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Waterfront holiday rentals in Key Largo

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Top-rated waterfront rentals in Key Largo

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Holiday home in Key Largo

4.84 out of 5 average rating, 253 reviews

Charming Waterside Cabana in Key Largo | Cabana 4

Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows and a Cozy bed. We are on a main canal to open ocean. Near Rodriguez Key, Mosquito Bank, Christ of the Abyss and many sunken shipwrecks for exploring.

18–25 Jul

$254 SGD per night

Guest favourite

Campervan/Motorhome in Key Largo

4.94 out of 5 average rating, 228 reviews

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool

Newly replaced RV, lot# 19 at Key Largo Kampground and Marina Resort W/ 24 hour security. 1 Queen Bed in loft, Sofa bed, basement, Full Kitchen and Full Bathroom, Cable TV and Wi-Fi. In walking distance to Publix Supermarket, John Pennekamp State Park, deep sea Fishing, Diving and Snorkel Charter boats and first class Restaurants. Private nicely landscaped all-to-your-self lot approx. 26' x 56' and it's, conveniently near the pool, boat ramp w/ trailer parking, laundry area, toilet- bath house

28 Aug – 4 Sep

$242 SGD per night

Guest favourite

Apartment in Tavernier

4.95 out of 5 average rating, 108 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

30 Aug – 6 Sep

$375 SGD per night

Guest favourite

Flat in Key Largo

4.94 out of 5 average rating, 248 reviews

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi

Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

28 Oct – 4 Nov

$246 SGD per night

Guest favourite

Home in Key Largo

4.96 out of 5 average rating, 135 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.

8–15 Oct

$399 SGD per night

Guest favourite

Holiday home in Key Largo

4.99 out of 5 average rating, 145 reviews

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Dockage Available for additional fee! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

19–26 Sep

$281 SGD per night

Cottage in Islamorada

4.81 out of 5 average rating, 143 reviews

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. Each unit is private, and the neighborhood is tucked off the beaten path. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! A 5% lodging tax will be charged on arrival.

3–10 Sep

$242 SGD per night

Guest favourite

Home in Key Largo

4.88 out of 5 average rating, 163 reviews

Outdoor Paradise - Beach, Boats, Snorkeling & Sun!

Escape to a tropical paradise with a stay at the areas HIGHEST REVIEWED fully furnished Camper at Calusa Campground Resort and Marina! Immerse yourself in the ultimate experience with easy access to activities like snorkeling excursions, diving expeditions, kayaking, jet skiing and more. And if you're a boat enthusiast, you'll love the convenience of our private boat ramp! Enjoy all the amenities of our space and the wonderfully maintained gated campgrounds. Check out out our reviews!

3–10 Aug

$275 SGD per night

Guest favourite

Boat in Islamorada

4.92 out of 5 average rating, 327 reviews

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

24–31 Oct

$260 SGD per night

Guest favourite

Apartment in Tavernier

4.98 out of 5 average rating, 142 reviews

Ocean Views at Ocean Pointe

Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.

31 May – 7 Jun

$289 SGD per night

Guest favourite

Cottage in Miami Lakes

4.98 out of 5 average rating, 167 reviews

* Lake Cottage * SpaLike Bath *

The cottage is centrally located in the serene hidden gem of Mia Lakes. Perfect for couples, solo adventurers or business travelers. You will feel hidden away from it all but yet only 5- 10 min walk from restaurants, shopping, groceries, movie theater, spa, gym etc. Our lakefront guest cottage is surrounded by lots of native plants, trees & wild life. You may swim, fish (catch & release) on the lake, as well as use of a paddle board & kayak.

23–30 Aug

$170 SGD per night

Guest favourite

Guest house in Key Largo

4.91 out of 5 average rating, 191 reviews

Oceanside, 1 bedroom, Bungalow in Key Largo

Canal front bungalow with beautiful views of the ocean. Private water front and pergola with steamer chairs and hammock. BBQ your fresh catch while lounging on the back porch, relaxing in the tropical landscape. One bedroom with Queen bed. Queen size pull-out couch in the living-room. Full kitchen boasting high-end appliances. One Car Parking by unit. Centrally located between shopping centers and destination activities.

5–12 Oct

$281 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for waterfront rentals in Key Largo

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Flat in Tavernier

4.95 out of 5 average rating, 147 reviews

Boho FL Keys Condo

22–29 Oct

$409 SGD per night

Guest favourite

Flat in Key Largo

4.89 out of 5 average rating, 205 reviews

Seaside Vista - Ocean Front 2/1 with dockage

18–25 Nov

$396 SGD per night

Guest favourite

Flat in Tavernier

4.83 out of 5 average rating, 255 reviews

Breathtaking Oceanfront Views at Tropical Daze

3–10 Apr

$414 SGD per night

Guest favourite

Flat in Miami

4.92 out of 5 average rating, 172 reviews

Ocean Drive Oasis Sleeps 3 Beach Views South Beach

1–8 Oct

$203 SGD per night

Guest favourite

Flat in Fort Lauderdale

4.9 out of 5 average rating, 110 reviews

Direct Ocean View Studio w/Fantastic Balcony!!

16–23 Jul

$243 SGD per night

Guest favourite

Flat in Oakland Park

4.97 out of 5 average rating, 211 reviews

El Parayso pet friendly tropical oasis

23–30 Apr

$179 SGD per night

Guest favourite

Flat in Fort Lauderdale

4.93 out of 5 average rating, 154 reviews

Direct Beach / Intracoastal lifestyle

2–9 Jun

$251 SGD per night

Guest favourite

Flat in Pompano Beach

4.94 out of 5 average rating, 157 reviews

03 Cute & Cozy Studio on BEACHFRONT PROPERTY

26 Aug – 2 Sep

$239 SGD per night

Waterfront house rentals

Guest favourite

Home in Key Largo

4.9 out of 5 average rating, 126 reviews

Blue House Marine in Key Largo

14–21 Apr

$554 SGD 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

29 Oct – 5 Nov

$568 SGD per night

Home in Key Largo

4.89 out of 5 average rating, 101 reviews

NEW CASA PALMA VOTED BEST AIRBNB RENTAL! GOLF CART

14–21 Oct

$640 SGD per night

Guest favourite

Home in Marathon

4.91 out of 5 average rating, 159 reviews

Beachfront Villa - Florida Keys

20–27 Apr

$564 SGD per night

Guest favourite

Home in Marathon

4.99 out of 5 average rating, 106 reviews

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

24–31 Aug

$567 SGD per night

Guest favourite

Home in Islamorada

4.91 out of 5 average rating, 107 reviews

SUPERHOST WATERFRONT PARADISE HOME- DOCK32 FT BOAT

27 Nov – 4 Dec

$645 SGD per night

Guest favourite

Home in Key Colony Beach

4.96 out of 5 average rating, 134 reviews

Beautiful open plan remodeled home in Key Colony

23–30 Oct

$291 SGD per night

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 117 reviews

Marathon one-level home on the Marina - with slip!

22–29 May

$787 SGD per night

Waterfront apartment rentals

Guest favourite

Apartment in Key Largo

4.91 out of 5 average rating, 104 reviews

Relaxing Spacious Waterfront Key Largo #1 Sunsets!

8–15 Mar

$397 SGD per night

Guest favourite

Apartment in Palmetto Bay

4.89 out of 5 average rating, 197 reviews

Bright Modern Studio Apartment

23–30 Oct

$143 SGD per night

Guest favourite

Apartment in Tavernier

4.96 out of 5 average rating, 159 reviews

Best View Ocean Pointe Pool Beach King Bed, Gated

29 Sep – 6 Oct

$581 SGD per night

Guest favourite

Apartment in Tavernier

4.93 out of 5 average rating, 133 reviews

It's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba

24–31 Jan

$530 SGD per night

Guest favourite

Apartment in Key Largo

4.98 out of 5 average rating, 115 reviews

Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike

7–14 Nov

$678 SGD per night

Guest favourite

Apartment in Key Largo

4.97 out of 5 average rating, 146 reviews

KEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!

13–20 Nov

$937 SGD per night

Apartment in Pompano Beach

4.83 out of 5 average rating, 191 reviews

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

8–15 Oct

$165 SGD per night

Guest favourite

Apartment in Tavernier

4.91 out of 5 average rating, 110 reviews

500 Burton Drive Tavernier, Key Largo

19–26 Jan

$423 SGD per night

Quick stats about waterfront rentals in Key Largo

Total rentals
480 properties
Rentals with a pool
300 properties have a pool
Pet-friendly rentals
170 properties allow pets
Family-friendly rentals
400 properties are a good fit for families
Total number of reviews
16K reviews
Nightly prices starting at
$95 SGD before taxes and fees

Destinations to explore