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Sarasota Vacation Rentals

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  • Casa de Mariposa 5542 is a beautifully designed 3 bedroom, 3 bathroom home with a gulf view, heated pool and elevator in the coveted location directly across from the beach access to world famous Siesta Key beach and the Gulf of Mexico, boasting wonderful views and spectacular sunsets.

    Imagine vacationing amid the luxury of one of Siesta Key’s most exquisite private townhomes. Casa de Mariposa 5542 includes impeccable style and a heated swimming pool for your enjoyment. Everything within the home is brand new as of June 9, 2015, when it was redesigned by one of the area’s most respected interior designers. You will literally be right across the street from one of the most beautiful beaches in the world and 100 yards from Beach Access #10. Plus, you’ll be just five blocks from the charms of Siesta Key Village.

    Casa de Mariposa 5542 is a three-bedroom / three-bathroom, air-conditioned townhome that sleeps up to eight when the queen-sized sleeper sofa is put to use. Drive into your private driveway with garage space for two cars and come into the beautiful entrance – the entryway to your incredible vacation headquarters. Walk through the arched doorway into a large great room that combines the gourmet kitchen dining area and main living area. The couches are so comfortable and provide great seating as you watch the huge flat-screen HDTV. There’s also a DVD player so you can take in your movie favorites. Plus, the entire townhome offers free Internet. You’ll love this for sending photos back home, making reservations and checking out websites for area attractions.

    Beyond the living room is one of many balconies you will find throughout Casa de Mariposa 5542. Step through the glass doors and out into the balmy salt air. You’ll love dining al fresco around the table or sharing cocktails with your friends. Life is good at Casa de Mariposa 5542. Behind the main living area is the gourmet kitchen that’s equipped with everything you need to prepare great meals for you and your guests. You’ll love the expansive granite countertops, beautiful appliances and extensive cabinets with room to hold all the food you need for your stay. The dining table is just steps from the kitchen which makes serving and clearing so easy. And, if you need overflow seating, there are four bar stools at the breakfast bar near by.

    There’s one bedroom on the second floor that is outfitted with a king-sized bed and private en suite bathroom with walk-in shower and vessel sink. The other two bedrooms are located on the third floor. If stairs are a challenge, that’s not a problem. You can reach these upper bedrooms by in-house elevator. The first bedroom on the third floor includes a king-sized bed, a balcony with a Gulf view and private en suite bathroom. The second bedroom on the third floor features two twin beds and a private bathroom. This is a great space for any kids who accompany you to Siesta Key. All bedrooms throughout the home have flat-screen TVs perfect for late night viewing.

    The terrace surrounding the pool outdoors includes lots of lounge chairs where you and your guests can sun yourselves after a refreshing swim. Or, head across the way to the magnificent white sand shores of world famous Siesta Key beach and the Gulf of Mexico.

    Awesome for families, everything you need for the beach is waiting for you upon arrival (chairs, beach cart, high chair, pack and play). Only 2 minutes to the beach and about 10 minutes to the village.

    Sarasota
  • Welcome to your Island getaway at Casa de Mariposa, a beautifully designed 6 bedroom, 6 bathroom mansion with elevator and heated private pool in the coveted location directly across from the beach access to world famous Siesta Key beach and the Gulf of Mexico, boasting wonderful views and spectacular sunsets.

    Enjoy 3,609 square feet of pure vacation luxury when you rent the two townhomes that make up Casa de Mariposa Whole House. Each side of the home includes three floors of impeccable style and there’s a heated private swimming pool for all to enjoy. Everything within the home is brand new as of June 9, 2015, when it was redesigned by one of the area’s most respected interior designers. You will literally be right across the street from one of the most beautiful beaches in the world and 100 yards from Beach Access #10. Plus, you’ll be just five blocks from the charms of Siesta Key Village.

    Casa de Mariposa Whole House is a six-bedroom / six-bathroom, air-conditioned home that combines two luxurious townhomes into one incredible vacation residence. Altogether the total house sleeps up to 16 when the two queen-sized sleeper sofas are put to use. There are two private driveways with a total of four garage spaces for your cars.

    Each side of the home offers identical accommodations. The one difference is that one side faces east and one west, toward the Gulf. On either side, walk through the arched doorway into a large great room that combines the gourmet kitchen dining area and main living area. The couches are so comfortable and provide great seating for watching the huge flat-screen HDTV. There’s also a DVD player so you can take in your movie favorites. Plus, the entire home offers free Internet. You’ll love this for sending photos back home, making reservations and checking out websites for area attractions.

    Beyond the living room is one of many balconies you will find throughout Casa de Mariposa. Step through the glass doors and out into the balmy salt air. You’ll love dining al fresco around the table or sipping a cocktail before dinner on this balcony. Life is good when you rent the whole house at Casa de Mariposa.

    Both sides of Casa de Mariposa include a gourmet kitchen that’s equipped with everything you need to prepare great meals for you and your guests. You’ll love the expansive granite countertops, beautiful appliances and extensive cabinets with room to hold all the food you need for your stay. The dining table is just steps from the kitchen which makes serving and clearing so easy. And, if you need overflow seating, there are four bar stools at the breakfast bar near by.

    The configuration of rooms is identical in the two townhomes that comprise Casa de Mariposa Whole House: There’s one bedroom on the second floor that is outfitted with a king-sized bed and private en suite bathroom with walk-in shower and vessel sink. The other two bedrooms are located on the third floor. If stairs are a challenge, you have no worries. You can reach these upper bedrooms by in-house elevator in either townhome. The first bedroom on the third floor includes a king-sized bed, a balcony with a Gulf view and private en suite bathroom. The second bedroom on the third floor features two twin beds and a private bathroom. This is a great space for any kids who accompany you to Siesta Key. All bedrooms throughout the home have flat-screen TVs perfect for late night viewing.

    The private terrace surrounding the pool outdoors includes lots of lounge chairs where you and your guests can sun yourselves after a refreshing swim. Or, head across the way to the magnificent white sand shores of world famous Siesta Key beach and the Gulf of Mexico. Rent the Whole House at Casa de Mariposa and prepare for the vacation of a lifetime in a world-class destination.

    It's a beautiful accommodation. We needed a place that would sleep 14 guests comfortably and the location actually had the available room and beds. Beach access was directly across the street from the location. It was in walking distance from the village and shops (about two blocks). The top balcony off the master suite had a really nice view of the beach. The place was very clean on arrival. We did have a few minor hiccups. The wifi access codes provided by the property manager were not correct. There were a number of lightbulbs out within the facility. Most of these issues were handled expediently once reported.

    Sarasota
  • Casa de Mariposa is a beautifully designed 3 bedroom, 3 bathroom home with southern exposure, a heated pool and elevator in the coveted location directly across from the beach access to world famous Siesta Key beach and the Gulf of Mexico, boasting wonderful views and spectacular sunsets.

    Vacation in luxury at one of Siesta Key’s most exquisite private townhomes. Casa de Mariposa 5540 includes three floors of impeccable style and a heated swimming pool. Everything within the home is brand new as of June 9, 2015, when it was redesigned by one of the area’s most respected interior designers. You will literally be right across the street from one of the most beautiful beaches in the world and 100 yards from Beach Access #10. Plus, you’ll be just five blocks from the charms of Siesta Key Village.

    Casa de Mariposa 5540 is a three-bedroom / three-bathroom, air-conditioned townhome that sleeps up to eight when the queen-sized sleeper sofa is put to use. Drive into your private driveway with garage space for two cars and come into the beautiful entrance – the entryway to your incredible vacation headquarters. Walk through the arched doorway into a large great room that combines the gourmet kitchen dining area and main living area. The couches are so comfortable and provide great seating as you watch the huge flat-screen HDTV. There’s also a DVD player so you can take in your movie favorites. Plus, the entire townhome offers free Internet. You’ll love this for sending photos back home, making reservations and checking out websites for area attractions.

    Beyond the living room is one of many balconies you will find throughout Casa de Mariposa 5540. Step through the glass doors and out into the balmy salt air. You’ll love dining al fresco around the table on this balcony or watching the sun set over the ocean as you sip a cocktail before dinner. Life is good at Casa de Mariposa 5540. Behind the main living area is the gourmet kitchen that’s equipped with everything you need to prepare great meals for you and your guests. You’ll love the expansive granite countertops, beautiful appliances and extensive cabinets with room to hold all the food you need for your stay. The dining table is just steps from the kitchen which makes serving and clearing so easy. And, if you need overflow seating, there are four bar stools at the breakfast bar near by.

    There’s one bedroom on the second floor that is outfitted with a king-sized bed and private en suite bathroom with walk-in shower and vessel sink. The other two bedrooms are located on the third floor. If stairs are a challenge, you have no worries. You can reach these upper bedrooms by in-house elevator. The first bedroom on the third floor includes a king-sized bed, a balcony with a Gulf view and private en suite bathroom. The second bedroom on the third floor features two twin beds and a private bathroom. This is a great space for any kids who accompany you to Siesta Key. All bedrooms throughout the home have flat-screen TVs perfect for late night viewing.

    The terrace surrounding the pool outdoors includes lots of lounge chairs where you and your guests can sun yourselves after a refreshing swim. Or, head across the way to the magnificent white sand shores of world famous Siesta Key beach and the Gulf of Mexico.

    Beautifully decorated, cool, relaxing. Great veranda off the kitchen. Had everything we needed. Good amount of large beach towels, washer and dryer and a blender! Short walk to the beach. The beach is beautiful and everything we were told it would be. It was fun using the elevator. Nice pool and patio with gas bbq. Close to shops and resturants. Most relaxing vacation ever. Have to share patio and pool area with other renters (it's like a duplex) but it wasn't a problem.

    Sarasota
  • Guests and media alike rate the Palm Bay Club Bayside #328 as a perfect destination for romantic getaways and family vacations. Treat yourself to an idyllic holiday on Florida’s Gulf Coast, at this 2 bedroom condo with intracoastal water views from your outdoor patio.

    When hanging out at home, whether as a couple or a family, you’ll enjoy our open-plan living areas and ready-to-use kitchen. Google a favorite celebrity chef on the included wireless Internet to pick a great fresh seafood recipe for dinner. All cookware and appliances are provided, and supermarkets are very close. You can even use your laptop poolside - Wi-Fi is now available at both pool areas! A bayside pool and a second beside the tennis courts afford great views and true convenience. Ample chairs and sun beds mean you can arrive whenever you like and always find a great spot.  Palm Bay Club 328 is not in towers.

    all was great except for the mosquitos inside the condo...

    Sarasota
  • This beautiful paradise includes 3 bedrooms with shared heated pool and elevator overlooking the #1 beach in the USA. If you are looking for a private-feeling beach retreat just steps to the quartz sands of Siesta Beach and the turquoise waters of the Gulf of Mexico, you simply must stay here! This 3,140 square foot penthouse residence boasts two master suites, a guest bedroom with an attached bath that also opens to the hallway, and a loft room with sleeping arrangements, a private elevator, and unobstructed views from almost every room.

    Enjoy the undisputed best views on Siesta Key! Sit on any of your beach front balconies and watch dolphins frolic in the Gulf of Mexico. Relax as the boats pass by, and don't forget to watch as the sun quietly sets on the horizon.

    A well-planned design on two levels and fine coastal contemporary furnishings make your stay in this dream home comfortable and carefree. Rooms were designed to highlight the unobstructed beach views, and the views go on seemingly forever. A spacious great room has plenty of seating for the family to view the Gulf of Mexico while watching the 55" curved TV with Blu-ray player. In the upstairs master bedroom you have a king-sized bed with a 42" TV, and a luxurious bath with its own washer and dryer. The main floor master bedroom features a king-sized Sleep Number bed for adjustable firmness and a 42" TV that lifts up from inside a console. Bedroom three has a daybed trundle combination and a 40" TV.

    As a bonus, the upstairs loft features a twin pullout sofa chair and a twin pullout ottoman with quality mattresses, a Stressless chair and ottoman and game table, and a 40" TV. All TVs at Surfside Manor are Smart TVs, so you can watch movies through your own internet accounts or enjoy the available DVDs.

    The property has one of the few ground level beach-facing heated pools on Siesta Key's exclusive Beach Road, shared with one other unit (lower) in the building. Great thought went into Surfside Manor's design, decorating and furnishings. The kitchen is a chef's dream designed for ease of use and appointed with the finest appliances, high end cabinetry and luxurious granite. A full-sized washer and dryer downstairs and a stacking washer/dryer upstairs will make cleaning clothes faster and easier. Enjoy the use of a two-car garage for parking while staying at the beautiful and dreamy Surfside Manor. You will never want to leave.

    Sarasota
  • Siesta Key is one of the premier beach vacation destinations in America. When you stay at Gulf Holidays 15, you can enjoy all that Siesta Key offers while staying in a comfortable, clean garden-level condo that doesn’t eat up all your vacation budget.

    Gulf Holidays 15 is a one-bedroom / one-bathroom residence that is one of 18 condos in the complex. The condo sleeps four comfortably when the sleeper sofa is pulled into service. Walk in the front door into a comfortably furnished living room that has a couch, chair with footstool and a drop-leaf table where you can enjoy a meal while gazing out at the swaying palms. There’s also a flat screen TV and free Internet in the unit so you can stay in touch with friends back home.

    The cozy kitchen is equipped with microwave, oven, stove, refrigerator and all the cookware you need to prepare meals during your stay. Just add your recipes and food from the nearby market and you’ll be all set. The Gulf Holidays 15 bedroom is outfitted with a king-sized bed and is located in close proximity to the bathroom which offers a walk-in shower and vanity with plenty of storage underneath for all your toiletries.

    The home is newly remodeled and painted in crisp clean white with soothing green accents. Gulf Holidays 15’s condo complex has two laundry rooms on site so you can easily keep yourself and your guests in clean clothes during your stay. Plus, there’s a heated pool on-site for your enjoyment, in case you need a break from the incredible beach. As much as you will enjoy this cozy home, perhaps the thing you’ll like most about it is its location less than two blocks from the popular Siesta Key Village and just a block from the beach itself.

    Think of the fun you’ll have enjoying the sunsets on Siesta Key and taking in the shopping, restaurants and entertainment you’ll find in Siesta Key Village. If you’re looking for a laid-back, beach vacation in a beautiful location, you won’t find a better place to stay than Gulf Holidays 15 in Siesta Key.

    Sarasota
  • Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this two bedroom, two bathroom condo. Located at Siesta Beach with Siesta Key’s famed “Village” a short walk away. Delight in this gulf view suite – it’s in an unbeatable location literally across from beach. With the beach so close, you’ll spend your days walking along the beach and your nights in the Siesta Key village.

    Featuring new living room furniture - life at this condo is luxe. Sleeping 4 people in 2 bedrooms, it’s a great family retreat for long or short stays. A light and bright living room has a big couch and matching armchair, with a TV and DVD player for ready-made entertainment. Living room features sleeper sofa. White wicker chairs with cushioned seats ring the oval-shaped dining table, tucked conveniently between the living area and kitchen’s bar counter. It makes a very glamorous spot in which to sit and eat your morning cereal before heading off to the beach or pools.

    Your fully stocked kitchen has everything you need for cooking up a storm and features a flat-top stove. Shops for picking up essentials are just a few blocks away. Ideal for two families traveling together, the master has a king bed and the second bedroom feature two twin beds and one double bed. Consider this arrangement as the world’s most convenient hotel - where you never need to wait for room service.

    Thoughtful extras are found throughout the unit, including suitcase racks in the bedrooms and, yes, Internet access, too. A very large laundry facility is available for guest use - allowing the convenience of multiple loads at once.

    Sarasota
  • Beautiful, updated villa in desirable Vista Hermosa – condo on siesta key in sarasota. One of the finest crystal-quart sand beaches in the world, siesta key is definitely a place for you to vacation.

    Delight in the great value of this garden view suite – it’s in an unbeatable location close to the beach. While it lacks a gulf view, you won’t notice, as you’ll spend your every waking hour in the gulf. It’s that close. Featuring newer living room furniture, and large 50" HDTV - life at this condo is luxe. Sleeping 5 people in 2 bedrooms, it’s a great family retreat for long or short stays. A light and bright living room has a big couch and matching armchair, with a HDTV and DVD player for ready-made entertainment.

    Comfy chairs ring the dining table, tucked conveniently between the living area and kitchen’s bar counter. It makes a very glamorous spot in which to sit and eat your morning cereal before heading off to the beach or pools. Your fully stocked kitchen has everything you need for cooking up a storm and features a flat-top stove. Shops for picking up essentials are just a few blocks away. Ideal for two families traveling together, the master has a king bed and the second bedroom feature two twin beds and one queen bed. Consider this arrangement as the world’s most convenient hotel - where you never need to wait for room service.

    Thoughtful extras are found throughout the unit, including free Internet access, too. A very large laundry facility is available for guest use - allowing the convenience of multiple loads at once.

    Sarasota
  • It’ll be hard to miss the style, taste, and indulgence waiting for you at this three story, Holmes Beach vacation home. From the moment you pull into the driveway and spot that distinctive and invigorating coral color we love so much in Florida, you’ll know a week of cushy comfort and relaxation is waiting for you. Even travel between floors is made easier with your private elevator.

    This is a perfect retreat just one and a half short blocks to the Gulf of Mexico offering limited but still lovely peeks of the water. (5) Bedroom, (3.5) Bath, accommodates up to (10) people: 2 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. This vacation home will allow you to reconnect with family or friends and provide for memories that will last a lifetime.

    As you enter the foyer and go up the first staircase of the home you will find a powder room straight ahead with a full sized washer and dryer hidden behind a pocket door. To the left of the staircase, you will find the spacious living room, kitchen and dining room with a dreamy and sundrenched balcony.

    Coral Reef is perfect for entertaining so we hope you’ll consider it during Thanksgiving and Christmas or any other holiday should be spent with the whole family. Large dining room table comfortably seats eight with room for ten total.

    Through the French doors of the living room and dining room, there is a sweeping balcony that overlooks the pool area. To the right of the staircase you will find your first master suite with a king size bed and a master bathroom with a Jacuzzi tub for you to soak. There is also an elevator for your convenience that leads you from the foyer up to the second living level of the home for help with luggage and visitors that might not be as comfortable on stairs.

    On the second living level, straight ahead you will find a den with queen sleeper sofa which is considered the 5th bedroom for visitors.  To the right of the staircase you will find a second suite with attached bathroom and stand up shower. To the left of that staircase, you will find another full sized bathroom, followed by twin and queen bedrooms.

    Every bedroom and the living room are equipped with a flat screen television. Both master bedroom suites and living room offer high definition viewing with Blu-Ray and DVD. Surround sound is available in the living room, dining room and tiki bar. Did we mention the Playstation 3 that is perfect for the child (or big kid) in your life that couldn’t bear to leave video games back at home. Wireless internet provided as well as free long distance within the continental United States.

    Ample outdoor seating ensures everyone can relax and enjoy the extra-large backyard and pool together. Your personal oasis is equipped with a wet tiki bar and barbecue fror the ultimate dining alfresco experience. The vacation rental also provides a dart board and ping pong table, perfect for a little friendly competition during your vacation.

    Amenities include Wireless Internet Access, Garage, 3 parking spaces, Washer/Dryer, Dishwasher, Elevator, Heated pool, Pet Friendly.

    Bed Configuration: Bedroom 1: King | Bedroom 2: King | Bedroom 3: Queen | Bedroom 4: 2 Twins | Bedroom 5: Queen Sleeper Sofa.

    Square Footage: 2690 Square Feet.

    What a sad day when we had to leave "our" beach house. We have been lucky to travel all over and Anna Maria was a perfect spot. The house was truly everything you need in a perfect beach house. We can't wait to return.

    Holmes Beach 16.74 miles
  • Willow Cottage is a lovely ground level bungalow in Anna Maria just waiting to give you that tropical vacation you dream of and deserve! This private rental home is stylishly decorated with touches of both new and old Florida. From the whimsical coastal print comforters to cool tile floors under your feet, each day will let you feel both away from it all and right at home in paradise.

    Up to eight guests can fit comfortably throughout the three bedrooms ,Queen sleeper sofa and two bathrooms at 108 Willow. (3) Bedrooms, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twins & Queen sleeper sofa

    A very private master bedroom with queen sized mattress is attached but separated from the rest of the home and it is all nestled in a charming cul-de-sac to let you feel even more away from it all. But the free wireless internet connection does provide a link to everyone back home. Just in case you get to wondering how it’s going back in real life.

    The bungalow sits just three properties away from a wooden walkway leading you to the sugary, pulverized quartz sand beaches you can only find on the gulf coast of Florida. A custom heated pool was just completed so that you can enjoy the Gulf of Mexico by day and a tropical backyard paradise at night! Fire up the propane grill around sunset and dining alfresco will take on a whole new meaning. Food just plain tastes better with that island air opening up your senses and a vivid sunset bursting in the sky. Sun loungers and an outdoor dining table with chairs will keep everyone comfortable while they chow down and get in some long overdue quality time together.

    Whether you stay a week or a month you can never run out of things to do and see on this beautiful barrier island - walk just a few blocks north to the famous Ginny and Jane E's for pastry and coffee each morning. For the nighttime, just across Gulf Drive you’ll find Slim’s which has pool tables, an island famous lobster mac and cheese, and live music! And if the days of sunshine and sand leave you too tired to walk, hop onto the free Island Trolley. Anyone who’s ever been on our seven miles of paradise knows the trolley is a charming and comfortable way to get anywhere you need to go.

    Amenities include Wireless Internet Access, 3 driveway parking, Washer/Dryer, Heated pool, Premium Linens, Pet friendly under 25 lbs.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: 2 Twins | Living Room: Queen Sleeper Sofa.

    Square Footage: 1216 Square Feet.

    Please don't change 108 Willow too much - we love it as is! (We do enjoy the improvements the new owners have made, however, and their extra touches such as beach towels, heated pool, quiet HVAC, games, etc.)

    Anna Maria 17.95 miles
  • Bikini Bottom on Periwinkle is just a short walk -- only nine houses -- to the beautiful, pristine beaches we’re famous for! This vacation home is tucked away in a quiet neighborhood on the cusp of Holmes Beach and Anna Maria City so you’ll never be far from any of the favorite island activities. Everything from shopping on Pine Ave to paddle boarding is close by and easily reachable on foot or the free Island Trolley. However you spend the day, Bikini Bottom is a stylish and serene spot to come home to.

    From the moment you unpack, everyone will be on island time. (3) Bedroom, (2) Bath, accommodates up to (8) people: 2 Kings, 4 Twins, 1 Queen Sleeper Sofa. The sunshine and comfy furniture welcomes you to sit back and relax -- you're on vacation and life is going to moving at a more leisurely pace for your stay on Anna Maria Island.

    Two of the three bedrooms offer king size beds and all of them are equipped with a flat screen. There are double doors in the second bedroom which also has a door going out to the pool area. A third bedroom offers a set of twin beds with trundle and plenty of games so the kids can have a space all to themselves. Off the dining area is a charming Florida Room that leads directly out to the pool deck. It's a great space to curl up with a book when you don't feel like watching the TV and have a lot of space all to yourself. Of course, there’s also great lighting out in the backyard.

    The pool area is sunny and spacious - you won't want to leave it! And the pool is actually a salt water model which proves gentler on skin and bathing suits. There is the wading area at one end as well as a spa to sit and relax in while sipping on tropical cocktails. There is ample outdoor seating, a deck and shuffleboard court all surrounded by privacy fencing and lush Florida landscaping. Cook out on the charcoal grill under the world famous Anna Maria Island sunsets on a nightly basis.

    The vacation rental is also equipped with wireless internet and printer for use just in case you have to work during your visit. Enjoy the 52" flat screen TV with a family movie night.Bonus features include a baby monitor, play pen, walkie talkies and a queen size inflatable mattress.

    All these wonderful details will make your vacation to Bikini Bottom in Holmes Beach just perfect. Book with Island Real Estate today and you’ll be taking your first steps towards paradise. Reserve your holiday now!

    Amenities include wireless internet access, dishwasher, full size washer/dryer, open patio, deck, 3 parking spaces, heated pool & spa.

    Bed Configuration: Bedroom 1: King | Bedroom 2: King | Bedroom 3: 2 Twins with Trundle | Living Room: Queen Sleeper Sofa.

    Square Footage: 2340 Square Feet.

    Best time ever at Bikini Bottom! The house and pool areas were wonderful. Anna Maria beach is lovely! Never used our rental car, took the trolley every where, even grocery store! Looking forward to next year. Thank you owners:)

    Anna Maria 17.73 miles
  • BRAND NEW Custom-built Island Home located at 111 81st Street! This fantastic vacation rental home is just a few houses to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool that boasts a cascading rock waterfall and hot tub all in a tropical paradise setting! Take the spiral staircase to the roof top deck for great views of the Gulf and enjoy a sunset.

    On the main living level there are 2 full bedrooms both with king beds in an area with double doors that closes off from the living room - great for late sleepers! There is also a den/5th bedroom that has two large chairs that open into twin sleepers. One full bath and a powder room are also on this level. Upstairs are the two master suites, both with king beds. Each has their own large luxurious master bathrooms. This home is a perfect vacation choice for extended family groups.

    Your large outdoor tropical paradise is equipped with ample seating for everyone. There is a dining area, chaise lounge chairs, barbecue, and even a television and luxurious outdoor wet bar with sink and built-in refrigerator! Outdoor speakers with an iPod option will allow you to sunbathe to your own playlist. You will also be able to have fun playing pool during your holiday poolside.

    The large dining room table comfortably seats 8 with an additional 4 at the gorgeous granite counter bar. Every bedroom has both a flat screen television and is equipped with an alarm clock that has an iPod plug in. The living room has a 60 inch LARGE flat screen HD TV with DVD player that also plays CD's. The 5th bedroom/den has a game station to enjoy.

    This is a perfect retreat and just a very short stroll to the Gulf of Mexico in Holmes Beach, just a short stroll past a few houses from the beach with no roads to cross. This home will allow you to reconnect with family or friends and should provide for memories that will last a lifetime. Sounds like a fabulous vacation - reserve your holiday now!


    Amenities include wireless internet, 5 parking spaces, Open roof top deck, washer/dryer, heated pool & spa, premium linens.

    Bed Configuration: Bedroom 1: King | Bedroom 2: King | Bedroom 3: King | Bedroom 4: King | Bedroom 5: 2 Twin Sleeper Sofas.

    Square Footage: 3000 Square Feet.

    The TV's and the den furniture are all GREAT. Very comfortable!! The master bedroom bed is very comfortable too, the kitchen was easy to work in and had everything we needed. The pool are was very nice as well!

    Holmes Beach 17.46 miles
  • Enjoy spacious Florida glamour with a week at this three bedroom, three bath vacation townhome. (3) Bedroom, (3) Bath, accomodates to (6) people: 1 King, 2 Queen. Outfitted with lighthearted colors on the wall and designer quality furnishing, you can enjoy all the luxury of hotel living without having to sacrifice any of the intimacy or privacy of home.

    The whole family can get away from it all on the top floor of this condo building located less than two blocks from the Gulf of Mexico beaches. Elevators are ready to help with luggage and guests that might have difficulty with steps. Six people can relax comfortable in the townhome, plus the family pet – dogs are welcome with a deposit to relax by your side for a dream vacation at Villa de la Playa in Holmes Beach.

    Upon your arrival to this elevated vacation home, you might need to take a moment and soak up how the sunshine looks pouring over granite countertops in the kitchen, a rich wooden dining table, and gulf coast inspired graphic print fabrics in the living room. Everything is styled with an eye for taste and luxury. Updated appliances for chefs in the family include a flat top stove, microwave, and dishwasher. Get comfortable and catch up with loved ones over coffee at the breakfast bar or have a movie night in front of the living room’s 42” Plasma flat screen. No matter where you’re comfortable in this townhome’s open great room, you’ll be able to enjoy togetherness and your own territory.

    From your fabulous vacation rental, you’ll be able to spot peeks of the cerulean sea waters and a stunning view of the pool deck downstairs. Kids will love days of playing Marco Polo while grownups will enjoy soaking in the hot tub with a sunset streaking across the sky. The walk to the beach will take less than ten minutes but if you want to explore Anna Maria Island further, another quick jaunt will take you to a stop for the island’s free, air conditioned trolley. It circles daily around Anna Maria, Holmes and Bradenton Beaches; a great way to make friends with some locals who will let you know their favorite spots for dining and shopping on Anna Maria Island.

    This is a multilevel townhome. This property has its own private pool.

    Amenities include elevator, wireless internet, washer/dryer, rooftop terrace, Car garage, heated pool with spa, premium linens, No cats.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: Queen.

    Square Footage: 2376 Square Feet.

    I will run out of text before I can completely describe how much we loved this house. Lots of room, pool was great, and location was fantastic -short walk to the beach and short trolley ride to lots of restaurants. Beautiful view of the Gulf from the rooftop patio. Fully stocked with dishes, etc. And extras like a stereo in the house, with speakers by the pool. Very comfortable throughout the house. We are seriously considering renting this house again next year. If you are considering it, you will not be disappointed. And the people at Island Real Estate are fantastic to work with. The whole experience was a 10+

    Holmes Beach 15.5 miles
  • There’s as much to love inside the vacation condo as there is inside. Hidden Cove #6 has two bedrooms, two and half bathrooms with room for up to four guests – all outfitted in premium, hotel quality sheets. Little touches of luxury can be found throughout from the updated, stainless steel appliances in the kitchen to the master king bed’s whimsical canopy. Free wireless internet is provided.

    Be sure to get home in time for the sunset, you’re going to have one of the best seats in the house! Not only does your personal wooden deck provide easy access to our flour soft sands, you’ll be front row center for the nightly show that is sunset. You haven’t really arrived in Florida until you watch the sun melt below the horizon and the sky burst into a kaleidoscope of gold, red, and magenta. The living postcard panorama extend to the master bedroom as well – open sliding glass doors at night so you can wake up to the song of seagulls in the morning.

    Amenities include wireless internet access, 2 parking spaces, assigned parking, washer/dryer, dishwasher, open deck, pool.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Twins.

    Square Footage: 1456 Square Feet.

    We enjoyed our stay very much and will deginately be back!

    Holmes Beach 16.53 miles
  • Know what it really means to have the world as your oyster by spending your next holiday at Island Pearl on Anna Maria Island. Eight guests can spend a week in this luxury vacation rental with everything you’ve wanted and more.

    Wander through the ground level home and you’ll find touches of extra pampering.  Feel the sheets, bath and beach towels – those are professionally laundered and premium quality linens! You also might notice that four bedrooms and bathrooms means minimal sharing. An extravagance that many of us never get to indulge in back home.

    Exuberant coral, sea foam, and burnt sugar brown walls will put you into the Florida frame of mind from day one in your luxury vacation rental. Watch sunlight pour through the windows and over vaulted ceilings, hardwood floors and a spacious, open floor plan.  Everyone will have room to spread throughout the property, while enjoying quality time together.

    The living room will be taken over by techno buffs to enjoy a wall mounted flat screen with DVD player and a Sony PlayStation. Family chefs will enjoy a well-stocked, updated kitchen with stainless steel appliances. Before you know it, everyone will belly up to the breakfast bar for a taste of home cooking on vacation.

    Also provided at the vacation rental are beach toys, chairs and an umbrella. This comes in handy considering how close you are to the Gulf of Mexico. A short walk across Gulf Dr. takes you to those soft, glittering sands you’ve been daydreaming at work about.

    If you decide you want to stay close to home for the day, there is plenty of relaxation to be found in your own backyard. Take a few laps around the shimmering, heated pool (don't forget about the spa, too!) and then settle into a cloth hammock. Just be careful - with a good coastal breeze swaying you and the palm trees overhead, a quick nap could last all afternoon and you’ll be burnt to a crisp. Wake up in time to reapply your sunscreen and enjoy a cookout on the poolside propane grill.

    Amenities include wireless internet, 2 parking spaces & driveway parking, washer/dryer, heated pool & spa, premium linens.

    Bed Configuration: Bedroom 1: King | Bedroom 2: King | Bedroom 3: Queen | Bedroom 4: 2 Twins.

    Square Footage: 2300 Square Feet.

    We just returned from a wonderful holiday with our kids and their new baby, staying at Island Pearl. What a wonderful week it was! The house is so beautiful - inside and out - and no detail has been spared to make it comfortable and inviting. The decor is so lovely and 'beachy' in a very upmarket way. We've rented several homes on the island over the years and liked certain things about them. But this house was our favourite - it had it all. The well laid out bedroom design allowed for privacy. So many beautiful bathrooms! We loved the backyard and used the pool, hot tub and hammock every evening. This home is a real gem. We'd love to visit again!

    Holmes Beach 17.33 miles

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