B&B and Vacation Rentals
B&B and Vacation Rentals
B&B and Vacation Rentals
Choose the right place for you

FACILITIES

  • Pool
  • Pets Allowed
  • Non Smoking Only

REVIEWS

  • 9+ Exceptional
  • 8+ Fabulous
  • 7+ Very Good

DISTANCE FROM CENTRE

  • Less than 1 km
  • Less than 3 km
  • Less than 5 km

Holiday rental deals in Islamorada

We have selected the best holiday accommodation by the sea in Islamorada. Bluepillow allows you to save money, by finding the best rates on the main vacation rental websites in Islamorada

  • The Caribbean Resort Malayan Palm North

    • Hotel
    With a stay at this apartment in Islamorada (Matecumbe), you'll be within a 15-minute walk of Matecumbe United Methodist Church and Florida Keys Brewing Co.. This apartment is 0.8 mi (1.2 km) from Hurricane ...
  • Islamorada Condo with ocean access, monthly rentals only

    • 4 Guests · 2Bedrooms
    12.8 Exceptional (15)
    Located on the waterfront, this condo is in Matecumbe, a neighborhood in Islamorada. Bud n' Mary's Dive Center and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while ...
  • Hidden Gem Islamorada | 2nd Floor

    • 4 Guests · 2Bedrooms
    13.3 Exceptional (78)
    Located by the sea, this apartment is in Matecumbe, a neighborhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while those ...
  • Hidden Gem Islamorada | 1st Floor

    • 4 Guests · 2Bedrooms
    13.1 Exceptional (90)
    Located on the waterfront, this apartment is in Matecumbe, a neighborhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while ...
  • Islamorada Bungalows Suite 4

    • 2 Guests · 1Bedroom
    13.3 Exceptional (6)
    This apartment is located in Matecumbe, a neighborhood in Islamorada. Bud n' Mary's Dive Center and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while those wishing ...
  • Beacon Reef Condo Oceanfront Islamorada - FREE boat dockage - Water, Elec

    • 4 Guests · 2Bedrooms
    12.3 Exceptional (24)
    Located on the beach, this condo is in Matecumbe, a neighborhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while those ...
  • Modern Penthouse with Private Beach & Pool

    • 8 Guests · 4Bedrooms
    10 Exceptional (11)
    Located on the beach, this condo is in Matecumbe, a neighborhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while those ...
  • Ultra Luxurious 4 Bedroom ocean front Rental home in Islamorada, Florida Keys

    • 8 Guests · 4Bedrooms
    13.3 Exceptional (6)
    Located near the beach, this condo is in Matecumbe, a neighborhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while those ...
  • Ocean & Bay Views. Welcome To Paradise!

    • 2 Guests · 1Bedroom
    10 Exceptional (30)
    Located on the waterfront, this condo is in Matecumbe, a neighborhood in Islamorada. Bud n' Mary's Dive Center and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while ...
  • Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock

    • 6 Guests · 3Bedrooms
    13.3 Exceptional (165)
    Located on the beach, this condo is in Matecumbe, a neighborhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while those ...
  • Islamorada Bungalows Suite 3

    • 2 Guests · 1Bedroom
    10.7 Exceptional (6)
    This apartment is located in Matecumbe, a neighborhood in Islamorada. Bud n' Mary's Dive Center and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while those wishing ...
  • 3 bedroom, 3.5 bath luxurious condo 402 at Maison in Islamorada

    • 6 Guests · 3Bedrooms
    This condo is located in Matecumbe, a neighborhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while those wishing to experience ...
  • Islamorada Bungalows Suite 1 Bottom Floor

    • 2 Guests · 1Bedroom
    13.3 Exceptional (6)
    This apartment is located in Matecumbe, a neighborhood in Islamorada. Bud n' Mary's Dive Center and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while those wishing ...
  • Islamorada Bungalows Suite 2 Bottom Floor

    • 2 Guests · 1Bedroom
    13.3 Exceptional (6)
    This apartment is located in Matecumbe, a neighborhood in Islamorada. Bud n' Mary's Dive Center and Florida Keys Brewing Co. are worth checking out if an activity is on the agenda, while those wishing ...
  • 4 BR Ocean front Condo in Islamorada, FL Keys steps away from pool & sandy beach

    • 8 Guests · 4Bedrooms
    This condo is located in Matecumbe, a neighborhood in Islamorada. Florida Keys Brewing Co. and Bud n' Mary's Dive Center are worth checking out if an activity is on the agenda, while those wishing to experience ...
  • The Oasis

    • 8 Guests · 3Bedrooms
    Boasting air-conditioned accommodation with a private pool, sea view and a balcony, The Oasis is set in Islamorada. This beachfront property offers access to a terrace and free private parking. ...
  • Anglers Reef Paradise

    • 6 Guests · 2Bedrooms
    Anglers Reef Paradise is located in Islamorada, 300 metres from Windley Key, and a private beach area, free bikes and an outdoor swimming pool are accessible in-house. This property offers free WiFi. ...
  • Shades of Palm at The Maison - Special Florida Resident Rates

    • 10 Guests · 4Bedrooms
    Set in Islamorada, 1.1 km from Upper Matecumbe Key and 6.1 km from Windley Key, Shades of Palm at The Maison - Special Florida Resident Rates offers free WiFi and air conditioning. It is situated 22 km ...
  • Sea Breeze at The Maison - Special Florida Resident Rates

    • 10 Guests · 4Bedrooms
    Set in Islamorada, 2.1 km from Upper Matecumbe Key and 7.1 km from Windley Key, Sea Breeze at The Maison - Special Florida Resident Rates offers free WiFi and air conditioning. It is located 23 km from ...
  • Casa Blanca @ Islamorada. Beach/heated pool. Kayak/paddle to sandbar. Best restaurants

    • 6 Guests · 2Bedrooms
    Set in Islamorada, close to Windley Key, Casa Blanca @ Islamorada. Beach/heated pool. Kayak/paddle to sandbar. Best restaurants offers accommodation with private beach area, free use of bicycles, water ...

Bed and breakfast offers in Islamorada by the sea

Are you looking for an accommodation in Islamorada and do you want to save money? Choose from 2 Bed & Breakfasts in Islamorada

  • Anglers Reef Villa 1

    • Hotel
    12.5 Exceptional (9)
    When you stay at Anglers Reef Villa 1 in Islamorada, you'll be on the waterfront, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and Islamorada County Park. This beach villa ...
  • The Caribbean Resort Royal Palm South

    • Hotel
    10 Exceptional (6)
    Located in Islamorada (Matecumbe), this villa is within a 15-minute walk of Matecumbe United Methodist Church and Florida Keys Brewing Co.. This villa is 0.8 mi (1.2 km) from Hurricane Monument and 1.5 ...

Farmhouse or Hotel? Choose from the best offers

Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?

  • Farmstays in Islamorada
    Farmstays in Islamorada
  • Hotels in Islamorada
    Hotels in Islamorada