Vacation homes in Islamorada

Islamorada

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Over 95 stays assessed to highlight the standout picks

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1. Anglers Reef Vacation Rental

2. Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

3. Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

4. Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

Vacation Homes in Islamorada

5. Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

6. Beachfront Villa At Islamorada By The Glamhomes

7. Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

Vacation Homes in Islamorada,Florida with Private Pool

8. Off The Charts-Waterfront Tiki Bar & Private Dock

9. Island Time - Oceanview Balconies- Dock- Htd Pool

10. Vacation Rental Florida Keys

Private beach

Anglers Reef Vacation Rental

109 Anglers Way

4.4 km (2.7 mi) from city center

121

BBQ facilities
Free parking
VIP check-in/ -out
Air conditioning
Flat-screen TV
Pool with view

9.7

3 reviews

~ US$365 / night

Anglers Reef Vacation Rental

4.4 km (2.7 mi) from city center

121

BBQ facilities
Free parking
VIP check-in/ -out
Air conditioning
Flat-screen TV
Pool with view

Anglers Reef Vacation Rental

9.7

3 reviews

Average price US$ 365 / night

Beach access

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

84 Johnston Ave Unit #3

0.0 km (0.0 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Outdoor swimming pool

1 reviews

~ US$484 / night

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

0.0 km (0.0 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Outdoor swimming pool

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

1 reviews

Average price US$ 484 / night

Popular Vacation homes destinations

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Miami Beach

Top location
Beach access

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Avenue Unit #4

0.0 km (0.0 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Outdoor swimming pool

1 reviews

~ US$1360 / night

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

0.0 km (0.0 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Outdoor swimming pool

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location

1 reviews

Average price US$ 1360 / night

Vacation Homes in Islamorada

Beach access

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Ave Unit #2

0.0 km (0.0 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Heated swimming pool

~ US$587 / night

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

0.0 km (0.0 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Heated swimming pool

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location

Average price US$ 587 / night

Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

84 Johnston Ave Unit #5

0.0 km (0.0 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Outdoor swimming pool

~ US$660 / night

Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

0.0 km (0.0 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Outdoor swimming pool

Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location

Average price US$ 660 / night

Private beach

Beachfront Villa At Islamorada By The Glamhomes

75761 Overseas Highway

10.6 km (6.6 mi) from city center

1000

Free parking
VIP check-in/ -out
Air conditioning
Flat-screen TV
Heating
Outdoor swimming pool

1 reviews

~ US$2840 / night

Beachfront Villa At Islamorada By The Glamhomes

10.6 km (6.6 mi) from city center

1000

Free parking
VIP check-in/ -out
Air conditioning
Flat-screen TV
Heating
Outdoor swimming pool

Beachfront Villa At Islamorada By The Glamhomes

1 reviews

Average price US$ 2840 / night

Vacation Homes in Islamorada,Florida with Private Pool

Great deal

Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

76400 Overseas Highway

9.6 km (5.9 mi) from city center

465

BBQ facilities
Free parking
Air conditioning
Ironing facilities
Table tennis
Heated swimming pool

Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

9.6 km (5.9 mi) from city center

465

BBQ facilities
Free parking
Air conditioning
Ironing facilities
Table tennis
Heated swimming pool

Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key

Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road

0.5 km (0.3 mi) from city center

BBQ facilities
Free parking
Security
Air conditioning
Flat-screen TV
Sun terrace

Off The Charts-Waterfront Tiki Bar & Private Dock

0.5 km (0.3 mi) from city center

BBQ facilities
Free parking
Security
Air conditioning
Flat-screen TV
Sun terrace

Off The Charts-Waterfront Tiki Bar & Private Dock

Beach access

Island Time - Oceanview Balconies- Dock- Htd Pool

84745 Old Hwy #12

3.7 km (2.3 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Heated swimming pool

Island Time - Oceanview Balconies- Dock- Htd Pool

3.7 km (2.3 mi) from city center

156

Cookware/ Kitchen utensils
Free parking
24-hour reception
Air conditioning
Fitness centre
Heated swimming pool

Island Time - Oceanview Balconies- Dock- Htd Pool

Vacation homes near Islamorada

These options match your search but are within a one-hour drive of the city (up to 80 km / 50 mi).

Luxury Vacation Homes in Islamorada

Vacation Rental Florida Keys

11202 3Rd Avenue Ocean

46.5 km (28.9 mi) from Islamorada

Cookware/ Kitchen utensils
Free parking
Security
Air conditioning
Flat-screen TV
Sun loungers

5 reviews

~ US$245 / night

Vacation Rental Florida Keys

46.5 km (28.9 mi) from Islamorada

Cookware/ Kitchen utensils
Free parking
Security
Air conditioning
Flat-screen TV
Sun loungers

Vacation Rental Florida Keys

5 reviews

Average price US$ 245 / night

New 3 Story In Homestead- 3/2.5 Balcony & Rooftop

25884 Southwest 144Th Avenue

70.0 km (43.5 mi) from Islamorada

Free parking
Air conditioning
Flat-screen TV
Tea and coffee facilities

9.4

8 reviews

~ US$222 / night

New 3 Story In Homestead- 3/2.5 Balcony & Rooftop

70.0 km (43.5 mi) from Islamorada

Free parking
Air conditioning
Flat-screen TV
Tea and coffee facilities

New 3 Story In Homestead- 3/2.5 Balcony & Rooftop

9.4

8 reviews

Average price US$ 222 / night

Palm Breeze

5030 Sunset Village Dr.

33.2 km (20.7 mi) from Islamorada

Cookware/ Kitchen utensils
Air conditioning
Laundry
Ironing facilities
Golf course
Patio

8.2

20 reviews

~ US$188 / night

Palm Breeze

33.2 km (20.7 mi) from Islamorada

Cookware/ Kitchen utensils
Air conditioning
Laundry
Ironing facilities
Golf course
Patio

Palm Breeze

8.2

20 reviews

Average price US$ 188 / night

Cheap Vacation Homes in Islamorada,Florida

Miami Getaway Heated Pool Villa With Mini Golf & Bbq

20395 Southwest 129Th Avenue

76.1 km (47.3 mi) from Islamorada

307

BBQ facilities
Free parking
Housekeeping
Air conditioning
Fitness centre
Plunge pool

9.3

21 reviews

~ US$888 / night

Miami Getaway Heated Pool Villa With Mini Golf & Bbq

76.1 km (47.3 mi) from Islamorada

307

BBQ facilities
Free parking
Housekeeping
Air conditioning
Fitness centre
Plunge pool

Miami Getaway Heated Pool Villa With Mini Golf & Bbq

9.3

21 reviews

Average price US$ 888 / night

Guest favorite

Farmhouse Miami

23122 Southwest 156Th Avenue

72.2 km (44.8 mi) from Islamorada

1600

Cookware/ Kitchen utensils
Free parking
Air conditioning
Flat-screen TV
Tea and coffee facilities
Saltwater pool

9.1

39 reviews

~ US$343 / night

Farmhouse Miami

72.2 km (44.8 mi) from Islamorada

1600

Cookware/ Kitchen utensils
Free parking
Air conditioning
Flat-screen TV
Tea and coffee facilities
Saltwater pool

Farmhouse Miami

9.1

39 reviews

Average price US$ 343 / night

Beach access

Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!

Pescayo Avenue 231

44.5 km (27.7 mi) from Islamorada

186

Cookware/ Kitchen utensils
Free parking
Air conditioning
Ironing facilities
Golf course
Outdoor swimming pool

9.6

6 reviews

~ US$762 / night

Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!

44.5 km (27.7 mi) from Islamorada

186

Cookware/ Kitchen utensils
Free parking
Air conditioning
Ironing facilities
Golf course
Outdoor swimming pool

Blue Pearl New Waterfront Haven With Heated Pool ,70 Foot Dock, And More!

9.6

6 reviews

Average price US$ 762 / night

Pet Friendly Vacation Homes in Islamorada

Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath

14825 Southwest 168Th Terrace

78.8 km (49.0 mi) from Islamorada

186

BBQ facilities
VIP check-in/ -out
Air conditioning
Flat-screen TV
Bar/ Lounge area
Outdoor swimming pool

7.9

11 reviews

~ US$224 / night

Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath

78.8 km (49.0 mi) from Islamorada

186

BBQ facilities
VIP check-in/ -out
Air conditioning
Flat-screen TV
Bar/ Lounge area
Outdoor swimming pool

Villa Paradise Miami, Luxury Gem With Heated Pool, Game Room, Fire Pit, 3 Bed 2 Bath

7.9

11 reviews

Average price US$ 224 / night

Are you in a hurry?

Here is a quick list of hotels in Islamorada, selected based on their rating

Name of hotel	Accommodation Rating	Price, $
Anglers Reef Vacation Rental	9.7 / 10 (3 Reviews)	From 365$
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable	10.0 / 10 (1 Reviews)	From 484$
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location	10.0 / 10 (1 Reviews)	From 1360$
Beachfront Villa At Islamorada By The Glamhomes	1.0 / 10 (1 Reviews)	From 2840$
Vacation Rental Florida Keys	10.0 / 10 (5 Reviews)	From 245$

The choice between staying in a hotel and renting a vacation home can make or break your trip, particularly when you’re headed to a place like Islamorada. With its stunning beaches, marine life, coral gardens, and rich cultural history, Islamorada is an ideal destination for a luxury getaway. But with so many options available, how does one decide? This blog post will explore why renting a vacation home is the preferred option when travelling to Islamorada.

There’s nothing like the feeling of having a home away from home on your vacation. Vacation homes offer travelers extra privacy and convenience that you don’t get in a traditional hotel. With a vacation home, you can cook your own meals, keep any pet companions with you, and come and go as you please without having to worry about housekeeping fees or tipping staff. This can be especially beneficial in Islamorada, where groceries and restaurants can be more expensive than many tourists’ home locations.

One of the biggest advantages of vacation homes is that they tend to be much larger than traditional hotel rooms. There are plenty of family-sized vacation homes available that can easily accommodate the needs of a large group. This type of lodgings makes it easier to stick together and roam the destination social-distancing style with the added convenience of having a kitchen and other modern amenities. Also, vacation homes offer excellent outdoor space, such as a pool, hot tub, and/or patio, that are ideal for taking in the various ocean views and sunsets for which Islamorada is known.

Finally, renting a vacation home in Islamorada is usually much more cost effective than staying in a traditional hotel. Even during peak season, you can usually find excellent deals when renting a vacation home, and there are often fewer fees associated with these options than with traditional lodging. Additionally, some vacation home owners offer amenities and services that traditional hotels cannot, such as early check-ins, flexible checkout times, and extra amenities like spa items or outdoor activities. All of this adds up to a vacation experience that is sure to leave you taking a piece of Islamorada with you wherever you go.

Islamorada Accommodation lists:

Frequently Asked Questions

Which Vacation homes have a lot of guest reviews?

Here are some Vacation homes that have the highest number of reviews:

What are the best budget villas in Islamorada?

If you're searching for the best budget accommodations, 2000floridatravel.com offers 12 options to consider. One of the best villas is Paradise Beach at the price of 439US$ per night.

What are the top cheap beachfront cottages in Islamorada?

You may book Executive Bay By Sofla Vacations for about 167US$ per night. It has an outdoor swimming pool, snorkelling, and diving on site.

What are the best villas in Islamorada providing a pool?

According to 2000floridatravel.com travel data, there are 3 accommodations offering a pool. Consider booking Waterfront Wonder with an outdoor swimming pool, snorkelling, and diving on site.

What are the best pet-friendly holiday houses in Islamorada?

According to 2000floridatravel.com travel data, there are 6 accommodations that welcome pets.

What are the best holiday houses in Islamorada providing hot tubs?

If you want to relax during your stay, 2000floridatravel.com offers some deals with a jacuzzi for you. You may like Waterfront Wonder offering an outdoor swimming pool, snorkelling, and diving at the price of 1020US$ per one night.

What are the best lakeside holiday houses in Islamorada?

One of the top accommodations is Anglers Reef Getaway at the cost of 250US$ with a golf course, aerobics classes, and snorkelling.

What are the most popular holiday houses among couples in Islamorada?

According to 2000floridatravel.com travel data, there are 5 deals for couples. Consider booking Anglers Reef Getaway for about 250US$ per night, offering a golf course, aerobics classes, and snorkelling on site.