Family-friendly holiday rentals in Sandown

4.99 out of 5 average rating, 179 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!

Indoor spacesKitchenCondition

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, 171 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.

FamilyIndoor spacesGetting around

4.95 out of 5 average rating, 128 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

KitchenIndoor spacesGetting around

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.

4.99 out of 5 average rating, 199 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.

Indoor spacesFamilyParks

4.93 out of 5 average rating, 123 reviews

The image showcases a charming log cabin with blue double doors, framed by a spacious terrace lined with potted plants. A lounge chair is positioned near the entrance, creating a relaxing outdoor space. A small bistro set further enhances the cozy atmosphere.

Cabin in Shanklin

Self Contained Peaceful Log Cabin for two

May 25 - “Shanklin tops SUNSHINE ranking” Situated in a quiet cul-de-sac on the outskirts of Shanklin, a unique, secluded Log Cabin for ONE or TWO ADULTS or Parent/Child with secure/entry. It's a short, walk into town, offering shops, pubs, restaurants, takeaways, theatre, supermarkets, beach & the 'Old Village & Chine'. The Cabin offers a bijou studio style layout, with a standard size double bed, well equipped kitchenette, TV, WiFi, fridge/freezer, en-suite shower & terrace with gas BBQ.

Indoor spacesKitchenCheckout

4.97 out of 5 average rating, 115 reviews

A scenic view features golden hay bales scattered across a field, with a cluster of houses in the foreground. The coastline in the distance showcases cliffs and the sea, framed by a clear blue sky.

Condo in Isle of Wight

Chale Bay Farm - Needles' View

Needles' View at Chale Bay Farm is an air-conditioned family-friendly self-catering apartment with stunning views towards the Needles. The living area features a contemporary open-plan, fully-equipped kitchen with oven, hob, microwave, fridge, freezer, dishwasher and combined washer/dryer and adjacent dining and lounge/sun-room. Sleeps up to 4 (or 5 with sofa-bed or cot) but you can add more space by booking our stand-alone room Tennyson View or one or more of our other adjacent apartments.

FamilyKitchenAccess

5 out of 5 average rating, 13 reviews

Beach Front - Stunning! New! 2 bed

Panoramic ocean views from the living room! Vast sandy shore of Sandown beach a few steps away perfect for swimming, kayaking and paddle boarding or a relaxed stroll on the promenade. Dinosaur Isle, The Wildheart Animal Sanctuary, Sandham Gardens and numerous bars and restaurants. Town centre amenities. Approx 30 mins drive from ferry terminals. Parking on site and accessible ground floor step-free access. Welcome pack on arrival. Superking in master, twin bedroom. Sofa beds in living area.

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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, 324 reviews

Newchurch Nook, sunny garden cottage.

A beautiful open plan, self catering chalet. Space for Baby and a travel cot. A well behaved dog is welcome. 15% discount Ferry travel with Red Funnel. Situated on the Squirrel Trail/cycle path.Ideal for walkers,cyclists or anyone looking for a peaceful retreat. Woodburner, ideal for cosy nights in. All logs supplied. Private secure south facing garden with table & chairs. Safe store for bikes. Free parking. Free Wifi. Award winning Pointer Inn & Garlic Farm within walking distance.

Indoor spacesKitchenNearby

4.97 out of 5 average rating, 264 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.

Indoor spacesKitchenBiking

4.86 out of 5 average rating, 159 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!

FamilyIndoor spacesBathroom

4.98 out of 5 average rating, 145 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.

KitchenIndoor spacesAccess

5 out of 5 average rating, 144 reviews

A newly built property is situated on an elevated site, surrounded by lush greenery. The structure features a light exterior with large windows and a spacious deck with railings. Brightly colored decorations enhance the outdoor area, providing a welcoming entry point to the home.

Cottage in Ventnor

Fisherman's Loft A Unique Cottage By The Sea

Welcome to Fisherman's Loft a newly built property on the site of an original fisherman's boathouse in the heart of Wheelers Bay. We have purpose built this accommodation to comprise of open plan living space fully equipped , two double bedrooms a feature bathroom and a shower room. Views from the living room and deck are unsurpassed to the sea. The property is a level walk from the bars and restaurants that Ventnor offers.

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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, 960 reviews

Luxury Studio with Hot Tub & Sauna

Indoor spacesKitchenBathroom

4.98 out of 5 average rating, 161 reviews

A vibrant garden borders the side of the annexe, featuring colorful flowers in various hues, including pink, yellow, and white. This lush area is complemented by a gravel pathway and the wooden exterior of the annexe, creating a welcoming outdoor setting.

Cottage in Denmead

Adorable Detached 1 bedroom Annexe with hot tub

Indoor spacesKitchenHot tub

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

Indoor spacesFamilyTV

4.79 out of 5 average rating, 106 reviews

Bungalow in Godshill

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

Indoor spacesFamilyDecor

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, 240 reviews

River Rose Retreat Shepherds Hut, view and hot tub

FamilyKitchenValue

4.98 out of 5 average rating, 115 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

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Superhost

Home in Bosham

4.89 out of 5 average rating, 290 reviews

Cedar House - Pool & Spa Complex

FamilyKitchenComfort

Tiny home in Isle of Wight

4.98 out of 5 average rating, 123 reviews

Luxury TinyHome • HotTub • Garden • Walk to Beach

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Family- and pet-friendly home rentals

4.98 out of 5 average rating, 289 reviews

The image features a serene waterfront scene at dusk, with a pink and blue sky reflecting on the calm water. The weathered stone wall encloses a small harbor, while historic buildings are positioned nearby, contributing to the tranquil ambiance.

Cottage in Hampshire

Adventure Prospect - Historic Waterfront Cottage

KitchenFamilyParking

4.99 out of 5 average rating, 206 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

Indoor spacesKitchenParking

4.89 out of 5 average rating, 365 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

FamilyIndoor spacesQuiet

4.98 out of 5 average rating, 120 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

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Campervan/RV in Isle of Wight

4.94 out of 5 average rating, 17 reviews

Island Retreat plus 25% off ferry travel

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4.91 out of 5 average rating, 162 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

Indoor spacesKitchenTV

A modern bungalow features a simple stone facade and large windows, allowing ample natural light. Two white chairs are positioned on the grassy area outside. The landscape shows well-maintained grass and surrounding trees, contributing to a serene environment.

4.83 out of 5 average rating, 173 reviews

2 Bedroom, Ferry Discount

FamilyKitchenOutdoor spaces

4.95 out of 5 average rating, 234 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.

KitchenFamilyCheckout

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 193 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

Indoor spacesKitchenHospitality

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

KitchenIndoor spacesParks

4.86 out of 5 average rating, 150 reviews

Large glass doors frame a view of the sea and sky at sunset, with soft hues reflecting off the water. A comfortable white chair is visible on the deck, alongside a colorful rug that adds a touch of warmth to the interior.

Bungalow in Warsash

Bright beachside home with far reaching sea view.

KitchenFamilyView

4.86 out of 5 average rating, 118 reviews

An outdoor heated pool is surrounded by tiled decking and sun loungers, offering ample space for relaxation. A nearby building provides changing facilities and additional seating. The sky is partly cloudy, creating a serene atmosphere for leisure activities.

Holiday park in Warsash

Lodge by the sea to cater for all ages

FamilyIndoor spacesGetting around

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

Indoor spacesFamilyBeach

4.96 out of 5 average rating, 291 reviews

The converted boathouse is set among lush greenery, with large windows offering views of the water. A spacious patio extends towards the pool area, which is bordered by trees and features multiple seating options. The serene creek can be seen in the background.

Villa in Isle of Wight

5* waterside luxury boathouse - pool & log-burner

FamilyIndoor spacesPool

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 spacesKitchenOutdoor spaces