Best apartment offers in Islamorada, FL

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Islamorada, FL apartments
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963 Best apartments in Islamorada, FL

Top-Rated Holiday Apartments for Families in Islamorada, FL

Family holidays in Islamorada, FL work best when your apartment features plenty of room and easy access to lifeguarded beaches.

111 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - Islamorada, FL
10 1 review
Islamorada, FL
30/07 – 06/08
£220/nighttotal: £1540 (7 )

111 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment , Islamorada, Village of Islands
This Seagulls Condominiums flat in Islamorada, Village of Islands, offers direct beach access with tiki huts and grills, and is conveniently located within 1 kilometre of grocery stores, shops, restaurants, and charter services for diving and fishing.
This 111 square metre, family-friendly apartment accommodates up to four guests with two bedrooms and two recently updated bathrooms, featuring air conditioning, a swimming pool, a balcony, a garden, a fitness centre, and two shaded parking spaces.
Island Time: Partial Ocean View, Pool, Dockage - Islamorada, FL
8.7 3 reviews
Islamorada, FL
17/10 – 26/10
£487/nighttotal: £4383 (9 )

Island Time: Partial Ocean View, Pool, Dockage

1 6
apartment , Islamorada, Village of Islands
This oceanfront flat, located in the gated Peaceful Palms community in Islamorada, offers direct access to a heated communal pool and a dock for boats up to 7.3 metres, with key attractions like the Theatre of the Sea (644 metres away) and Morada Way Arts Cultural District (1127 metres away) within a 12-minute drive.
This family-friendly residence accommodates six guests across three bedrooms, each with an en-suite bathroom, and features a full recreation level with a Peloton bike, pool table, bicycles, paddleboards, and free weights, alongside a large ocean-view balcony and in-home laundry facilities.
93 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - Islamorada, FL
9.0 6 reviews
Islamorada, FL
08/09 – 06/10
£107/nighttotal: £2996 (28 )

93 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment , Islamorada, Village of Islands
This tropically furnished condominium offers prime waterfront living on the Gulf of Mexico within the gated Futura Yacht Club, Islamorada, Village of Islands, providing direct sea views and convenient access to local restaurants and shops.
This 93 square meter, two-bedroom, two-bathroom apartment for four guests boasts a newly renovated kitchen, a fifth-floor balcony with sunset views, air conditioning, and access to on-site amenities including a heated swimming pool, marina, beach area with picnic tables and BBQ grills, and tennis and pickleball courts.
At The Sandbar: Partial Ocean View, Htd Pool, Free Dockage, Gameroom, Ev Charger - Islamorada, FL
10 11 reviews
Islamorada, FL
17/10 – 26/10
£476/nighttotal: £4284 (9 )

At The Sandbar: Partial Ocean View, Htd Pool, Free Dockage, Gameroom, Ev Charger

3 6
apartment , Islamorada, Village of Islands
This Islamorada holiday home, situated in the Peaceful Palms community, is minutes from the Islamorada Sandbar and within walking distance of restaurants and shops, offering easy access to attractions such as the History of Diving Museum (approximately 0.8km away).
The 163 square metre property boasts three bedrooms, three bathrooms, sleeping up to six guests, and features a private boat dock (dockage fee applies), a heated community pool, a game room, and a modern kitchen; electric vehicle charging is also available.

Explore Holiday Apartments with a Pool in Islamorada, FL

A holiday apartment with a swimming pool in Islamorada, FL is a brilliant base for a refreshing dip to complement a day by the water.

New Pool ** Waterfront Paradise With Amazing Sunsets On Beach** - Islamorada, FL
10 31 reviews
Islamorada, FL
01/01 – 31/05
£394/nighttotal: £59100 (150 )

New Pool ** Waterfront Paradise With Amazing Sunsets On Beach**

3 2
apartment , Islamorada, Village of Islands
This holiday home in Islamorada is located just 1.6 kilometres from both Sunset Drive Beach and Anne's Beach, offering easy access to the beautiful Florida Keys coastline. The property has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
The three-bedroom house spans 125 square metres and can comfortably accommodate up to 10 guests. Amenities include a private pool, a fenced yard, a barbecue grill, concierge services, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
Islamorada Luxury Waterfront Condo With Boat Slip - Islamorada, FL
9.8 27 reviews
Islamorada, FL
17/10 – 26/10
£340/nighttotal: £3060 (9 )

Islamorada Luxury Waterfront Condo With Boat Slip

2 6
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.
Oceanfront Condo In The Keys - Islamorada, FL
9.7 35 reviews
Islamorada, FL
30/07 – 06/08
£235/nighttotal: £1645 (7 )

Oceanfront Condo In The Keys

1 2
apartment , Islamorada, Village of Islands
This oceanfront apartment is situated on the upper or lower Matecumbe Key in Islamorada, just a short drive from the Islamorada Fish Company and Anne's Beach, offering a peaceful and tranquil setting. The apartment is highly rated for its location, cleanliness and overall experience, receiving excellent reviews from previous guests.
The apartment is a two-bedroom, two-bathroom property with a capacity for four guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a garden, a fitness centre, parking, and a screened-in deck with stunning ocean views.
Charming Angler's Reef Home With Pool, Beach, Dock - Islamorada, FL
10 3 reviews
Islamorada, FL
07/08 – 23/08
£314/nighttotal: £5024 (16 )

Charming Angler's Reef Home With Pool, Beach, Dock

2 4
apartment , Islamorada, Village of Islands
This oceanfront villa, part of the Angler's Reef community on Windley Key in Islamorada, offers private beach access with kayaks and paddleboards, and is conveniently located for exploring Islamorada's fishing spots and the Islamorada sandbar (distance unspecified).
The two-bedroom, two-bathroom property sleeps six guests and boasts a Key West-style design with an open-plan layout, granite countertops, hardwood floors, a fully equipped kitchen, and private balconies from each master suite; resort amenities include a heated oceanfront pool and private marina with deep-water dockage.

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Best Islamorada, FL holiday apartments with air conditioning

Beautiful Unit In Islamorada - Islamorada, FL
Islamorada, FL
08/09 – 06/10
£169/nighttotal: £4732 (28 )

Beautiful Unit In Islamorada

1 2
apartment , Islamorada, Village of Islands
This Islamorada condo rental offers stunning ocean views and is conveniently located near Islamorada's beaches and restaurants, although precise distances aren't specified.
The two-bedroom, two-bathroom apartment sleeps four guests, features a fully equipped kitchen with modern appliances including an induction cooktop, and boasts a swimming pool, jacuzzi, fitness centre and parking; monthly rentals only.
Casa Seagulls - Islamorada, FL
9.8 45 reviews
Islamorada, FL
01/07 – 08/07
£200/nighttotal: £1400 (7 )

Casa Seagulls

1 2
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.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Islamorada, FL
Islamorada, FL
01/07 – 08/07
£250/nighttotal: £1750 (7 )

Condo ∙ 2 Bedrooms ∙ 6 Guests

2 2
apartment , Islamorada, Village of Islands
This two-bedroom flat is located in Angler's Reef, a secure oceanfront community in Islamorada, offering direct beach access and a heated oceanfront swimming pool.
This family-friendly accommodation sleeps up to six guests and features a kitchen with a fridge, microwave, and dishwasher, along with air conditioning, a terrace/balcony, garden, and parking.
Renovated Anglers Reef 2br + Sleeper + Ocean Views - Islamorada, FL
10 13 reviews
Islamorada, FL
17/10 – 26/10
£282/nighttotal: £2538 (9 )

Renovated Anglers Reef 2br + Sleeper + Ocean Views

1 6
apartment , Islamorada, Village of Islands
This two-bedroom holiday villa is situated in the gated community of Anglers Reef, just a short distance from the heart of Islamorada, offering easy access to the village's restaurants, shops and attractions. Anglers Reef provides a tranquil and secluded setting, with its own private beaches and marina.
The spacious apartment can accommodate up to six guests and features a well-equipped kitchen, two bathrooms and a private balcony with ocean views. Guests can enjoy the community's amenities, including a swimming pool, jacuzzi, and kayaks, or simply relax in the tranquil garden.

Handpicked Dog-Friendly Holiday Apartments in Islamorada, FL

Enjoy stress-free seaside trips from a dog-friendly holiday apartment in Islamorada, FL near local beaches.

The Villa By The Bay Unit 2 Private Pool/boat Dock - Islamorada, FL
10 11 reviews
Islamorada, FL
17/10 – 26/10
£714/nighttotal: £6426 (9 )

The Villa By The Bay Unit 2 Private Pool/boat Dock

1 6
apartment , Islamorada, Village of Islands
This four-bedroom villa is situated in Coral Cove, a gated community in Islamorada, within walking distance of restaurants, nightlife, and boutiques.
The property boasts a private plunge pool, a boat slip dockage accommodating boats up to 34 feet, and a modern kitchen opening onto a patio overlooking the pool.
Modern 2-bedroom/1 Bath Apartment With Full Kitchen, Tavernier/key Largo - Islamorada, FL
Islamorada, FL
18/07 – 22/07
£234/nighttotal: £936 (4 )

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.
208 M² Condo ∙ 5 Bedrooms ∙ 12 Guests - Islamorada, FL
10 3 reviews
Islamorada, FL
17/10 – 26/10
£552/nighttotal: £4968 (9 )

208 M² Condo ∙ 5 Bedrooms ∙ 12 Guests

5 6
apartment , Islamorada, Village of Islands
Sandglass 4, a bayside townhouse in Lower Matecumbe, Islamorada (mile marker 74.9), offers direct Florida Bay access with a private boat ramp and is conveniently located near various attractions.
This five-bedroom, three-bathroom property boasts 191 square metres of living space, sleeping up to twelve guests, and features a large kitchen, a screened balcony with 180-degree ocean views, a spa, fitness centre, and parking; enjoy on-site amenities and explore nearby beaches, fishing spots, and wildlife reserves.
New - Oceanfront Fl Keys Home W/pool, Free Dockage, Gameroom, Private Balcony - Islamorada, FL
10 6 reviews
Islamorada, FL
17/10 – 26/10
£559/nighttotal: £5031 (9 )

New - Oceanfront Fl Keys Home W/pool, Free Dockage, Gameroom, Private Balcony

3 6
apartment , Islamorada, Village of Islands
This Islamorada oceanfront apartment offers direct beach access, situated near the Hurricane Monument and Indian Key Historic State Park, providing convenient access to the Diving Museum and Keys History & Discovery Centre.
The 186 square metre (1991 square feet) property boasts three bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, swimming pool, fitness centre, and terrace, with high-speed Wi-Fi and smart TVs.
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