Holiday rentals in Southend-on-Sea

Guest suite in Southend-on-Sea

4.92 out of 5 average rating, 570 reviews

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

4.92 out of 5 average rating, 73 reviews

Seaview City Lodge , 2- bedroom flat with Parking

A stylish experience in centrally-located apartment. Superb 2- bedroom, 2- En suite bathroom, flat with sea view. Fully equipped kitchen, large dining table and open plan, secluded balcony. Free allocated parking for one car on- site. This apartment is ideal for single travellers and couples. Maximum occupancy is three guests. Southend City beach is 10 minutes away, University of Essex campus and High Street are 5 minutes away. London Southend Airport is next stop on Greater Anglia line.

4.99 out of 5 average rating, 367 reviews

Apartment in Thorpe Bay

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.

4.98 out of 5 average rating, 130 reviews

Spacious g/f one bedroom annexe - Leigh on Sea

This spacious ground floor one bedroom annexe is situated in the charming town of Leigh-on-Sea. The annexe is joined to the main building by a locked acoustic door. A two minute walk to Bonchurch Park and a short walk to Belfairs Nature Reserve. Plenty of local shops within a 5-15 minute walk and a 20-30 minute walk to Leigh broadway, Old Leigh/beach and Leigh station. EV charger available. A small south-facing patio available for guest use. Off-road parking space.

Townhouse in Southend-on-Sea

5 out of 5 average rating, 8 reviews

Elegant, Victorian End of Terrace Town House

This stylish and beautifully interior designed three bedroom/2 bathroom, 3 storey Victorian Townhouse has recently been totally refurbished to an exceptionally high standard. It is located in an enviable position and centrally located in the heart of the historic and much sought after Clifftown Conservation Area. A short walk to the picturesque Cliff Gardens, local amenities, delightful eateries, the City Centre, the Seafront and both mainline railway stations.

Apartment in Southend-on-Sea

4.99 out of 5 average rating, 241 reviews

Freshly decorated 2025 Thorpe bay beach apartment

Seashells is a beautiful seafront apartment with amazing views over the Estuary. Sit back and watch the ships sail past or cross the road and you are on the beach. We are a short stroll from the main strip on Southend seafront but far enough away to avoid the crowds. There are plenty of bars and restaurants within walking distance. The 1 bedroom apartment has a king size bed, south facing balcony, full kitchen, modern shower room, 50" tv and free wifi.

4.89 out of 5 average rating, 112 reviews

Home in Southend-on-Sea

Unique Wedge Shaped Seaside Beach House

Make some memories in this unique and family-friendly house. The wedge is a unique house set over 3 floors in the shape of a wedge! A modern and fully renovated property offering a stylish luxury home away from home. An excellent location only 30 seconds walk from the beach, 2 minutes from Adventure Island theme park and surrounded by many lovely restaurants. 2 double bedrooms and a double sofa bed allows up to 6 guests.

4.92 out of 5 average rating, 12 reviews

Outstanding One Bedroom Apartment in Westcliff

TWL Properties are delighted to bring to the market this outstanding luxury development, offering 13 stunning 1 & 2 bedroom serviced apartments. Located opposite the Cliffs Pavilion and just moments from Westcliff Beach and Chalkwell Park. Westcliff train station for the C2C train, which provides easy access to London via London Fenchurch Street, is only 0.3 miles away. Southend Airport is under 10 minutes drive.

Superhost

4.88 out of 5 average rating, 26 reviews

1-bedroom serviced apartment in Westcliff on Sea

Beautifully refurbished 1-bedroom service apartment which is situated in the heart of Hamlet Court Road with immediate access to cafes, restaurants and shops and supermarkets. Less than five minutes to the Westcliff train station and less than 10 min to the beach. The flat is self catered comprising bedroom, bath, kitchen and living room with access to the Chéri’s Cafe. Guests enjoy 10% discount on food.

Superhost

Houseboat in Southend-on-Sea

4.89 out of 5 average rating, 38 reviews

The Pontoon | Beautiful Leigh Marina

Escape to The Pontoon - Your Floating Retreat at Leigh Marina Welcome to The Pontoon, an exquisite houseboat moored at the picturesque Leigh Marina. This stunning floating property offers an unparalleled blend of comfort and adventure, perfect for families, friends, or couples seeking a unique getaway. This stunning home offers fast Wi-Fi and free parking. Professionally managed by Pass The Keys

4.89 out of 5 average rating, 108 reviews

Home in Southend-on-Sea

Spacious House by the sea

A beautiful spacious home 2 large bedrooms New bathroom Spacious lounge T/v Room Separate dinning area Small Garden & Patio area Step outside and you are a few steps away from the beach and lovely Southchurch Park ( Lake , pretty garden , cafe , live music in the summer months ) Close to many great Restaurants & Cafes A Free Car Park is available directly opposite the house .

Superhost

Home in Southend-on-Sea

4.87 out of 5 average rating, 31 reviews

Cosy Stylish house in SouthChurch

Charming 2-Bedroom House in Southchurch, Near Southend Welcome to our cosy 2-bedroom house nestled in the peaceful neighbourhood of Southchurch, just a stone's throw away from the vibrant Southend-on-Sea! Perfect for families, couples, or solo travellers seeking a comfortable and convenient stay. Professionally managed by Pass The Keys

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Southend-on-Sea holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Southend-on-Sea

Cottage in Southend-on-Sea

4.94 out of 5 average rating, 16 reviews

Luxury Heritage Cottage- The Heart of Old Leigh

AmberRating, 5 stars3 weeks ago

Becky was responsive when we messaged. Lovely seaside cottage. ample space for the three adults. Nicely decorated and furnished. decorative linen. Nice bathroom and shower room. Loved the balcony and the views from the office area. Be prepared for parking to be a challenge. We didn't need to use parking but could see from how busy the parking was at the weekend we stayed. Great location for being in the heart of entertainment. This comes with noise at closing time but didn't bother us.

Guest house in Rettendon Common

4.97 out of 5 average rating, 33 reviews

Hilltop views - The Bailey Suite

JeffRating, 5 stars2 days ago

This place was perfect, I literally cannot fault it any way. Robert greeted us on arrival and was warm and friendly, he also helped with the local taxi company. The property itself was immaculate with everything you could ask for. An easy 5 star recommendation!

4.94 out of 5 average rating, 233 reviews

Private room in Rochford

Ensuite double & local transport on request.

ChrisRating, 5 stars1 week ago

The accommodation was immaculately presented. Extremely comfortable and good quality furniture etc. Very friendly host (David) explained everything simply and accurately.

Private room in Leigh-on-Sea

4.88 out of 5 average rating, 176 reviews

Attic room in central Leigh near seaside & airport

AlRating, 5 stars1 week ago

Rebecca’s home is an outstanding place to stay. At one end of the road are all the restaurants and bars you could ever need, at the other end is the sea. Rebecca and Si are wonderful hosts and the room was a delight I can’t recommend this too highly.

Private room in Southend-on-Sea

4.99 out of 5 average rating, 110 reviews

Room-on-Sea

CarolynRating, 5 stars2 weeks ago

A hidden Gem ! The room I stayed in was delightful. I loved the decor and the ambience. It was like the best boutique hotel ( at a fraction of the price.) Supercomfy bed, cotton waffle towels, espresso machine… Michael & Agne and dog Lando were all delightful and welcoming. Communication was fabulous and they provided me with oat milk on request. I cannot recommend their place or the delightful hospitality enough. It was a total pleasure staying at this hidden gem.