
Beachfront vacation rentals in Islamorada
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Islamorada
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!
This hidden gem is anything but ordinary!!! Come enjoy a piece of paradise in Key Largo while you relax in this spacious NEW luxury RV. It has a BOAT RAMP, indoor/outdoor kitchen with a TV, outdoor speakers, 2 hammock chairs, outdoor sofa, outdoor dining, separate bedrooms including a bunk room that can sleep 5-6, 1.5 baths, 2 heated pools, 2 beaches, volleyball court, playground, & shuffleboard. There are so many outdoor activities to enjoy right at the Kampground, you'll never want to leave!

Best View Ocean Pointe Pool Beach King Bed, Gated
***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

Romantic cozy peaceful Guesthouse beach Sunsets.
Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

🏝 Oceanfront Paradise Awaits You
Bring your boat to next vacation in tropical paradise surrounded by mangrove forest, coconut trees and the pristine turquoise Fl. Keys waters. Welcome to the most visited resort in the beautiful Florida Keys. Ocean Pointe is one of the most luxurious resorts in Tavernier, Florida Keys. The resort offers a private sandy beach, heated swimming pool, jacuzzi, tennis courts, oceanfront marina with boat ramp and dockage, boat & trailer storage, and more - all situated on 60 lush tropical acres.

Oceanfront Sunrise Condo Private Beach Heated Pool
Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Tropical Getaway
This light, airy two bedroom condo is located in the community of Kawama. Overlooks a small lake, where people swim, kayak and paddleboard. The condo community features two pools, tennis courts, playground, fishing, beach and marina. A long jetty extends out in the ocean where you can watch the beautiful sunrises or sunsets in the afternoons. Centrally located in Key Largo near restaurants, shopping and attractions. Come down and enjoy the peaceful atmosphere of our tropical area.

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

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.

Turtle Nest 1 Private beach,Pool, 2bed 2bath
Ocean Pointe Suite is located on the Atlantic. Featuring ocean views from living room, master bedroom and balconies. King bed in master bedroom, Queen bed in guest bedroom, pull out queen sofa, 2 bathrooms, Smart TV's with cable WIFI. Completely stocked kitchen with all appliances. Amenities include heated swimming pool, private beach, marina with boat launch & dockage for extra fee book through marine info in pictures. Tennis courts, gazebo, located on 60 tropical acres.

Reel Large END Unit in Ocean Point Suites
Sept - Nov. building improvements will take place and our rates have been heavily discounted for the inconvenience. No work will take place during the Weekends or Holiday's. The amenities are not affected. Paradise awaits you in this large END unit, 2 BR/2BA in the highly desirable community of Ocean Pointe Suites! Newly renovated Modern Beach decor unit with breathtaking views from our Private beach and Marina are just a few highlights of this island retreat.

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks
Welcome to your Key Largo vacation rental. This oceanside villa is family friendly and filled with amenities, including a private Golf Cart, pools, one adult kayak, and three kids, kayaks, pickleball and tennis courts, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or visit the nearby beach at John Pennekamp State Park. Our villa has earned hundreds of 5-star reviews and Superhost status on all major platforms. No Hidden Fees!

Ocean views at “Sangria Sunrise” 10% off Charters
Welcome to Sangria Sunrise at Ocean Pointe Suites in the beautiful Tavernier Key Florida. Relax and enjoy all of the options offered such as Jr. Olympic sized pool, beach, marina, kayak rentals, tennis courts, and so much more! We invite you to come stay at this cozy and updated one bedroom and one bathroom top floor condo with the most amazing ocean views. We offer a very comfortable queen sized bed and also a queen sleeper sofa that's equally as comfortable.
Popular amenities for Islamorada beachfront rentals
Pet-friendly beachfront home rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Sale! Lux Home, Walk to Beach, 90' Dock, Pool

RV In The Keys | Tropical Retreat

Relaxing Town home with great water views

Brand New 2025 RV 2BR + 2 Lofts, 2BA Pool & Marina

New Private 4/3 Single Family - Kayaks & Bicycles+

Vibrant Beachfront Villa
Beachfront home rentals with a pool

(# 6)Waterfront Beautiful 4 Bed 3 Bath Pool Home

Den Suite Two Balconies- Islamorada

Private Beach in Marathons Key Colony Beach

Canal/Dock - Cabana Club - Pickleball - Remodeled

Beach Front

Corner townhouse w/saltwater lagoon views

2 Bdrm Oceanfront Complex Private Beach & Pool

Beachfront Condo w/ Ocean Views in Marathon
Private beachfront home rentals

Enjoy the Floirda Keys 28 nights minimum

BayFront Cottage,Bay Front Porch,Central AC,Beach

Sunny Beach Suite. 2 beds bath

Bayside Townhome in Islamorada with Boat Slip

SeaEsta! Bring your boat & 1 block to the beach!

Oceanfront community 114 Anglers Reef Islamorada

Premium Suites w/ Kitchenette! Pets Allowed, Pool

Endless Bay Views, Sues Promise Islamorada FL
When is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $451 CAD | $552 CAD | $530 CAD | $440 CAD | $819 CAD | $440 CAD | $543 CAD | $517 CAD | $512 CAD | $597 CAD | $439 CAD | $449 CAD |
| Avg. temp | 20 °C | 22 °C | 23 °C | 25 °C | 27 °C | 28 °C | 29 °C | 29 °C | 28 °C | 27 °C | 24 °C | 22 °C |
Quick stats about beachfront rentals in Islamorada

Total vacation rentals
Explore 250 vacation rentals in Islamorada

Nightly prices starting at
Islamorada vacation rentals start at $112 CAD per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Vacation rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
250 of Islamorada vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Islamorada rentals

4.6 Average rating
Islamorada stays receive an average rating of 4.6 out of 5 from guests
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