Cuba Holiday Rentals

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Our top choices for Cuba holiday rentals

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Cuba
10.0 out of 10, Exceptional, (24)
"Beautiful private location. Perfect for my sisters and i to get away. Just down the road from our Grandparents old farm, so lots of extra memories for us. Thank you for everything! It was great!"
United States
Jessica B.
The price is NZ$259
includes taxes & fees
5 Jan - 6 Jan 2026
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Peaceful and quiet cabin with keypad entry for convenient self check in.

Peaceful and quiet cabin with keypad entry for convenient self check in.
Cuba
10.0 out of 10, Exceptional, (90)
"Was very clean and peaceful, excellent location. It was a pleasant experience. "
United States
Darren
The price is NZ$224
includes taxes & fees
12 Jan - 13 Jan 2026
Peaceful and quiet cabin with keypad entry for convenient self check in.

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Bourbon
9.8 out of 10, Exceptional, (26)
"Cute quaint place, easily accessible to meremec caverns and state Park. Kitchen had everything needed and check in and out was simple. Will definitely stay here again "
United States
Sarah M.
The price is NZ$234
includes taxes & fees
31 Dec - 1 Jan 2026
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
Saint James
10.0 out of 10, Exceptional, (52)
"Great stay!"
United States
Adria N.
The price is NZ$248
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Stylish 2Bdrm Bungalow | Walkable + Well Equipped
Rolla
9.8 out of 10, Exceptional, (28)
"Great communication and very nice place"
United States
Carla P.
The price is NZ$358
includes taxes & fees
31 Dec - 1 Jan 2026
Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill
2.0 star property
Saint James
10.0 out of 10, Exceptional, (18)
"Nice clean property wirh a good location for us!"
United States
John P.
The price is NZ$321
includes taxes & fees
1 Jan - 2 Jan 2026
Get Cozy in the Country - The Cottage on Luca Hill

Cozy Retreat Surrounded by Nature

Cozy Retreat Surrounded by Nature
Sullivan
10.0 out of 10, Exceptional, (12)
"Quiet, clean, excellent location and the absolute best hosts. Owners have clearly put a lot of attention to detail in the property."
United States
Amy A.
The price is NZ$329
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Retreat Surrounded by Nature

Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
The price is NZ$191
includes taxes & fees
31 Dec - 1 Jan 2026
Primitive Campsites with water spigot, toilets, and wifi!

The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
Saint James
9.8 out of 10, Exceptional, (27)
"Perfect for a weekend getaway. "
United States
Todd
The price is NZ$293
includes taxes & fees
1 Jan - 2 Jan 2026
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood

Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
Rolla
9.6 out of 10, Exceptional, (34)
"Super cute little house in a very convenient location."
United States
Cy B.
The price is NZ$358
includes taxes & fees
31 Dec - 1 Jan 2026
Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood

Cozy Home on the edge of Rolla!

Cozy Home on the edge of Rolla!
Rolla
9.6 out of 10, Exceptional, (14)
"Good property and decent amenities provided by the host ."
United States
Anonymous traveller
The price is NZ$265
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Home on the edge of Rolla!

Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (42)
"Amazing experience, it was our second time, we will stay again."
United States
Brittany T.
The price is NZ$281
includes taxes & fees
31 Dec - 1 Jan 2026
Lake Cabin near the Bourbeuse River

2BR | Pet-Friendly | Fenced Yard | Near Wineries

2BR | Pet-Friendly | Fenced Yard | Near Wineries
Saint James
10.0 out of 10, Exceptional, (21)
"We came for a little family get away and this was the perfect space to do so! "
United States
Trisha E.
The price is NZ$403
includes taxes & fees
31 Dec - 1 Jan 2026
2BR | Pet-Friendly | Fenced Yard | Near Wineries

Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •

Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
Saint James
10.0 out of 10, Exceptional, (34)
"This was our second stay at this location! Our family feels right at home here… clean, good location and all the amenities! "
United States
Christie C.
The price is NZ$328
includes taxes & fees
31 Dec - 1 Jan 2026
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •

Spacious 4BR | Sleeps 8 | 5 Min to S&T & Downtown

Spacious 4BR | Sleeps 8 | 5 Min to S&T & Downtown
Rolla
9.6 out of 10, Exceptional, (37)
"Great communication, very thoughtful with amenities and lovely quiet neighborhood!"
United States
Denver F.
The price is NZ$429
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious 4BR | Sleeps 8 | 5 Min to S&T & Downtown

Townside Blue House

Townside Blue House
Saint James
9.4 out of 10, Exceptional, (31)
"Only stayed for one night, worked for my needs"
United States
debra s.
The price is NZ$301
includes taxes & fees
6 Jan - 7 Jan 2026
Townside Blue House

The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!

The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!
Rolla
9.0 out of 10, Wonderful, (4)
"We enjoyed our stay. Everything was nice. It’s just an old house and it has a smoky, old smell to it. Great location for visiting Missouri Science &Tech. Great price too. "
United States
Mindy T.
The price is NZ$274
includes taxes & fees
1 Jan - 2 Jan 2026
The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!

The Bookend Loft Above Perched above historic Pine Street in downtown Rolla

The Bookend Loft Above Perched above historic Pine Street in downtown Rolla
Rolla Downtown Historic District
10.0 out of 10, Exceptional, (1)
"The place is great! Clean, cute and convenient. I only wish had been able to stay longer. The host is wonderful and very accommodating! "
United States
Lisa
The price is NZ$376
includes taxes & fees
12 Jan - 13 Jan 2026
The Bookend Loft Above Perched above historic Pine Street in downtown Rolla

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Saint James
10.0 out of 10, Exceptional, (25)
"Very clean, stylish decor easy check in and out. "
United States
Kathy B.
The price is NZ$343
includes taxes & fees
12 Jan - 13 Jan 2026
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James

3BR/2BA • BBQ • Patio • Family-Friendly & Clean

3BR/2BA • BBQ • Patio • Family-Friendly & Clean
Saint James
9.8 out of 10, Exceptional, (28)
"Our stay was great, I believe "
United States
Jennifer B.
The price is NZ$413
includes taxes & fees
10 Jan - 11 Jan 2026
3BR/2BA • BBQ • Patio • Family-Friendly & Clean
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.
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Top Cuba Hotel Reviews

Find out more about Cuba

Everything you need to know about Cuba holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cuba holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cuba holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cuba holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cuba. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cuba holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuba holiday rentals we have selected for you start as low as NZ$224 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cuba rentals

At Expedia, we put the best Cuba holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cuba rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cuba holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuba. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Cuba?

Yes, there are holiday rentals close to the most popular sights in Cuba, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Cuba has a good selection of restaurants. Make sure you have time to check out the festivals and cafés during your trip.

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

Whippoorwill Cabin on the Upper Meramec River: This highly rated holiday home rental in Cuba offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Cuba?

Expedia has 3 holiday rentals for your stay in Cuba.

What’s there to see and do in Cuba?

Hood Park and Meramec River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Fanning Route 66 Outpost and Weisel Lake.

What’s a holiday rental in Cuba like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cuba. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.