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Monroe County Villas

Escape to Paradise: Discover stunning Monroe County villas, perfect for beach lovers. Enjoy crystal-clear waters, scenic views & luxurious amenities.

Villas in Monroe County

Water Front Villa Riviera
£448  night
10
4
5
Details View Offers
La Dolce Villa in Miami with direct access to the Bay!
5.0/5
£1332  night
8
4
5
Details View Offers
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
4.7/5
£226  night
6
3
2
Details View Offers
Chic 4-bedroom villa with WiFi, AC in marvelous Miami
£237  night
8
4
3
Details View Offers
BG Beach Front villa Pool Beach Dock Ocean Sleeps 6 W&D Kitchen Parking WiFi BBQ
4.7/5
£339  night
6
2
2
Details View Offers
8BR Spacious Miami Shores Mansion w8BR Spacious Miami Shores Mansion w/Private Pool, Billiards, Cinema & PingPong!/Private Pool, Billiards, Cinema & PingPong!
£3761  night
20
9
6
Details View Offers
Villa Shore - Stunning Modern Villa on the Shores of Biscayne Bay
4.0/5
£7350  night
12
5
6
Details View Offers
Peaceful Palms #15 ~ 3 Bed Peaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ 3 Bath Islamorada Villa WPeaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ Unobstructed Ocean Views
£814  night
6
3
3
Details View Offers
Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**
5.0/5
£255  night
12
5
6
Details View Offers
Paradise Duck Key Villa 2BParadise Duck Key Villa 2B/1.5B/1.5B
5.0/5
£240  night
6
2
2
Details View Offers
LUXURY OCEAN FRONT ❤️ You won’t want to leave this Key Largo Property
5.0/5
£335  night
10
3
3
Details View Offers
203 Sombrero- 4 Bedroom203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock/3 Bath Attached Villa w203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock/ Private Boat Dock
4.4/5
£377  night
10
5
3
Details View Offers
Breathtaking Bayfront Villa wBreathtaking Bayfront Villa w/ Private Patio & Living Area, Perfect For Couple/ Private Patio & Living Area, Perfect For Couple
£695  night
6
2
2
Details View Offers
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
4.9/5
£342  night
6
4
3
Details View Offers
Excellent Choice for Families! Full Kitchen, Pool, Pet-friendly, Free Parking!
£1043  night
8
3
2
Details View Offers
Gull's Nest with Resort Privileges
4.8/5
£574  night
8
4
5
Details View Offers
Modern Villa 1 in Miami close to Brickell, Wynwood, near everything
4.0/5
£166  night
5
2
2
Details View Offers
Florida Keys | Exclusive Resort Amenities | 3BR
£596  night
6
2
2
Details View Offers
Get Ready for Blissful Getaway! Near Sea Oats Beach! Pets are Allowed!
£198  night
6
1
1
Details View Offers
Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
£786  night
8
2
2
Details View Offers

Why a holiday villa in Monroe County

Escape to the breathtaking beauty of Monroe County, where pristine beaches and crystal-clear waters await your arrival. Imagine waking up each morning in a luxurious villa, surrounded by lush tropical gardens and just steps from the shore. Whether you're looking for a romantic getaway, a family vacation, or simply a chance to unwind and recharge, Monroe County villas offer the perfect blend of relaxation and adventure.

From snorkeling and diving among vibrant coral reefs to exploring the charming towns and villages that dot the coastline, there's no shortage of exciting experiences to be had in Monroe County. And with your villa serving as a comfortable and stylish base from which to explore, you'll have all the freedom and flexibility you need to create unforgettable memories with friends and family. So why settle for just any ordinary holiday when you can have an extraordinary one in this stunning Florida county?

When to rent a villa in Monroe County

Monroe County's subtropical climate offers a pleasant getaway throughout the year, but some periods are more suitable than others. If you're looking for warm weather without the peak-season crowds, consider visiting during the spring (April-May) or fall (September-October), when temperatures range from 70°F to 85°F (21°C to 30°C). These shoulder seasons offer ideal conditions for outdoor activities like snorkeling, diving, and beachcombing, with smaller crowds at popular spots. The weather is also less prone to extreme conditions, making it a great time for exploring the area.

If you're looking for the warmest weather possible, the summer months (June-August) are the best bet, with average highs in the mid-80s to low 90s Fahrenheit (30°C to 32°C). However, this is also peak tourist season, and prices for villas tend to be higher. If you're on a budget or prefer milder temperatures, the winter months (December-February) might not be the best choice, as they can bring cooler temperatures, averaging around 70°F to 75°F (21°C to 24°C). But if you're looking for a more relaxed atmosphere and don't mind cooler evenings, this could still be a great time for a villa holiday in Monroe County.

Where to go in Monroe County

With its stunning coastline stretching across 66 miles of oceanfront, Monroe County offers a diverse range of experiences and landscapes to explore from your villa base. For a taste of vibrant island life, head to Key West, the southernmost tip of the county, where colorful buildings, lively nightlife, and world-class seafood restaurants await. Alternatively, for a more relaxed pace, consider Islamorada or Marathon, which offer quieter walks along secluded beaches, tranquil sunsets, and an array of laid-back cafes and eateries.

Or perhaps you'll prefer the tranquility of the Upper Keys, where upscale communities like Tavernier and Key Largo offer villas with breathtaking ocean views, golf courses, and gourmet dining options. If you're looking for a mix of beach time and outdoor adventures, consider the lower Keys, where Calusa Beach, Sugarloaf Key, and Windley Key are just a few spots to enjoy snorkeling, diving, or simply soaking up the sun on some of Florida's most beautiful beaches.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Picture of a Titleist golf ball on the edge of the hole on a golfing green
Villas near golf course
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Image of a woman swimming in a pool at a holiday home
Private pool villas
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Discover regions within Monroe County

Islamorada
Islamorada
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Marathon
Marathon
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Key West
Key West
Find out more

Villas in Monroe County

Water Front Villa Riviera
£448  night
10
4
5
Details View Offers
La Dolce Villa in Miami with direct access to the Bay!
5.0/5
£1332  night
8
4
5
Details View Offers
TF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
4.7/5
£226  night
6
3
2
Details View Offers
Chic 4-bedroom villa with WiFi, AC in marvelous Miami
£237  night
8
4
3
Details View Offers
BG Beach Front villa Pool Beach Dock Ocean Sleeps 6 W&D Kitchen Parking WiFi BBQ
4.7/5
£339  night
6
2
2
Details View Offers
8BR Spacious Miami Shores Mansion w8BR Spacious Miami Shores Mansion w/Private Pool, Billiards, Cinema & PingPong!/Private Pool, Billiards, Cinema & PingPong!
£3761  night
20
9
6
Details View Offers
Villa Shore - Stunning Modern Villa on the Shores of Biscayne Bay
4.0/5
£7350  night
12
5
6
Details View Offers
Peaceful Palms #15 ~ 3 Bed Peaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ 3 Bath Islamorada Villa WPeaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ Unobstructed Ocean Views
£814  night
6
3
3
Details View Offers
Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**
5.0/5
£255  night
12
5
6
Details View Offers
Paradise Duck Key Villa 2BParadise Duck Key Villa 2B/1.5B/1.5B
5.0/5
£240  night
6
2
2
Details View Offers
LUXURY OCEAN FRONT ❤️ You won’t want to leave this Key Largo Property
5.0/5
£335  night
10
3
3
Details View Offers
203 Sombrero- 4 Bedroom203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock/3 Bath Attached Villa w203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock/ Private Boat Dock
4.4/5
£377  night
10
5
3
Details View Offers
Breathtaking Bayfront Villa wBreathtaking Bayfront Villa w/ Private Patio & Living Area, Perfect For Couple/ Private Patio & Living Area, Perfect For Couple
£695  night
6
2
2
Details View Offers
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
4.9/5
£342  night
6
4
3
Details View Offers
Excellent Choice for Families! Full Kitchen, Pool, Pet-friendly, Free Parking!
£1043  night
8
3
2
Details View Offers
Gull's Nest with Resort Privileges
4.8/5
£574  night
8
4
5
Details View Offers
Modern Villa 1 in Miami close to Brickell, Wynwood, near everything
4.0/5
£166  night
5
2
2
Details View Offers
Florida Keys | Exclusive Resort Amenities | 3BR
£596  night
6
2
2
Details View Offers
Get Ready for Blissful Getaway! Near Sea Oats Beach! Pets are Allowed!
£198  night
6
1
1
Details View Offers
Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
£786  night
8
2
2
Details View Offers