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Perico Bay Club 1107 Edgewater Stylishly decorated and spaciously accommodating, you’ll fall in love with Florida living when you stay at the gorgeous vacation rental 1107 Edgewater Circle in Perico Bay Club. Come for the sun, but stay for the view from this beautiful two bedroom, two bathroom condominium sleeping up to four gues...

Moon Shadow South Welcome to Moon Shadow South, a beautifully custom-built 3-bedroom, 2-bath coastal retreat perfectly positioned for island living at its finest. Located just steps from Tampa Bay beach access and offering stunning views of Passage Key from the private King Primary Ensuite, this home delivers the ult...

Palm Isle Village 3210 3210 6th Avenue at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at the beach. Widow watches surro...

Paradise Found Great new vacation rental located in the Key Royale community of Holmes Beach on beautiful Anna Maria Island, FL. Designer decorated canal front pool home features high end luxury throughout vacation rental home. Also with one available boat dock and 25000lbs boat lift bring your boat, so you can ta...

Bungalow on Guava Newly remodeled and soooo close to the beach. This vacation rental has everything to offer with two bedrooms, fully equipped kitchen, two updated bathrooms, smart TVs using a full TV package from YouTube TV for service in each room and all the comforts of home for the perfect Anna Maria Island geta...

Palm Isle Village 3211 1 Bedroom, 1.5 Bath (sleeps 4) - "Palm Isle Village (PIV3211)”Gulf Drive, Holmes BeachThe cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. We are always proud to recommend them to our vacationers as a special place to spend quality time ...

Blue Lagoon 5 BLUE LAGOON - One of Anna Maria Island's favorite vacation rental villa is ready for your next get-a-way! Two bedrooms, two baths with a huge Tropical pool and 10' waterfall right outside your back door. The upgraded kitchen offers granite countertops, stainless appliances and ample counter space fo...

Casa Sierra 205B Accommodating up to six guests for a fun laid back beach vacation, Casa Sierra 205 B offers the perfect two bedroom, two bathroom getaway for you and your family. Centrally located on Anna Maria Island, Casa Sierra 205 B is near everything for an entertaining stay including gulf beaches, free trolle...

Palm Isle Village 3203 - Pink Flamingo *Current construction on the premises, may hear construction noise 7am-7pm*An unforgettable tropical vacation is in your future with this homey condo on Anna Maria Island. Featuring nautical decor, access to a shared pool, and the sugary sands of the Gulf beach just across the street, this house wil...

Spacious Oasis Welcome to Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home located just blocks away which is a short stroll from the gorgeous beach of Anna Maria Island! This home has everything you need to feel like you are on vacation every day. This home also has an elevat...

Aquarius “Aquarius” is a magnificent pet friendly Anna Maria Island vacation home that will make your vacation feel truly luxurious! This spacious rental home offers accommodations for up to 8 guests including 4 roomy bedrooms with 2 king beds, 1 queen bed, and 2 twin beds You’ll want to stay forever in this...

Harrington Bungalow 6 "Harrington Bungalow 6" is a fun Anna Maria Island vacation rental sleeping up to six guests. This ground level home offers tons of charm and style for a laid back island getaway. This vacation retreat has everything you’ll need for a relaxing stay with great amenities and an even better location! ...

Sunset at 714 "Sunset at 714" is the epitome of the functional and exquisite beach getaway and is only steps away from the famous beaches of Bean Point! This home can accommodate 8 guests and contains 4 bedrooms, 3 with king beds and the other with a set of twin beds. There is a large seating area off the pool do...

Harrington Cottage Welcome to “Harrington Cottage”! This adorable Anna Maria beach cottage rental is so close to the Gulf of Mexico you can smell the salt air! Enjoy sugar sand beaches and crisp blue water less than a block away. This four bedroom, three bathroom home accommodates up to 8 guests in four star island lu...

Blue Lagoon 3 Two bedrooms, two baths with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offers granite counter-tops, stainless appliances and ample counter space for preparing meals or just hanging around enjoying a drink together. There is wireless internet acc...

BGs Bungalow From your first step through the white picket fence of BG’s Bungalow, you will find yourself engulfed in your perfect beach getaway! This beach cottage style home is perfectly nestled on the north end of the Anna Maria Island with direct beach access to the pristine white sandy beaches of Bean Point...

Over the Moon Welcome to the island paradise vacation you’ve been wishing for when you visit “Over the Moon” in beautiful sunny Anna Maria. This three bedroom home spaciously accommodates up to six guests less than a block from coveted Bean Point beaches for the perfect island style holiday. You’ll fall in love w...

Coconuts 119 This Poolside condo is absolutely dreamy and offers direct access to the Pool Area. This complex makes you feel like you are living right on top of the beautiful blue waters of the Gulf of Mexico... the sunsets are memorable, and the sound of the calm waves will leave you feeling refreshed, rested a...

Coquina Sands Check out Coquina Sands in Holmes Beach on Anna Maria Island! This newly updated townhome style vacation rental with private pool is a beautifully decorated 3 bedroom 3.5 bathroom home that comfortably sleeps 6.Renovated in April 2024, all bedrooms are conveniently located on the main entry level an...

Sea Glass Welcome to Seaglass!!This home was completely remodeled from the ground up, so everything is new. The designer decor is sophisticated, yet fun and perfect for the island atmosphere. The new kitchen with granite counters, beautiful glass tile and beautiful stainless steel appliances is equipped with ...

Palm Isle Village 3208 Looking for a vacation rental that feels more like home than a hotel? Welcome to Palm Isle Village 3208, a charming and comfortable condo located in the highly sought-after Palm Isle Village community. With Gulf views from the balcony, a shared pool, and just steps from the sugar-white sands of Holm...

Hideaway Welcome to the laid back Anna Maria Island vacation rental you’ve been looking for! When you visit “Hideaway” you’ll know you have found a great place to relax island style. You’ll be a short two blocks walk from the best gulf beaches Florida has to offer on this memory maker vacation.“Hideaway” is ...

Waters Edge 209S *Please Note: Exterior painting and roofing projects are scheduled between Sept 22–Dec 31, 2025. Work may cause noise or limited access to decks. Schedule may vary due to weather.*Welcome to the Water's Edge Condo complex in Holmes Beach, FL. Enjoy this direct gulf front 2 bedroom 2 bathroom condo w...

Salty Sea Life Set on the canal in beautiful Bradenton, this 3BR/2BA home offers spacious accommodations for six people. With an open-concept living area and a lovely sunroom, there’s plenty of room for the group to gather.Enjoy fishing and boating from your own private dock, fire up the grill to prepare a family ...

Appletini APPLETINI is a fantastic duplex only a short 5 minute walk to the beach. This 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 c...

Starfish Beach 2 NEWLY RENOVATED - LESS THAN A 5MIN WALK TO THE GULF BEACHES - Starfish Beach 2 is a fantastic updated Anna Maria Island beach cottage with a perfect location and fun beachy style. This Holmes Beach rental is nestled in a quaint complex of four cottages that are very popular among visitors to the is...

WBPT 88 ENDLESS BAY VIEWS - 2 Bedroom, 2 Bathroom (Sleeps 4) – “West bay Point 88” – 6400 Flotilla Drive unit 88 in Holmes Beach.Your Anna Maria Island paradise vacation rental home away from home is waiting for you at “West Bay Point 88”! This 2 bedroom 2 bathroom second floor condominium style Holmes Beac...

The Villas 3B “The Villas 3B” is a fun destination for an Anna Maria Island vacation for six guests! This laid back rental is just a block from gulf beaches and great island attractions too. Spend a week long vacation in one of Anna Maria Island’s most premium locations. Not only are you just a block from pristin...

La Casa Marie 3 Bedroom, 2.5 Bath (sleeps 6) - "La Casa Marie" – 7320 Gulf Drive La Casa Costiera unit 10 in Holmes Beach.One of the best vacation spots on Anna Maria Island, “La Casa Marie” is an amazing water view 3 bedroom 2.5 bathroom Holmes Beach vacation rental condominium rooming up to 6 guests with 1 kin...

Catchin Rays Welcome to Catchin' Rays located at 6801 Gulf Drive, Holmes Beach. Only 150 steps to the Gulf of Mexico and the best beaches on the West Coast of Florida. New to the vacation rental program and this ground level vacation 4 bedrooms, 4 bathroom vacation rental home is located on beautiful Anna Maria ...

Blue Lagoon 4 Surround yourself with relaxation and sun-kissed adventures when you book your trip to this sunny Holmes Beach villa on Anna Maria Island. This spacious Anna Maria accommodation has access to a shared tropical pool with a 10-foot waterfall, parking spots for two vehicles, a shady tiki hut, and a pri...

Gulf Shores 205 Luxury Gulf-Front Escape with Endless ViewsDiscover paradise at Gulf Shores Unit 205, a stunning top-floor, 3-bedroom, 2-bathroom condo located on Holmes Beach, FL accessed by stairs only (no elevator). This gulf-front retreat offers panoramic views of the Gulf of America, where turquoise waters mee...

Coconuts 108 Welcome to Coconuts Beach Resort 108, a fully remodeled and modernized beachfront condo located directly on the Gulf in the heart of Holmes Beach on Anna Maria Island. This one-bedroom, one-bathroom ground-level unit has undergone a complete renovation, offering guests a fresh, stylish, and comforta...

Sand Dollar Dream “Sand Dollar Dream” is a magnificent Anna Maria Island vacation home with brand new, private, heated pool and spa that will make your vacation feel truly luxurious! This spacious rental home offers accommodations for up to 8 guests including 4 roomy bedrooms with 1 king bed, 2 queen beds, a set of t...

Sea Glass on Park This newly constructed single-family home is nestled in on a quiet and beautiful street that is literally just 6 houses (JUST STEPS) from the beach access path!The home's ground floor has a one car garage and access to the gorgeous pool and patio areas in the beautifully landscaped backyard. The hom...

Pirates Cove Pirate’s Cove is grand in both it's design and location, making this home the place to stay while on Anna Maria Island. Newly built, this beautiful home on a canal with an amazing pool and sports a fantastic, multi-level layout that will give your friends and family plenty of space. With 7 bedrooms ...

Fountainhead 2 - Gone Coastal Gone Coastal is located at the Fountainhead Condo Complex and just a few steps from the beautiful beaches and azure blue water of the Gulf of Mexico. This vacation rental is nicely furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep four with a queen si...

Blue Lagoon 6 The Blue Lagoon is a small upscale 6 unit complex and this holiday rentals is just a short stroll from the best beaches on the Gulf of Mexico. Two bedroom, Two bathroom with a huge Tropical pool and 10' waterfall right outside your back door. ONLY Blue Lagoon cottage to have a separate dining ro...

Island Jewel Nicely renovated and designer decorated vacation rental home in Key Royale. Perfectly situated just one house from Bimini Bay with southern exposure at the end of street (Cul-de-sac). Sparkling caged, heated pool, dock and direct access to the Intercoastal waterway. Dock is perfect for sunset v...

Ocean Park Terrace 203 Located in beautiful Holmes Beach, “Ocean Park Terrace” is the perfect Anna Maria Island vacation rental for 5 guests right on the Gulf of Mexico! This 2nd floor condo style vacation rental home features 2 bedrooms and 2 full size bathrooms with 1 king bed, 1 queen bed and 1 twin bed. “Ocean Park Te...

South Beach Village 115 You’ll find the perfect beachside destination when you visit Anna Maria Island vacation rental town home "South Beach Village 115". This Bradenton Beach vacation rental comfortably accommodates up to six guests in tropical coastal paradise. Nestled onto a narrow portion of this beautiful Florida gul...

Hidden Oasis Please note that the adjacent property will be undergoing a renovation. There will be no work during city quiet hours. Please reach out with questions.DIRECT BEACH FRONT DUPLEX - 777A North Shore Dr - 1 Bedroom and 1 Bath - Bed/s: 1 King and 1 Queen Sleeper Level: Elevated Max # of guests: 4 ...

Summer Breeze Welcome to outdoor living on Anna Maria Island at its finest! Recently upgraded inside and out, Summer Breeze is one of the premier rental properties on the island. This large five-bedroom home can sleep up to 14 guests and has everything you need for a beach vacation, with an excellent location nea...

Wave N Sea Wave N' Sea - 3 Bedroom, 2 Bathroom (Sleeps 6) - 165 Crescent Drive in Anna Maria. Welcome to the island paradise vacation you’ve been wishing for when you visit “Wave N' Sea” in beautiful sunny Anna Maria. This three bedroom home spaciously accommodates up to six guests less than two blocks from c...

EverLasting SunSets B Find the paradise vacation you’ve been looking for at EverLasting SunSets B on Anna Maria Island. Enjoy accommodations for up to 5 guests just a block from some of the best beaches of the west coast of Florida! This remodeled 2 bedroom Anna Maria Island beach rental offers 1 king bed, 1 queen bed an...

Beach Pearl Welcome to Beach Pearl, a private custom lagoon style saltwater pool and spa home built to the highest specifications located in Anna Maria City. This is it! Your own piece of Anna Maria Island paradise on a quiet dead end street. Escape through the front entry doors to the open and bright living...

Hidden Cove 3 Located directly on the white sandy beach of Anna Maria Island, this direct gulf front condo at Hidden Cove #3 is the perfect spot to enjoy your beach vacation.The living room, dining room and kitchen all offer views out through the open air deck to the beautiful gulf. The living room is decorated ...

Runaway Bay 209 Welcome to Runaway Bay 209, your perfect island escape on beautiful Anna Maria Island! Just across the street from the soft, white sand beaches and the shimmering Gulf of Mexico, this updated 2-bedroom, 2-bath second-floor condo offers comfort, convenience, and serene views.Step inside and feel inst...

Palm Isle Village 3215 3215 Gulf Drive at Palm Isle Village Resort in Holmes Beach, FL - Located in one of Anna Maria Island's finest resort condominium complexes, you will find this adorable 1 bedroom 1 and a half bath attached villa. Grab your towel, walk out the front door, and you are steps away from the sparkling w...

Sugaree "Sugaree" located at 5405 Gulf DR Unit A is a beautifully renovated duplex only a short stroll to the beach. 2 bedrooms and 2 bathrooms accommodates up to (6) people: 1 King, 2 Twins and 1 Sleeper Sofa. This property showcases designer furnishings and is fully equipped with all the most updated fea...

Blue Water Getaway You’ll find everything you need for the perfect Anna Maria Island vacation when you stay at “Blue Water Getaway”! Just a short walk to the beach, this fun home accommodates up to six guests with three bedrooms and two bathrooms. Decorated with a coastal and tropical feel, “Blue Water Getaway” will h...

Tinas Piece of Paradise When looking to accommodate a large group during you paradise Anna Maria Island vacation look no further than “Tina’s Piece of Paradise”. This fun four bedroom, three bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous H...

Salt Shack Only 150 steps to the beach from the "Salt Shack" located at 3705 Gulf Dr unit A in the city of Holmes Beach FL located on Beautiful Anna Maria Island. This upscale well-appointed 3 bedroom 2 bathroom ground level attached villa with private heated pool is the perfect getaway for your next holiday ...

Sea Song DIRECT GULF FRONT cottage in City of Anna Maria. This totally remodeled vintage beach cottage is located directly on the beautiful white sand beaches on Anna Maria island at Bean Point https://www.islandreal.com/bean-point-vacation-rentals. As you can see, the cottage faces west on one of the best r...

Casa Sierra 205A Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroom Mediterranean style Holmes Beach vacation rental condo offers accommodations for up to six guest with one king bed, two twin beds and a queen sleeper sofa. When you arrive at Cas...

Jacaranda Beach House Location, location, location is what this newly renovated tropical home away from home is all about at “Jacaranda Beach House” in the heart of Anna Maria City. You will find everything you need here to create that perfect stay in paradise. “Jacaranda Beach House” is nestled in the highly sought afte...

Coconuts 101 Located in the heart of Anna Maria Island’s Holmes Beach, "The Coconuts Beach Resort 101" is a quaint one bedroom one bathroom pool view condominium accommodating up to 4 guests with two queen beds. Complex is directly on the Gulf of Mexico, this Holmes Beach condo is nestled in the quiet Coconuts B...

A Mermaids Tale Mermaids Tale is a gorgeous home that features 3 bedrooms and 3 bathrooms. You will absolutely fall in love with its location and incredible views from the amazing roof top deck from the moment you arrive! The home is located just 2 houses from the calm, quiet, white sandy beaches on the prestigious...

Sea Pirate 2 A Seashell Throw From The The Pristine Gulf Of Mexico two bedroom, one bath, wireless internet holiday condo. "Sea Pirate 2" is a stone's throw away from the pristine Anna Maria Island beaches. Relaxing condo sleeps up to four guests with a King bed, and set of twins. Flowing floor plan with front ...

Buena Vista 4 BRAND NEW LUXURY BEACH FRONT CONDO Whether you are staying for just a week or an entire month you will absolutely adore luxury condominium style vacation rental condo Buena Vista 101 67th Street Unit 4. Rooming up to eight guests this four bedroom and three and a half bathroom condo offers 3 king be...

Flirty Flamingo ONE HOUSE TO THE BEACH!!! You will absolutely fall in love with the charming Old Florida cottage “Flirty Flamingo”! While you visit this Anna Maria vacation rental you’ll enjoy a fantastic location and lovely amenities. Please be advised that the floors are worn and dated since the owner will be reb...

Fairwinds Welcome to Fairwinds, the perfect vacation getaway! This spot has everything you need for a relaxing escape, starting with a tropical backyard that’s straight out of a dream. Picture yourself lounging by the sparkling pool (with a swim-up table!), soaking in the hot tub, or grilling up something tas...

Sandy Pointe 202 Welcome to your serene island retreat at Sandy Pointe 202, bright and breezy 2- bedroom, 2-bathroom second-floor condo nestled in the heart of Holmes Beach on beautiful Anna Maria Island. Whether you’re planning a peaceful escape or a fun-filled coastal adventure, this two-bedroom vacation home puts...

Waters Edge 208S *Please Note: Exterior painting and roofing projects are scheduled between Sept 22–Dec 31, 2025. Work may cause noise or limited access to decks. Schedule may vary due to weather.*Discover the best of Anna Maria Island at this beautifully renovated seaside condo, just steps from the beach! Enjoy eas...

Elm Street Retreat Welcome to Elm Street Retreat, an elegant coastal sanctuary nestled in the heart of Anna Maria City, just steps from the sugar-white sands and turquoise waters of the Gulf. Perfectly positioned for both relaxation and exploration, this luxury home offers the ultimate island getaway.This beautifully ...

Casa Sierra 203A Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island.This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdoor patio with a spacious common area complete with a large heat...

Flip Flop Inn If you are searching for luxury on your Island vacation, this home is your dream come true. Tucked away on a quiet street on Anna Maria Island, this Mediterranean-style Townhouse is your perfect family vacation destination.This lovely home is located only one and a half blocks from white sand beache...

Royale View Welcome to Royale View at 631 Key Royale Dr, Holmes Beach, FL Experience the epitome of coastal living in this stunning and newly remodeled single-level house, charmingly positioned right on the bayfront in Holmes Beach, FL. This three-bedroom, three-bathroom home offers an unrivaled blend of comfor...

Promise Kept Looking for the perfect island getaway? Look no further than Promise Kept! This home is centrally located on Anna Maria Island and is a fully updated renovation of a vintage home. Accommodating up to 6 guests, it contains 3 bedrooms and 2 full bathrooms. This single-level home is exquisitely decorat...

AMI Outpost Gorgeous, elevated villa with private, heated pool and fenced yard. Welcome to the perfect home away from home in the heart of the city of Anna Maria, directly on historic Pine Ave! Part of the Pine Avenue restoration of 2008, the goal was to preserve the village-like feel of the street, as well as ...

Casa Morado The perfect family beach destination or tropical getaway with friends, Anna Maria Island vacation rental "Casa Morado" is the perfect place for a large gathering of up to eight guests. Just a short walk to amazing Gulf of Mexico beaches, make lasting memories when you and your loved ones visit "Casa...

Seashells and Sunsets A luxury Anna Maria Island vacation destination perfect for the entire family, you and your loved ones will enjoy a visit to “Seashell Sunsets”. This newly built four bedroom home offers lovely views of The Gulf of Mexico while providing a spacious and comfortable home where ten guests can relax on ...

Sea La Vie The panoramic views from this dreamy elevated home are something that you will need to share with absolutely EVERYONE back home. Up to six guests will enjoy this vibrant and airy rental complete with a full kitchen, sunny elevated balcony, and immediate beach access right in your own backyard. While...

EverLasting Sunsets AB Find the paradise vacation you’ve been looking for at EverLasting SunSets AB 5616 Guava Ln on Anna Maria Island. Enjoy accommodations for up to 8 guests just a block from some of the best beaches of the west coast of Florida! The unique layout of this duplex turned private home is perfect for 2 fami...

Buena Vista 3 You’ll enjoy an amazing Anna Maria Island vacation when you visit the brand new gulf front condominium Buena Vista 101 67th Street Unit 3 in Holmes Beach! This four bedroom three and a half bathroom condo spaciously accommodates up to eight guests with beach style luxury. Everything you expect from ...

Waters Edge 204S *Please Note: Exterior painting and roofing projects are scheduled between Sept 22–Dec 31, 2025. Work may cause noise or limited access to decks. Schedule may vary due to weather.*The quintessential Florida beach side garden view condo with peeks of the beach and Gulf of Mexico. You’ll love your Ann...

Marias Way BRAND NEW POOL AND SPA!!! Fall in love with the perfect Anna Maria Island vacation rental! "Maria's Way" is located in the coveted Bean Point Nestled in the quaint Bean Point https://www.islandreal.com/bean-point-vacation-rentals north end of Anna Maria Island in the beautiful city of Anna Maria. No...

Palm Isle Village 3201 - TipSea Turtle Welcome to "TipSea Turtle" located at 3201 Gulf Drive at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing comfort during you stay. This beautifully appointed 2bedroom a...

Dodt House 1, 2 and 3 Dodt House is an adorable Anna Maria Island vacation rental home with a brand new, private, heated pool directly on the pristine Anna Maria Island beaches, and you can smell the salt air from every room! Accommodating up to 12 guests, this 6 bedroom 4 bathroom home offers 2 king beds, 3 queen beds, ...

Gulf View Cottage Gulf View Cottage is exactly what its name suggests – charming, cottage-style home with sweeping views of the Gulf from its rooftop deck. This rental has been recently renovated and features beautiful new interior amenities. This, coupled with its private, heated pool, and convenient location make i...

Sugar Sands Make memories that last a lifetime when you stay at gorgeous Anna Maria Island vacation rental home "Sugar Sands 7001A Holmes Blvd". Rooming up to six guests this spacious three bedroom two bathroom duplex style home offers one king bed, one queen bed, and two twin beds.Just a couple short blocks to...

Mango Beach House Located on the coveted northern end of Anna Maria Island, “Mango Beach House” is a charming beach cottage offering three bedrooms and three bathrooms. Sleeping up to eight guests with two king beds, one queen bed and two twin beds (bunkbed). Walk out to Bean Point, the best beach on west coast of Fl...

Tuscan Tides Welcome to Tuscan Tides - a spectacular 4 bedroom, 4 bathroom home set within the coastal community of Holmes Beach on Anna Maria Island. This home has a beautiful exterior that fuses Italian Tuscan and Spanish Mediterranean style, featuring multiple balconies and swaying palm trees. The backyard o...

DreAMI The perfect place for a fun filled memorable fall or winter vacation destination is waiting for you at the Anna Maria Island vacation rental home “dreAMI” at 12 Palm Harbor Drive! This gorgeous three bedroom, three and a half bath home accommodates up to 6 guests with two king beds and two twin beds...

Gulf Place #23 Offering everything you could want from a direct beach front paradise getaway, “Gulf Place” is the perfect condo style Anna Maria Island vacation rental for up to 6 guests! This 2 bedroom and 2 bathroom vacation rental condo has 1 king bed, 2 twin beds and a queen sleeper sofa set in a beautifully d...

Hop Skip and a Beach Hop, Skip and a Beach! is a fantastic 4 bedroom and 4 bath single family pool home West of Gulf Drive located in Anna Maria City. Less than a 2 minute walk away from the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Hop, Skip and a Beach is an elevated home that showcases a pri...

The Villas 3A “The Villas 3A” is the perfect Anna Maria Island beach rental for a cozy couple’s getaway, or even a casual vacation for up to four guests. This one bedroom villa beach rental offers a premium location near beaches, shopping and dining. Enjoy a well-appointed unit with nice updates and a laid back f...

Palms Beach West “Palms Beach West” is an adorable 3 bedroom 2 bathroom Anna Maria Island vacation rental home spacious enough for up to 6 guests. This ground level duplex in Holmes Beach has everything you need for a luxurious island vacation in a great location. Offering 1 king bed, 1 queen bed, and 2 twin beds ev...

EverLasting SunSets A After you stay at the EverLasting SunSets #1 you’ll want to make it your vacation destination year after year! This one bedroom one bathroom Holmes Beach vacation rental sleeps three guests with one king bed and a sleeper sofa. Recently updated, EverLasting Sunsets #1 offers a fun and fresh coastal ...

Casa Sierra 203B Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island.This small quiet complex is just a two minute walk to the beautiful white sand beach. The complex offers an outdoor patio with a spacious common area complete with a large heated pool...

Fernweh “Fernweh” (means to crave travel; being homesick for a place you’ve never been) is a gorgeous newly built home on Holmes Beach. This home has 4 bedrooms and 4 full bathrooms and can accommodate up to 8 guests. This home is the epitome of island luxury as no details were left out and all aspects of t...

Gulfview Townhomes 4 Gracious Town Home located at 3701 Gulf Drive, Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2.5) Bath: Accommodates up to (6) people: 1 Queen, 2 Twins and Queen sleeper sofa: wireless internet, No smoking: No Pets: **Gas powered golfcarts only not electric**Absolutely fabulous two bedroom an...

Vista Grande 1 Sul Mare Step through the door of Vista Grande 1 and instantly watch your worries disappear! This luxurious direct beach-front condo can accommodate up to 6 guests with 3 bedrooms and 3 full bathrooms. This condo’s open-floor plan offers you and you guests plenty of space to wind down and fully enjoy the unp...

South Beach Village 111 You’ll find the perfect beachside destination when you visit Anna Maria Island vacation rental town home "South Beach Village 111". This Bradenton Beach vacation rental comfortably accommodates up to six guests in tropical coastal paradise. Nestled onto a narrow portion of this beautiful Florida gul...

Forget Me Knot 4 Minute Walk to the Beach - Newly Updated - New bathrooms and updates completed in February of 2023!!Welcome to Forget Me Knot! This Mediterranean-style home is located just off the beaten path in the heart of Holmes Beach, offering a relaxing, private space that keeps you close to all Anna Maria I...