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Holiday Homes near Anne's Beach

Islamorada, Florida 33036
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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
32 rentals 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 in Islamorada

Adorable canal front Pool Home in Plantation Key

Holiday Rental House
23.2 kilometres from Anne's Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Maison 308 Seaside Cove, holiday rental in Islamorada
Maison 308 Seaside Cove, holiday rental in Islamorada
Maison 308 Seaside Cove, holiday rental in Islamorada

Maison 308 Seaside Cove

Holiday Rental House
11.7 kilometres from Anne's Beach
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Room with Private Access & Breathtaking Views, holiday rental in Islamorada
Beachfront Room with Private Access & Breathtaking Views, holiday rental in Islamorada
Beachfront Room with Private Access & Breathtaking Views, holiday rental in Islamorada

Beachfront Room with Private Access & Breathtaking Views

Holiday Rental House
17.4 kilometres from Anne's Beach
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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4 Scenic Marina View Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking, holiday rental in Islamorada
4 Scenic Marina View Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking, holiday rental in Islamorada
4 Scenic Marina View Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking, holiday rental in Islamorada

4 Scenic Marina View Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking

Holiday Rental House
17.4 kilometres from Anne's Beach
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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4 Family-friendly Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking, holiday rental in Islamorada
4 Family-friendly Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking, holiday rental in Islamorada
4 Family-friendly Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking, holiday rental in Islamorada

4 Family-friendly Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking

Holiday Rental House
17.4 kilometres from Anne's Beach
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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BAY UNIT! 3-bedroom townhome in beautiful Islamorada with full amenities, holiday rental in Islamorada
BAY UNIT! 3-bedroom townhome in beautiful Islamorada with full amenities, holiday rental in Islamorada
BAY UNIT! 3-bedroom townhome in beautiful Islamorada with full amenities, holiday rental in Islamorada

BAY UNIT! 3-bedroom townhome in beautiful Islamorada with full amenities

Holiday Rental House
21.9 kilometres from Anne's Beach
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Paradise Found at Exec Bay w/Heated pool, tennis/pickleball, holiday rental in Islamorada
Paradise Found at Exec Bay w/Heated pool, tennis/pickleball, holiday rental in Islamorada
Paradise Found at Exec Bay w/Heated pool, tennis/pickleball, holiday rental in Islamorada

Paradise Found at Exec Bay w/Heated pool, tennis/pickleball

Holiday Rental House
22.2 kilometres from Anne's Beach
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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360 DEGREE WATERVIEW HOUSEBOAT, holiday rental in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT, holiday rental in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT, holiday rental in Islamorada

360 DEGREE WATERVIEW HOUSEBOAT

Holiday Rental House
14.0 kilometres from Anne's Beach
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wander Islamorada Shores, holiday rental in Islamorada
Wander Islamorada Shores, holiday rental in Islamorada
Wander Islamorada Shores, holiday rental in Islamorada

Wander Islamorada Shores

Holiday Rental House
20.9 kilometres from Anne's Beach
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Casa del Mar, Islamorada "One of the most romantic destinations in the world", holiday rental in Islamorada
Casa del Mar, Islamorada "One of the most romantic destinations in the world", holiday rental in Islamorada
Casa del Mar, Islamorada "One of the most romantic destinations in the world", holiday rental in Islamorada

Casa del Mar, Islamorada "One of the most romantic destinations in the world"

Holiday Rental House
13.7 kilometres from Anne's Beach
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Stay Perfect for Island Couple Retreat | Suite w/ Balcony, holiday rental in Islamorada
Beachfront Stay Perfect for Island Couple Retreat | Suite w/ Balcony, holiday rental in Islamorada
Beachfront Stay Perfect for Island Couple Retreat | Suite w/ Balcony, holiday rental in Islamorada

Beachfront Stay Perfect for Island Couple Retreat | Suite w/ Balcony

Holiday Rental House
17.4 kilometres from Anne's Beach
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Luxurious Venetian Shores Pool Paradise - Your Dream Getaway Awaits!, holiday rental in Islamorada
Luxurious Venetian Shores Pool Paradise - Your Dream Getaway Awaits!, holiday rental in Islamorada
Luxurious Venetian Shores Pool Paradise - Your Dream Getaway Awaits!, holiday rental in Islamorada

Luxurious Venetian Shores Pool Paradise - Your Dream Getaway Awaits!

Holiday Rental House
20.0 kilometres from Anne's Beach
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beachside Solace: Room for Your Perfect Vacation | 3 Family Ready Stays, holiday rental in Islamorada
Beachside Solace: Room for Your Perfect Vacation | 3 Family Ready Stays, holiday rental in Islamorada
Beachside Solace: Room for Your Perfect Vacation | 3 Family Ready Stays, holiday rental in Islamorada

Beachside Solace: Room for Your Perfect Vacation | 3 Family Ready Stays

Holiday Rental House
17.4 kilometres from Anne's Beach
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Marina Room with Direct Beach Access | Islamorado Ultimate Retreat, holiday rental in Islamorada
Marina Room with Direct Beach Access | Islamorado Ultimate Retreat, holiday rental in Islamorada
Marina Room with Direct Beach Access | Islamorado Ultimate Retreat, holiday rental in Islamorada

Marina Room with Direct Beach Access | Islamorado Ultimate Retreat

Holiday Rental House
17.4 kilometres from Anne's Beach
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Isla Cove Collection: Sleeps 12, All Ensuite Bedrooms, Waterfront, holiday rental in Islamorada
Isla Cove Collection: Sleeps 12, All Ensuite Bedrooms, Waterfront, holiday rental in Islamorada
Isla Cove Collection: Sleeps 12, All Ensuite Bedrooms, Waterfront, holiday rental in Islamorada

Isla Cove Collection: Sleeps 12, All Ensuite Bedrooms, Waterfront

Holiday Rental House
13.7 kilometres from Anne's Beach
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Winter Escape, Modern 3-bedroom plus Loft, Heated Pool, Beach, Fishing Pier, holiday rental in Islamorada
Winter Escape, Modern 3-bedroom plus Loft, Heated Pool, Beach, Fishing Pier, holiday rental in Islamorada
Winter Escape, Modern 3-bedroom plus Loft, Heated Pool, Beach, Fishing Pier, holiday rental in Islamorada

Winter Escape, Modern 3-bedroom plus Loft, Heated Pool, Beach, Fishing Pier

Holiday Rental House
22.2 kilometres from Anne's Beach
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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3-bedroom townhome in charming Islamorada with AC, WiFi, holiday rental in Islamorada
3-bedroom townhome in charming Islamorada with AC, WiFi, holiday rental in Islamorada
3-bedroom townhome in charming Islamorada with AC, WiFi, holiday rental in Islamorada

3-bedroom townhome in charming Islamorada with AC, WiFi

Holiday Rental House
21.9 kilometres from Anne's Beach
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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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
17.4 kilometres from Anne's Beach
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Islamorada's Premier Boating Neighborhood; Venetian Shores. A boaters paradise., holiday rental in Islamorada
Islamorada's Premier Boating Neighborhood; Venetian Shores. A boaters paradise., holiday rental in Islamorada
Islamorada's Premier Boating Neighborhood; Venetian Shores. A boaters paradise., holiday rental in Islamorada

Islamorada's Premier Boating Neighborhood; Venetian Shores. A boaters paradise.

Holiday Rental House
20.1 kilometres from Anne's Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Beach Getaway | 3 Relaxing Rooms w/ Balcony | Free Parking, holiday rental in Islamorada
Family Beach Getaway | 3 Relaxing Rooms w/ Balcony | Free Parking, holiday rental in Islamorada
Family Beach Getaway | 3 Relaxing Rooms w/ Balcony | Free Parking, holiday rental in Islamorada

Family Beach Getaway | 3 Relaxing Rooms w/ Balcony | Free Parking

Holiday Rental House
17.4 kilometres from Anne's Beach
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Nautica - Monthly 4 BR home on bay in Islamorada - Upper Matecumbe Key, holiday rental in Islamorada
Nautica - Monthly 4 BR home on bay in Islamorada - Upper Matecumbe Key, holiday rental in Islamorada
Nautica - Monthly 4 BR home on bay in Islamorada - Upper Matecumbe Key, holiday rental in Islamorada

Nautica - Monthly 4 BR home on bay in Islamorada - Upper Matecumbe Key

Holiday Rental House
15.0 kilometres from Anne's Beach
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Charming 3-bedroom townhome in fabulous Islamorada seconds from the bay!, holiday rental in Islamorada
Charming 3-bedroom townhome in fabulous Islamorada seconds from the bay!, holiday rental in Islamorada
Charming 3-bedroom townhome in fabulous Islamorada seconds from the bay!, holiday rental in Islamorada

Charming 3-bedroom townhome in fabulous Islamorada seconds from the bay!

Holiday Rental House
21.9 kilometres from Anne's Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking and Pool, holiday rental in Islamorada
Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking and Pool, holiday rental in Islamorada
Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking and Pool, holiday rental in Islamorada

Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking and Pool

Holiday Rental House
17.4 kilometres from Anne's Beach
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!, holiday rental in Islamorada
Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!, holiday rental in Islamorada
Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!, holiday rental in Islamorada

Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!

Holiday Rental House
14.6 kilometres from Anne's Beach
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Island Getaway: Relaxing Room w/ Balcony Steps to Sandy Beach, holiday rental in Islamorada
Island Getaway: Relaxing Room w/ Balcony Steps to Sandy Beach, holiday rental in Islamorada
Island Getaway: Relaxing Room w/ Balcony Steps to Sandy Beach, holiday rental in Islamorada

Island Getaway: Relaxing Room w/ Balcony Steps to Sandy Beach

Holiday Rental House
17.4 kilometres from Anne's Beach
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming 3-bedroom condo with WiFi and AC in delightful Islamorada, holiday rental in Islamorada
Charming 3-bedroom condo with WiFi and AC in delightful Islamorada, holiday rental in Islamorada
Charming 3-bedroom condo with WiFi and AC in delightful Islamorada, holiday rental in Islamorada

Charming 3-bedroom condo with WiFi and AC in delightful Islamorada

Condo/Apartment
22.4 kilometres from Anne's Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ultimate Beach Relaxation: Resort w/ Marina and Outdoor Pool | Free Parking, holiday rental in Islamorada
Ultimate Beach Relaxation: Resort w/ Marina and Outdoor Pool | Free Parking, holiday rental in Islamorada
Ultimate Beach Relaxation: Resort w/ Marina and Outdoor Pool | Free Parking, holiday rental in Islamorada

Ultimate Beach Relaxation: Resort w/ Marina and Outdoor Pool | Free Parking

Holiday Rental House
17.5 kilometres from Anne's Beach
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gone Coastal! 3 bedroom 2 Bath house in Treasure Harbor! Minutes to the Sandbar!, holiday rental in Islamorada
Gone Coastal! 3 bedroom 2 Bath house in Treasure Harbor! Minutes to the Sandbar!, holiday rental in Islamorada
Gone Coastal! 3 bedroom 2 Bath house in Treasure Harbor! Minutes to the Sandbar!, holiday rental in Islamorada

Gone Coastal! 3 bedroom 2 Bath house in Treasure Harbor! Minutes to the Sandbar!

Holiday Rental House
20.9 kilometres from Anne's Beach
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Pool Home in Venetian Shores, holiday rental in Islamorada
Waterfront Pool Home in Venetian Shores, holiday rental in Islamorada
Waterfront Pool Home in Venetian Shores, holiday rental in Islamorada

Waterfront Pool Home in Venetian Shores

Holiday Rental House
20.6 kilometres from Anne's Beach
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Futura Yacht Club Bayfront Townhome with Endless Sunsets!, holiday rental in Islamorada
Futura Yacht Club Bayfront Townhome with Endless Sunsets!, holiday rental in Islamorada
Futura Yacht Club Bayfront Townhome with Endless Sunsets!, holiday rental in Islamorada

Futura Yacht Club Bayfront Townhome with Endless Sunsets!

Holiday Rental House
23.8 kilometres from Anne's Beach
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Beachfront Retreat in the Heart of Islamorado | Spacious Room w/ Balcony, holiday rental in Islamorada
Beachfront Retreat in the Heart of Islamorado | Spacious Room w/ Balcony, holiday rental in Islamorada
Beachfront Retreat in the Heart of Islamorado | Spacious Room w/ Balcony, holiday rental in Islamorada

Beachfront Retreat in the Heart of Islamorado | Spacious Room w/ Balcony

Holiday Rental House
17.4 kilometres from Anne's Beach
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Breathtaking Marina View Room w/ Balcony | 2 Family Ready Rooms w/ Pool Access, holiday rental in Islamorada
Breathtaking Marina View Room w/ Balcony | 2 Family Ready Rooms w/ Pool Access, holiday rental in Islamorada
Breathtaking Marina View Room w/ Balcony | 2 Family Ready Rooms w/ Pool Access, holiday rental in Islamorada

Breathtaking Marina View Room w/ Balcony | 2 Family Ready Rooms w/ Pool Access

Holiday Rental House
17.4 kilometres from Anne's Beach
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-32 of 32