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Islamorada, FL apartments
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1210 Holiday apartments Islamorada, FL

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

Among the 1210 accommodations in Islamorada, FL, here are the 4 best family friendly holiday apartments

Islamorada Oceanfront Luxury Living - Islamorada, FL
No reviews

Islamorada Oceanfront Luxury Living

apartment, Islamorada, Village of Islands
This Islamorada holiday flat offers direct beachfront access and ocean views, situated 4.3 kilometres from Windley Key and 5 kilometres from the Theatre of the Sea Islamorada.
This spacious three-bedroom, two-bathroom property accommodates up to eleven guests and features a fully equipped kitchen, air conditioning, a private balcony, and on-site spa facilities including a hot tub and fitness room, with complimentary private parking available.
Reel Stoked Ocean Pointe Condo Pool Marina Resort! - Islamorada, FL
9.5 81 reviews

Reel Stoked Ocean Pointe Condo Pool Marina Resort!

apartment, Tavernier
This apartment is located in Blue Waters, a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within 5 kilometres. The accommodation has received excellent ratings for location, cleanliness and overall user experience.
The apartment has a floor area of 77 square metres and can accommodate up to 6 guests. It comes with a private pool, a spa tub, barbecue grills, a washing machine, a sofa bed, and a fully equipped kitchen, ensuring a comfortable stay for families and groups.
Expansive Ocean Views And Boat Docking - Magnificent Lagoon Oasis - Islamorada, FL
No reviews

Expansive Ocean Views And Boat Docking - Magnificent Lagoon Oasis

apartment, Islamorada, Village of Islands
This two-storey waterside residence, located in Lower Matecumbe, Islamorada, at mile marker 74.9, offers direct access to the Florida Bay and is ideal for families.
Accommodating up to 12 guests across five bedrooms and three bathrooms, this spacious townhouse boasts a large screened balcony with ocean views, a well-equipped kitchen, and on-site facilities including a boat ramp and slip, perfect for water sports enthusiasts.
Superb Ocean View Suite W/heated Pool, Beach, Marina, Tennis/pickleball - Islamorada, FL
8.0 4 reviews

Superb Ocean View Suite W/heated Pool, Beach, Marina, Tennis/pickleball

apartment, Tavernier
This beachfront apartment, part of the Ocean Pointe Suites resort in Tavernier, Florida Keys, offers easy access to John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre, though precise distances are not specified.
The 79-square-metre (850-square-foot) self-catering property sleeps six, boasting two bedrooms, two bathrooms, a fully equipped kitchen including an American coffee maker and blender, a terrace, and resort amenities such as a heated pool, jacuzzi, BBQ area, tennis/pickleball courts, and a private beach, plus complimentary parking for two cars.

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

Among the 1210 accommodations in Islamorada, FL, here are the 4 best apartments with a pool

Spacious Villa! Private Beach Access, Pets Allowed, Free Breakfast! - Islamorada, FL
No reviews

Spacious Villa! Private Beach Access, Pets Allowed, Free Breakfast!

apartment, Islamorada, Village of Islands
This hotel suite in Islamorada, Village of Islands, is situated in the town centre, directly on the beach, offering immediate access to the Hurricane Monument and Indian Key Historic State Park.
This pet-friendly apartment provides a private beach resort with a boat ramp, a heated pool, complimentary daily continental breakfast, free Wi-Fi, on-site bike rentals, kayaks, paddleboards, and outdoor BBQ facilities, accommodating up to four guests in one bedroom and one bathroom.
Sportfishing In Florida Keys! Elegant Villa W/ Beach Access And Pool! Breakfast - Islamorada, FL
No reviews

Sportfishing In Florida Keys! Elegant Villa W/ Beach Access And Pool! Breakfast

apartment, Islamorada, Village of Islands
This one-bedroom flat offers direct beach access in Islamorada's city centre, placing guests within 1 kilometre of the Hurricane Monument and Indian Key Historic State Park.
This pet-friendly apartment accommodates up to four guests, featuring air conditioning, Wi-Fi, a swimming pool, and complimentary daily continental breakfast, with on-site rentals for kayaks and paddleboards readily available.
Steps To Windley Key! Pet-friendly Villa! Marina, Free Parking, Breakfast, Pool! - Islamorada, FL
No reviews

Steps To Windley Key! Pet-friendly Villa! Marina, Free Parking, Breakfast, Pool!

apartment, Islamorada, Village of Islands
This beachfront flat offers direct access to a private beach and is located in the city centre of Islamorada, Village of Islands, placing it within 2 kilometres of Islamorada Brewery & Distillery, Florida Keys Brewing Co., Windley Key Fossil Reef Geological State Park, and Indian Key Historic State Park.
This pet-friendly one-bedroom apartment accommodates up to four guests and features air conditioning, Wi-Fi, a swimming pool with ocean views, and on-site activities including bike, kayak, and paddleboard rentals.
Thesandbar: Partial Ocean View,pool,free Dockage - Islamorada, FL
10 26 reviews

Thesandbar: Partial Ocean View,pool,free Dockage

apartment, Islamorada, Village of Islands
This Islamorada villa, situated in the Peaceful Palms community, is minutes from the Islamorada Sandbar and within a kilometre of the Morada Way Arts & Cultural District and the Theatre of the Sea.
The three-bedroom, three-bathroom property sleeps eight guests and boasts a private boat dock (dockage fee applies), a heated pool, a fitness centre, and a games room, all alongside a modern, open-plan kitchen and balconies with water views.

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Best Islamorada, FL holiday apartments with air conditioning

Ocean View Corner Penthouse Ocean Pointe 5416 - Islamorada, FL
9.9 191 reviews

Ocean View Corner Penthouse Ocean Pointe 5416

apartment, Tavernier
This penthouse apartment is located in Ocean Pointe Suites, midway between Key Largo and Islamorada in the Florida Keys, offering easy access to both locations, approximately 80km from each. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The two-bedroom, two-bathroom apartment can comfortably accommodate up to six guests. Amenities include a private beach, pier, marina, swimming pool, jacuzzi, tennis and pickleball courts, and a basketball hoop. Guests can also enjoy direct ocean views from the balcony and living area, and access to a range of water activities such as fishing, diving, snorkeling, paddleboarding, and kayaking.
Bay Unit! 3-bedroom Townhome In Beautiful Islamorada With Full Amenities - Islamorada, FL
10 1 review

Bay Unit! 3-bedroom Townhome In Beautiful Islamorada With Full Amenities

apartment, Islamorada, Village of Islands
This Islamorada townhouse, situated within the Executive Bay Club, offers easy access to John Pennekamp Coral Reef State Park and other local attractions such as the Hurricane Monument and Indian Key Historic State Park, all within a short driving distance.
The three-bedroom, three-bathroom property sleeps six guests and boasts a private beach balcony with stunning bay views, a swimming pool, and access to resort amenities including tennis and pickleball courts, alongside modern conveniences like air conditioning and Wi-Fi.
Anglers Reef Is Oceanfront, Blue Marlin House2/2.5 - Islamorada, FL
9.7 42 reviews

Anglers Reef Is Oceanfront, Blue Marlin House2/2.5

apartment, Islamorada, Village of Islands
The Blue Marlin house, a Key West-style property in Islamorada's Anglers Reef neighbourhood, is situated approximately 0.03 kilometres from an oceanfront pool and dock (fee applies).
This two-bedroom, two-bathroom villa sleeps six guests and offers a fully equipped kitchen, air conditioning, a private garden, swimming pool access, complimentary paddleboards and kayaks, and proximity to a second, rentable house ideal for larger groups.
Keys Studio At Caloosa Cove - Islamorada, FL
8.0 1 review

Keys Studio At Caloosa Cove

apartment, Islamorada, Village of Islands
This studio apartment is situated in Islamorada, Village of Islands, offering direct access to oceanfront resort amenities and a 25-acre Founders Park with a saltwater swimming area, accessible via the Caloosa KeyCard.
Accommodating up to three guests, this first-floor unit features a queen bed and a twin sofa sleeper, a compact kitchen for light meal preparation, and offers full access to resort facilities including a heated swimming pool with ocean views, along with nearby recreational activities such as shuffleboard, pickleball, and tennis.

Best pet-friendly Islamorada, FL holiday apartments

Among the 1210 accommodations in Islamorada, FL, here are the 4 best pet friendly holiday apartments

Private 1 Bedroom Apartment With Kitchen, Keylargo Tavernier - Islamorada, FL
10 1 review

Private 1 Bedroom Apartment With Kitchen, Keylargo Tavernier

apartment, Tavernier
This private one-bedroom flat in Tavernier is located 5.15 kilometres from Pigeon Key and 11.10 kilometres from Windley Key, with John Pennekamp State Park and Dolphin Cove both 17.70 kilometres away.
This 38 square metre apartment accommodates up to three guests and features a kitchen with a fridge and microwave, air conditioning, a garden, and free Wi-Fi, with a patio and outdoor dining area for relaxation.
4 Balcony Rooms By Marina With Boat Parking Access - Islamorada, FL
No reviews

4 Balcony Rooms By Marina With Boat Parking Access

apartment, Islamorada, Village of Islands
This four-bedroom, four-bathroom apartment is located in Islamorada's city centre, directly on a pet-friendly private beach with ocean views, offering convenient access to the History of Diving Museum, Keys History & Discovery Centre, and Indian Key Historic State Park.
Guests can enjoy a heated outdoor swimming pool, complimentary continental breakfast, on-site bike rentals, kayaks, paddleboards, and BBQ facilities, with a boat ramp available for an additional charge, accommodating up to 16 people.
Florida Keys Tour! Private Beach Access W/ Marina! Pets Allowed, Free Breakfast - Islamorada, FL
No reviews

Florida Keys Tour! Private Beach Access W/ Marina! Pets Allowed, Free Breakfast

apartment, Islamorada, Village of Islands
This one-bedroom flat offers a prime beachfront setting in downtown Islamorada, a mere 3-minute walk from Windley Key Fossil Reef Geological State Park and 9 minutes from Hog Heaven.
This pet-friendly apartment accommodates two guests and features air conditioning, Wi-Fi, a swimming pool, and concierge services, with on-site parking facilitating exploration of nearby attractions such as Hurricane Monument and Indian Key Historic State Park.
Aqua Lodge Houseboat "Sand Dollar" - Islamorada, FL
9.5 65 reviews

Aqua Lodge Houseboat "Sand Dollar"

apartment, Tavernier
The Sand Dollar houseboat is situated in Tavernier, just a short distance from the Florida Keys Overseas Highway and a few miles from John Pennekamp Coral Reef State Park. The property enjoys excellent ratings for cleanliness, location, and user experience.
The floating accommodation measures 46 square metres and features a master bedroom, a loft with two twin beds, and a queen-sized sofa bed in the living room. Guests can enjoy a range of amenities, including a full kitchen, air conditioning, a swimming pool, a garden, and a spa.
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