Tiptoe Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Tiptoe

Exterior
The Cliff House Hotel

Holiday Home in New Milton

4.0 star property
9.4 out of 10, Exceptional, (403)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
The price is S$291
includes taxes & fees
3 Dec - 4 Dec
The Cliff House Hotel
Front of property
room2 Southampton Hometel

Aparthotel in Southampton City Centre

4.0 star property
9.4 out of 10, Exceptional, (1170)
"Welcoming staff, clean rooms, cosy reception area, nicely decorated rooms and amenities. Chic bar/cafe/food and work area. Was perfect for my trip, close to the docks and centre of Southampton for tours, shopping and history."
United States
Fiona
The price is S$126
includes taxes & fees
1 Jan - 2 Jan, 2026
room2 Southampton Hometel
Property amenity
Holiday Home With Hot Tub & Sauna

Holiday Home in Bournemouth

4.0 star property
9.0 out of 10, Wonderful, (4)
" What the full holiday with my kids thanks guys"
United Kingdom
Ayhan
The price is S$585
includes taxes & fees
3 Dec - 4 Dec
Holiday Home With Hot Tub & Sauna
Premium bedding, Select Comfort beds, desk, laptop workspace
Pinnacle Suites

Aparthotel in Cowes

3.0 star property
9.8 out of 10, Exceptional, (25)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is S$267
includes taxes & fees
3 Dec - 4 Dec
Pinnacle Suites
Private kitchen
2 Bed Flat - Sleeps 4 - Parking - Wifi

Apartment in The Polygon

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great apartment, super friendly host!"
United Kingdom
Amy
The price is S$179
includes taxes & fees
7 Dec - 8 Dec
2 Bed Flat - Sleeps 4 - Parking - Wifi
Exterior
Southampton retreat-Hot Tub-Pool-Parking

Apartment in Shirley

2.0 star property
7.0 out of 10, Good, (2)
"Serene location. Nice property. "
United Kingdom
Theertha
The price is S$252
includes taxes & fees
16 Dec - 17 Dec
Southampton retreat-Hot Tub-Pool-Parking
Interior
5 Yarmouth Cottages

Cottage in Freshwater

3.5 star property
9.4 out of 10, Exceptional, (3)
"Convenient and spotlessly clean small cottage is a great base for exploring the IoW. Only slight downside is that the proximity to other guests means sitting outside can be a little bit of an exercise in hearing other people’s conversation! This small point aside, can recommend for a short stay. "
United Kingdom
Clive
The price is S$551
includes taxes & fees
8 Dec - 9 Dec
5 Yarmouth Cottages
Balcony view
Southampton Serviced Apartment

Apartment in Bassett

4.0 star property
8.4 out of 10, Very good, (177)
"Close to workplace. Nice heated apartment, has all the things you would need highly recommend. "
United Kingdom
Sheena
The price is S$250
includes taxes & fees
7 Dec - 8 Dec
Southampton Serviced Apartment
6 bedrooms, free WiFi, bed sheets
Blue Vista

Holiday Home in Bournemouth

4.0 star property
The price is S$1,850
includes taxes & fees
10 Dec - 11 Dec
Blue Vista
6 bedrooms, Egyptian cotton sheets, premium bedding, Select Comfort beds
Pamper House Holiday Home And Annex

Holiday Home in Ferndown

3.0 star property
Pamper House Holiday Home And Annex
Interior
4thedome

Apartment in New Milton

3.5 star property
9.4 out of 10, Exceptional, (12)
"Had a lovely stay in this apartment . It was excellent. Very very clean and comfortable, with everything you could need and a lot of little extras. Just a couple of steps over to the clifftop in Barton on sea. Would definitely stay again."
United Kingdom
Stephen
The price is S$231
includes taxes & fees
10 Dec - 11 Dec
4thedome
Marina
Daisy Haven in Southampton

Residence in Bassett Green

2.0 star property
The price is S$274
includes taxes & fees
7 Dec - 8 Dec
Daisy Haven in Southampton
Beach nearby
Medina by The Solent

Cottage in Cowes

2.0 star property
The price is S$524
includes taxes & fees
6 Dec - 7 Dec
Medina by The Solent
Miscellaneous
Beddoe Apartments

Apartment in Eastleigh

3.0 star property
8.2 out of 10, Very good, (19)
"Ideal for couple of nights stay. Easy parking was a bonus. "
United Kingdom
Alan
The price is S$325
includes taxes & fees
12 Dec - 13 Dec
Beddoe Apartments
Interior
The Carthouse

Cottage in Newport

3.5 star property
10.0 out of 10, Exceptional, (1)
"What a fantastic place to stay. All amenities available in the cottage. Clean comfortable and bigger than the pictures give it justice. Friendly welcome with milk and cookies. Large garden to rear of property. Great central location."
United Kingdom
Susan
The price is S$488
includes taxes & fees
16 Dec - 17 Dec
The Carthouse
Shared kitchen
Bayview Apartments

Apartment in Southampton City Centre

2.0 star property
8.0 out of 10, Very good, (3)
"To be honest although the apartment was really nice we didn’t have hardly any knives and forks and spoons for 5 people, the fridge was filthy and the cooking equipment was old worn out and filthy. For nearly £300 for one night we expected better "
United Kingdom
Derek
The price is S$479
includes taxes & fees
3 Dec - 4 Dec
Bayview Apartments
Marina
Whitfield P10

Cottage in Yarmouth

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$661
includes taxes & fees
6 Dec - 7 Dec
Whitfield P10
Beach
The Cottage

Cottage in Wimborne

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful cottage, really huge lounge and lots of fields around. Host Dawn was super helpful and the cottage had everything you needed. The showers were great and super clean, I always found that the pictures always look better than the actual place when you arrive, but this was even better in person. This is our first time renting a cottage rather than a hotel, and we're taking our puppy. We will be back with the whole family this time to enjoy it again."
United Kingdom
manjit
The price is S$747
includes taxes & fees
9 Dec - 10 Dec
The Cottage
Fridge, dishwasher, electric kettle, toaster
The Retreat

Cottage in Freshwater

3.0 star property
The price is S$529
includes taxes & fees
19 Dec - 20 Dec
The Retreat
Interior
Swanage Town Apartment

Cottage in Swanage

3.5 star property
The price is S$572
includes taxes & fees
9 Dec - 10 Dec
Swanage Town Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Black Friday Sale

Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Tiptoe Hotel Reviews

voco Southampton by IHG

voco Southampton by IHG

10/10 Excellent
"Great location for cruise terminal. Clean and spacious room. Fabulous breakfast choice. Will definitely use again."
Kyla 1-night trip
Posted 18 hours ago
voco Southampton by IHG

Frequently asked questions

Can I find a holiday rental in Tiptoe?

Yes, there are holiday rentals close to the most popular sights in Tiptoe, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tiptoe has to offer?

The Cliff House Hotel: This holiday home rental outside of Tiptoe offers a terrace, a garden and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Tiptoe?

Expedia has 4 holiday rentals for your stay in Tiptoe.

What’s there to see and do in Tiptoe?

Explore the area and family-friendly sights such as Bournemouth Pier, or get out into nature at a spot like Milford on Sea Beach. In the wider area, you’ll find Southampton Cruise Terminal and SenSpa at Careys Manor Hotel.

What’s a holiday rental in Tiptoe like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tiptoe. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for small groups.