Caribbean Daily - Vacation Rentals in Southend Pier

Cosy Stylish house near Southend - Pass the Keys From US $188
         

Pass the Keys Stunning house in Leigh From US $310
         

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10.0 (4 Reviews)
House
  • Parking
  • View
  • Accessibility
The Beaches Guest House From US $180
         

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9.8 (325 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
Elegant, Victorian End of Terrace Town House From US $282
         

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10.0 (1 Review)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
Beautiful house in Thorpe Bay - Pass the Keys From US $364
         

Seaside Escape From US $227
         

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10.0 (1 Review)
Apartment
  • Parking
  • View
  • Private Beach
Cosy Flat in Leigh | Sea View - Pass the Keys From US $243
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Ivy Comfy Stay with Shared Bathroom From US $113
         

10.0 (1 Review)
House
  • TV
  • Security/Safety
  • Bedding/Linens
Estuary Views Penthouse 🖤 Beachfront with Parking From US $208
         

Stunning new penthouse in the Center of Southend From US $207
         

9.4 (3 Reviews)
Apartment
  • Parking
  • Designated Smoking Area
  • TV
Ocean Breeze. Cosy beachside retreat. From US $308
         

9.0 (4 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Stylish 2BR Flat | Westcliff Seafront Stay From US $216
         

Shoebury Lodge near Sea front in Southend From US $189
         

Chic | City Studio | Seafront + High Street From US $120
         

8.0 (1 Review)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Fisherman's Cottage Old Leigh From US $346
         

6.8 (3 Reviews)
Cottage
  • TV
  • View
  • Ocean View
Pro Tip: Caribbeandaily makes it easy to compare the best listings on Caribbeandaily homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Caribbeandaily homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Southend Pier.

Weather in Southend Pier

View the weather forecast for Southend Pier before booking your Southend Pier Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F

Southend Pier Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Southend Pier?
How many vacation rentals are available in Southend Pier?

Currently, the total number of properties listed in 2026 is over 487 in the Southend Pier area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Southend Pier.