHighlights br• 1-minute walk to Anna Maria Beach br• 3 Bedrooms / 2 Bathrooms br• 1 King bed, 1 Queen bed, 2 Twin beds br• Private suite with separate entrance br• Shared backyard pool br• Beach views from private deck br• BBQ grill and outdoor seating br• Washer and dryer br• 2 parking spaces br• Walking distance to Pine Avenue dining and shopping brbrSpend your mornings soaking up beach views from your private deck, then head downstairs for a dip in the shared turquoise pool. Fire up the BBQ grill for a family feast at the picnic table or relax in one of the lounge chairs with a cold drink in hand. With outdoor seating, an enclosed laundry area, and a convenient location, Emerald Shores West makes island living simple and fun. brbrInside, the main living space is bright and inviting, with a cozy beach cottage feel. The living room offers plenty of seating with plush sofas and a large TV, while the fully equipped kitchen includes everything you need to prepare meals during your stay. The dining table for four is perfect for family dinners or game nights. Sliding doors open to the deck, creating a breezy indoor-outdoor atmosphere. brbrOn the main floor, the primary bedroom features a king bed, while the second bedroom has two twin beds, both sharing a hallway bathroom with a shower/tub combo. The private suite on the ground level is accessed via an exterior entrance and includes a queen bed, TV, mini fridge, and ensuite bathroom with a walk-in shower, perfect for guests seeking privacy or a separate retreat. brbrRoom Details br-Primary Bedroom, 2nd floor: King bed br-Second Bedroom, 2nd floor: Two Twin beds br-Private Suite, 1st floor: Queen bed, ensuite bathroom with walk-in shower brbrEmerald Shores West is in a prime location, just steps to the Gulf and a five-minute walk to Pine Avenue’s boutiques, bakeries, and restaurants. Guests can also hop on the island trolley to explore Holmes Beach and Bradenton Beach. Traveling with a larger group Book both Emerald Shores West and Emerald Shores East together under “Emerald Shores” for even more space and fun. brbrEmerald Shores West by Anna Maria Island Accommodations is the perfect blend of coastal comfort, convenience, and charm. With quick beach access, a pool to cool off in, and a private suite for extra flexibility, this home is ideal for your next island getaway. Book your stay today and start making memories on Anna Maria Island! brbr- brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details. brbrThis property does not allow pets of any kind. brbr2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease 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 3

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Bath 2

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Sleep 6

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Home Most popular vacation rentals in Anna Maria