Cheap Weekly Apartment, Hotel, House Rentals in Islamorada, FL

Compare 4,548 available oceanfront holiday vacation home properties, starts from $42

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Cheap Weekly Apartment, Hotel, House Rentals in Islamorada, FL: Top Deals

Cheeca Lodge & Spa
Cheeca Lodge & Spa
Cheeca Lodge & Spa
Cheeca Lodge & Spa
10 (1 review)
Cheeca Lodge & Spa
Resort · 2 Guests · 1 Bedroom
$560 /night
View deal
Coconut Cove Resort & Marina
Coconut Cove Resort & Marina
Coconut Cove Resort & Marina
Coconut Cove Resort & Marina
7.2 (178 reviews)
Coconut Cove Resort & Marina
Inn · 2 Guests · 1 Bedroom
$318 /night
View deal
Islander Bayside Villas & Boatslips
Islander Bayside Villas & Boatslips
Islander Bayside Villas & Boatslips
Islander Bayside Villas & Boatslips
8.7 (87 reviews)
Islander Bayside Villas & Boatslips
Resort · 2 Guests · 1 Bedroom
$628 /night
View deal
Breezy Palms Resort
Breezy Palms Resort
Breezy Palms Resort
Breezy Palms Resort
8.5 (29 reviews)
Breezy Palms Resort
Hotel · 2 Guests · 1 Bedroom
$227 /night
View deal
Treasure Harbor
Treasure Harbor
Treasure Harbor
Treasure Harbor
Treasure Harbor
Hotel · 2 Guests · 1 Bedroom
$449 /night
View deal
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina
9.3 (47 reviews)
Ragged Edge Resort & Marina
Resort · 2 Guests · 1 Bedroom
$262 /night
View deal
Sands of Islamorada
Sands of Islamorada
Sands of Islamorada
Sands of Islamorada
8.8 (145 reviews)
Sands of Islamorada
Inn · 2 Guests · 1 Bedroom
$290 /night
View deal
Casa Morada
Casa Morada
Casa Morada
Casa Morada
9.4 (325 reviews)
Casa Morada
Hotel · 2 Guests · 1 Bedroom
$499 /night
View deal
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
8.9 (449 reviews)
Drop Anchor Resort & Marina
Resort · 2 Guests · 1 Bedroom
$351 /night
View deal
Amara Cay Resort
Amara Cay Resort
Amara Cay Resort
Amara Cay Resort
8.8 (992 reviews)
Amara Cay Resort
Hotel · 2 Guests · 1 Bedroom
$480 /night
View deal
Islander Resort
Islander Resort
Islander Resort
Islander Resort
9.2 (1163 reviews)
Islander Resort
Resort · 2 Guests · 1 Bedroom
$620 /night
View deal
Creekside Inn Islamorada
Creekside Inn Islamorada
Creekside Inn Islamorada
Creekside Inn Islamorada
7.7 (596 reviews)
Creekside Inn Islamorada
Inn · 2 Guests · 1 Bedroom
$309 /night
View deal
La Jolla Resort
La Jolla Resort
La Jolla Resort
La Jolla Resort
8.9 (320 reviews)
La Jolla Resort
Inn · 2 Guests · 1 Bedroom
$354 /night
View deal
Oceanfront Oasis - Pinch me am I dreaming
Oceanfront Oasis - Pinch me am I dreaming
Oceanfront Oasis - Pinch me am I dreaming
Oceanfront Oasis - Pinch me am I dreaming
9.4 (10 reviews)
Oceanfront Oasis - Pinch me am I dreaming
Holiday home · 2 Guests · 1 Bedroom
$3,816 /night*
View deal
The Islands of Islamorada
The Islands of Islamorada
The Islands of Islamorada
The Islands of Islamorada
9.4 (19 reviews)
The Islands of Islamorada
Hotel · 2 Guests · 1 Bedroom
$900 /night
View deal
Modern Oceanview Paradise at Islamorada
Modern Oceanview Paradise at Islamorada
Modern Oceanview Paradise at Islamorada
Modern Oceanview Paradise at Islamorada
10 (2 reviews)
Modern Oceanview Paradise at Islamorada
Holiday home · 2 Guests · 1 Bedroom
$2,385 /night*
View deal
Chesapeake Beach Resort
Chesapeake Beach Resort
Chesapeake Beach Resort
Chesapeake Beach Resort
8.8 (1157 reviews)
Chesapeake Beach Resort
Resort · 2 Guests · 1 Bedroom
$359 /night
View deal
La Siesta Resort & Villas
La Siesta Resort & Villas
La Siesta Resort & Villas
La Siesta Resort & Villas
8.6 (475 reviews)
La Siesta Resort & Villas
Hotel · 2 Guests · 1 Bedroom
$462 /night
View deal
Hadley House Islamorada
Hadley House Islamorada
Hadley House Islamorada
Hadley House Islamorada
7.9 (490 reviews)
Hadley House Islamorada
Hotel · 2 Guests · 1 Bedroom
$359 /night
View deal
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
8.6 (312 reviews)
Fisher Inn Resort & Marina
Hotel · 2 Guests · 1 Bedroom
$369 /night
View deal
Search all

Similar Inspirational Vacation Rental Destinations

Weekly Apartment Rentals in Islamorada, FL

Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
Beach ~ Pool ~ Marina and more!
5.0 (1 review)
Beach ~ Pool ~ Marina and more!
Apartment · 6 Guests · 2 Bedrooms
$399 /night*
View deal
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Ocean Sanctuary **
Apartment · 6 Guests · 2 Bedrooms
$399 /night*
View deal
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
2 Bedroom - Florida Keys Getaway **
Apartment · 6 Guests · 2 Bedrooms
$399 /night*
View deal
Search all
Which Price Range Is Most Typical in Islamorada, FL Area?
Vacation House & Condo Rental Price Information in Islamorada, FL
+
The graph shows the percentages of vacation homes in each price bucket. Islamorada has the largest percentage (19.22%) of homes in $150 - $200 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
How Many Accommodations Are Pets Allowed in Islamorada, FL?
Percentage of Pet Friendly Rental Properties in Islamorada, FL
+
25.24% of vacation homes in Islamorada are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Is Islamorada, FL a convenient place for weekly rentals?
Convenience of Location: Islamorada, FL
+

Islamorada, FL is an ideal location for weekly rentals due to its low crime rate and close proximity to transportation, amenities, business centers, and healthcare facilities. The nearest bus station is only 0.3 miles away, while the nearest grocery store is just 0.6 miles away. The closest restaurant is 1.1 miles away, and there are several pharmacies located within 2 miles. Additionally, there are multiple business centers and co-working spaces located within 4 miles, and the closest hospital is 5 miles away.

  • Islamorada Bus Station: 0.3 miles
  • Grocery Store: 0.6 miles
  • Restaurant: 1.1 miles
  • Business Center: 4.0 miles
  • Mariners Hospital: 5.0 miles
What are the Airports in Islamorada, FL?
Top Airports in Islamorada, FL
+

1 airport(s) close to Islamorada are:

Other Vacation Rentals Ideas

Weekly Hotel Rentals in Islamorada, FL

Latitude Adjustment 2bed/2bath updated half duplex with cabana club & dockage
Latitude Adjustment 2bed/2bath updated half duplex with cabana club & dockage
Latitude Adjustment 2bed/2bath updated half duplex with cabana club & dockage
Latitude Adjustment 2bed/2bath updated half duplex with cabana club & dockage
Latitude Adjustment 2bed/2bath updated half duplex with cabana club & dockage
Latitude Adjustment 2bed/2bath updated half duplex with cabana club & dockage
Latitude Adjustment 2bed/2bath updated half duplex with cabana club & dockage
Latitude Adjustment 2bed/2bath updated half duplex with cabana club & dockage
Hotel
$193 /night
View deal
Vitamin Sea
Vitamin Sea
Vitamin Sea
Vitamin Sea
Vitamin Sea
Vitamin Sea
Vitamin Sea
4.2 (9 reviews)
Vitamin Sea
Hotel
$77 /night
View deal
Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
Captain Pip's Marina & Hideaway
4.3 (1296 reviews)
Captain Pip's Marina & Hideaway
Hotel
$74 /night
View deal
Search all

Weekly House Rentals in Islamorada, FL

Tarpon House 3bed/4bath with pool, dock
Tarpon House 3bed/4bath with pool, dock
Tarpon House 3bed/4bath with pool, dock
Tarpon House 3bed/4bath with pool, dock
Tarpon House 3bed/4bath with pool, dock
Tarpon House 3bed/4bath with pool, dock
Tarpon House 3bed/4bath with pool, dock
Tarpon House 3bed/4bath with pool, dock
House
$332 /night
View deal
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
Tiny house on the water. Pool, beach, dock, kayaks
House
$245 /night
View deal
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
Mahi-Mahi House 3bed/4bath with pool, dock
House
$525 /night
View deal
Search all

Weekly Rentals with Kitchen in Islamorada, FL

Salt Life 2 - 1bed/1bath updated duplex with dockage
Salt Life 2 - 1bed/1bath updated duplex with dockage
Salt Life 2 - 1bed/1bath updated duplex with dockage
Salt Life 2 - 1bed/1bath updated duplex with dockage
Salt Life 2 - 1bed/1bath updated duplex with dockage
Salt Life 2 - 1bed/1bath updated duplex with dockage
Salt Life 2 - 1bed/1bath updated duplex with dockage
Salt Life 2 - 1bed/1bath updated duplex with dockage
Hotel
$156 /night
View deal
Slow M'Ocean
Slow M'Ocean
Slow M'Ocean
Slow M'Ocean
Slow M'Ocean
Slow M'Ocean
Slow M'Ocean
Slow M'Ocean
Hotel
$280 /night
View deal
LICENSED MGR - BRAND NEW LUXURIOUS OCEANFRONT CONDO! BAR and BEACH RESORT!
LICENSED MGR - BRAND NEW LUXURIOUS OCEANFRONT CONDO! BAR and BEACH RESORT!
LICENSED MGR - BRAND NEW LUXURIOUS OCEANFRONT CONDO! BAR and BEACH RESORT!
LICENSED MGR - BRAND NEW LUXURIOUS OCEANFRONT CONDO! BAR and BEACH RESORT!
LICENSED MGR - BRAND NEW LUXURIOUS OCEANFRONT CONDO! BAR and BEACH RESORT!
LICENSED MGR - BRAND NEW LUXURIOUS OCEANFRONT CONDO! BAR and BEACH RESORT!
LICENSED MGR - BRAND NEW LUXURIOUS OCEANFRONT CONDO! BAR and BEACH RESORT!
4.7 (3 reviews)
LICENSED MGR - BRAND NEW LUXURIOUS OCEANFRONT CONDO! BAR and BEACH RESORT!
Hotel
$295 /night
View deal
Search all
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers