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Never miss a sunset from this beautifully appointed beach house, located just steps from Naples Famous Pier and beautiful white sand beaches, this home's location can't be beat! A luxurious luxury home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the...
Distance to beach: 8 miles to Naples Beach
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Currently accepting Requests . Rates as follows: Current Date May-December 2025 Rate 2,500+++ .January 2026 $5,500 +++ February 2026 $5,500 +++ March 2026 $4,400+++ April 2026 $4,000+++plus +++ represents three...
Featured review
Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff
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Welcome to “Barefoot Mermaid 1” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...
Distance to beach: 0.7 miles to Olde Naples Beach Access
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DEC 20th, JAN, FEB, MAR, APR 2026 available! We still have this and other homes available through Apr 2026. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $5,500 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation...
Distance to beach: 800 feet to Siesta Key Beach
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Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master...
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Alert: Our dock is currently closed and anticipated to re-open by end of this year (2025).Discover the perfect coastal retreat at Mariner's Pointe, where stunning intracoastal views and a wealth of amenities await. Just a short 3 minute walk from the beach, this charming condo offers everything...
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These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.Whether You're Looking For A Round Of Great Golf... Fantastic...
Featured review
I truly enjoyed the condo and the views were amazing. Could not give 5 stars due to construction and elevator being shut down. When found about construction timeline it was too late to find another place...
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Top Reasons to Book: - Minutes to Anna Maria Island Beaches - Modern 3-Bedroom Smart Home in Quiet Hunters Point Neighborhood - Game Room with Pool & Foosball Tables - Private Patio Perfect for Grilling & Relaxing - In-House Elevator & Tesla EV Charger - High-Speed Wi-Fi...
Distance to beach: 5 miles to Ft Myers Beach
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Experience a luxury living retreat at this fully renovated and newly furnished 1st-floor condo in the secure Kelly Greens Golf and Country Club gated community. This modern 2-bedroom, 2-bath unit was designed to have your comfort in mind whether you like to play golf on-site or relax near pools and beaches. ...
Featured review
My wife and I stayed for the month of February and it was amazing. I played golf at the Kelly Greens golf course which is a really good course and so well run and maintained. She is a 6 to 7 miles a day...
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Welcome to the Modern SailorModern Sailor is a cozy fully remodeled three-bedroom, two full bathroom vacation home with amazing conveniences. This bungalow style home which was recently updated is situated close to the desirable Cape Coral Yacht Club area within min. to downtown Cape Coral with Gulf...
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Welcome to Flip & FlopsVilla Flip & Flops is your next rental home on the water way with a large pool and lanai situated in the desired SW Cape Coral area. Due to the home's central location, you are only twenty minutes to Matlacha and thirty minutes to Fort Myers Beach. Here, guests...
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A rare opportunity located in the heart of Old Naples at $55,000/month in season. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths....
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Welcome to Modern Escape, a sophisticated and inviting vacation rental that perfectly captures the essence of comfort and relaxation. This beautifully designed canal-front home is the ultimate destination for families and friends looking to create lasting memories. With ample space and luxurious amenities,...
Distance to beach: 0.1 miles to 1 block
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This newly renovated condo is on Hurricane Bay, just one block from the popular Lowdermilk Park on the Gulf of Mexico. No need to drive to the beach - it's right in your back yard! Coquina Cove is a small boutique complex of 18 units. It has a beautiful pool overlooking the bay, where you see...
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Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. This beautiful townhouse sleeps up to eight people with 3 bedrooms/2.5 bathrooms, full laundry, elevator, garage, and large...
Featured review
My family and I travel every year for the 4th of July, this year we decided to visit Anna Maria Island. WE LOVED IT! Everything was great, the weather, the relaxed atmosphere, the water temperature and...
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Welcome to Riverside Vista, a tranquil oasis where adventure awaits with a breathtaking river view at your doorstep! This three-bedroom retreat is the ideal getaway for families and friends looking for the perfect blend of relaxation and excitement. With features such as an enclosed pool for kids, a...
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Experience the best getaway at Popeye's Poole Paradise, a beautifully designed 2-bedroom retreat in a peaceful Bradenton neighborhood, minutes away from AMI. The open layout, featuring a spacious living room, fully equipped kitchen, and a bonus living space, ensures quality family time. Step into...
Distance to beach: 26 miles to Englewood Beach, Venice B, Siesta key
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Book your Winter escape now and enjoy Florida sunshine while others shovel snow !!Quiet community, golf course view, fast WIFI, smart TVs are here waiting for you. This well-furnished townhouse is located on the golf course, near US75 and US41, it has 2 suites with closets, master suite with balcony...
Featured review
Very lovely appointed two bedroom two bath condo on a golf course close to shopping close to beaches close to entertainment excellent all the way around
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Updated and stylish 2 bedroom and 2 bath condo located beachside in the quaint town of Indian Shores. Be prepared to be overwhelmed with the sun and sand when step your toes into the white sands . The condo is equipped with a full kitchen and 3 large smart TV's. Enjoy sitting on the furnished patio...
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Recently renovated! Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 5 bedrooms/3 bathrooms, Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk...
Featured review
Love, Love, Love this beach house. I had reserved it a year in advance and was concerned about coming here during a pandemic but as soon as I arrived I was so happy and relieved to be here. The first...
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Don`t miss the views from your large balcony overlooking the sparkling waters of the Gulf.Updated unit in Indian Rocks Beach, offers the best the beach has to offer. New kitchen and bathrooms. You don't want to miss this one. Close to restaurants, bars, and shopping. Easy access to 688 and...
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This beautiful 2 bedroom/2.5 bathroom condo sits right on the beach. Exquisite views from your living room and primary bedroom. Located in Holmes Beach, the condo has a community pool and lounge chairs for you to relax and enjoy the sunshine. The floor plan is open and inviting with a sunken living room...
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Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...
Distance to beach: 10 miles to Cape yacht club
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4 Bedroom renovated villa on a corner lot, 200 ft gulf access canal with intersecting canal views, a dock and tiki deck and large L shaped pool and separate spa. Very private lot. I am new on this site as a Vacation rental owner but have been on VRBO for many many years. Hence the reason for no reviews...
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*Important Update, Pool will be closed from July to Mid- September 2025* Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2-bedroom 2-bathroom Condo is in the heart of Holmes Beach within walking distance to restaurants, shopping, and the Islands Free Trolley. Sun Plaza...
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Luxury Turnkey Seasonal Rental – Prosperity Point at Burnt Store Marina* 3-BEDROOMS, 3-BATH 2-CAR GARAGE * HEATED POOL * OVERLOOKING THE MARINA * PRIMARY BEDROOM ON GROUND FLOOR * DIRECT ACCESS TO MARINA FROM BACK YARD * MARINA AND SCENIC WALKING PATHS * EXTRA LARGE GOURMET KITCHEN *...
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Ahead By A Century: Your Perfect Homosassa Getaway Awaits!Family-friendly home in a gated community with all the bells and whistles. Boat ramp, dock, trailer parking, commercial ice machine, 6-passenger golf cart, kayak, EV charger, large gas grill, and more! You won't want to leave the house,...
Featured review
We enjoyed the house it was clean and beautiful. The only thing is all the stairs. At 65 we had a tough time. Nice location. And Cathrine was up to date on getting us all the check in information. Very...
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Welcome to “Barefoot Mermaid 4” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...
Featured review
Perfect 1-bedroom apartment, only a steps away from the beach! Perfect location within walking distance to everything on Pine Street.
Distance to beach: 4 miles to Naples Beach
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This Naples condo is just what you are looking for. It boasts nearly 1300 sq. feet of living with a coastal chic style. There are two large bedrooms and two full baths. This top floor unit (2nd story) condo has high ceilings and plenty of brand new windows to let in the beautiful Florida sunlight....
Featured review
This condo is a lovely place, clean and well furnished. Comfortable beds and couch. Well stocked kitchen. Lots of games, puzzles and water/beach toys. Wagon, car seat, inflatable air mattresses. Perfect...
Distance to beach: 600 yards to Fort Myers Beach
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1 story home on Fort Myers Beach with 3 bedrooms and 2 baths. This fantastic house features 1 king bed, 2 queen beds, bunk beds, perfect for family or group of friends. With amenities like Wi-Fi, AC, beach towels with chairs, kitchen essentials, outside grill, and washer and dryer, your stay will be...
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6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....
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Welcome to Belle’s Paradise, our cozy beach house located on a natural barrier island on the Gulf of Mexico in Redington Shores, Florida. Redington Shores is a bit of a hidden gem, being a quiet, low key beach community tucked between the vibrant cities of Clearwater & St Petersburg. This...
Featured review
What an awesome property! The proximity to the beach is excellent (1 block) and definitely a plus but location was just the beginning!!! The owners have totally updated this Florida beach home with a cool mid-century...
Distance to beach: 5 miles to Vanderbilt Beach & Wiggins Pass State Park
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This beautifully renovated home features first floor master with large soaking tub and double vanity, The open floor plan leads to the stunning oversized lanai and hot tub to watch the amazing sunsets and golf course views. The newly paved lanai has so much privacy with outdoor kitchen for entertaining....
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6 bedrooms; 4 full bathrooms; sleeps 14 Luxury home in desirable Old Naples. Nestled in the heart of Old Naples, 75 yards to the beach 2 blocks from shopping / restaurants (Fifth Ave South / Third Street), this professionally decorated private oasis is the perfect setting for your family or corporate...
Featured review
We had all the comforts of home & the pristine beach just seconds away. We had beautiful accommodations & everything we needed. Our family had a wonderful vacation with plenty of space for our group of...
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Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...
Distance to beach: 14 miles to Barefoot Beach preserve
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Come stay in this private home on the lovely Stoney brook golf course. The property boasts a beautiful pool and lanai and is perfect for soaking up the sun. We are a close drive to several local shopping malls as well as the main beaches of Bonita springs. The home is located in Stoney Brook of Estero...
Featured review
We really enjoyed our time in the house! It has all the amenities you need. The children especially loved the pool, where they spent hours. The landlady is very nice, helpful and answers questions immediately....
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Our newly remodeled 4 bed 2 bathroom home features an open concept kitchen/living room. The split bedroom style gives the master bedroom privacy with a newly remodeled bathroom. Guest bedrooms are spacious and comfortable. The home is situated on a saltwater canal with a private screened in lanai that...
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Villa Luna…. All you need to relax and enjoy your stay in Naples… family and pets friendly. Nice outdoor area fully fenced!!!! Pool and full privacy We will make your stay unforgettable !!! You will enjoy full privacy with our Guest House attached to the main house (1 king size...
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THIS UNIT IS AVAILABLE FOR JAN/FEB/MARCH/APRIL of 2025This beautiful 3 bedroom 2 bath condo is professionally decorated and immaculately kept to perfection. The bedrooms are equipped with a King bed in the master bedroom, and Queen beds in the guest bedrooms. The Great Room features a 60" Television,...
Featured review
Wonderful condo. Comfortable, clean, great location. Love everything about this place and the Dunes
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Welcome to Casa Blanca, your luxurious home away from home located in a serene neighborhood with stunning water views and direct Gulf access. This exquisite 4-bedroom, 3-bathroom villa offers an unparalleled Southern paradise experience, perfect for creating lasting memories with family and friends. With...
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The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use the link provided below to check availability on Unit B.Unit B: Visit Unit BWelcome to “The Magic Dolphin A” an elevated vacation rental located on the northern section...
Featured review
We had a wonderful stay at Magic Dolphin A. The unit was very clean and well maintained, which made settling in easy and comfortable. The beds were especially cozy- we slept great throughout our trip.It...
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Why Guests Love It: -Just minutes to Anna Maria Island’s beaches, shops, and restaurants -Private heated pool with fully fenced yard and plenty of outdoor seating -Bright 3BR/2BA home with open floor plan, perfect for families and friends -Fully stocked kitchen, smart TVs, and beach gear ready...
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Bright, clean, and thoughtfully appointed, Harbor Mist brings new meaning to home-away-from-home. This Gulfport gem is tucked in one of the town’s friendliest neighborhoods - home to smiling locals who gather and relax at the marina just down the street. Bring your pup along and you’re both...
Featured review
A charming cottage with a bespoke kitchen and beautifully curated furnishings and amenities. A gorgeous private patio and garden complete with a tadpole pond and lovely palms and bougainvillea complete...
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Welcome to Villa Surfsidethis gorgeous, modern vacation home is located in the desirable SW area of Cape Coral and features Gulf Access. Villa Surfside is located on a quiet but centrally located street, walking distance to Surfside Shops. Did anyone say Starbucks for breakfast? Not to worry, it...
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6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....
Distance to beach: 6 miles to Yacht Club Beach, Cape Coral
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Enjoy SW Florida coastal living in my stunning new 9th-floor condo! The last half of March '25 and beyond are available! Booking for 2025 Holidays and Winter of 2026. For lucky snow birds, inquire for a monthly rate. Whether you're traveling for vacation, a family visit or remote working, I...
Featured review
I truly enjoyed my 3 month stay at this incredible Cape Coral condo. The condo is beautifully appointed with everything you can possibly need. For a long term stay it had everything to make it feel like...
Distance to beach: 0.2 miles to Service Club Beach/Sharkeys
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Totally renovated hotel-style studio efficiency with coastal decor. Includes, new shower and bathroom, queen bed, small fridge, large fridge, air fryer, coffee maker, toaster oven, blender, microwave, cook top, Barbecue, WiFi, Roku TV, beach chairs and umbrella.Plush green fenced in backyard with...
Featured review
I stayed in Sheri‘s unit for a few months while I relocated to the area for work. The unit is beautiful, very well taken care of and has everything a person could possibly need. I loved being in the peaceful,...
Distance to beach: 10 miles to Englewood Manasota Key
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Completely remodeled, New kitchen, baths, flooring etc...Screened outdoor living and dining room. Enormous Lanai, Pool and Spa.4 Bedrooms, 3 Baths. 2 on-suite Bedrooms, Master has oversized 5x5 walk-in shower. All bathrooms, bluetooth sound built in. 3rd bedroom - Two twins can be kept separate...
Featured review
I love staying at Ericka’s home! It’s right on the golf course with stunning views from the covered porch! Ericka is very receptive and always answers. You can’t go wrong at this property!
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Laidback charm and the simplicity of life at the beach are what you’ll find at Tyn and Marty’s Beach Cottage, located in Gulfport’s Waterfront District. With 2 queen-size bedrooms, 1 bath, a deck overlooking its spacious yard, and an Old Florida vibe that feels like childhood summers,...
Featured review
Stayed in Tyn & Marty’s Cottage for the first week of May, 2024. The house was very comfortable for the two of us but would easily accommodate more guests. Great outside space to relax in the shade...
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Island Time is a gorgeous, newly remodeled rental home situated in SE Cape Coral with Gulf Access. It is a quick drive to the Caloosahatchee River, twenty minutes to Matlacha, thirty minutes to Fort Myers Beach. Guests can enjoy all that SW Florida has to offer from the convenience of a pristine, well...
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