Pet-Friendly Rentals in Islamorada, FL: Compare 10+ Sites & Save

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  5.  Islamorada

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173 Best Pet-Friendly Rentals in Islamorada (Starting from $130)

Chesapeake Beach Resort
Chesapeake Beach Resort
Resort
Islamorada, FL, USA
0.5k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Beach

45 Bedrooms75 Guests
8.0

Good

846 reviews

$536
Average price / night
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Experience comfort at Mini Ray's of Sunshine in Islamorada, perfect for families!
Experience comfort at Mini Ray's of Sunshine in Islamorada, perfect for families!
House
Islamorada, FL, 33036, United States
0.3k from Islamorada center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
New to Booking
$517
Average price / night
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Little Bay Compound
Little Bay Compound
House
Islamorada, FL, USA
1.4k from Islamorada center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Beach

6 Bedrooms18 Guests
New to Booking
$16123
Average price / night
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Islamorada Beach Beachfront, Fire Pit & Pool
Islamorada Beach Beachfront, Fire Pit & Pool
House
Islamorada, FL, 33036, United States
0.4k from Islamorada center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms12 Guests
8.0

Good

1 reviews

$2804
Average price / night
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Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Resort
Islamorada, FL, USA
1.4k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Beach

26 Bedrooms69 Guests
8.4

Very Good

26 reviews

$649
Average price / night
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Oceanfront Private Cottage!
Oceanfront Private Cottage!
Cottage
Islamorada, FL, 33036, United States
0.9k from Islamorada center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
10.0

Exceptional

113 reviews

$269
Average price / night
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Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Villa
Islamorada, FL, USA
1.5k from Islamorada center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
New to Booking
$802
Average price / night
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Breathtaking ocean views for your Paradise vacations
Breathtaking ocean views for your Paradise vacations
Apartment
Islamorada, FL, 33036, United States
0.9k from Islamorada center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
10.0

Exceptional

100 reviews

$464
Average price / night
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Islander Resort
Islander Resort
Resort
Islamorada, FL, USA
2.0k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Beach

107 Bedrooms68 Guests
8.7

Fabulous

1451 reviews

$348
Average price / night
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Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
Apartment
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
8.4

Very Good

6 reviews

$424
Average price / night
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Oceanfront Islamorada Townhome with Dock and Pool
Oceanfront Islamorada Townhome with Dock and Pool
House
Islamorada, FL, USA
2.2k from Islamorada center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms7 Guests
New to Booking
$764
Average price / night
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Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking
Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking
Apartment
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Free Parking, Heater, Internet, No Smoking, Pool

2 Bedrooms4 Guests
5.0

Review score

2 reviews

$424
Average price / night
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Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
Resort
Islamorada, FL, USA
3.4k from Islamorada center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Beach

20 Bedrooms30 Guests
8.6

Fabulous

232 reviews

$345
Average price / night
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Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
Apartment
Islamorada, FL, 33036, United States
1.0k from Islamorada center

AC, Barbecue, Breakfast Included, Elevator, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
6.0

Review score

3 reviews

$424
Average price / night
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Islamorada Haven
Islamorada Haven
House
Tavernier, FL, USA
9.3k from Islamorada center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$130
Average price / night
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Relax at Little Bay Cottage in Islamorada, a cozy retreat.
Relax at Little Bay Cottage in Islamorada, a cozy retreat.
Cottage
Islamorada, FL, 33036, United States
1.1k from Islamorada center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

1 Bedroom6 Guests
New to Booking
$548
Average price / night
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3‑Acre Oceanfront Estate w/ Pool ON the Atlantic, 2 Homes & Beach
3‑Acre Oceanfront Estate w/ Pool ON the Atlantic, 2 Homes & Beach
House
Islamorada, FL, 33036, United States
1.1k from Islamorada center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

49 reviews

$1409
Average price / night
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Sprawling Bayfront Estate in Heart of Islamorada with Deep Dockage, Heated Pool, Kayaks and More!
Sprawling Bayfront Estate in Heart of Islamorada with Deep Dockage, Heated Pool, Kayaks and More!
House
Islamorada, FL, 33036, United States
1.2k from Islamorada center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

8 Bedrooms22 Guests
New to Booking
$3309
Average price / night
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Spacious Bayfront Home with Heated Pool, Deep Dockage, Kayaks and More
Spacious Bayfront Home with Heated Pool, Deep Dockage, Kayaks and More
House
Islamorada, FL, 33036, United States
1.2k from Islamorada center

AC, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$1302
Average price / night
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Charming Bayfront Cottage in Heart of Islamorada with Heated Pool, Deep Dockage, Kayaks & More
Charming Bayfront Cottage in Heart of Islamorada with Heated Pool, Deep Dockage, Kayaks & More
Cottage
Islamorada, FL, 33036, United States
1.2k from Islamorada center

AC, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

19 reviews

$878
Average price / night
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Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More
Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More
Cottage
Islamorada, FL, 33036, United States
1.2k from Islamorada center

AC, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$674
Average price / night
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Experience luxury at Little Bay Compound in Islamorada with stunning views.
Experience luxury at Little Bay Compound in Islamorada with stunning views.
House
Islamorada, FL, 33036, United States
1.2k from Islamorada center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms18 Guests
10.0

Exceptional

5 reviews

$1595
Average price / night
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Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Villa
Islamorada, FL, 33036, United States
1.3k from Islamorada center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$631
Average price / night
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Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Apartment
Islamorada, FL, 33036, United States
1.3k from Islamorada center

AC, Internet, No Smoking

1 Bedroom3 Guests
New to Booking
$2397
Average price / night
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Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Apartment
Islamorada, FL, 33036, United States
1.4k from Islamorada center

AC, Internet, No Smoking

1 Bedroom3 Guests
New to Booking
$3793
Average price / night
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Bayview Villa- Pet-Friendly Waterfront Paradise. A fisherman's dream!
Bayview Villa- Pet-Friendly Waterfront Paradise. A fisherman's dream!
House
Islamorada, FL, 33036, United States
1.4k from Islamorada center

AC, Barbecue, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

25 reviews

$504
Average price / night
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Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.
Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.
Villa
Islamorada, FL, 33036, United States
1.4k from Islamorada center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

40 reviews

$358
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Pet-Friendly Rentals in Islamorada.

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Islamorada Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 173 verified pet-friendly rentals in Islamorada. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in Islamorada vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $130 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Islamorada may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in Islamorada include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in Islamorada may include amenities such as Pet Friendly, Wellness Facilities, and View. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.