Vacation Rentals in Islamorada, FL

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Islamorada, FL holiday rentals
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1414 Holiday rentals and Airbnb in Islamorada, FL

Best family friendly Islamorada, FL holiday rentals

Among the 1414 accommodations in Islamorada, FL, here are the 4 best family friendly rentals

Pristine Pool Front Home W/ocean Views Anglers 148 - Islamorada, FL
9.8 57 reviews
Islamorada, FL
07/08 – 23/08
A$825/nighttotal: A$13200 (16 )

Pristine Pool Front Home W/ocean Views Anglers 148

2 4
apartment , Islamorada, Village of Islands
This beachside home is located in Islamorada, within 3 kilometres of Windley Key Fossil Reef Geological State Park, Founders Park, and Islamorada County Park, offering a relaxing and convenient base for exploring the area. This property has received excellent guest reviews, indicating a high level of satisfaction.
The 157 square metre house has two bedrooms and can accommodate up to six guests. Enjoy the private outdoor pool, garden, barbecue grills, and direct beach access, plus a fully equipped kitchen, air conditioning, and free Wi-Fi.
Amazing Ocean View Condo - Islamorada, FL
9.6 48 reviews
Islamorada, FL
07/07 – 11/07
A$395/nighttotal: A$1580 (4 )

Amazing Ocean View Condo

1 4
apartment , Tavernier
This apartment is located in Tavernier, just a short walk from Baker's Cay Resort Beach and Harry Harris Park and within a 5km radius of Mariners Hospital and Florida Keys Dive Center. This property has received excellent user ratings, making it a popular choice for travellers.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It boasts a fully equipped kitchen, a washing machine, a sofa bed, and a balcony, with a private pool, a tennis court, and a Jacuzzi on-site.
Anglers Reef Paradise - Islamorada, FL
8.4 28 reviews
Islamorada, FL
07/08 – 23/08
A$431/nighttotal: A$6896 (16 )

Anglers Reef Paradise

1 4
house , Islamorada, Village of Islands
Angler's Reef Resort is conveniently located in Islamorada, a short walk from Anne's Beach and within easy reach of other attractions like Upper Matecumbe Key and the Florida Keys Aquarium. This resort has excellent ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including rooms with kitchens for those who prefer to self-cater. Guests can enjoy a variety of amenities, including a swimming pool, BBQ facilities, a garden, and a fitness centre.
Relax In Your One Bedroom Oceanfront Suite In Tavernier Fl. Florida Keys. - Islamorada, FL
9.6 76 reviews
Islamorada, FL
09/10 – 12/10
A$390/nighttotal: A$1170 (3 )

Relax In Your One Bedroom Oceanfront Suite In Tavernier Fl. Florida Keys.

1 2
apartment , Tavernier
This Tavernier condo is conveniently located near Harry Harris Park (approx. 1km), Mariners Hospital (under 5km), and other attractions within a 10km radius, offering easy access to waterfront activities and medical facilities.
The one-bedroom, one-bathroom apartment sleeps four guests and boasts a fully equipped kitchen, private balcony, free Wi-Fi, on-site pool, hot tub, and tennis court; perfect for exploring Tavernier and its surroundings.

Best Islamorada, FL holiday rentals with a pool

Among the 1414 accommodations in Islamorada, FL, here are the 4 best rentals with a pool

Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool - Islamorada, FL
9.8 111 reviews
Islamorada, FL
07/08 – 23/08
A$672/nighttotal: A$10752 (16 )

Anglers Reef Islamorada, Bikes,kayak,paddle Boards Dock Available-pool

2 4
apartment , Islamorada, Village of Islands
This two-bedroom apartment is located in the Anglers Reef community in Islamorada, just a short distance from local shops, bars, and restaurants, and within easy reach of the famous Islamorada "sandbar" and Alligator Reef. The apartment has received excellent ratings from previous guests and offers a peaceful, gated oasis with minimal traffic and stunning ocean views.
The 128 square metre apartment can accommodate up to six guests and features a spacious open layout, granite countertops, updated appliances, and a comfortable king-size bed in the master bedroom. Guests can enjoy a range of amenities, including a private swimming pool, boat docks, private beaches, three flat-screen TVs with Hulu and Netflix, complimentary wireless internet, a Keurig coffee pot, a full-size washer and dryer, and a fully equipped kitchen.
Private Beach / Heated Pool / Volleyball Court/ Orchid Beach Key - Islamorada, FL
Islamorada, FL
08/09 – 06/10
A$4212/nighttotal: A$117936 (28 )

Private Beach / Heated Pool / Volleyball Court/ Orchid Beach Key

4 2
house , Islamorada, Village of Islands
This private beachfront villa in Islamorada's Matecumbe neighbourhood offers direct ocean views and is a short drive to the Keys History & Discovery Center and History of Diving Museum, with Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park nearby.
Spanning 418 square meters, this expansive property accommodates up to 12 guests across a central villa, a primary suite villa, and a guest suite wing, featuring a heated infinity pool, hot tub, a 100-meter ocean dock, and on-site water sports like kayaking and paddleboarding.
Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay. - Islamorada, FL
9.8 27 reviews
Islamorada, FL
27/06 – 04/07
A$434/nighttotal: A$3038 (7 )

Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay.

2 2
apartment , Islamorada, Village of Islands
This two-bedroom apartment is situated in the Futura Yacht Club in Tavernier, Islamorada, just a short distance from Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. The apartment has received excellent user ratings and offers a peaceful and secluded escape.
The apartment can accommodate up to six guests and comes equipped with a fully equipped kitchen, laundry facilities, cable TV, and internet access. Guests can enjoy a variety of amenities, including a swimming pool, tennis courts, a basketball court, a fish cleaning station, and direct waterfront views from the balcony.
Key Largo Baha Penthouse Ocean Pointe 1416 - Islamorada, FL
9.8 25 reviews
Islamorada, FL
07/07 – 11/07
A$431/nighttotal: A$1724 (4 )

Key Largo Baha Penthouse Ocean Pointe 1416

2 4
apartment , Tavernier
This Tavernier waterfront apartment, situated 1.1 kilometres from Harry Harris Park and within 5 kilometres of Mariners Hospital and the Florida Keys Dive Centre, offers stunning views.
The 77 square metre property features three bedrooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and on-site barbecue grills.

Frequently asked questions about holiday rentals in Islamorada, FL

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Best Islamorada, FL holiday rentals with a balcony

Waterfront Ocean Access Canal Kamp Key Homes - Islamorada, FL
Islamorada, FL
08/09 – 06/10
A$602/nighttotal: A$16856 (28 )

Waterfront Ocean Access Canal Kamp Key Homes

3 2
house , Islamorada, Village of Islands
This Islamorada waterfront property, 2.3km from Sea Oats Beach and 8.8km from Upper Matecumbe Key, offers direct ocean access via a private canal.
The one-bedroom house sleeps fourteen guests, boasts three bathrooms, a fully equipped kitchen including a dishwasher, and features a terrace, air conditioning, free parking, and is conveniently located near Theater of the Sea and Windley Key.
Sunrise Breeze On The Marina [Ocean Pointe 5302] - Islamorada, FL
9.8 173 reviews
Islamorada, FL
26/06 – 30/06
A$591/nighttotal: A$2364 (4 )

Sunrise Breeze On The Marina [Ocean Pointe 5302]

2 3
apartment , Tavernier
This Tavernier beach apartment is conveniently located within a 10-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment offers 85 square metres of space, comfortably accommodating up to 6 guests in its two bedrooms and two bathrooms. This family-friendly apartment includes a range of amenities such as a swimming pool, Jacuzzi, tennis court, and a garden, ensuring a comfortable and enjoyable stay.
Charming Bayside 2 Bed, 2 Bath Condo At Futura In Islamorada Wifi, Pool, Dockage - Islamorada, FL
9.6 10 reviews
Islamorada, FL
27/06 – 04/07
A$493/nighttotal: A$3451 (7 )

Charming Bayside 2 Bed, 2 Bath Condo At Futura In Islamorada Wifi, Pool, Dockage

2 2
apartment , Islamorada, Village of Islands
This Islamorada condominium is located in Tavernier, at mile marker 88.5 on the bay side, offering waterfront views and convenient access to the Florida Keys Dive Center, Mangrove Marina, John Pennekamp Coral Reef State Park, and Windley Key Fossil Reef Geological State Park.
This fully furnished 2-bedroom condo spans 79 square metres, accommodates up to six guests, and features en-suite bathrooms, a balcony overlooking tennis courts, on-site WiFi, central air conditioning, and laundry facilities, with available dockage, a boat ramp, and trailer parking for boating enthusiasts.
Beacon Reef 222 - Islamorada, FL
Islamorada, FL
08/09 – 06/10
A$362/nighttotal: A$10136 (28 )

Beacon Reef 222

2 2
house , Islamorada, Village of Islands
Beacon Reef 222, a two-bedroom house in Islamorada, is conveniently located near Upper Matecumbe Key and Windley Key, with Pigeon Key 19km and John Pennekamp Coral Reef State Park 32km away.
This 119 square metre property offers a swimming pool, fitness centre, and terrace with sea views, accommodating up to seven guests and including a fully equipped kitchen, free Wi-Fi, and on-site parking.

Best Islamorada, FL holiday rentals with parking

Keys Deal W/cafe & Pool Bar! Up To 20% Off Oceanfront 2/2 With Private Beach - Islamorada, FL
9.7 287 reviews
Islamorada, FL
26/06 – 30/06
A$552/nighttotal: A$2208 (4 )

Keys Deal W/cafe & Pool Bar! Up To 20% Off Oceanfront 2/2 With Private Beach

2 3
apartment , Tavernier
This Tavernier apartment is conveniently located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
Tikibar With Tv &Stereo, Privatespa, Heated Pool, Hammock,sups, Kayaks,bikes,fp - Islamorada, FL
10 173 reviews
Islamorada, FL
07/08 – 23/08
A$845/nighttotal: A$13520 (16 )

Tikibar With Tv &Stereo, Privatespa, Heated Pool, Hammock,sups, Kayaks,bikes,fp

2 4
apartment , Islamorada, Village of Islands
This family-friendly holiday home is located in Islamorada, just a short drive from the San Pedro Underwater Archaeological Preserve State Park, Robbie’s of Islamorada, and Indian Key Historic State Park, all within a 3 km radius. This property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom dwelling can comfortably accommodate up to five guests. The property offers a range of amenities, including a swimming pool, a Jacuzzi, a terrace, a garden, a spa, and concierge services, as well as a tennis court and free parking.
Vacation At Its Finest! 2 Convenient Units, Free Parking, Breakfast, Onsite Pool - Islamorada, FL
Islamorada, FL
04/08 – 09/08
A$812/nighttotal: A$4060 (5 )

Vacation At Its Finest! 2 Convenient Units, Free Parking, Breakfast, Onsite Pool

2 5
apartment , Islamorada, Village of Islands
This Islamorada apartment, centrally located in the Village of Islands, offers convenient access to the History of Diving Museum and Keys History & Discovery Centre, with the precise distance unspecified.
The 54-square-metre (581-square-foot) self-catering property features two bedrooms, two bathrooms, and sleeps eight guests, boasting amenities including a swimming pool, terrace, and parking, plus nearby access to water sports and breweries.
Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium - Islamorada, FL
9.7 92 reviews
Islamorada, FL
30/07 – 06/08
A$509/nighttotal: A$3563 (7 )

Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium

2 2
apartment , Tavernier
This waterfront apartment in Tavernier is ideally located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's main attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. Enjoy a range of amenities including a private pool, fenced yard, and a fully equipped kitchen, as well as access to a shared swimming pool, jacuzzi, garden, tennis court, and parking.
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