
Holiday rentals in Southend-on-Sea
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Southend-on-Sea
Guests agree: these stays are highly rated for location, cleanliness and more.

Stunning Views over Garden & Valley
Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

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 !

Flat-on-Sea
Perfect location for convenience. The Flat is situated just moments from Airport, Hospital, Roots Hall Stadium and Priory Park. Prittlewell Station is just a 22-minute walk away, and with the A127 nearby, you're well-connected to the rest of Southend and beyond. There are plenty of food shops and restaurants nearby, offering everything from quick bites to sit-down meals. Whether you're visiting for business, leisure, or a quick stopover, our space combines comfort with unbeatable convenience.

Light and Airy. En-suite with own private access.
Quiet open plan living space, one double bed. Separate shower room. Internet and SkyTV. Walking distance or 5 mins by car from train station into London via Southend Central station, bus route into town. 20 mins to Airport by car. Interesting country walks along Essex creeks and shore. Good food outlets and supermarket 3 mins away. Mini kitchen. Sitting area in garden. Well controlled pet welcome. Ideal for business trips and quiet getaways. Unrestricted free parking in the street.

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.

The secret hideaway (SS6)
Check-in is from 4pm. Check-out is by 10.00am. Early check in available for supplement as is check out. The Secret Hideaway is a self contained living space. Make use of the cooker to prepare a meal or relax watching your latest TV series. The bathroom is fully equipped with a power shower and is stylishly decorated with light grey tiles and white brickettes. Enjoy the comfort of a double bedroom equipped with bedside stylish cabinets and a clothes rail. Close to the A127.

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.

Thorpe bay beach deluxe 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.

Quiet and cosy self-contained garden lodge.
The Hutch is in Leigh-on-Sea, close to parks, Southend Airport (3.9miles), shops (0.5miles for Leigh-on-Sea & 3.9miles for Southend High Street), the Estuary (1.5miles), Cliffs Pavilion (2.3miles) and the hospital (1.5miles). You’ll love my place because of the location, it's privacy as it's a self-contained lodge with its own access, and courtyard as well as off street parking My place is good for couples, solo adventurers, and business travelers.

Lovely studio for two in central Leigh on Sea
This is a very calm space decorated in F&B elephants breath paint with contrasting furnishings. A double bed + a sofa bed + travel cot. Cooking facilities, dining table table & 2 chairs. A microwave is situated in the utility room on the landing outside the studio door. Very nice shower room It’s ideal as a compact living space to use when visiting relatives or just on a break in lovely Leigh on Sea. No outside space is available.

Spacious 1 Bed flat. 5 min walk to beach & town.
Newly decorated ,Spacious 1 bed apartment. Less than 5 minute walk to sea-front and town centre. Brand new fitted kitchen and Electric Shower. Dog friendly with green space, ideal for dog walking, on the corner of the road and Southchurch Hall Gardens less than a 10 minute walk. I live above so any issues can be dealt with quickly. Free parking available both off road and permit parking. A perfect base for a seafront holiday.

Elegant Luxury Wedge Shaped 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.
Popular amenities for Southend-on-Sea holiday rentals
Other great holiday rentals in Southend-on-Sea

Bright and Cozy 1-bed studio near Southend Airport

The Stables

Southend W/ Parking, Private Garden and Beach Side

Stylish One Bedroom Apartment with Sea View

Entire Studio with private parking and balcony

Elegant, Victorian End of Terrace Town House

Central flat in Southend-on-Sea!

Bright modernised cottage with Estuary views
Quick stats about holiday rentals in Southend-on-Sea
Total holiday rentals
Explore 480 holiday rentals in Southend-on-Sea
Nightly prices starting at
Southend-on-Sea holiday rentals start at £7 per night before taxes and fees
Verified guest reviews
Over 16,140 verified reviews to help you choose
Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 90 rentals that welcome pets
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Wifi availability
470 of Southend-on-Sea holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southend-on-Sea rentals
4.7 Average rating
Southend-on-Sea stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Paris Holiday rentals
- London Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- Amsterdam Holiday rentals
- Thames River Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Central London Holiday rentals
- Apartment rentals Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Rentals with outdoor seating Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Rentals with a fireplace Southend-on-Sea
- Cottage rentals Southend-on-Sea
- Fitness-friendly rentals Southend-on-Sea
- Rentals with a patio Southend-on-Sea
- Rentals with a firepit Southend-on-Sea
- Waterfront rentals Southend-on-Sea
- Boutique hotel rentals Southend-on-Sea
- Family-friendly rentals Southend-on-Sea
- House rentals Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Flat rentals Southend-on-Sea
- Rentals with a washing machine and dryer Southend-on-Sea
- British Museum
- Covent Garden
- Buckingham Palace
- Big Ben
- Trafalgar Square
- Tower Bridge
- Wembley Stadium
- The O2
- London Bridge
- Hampstead Heath
- Emirates Stadium
- St. Paul's Cathedral
- St Pancras International
- ExCeL London
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Hampton Court Palace
- Kew Gardens
- Tower of London
- Chessington World of Adventures Resort