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Distance to beach: 100 feet to Front door
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MINIMUM STAY: 30 daysSpacious and beautiful 2 bedroom/2 bath ocean front condo unit with unobstructed ocean views. BOAT SLIP is available upon request for up to a 46 foot boat, low tide draw is 30 inches. There is an additional fee for boat slip.Walk out your front door and go boating.You’ll...
Featured review
So clean, so quiet, so beautiful! My wife and I loved our stay at Ocean Harbour. Looking forward to next year!
About this property
The Main House is a fully furnished, two-bedroom, two-floor house facing the bay that can sleep up to two adults and six children.On the second floor, the master bedroom is at the top of the stairs and contains two queen-size beds, a large closet, and access to the full-size bathroom, which is also...
Distance to beach: 0.0 miles to 4 small beaches on site
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3 bedroom, 3 bathroom Ocean Front / Beach Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2020. It has dockage for boats up to 38 feet. This Villa is 35 feet from the Ocean and has a private beach 5 feet from the patio. I provide a Golf Cart, Kayaks, PaddleBoards, Fishing equipment,...
Featured review
This was my first trip since the passing of my husband 5 years ago. It couldn’t have been better. Sun, beach, and good food. The Villa was perfect for me, my son and his fiancé, and three grandchildren...
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Large, very spacious, beautifully appointed 7 BR home with breathtaking ocean views, large dock, pool, 2 jacuzzis, BBQ grill, 4 kayaks, large tiki, two fully equipped kitchens, all new appliances and major upgrades since Irma. Comfortably accommodates multiple families. Very private and secure with property...
Featured review
We loved our stay at Casa Lorelane! We had 18 people and never once felt crowded. The living area on the second floor was amazing. The second kitchen on main floor made it easy to prepare food to enjoy...
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Front-Row Ocean Views – A Location That Cannot Be ReplicatedWelcome to Paradise Palms—the crown jewel of the exclusive Peaceful Palms gated community. The luxe upgrade! Perfectly positioned just steps from the water, this newly built three-story home offers sweeping panoramic views and...
Featured review
Paradise Palms was truly a paradise and Rebecca is the perfect host! Her oceanfront home was absolutely amazing; waterfront location, next to the pool, dock with amazing sunrise views over the ocean, every...
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Canal front, Dock, Hot Tub and Cabana Club AccessWelcome to Orchid House, a lushly landscaped canal front home located on the beautiful island of Key Colony Beach. This property comes with boat dockage , private hot tub and access to the Cabana Club pool and beach.When you first drive up to the...
Distance to beach: 0.5 miles to White Marlin Beach
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House, 3 Bedrooms, 2 Baths, Sleeps 6 Pure High End Luxury with all the Bells and Whistles Boat Friendly Vacation Rental with DockVilla Marlin , 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74.5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of Key West....
Featured review
We had a wonderful week in Islamorada at Villa Marlin. This property has everything you need for a water-focused time, especially a beautiful little beach. It was perfect for our grandsons who could have...
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The Sand dollar is a 3 bedroom, 2 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is just...
Featured review
This is our 2nd stay at this vacation rental. We love the view, pool, dock, house, privacy and the owners. A must for anyone vacationing in the Keys!!
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Escape to this laid-back, oceanfront townhouse in Angler's Reef, where coastal vibes and easy living come together in the perfect Keys getaway. With three bedrooms, three baths, and plenty of charm, this spot is all about kicking back and enjoying the island life.The space has a cool, beachy...
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Lovely home with lots of glass windows looking towards the ocean. 50 ' of dockage with instant ocean access. 12 Therapy jets in the 14 X 30 pool that ranges from 3' to 5' in depth. The pool overlooks the canal and the ocean. Pool heat is add'l if paid in advance, $200 or $250 on arrival. Three...
Distance to beach: 0.2 miles to Cabana Beach Club
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This is a large stilted duplex located in a tropical paradise. The water view property is located on the island City of Key Colony Beach in the Middle Keys (near Marathon). This is a canal-front unit with a 37.5 step down concrete dock with quick easy access to ocean. Dock comes with ladder access and...
Featured review
Our stay was wonderful. There were a couple of glitches that were handled immediately. Everyone was very friendly and accommodating. Accommodations were great. Would highly recommen
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Blue Turtle Villa at The Tides of Vaca Cut (Unit #4), is a brand new 5 bedroom 4 bath home with a private pool, boat slip, all the toys for the perfect vacation ~ paddle boards, kayak, giant Jenga, giant connect four, ping pong and more! Perfectly situated on the water with stunning views, sunrise and...
Featured review
The home is absolutely beautiful and in a great location, beautiful views and has all the amenities needed for a great family vacation!
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This home is a unique tropical paradise in Key Largo. Our kids named it Manatee Corner because it sits at the end of the canal and is often visited by friendly manatees. It is a large three-story duplex with a wraparound balcony. It has a canal that leads right out to the Atlantic, minutes from incredible...
Featured review
I rented jan.-mar and was very pleased with my accomodations. My rental was clean, spacious, and very naturally lit by all the large windows throughout. The owner was an absolute joy to work with. He even...
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Enjoy Beachfront Island Life from our condo right on the Atlantic Ocean. We are literally only 10-20’ from the water depending on the tide.Totally remodeled in 2022. All new kitchen with high end appliances. Beautiful master bath with large walk in shower for two.Huge wrap around...
Featured review
We are incredibly grateful to have spent April in this spectacular condo in Long Key, Florida. The 180 degree breathtaking views of the ocean on both floors; the fact that it's right on the water; the interior...
Distance to beach: 40 feet to Across the street
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FAMILY FRIENDLY GORGEOUS HOME WITH DIRECT WATER VIEW OF LARGO SOUND! WATCH THE SUN RISE FROM THE COMFORT OF YOUR LIVING ROOM! 3 BEDROOMS 2 BATHROOMS BEACH AND BOAT LAUNCH INCLUDED IN RATE! THIS IS THE OPPORTUNITY OF A LIFETIME! KING SIZE BED IN MASTER BEDROOM, Queen bed in 2ND BEDROOM AND TWIN...
Featured review
This place is amazing, beautiful beach right out the front door is why we come here. The host is the best, Nancy catered to all our needs. The home is nicely decorated, it had everything we needed. We will...
Distance to beach: 4 miles to Sombrero Beach
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New construction! This spacious and tropically decorated property includes 4 KING bedrooms, each with private ensuite bathrooms. There is an additional half bath for guest use, as well as commercial washer and dryer. State of the art kitchen with quartz counter tops and well appointed living area including...
Featured review
⭐⭐⭐⭐⭐ 5/5 Stars — We Can’t Wait to Come Back!This Marathon vacation rental was absolutely perfect for our family! The location couldn’t be better, with easy access to everything by both...
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Welcome to Bay Harbour A-304, a waterfront penthouse in Islamorada featuring a private 50 feet deep water boat slip in a protected harbor with direct views of the marina and Atlantic Ocean. Atlantic Ocean views are visible directly beyond the protected harbor. Enjoy immediate Florida Bay access and quick...
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Welcome to the Snow Grouper, a classic and comfortable vacation rental home in the much sought after Summerland Cove on Summerland Key.This home is a two-bedroom, two-bathroom up, and a one bedroom full apartment downstairs, and is completely remodeled, with a layout that is welcoming, from the open...
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Blue Shell is a delightful new canal front vacation home with a pool, just a minute to the ocean and open water and lots of fun amenities! It is also about 10 minutes from both Coco Plum Beach and Sombrero Beach.The dock is 50' and there is parking on the side of the house for truck and trailer....
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Welcome to Paradise Palms! This stunning 3-BR retreat has it all. Boating right from your private dock, easy open-water access, waterfront views, unwinding in your private heated pool Fire up the grill for a sunset BBQ, challenge friends to cornhole or game room fun, and set off on a kayak adventure...
Featured review
We have a great vacation, the house fit our needs perfectly. There recommended places to visit and eat at were great. Had a small issue with the dryer, we called them and they responded quickly.
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Escape to the laid-back charm of Key West with The Gumbo Limbo Cottage, a beautiful and beachy vacation rental. Nestled in the heart of the island, this charming 1933 shotgun house has been impeccably restored and uniquely decorated, creating a tranquil and inviting atmosphere for your month-long getaway.As...
Distance to beach: 3 miles to Founders Park
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Welcome to the Conch & Lobster Homes, a rare dual-home getaway located in the heart of Islamorada, just minutes from iconic Alligator Reef. Perfect for large families, multi-generational vacations, or group getaways, this tropical property comfortably sleeps up to 14 guests across two coastal designed...
Featured review
Both houses were great for our families. We will come again. Very close to everything you would want to do. Private drive and gates with access code. If I were to change anything it would be the...
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Stay right on Bonefish Bay in this spacious 4BR / 3BA waterfront home with two master suites. Bring your boat and enjoy a 70-ft dock (40 ft available for use) with quick ocean access just 1 mile away. Relax in the private heated pool, fish from the dock, and enjoy peaceful waterfront views. Perfect for...
Featured review
Great place!! Loved it . Parking is tight, They do have trailer storage offsite. Jessica was easy to work with and highly recommend contacting her!!!
Distance to beach: 100 feet to On Site
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This recently remodeled and upgraded, this 2 bedroom, 2 bathroom, Ocean Front Condo has spectacular Ocean, Marina, Beach & Park views from the Living Room, Dining Room, Kitchen, Master Bedroom, Balcony and even the master bathroom.Included at no extra charge are free WiFi internet, Kayaks, Paddle...
Featured review
This condo was perfect for our family of 4. We have two 21 year old daughters, we came to celebrate their birthday. The condo was spacious and had plenty of room for all of us. The kitchen was well stocked...
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Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the...
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''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2022 Remolded bathrooms, 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 8. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house...
Featured review
This rental is the best, starting with a great location, the homey feel, amazing hosts, and everything in between. The house is comfortable and has everything you need when travelling. Our daughter loved...
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Welcome to “Summerland by the Sea,” an expansive waterfront property located on the very desirable Summerland Key and pet friendly! Combine the amazing waterfront views with the excellent access to both the Atlantic and the Gulf, it just doesn’t get any better than this!This home...
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The Toasted Coconut ~ your private paradise in beautiful Marathon, the heart of the Florida Keys! Gorgeous 3BR home. Your own private pool, gas grill, bikes, beach chairs, all await you for your beautiful day in the Florida Keys! Less than 10 min to Sombrero Beach, Dining & Local Bars. We have everything...
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The Sea Glass House~LUXURY Oceanfront Estate~Pool Dock Views Jacuzzi Game Room FirePit Office More!The Sea Glass House is a Luxury Exclusive Oceanfront Treasure with more than 100’ of dock and stunning ocean views from virtually every room. Located perfectly in the Middle Keys with direct access...
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One of the only white sandy beaches in the Fl Keys and 1 mile whole of it!Newly built,state of the art,beautifully done 5 bedroom home, 4 master suites w/ king beds and facing open water! Magnificent indoors and out! Each bathroom is exquisite,very large stone,glass and hand picked tiles. The...
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This property is located on a very unique spot. Very private. Too perfect to describe.During the day you could sunbathe while fishing for snappers, tarpon and lobsters from your private dock. Later on you may want to jump in for a swim or cruise the area on the kayak At early evening you may enjoy...
Featured review
This is an amazing rental and the owners are the nicest people you will ever meet. The home is on the water and one house from the Gulf of Mexico. Sit on your own private dock and watch the Manatees, Dolphins,...
Distance to beach: 22 yards to Public use + Private views Waldorf Astoria Resort
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This beach view is beautiful and apartment in town can be yours EVEN IF FOR A SHORT VISIT! Just Blocks from downtown Key West? LIKE NO-WHERE ELSE! Like no where else in Key West, do Come + have YOUR, OWN OCEAN VIEWS! Yes! Secluded but not isolated? Yes! Check RATES AS NOW ARE DISCOUNTED, BOOK SOON!...
Featured review
Our stay at the studio was lovely. The proximity to the ocean and beach cannot be beat. The place was very clean, well appointed, comfortable, and creatively decorated too. Our host was very responsive...
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Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys.FLORIDA KEYS VACATION RENTALS! This stylish home is outfitted in Florida tropical style with cool and...
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Available September 12, 2026- January 2, 2027.Short term vacation rental with MINIMUM 28-night rental agreement.Rates include Electricity, Water, Internet, Landscaping & Cleaning Fee.- $4,200- 28-night rental agreement ($1,050/ week)- SPECIAL Rent for 5 or more consecutive weeks...
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Seaglass-Paradise on the Gulf is located in Marathon—the heart of the the beautiful Florida Keys. The Keys are a series of 40 islands connected by 40 bridges , off the southern most tip of Florida. The chain of islands extends 120 miles into the Atlantic Ocean and Gulf of Mexico. The area is famous...
Featured review
So thankful we came across this listing. It was absolutely perfect. Honestly I wish I could post pictures to share, because it’s better than what we expected. The sunrise view while laying in the master...
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Tucked away on a quiet street in Lower Matecumbe, this beautifully furnished canalfront home is everything you imagine when you think of a laid-back Keys escape. Surrounded by lush, tropical landscaping and offering total privacy, this 3-bedroom, 3.5-bath getaway has all the extras—100 feet of dockage,...
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Come enjoy this beautiful OCEAN VIEW condo located in Key Colony Beach on the 2nd floor!!! This two bedroom & two bathroom condo offers all the amenities of home!!! Enjoy a cup of coffee in the morning, or a glass of wine anytime on one of the two ocean view balconies. Coin laundry right outside the...
Featured review
The Royal Plum was very nice. The location was perfect. It was less than 15 minutes away from everything you'd want to see in Marathon. The room was very nice, had everything we needed for a weeks stay....
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First time offered - only property of its kind the keys -as featured in Global Mansion - Wall Street Journal. A true resort style peninsula surrounded by over 25 acres of park nature, providing the upmost privacy anywhere in the world.Web:Feel the joy of living on a truly beach home. Snorkel,...
Featured review
We spent a month at this spectacular piece of heaven. It feels like you’re on our own island. Everything was laid out for us and the views anywhere on the property were breathtaking! One of our most...
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When they say it's all about the location, this home says it all!By city ordinance, you must rent this property for 29 days or longer!!Welcome to this beautifully restored, remodeled second-floor 1933 Key West home on Caroline Street.A stairway decorated with wainscoting will lead you...
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Green Cottage - The Green Cottage is located in Turtle Cove, Islamorada's quaint enclave of five cottages all with their own personality and characteristics. All five cottages share the property's amenities: pool, boat basin, tropical sprawling grounds, ping pong table, kayaks, paddle boards...
Distance to beach: 1 miles to In the Key Colony Beach walking distance
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Hey there, fishing enthusiasts and families!Looking for the perfect Florida Keys getaway? Look no further! My beautiful waterfront home in Key Colony Beach is your dream vacation spot.Imagine this: You wake up to stunning sunrises over the open water, have coffee on the wrap-around porch, and...
Featured review
Stayed with a group of friends from around the country. The house was very clean and well provisioned Kitchen, bedrooms, bathrooms, outdoor cooking area. Met the host and hostess, who were very pleasant....
Distance to beach: 0.5 miles to ANNE'S BEACH
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Located in the desirable Islamorada which is know as the “Sportfishing Capital of the World” and where you will find the most beautiful crystal clear waters. The house is just minutes from Channel 5 and Channel 2 which give you quick access to the best ocean and backcountry fishing. You are...
Featured review
You could not ask for a more beautiful and clean vacation home. Everything seems really new and well kept. The moment you walk through the home you see the balcony with the beautiful view of the water....
Distance to beach: 1 miles to Sunset Park
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Family-friendly Waterfront Oasis with Private Heated Lazy River Pool and 70' Dock Summary: Welcome to Your Dream Florida Keys Getaway! Bring the family to experience the ultimate Florida Keys vacation! Nestled in family-friendly Marathon—right in the heart of the Keys—our...
Featured review
This is my 2nd year in a row staying at the Lazy River Inn and it has gotten better and better each time! Will definitely continue to come back each year! Thank you Roger and Amy for the amazing time and...
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Reel Life 2 has everything! 4 bedroom 3 bathrooms, canal front, private dock (boat up to 35'), large private pool, Tiki Hut with flat screen TV, large grill, 2 bikes, 2 paddle boards, 1 kayak and a natural landscape view across the canal! Plus, Sombrero Beach is just down the street (1.3 miles)....
Featured review
We enjoyed our stay. The house was clean and had all those things (towels, beach toys, pool, kitchen essentials) that we were hoping for with our stay in Marathon. The location is great- walking/biking...
Distance to beach: 0.8 miles to Simonton Beach
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AboutClassic Old Key West HomeThis home offers a rare combination of location, charm, and character. With a beautiful mix of historic details and modern updates throughout, it’s perfect for couples traveling together or anyone hosting visitors during their stay in paradise.Primary guest...
Distance to beach: 1 miles to Sombrerro Beach
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Lemon Key CottageWelcome home…Thanks to Hurricane Irma, we now have a beautiful newly renovated home! We've spent over $150K on a complete restoration and modernization. (check out the new pics) Lemon Key Cottage is absolutely stunning with new: bathrooms, kitchen, appliances, flooring,...
Featured review
We loved our stay at Lemon Key! The home was lovely and we enjoyed the pool everyday! We were able to buy fresh lobster from their neighbor Paul. What a treat!
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Awake to the sight of a glorious sunrise from your private oasis. This stunning 3-bedroom, 3-bathroom oceanfront villa is perched directly on the beach in Key Largo, offering panoramic marina-facing views and magnificent vistas of the sparkling ocean.With its soaring ceilings and open, sun-drenched...
Featured review
The place was absolutely beautiful. Norm did a great job he did everything we asked of him and more!! I’d recommend this place for anybody.
Distance to beach: 100 feet to 4 on site
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This is a 2 story, 2 bedroom, 2 bathroom townhouse that comfortably sleeps 6 in a 24 acre Resort / Condo complex.WE FOLLOW THE CDC GUIDELINES FOR CLEANING AND SANITIZING THIS PROPERTY.Included in the price are Taxes, Cleaning, WiFi, a Golf Cart, Kayaks, Paddle Boards, Bikes, Fishing Gear, Snorkeling...
Featured review
My family and I booked 9 days in the condo by the lagoon. I was a bit leery as there is a mix of good and not-so-good reviews for Norman. I found him personable and responsive on the phone whenever I...
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TRANQUIL BEAUTY: 3 BR’s, 2 Baths Private Haven paradise with huge private heated pool and landscaped back yard!ENJOY KEY WEST at its peaceful best in your 3BR, 2 bath private hideaway in a quiet neighborhood near Higgs and Smathers beaches and only a 10 minute bike or Uber ride from Duval Street....
Featured review
Location was great. Quiet neighborhood, lush garden and good accommodations. The tile in the pool is excessively dirty. Pool guys came several times during our stay and never cleaned them.
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Great for Family Reuions, and Large Groups vacationing in the Florida Keys! Fabulous 6500 sq ft. vacation paradise. Includes everything you need for a perfect Family Reunion or large destination vacation.Private Vacation Rental Waterfront Home with 6 Bedroom 5 Baths Private Pool and Spa ~Tiki Hut,...
Featured review
This 3 level rental did not disappoint!! spacious, lots of cookware, linens, baby furniture, pool, dock, very nice park/ beach short walk, Publix minutes drive away! this was paradise! Liz was very attentive....
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