Oakland Estates holiday lettings
We found 33 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Oakland Estates that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, which might include parking and a pool. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
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Find the best place to stay - Oakland Estates

5-Bdrm + Hot Tub | TX Med Cen, Lackland, Riverwalk
Sleeps 14 · 4 bedrooms · 3+ bathrooms
9.8 out of 10
exceptional
(7 reviews)
Top rated rentals - Oakland Estates

Great Location
10 out of 10
exceptional
(165 reviews)
Communication was amazing, always replied promptly. Rhonda and Paul were such good hosts, lovely property and cosy accommodation. The dogs were a plus for us, as we left three fur babies at home, but Rhonda was very respectful where they were concerned. The roaming deer were another plus if you are an animal lover like us! We would not hesitate to recommend this accommodation and if we ever visit San Antonio again, that’s where we would stay.
Jacqueline J.
Stayed Jun 2023
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value