
Apartment holiday rentals in Islamorada
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Islamorada

Total holiday rentals
Explore 110 holiday rentals in Islamorada

Nightly prices starting at
Islamorada holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
110 of Islamorada holiday rentals include wifi access

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

4.9 Average rating
Islamorada stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated apartment rentals in Islamorada
Guests agree: these apartments are highly rated for location, cleanliness and more.

Toes in the Sand - 2 Bedroom Condo Sleeps 4
Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka
FamilyLocationLaundry
4.86 out of 5 average rating, 271 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 ✔ Onsite Pool Bar & Cafe ✔ Fully Equipped Kitchen ✔ Balcony ✔ FREE /WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!
ValueFamilyBeach
4.95 out of 5 average rating, 181 reviews
Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.
FamilyLocationCondition
4.91 out of 5 average rating, 171 reviews
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.
ValueFamilyIndoor spaces
4.97 out of 5 average rating, 233 reviews
SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.
FamilyValueWifi
4.9 out of 5 average rating, 338 reviews
Your Happy Place - Oceanfront
Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.
LocationValueBathroom
4.95 out of 5 average rating, 151 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.
FamilyValueView
4.99 out of 5 average rating, 225 reviews
BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated & is beautifully designed with comfortable, beach chic decor. It offers an abundance of natural light surrounded by windows overlooking lush landscaping and the Atlantic Ocean. Ocean Pointe Suites offers a private sandy beach, a junior Olympic sized pool, a 14-person spa, a boardwalk, a pickleball court, deep-water marina, gazebo, 2 tennis courts & more!
LocationFamilyAccess
4.93 out of 5 average rating, 172 reviews
Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!
FamilyLocationCondition
4.94 out of 5 average rating, 160 reviews
Ocean Shores Villa 2 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.
FamilyLocationCheck-in
4.92 out of 5 average rating, 152 reviews
Reel Large END Unit in Ocean Point Suites
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. Restaurant/Bar on site with beautiful views of the ocean. Live band and happy hour daily.
LocationFamilyKitchen
4.88 out of 5 average rating, 187 reviews
Tequila Sunrise
Licensed FL Vacation Rental CND5404099 Enjoy a stylish experience at this newly renovated 2 bedroom condo looking right into the ocean. Located in Building 3 directly across from the pool and a 2 minute walk to the beach and marina. Enjoy amazing ocean views from the balcony!
ValueFamilyGetting around
4.99 out of 5 average rating, 113 reviewsPopular amenities for Islamorada apartment rentals
Weekly apartment rentals

🏝 Oceanfront Paradise Awaits You
ValueLocationIndoor spaces
4.85 out of 5 average rating, 126 reviews
Tropical Getaway
LocationValueAmenities
4.9 out of 5 average rating, 196 reviews
Amazing Ocean Front Views Key Colony Beach
ValueLocationHospitality
4.96 out of 5 average rating, 285 reviews
Mad Mahi | Housekeeping + Waterfront + Marina View
FamilyValueIndoor spaces
4.9 out of 5 average rating, 155 reviews
Waterfront Apt Key Largo #1, 10% Off 7+, 5% Off 4+
ValueLocationView
4.91 out of 5 average rating, 161 reviews
5-Star Sandy Beach Sunsets & Pool in Best Location
LocationFamilyAmenities
5.0 out of 5 average rating, 19 reviews
Condo in Tavernier
LocationValueHospitality
4.96 out of 5 average rating, 55 reviews
Luxury condo with boat slip overlooking the bay
FamilyLocationLayout
5.0 out of 5 average rating, 36 reviewsPet-friendly apartment rentals

Jaw-dropping Canal View Key Largo Boat Slip, Bay
ValueLocationCheckout
5.0 out of 5 average rating, 102 reviews
Villa 5087 on Duck Key BOAT SLIP available
FamilyValueOutdoor spaces
4.88 out of 5 average rating, 112 reviews
Sunrises - Sunsets - Free Kayaks
LocationFamilyCheck-in
4.83 out of 5 average rating, 108 reviews
Spacious Waterfront 2 bedroom w/dock. Pet Friendly
FamilyValueGrill
4.88 out of 5 average rating, 26 reviews
Key Largo Condo
LocationFamilyBathroom
4.95 out of 5 average rating, 37 reviews
180 Degrees of Ocean Views, Lagoon and Florida Bay
LocationFamilyView
4.67 out of 5 average rating, 3 reviews
Ocean Isles Fishing Village #97
LocationFamilyComfort
4.88 out of 5 average rating, 34 reviews
Peace & Paradise| Open Water Views Condo 2B/2.5BTH
New place to stayApartment rentals with a pool

Slip, Private Ramp, Pool, Trailer Parking, Freezer
FamilyValueAir conditioning
4.97 out of 5 average rating, 120 reviews
*NEW* Private Beach, pool & fully loaded kitchen
ValueLocationAmenities
4.93 out of 5 average rating, 41 reviews
P42 - Gulf Front condo with 3 bedrooms 2.5 baths,
LocationFamilyAccess
4.85 out of 5 average rating, 13 reviews
Ocean Views Heated Pool King Suite Ocean Isle
FamilyLocationAccuracy
4.94 out of 5 average rating, 16 reviews
Private Beach in Marathons Key Colony Beach
FamilyLocationComfort
5.0 out of 5 average rating, 29 reviews
Keys Sunrise Sanctuary
LocationPoolView
4.92 out of 5 average rating, 12 reviews
Newly Renovated Piece ofParadise
FamilyValueQuiet
5.0 out of 5 average rating, 30 reviews
Freshly Renovated Coastal Stay • 2 Kings • Marina
ValueFamilyCondition
4.92 out of 5 average rating, 25 reviewsWhen is the best time to visit Islamorada?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $337 SGD | $332 SGD | $436 SGD | $380 SGD | $347 SGD | $348 SGD | $262 SGD | $221 SGD | $221 SGD | $213 SGD | $262 SGD | $285 SGD |
| 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 |
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Theater of the Sea
- Key Largo Kampground And Marina
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- Monkey Jungle
- History Of Diving Museum
- Homestead Bayfront Park
- Calusa Campground
- Conch Key





