A beach with white lounge chairs, a covered pavilion, and palm trees.

Islamorada Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Islamorada vacation rentals

Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (707 reviews)
"Enjoyed this place."
United States
Christopher
The price is AED 263
AED 487 total
includes taxes & fees
12 Aug - 13 Aug
Breezy Palms Resort
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (163 reviews)
"everything was good"
United States
ROGELIO
The price is AED 559
AED 1,145 total
includes taxes & fees
19 Jul - 20 Jul
Treasure Harbor
Exterior

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (34 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
The price is AED 445
AED 1,309 total
includes taxes & fees
3 Aug - 4 Aug
Florida Keys Getaway - Slps 4 - Ocean View
Beach nearby

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
The price is AED 694
AED 1,626 total
includes taxes & fees
5 Aug - 6 Aug
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Marina

2BR Oceanfront Suite w/ Beach & Marina Access

2BR Oceanfront Suite w/ Beach & Marina Access
Key Largo
The price is AED 768
AED 970 total
includes taxes & fees
16 Aug - 17 Aug
2BR Oceanfront Suite w/ Beach & Marina Access
Beach nearby

Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411

Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411
Tavernier
10.0 out of 10, Exceptional, (10 reviews)
"Such a beautiful condo! We loved our stay."
United States
Bethany B.
The price is AED 702
AED 1,778 total
includes taxes & fees
16 Aug - 17 Aug
Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411
Pool

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (50 reviews)
"Walking around ground to beach and dock in evening and see osprey nest with two babes was unbelievable."
United States
FRANK S.
The price is AED 661
AED 1,458 total
includes taxes & fees
11 Aug - 12 Aug
Amazing Ocean view condo
Beach

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (169 reviews)
"Condo was beautiful would definitely stay here again."
United States
Dan M.
The price is AED 790
AED 1,726 total
includes taxes & fees
19 Jul - 20 Jul
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Marina

Island Sanctuary Islamorada

Island Sanctuary Islamorada
Tavernier
9.4 out of 10, Exceptional, (25 reviews)
"Great , everything you want and need to have an amazing vacation. Kelly is just cool dude and his houseboat is well kept"
United States
Wayne M.
The price is AED 975
AED 1,544 total
includes taxes & fees
17 Jul - 18 Jul
Island Sanctuary Islamorada
Property grounds

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Tavernier
9.8 out of 10, Exceptional, (48 reviews)
"We were two couples staying in this space with plenty of room. All the amenities on this property (pool, beach restaurant and bar)made this a terrific stay. "
United States
Donna B.
The price is AED 863
AED 1,801 total
includes taxes & fees
12 Aug - 13 Aug
4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina
Private beach, sun loungers, beach umbrellas, beach towels

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (173 reviews)
"The place is beautiful"
United States
Adriana
The price is AED 940
AED 1,058 total
includes taxes & fees
2 Aug - 3 Aug
Island Bay Resort
Smart TV

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (38 reviews)
"Very clean and nice location."
United States
Melinda V.
The price is AED 529
AED 1,508 total
includes taxes & fees
25 Jul - 26 Jul
Charming Home in Key Largo
Beach nearby

Modern and Coastal Ocean Pointe 2307

Modern and Coastal Ocean Pointe 2307
Tavernier
10.0 out of 10, Exceptional, (134 reviews)
"There’s plenty to do for families of all ages at Ocean Pointe, and the condo was an extremely comfortable place to do it from. The hosts made us feel welcome, and we appreciated their care. "
United States
Sherry G.
Modern and Coastal Ocean Pointe 2307
Exterior

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Tavernier
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful condo with nice decor. We enjoyed the pool and was nice having a restaurant on site. I would definitely stay there again "
United States
Cathy
The price is AED 580
AED 1,624 total
includes taxes & fees
16 Aug - 17 Aug
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Beach nearby

Reel Key Largo Escape Ocean Pointe 5209

Reel Key Largo Escape Ocean Pointe 5209
Tavernier
9.6 out of 10, Exceptional, (10 reviews)
"Great area"
United States
Yesenia
The price is AED 547
AED 1,577 total
includes taxes & fees
16 Aug - 17 Aug
Reel Key Largo Escape Ocean Pointe 5209
Beach

Aqua Vista Ocean Pointe 3307

Aqua Vista Ocean Pointe 3307
Tavernier
9.6 out of 10, Exceptional, (4 reviews)
"All staff gave off a good vibe - happy-wanting to help - friendly. Amenities were as shown on the website and we all had a good time"
United States
Diane D.
The price is AED 536
AED 1,564 total
includes taxes & fees
29 Jul - 30 Jul
Aqua Vista Ocean Pointe 3307
Exterior

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
Tavernier
9.8 out of 10, Exceptional, (6 reviews)
"Super clean and neat location!"
United States
Christopher R.
The price is AED 580
AED 1,616 total
includes taxes & fees
19 Jul - 20 Jul
Paradise Palms 2 Bedroom Condo Ocean Pointe 1206
Beach nearby

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (35 reviews)
"Loved the beach and pool."
United States
Haley P.
Lazy Daze Double King Suite Ocean Pointe 2310
Interior

Boho Chic Ocean Pointe 3214 King & Queen

Boho Chic Ocean Pointe 3214 King & Queen
Tavernier
9.8 out of 10, Exceptional, (15 reviews)
"The condo was nice and clean. The view from the balcony is very nice. The property is also nice with things to do but not too busy. The host was great and responsive. "
United States
Anthony F.
The price is AED 580
AED 1,583 total
includes taxes & fees
16 Aug - 17 Aug
Boho Chic Ocean Pointe 3214 King & Queen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Beautiful place enjoyed every moment of it, breakfast was not good that's th3 only issue otherwise"
Mejreme 2-night trip
Posted less than an hour ago
Chesapeake Beach Resort

Frequently asked questions

Can I find a vacation rental in Islamorada?

Yes, we have vacation rentals in Islamorada close to MoradaWay Arts & Cultural District, or you can select a secluded option if you want a relaxing stay. Visitors to Islamorada like the scenic seaside and entertainment choices this destination is known for. While you're here, grab a bite or have a drink at the seafood restaurants.

What are some of the best vacation home rentals that Islamorada has to offer?

Private Beachfront Paradise: This Islamorada vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Some other homes for rent in Islamorada include 5 bedroom - Deep Dockage & Heated Pool in Islamorada. and Peacock Shores Islamorada - Vacation On The Beach!.

How many vacation rentals are there in Islamorada?

With 415 Expedia vacation rentals, you're sure to find just the right place for your Islamorada stay.

What can I see and do in Islamorada?

Everglades National Park and Founders Park are a couple of scenic spots to enjoy the outdoors, whereas History of Diving Museum is one of the cultural attractions. Other places in town to visit include Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

What’s a vacation rental in Islamorada like?

A vacation rental is a private property where you can stay for a couple of days or more in Islamorada. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.