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Islamorada, FL apartments
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963 Holiday apartments Islamorada, FL

Best family friendly Islamorada, FL Holiday Apartments and Self Catering Accommodations

Among the 963 accommodations in Islamorada, FL, here are the 4 best family friendly holiday apartments

Waterfront Islamorada Condo  Heated Pool, Marina & Deeded Boat Slip - Islamorada, FL
10 67 reviews
Islamorada, FL
27/06 – 04/07
SG$386/nighttotal: SG$2702 (7 )

Waterfront Islamorada Condo Heated Pool, Marina & Deeded Boat Slip

2 2
apartment , Islamorada, Village of Islands
This Islamorada condominium is situated at mile marker 88.5, offering convenient access to Robbie's Marina and the Theater of the Sea, with Miami located 108 kilometres to the north.
This family-friendly apartment, measuring 88 square metres and accommodating up to six guests, features two bedrooms and two bathrooms, a fully equipped kitchen with granite countertops, a private balcony with pool views, direct access to a deeded boat slip (#49), and resort-style amenities including a heated swimming pool and pickleball courts.
Bright, Waterfront, Modern Apartment In Marathon - Islamorada, FL
Islamorada, FL
02/07 – 12/07
SG$456/nighttotal: SG$4560 (10 )

Bright, Waterfront, Modern Apartment In Marathon

1 3
apartment , Islamorada, Village of Islands
This one-bedroom apartment in Marathon, a short drive from Islamorada's attractions, offers direct waterfront access.
The 4-guest property features two bathrooms, a fully equipped kitchen including a dishwasher, a swimming pool, and parking, providing a relaxing retreat with easy access to local amenities.
Sunrise Breeze On The Marina [Ocean Pointe 5302] - Islamorada, FL
9.8 173 reviews
Islamorada, FL
17/07 – 24/07
SG$494/nighttotal: SG$3458 (7 )

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.
2306 Ocean Pointe Suites - Quality Decor With Ocean Views - Islamorada, FL
8.6 61 reviews
Islamorada, FL
07/07 – 11/07
SG$508/nighttotal: SG$2032 (4 )

2306 Ocean Pointe Suites - Quality Decor With Ocean Views

2 4
apartment , Tavernier
This Tavernier condo is conveniently located near Harry Harris Park (1.1 km) and Mariners Hospital (4.8 km), offering easy access to local amenities and healthcare.
The two-bedroom, two-bathroom apartment sleeps four, boasting a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and free Wi-Fi; nearby attractions include the park and various points of interest within a 9.6 km radius.

Best Holiday Apartments and Self Catering Accommodations in Islamorada, FL with a pool

Among the 963 accommodations in Islamorada, FL, here are the 4 best apartments with a pool

Beautiful Oceanfront 2br Condo | Pool & Hot Tub Key Largo Ocean Pointe Resort - Islamorada, FL
9.0 8 reviews
Islamorada, FL
26/06 – 30/06
SG$454/nighttotal: SG$1816 (4 )

Beautiful Oceanfront 2br Condo | Pool & Hot Tub Key Largo Ocean Pointe Resort

2 3
apartment , Tavernier
This Tavernier beachfront apartment is situated within 5 kilometres of Harry Harris Park and Mariners Hospital, and 10 kilometres from Bluefin Rock Harbour Marina, offering easy access to local amenities and attractions.
The 84-square-metre property features three bedrooms, two bathrooms, and sleeps four guests comfortably, boasting a fully equipped kitchen, private balcony, and access to a swimming pool and garden.
Islamorada Luxury Waterfront Condo With Boat Slip - Islamorada, FL
9.8 27 reviews
Islamorada, FL
17/07 – 24/07
SG$608/nighttotal: SG$4256 (7 )

Islamorada Luxury Waterfront Condo With Boat Slip

2 3
apartment , Islamorada, Village of Islands
This two-bedroom apartment is located in the Matecumbe district of Islamorada, just a short distance from mile marker 75, offering easy access to fishing, diving, and other water activities. It has been rated excellent by previous guests.
The apartment is 139 square metres in size and comfortably sleeps up to 6 guests. It features a fully equipped kitchen, two master bedrooms with private bathrooms, a private boat slip, a heated swimming pool, a hot tub, a clubhouse, a fitness centre, tennis courts, gas barbeque grills, tennis equipment, beach chairs, and coolers.
Couples' Retreat 2br W/ Ocean Views, Pool & Beach - Islamorada, FL
8.8 5 reviews
Islamorada, FL
26/06 – 30/06
SG$414/nighttotal: SG$1656 (4 )

Couples' Retreat 2br W/ Ocean Views, Pool & Beach

2 3
apartment , Tavernier
This Tavernier oceanfront condo, near Key Largo and Islamorada, offers direct access to a private sandy beach and proximity to John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre.
The 79 square metre (850 square foot) apartment sleeps six, boasting two bedrooms with flexible bedding, two bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, a swimming pool, parking, and internet access; on-site resort amenities include a junior Olympic-sized swimming pool, hot tub, and tennis courts, with marina/trailer parking available (separate reservation required).
Casa Seagulls - Islamorada, FL
9.8 45 reviews
Islamorada, FL
02/07 – 12/07
SG$334/nighttotal: SG$3340 (10 )

Casa Seagulls

2 3
apartment , Islamorada, Village of Islands
This two-bedroom apartment is situated in Islamorada, directly overlooking the Atlantic Ocean, within walking distance of fishing, snorkeling, diving, and kayak/paddleboard rentals. Local charters for these activities are about 1.6 kilometres away. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This comfortable property can sleep up to four adults and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, a fitness centre, and parking. Guests can enjoy stunning ocean views from the spacious porch, relax by the pool, or barbecue on the beach.

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Best Islamorada, FL holiday apartments with air conditioning

Oceanfront 4br Villa | Resort Access + Bunks - Islamorada, FL
10 1 review
Islamorada, FL
31/07 – 05/08
SG$4267/nighttotal: SG$21335 (5 )

Oceanfront 4br Villa | Resort Access + Bunks

4 7
apartment , Islamorada, Village of Islands
This four-bedroom, four-bathroom villa in Matecumbe, Islamorada, offers direct Atlantic Ocean views and is situated approximately 1.6 kilometres from the History of Diving Museum and the Keys History & Discovery Centre.
With accommodation for up to ten guests, this oceanfront property features three en-suite king bedrooms, a bunk room, a full kitchen, and oceanfront balconies, with a 2-car garage providing parking.
Modern 2-bedroom/1 Bath Apartment With Full Kitchen, Tavernier/key Largo - Islamorada, FL
Islamorada, FL
19/08 – 21/08
SG$370/nighttotal: SG$740 (2 )

Modern 2-bedroom/1 Bath Apartment With Full Kitchen, Tavernier/key Largo

2 4
apartment , Tavernier
This two-bedroom flat in Tavernier is conveniently located for exploring local culture, offering proximity to the Old Road Gallery and History of Diving Museum, and is within walking distance of John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre.
This property accommodates up to four guests with two full beds, features a modern kitchen with a microwave and refrigerator, and provides complimentary WiFi and air conditioning for a comfortable stay.
Beach View Unit In Islamorada! Pets Allowed, Parking, Pool! - Islamorada, FL
8.6 27 reviews
Islamorada, FL
22/09 – 28/09
SG$309/nighttotal: SG$1854 (6 )

Beach View Unit In Islamorada! Pets Allowed, Parking, Pool!

1 2
apartment , Islamorada, Village of Islands
This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and partial ocean views from its 28-square-metre (301 sq ft) balcony, conveniently located near the Islamorada Brewery & Distillery and Indian Key Historic State Park.
The self-catering flat features two queen beds sleeping four, a fully equipped kitchenette including a fridge, microwave, and dishwasher, plus daily housekeeping and continental breakfast; on-site amenities include a heated pool, kayaks, paddleboards, and bike rentals.
Ocean View Anglers Reef - Pool, Beach. Walk Or Bike To Local Food + Bars - Islamorada, FL
10 1 review
Islamorada, FL
02/07 – 12/07
SG$666/nighttotal: SG$6660 (10 )

Ocean View Anglers Reef - Pool, Beach. Walk Or Bike To Local Food + Bars

2 3
apartment , Islamorada, Village of Islands
This two-bedroom, two-bathroom holiday flat is situated at Mile Marker 85 in Islamorada, Village of Islands, offering direct access to the ocean and proximity to Windley Key Geological Site and Snake Creek Marina.
This bright and airy holiday home sleeps up to five guests and boasts resort-style amenities including a heated and chilled swimming pool, two private sandy beaches, a deep-water marina, fast WiFi, and is just 3.2 kilometres from Islamorada Founders Park.

Best pet-friendly Islamorada, FL holiday apartments

Among the 963 accommodations in Islamorada, FL, here are the 4 best pet friendly holiday apartments

Snorkeling & Kayaking Beach Resort! Seaside Villa W/patio! Marina, Pool, Parking - Islamorada, FL
8.8 8 reviews
Islamorada, FL
06/08 – 09/08
SG$358/nighttotal: SG$1074 (3 )

Snorkeling & Kayaking Beach Resort! Seaside Villa W/patio! Marina, Pool, Parking

1 2
apartment , Islamorada, Village of Islands
This 'Snorkeling & Kayaking Beach Resort! Seaside Villa W\/patio! Marina, Pool, Parking' is located in Islamorada, just a short walk from Florida Keys Brewing Co. and Bud n' Mary's Dive Center, offering a convenient location to explore the area. The resort is situated right on the beach, giving guests direct access to the beautiful Florida Keys waters.
The one-bedroom villa offers a comfortable 28 square metres of space and can accommodate up to four guests. The resort provides a range of amenities, including a heated pool with ocean views, a private beach, access to kayaks and paddleboards, and a continental breakfast each morning.
The Sunny Island - Islamorada, FL
Islamorada, FL
03/08 – 05/08
SG$4045/nighttotal: SG$8090 (2 )

The Sunny Island

4 5
apartment , Key Largo
This holiday flat is situated in Key Largo's Silver Shores district, a short distance from the Caribbean Club Bar and Christ of the Abyss, and within easy reach of John Pennekamp Coral Reef State Park and Dagny Johnson Key Largo Hammock Botanical State Park.
Accommodating up to eight guests, this property offers four bedrooms and four bathrooms, featuring air conditioning, a swimming pool, a terrace, a garden, and parking, with internet and pets welcome.
2nd Floor Duplex On Gated Bayfront Property - Islamorada, FL
Islamorada, FL
27/06 – 04/07
SG$898/nighttotal: SG$6286 (7 )

2nd Floor Duplex On Gated Bayfront Property

1 2
apartment , Islamorada, Village of Islands
This Islamorada, Florida Keys apartment, located at Mile Marker 82.2 on Florida Bay, offers direct waterfront access with protected dockage for boats up to 34 feet and is conveniently close to John Pennekamp Coral Reef State Park, Theatre of the Sea, and Robbie's Marina.
The two-bedroom, two-bathroom duplex sleeps up to six guests and features a fully equipped kitchen, garden, parking, internet access, air conditioning, and a covered balcony with panoramic Florida Bay views; enjoy relaxing outdoor amenities such as hammocks and a tiki hut within a gated one-acre tropical setting.
Island Beach House Oasis Your Memory Maker Awaits - Islamorada, FL
Islamorada, FL
26/06 – 30/06
SG$7156/nighttotal: SG$28624 (4 )

Island Beach House Oasis Your Memory Maker Awaits

6 3
apartment , Islamorada, Village of Islands
This beachfront holiday rental is situated in Matecumbe, Islamorada, approximately 0.5 kilometres from the Keys History & Discovery Centre and the History of Diving Museum.
This expansive 350 square metre villa accommodates up to 16 guests across six bedrooms and six bathrooms, featuring direct beach access, a swimming pool, and concierge services.
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