Family-friendly holiday rentals in Sandown

4.99 out of 5 average rating, 180 reviews

Apartment in Ventnor

The Ocean Suite, Ventnor Beach (with Sauna)

Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife Awards, Best Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!

KitchenIndoor spacesValue

The exterior of a light-colored building is displayed, showcasing modern architectural features. Large, symmetrical windows with white trim are visible, allowing natural light to illuminate the interior. The entrance is marked by an archway, leading into the property.

4.98 out of 5 average rating, 172 reviews

1, Melville Street

In the heart of Sandown, very close to the magnificent beach, 1 Melville Street has been made into a bespoke ground floor Holiday Apartment with all the benefits of modern living with central heating. There is a stylish modern kitchen and bathroom. The property has been furnished in a vintage boutique style with period features. The rear yard provides safe storage for up to 4 cycles as Sandown is great for cycling holidays. 15% discount available on Red Funnel Car Ferry on completion of booking.

Indoor spacesFamilyLocation

4.95 out of 5 average rating, 131 reviews

An open plan space includes a spacious bed with a colorful floral duvet. A dining area with a table and chairs is visible, along with a sofa featuring bright cushions. Natural light floods in through multiple windows, and a modern shower room is seen on the right.

Guesthouse in Sandown

Beautiful open plan chalet Short walk to the beach

One of two beautiful holiday lets tucked away at the end of our lovery quiet garden. Situated directly on the cliff path with a short 3min walk down to the stunning sandy beach. Perfect for amazing cycle rides & walks. King size bed & sofabed perfect for 2 adults and 1 or 2 children or 3 adults. There is free parking to the front of the main house and a short walk to the property. A private shed for storing your bikes as well as body boards, bucket & spades & beach chairs are available for guest

FamilyIndoor spacesHiking

Cottage in Nettlestone and Seaview

A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.

5 out of 5 average rating, 201 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

FamilyKitchenLong stay

4.97 out of 5 average rating, 266 reviews

The timber hut is depicted with a welcoming front porch surrounded by greenery. A wooden deck features a picnic table and two lounge chairs, providing an inviting space to relax. Glass doors create a seamless entry to the spacious interior, accentuated by natural light.

Hut in Shanklin

The Hikers' Hut, clifftop view on the Coastal Path

The Hikers' Hut at Highcliff, is a magical timber hut with stunning sea views over the east coast of the Isle of Wight. Situated on the cliff edge 100m above the shoreline between Shanklin and Ventnor, the famous Isle of Wight Coastal Path is at the front gate. The Hut borders a National Trust field and is a perfect cabin for hikers, bird watchers, beach goers and nature lovers. With its own separate entrance and garden, it sits in the apple orchard of Highcliff Estate, Luccombe.

FamilyIndoor spacesTV

4.86 out of 5 average rating, 160 reviews

Beachfield 2 bedroom Apartment 1 min from beach

Beautiful, modern 1st floor apartment with a large balcony with some sea & cliff views, Sleeps up to 6 (up to 4 adults+2 children or 5 adults) 4 in the 2 bedrooms & a double sofa bed in the lounge 1 min from the beach, pier,restaurants , shops etc (PO36 8LT). Parking: allocated parking space at the nearby hotel car park (1 min walk from the apartment), also there is unrestricted parking on the road opposite. We provide LARGE discounts for ferry crossings, please message us!

KitchenFamilyParking

4.92 out of 5 average rating, 146 reviews

Rolling fields are dotted with hay bales, leading to a view of coastal cliffs and the sea. A cluster of buildings is visible in the foreground, with a backdrop of clear blue skies and distant white cliffs along the shore.

Condo in Isle of Wight

Chale Bay Farm - Tennyson View

A fabulous stand-alone air-conditioned room with ensuite bathroom and private front door, ideal if you want a room only and to eat out or booking alongside our main self- catering apartments for extra friends & family. Mini-fridge, tea & coffee, smart TV, Blu-ray & WiFi. Super-king bed, sofa, armchair and ample wardrobe/drawer space. French windows look onto the personal patio with chairs and stunning sea and countryside views towards Tennyson Down and the Needles.

KitchenIndoor spacesCheck-in

Tiny home in Isle of Wight

4.98 out of 5 average rating, 125 reviews

Luxury TinyHome • HotTub • Garden • Walk to Beach

Award-winning luxury tiny home with a private Jacuzzi® hot tub, just moments from Ryde's sandy beach. Perfect for romantic breaks, coastal walks and relaxed island stays, The Cabana offers your own private garden, underfloor heating, a super-comfy kingsize bed with premium linen, superfast fibre WiFi and Nespresso coffee machine - all within easy walking distance of shops, cafes and the vibrant seafront at Ryde, Isle of Wight. Exclusive ferry discounts included.

KitchenFamilyCheckout

4.95 out of 5 average rating, 236 reviews

A spacious family room features a large, comfortable leather sofa adorned with various textured cushions. A patterned rug anchors the seating area, while a dining space is visible in the background. Modern kitchen appliances are positioned along the wall, complemented by an inviting light fixture.

Home in Apse Heath

1902 chapel. Family friendly. Parking & garden.

A beautifully converted chapel. Bright, spacious and lovely views from gallery, also a peaceful workspace. Wi-Fi. Pineapple Room with kingsize bed. Jungle Room twin beds. Lovely bathroom with shower over bath. Spacious family room with fully equipped kitchen, dining and lounge. Downstairs cloakroom. Designated onsite parking for one car. Enclosed garden ( access across car park through gate signed The Old Chapel). Ask me about bringing dogs please.

Indoor spacesKitchenView

4.98 out of 5 average rating, 147 reviews

The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.

Home in Lepe

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

KitchenFamilyHospitality

A distant view of the chalk cliffs of Culver, situated next to the sparkling blue sea, is framed by rooftops and greenery. The clear sky enhances the scenic landscape, creating a serene atmosphere that reflects the coastal charm of the area.

4.91 out of 5 average rating, 127 reviews

Spacious apartment close to beach

UP TO 25% OFF RED FUNNEL FERRY TRAVEL FOR NEW BOOKINGS MADE & COMPLETED BY 14 SEPTEMBER 2026. Rosie's Place is a bright and airy 1st floor split level apartment in a quiet area with views of Sandown Bay and within walking distance of the beach and High St. It's well equipped & beautifully presented with its own lovely sunny garden, free wifi and private off road parking.

Indoor spacesFamilyBiking

4.89 out of 5 average rating, 147 reviews

The exterior of the modern semi-detached house features a harmonious blend of brick and wooden panels. A tall, spiky palm tree is positioned prominently in the courtyard, surrounded by various shrubs and pebbled landscaping, enhancing the inviting entrance.

Home in Isle of Wight

'Seasalt', 2 bedroom house

'Seasalt', 2 bedroom house. Just a 2 muinute walk to the cliff top path that takes you to the lovely sandy beaches of Lake. The property comes with 1 off street parking space and a courtyard garden. Lake sits between Sandown & Shanklin where you can walk along the beach or cliff top path to either place. Local amenities & train station are in easy walking distance.

Indoor spacesFamilyTV

Popular amenities for Sandown family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Southbourne

An inviting outdoor space features a private hot tub surrounded by softly glowing lights. A wooden bar with tall stools stands alongside lush potted plants, creating a serene atmosphere for relaxation. The secluded area is enclosed by a rustic wooden fence adorned with decorative lights.

4.99 out of 5 average rating, 965 reviews

Luxury Studio with Hot Tub & Sauna

KitchenFamilyTV

4.96 out of 5 average rating, 137 reviews

The modern kitchen area is highlighted by blue cabinetry and natural wood accents. A large island with seating for three is positioned in front of a spacious countertop. Glass doors open to a sunny outdoor area, enhancing the open and inviting layout.

Home in East Wittering

Spacious Seaside Getaway • Short walk to beach

Indoor spacesFamilyBiking

4.95 out of 5 average rating, 101 reviews

A charming single-story house features a sloping roof and well-maintained garden. Lush greenery and blooming flowers surround the entrance. Clear blue skies provide a bright backdrop, while the home's inviting façade is complemented by large windows. A pathway leads to the front door.

Home in Isle of Wight

Modern, stylish home, games room, hot tub, beach

Indoor spacesKitchenCheck-in

4.94 out of 5 average rating, 290 reviews

A modern, newly constructed building features a triangular roof and expansive glass panels that allow natural light to flood the interior. The exterior showcases a blend of wooden cladding and brick, with a patio area visible, offering a spacious outdoor space.

Guesthouse in Hordle

Oak House Annexe in the New Forest

Indoor spacesKitchenBreakfast

4.8 out of 5 average rating, 108 reviews

Bungalow in Godshill

The Pool House · Hot Tub, Log Fire & Big Garden

KitchenFamilyPets

Shepherd’s hut in Southampton

An outdoor area displays a cozy shepherd's hut alongside a hot tub. Seating is arranged around a fire pit, with logs positioned for gathering. Green grass and trees create a natural backdrop, complemented by a shaded seating area under a canopy.

4.9 out of 5 average rating, 241 reviews

River Rose Retreat Shepherds Hut, view and hot tub

FamilyIndoor spacesTV

4.98 out of 5 average rating, 117 reviews

The exterior of the floating accommodation is illuminated at dusk, highlighting the modern design and large windows. A wooden walkway leads to the entrance, with outdoor seating visible on the private deck. Surrounding buildings can be faintly seen in the background.

Houseboat in Southampton

Rivers stays with hot tub

Indoor spacesFamilyRiver

Superhost

Home in Bosham

4.89 out of 5 average rating, 290 reviews

Cedar House - Pool & Spa Complex

FamilyKitchenCondition

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 142 reviews

Outdoor seating is provided on a patio area featuring a glass-top table and four grey chairs. An umbrella offers shade, while decorative bunting hangs above the window, contributing to a welcoming environment. The exterior is painted in soft blue tones.

Chalet in Sandown

2 bed chalet near the beach and tiger sanctuary

KitchenIndoor spacesAccess

4.89 out of 5 average rating, 366 reviews

The image depicts a wooden deck extending over calm water, framed by sleek black railings. In the background, trees display autumn foliage, and a sailboat is anchored nearby, reflecting lightly on the water's surface.

Houseboat in Wootton

Unique creekside floating home with adjacent cabin

Indoor spacesFamilyBreakfast

4.99 out of 5 average rating, 209 reviews

A charming brick building is seen nestled among lush greenery, with a gravel driveway leading to the entrance. The surrounding countryside features gently rolling hills under a cloudy sky, creating a serene and natural setting.

Cottage in Isle of Wight

Converted barn perfect for families and couples

KitchenIndoor spacesQuiet

Tiny home in Langbridge,Newchurch

The exterior of a charming chalet is showcased, featuring a combination of wooden panels and brick. Large glass doors are framed by flower boxes, and the garden area displays gravel and stone landscaping, bordered by a path leading to a secure garden gate.

4.95 out of 5 average rating, 325 reviews

Newchurch Nook, sunny garden cottage.

KitchenIndoor spacesBackyard

5 out of 5 average rating, 15 reviews

Beach Front - Stunning! New! 2 bed

Indoor spacesKitchenBeach

4.98 out of 5 average rating, 122 reviews

An outdoor dining area features a stylish table set with drinks and refreshments. Comfortable chairs surround the table, which has a glossy surface reflecting the clear blue sky and distant sea views. The surrounding trees provide a serene backdrop.

Home in Ventnor

Longwood Edge, a dream home by the Sea

FamilyKitchenCheck-in

4.78 out of 5 average rating, 92 reviews

A private patio area features a four-person hot tub beneath a dark parasol. Potted plants add greenery along the fence, which provides privacy. A stone tile surface surrounds the hot tub, while a simple outdoor dining table with chairs is arranged to one side.

Home in Sandown

11 Breakwater-Dog Friendly-Sandown Beach-Sleeps 6

KitchenFamilyBathroom

4.91 out of 5 average rating, 163 reviews

A bright master bedroom features a spacious bed dressed in a plaid blanket. Natural light floods the room through large windows framed by elegant wooden beams. A cozy ambiance is created by bedside lamps, and doors open to a balcony overlooking greenery.

Cottage in Ventnor

Woodland View

FamilyKitchenBackyard

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 196 reviews

A patio table is set for dining, featuring blue plates and glasses. A vase of sunflowers adds a cheerful touch. In the background, a green lawn leads to a view of the sea and distant boats, showcasing the serene coastal setting.

Bungalow in Warsash

Panoramic Sea Views, quiet, relaxed, cliffs, Beach

FamilyIndoor spacesComfort

4.99 out of 5 average rating, 131 reviews

A bright corner workspace features a small table with wooden legs and a minimalist design. Two potted plants are displayed on the table alongside stacked books. A comfortable chair is positioned nearby, with a cushioned window seat offering additional seating and natural light streaming in from large windows.

Barn in Wroxall

Idyllic, private & unique countryside holiday

Indoor spacesFamilyValue

4.99 out of 5 average rating, 120 reviews

The image showcases a spacious outdoor area featuring an 8-meter swimming pool and a private hot tub. A covered seating area with dining furniture is visible in the background, surrounded by well-maintained landscaping and clear blue skies.

Cabin in Portchester

Private Heated Pool & Hot Tub Escape

KitchenFamilyPool

4.99 out of 5 average rating, 139 reviews

A charming cottage is set against a clear blue sky, featuring a slate roof and multiple windows adorned with shutters. The entrance is approached via a gravel pathway, bordered by shrubs and greenery, leading to a slightly elevated lawn area behind.

Cottage in Isle of Wight

Rural Isle of Wight cottage with indoor pool use

KitchenIndoor spacesComfort

4.85 out of 5 average rating, 245 reviews

A bright, spacious exterior view of the railway carriage retreat is displayed under a clear blue sky. Lush green grass surrounds the property, and a covered patio area is shown, offering seating and potted plants. Trees in the background contribute to a peaceful atmosphere.

Apartment in Batchmere

Unique & Comfy Remodelled Railway Carriage

KitchenFamilyDecor

4.95 out of 5 average rating, 218 reviews

An outdoor dining area features a large table under a canopy of grapevines, surrounded by several chairs. A private swimming pool is visible in the background, complemented by lush greenery and a sunbathing area with lounge chairs.

Cottage in Lymington

Cosy cottage in nature reserve close to sea wall.

Indoor spacesKitchenComfort

Campervan/RV in Isle of Wight

4.94 out of 5 average rating, 18 reviews

Island Retreat plus 25% off ferry travel

Indoor spacesFamilyPool