Vacation rentals with a pool in Hastings

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hastings

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Icklesham

4.97 out of 5 average rating, 195 reviews

Blackthorn is a luxurious, rural retreat for two.

Blackthorn is a luxurious retreat for two. Attached to the owner's home, and situated on the edge of Icklesham village, the property lies halfway between the ancient towns of Rye and Hastings. There is a distant view of the sea, and the garden is surrounded by beautiful AONB countryside. The cottage has a private, south facing verandah, and guests are welcome to use the heated, indoor swimming pool and outdoor hot tub throughout their stay but exclusively between the hours of 8.00am and 8.00pm.

Mar 10 – 17

G$41,744 GYD per night

Guest favorite

Guesthouse in England

4.91 out of 5 average rating, 80 reviews

Garden suite + private heated pool + free parking

The Stoat House is a self-contained guest house with breakfast items provided, private entrance & parking. The King Size bed has luxury 5* linen & the large heated salt-water swimming pool is for guests exclusive use by easy arrangement. The Stoat House has a rear sun deck and set in a stunning 1 acre flower garden surrounded by trees in a safe & quiet road in St Leonards on Sea, just 8 minutes drive to the beach. Ideal getaway for couples. (Not suitable for kids - please see policies & rules).

Aug 21 – 28

G$35,949 GYD per night

Guest favorite

Guesthouse in Hastings

4.9 out of 5 average rating, 202 reviews

Bright & Spacious Holiday Home With WiFi And GCH

Rorys Village No. 9 Our spacious and clean caravan is situated at Combe Haven in Hastings. It is in a perfect location on site, very close to the amenities but still in a quieter area of the park. With plenty to do on site, including indoor/outdoor pools with bowl flume, ‘Live Lounge’ which hosts a variety of shows for all the family, arcade, ‘Nature Rockz’, ‘Airspace’ sportsdrome which hosts various activities from wall climbing & archery to roller disco plus lots of exciting play areas.

Sep 5 – 12

G$21,025 GYD per night

Guest favorite

Cottage in Kent

4.99 out of 5 average rating, 246 reviews

Plantagenet Cottage: A Historic Hideaway with Pool

A delightful and unique country cottage with historical links to the Plantagenet Kings of England! It's tucked away, surrounded by mature gardens with views over the Eastwell Manor country estate. Plantagenet Cottage is full of character and charm, it's spacious, very private and relaxing . Our heated pool is great in Summer [closed in Winter]. Enjoy the beautiful Kent countryside, great pubs, a nearby Spa, beaches, Canterbury and lots more - or simply just chill out at the cottage !

Apr 22 – 29

G$78,210 GYD per night

Guest favorite

Cabin in Hastings

4.94 out of 5 average rating, 18 reviews

Dream…Stay…Hideaway

Our focus is a 5* quality stay and for you to enjoy a relaxing break, surrounded by home comforts. Our holiday home is a self catering 3 bedroom caravan, which comprises of a master king bedroom and two 2 bed single rooms, and a pull out sofa bed. There is a spacious shower room with toilet, and an additional en-suite to the master bedroom. To ensure your full comfort during the colder months we have central heating. We have French doors to a lovely sun deck with furniture provided.

Apr 14 – 21

G$26,204 GYD per night

Guest favorite

Camper/RV in Hastings

4.88 out of 5 average rating, 134 reviews

Prestige 8 Berth Caravan Combe Haven, Hastings (A)

Combe Haven is one of Havens flagship sites boasting an indoor and seasonal outdoor pool, footgolf course, nature reserve, sports bar, Playground, Air Drome activities centre, Launderette and much more. Within the entertainment complex there is an arcade appealing to all ages. The “Live Lounge”, which is your main entertainment venue for the evenings and also the “Mash & Barrel” restaurant. Site facilities, restaurants and Play Passes are managed and subject to availability by Haven.

Nov 22 – 29

G$22,172 GYD per night

Guest favorite

Home in East Sussex

4.86 out of 5 average rating, 92 reviews

Jacobs Lodge - Beauport Holiday Park

A home away from home with everything you could need for a short or long break. A luxury holiday home on a family friendly holiday park set in beautiful woodland area. Gas central heating, double-glazed, decked terrace, private woodland garden, fully equipped kitchen and parking for 2 cars. Playground, Heated outdoor swimming pool (small charge May - Sept, £1 per person per day), gym and clubhouse to use as well as the beautiful woodland to explore and ducks to feed.

Sep 14 – 21

G$25,137 GYD per night

Guest favorite

Place to stay in Tunbridge Wells

4.84 out of 5 average rating, 204 reviews

Poole Cottage, retreat near London and the coast.

Pool Cottage is a trendy little place, perfect for couples.Pool is attached to the cottage and guests are welcome to swim any time. Cottage is attached to 16th century Farm House but has a separate gate and private entrance and garden, independent from the house. Rural yet close to main town, London, beautiful Kent and Sussex country side and the coast. Lots of walks and great pubs within walking distance. We also have dogs and bees, country life!

Sep 15 – 22

G$25,076 GYD per night

Guest favorite

Cottage in Rotherfield

4.98 out of 5 average rating, 240 reviews

The Granary at Coes Vineyard, East Sussex

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Mar 6 – 13

G$49,802 GYD per night

Guest favorite

Vacation home in East Sussex

4.99 out of 5 average rating, 305 reviews

Sea View Holiday Flat + Pool & Spa in Countryside

Luxury studio flat with a spectacular view of the sea and countryside. New: Large private balcony to sunbathe and dine outside. Heated indoor swimming pool, steam room, gym, and outdoor hot tub. King size bed with en-suite, suitable for 2 people. Free high speed wifi throughout. Large smart TV with 200 satellite channels and free Netflix. Located in Hastings Country Park Nature Reserve, short walk to beach.

Jan 10 – 17

G$17,461 GYD per night

Guest favorite

Barn in Battle

4.98 out of 5 average rating, 191 reviews

➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!

2+ acres of outside space including a natural swimming pond, hot tub, seating areas, BBQ, hammocks, swing chairs, a couple of kid friendly dens to find and a family of chickens. Please help yourself to eggs for breakfast. • Fully equipped + stocked kitchen • Onsite, secured parking for several vehicles • Hot tub and Swimming Pond • Separate games room • Log burner in living room

Aug 8 – 15

G$144,242 GYD per night

Superhost

Home in Camber

4.88 out of 5 average rating, 196 reviews

Sea 'n' Stars with Views, Decking, Wifi & Netflix

Sea 'n' Stars is a family run Platinum Plus Holiday home set at the famous Camber Sands beach with 7 miles of golden sand. Refurbished in 2022! With all the modern amenities our contemporary accommodation will allow you to relax and unwind with views across rivers and fields or 5 minutes walk to the beach with plenty of activities in the area to keep you entertained...

Jan 3 – 10

G$24,350 GYD per night