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Holiday rentals with breakfast in Southend-on-Sea

Find and book unique rentals with breakfast on Airbnb

Quick stats about holiday rentals with breakfast included in Southend-on-Sea

  • Total holiday rentals

    Explore 30 holiday rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,540 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Southend-on-Sea holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southend-on-Sea rentals

  • 4.8 Average rating

    Southend-on-Sea stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with breakfast in Southend-on-Sea

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite
Bungalow
4.93 out of 5 average rating, 15 reviews

Modern Medway Bungalow - 3BR Garden & Free Parking

Modern comfort meets convenience in this uniquely designed 3BR Medway bungalow. With stylish interiors, a private garden, secure off-road parking, it’s the perfect base for your stay. Just a 10-minute walk to the mainline station in Rainham town, you’ll reach London or the coast with ease. Families love the spacious design, while low-level access makes it welcoming for guests. Centrally located yet peaceful, this home offers everything you need for a stress-free, memorable trip @ The Apple Tree.

Top guest favourite
Guest house
4.93 out of 5 average rating, 121 reviews

'The Hideaway ' Sole Street, Cobham, Kent.

The Hideaway is situated in the heart of Kent in the rural village of Sole Street, Parish of Cobham & Luddesdown. We are walking distance to Sole Street Station on the Victoria line to London. Ebbsfleet & Meopham are a driving distance away so St Pancras and Victoria can be reached in 17 - 35 minutes. The location is great for people who love long walks & nature as we are surrounded by ancient unspoilt woodlands and rolling hills. We have a choice of three Forestry Commission Parks to visit.

Guest favourite
A living area is furnished with a dark leather sofa and an armchair, both adorned with teal accent pillows. A small side table holds decorative items, and a large framed artwork depicting ocean waves is displayed on the wall. Soft carpet covers the floor.
Home
4.91 out of 5 average rating, 35 reviews

Station Heights - 3 Bedroom House

Modernised luxury 3 bed town house in the Market Town of Rayleigh, self catering with SuperFast WiFi. Sleeps 5+, with kings &/or single beds, all laundry provided. 2 mins walk to Rayleigh Station, 10 mins by rail to Southend Airport and just 40 mins to central London. Parking for 2 cars. Perfect for leisure and business travellers Ideal for Workcations or Staycations & centrally located for easy access to restaurants, shops, local attractions & for the seaside or beautiful countryside.

Top guest favourite
Flat
4.98 out of 5 average rating, 331 reviews

The Lookout - Thorpe Bay beach apartments

The Lookout is situated directly on the sea front between Southend on sea and Thorpe bay. We have stunning sea views and our balcony is the perfect place to watch the sunset over Southend pier. The beach is right outside our front door and a 15 min walk along it will take you to Southend sea front, with its many arcades and Adventure island. The 1 bedroom luxury apartment has a king size bed, south facing balcony, full kitchen, stylish wet room, 50" curved tv, free wifi and a log burner.

Top guest favourite
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Apartment
4.99 out of 5 average rating, 432 reviews

Estuary Views Penthouse with Private Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Guest favourite
Home
4.95 out of 5 average rating, 112 reviews

Grade II 3-bed cottage• Free parking • Sonos & 5.1

Enjoy a stylish experience at this centrally-located cottage in the heart of Rochester. The Grade 2 listed cottage was built in the 1750s but has all the comforts of high end residential living. With SONOS speakers throughout, Sky TV and 5.1 Surround sound in the lounge you have the perfect retreat if you want to relax. Town is a two minute walk if you want a drink, or make your own at the cocktail bar. The lit terrace makes the perfect place to read , eat or party.

Top guest favourite
A cozy sitting area is displayed, featuring a leather sofa adorned with soft throws. A rustic coffee table sits in front, while a decorative screen separates the sleeping area. Exposed wooden beams contrast with the brick wall, enhancing the room's charm and character.
Guest house
4.94 out of 5 average rating, 572 reviews

Unique Tudor Barn conversion

Circa 1460's self contained barn conversion. Double bed. Shower room. Cosy sitting area with oil burning stove, private entrance, parking, stunning views, use of outdoor sitting area. Chelmsford 10 to 12 minute drive to city centre and railway station. Stansted 20 minute drive away, Broomfield Hospital and Farleigh Hospice 10 minute walk away. Buses to Colchester, Braintree and Chelmsford from outside front door. Chelmsford Park and Ride service is 5 minute drive.

Guest favourite
A large, modern annexe features a spacious patio area with a table and chairs, surrounded by greenery. The building blends traditional and contemporary designs, with a prominent red brick chimney. Ample outdoor space is visible, with a clear blue sky overhead.
Bungalow
4.94 out of 5 average rating, 270 reviews

Spacious Self-contained Annexe

Perfect for total isolation. A completely self-contained, large and modern refurbished annexe on a 300 year-old farm house near Chelmsford. The annexe is modern, spotlessly clean, very large, with fully-fitted kitchen, family bathroom, large ensuite, two large bedrooms, lounge & dinning room. Also a generous and private outside space, games room, ample parking & just 5 mins from the A12. It really is home-from-home, ideal for families, business and extended stays.

Top guest favourite
An open-plan space is showcased with a sloped ceiling, featuring a kitchenette equipped with modern appliances. Two plaid-patterned sofas are arranged comfortably, with a wooden bed visible in the background. Natural light enters through the window, illuminating the cozy atmosphere.
Tiny home
4.99 out of 5 average rating, 340 reviews

Oakwrights Boutique Studio/ B&B stunning Terling

Intimate self-contained barn conversion focusing on creating warm & inviting accommodation independent from main house. Due to the coronavirus, we’re taking extra steps to clean & sanitise frequently touched surfaces between reservations. Five mins Chelmsford City Racecourse, 4 mins Hatfield Peverel train station to London, 25 mins Stansted Airport, 30 mins Colchester. Oakwrights is in the middle of Chelmsford, Braintree and Witham all only 10 mins drive.

Superhost
Home
4.88 out of 5 average rating, 8 reviews

Charming Modern Cottage on Billericay High Street

Beautifully decorated cottage on Billericay High Street, perfect for couples, friends, or small families. Just a short 2 minute walk to the train station, cafés, restaurants, and shops. Cozy and stylish with everything you need for a comfortable stay. Ideal if traveling with a child—packed with toys and family amenities. Safe behind secure gates with parking, and close to popular wedding venues. True home from home, cosy getaway .

Top guest favourite
Apartment
4.96 out of 5 average rating, 27 reviews

Self contained bedroom & bathroom.

Self contained bedroom with work station. Sole access to shower room and patio area. Convenient to Elizabeth line (5 minute walk), A12 and M25. Single bed, desk and chair, tea and coffee. Great for return to the office or as a base for nights out in town. on-drive parking space out front and less than 5 minutes walk from also local shops, cafe, pub and restaurants. Lite breakfast available: cereal, milk, bowl and spoon.

Top guest favourite
A quaint wooden cottage is surrounded by greenery, featuring a rustic charm. A deck area with outdoor seating accommodates a wooden table surrounded by chairs. Colorful flowers bloom in the garden, while tall trees create a serene backdrop.
Barn
4.94 out of 5 average rating, 70 reviews

The Coach House

West Hanningield is a quiet village located 5 miles away from Chelmsford City centre. Ideal for walkers as being roughly midway on The St Peters Way which runs from Chipping Ongar to Bradwell on Sea. There are lots of smaller footpaths to enjoy locally too. There is a local pub within walking distance. The coach house is ideal for people attending events at local venues such as Crondon Park & Greenwoods in nearby Stock.

Popular amenities for rentals with breakfast in Southend-on-Sea