We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Cheap Islamorada Holiday Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
814 rentals in Islamorada.
Wonderful 2 Bedroom Condo with Ocean Views, holiday rental in Islamorada
Wonderful 2 Bedroom Condo with Ocean Views, holiday rental in Islamorada
Wonderful 2 Bedroom Condo with Ocean Views, holiday rental in Islamorada

Wonderful 2 Bedroom Condo with Ocean Views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Adorable canal front Pool Home in Plantation Key, holiday rental in Islamorada
Adorable canal front Pool Home in Plantation Key, holiday rental in Islamorada
Adorable canal front Pool Home in Plantation Key, holiday rental in Islamorada

Adorable canal front Pool Home in Plantation Key

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
ULTIMATE outdoor living area at this 4/4 canal home with pool!, holiday rental in Islamorada
ULTIMATE outdoor living area at this 4/4 canal home with pool!, holiday rental in Islamorada
ULTIMATE outdoor living area at this 4/4 canal home with pool!, holiday rental in Islamorada

ULTIMATE outdoor living area at this 4/4 canal home with pool!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Modern Oceanview Paradise at Islamorada, holiday rental in Islamorada
Modern Oceanview Paradise at Islamorada, holiday rental in Islamorada
Modern Oceanview Paradise at Islamorada, holiday rental in Islamorada

Modern Oceanview Paradise at Islamorada

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Southern Comfort - Charming oceanfront private oasis!, holiday rental in Islamorada
Southern Comfort - Charming oceanfront private oasis!, holiday rental in Islamorada
Southern Comfort - Charming oceanfront private oasis!, holiday rental in Islamorada

Southern Comfort - Charming oceanfront private oasis!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking, holiday rental in Islamorada
Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking, holiday rental in Islamorada
Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking, holiday rental in Islamorada

Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cancellation Opened for Winter!  Remodeled Townhome in Resort..Pool, Beach!!, holiday rental in Islamorada
Cancellation Opened for Winter!  Remodeled Townhome in Resort..Pool, Beach!!, holiday rental in Islamorada
Cancellation Opened for Winter!  Remodeled Townhome in Resort..Pool, Beach!!, holiday rental in Islamorada

Cancellation Opened for Winter! Remodeled Townhome in Resort..Pool, Beach!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Tranquil One Bedroom Cottage with Pool and Boat Basin, holiday rental in Islamorada
Tranquil One Bedroom Cottage with Pool and Boat Basin, holiday rental in Islamorada
Tranquil One Bedroom Cottage with Pool and Boat Basin, holiday rental in Islamorada

Tranquil One Bedroom Cottage with Pool and Boat Basin

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Brand New Home, Resort Location, Ocean View, holiday rental in Islamorada
Brand New Home, Resort Location, Ocean View, holiday rental in Islamorada
Brand New Home, Resort Location, Ocean View, holiday rental in Islamorada

Brand New Home, Resort Location, Ocean View

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Key Lime Cottage in Islamorada, holiday rental in Islamorada
Key Lime Cottage in Islamorada, holiday rental in Islamorada
Key Lime Cottage in Islamorada, holiday rental in Islamorada

Key Lime Cottage in Islamorada

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Free Parking, holiday rental in Islamorada
Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Free Parking, holiday rental in Islamorada
Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Free Parking, holiday rental in Islamorada

Waterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Free Parking

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful house located in the prestigious neighborhood of Port Antigua on a, holiday rental in Islamorada
Beautiful house located in the prestigious neighborhood of Port Antigua on a, holiday rental in Islamorada
Beautiful house located in the prestigious neighborhood of Port Antigua on a, holiday rental in Islamorada

Beautiful house located in the prestigious neighborhood of Port Antigua on a

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Seaside Sanctuary in the Heart of Islamorada, holiday rental in Islamorada
Seaside Sanctuary in the Heart of Islamorada, holiday rental in Islamorada
Seaside Sanctuary in the Heart of Islamorada, holiday rental in Islamorada

Seaside Sanctuary in the Heart of Islamorada

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!", holiday rental in Islamorada
"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!", holiday rental in Islamorada
"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!", holiday rental in Islamorada

"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Scenic Beachfront Suite w/ Gorgeous Views & Family-Friendly Pool | Free Parking, holiday rental in Islamorada
Scenic Beachfront Suite w/ Gorgeous Views & Family-Friendly Pool | Free Parking, holiday rental in Islamorada
Scenic Beachfront Suite w/ Gorgeous Views & Family-Friendly Pool | Free Parking, holiday rental in Islamorada

Scenic Beachfront Suite w/ Gorgeous Views & Family-Friendly Pool | Free Parking

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Your PRIVATE OCEANFRONT ESTATE awaits! Dive into the Infinity Pool & 150' Beach, holiday rental in Islamorada
Your PRIVATE OCEANFRONT ESTATE awaits! Dive into the Infinity Pool & 150' Beach, holiday rental in Islamorada
Your PRIVATE OCEANFRONT ESTATE awaits! Dive into the Infinity Pool & 150' Beach, holiday rental in Islamorada

Your PRIVATE OCEANFRONT ESTATE awaits! Dive into the Infinity Pool & 150' Beach

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Charming Escape in Islamorada! 2 Modern Units, Swimming Pool, Pets Allowed!, holiday rental in Islamorada
Charming Escape in Islamorada! 2 Modern Units, Swimming Pool, Pets Allowed!, holiday rental in Islamorada
Charming Escape in Islamorada! 2 Modern Units, Swimming Pool, Pets Allowed!, holiday rental in Islamorada

Charming Escape in Islamorada! 2 Modern Units, Swimming Pool, Pets Allowed!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Casa Del Pirata | 3 bed / 2 ba Canal Home in Islamorada, holiday rental in Islamorada
Casa Del Pirata | 3 bed / 2 ba Canal Home in Islamorada, holiday rental in Islamorada
Casa Del Pirata | 3 bed / 2 ba Canal Home in Islamorada, holiday rental in Islamorada

Casa Del Pirata | 3 bed / 2 ba Canal Home in Islamorada

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Steps Away from the Beach | Spacious 1BR Suite w/ Kitchenette, holiday rental in Islamorada
Steps Away from the Beach | Spacious 1BR Suite w/ Kitchenette, holiday rental in Islamorada
Steps Away from the Beach | Spacious 1BR Suite w/ Kitchenette, holiday rental in Islamorada

Steps Away from the Beach | Spacious 1BR Suite w/ Kitchenette

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Minutes to Library Beach Park! Onsite Parking & Outdoor Swimming Pool, holiday rental in Islamorada
Minutes to Library Beach Park! Onsite Parking & Outdoor Swimming Pool, holiday rental in Islamorada
Minutes to Library Beach Park! Onsite Parking & Outdoor Swimming Pool, holiday rental in Islamorada

Minutes to Library Beach Park! Onsite Parking & Outdoor Swimming Pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beach Getaway! Outdoor Pool, Free Parking, Near Keys History & Discovery Center, holiday rental in Islamorada
Beach Getaway! Outdoor Pool, Free Parking, Near Keys History & Discovery Center, holiday rental in Islamorada
Beach Getaway! Outdoor Pool, Free Parking, Near Keys History & Discovery Center, holiday rental in Islamorada

Beach Getaway! Outdoor Pool, Free Parking, Near Keys History & Discovery Center

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Best Location in Islamorada!! Beach access - Boat trailer parking!, holiday rental in Islamorada
Best Location in Islamorada!! Beach access - Boat trailer parking!, holiday rental in Islamorada
Best Location in Islamorada!! Beach access - Boat trailer parking!, holiday rental in Islamorada

Best Location in Islamorada!! Beach access - Boat trailer parking!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Escape the cold  Work from Home  Beach, Pool, Fishing Pier & 2 Kayaks & 2, holiday rental in Islamorada
Escape the cold  Work from Home  Beach, Pool, Fishing Pier & 2 Kayaks & 2, holiday rental in Islamorada
Escape the cold  Work from Home  Beach, Pool, Fishing Pier & 2 Kayaks & 2, holiday rental in Islamorada

Escape the cold Work from Home Beach, Pool, Fishing Pier & 2 Kayaks & 2

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
15% to 20% OFF LUXURY HOUSE CLOSE TO THE OCEAN IN PORT ANTIGUA, holiday rental in Islamorada
15% to 20% OFF LUXURY HOUSE CLOSE TO THE OCEAN IN PORT ANTIGUA, holiday rental in Islamorada
15% to 20% OFF LUXURY HOUSE CLOSE TO THE OCEAN IN PORT ANTIGUA, holiday rental in Islamorada

15% to 20% OFF LUXURY HOUSE CLOSE TO THE OCEAN IN PORT ANTIGUA

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Islamorada Luxury Waterfront Condo with Boat Slip, holiday rental in Islamorada
Islamorada Luxury Waterfront Condo with Boat Slip, holiday rental in Islamorada
Islamorada Luxury Waterfront Condo with Boat Slip, holiday rental in Islamorada

Islamorada Luxury Waterfront Condo with Boat Slip

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Sandy Beach Cove️️  Gated Private Beach Home and Cottage Oasis With Dock, holiday rental in Islamorada
Sandy Beach Cove️️  Gated Private Beach Home and Cottage Oasis With Dock, holiday rental in Islamorada
Sandy Beach Cove️️  Gated Private Beach Home and Cottage Oasis With Dock, holiday rental in Islamorada

Sandy Beach Cove️️ Gated Private Beach Home and Cottage Oasis With Dock

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Canal Front Oasis with Private Pool: Your Perfect Waterfront Getaway!, holiday rental in Islamorada
Canal Front Oasis with Private Pool: Your Perfect Waterfront Getaway!, holiday rental in Islamorada
Canal Front Oasis with Private Pool: Your Perfect Waterfront Getaway!, holiday rental in Islamorada

Canal Front Oasis with Private Pool: Your Perfect Waterfront Getaway!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Oceanfront Property w/ Outdoor Pools, Pets Allowed, Free Parking Onsite, holiday rental in Islamorada
Oceanfront Property w/ Outdoor Pools, Pets Allowed, Free Parking Onsite, holiday rental in Islamorada
Oceanfront Property w/ Outdoor Pools, Pets Allowed, Free Parking Onsite, holiday rental in Islamorada

Oceanfront Property w/ Outdoor Pools, Pets Allowed, Free Parking Onsite

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Charming cottage on the Florida Bay in the heart of Islamorada with pool, holiday rental in Islamorada
Charming cottage on the Florida Bay in the heart of Islamorada with pool, holiday rental in Islamorada
Charming cottage on the Florida Bay in the heart of Islamorada with pool, holiday rental in Islamorada

Charming cottage on the Florida Bay in the heart of Islamorada with pool

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful sunsets & water views, holiday rental in Islamorada
Beautiful sunsets & water views, holiday rental in Islamorada
Beautiful sunsets & water views, holiday rental in Islamorada

Beautiful sunsets & water views

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
NEW-Summer Sea - Sweet updated 1B Apartment w/ Garden View Apt 125, holiday rental in Islamorada
NEW-Summer Sea - Sweet updated 1B Apartment w/ Garden View Apt 125, holiday rental in Islamorada
NEW-Summer Sea - Sweet updated 1B Apartment w/ Garden View Apt 125, holiday rental in Islamorada

NEW-Summer Sea - Sweet updated 1B Apartment w/ Garden View Apt 125

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful Islamorada Home in he heart of the keys, boat-slip, pool, and gated., holiday rental in Islamorada
Beautiful Islamorada Home in he heart of the keys, boat-slip, pool, and gated., holiday rental in Islamorada
Beautiful Islamorada Home in he heart of the keys, boat-slip, pool, and gated., holiday rental in Islamorada

Beautiful Islamorada Home in he heart of the keys, boat-slip, pool, and gated.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
You will love my "Fl Keys Luxury Home", holiday rental in Islamorada
You will love my "Fl Keys Luxury Home", holiday rental in Islamorada
You will love my "Fl Keys Luxury Home", holiday rental in Islamorada

You will love my "Fl Keys Luxury Home"

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool, holiday rental in Islamorada
Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool, holiday rental in Islamorada
Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool, holiday rental in Islamorada

Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy Cottage in the Heart of Islamorada, holiday rental in Islamorada
Cozy Cottage in the Heart of Islamorada, holiday rental in Islamorada
Cozy Cottage in the Heart of Islamorada, holiday rental in Islamorada

Cozy Cottage in the Heart of Islamorada

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage., holiday rental in Islamorada
Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage., holiday rental in Islamorada
Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage., holiday rental in Islamorada

Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool, holiday rental in Islamorada
Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool, holiday rental in Islamorada
Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool, holiday rental in Islamorada

Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Expansive Ocean views!, holiday rental in Islamorada
Expansive Ocean views!, holiday rental in Islamorada
Expansive Ocean views!, holiday rental in Islamorada

Expansive Ocean views!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Excellent Choice! Pet-friendly Property, Pool, Free Parking Onsite!, holiday rental in Islamorada
Excellent Choice! Pet-friendly Property, Pool, Free Parking Onsite!, holiday rental in Islamorada
Excellent Choice! Pet-friendly Property, Pool, Free Parking Onsite!, holiday rental in Islamorada

Excellent Choice! Pet-friendly Property, Pool, Free Parking Onsite!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Luxurious 4-Bedroom Home with Private Pool and Beach Access in Islamorada, holiday rental in Islamorada
Luxurious 4-Bedroom Home with Private Pool and Beach Access in Islamorada, holiday rental in Islamorada
Luxurious 4-Bedroom Home with Private Pool and Beach Access in Islamorada, holiday rental in Islamorada

Luxurious 4-Bedroom Home with Private Pool and Beach Access in Islamorada

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Venetian Shores 5bed 7b, Pool , Spa, Boat lifts, open for Oct 2024, holiday rental in Islamorada
Venetian Shores 5bed 7b, Pool , Spa, Boat lifts, open for Oct 2024, holiday rental in Islamorada
Venetian Shores 5bed 7b, Pool , Spa, Boat lifts, open for Oct 2024, holiday rental in Islamorada

Venetian Shores 5bed 7b, Pool , Spa, Boat lifts, open for Oct 2024

Holiday Rental House
5 bedrooms
8 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms, holiday rental in Islamorada
Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms, holiday rental in Islamorada
Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms, holiday rental in Islamorada

Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Enjoy a Hassle-free Stay! Unit w/ Full Kitchen, Beachfront, Outdoor Pool, holiday rental in Islamorada
Enjoy a Hassle-free Stay! Unit w/ Full Kitchen, Beachfront, Outdoor Pool, holiday rental in Islamorada
Enjoy a Hassle-free Stay! Unit w/ Full Kitchen, Beachfront, Outdoor Pool, holiday rental in Islamorada

Enjoy a Hassle-free Stay! Unit w/ Full Kitchen, Beachfront, Outdoor Pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip, holiday rental in Islamorada
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip, holiday rental in Islamorada
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip, holiday rental in Islamorada

Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Recently Renovated Luxury Townhome in Islamorada, Florida Keys, holiday rental in Islamorada
Recently Renovated Luxury Townhome in Islamorada, Florida Keys, holiday rental in Islamorada
Recently Renovated Luxury Townhome in Islamorada, Florida Keys, holiday rental in Islamorada

Recently Renovated Luxury Townhome in Islamorada, Florida Keys

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock, holiday rental in Islamorada
Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock, holiday rental in Islamorada
Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock, holiday rental in Islamorada

Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
2nd Floor Duplex on Gated Bayfront Property, holiday rental in Islamorada
2nd Floor Duplex on Gated Bayfront Property, holiday rental in Islamorada
2nd Floor Duplex on Gated Bayfront Property, holiday rental in Islamorada

2nd Floor Duplex on Gated Bayfront Property

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
FLORIDA KEYS, holiday rental in Islamorada
FLORIDA KEYS, holiday rental in Islamorada
FLORIDA KEYS, holiday rental in Islamorada

FLORIDA KEYS

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Best location in downtown Islamorada. Beach access and boat trailer parking!, holiday rental in Islamorada
Best location in downtown Islamorada. Beach access and boat trailer parking!, holiday rental in Islamorada
Best location in downtown Islamorada. Beach access and boat trailer parking!, holiday rental in Islamorada

Best location in downtown Islamorada. Beach access and boat trailer parking!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Gulf View Retreat * Bay Harbor, holiday rental in Islamorada
Gulf View Retreat * Bay Harbor, holiday rental in Islamorada
Gulf View Retreat * Bay Harbor, holiday rental in Islamorada

Gulf View Retreat * Bay Harbor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Showing results 1-50 of 814
Things to DoRestaurantsFlightsTravel StoriesCruisesCar Hire