Beach house holiday rentals in Islamorada

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Top-rated beach house rentals in Islamorada

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Guest favourite

Home in Islamorada

4.94 out of 5 average rating, 18 reviews

3 Lux Ensuites Walk/Boat Island!

Dive into the heart of Islamorada and COUPLES Imagine: THREE MASTER BEDROOMS, so no squabbles over only 1 Master! This 2017 townhome promises restful nights and lively marine filled mornings. From your balcony, salute serenity; Dockside bid sunsets a farewell or mingle with manatees and lobsters. A stroll away: world-class dining, boutiques, bars or a Paddleboard escapade. Welcome to bayside luxury with a splash of fun! Explore the community & nearby libations. Your tranquil Bayside haven awaits

29 Mar – 5 Apr

$1,093 NZD per night

Guest favourite

Home in Islamorada

5.0 out of 5 average rating, 12 reviews

Angler's Reef Gem in Islamorada!

Welcome to 128 Anglers Way: "Morada Daydreaming". This house has 2 bedrooms upstairs, each with its own full bath and private balcony. A washer/dryer combo is conveniently located upstairs. The main level open floor plan features peek a boo ocean views. It also contains a half bath and a fully stocked kitchen. An outdoor seating area and gas grill is provided. Includes 2 assigned parking spaces. Angler's Reef is a premier resort style community with a heated pool, kayaks, and paddle boards.

25 Jan – 1 Feb

$803 NZD per night

Guest favourite

Home in Marathon

5.0 out of 5 average rating, 16 reviews

Horizon

Horizon is a bright beautiful upscale home, custom designed to take full advantage of its unique ocean location. Every room, has a wide sliding glass door to oceanfront balconies. Every bedroom has a private bath. Pool with Spa, Observation Platform for those sunrises on open water, ping pong, corn toss, kayaks and paddle boards, multiple dining areas, WIFI, quality appliances, comfy cotton bedding, crib, high chair multiple TV's poolside loungers, rocking chairs & bird watching. ++++

31 Aug – 7 Sep

$1,625 NZD per night

Guest favourite

Home in Key Largo

4.98 out of 5 average rating, 120 reviews

Waterfront Sunsets, Great Price, Relaxing Spot!!!

Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

7–14 Aug

$505 NZD per night

Guest favourite

Home in Tavernier

4.87 out of 5 average rating, 208 reviews

Clean Houseboat w/ Great Wi-Fi,Luxury on the water

Very spacious, Comfortable and "super clean" Houseboat. Rent daily “Baycation” is a 44'x15' triple level upper deck Houseboat completely remodeled. This is an adventure, unlike any hotel room! Live on the water, in an amazing marina, with so much to do you need to come back! Sleep like you never have before, all my guests tell me that! Bonus Lay on the upper deck and see the amazing star ambiance...... This is for everyone......Couples, families & just friends, Its perfect

22–29 Aug

$756 NZD per night

Guest favourite

Home in Key Largo

4.96 out of 5 average rating, 136 reviews

Key Largo Waterfront Home with Tiki & Boat Dock

Oceanside Keys delight- minimum stay 4 days. Your own private TIKI/ BOAT DOCK & swim ladder at the door; HOA boat launch. Bring or rent a boat up to 25' [ no jet skis] Snorkel in clear water in front of the house. The coral reef and sand bar are just offshore. One mile from the land base of Pennekamp State Park. Paddling, boating, fishing, snorkeling and diving are glorious in Pennekamp Park waters. Launch the PROVIDED tandem kayak from our beach down the street. No indoor smoking. No pets.

26 Sep – 3 Oct

$539 NZD per night

Guest favourite

Home in Islamorada

4.96 out of 5 average rating, 57 reviews

Tropical Getaway 3/3 with 100’ boat dock and pool

Located in Lower Matecumbe Key, a part of Islamorada, this piece of paradise checks all the boxes all the way down to a putting green! World class everything awaits you after an idle down the canal with quick access to the Atlantic Ocean. Bayside accessible via one of the nearby bridges. 100’ dockage with a covered fish cleaning station is available for your fresh catch of the day. Whether you’re here to fish, sunbathe, snorkel, or enjoy some fantastic seafood, this is the place for you!

25 Aug – 1 Sep

$1,019 NZD per night

Guest favourite

Home in Key Largo

4.99 out of 5 average rating, 74 reviews

Little Cottage on an island

Very nice quiet neighborhood. Clean updated home with new appliances. Owner does live on property. There is a shared washer/dryer outside. The house is fully furnished with a queen bed and pullout sofa bed twin size. The home has a beautiful little office to work in and a full kitchen with all dishes and cooking utensils. Centrally located in Key Largo... 1 mile away from everything you need! There is a 21 yrs and over policy - house does have liquor bar. Thank you! 🏝️😊

18–25 Jul

$329 NZD per night

Guest favourite

Home in Marathon

4.99 out of 5 average rating, 107 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

2024 - New Weber grill This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

24–31 Aug

$754 NZD per night

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 33 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

You don't come to the islands to stay in a town! Relax in our tropical paradise beach home away from the traffic and noise of US Hwy #1. The perfect location has now been turned into the perfect oasis. Special features include a gourmet kitchen, private pool surrounded by lush landscaping, private 300' pier/dock with a fish cleaning station. Our guests enjoy luxury bedding with quality linens, fluffy towels and bathrobes. Wireless internet service and cable tv.

14–21 Dec

$1,152 NZD per night

Guest favourite

Home in Marathon

4.96 out of 5 average rating, 125 reviews

Oceanfront Tiny Villa in the Heart of the FL Keys

Welcome to your happy place in paradise! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

1–8 Jul

$923 NZD per night

Guest favourite

Home in Key Largo

5.0 out of 5 average rating, 50 reviews

The Paradise 2

Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

27 Feb – 6 Mar

$705 NZD per night